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$675,000

Professional photos coming soon! WHERE HOME MEETS HOMETOWN! Beautifully built in 2019 and ideally located on a premium corner homesite, this exceptional Colonial offers the rare combination of a beautifully appointed, move-in-ready home and the welcoming lifestyle of Historic Middletown, one of Maryland's most desirable small towns. With three finished levels, four bedrooms, 3 full and 1 half baths, a covered front porch, a covered rear maintenance-free deck, and a location where schools, restaurants, the recently built library, community parks, and Historic Main Street are all within easy reach, this is a home designed to be lived in, enjoyed, and remembered. From the moment you arrive, the covered front porch invites you to slow down and enjoy the neighborhood and serene mountain views. Inside, the light-filled open floor plan creates an effortless flow for both everyday living and entertaining. Beautiful, engineered wood flooring throughout the main level, high ceilings, and an abundance of windows give the main level a bright, welcoming feel. The private office with French doors offers the perfect place to work from home, while the heart of the home is undoubtedly the spacious kitchen, breakfast/dining area, and family room. Gather around the oversized island in the gorgeous kitchen featuring timeless white cabinetry, quartz countertops, stainless steel appliances, gas range, wall oven, built-in microwave, dishwasher, refrigerator, and plenty of workspace for preparing everything from weekday meals to holiday dinners. The kitchen opens to the breakfast/dining area and family room, making it easy to stay connected with family and guests. A gas fireplace adds warmth and ambiance, while the extra windows bring the outdoors in. Just beyond the kitchen, the covered maintenance-free deck creates another inviting place to relax, dine al fresco, or gather with friends. A convenient rear hallway includes a pantry closet, powder room, coat closet, and access to the two-car garage. Upstairs, the spacious primary suite feels like a private retreat, complete with room for a sitting area, massive walk-in closet, and beautifully appointed ensuite bath with walk-in shower, dual-sink vanity, and private toilet room. Three additional bedrooms provide space for family, guests, hobbies, or a second home office. One bedroom features a large picture window that fills the room with natural light. The convenient upper-level laundry room with built-in shelving and full hall bath add to the thoughtful functionality of this level. The finished lower level adds an entirely new dimension to the home with a generous recreation room and walkout to a paver pad and the rear yard, along with a full bath, storage room, and utility room. Whether envisioned as a game room, movie night destination, guest space, exercise area, or simply a place to spread out, this flexible level adapts beautifully to your lifestyle. Freshly painted interiors, newly installed carpeting, a tankless water heater, natural gas heat, and an exceptionally well-designed floor plan make this home truly move-in ready. But perhaps what makes this property most special is the life you can live here. Step outside, and you're part of a community where neighbors gather, traditions matter, and there is always something to look forward to. Walk to Historic Main Street for restaurants and local events, enjoy Friday night football, stroll to the library, hear the church bells ring, or spend an afternoon at nearby Middletown Community Park with its trails, playgrounds, soccer and football fields, fishing pond, picnic areas, sand volleyball, disc golf, bandstand, and more. Middletown has a way of taking you back to a simpler time with holiday celebrations, parades down Main Street, outdoor movies, concerts in the park, and the familiar rhythm of a community that comes together. This is more than a beautiful house. It is a place to put down roots, make memories, and truly enjoy coming home.

4 Beds ⋅ 4 Baths ⋅ MDFR2088792 MLS

Professional photos coming soon! WHERE HOME MEETS HOMETOWN! Beautifully built in 2019 and ideally located on a premium corner homesite, this exceptional Colonial offers the rare combination of a beautifully appointed, move-in-ready home and the welcoming lifestyle of Historic Middletown, one of Maryland's most desirable small towns. With three finished levels, four bedrooms, 3 full and 1 half baths, a covered front porch, a covered rear maintenance-free deck, and a location where schools, restaurants, the recently built library, community parks, and Historic Main Street are all within easy reach, this is a home designed to be lived in, enjoyed, and remembered. From the moment you arrive, the covered front porch invites you to slow down and enjoy the neighborhood and serene mountain views. Inside, the light-filled open floor plan creates an effortless flow for both everyday living and entertaining. Beautiful, engineered wood flooring throughout the main level, high ceilings, and an abundance of windows give the main level a bright, welcoming feel. The private office with French doors offers the perfect place to work from home, while the heart of the home is undoubtedly the spacious kitchen, breakfast/dining area, and family room. Gather around the oversized island in the gorgeous kitchen featuring timeless white cabinetry, quartz countertops, stainless steel appliances, gas range, wall oven, built-in microwave, dishwasher, refrigerator, and plenty of workspace for preparing everything from weekday meals to holiday dinners. The kitchen opens to the breakfast/dining area and family room, making it easy to stay connected with family and guests. A gas fireplace adds warmth and ambiance, while the extra windows bring the outdoors in. Just beyond the kitchen, the covered maintenance-free deck creates another inviting place to relax, dine al fresco, or gather with friends. A convenient rear hallway includes a pantry closet, powder room, coat closet, and access to the two-car garage. Upstairs, the spacious primary suite feels like a private retreat, complete with room for a sitting area, massive walk-in closet, and beautifully appointed ensuite bath with walk-in shower, dual-sink vanity, and private toilet room. Three additional bedrooms provide space for family, guests, hobbies, or a second home office. One bedroom features a large picture window that fills the room with natural light. The convenient upper-level laundry room with built-in shelving and full hall bath add to the thoughtful functionality of this level. The finished lower level adds an entirely new dimension to the home with a generous recreation room and walkout to a paver pad and the rear yard, along with a full bath, storage room, and utility room. Whether envisioned as a game room, movie night destination, guest space, exercise area, or simply a place to spread out, this flexible level adapts beautifully to your lifestyle. Freshly painted interiors, newly installed carpeting, a tankless water heater, natural gas heat, and an exceptionally well-designed floor plan make this home truly move-in ready. But perhaps what makes this property most special is the life you can live here. Step outside, and you're part of a community where neighbors gather, traditions matter, and there is always something to look forward to. Walk to Historic Main Street for restaurants and local events, enjoy Friday night football, stroll to the library, hear the church bells ring, or spend an afternoon at nearby Middletown Community Park with its trails, playgrounds, soccer and football fields, fishing pond, picnic areas, sand volleyball, disc golf, bandstand, and more. Middletown has a way of taking you back to a simpler time with holiday celebrations, parades down Main Street, outdoor movies, concerts in the park, and the familiar rhythm of a community that comes together. This is more than a beautiful house. It is a place to put down roots, make memories, and truly enjoy coming home.

12 Dean Ln, Middletown

$874,900

23+ ACRES *** 4,000+ TOTAL FINISHED SQ. FT. *** HORSE BARN *** TRAILS *** MIDDLETOWN VALLEY A rare opportunity to enjoy space, privacy and versatility in the heart of scenic Middletown Valley. Set on approximately 23.1 acres, this distinctive property brings together a spacious residence, expansive open acreage, equestrian improvements, a substantial barn and beautiful countryside surroundings—all while remaining convenient to Middletown and Frederick. The home offers more than 4,000 total finished square feet, with generous gathering spaces designed to take advantage of the property’s natural setting. One of the highlights is the impressive window-lined living/sunroom area, where abundant natural light and views of the surrounding acreage create a wonderful connection between the indoors and outdoors. A second expansive living area features a wood-burning stove, skylights and walls of windows overlooking the property. The main level offers a comfortable and functional layout with a primary bedroom suite featuring a private bath and walk-in closet, two additional bedrooms and another full bath. The spacious kitchen features granite countertops, stainless steel appliances, upgraded cabinetry and a large casual dining area, complemented by separate living and dining spaces. Hardwood flooring extends through much of the main level. The lower level significantly expands the home's usable space and offers excellent flexibility for recreation, guests, extended living arrangements, hobbies or a home office. Additional features include the laundry area and plumbing rough-in for another full bathroom. Outside is where this property becomes truly special. Step onto the large rear deck with a covered section and enjoy views across your own acreage. The property has been enhanced with trails throughout the land, creating opportunities for horseback riding, walking, recreation and simply enjoying the privacy of the setting. The deck and gazebo have also been repaired and refreshed. For the equestrian enthusiast, hobby farmer, collector or buyer simply looking for substantial additional space, the approximately 42' x 70' barn is an exceptional feature. The barn has its own electrical panel, an upper level and three horse stalls, providing substantial room for horses, equipment, storage, workshops or other permitted uses. Horse containment areas have also been improved. And despite the peaceful country setting, you don't have to give up convenience. Historic Main Street Middletown offers locally owned restaurants, shops and services, while the surrounding Middletown Valley is known for its mountain scenery, farmland and outdoor recreation. The Appalachian Trail, South Mountain area and Middletown's parks and walking trails add even more opportunities to enjoy the outdoors. For more extensive shopping, dining and entertainment, Downtown Frederick offers more than 200 specialty shops, galleries, breweries, distilleries and restaurants. The Middletown area is positioned along the historic US-40 Alternate/National Road corridor, providing connectivity toward Frederick and the surrounding region. 23+ acres. 4,000+ finished square feet. Horse facilities. An oversized barn. Trails. Privacy. Mountain-country surroundings. Properties offering this combination of acreage, living space and versatility in Middletown are difficult to duplicate.

3 Beds ⋅ 3 Baths ⋅ MDFR2089196 MLS

23+ ACRES *** 4,000+ TOTAL FINISHED SQ. FT. *** HORSE BARN *** TRAILS *** MIDDLETOWN VALLEY A rare opportunity to enjoy space, privacy and versatility in the heart of scenic Middletown Valley. Set on approximately 23.1 acres, this distinctive property brings together a spacious residence, expansive open acreage, equestrian improvements, a substantial barn and beautiful countryside surroundings—all while remaining convenient to Middletown and Frederick. The home offers more than 4,000 total finished square feet, with generous gathering spaces designed to take advantage of the property’s natural setting. One of the highlights is the impressive window-lined living/sunroom area, where abundant natural light and views of the surrounding acreage create a wonderful connection between the indoors and outdoors. A second expansive living area features a wood-burning stove, skylights and walls of windows overlooking the property. The main level offers a comfortable and functional layout with a primary bedroom suite featuring a private bath and walk-in closet, two additional bedrooms and another full bath. The spacious kitchen features granite countertops, stainless steel appliances, upgraded cabinetry and a large casual dining area, complemented by separate living and dining spaces. Hardwood flooring extends through much of the main level. The lower level significantly expands the home's usable space and offers excellent flexibility for recreation, guests, extended living arrangements, hobbies or a home office. Additional features include the laundry area and plumbing rough-in for another full bathroom. Outside is where this property becomes truly special. Step onto the large rear deck with a covered section and enjoy views across your own acreage. The property has been enhanced with trails throughout the land, creating opportunities for horseback riding, walking, recreation and simply enjoying the privacy of the setting. The deck and gazebo have also been repaired and refreshed. For the equestrian enthusiast, hobby farmer, collector or buyer simply looking for substantial additional space, the approximately 42' x 70' barn is an exceptional feature. The barn has its own electrical panel, an upper level and three horse stalls, providing substantial room for horses, equipment, storage, workshops or other permitted uses. Horse containment areas have also been improved. And despite the peaceful country setting, you don't have to give up convenience. Historic Main Street Middletown offers locally owned restaurants, shops and services, while the surrounding Middletown Valley is known for its mountain scenery, farmland and outdoor recreation. The Appalachian Trail, South Mountain area and Middletown's parks and walking trails add even more opportunities to enjoy the outdoors. For more extensive shopping, dining and entertainment, Downtown Frederick offers more than 200 specialty shops, galleries, breweries, distilleries and restaurants. The Middletown area is positioned along the historic US-40 Alternate/National Road corridor, providing connectivity toward Frederick and the surrounding region. 23+ acres. 4,000+ finished square feet. Horse facilities. An oversized barn. Trails. Privacy. Mountain-country surroundings. Properties offering this combination of acreage, living space and versatility in Middletown are difficult to duplicate.

2313 Bidle Rd, Middletown

$175,000

Property is being sold AS IS. Spacious home in the beautiful town of Middletown with a 2-car garage, large lot, and plenty of square footage. This property offers an opportunity for the right buyer to renovate and make it their own. The home requires significant work and is priced accordingly. Bring your vision and contractor to transform this property into something special!

3 Beds ⋅ 2 Baths ⋅ VAFV2044778 MLS

Property is being sold AS IS. Spacious home in the beautiful town of Middletown with a 2-car garage, large lot, and plenty of square footage. This property offers an opportunity for the right buyer to renovate and make it their own. The home requires significant work and is priced accordingly. Bring your vision and contractor to transform this property into something special!

7976 Church St, Middletown

$415,000

3 bed 1.5 bath split foyer with garage, walkout basement with den, office, and storage at the end of cul de sac. Replaced within the last 5 years: roof, hvac, sewer main, flooring, paint. Located in Fountaindale neighborhood. Middletown school district. 8 min drive to Golden Mile.

3 Beds ⋅ 2 Baths ⋅ MDFR2089156 MLS

3 bed 1.5 bath split foyer with garage, walkout basement with den, office, and storage at the end of cul de sac. Replaced within the last 5 years: roof, hvac, sewer main, flooring, paint. Located in Fountaindale neighborhood. Middletown school district. 8 min drive to Golden Mile.

7101 Flint Ct, Middletown

$765,000

Professional Interior Photos will be upload Tuesday. Foxfield at its Finest! Beautiful home on one of the best lots Foxfield has to offer. With over 3100 finished SF and just shy of a half acre...this home has it all! The main floor was designed for entertaining! Designated rooms that easily flow into one another. This Admar built model was customized with a special office/reading room on the main level. Built-ins and French Doors make this area a wonderful flexible space! Upper level has 4 bedrooms and two full baths. The large primary bedroom allows for a grand sleeping area and a bonus retreat space. 3 additional bedrooms are generous in size! Upper level has a perfect area for a homework nook! Lower level is unfinished and ready for your imagination! Back yard is the crown jewel! Fully Fenced and backed by a treeline, the yard is ideal! Seller has taken pride in the flower beds! Just a bevy of color year round. The yard is enhanced by a Paver patio, Fruit Trees, adorable shed and playset! Located in close proximity to Middletown Park, Middletown Schools, shopping and historic downtown Middletown...You don't ever have to leave the Valley! Set up your showing today!

4 Beds ⋅ 3 Baths ⋅ MDFR2089178 MLS

Professional Interior Photos will be upload Tuesday. Foxfield at its Finest! Beautiful home on one of the best lots Foxfield has to offer. With over 3100 finished SF and just shy of a half acre...this home has it all! The main floor was designed for entertaining! Designated rooms that easily flow into one another. This Admar built model was customized with a special office/reading room on the main level. Built-ins and French Doors make this area a wonderful flexible space! Upper level has 4 bedrooms and two full baths. The large primary bedroom allows for a grand sleeping area and a bonus retreat space. 3 additional bedrooms are generous in size! Upper level has a perfect area for a homework nook! Lower level is unfinished and ready for your imagination! Back yard is the crown jewel! Fully Fenced and backed by a treeline, the yard is ideal! Seller has taken pride in the flower beds! Just a bevy of color year round. The yard is enhanced by a Paver patio, Fruit Trees, adorable shed and playset! Located in close proximity to Middletown Park, Middletown Schools, shopping and historic downtown Middletown...You don't ever have to leave the Valley! Set up your showing today!

117 Mina Dr, Middletown

$375,000

Nestled in the charming community of Middletown, this delightful bungalow offers a perfect blend of comfort and convenience. Built in 1945, this home exudes character with its classic architectural style and inviting ambiance. With 3 bedrooms and 2 full bathrooms, this residence is designed for both relaxation and functionality. As you step inside, the warmth of hardwood flooring welcomes you, leading you to a cozy living area complete with a gas fireplace-perfect for those chilly evenings spent with loved ones. This home offers a newer HVAC(2022) system and updated windows(2022) on the main level. Enjoy the kitchen with stainless appliances and granite countertops. The partially finished basement provides additional space for a home office, playroom, or storage, while the side entrance adds convenience for everyday living. The exterior features low-maintenance vinyl siding and a brand new roof(2026), ensuring you can spend more time enjoying the community and less time on upkeep. The generous lot size of 0.21 acres offers ample outdoor space for gardening, play, or simply unwinding in the fresh air. Middletown is not just a place to live; it's a vibrant community that fosters connection and engagement. Residents enjoy easy access to local parks, where you can take leisurely strolls, have picnics, or let the kids play freely. The neighborhood is known for its friendly atmosphere, making it easy to meet neighbors and build lasting friendships. The community is well-served by public services, providing peace of mind and convenience for all residents. The location also offers easy access to local amenities, including shops, restaurants, and recreational facilities, making everyday errands simple and enjoyable. This home in Middletown is more than just a property; it's a place where memories are made, and community bonds are strengthened. Experience the warmth and charm of this inviting bungalow, and discover the lifestyle that awaits you in this wonderful neighborhood. Don't miss the opportunity to make this house your home!

3 Beds ⋅ 2 Baths ⋅ MDFR2088998 MLS

Nestled in the charming community of Middletown, this delightful bungalow offers a perfect blend of comfort and convenience. Built in 1945, this home exudes character with its classic architectural style and inviting ambiance. With 3 bedrooms and 2 full bathrooms, this residence is designed for both relaxation and functionality. As you step inside, the warmth of hardwood flooring welcomes you, leading you to a cozy living area complete with a gas fireplace-perfect for those chilly evenings spent with loved ones. This home offers a newer HVAC(2022) system and updated windows(2022) on the main level. Enjoy the kitchen with stainless appliances and granite countertops. The partially finished basement provides additional space for a home office, playroom, or storage, while the side entrance adds convenience for everyday living. The exterior features low-maintenance vinyl siding and a brand new roof(2026), ensuring you can spend more time enjoying the community and less time on upkeep. The generous lot size of 0.21 acres offers ample outdoor space for gardening, play, or simply unwinding in the fresh air. Middletown is not just a place to live; it's a vibrant community that fosters connection and engagement. Residents enjoy easy access to local parks, where you can take leisurely strolls, have picnics, or let the kids play freely. The neighborhood is known for its friendly atmosphere, making it easy to meet neighbors and build lasting friendships. The community is well-served by public services, providing peace of mind and convenience for all residents. The location also offers easy access to local amenities, including shops, restaurants, and recreational facilities, making everyday errands simple and enjoyable. This home in Middletown is more than just a property; it's a place where memories are made, and community bonds are strengthened. Experience the warmth and charm of this inviting bungalow, and discover the lifestyle that awaits you in this wonderful neighborhood. Don't miss the opportunity to make this house your home!

400 W Green St, Middletown

$474,900

"Beautiful On Birmingham" This 4-bedroom, 2 1/2 bath colonial style home is ready for you to move right in! As you enter, you'll be welcomed by the open floor plan! With a large island and plenty of cabinet space the kitchen was built for everyday life and entertainment. Spacious family room, eating area and first floor flex room perfect for a home office! Upstairs you'll find a large primary bedroom with a walk-in-closet and private bathroom. 3 additional bedrooms on the upper level as well as a full hallway bathroom and upstairs laundry room. Unfinished walk-out basement with a full rough-in for the possibility of adding an additional bathroom. Two car garage that was painted and has wooden ceiling shelves that were added. Step out back to a massive deck that was just added in 2026 and a wooden fence that was added in 2023. Additional upgrades include hardware added to the kitchen cabinets, basement staircase painted, board and batten design added to laundry room as well as laundry room cabinets added. Close to I-81 and Rt. 66 making commuting a dream!

4 Beds ⋅ 3 Baths ⋅ VAFV2044688 MLS

"Beautiful On Birmingham" This 4-bedroom, 2 1/2 bath colonial style home is ready for you to move right in! As you enter, you'll be welcomed by the open floor plan! With a large island and plenty of cabinet space the kitchen was built for everyday life and entertainment. Spacious family room, eating area and first floor flex room perfect for a home office! Upstairs you'll find a large primary bedroom with a walk-in-closet and private bathroom. 3 additional bedrooms on the upper level as well as a full hallway bathroom and upstairs laundry room. Unfinished walk-out basement with a full rough-in for the possibility of adding an additional bathroom. Two car garage that was painted and has wooden ceiling shelves that were added. Step out back to a massive deck that was just added in 2026 and a wooden fence that was added in 2023. Additional upgrades include hardware added to the kitchen cabinets, basement staircase painted, board and batten design added to laundry room as well as laundry room cabinets added. Close to I-81 and Rt. 66 making commuting a dream!

122 Birmingham Dr, Middletown

$389,900

This charming ranch-style home, beautifully renovated in 2018, offers a perfect blend of comfort and modern living. Nestled on a serene half-acre lot, the property features a welcoming interior with four spacious bedrooms and a thoughtfully designed layout. Enjoy the warmth of hardwood floors throughout, complemented by upgraded countertops in the eat-in kitchen, which seamlessly connects to the dining area-ideal for gatherings. The main level includes a convenient entry-level bedrooms and a luxurious walk-in shower in the bathroom. Step outside to discover a private oasis with an above-ground pool, surrounded by lush landscaping and mature trees, providing a tranquil view of the pasture and woods. The exterior is enhanced by thoughtful features such as exterior lighting and flood lights, ensuring safety and ambiance. Located in a peaceful rural setting, this home is part of a friendly community that values connection and outdoor living. Nearby parks offer recreational opportunities, while local schools are known for their commitment to education. With easy access to public services and a gravel driveway accommodating up to four vehicles, convenience is at your fingertips. This property is not just a house; it's a place to create lasting memories. Experience the joy of living in a home that combines modern amenities with the charm of nature.

4 Beds ⋅ 1 Baths ⋅ VAFV2044654 MLS

This charming ranch-style home, beautifully renovated in 2018, offers a perfect blend of comfort and modern living. Nestled on a serene half-acre lot, the property features a welcoming interior with four spacious bedrooms and a thoughtfully designed layout. Enjoy the warmth of hardwood floors throughout, complemented by upgraded countertops in the eat-in kitchen, which seamlessly connects to the dining area-ideal for gatherings. The main level includes a convenient entry-level bedrooms and a luxurious walk-in shower in the bathroom. Step outside to discover a private oasis with an above-ground pool, surrounded by lush landscaping and mature trees, providing a tranquil view of the pasture and woods. The exterior is enhanced by thoughtful features such as exterior lighting and flood lights, ensuring safety and ambiance. Located in a peaceful rural setting, this home is part of a friendly community that values connection and outdoor living. Nearby parks offer recreational opportunities, while local schools are known for their commitment to education. With easy access to public services and a gravel driveway accommodating up to four vehicles, convenience is at your fingertips. This property is not just a house; it's a place to create lasting memories. Experience the joy of living in a home that combines modern amenities with the charm of nature.

1810 Chapel Rd, Middletown

$1,235,000

Welcome to 1 Wagon Shed Lane, a stunning five-bedroom, five-full- and one-half-bath Colonial offering nearly 7,000 square feet of luxurious living space in the sought-after Glenbrook community of Middletown. Polished elegance, sophisticated details, and design-inspired finishes distinguish every level, including classic moldings, wainscoting, stately columns, gleaming hardwood floors, soaring ceilings, and expansive windows. The open-concept main level is filled with natural light and offers an inviting, versatile layout ideal for everyday living and entertaining. At the heart of the home, the gourmet eat-in kitchen is beautifully appointed with granite countertops, stainless steel appliances, a center island, breakfast bar, decorative backsplash, display cabinetry, and a convenient planning station. A sun-filled breakfast room and adjoining sitting area provide direct access to the custom deck and patio. Just beyond, the impressive two-story great room takes center stage with coffered ceilings, dramatic Palladian windows, and a stacked-ledgestone fireplace and hearth. Formal living and dining rooms offer elegant settings for special occasions, while a private office with French doors, powder room, and thoughtfully designed arrival center with a laundry room and Kohler cast-iron sink complete the main level. Upstairs, the luxurious primary suite provides a private retreat featuring a spacious sitting room, expansive walk-in closet, and spa-inspired en-suite bath with separate vanities, a soaking tub, private water closet, and glass-enclosed shower. Three additional bedrooms, each with a private en-suite full bath, and rich Lifescapes Hevea distressed solid hardwood flooring throughout the second level complete the upper-level accommodations. Superior craftsmanship continues into the expansive finished lower level, offering an impressive game room, exercise room, hobby room with built-in shelving, versatile bonus room, fifth bedroom, full bath, and abundant storage. Additional storage is available through numerous closets and custom garage cabinetry. Outside, professionally landscaped grounds are enhanced by mature plantings, fencing, a deck, custom hardscaping, and spectacular Middletown Valley sunsets. A heated three-car garage and generous driveway parking complete this exceptional property. The home has been thoughtfully enhanced with significant updates, including two new high-efficiency variable-capacity HVAC systems and a new 75-gallon natural gas water heater in 2026. The HVAC improvements include Ecobee smart thermostats, indoor and outdoor surge protection, germicidal UV-light protection for both systems, and a large-capacity Aprilaire humidifier. Exterior improvements completed in 2025 include a CertainTeed Landmark Pro roof, six-inch gutters and downspouts, and replacement window screens. Additional enhancements include a whole-house water-softening system, updated lighting and ceiling fans, luxury carpeting and padding, added trim and crown moldings, replaced and recently resealed driveway, along with a Nutone Central Vac System that serves all three levels of the home. Enjoy a tranquil community setting with the convenience of public water and sewer and access to the amenities of Middletown. Nearby destinations include Richland Golf Club, the Middletown Branch Library, Remsberg Park, the renovated Middletown Community Park, grocery stores, restaurants, pharmacies, and everyday services. The home is served by Middletown schools, with a new co-located elementary and middle school campus currently under construction and anticipated for completion in 2027. Convenient access to I-70, I-270, US-340, US-15, and US-40 provides connections to Frederick, Hagerstown, and surrounding areas.

5 Beds ⋅ 6 Baths ⋅ MDFR2088582 MLS

Welcome to 1 Wagon Shed Lane, a stunning five-bedroom, five-full- and one-half-bath Colonial offering nearly 7,000 square feet of luxurious living space in the sought-after Glenbrook community of Middletown. Polished elegance, sophisticated details, and design-inspired finishes distinguish every level, including classic moldings, wainscoting, stately columns, gleaming hardwood floors, soaring ceilings, and expansive windows. The open-concept main level is filled with natural light and offers an inviting, versatile layout ideal for everyday living and entertaining. At the heart of the home, the gourmet eat-in kitchen is beautifully appointed with granite countertops, stainless steel appliances, a center island, breakfast bar, decorative backsplash, display cabinetry, and a convenient planning station. A sun-filled breakfast room and adjoining sitting area provide direct access to the custom deck and patio. Just beyond, the impressive two-story great room takes center stage with coffered ceilings, dramatic Palladian windows, and a stacked-ledgestone fireplace and hearth. Formal living and dining rooms offer elegant settings for special occasions, while a private office with French doors, powder room, and thoughtfully designed arrival center with a laundry room and Kohler cast-iron sink complete the main level. Upstairs, the luxurious primary suite provides a private retreat featuring a spacious sitting room, expansive walk-in closet, and spa-inspired en-suite bath with separate vanities, a soaking tub, private water closet, and glass-enclosed shower. Three additional bedrooms, each with a private en-suite full bath, and rich Lifescapes Hevea distressed solid hardwood flooring throughout the second level complete the upper-level accommodations. Superior craftsmanship continues into the expansive finished lower level, offering an impressive game room, exercise room, hobby room with built-in shelving, versatile bonus room, fifth bedroom, full bath, and abundant storage. Additional storage is available through numerous closets and custom garage cabinetry. Outside, professionally landscaped grounds are enhanced by mature plantings, fencing, a deck, custom hardscaping, and spectacular Middletown Valley sunsets. A heated three-car garage and generous driveway parking complete this exceptional property. The home has been thoughtfully enhanced with significant updates, including two new high-efficiency variable-capacity HVAC systems and a new 75-gallon natural gas water heater in 2026. The HVAC improvements include Ecobee smart thermostats, indoor and outdoor surge protection, germicidal UV-light protection for both systems, and a large-capacity Aprilaire humidifier. Exterior improvements completed in 2025 include a CertainTeed Landmark Pro roof, six-inch gutters and downspouts, and replacement window screens. Additional enhancements include a whole-house water-softening system, updated lighting and ceiling fans, luxury carpeting and padding, added trim and crown moldings, replaced and recently resealed driveway, along with a Nutone Central Vac System that serves all three levels of the home. Enjoy a tranquil community setting with the convenience of public water and sewer and access to the amenities of Middletown. Nearby destinations include Richland Golf Club, the Middletown Branch Library, Remsberg Park, the renovated Middletown Community Park, grocery stores, restaurants, pharmacies, and everyday services. The home is served by Middletown schools, with a new co-located elementary and middle school campus currently under construction and anticipated for completion in 2027. Convenient access to I-70, I-270, US-340, US-15, and US-40 provides connections to Frederick, Hagerstown, and surrounding areas.

1 Wagon Shed Ln, Middletown

$1,100,000

MDFR2088016 MLS

211 E Main St, Middletown

$409,900

Adorable 5-year-young rancher backing to common area in quaint Middletown! This beautifully maintained home feels practically brand new with luxury vinyl plank flooring throughout the main living areas, brand-new carpet in the bedrooms, and fresh paint throughout. Enjoy easy one-level living with a desirable split-bedroom floor plan. The spacious kitchen opens to the dining and living areas and features stainless steel appliances, pantry, and large island—perfect for everyday living and entertaining. The generously sized primary suite offers a lovely en-suite bath and huge walk-in closet. Step outside to the beautiful composite rear deck with stairs leading to the fully fenced backyard with privacy fencing. With common area behind the home and no home directly beside you on one side, you’ll enjoy a nice sense of privacy. The full walk-out basement offers excellent potential for additional living space, a recreation room, home office, or whatever suits your needs. One room is already framed and just needs drywall, and rough-in plumbing is in place for a potential third bathroom. Sliding glass doors lead to a composite patio and backyard. A concrete driveway and two-car garage add convenience, while one of the home’s standout features is the solar panel system, valued at approximately $50,000 and included in the sales price! Enjoy the potential for significantly reduced electric bills, along with the option to sell excess solar energy you don’t use, subject to the applicable utility agreement. If you’re looking for one-level living, a two-car garage, energy savings, outdoor space, privacy, and room to grow, this home checks all the boxes! A wonderful opportunity in a charming Middletown setting with thoughtful updates and plenty of potential to make it your own.

3 Beds ⋅ 2 Baths ⋅ VAFV2044530 MLS

Adorable 5-year-young rancher backing to common area in quaint Middletown! This beautifully maintained home feels practically brand new with luxury vinyl plank flooring throughout the main living areas, brand-new carpet in the bedrooms, and fresh paint throughout. Enjoy easy one-level living with a desirable split-bedroom floor plan. The spacious kitchen opens to the dining and living areas and features stainless steel appliances, pantry, and large island—perfect for everyday living and entertaining. The generously sized primary suite offers a lovely en-suite bath and huge walk-in closet. Step outside to the beautiful composite rear deck with stairs leading to the fully fenced backyard with privacy fencing. With common area behind the home and no home directly beside you on one side, you’ll enjoy a nice sense of privacy. The full walk-out basement offers excellent potential for additional living space, a recreation room, home office, or whatever suits your needs. One room is already framed and just needs drywall, and rough-in plumbing is in place for a potential third bathroom. Sliding glass doors lead to a composite patio and backyard. A concrete driveway and two-car garage add convenience, while one of the home’s standout features is the solar panel system, valued at approximately $50,000 and included in the sales price! Enjoy the potential for significantly reduced electric bills, along with the option to sell excess solar energy you don’t use, subject to the applicable utility agreement. If you’re looking for one-level living, a two-car garage, energy savings, outdoor space, privacy, and room to grow, this home checks all the boxes! A wonderful opportunity in a charming Middletown setting with thoughtful updates and plenty of potential to make it your own.

131 Emmet St, Middletown

$665,000

Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwood floors, a dedicated office, a bright kitchen with granite counters and large island, and a family room with a wood-burning fireplace framed by a dramatic floor-to-ceiling brick surround. Just off the kitchen, the skylit three-season sunroom offers a peaceful retreat with electric heat. Upstairs, four bedrooms include a spacious primary suite with walk-in closet and renovated bath featuring a tub and separate shower. The fully finished and renovated basement adds a large recreation room with propane stove plus a separate flex room for guests, an office, workout space or hobbies. Outside, enjoy a fenced yard, maintenance-free deck with built-in bar counter, adjoining patio and fire pit, plus a side-load two-car garage. All this just a short distance to Middletown Park, downtown shops, restaurants, grocery shopping and the many amenities of this charming Main Street community.

4 Beds ⋅ 4 Baths ⋅ MDFR2088234 MLS

Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwood floors, a dedicated office, a bright kitchen with granite counters and large island, and a family room with a wood-burning fireplace framed by a dramatic floor-to-ceiling brick surround. Just off the kitchen, the skylit three-season sunroom offers a peaceful retreat with electric heat. Upstairs, four bedrooms include a spacious primary suite with walk-in closet and renovated bath featuring a tub and separate shower. The fully finished and renovated basement adds a large recreation room with propane stove plus a separate flex room for guests, an office, workout space or hobbies. Outside, enjoy a fenced yard, maintenance-free deck with built-in bar counter, adjoining patio and fire pit, plus a side-load two-car garage. All this just a short distance to Middletown Park, downtown shops, restaurants, grocery shopping and the many amenities of this charming Main Street community.

301 Cone Branch Dr, Middletown

$410,000

Welcome to 5 Bankbarn Circle, a stunning three-story townhouse offering 2,416 square feet of beautifully designed living space in Middletown’s highly desirable Glenbrook community. This home features four spacious bedrooms, three and a half baths, and three levels of expanded space thanks to generous rear bump-outs and a step-up entryway leading to a large living room with a classic bay window. Perfect for relaxing or entertaining, the home has scenic mountain views, a bright kitchen with a center island and breakfast area, and a rear deck.��Retire to the primary suite featuring a luxurious soaking tub and separate shower, or utilize the fully finished lower level. Most importantly, this turnkey home offers ultimate peace of mind with major systems recently replaced: a new HVAC system in 2021, a new water heater in 2024, a brand-new roof in 2025, and updated gutters and downspouts in 2025. Located within the top-rated Frederick County Public Schools district, this remarkable property is ready to welcome you home.

4 Beds ⋅ 4 Baths ⋅ MDFR2088598 MLS

Welcome to 5 Bankbarn Circle, a stunning three-story townhouse offering 2,416 square feet of beautifully designed living space in Middletown’s highly desirable Glenbrook community. This home features four spacious bedrooms, three and a half baths, and three levels of expanded space thanks to generous rear bump-outs and a step-up entryway leading to a large living room with a classic bay window. Perfect for relaxing or entertaining, the home has scenic mountain views, a bright kitchen with a center island and breakfast area, and a rear deck.��Retire to the primary suite featuring a luxurious soaking tub and separate shower, or utilize the fully finished lower level. Most importantly, this turnkey home offers ultimate peace of mind with major systems recently replaced: a new HVAC system in 2021, a new water heater in 2024, a brand-new roof in 2025, and updated gutters and downspouts in 2025. Located within the top-rated Frederick County Public Schools district, this remarkable property is ready to welcome you home.

5 Bankbarn Cir, Middletown

$1,050,000

Carefully reimagined between 2018 and 2021 with over $1.5M in updates, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout. At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home’s historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining. The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light. Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces statement lighting and additional storage. The finished attic was transformed into a truly unique owner’s retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room. Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout. Stretching from Main Street to West Green Street, the property also has a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown. Located on one of Maryland’s historic designated Main Streets, just steps from Middletown’s restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Sellers are sad to leave, as they finished it as their forever home.

4 Beds ⋅ 4 Baths ⋅ MDFR2088452 MLS

Carefully reimagined between 2018 and 2021 with over $1.5M in updates, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout. At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home’s historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining. The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light. Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces statement lighting and additional storage. The finished attic was transformed into a truly unique owner’s retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room. Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout. Stretching from Main Street to West Green Street, the property also has a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown. Located on one of Maryland’s historic designated Main Streets, just steps from Middletown’s restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Sellers are sad to leave, as they finished it as their forever home.

19 E Main St, Middletown

$539,900

Welcome to 4492 Jade Court, where a complete interior and exterior renovation meets an exceptional private backyard retreat. Situated on a generous .55-acre lot, this truly move-in-ready home offers 4 bedrooms, 2.5 bathrooms, approximately 2,200 square feet of finished living space, and an extensive list of major improvements. The exterior has been completely refreshed with a new architectural-shingle roof, brand-new vinyl siding, new gutters and shutters, and all-new double-hung, double-pane replacement windows. The fully fenced backyard is designed for both relaxation and entertaining, featuring an impressive 40-by-20-foot in-ground pool with a diving board and slide, a spacious concrete entertaining area, and a gazebo that conveys with the property. A matching storage shed provides additional convenience, while the brand-new two-level deck creates multiple outdoor living spaces overlooking the private backyard. Inside, beautifully refinished original hardwood floors add warmth and character throughout the main living areas. The completely renovated kitchen features quartz countertops, brand-new stainless-steel appliances, a true exterior-vented range hood, and a center island with overhang seating. A new sliding glass door provides direct access from the kitchen to the lower deck, making indoor-outdoor entertaining effortless. The entry level includes a primary bedroom with an en-suite full bathroom and its own private exterior access to the backyard. The main living area is highlighted by a natural wood-burning stove, creating a warm and inviting setting for colder evenings. Upstairs, you will find three additional bedrooms and a second full bathroom. One of the upper-level bedrooms offers direct access to the bathroom and could serve as an additional primary bedroom. A second new sliding glass door opens onto the upper deck, where you can enjoy elevated views of the pool and backyard. The fully finished lower level adds even more versatile living space with brand-new vinyl plank flooring, a convenient half bathroom, and walkout access to the exterior. Additional improvements include new recessed lighting throughout and a brand-new HVAC system. With the major systems, exterior, interior finishes, kitchen, bathrooms, windows, decks, and outdoor entertaining areas already completed, this home is the definition of move-in ready. Simply unpack, settle in, and enjoy your beautifully renovated home and private backyard oasis.

4 Beds ⋅ 3 Baths ⋅ MDFR2088196 MLS

Welcome to 4492 Jade Court, where a complete interior and exterior renovation meets an exceptional private backyard retreat. Situated on a generous .55-acre lot, this truly move-in-ready home offers 4 bedrooms, 2.5 bathrooms, approximately 2,200 square feet of finished living space, and an extensive list of major improvements. The exterior has been completely refreshed with a new architectural-shingle roof, brand-new vinyl siding, new gutters and shutters, and all-new double-hung, double-pane replacement windows. The fully fenced backyard is designed for both relaxation and entertaining, featuring an impressive 40-by-20-foot in-ground pool with a diving board and slide, a spacious concrete entertaining area, and a gazebo that conveys with the property. A matching storage shed provides additional convenience, while the brand-new two-level deck creates multiple outdoor living spaces overlooking the private backyard. Inside, beautifully refinished original hardwood floors add warmth and character throughout the main living areas. The completely renovated kitchen features quartz countertops, brand-new stainless-steel appliances, a true exterior-vented range hood, and a center island with overhang seating. A new sliding glass door provides direct access from the kitchen to the lower deck, making indoor-outdoor entertaining effortless. The entry level includes a primary bedroom with an en-suite full bathroom and its own private exterior access to the backyard. The main living area is highlighted by a natural wood-burning stove, creating a warm and inviting setting for colder evenings. Upstairs, you will find three additional bedrooms and a second full bathroom. One of the upper-level bedrooms offers direct access to the bathroom and could serve as an additional primary bedroom. A second new sliding glass door opens onto the upper deck, where you can enjoy elevated views of the pool and backyard. The fully finished lower level adds even more versatile living space with brand-new vinyl plank flooring, a convenient half bathroom, and walkout access to the exterior. Additional improvements include new recessed lighting throughout and a brand-new HVAC system. With the major systems, exterior, interior finishes, kitchen, bathrooms, windows, decks, and outdoor entertaining areas already completed, this home is the definition of move-in ready. Simply unpack, settle in, and enjoy your beautifully renovated home and private backyard oasis.

4492 Jade Ct, Middletown

$335,000

Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views. This charming two-story home has been thoughtfully updated with a brand new roof on the back and side porch, HVAC system, well pump, flooring and carpet, appliances, water heater, fixtures, fresh paint, and cathedral ceilings. The home also features a main-level bathroom and laundry for added convenience. Set on a spacious .64 acre lot. The property offers plenty of room for gardening, animals, outdoor activities, and enjoying the peaceful surroundings. A covered front porch provides the perfect spot to relax and take in the scenery. The property backs directly to the Appalachian Trail and includes two sheds plus ample off-street parking. Conveniently located near historic sites, just minutes from Middletown, and close to major commuter routes, this home offers the perfect combination of peaceful country living and accessibility. Please note - Portions of the home may have been constructed prior to 1966

2 Beds ⋅ 2 Baths ⋅ MDFR2088058 MLS

Welcome to 7008 Mountain Church Road, a beautifully renovated and move-in-ready home offering the best of country living with stunning mountain views. This charming two-story home has been thoughtfully updated with a brand new roof on the back and side porch, HVAC system, well pump, flooring and carpet, appliances, water heater, fixtures, fresh paint, and cathedral ceilings. The home also features a main-level bathroom and laundry for added convenience. Set on a spacious .64 acre lot. The property offers plenty of room for gardening, animals, outdoor activities, and enjoying the peaceful surroundings. A covered front porch provides the perfect spot to relax and take in the scenery. The property backs directly to the Appalachian Trail and includes two sheds plus ample off-street parking. Conveniently located near historic sites, just minutes from Middletown, and close to major commuter routes, this home offers the perfect combination of peaceful country living and accessibility. Please note - Portions of the home may have been constructed prior to 1966

7008 Mountain Church Rd, Middletown

$399,000

OPEN HOUSE SATURDAY 8/29 11AM-1PM Welcome to this charming 3-bedroom home right across the street from Memorial Park in the heart of Middletown. offering classic character, flexible living space, and convenient off-street parking . Step inside to find beautiful hardwood floors and timeless woodwork that add warmth and character throughout the home. The main level features a comfortable living room that flows into your separate dining room and kitchen. Just beyond the kitchen, a spacious addition provides a versatile main-level third bedroom with access to its own private balcony. This flexible space could also make an excellent home office, guest room, den, or additional living area depending on your needs. Upstairs you'll find two additional bedrooms and a full bathroom. The primary bedroom connects to an additional walk-through room offering plenty of possibilities as a walk-in closet, dressing room, home office, nursery, or additional flex space. The unfinished basement provides additional storage and houses the home's mechanical systems, including newer heating and hot water equipment. Outside, enjoy a manageable backyard, detached shared garage, a reserved parking space, and a private driveway with room for approximately two additional vehicles. This home presents a great opportunity for its next owner to bring their own vision while preserving the hardwood floors, woodwork, and character that make the property unique. With three bedrooms, flexible bonus space, outdoor space, and hard-to-find off-street parking, this South Church Street home has plenty of potential to make your own. NOTE: This is an estate sale being sold strictly AS-IS where is by an out of state seller. Seller has never occupied the home, therefore are exempt from property disclosure/disclaimer, they do not have knowledge of the condition of the property, nor are they responsible to warrant or guarantee the condition.

3 Beds ⋅ 2 Baths ⋅ MDFR2087904 MLS

OPEN HOUSE SATURDAY 8/29 11AM-1PM Welcome to this charming 3-bedroom home right across the street from Memorial Park in the heart of Middletown. offering classic character, flexible living space, and convenient off-street parking . Step inside to find beautiful hardwood floors and timeless woodwork that add warmth and character throughout the home. The main level features a comfortable living room that flows into your separate dining room and kitchen. Just beyond the kitchen, a spacious addition provides a versatile main-level third bedroom with access to its own private balcony. This flexible space could also make an excellent home office, guest room, den, or additional living area depending on your needs. Upstairs you'll find two additional bedrooms and a full bathroom. The primary bedroom connects to an additional walk-through room offering plenty of possibilities as a walk-in closet, dressing room, home office, nursery, or additional flex space. The unfinished basement provides additional storage and houses the home's mechanical systems, including newer heating and hot water equipment. Outside, enjoy a manageable backyard, detached shared garage, a reserved parking space, and a private driveway with room for approximately two additional vehicles. This home presents a great opportunity for its next owner to bring their own vision while preserving the hardwood floors, woodwork, and character that make the property unique. With three bedrooms, flexible bonus space, outdoor space, and hard-to-find off-street parking, this South Church Street home has plenty of potential to make your own. NOTE: This is an estate sale being sold strictly AS-IS where is by an out of state seller. Seller has never occupied the home, therefore are exempt from property disclosure/disclaimer, they do not have knowledge of the condition of the property, nor are they responsible to warrant or guarantee the condition.

319 S Church St, Middletown

$700,000

FIRST TIME ON THE MARKET! Discover the exceptional charm of this custom-built, one-owner home, gracefully positioned on a picturesque 2.33-acre knoll in desirable Chimney Hills Estates. Beautifully maintained and thoughtfully designed, this 2017 custom home built by Donald Adams, offers a wonderful blend of elegance, comfort, and easy living. The home is heated and cooled with a heatpump and the there is propane fueled backup for the heat. The inviting main level features a welcoming foyer, private office, dining room, and an impressive great room showcasing a cathedral ceiling and fireplace. The thoughtfully designed split-bedroom floorplan provides privacy, with the spacious primary suite and bath on one side of the home and two additional bedrooms and a full bath on the opposite side. The beautifully appointed kitchen is sure to impress, featuring quartz countertops, a quartz-topped island, stainless steel appliances, tile flooring, a large pantry, and a convenient breakfast bar. An additional sitting/breakfast area overlooks the expansive rear yard and provides a seamless connection to the outdoors. Hickory flooring graces the main living areas, adding warmth and timeless appeal. A true highlight is the welcoming sunroom, where beautiful views of the rear grounds create a peaceful retreat year-round. Step outside onto the private deck—perfect for morning coffee, entertaining, or simply enjoying the tranquil setting. The deck is conveniently accessible from both the sunroom and primary bedroom. The lower level offers a finished recreation room with doors leading directly to the rear of the property, while the unfinished portion provides abundant storage and exciting possibilities for future expansion. Set on a beautiful 2.33-acre homesite with a peaceful, elevated setting, this lovingly maintained custom home offers a rare opportunity to enjoy quality construction, thoughtful design, privacy, and beautiful surroundings—all in one exceptional property. A truly special home, ready for its next chapter!

3 Beds ⋅ 4 Baths ⋅ VAFV2044314 MLS

FIRST TIME ON THE MARKET! Discover the exceptional charm of this custom-built, one-owner home, gracefully positioned on a picturesque 2.33-acre knoll in desirable Chimney Hills Estates. Beautifully maintained and thoughtfully designed, this 2017 custom home built by Donald Adams, offers a wonderful blend of elegance, comfort, and easy living. The home is heated and cooled with a heatpump and the there is propane fueled backup for the heat. The inviting main level features a welcoming foyer, private office, dining room, and an impressive great room showcasing a cathedral ceiling and fireplace. The thoughtfully designed split-bedroom floorplan provides privacy, with the spacious primary suite and bath on one side of the home and two additional bedrooms and a full bath on the opposite side. The beautifully appointed kitchen is sure to impress, featuring quartz countertops, a quartz-topped island, stainless steel appliances, tile flooring, a large pantry, and a convenient breakfast bar. An additional sitting/breakfast area overlooks the expansive rear yard and provides a seamless connection to the outdoors. Hickory flooring graces the main living areas, adding warmth and timeless appeal. A true highlight is the welcoming sunroom, where beautiful views of the rear grounds create a peaceful retreat year-round. Step outside onto the private deck—perfect for morning coffee, entertaining, or simply enjoying the tranquil setting. The deck is conveniently accessible from both the sunroom and primary bedroom. The lower level offers a finished recreation room with doors leading directly to the rear of the property, while the unfinished portion provides abundant storage and exciting possibilities for future expansion. Set on a beautiful 2.33-acre homesite with a peaceful, elevated setting, this lovingly maintained custom home offers a rare opportunity to enjoy quality construction, thoughtful design, privacy, and beautiful surroundings—all in one exceptional property. A truly special home, ready for its next chapter!

440 Chimney Cir, Middletown

$334,000

ROOMY RANCHER ON MORE THAN HALF AN ACRE! IN MIDDLETOWN, COMMUTER CONVENIENT TO I-81, I-66, Winchester, Stephens City, Strasburg and Front Royal. Near historic Belle Grove Plantation and Cedar Creek Battlefield, Laurel Ridge Community College, the Blue Ridge Mountains and the Shenandoah River. Don't let this one get away! So much bigger than it looks! This 3-bedroom rancher at the end of a cul-de-sac awaits your remodeling and reimagination. Glass-enclosed double porches overlook the private back yard. Full basement features a gas fireplace with a brick hearth and a large space that longs to be finished as a family room. The rear carport and basement garage are perfect for those with hobbies or who like to work on cars. Carport can double as a covered patio for backyard picnics. Large kitchen with gas cooktop and an electric wall oven. Whole house fan. Hot water heater with expansion tank 2025. Uninstalled window air conditioning unit (still in box) conveys. Roof with architectural shingles 2013. Sold as-is.

3 Beds ⋅ 2 Baths ⋅ VAFV2043984 MLS

ROOMY RANCHER ON MORE THAN HALF AN ACRE! IN MIDDLETOWN, COMMUTER CONVENIENT TO I-81, I-66, Winchester, Stephens City, Strasburg and Front Royal. Near historic Belle Grove Plantation and Cedar Creek Battlefield, Laurel Ridge Community College, the Blue Ridge Mountains and the Shenandoah River. Don't let this one get away! So much bigger than it looks! This 3-bedroom rancher at the end of a cul-de-sac awaits your remodeling and reimagination. Glass-enclosed double porches overlook the private back yard. Full basement features a gas fireplace with a brick hearth and a large space that longs to be finished as a family room. The rear carport and basement garage are perfect for those with hobbies or who like to work on cars. Carport can double as a covered patio for backyard picnics. Large kitchen with gas cooktop and an electric wall oven. Whole house fan. Hot water heater with expansion tank 2025. Uninstalled window air conditioning unit (still in box) conveys. Roof with architectural shingles 2013. Sold as-is.

2111 Shawn Dr, Middletown

$799,900

Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room overlooking the surrounding landscape. The open living area features soaring ceilings, abundant natural light, and a welcoming space that is ideal for relaxing or entertaining. The main level primary suite offers convenience with an ensuite bathroom and generous closet space. The upper level includes additional bedrooms and flexible living areas to fit a variety of needs. The finished walk-out lower level provides additional space for recreation, a home office, or additional living areas. Outside, enjoy the patio and peaceful golf course setting that Glenbrook has to offer. Recent improvements include a brand new roof, new gutters, and an owned photovoltaic solar system that conveys with the property, providing energy efficiency and added value for the next homeowner. Conveniently located in Middletown with easy access to shopping, dining, commuter routes, and Frederick County schools. This wonderful home offers a combination of space, updates, and a desirable location - don't miss your opportunity to call this house, home!

4 Beds ⋅ 4 Baths ⋅ MDFR2086740 MLS

Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room overlooking the surrounding landscape. The open living area features soaring ceilings, abundant natural light, and a welcoming space that is ideal for relaxing or entertaining. The main level primary suite offers convenience with an ensuite bathroom and generous closet space. The upper level includes additional bedrooms and flexible living areas to fit a variety of needs. The finished walk-out lower level provides additional space for recreation, a home office, or additional living areas. Outside, enjoy the patio and peaceful golf course setting that Glenbrook has to offer. Recent improvements include a brand new roof, new gutters, and an owned photovoltaic solar system that conveys with the property, providing energy efficiency and added value for the next homeowner. Conveniently located in Middletown with easy access to shopping, dining, commuter routes, and Frederick County schools. This wonderful home offers a combination of space, updates, and a desirable location - don't miss your opportunity to call this house, home!

411 Glenbrook Dr, Middletown

$584,900

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

3 Beds ⋅ 3 Baths ⋅ MDFR2086608 MLS

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

6838 Mountain Church Rd, Middletown

$649,000

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Rare commercial opportunity in the heart of Middletown, ideally located directly across the street from the famous Wayside Theater and just minutes from I-81 with excellent accessibility and visibility. Zoned B-1 Commercial, this versatile property offers endless possibilities for business owners, investors, or developers seeking a unique space with flexible use options. Take advantage of the opportunity to live in or rent the attached apartment while running your business from the main portion of the home. See the attached document that outlines potential uses. The property features a beautifully maintained 1920s building full of character, including an inviting front porch, welcoming foyer, grand staircase, hardwood floors, exposed brick, and multiple decorative fireplaces that create a distinctive setting for a variety of commercial uses. The updated kitchen, numerous private rooms, and multiple bathrooms provide a functional layout well suited for professional offices, boutique retail, medical or wellness practices, hospitality, event space, or other approved commercial ventures. A significant advantage is the attached second unit, complete with its own kitchen, living area, two bedrooms, and two-and-a-half baths, offering exceptional flexibility for additional office space, employee accommodations where permitted, rental income, or complementary business operations. The configuration also allows the spaces to function independently or be integrated into one larger commercial operation. Situated on an expansive lot, the property includes a detached two-car garage with additional storage, a storage shed, abundant off-street parking, and ample outdoor space to accommodate a variety of business needs. Combining historic charm, modern updates, and valuable commercial zoning, this is a rare opportunity to establish or expand your business in a prime Middletown location with outstanding long-term investment potential.

VAFV2043814 MLS

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Rare commercial opportunity in the heart of Middletown, ideally located directly across the street from the famous Wayside Theater and just minutes from I-81 with excellent accessibility and visibility. Zoned B-1 Commercial, this versatile property offers endless possibilities for business owners, investors, or developers seeking a unique space with flexible use options. Take advantage of the opportunity to live in or rent the attached apartment while running your business from the main portion of the home. See the attached document that outlines potential uses. The property features a beautifully maintained 1920s building full of character, including an inviting front porch, welcoming foyer, grand staircase, hardwood floors, exposed brick, and multiple decorative fireplaces that create a distinctive setting for a variety of commercial uses. The updated kitchen, numerous private rooms, and multiple bathrooms provide a functional layout well suited for professional offices, boutique retail, medical or wellness practices, hospitality, event space, or other approved commercial ventures. A significant advantage is the attached second unit, complete with its own kitchen, living area, two bedrooms, and two-and-a-half baths, offering exceptional flexibility for additional office space, employee accommodations where permitted, rental income, or complementary business operations. The configuration also allows the spaces to function independently or be integrated into one larger commercial operation. Situated on an expansive lot, the property includes a detached two-car garage with additional storage, a storage shed, abundant off-street parking, and ample outdoor space to accommodate a variety of business needs. Combining historic charm, modern updates, and valuable commercial zoning, this is a rare opportunity to establish or expand your business in a prime Middletown location with outstanding long-term investment potential.

7760 Main St, Middletown

$649,000

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Exceptional investment opportunity in the heart of Middletown, directly across from the famous Wayside Theater, and conveniently located just minutes from I-81. This unique property features two attached living units, offering outstanding income potential, multigenerational living, or the flexibility to occupy one unit while generating rental income from the other. The main residence showcases the timeless charm of a 1920s home with an inviting front porch, welcoming foyer, beautiful staircase, wood floors, exposed brick, and multiple decorative fireplaces. The updated kitchen features modern cabinetry and a center island. The main unit includes two main-level bedrooms with private en-suite baths, while the upper level offers a spacious primary suite with a walk-in closet and attached bath, plus two additional bedrooms that share a hall bath. The attached second unit is fully equipped with its own kitchen, living room, two bedrooms, and two-and-a-half baths, making it ideal for long-term tenants, short-term rental opportunities (subject to local regulations), or extended family. The property's layout also provides the option to combine both units into one expansive residence if desired. Situated on a generous lot, the property includes a detached two-car garage with additional storage, a storage shed, ample off-street parking, and plenty of outdoor space. Whether you're an investor seeking strong rental potential or a buyer looking for a property with flexible living and income opportunities, this one-of-a-kind multifamily property offers exceptional value in a prime location.

VAFV2043812 MLS

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Exceptional investment opportunity in the heart of Middletown, directly across from the famous Wayside Theater, and conveniently located just minutes from I-81. This unique property features two attached living units, offering outstanding income potential, multigenerational living, or the flexibility to occupy one unit while generating rental income from the other. The main residence showcases the timeless charm of a 1920s home with an inviting front porch, welcoming foyer, beautiful staircase, wood floors, exposed brick, and multiple decorative fireplaces. The updated kitchen features modern cabinetry and a center island. The main unit includes two main-level bedrooms with private en-suite baths, while the upper level offers a spacious primary suite with a walk-in closet and attached bath, plus two additional bedrooms that share a hall bath. The attached second unit is fully equipped with its own kitchen, living room, two bedrooms, and two-and-a-half baths, making it ideal for long-term tenants, short-term rental opportunities (subject to local regulations), or extended family. The property's layout also provides the option to combine both units into one expansive residence if desired. Situated on a generous lot, the property includes a detached two-car garage with additional storage, a storage shed, ample off-street parking, and plenty of outdoor space. Whether you're an investor seeking strong rental potential or a buyer looking for a property with flexible living and income opportunities, this one-of-a-kind multifamily property offers exceptional value in a prime location.

7760 Main St, Middletown

$1,349,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Advertised is the base price for the ACL4 model on this lot. Photos are of a previously built ACL4 model a modern farmhouse elevation. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

4 Beds ⋅ 4 Baths ⋅ MDFR2086162 MLS

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 3.78 beautiful acres, 7452 Heritage Oak Terr (Lot 4W) is a gorgeous build-ready homesite with perc approval and well installed. Advertised is the ACL4 plan which features over 4,400 finished sqft, 4 bedrooms and 3.5 baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, formal dining room, morning room, private office, a stately Owner's suite w/260 sqft walk-in closet, Hardie Plank siding and full stone water table are just a few standard options in this model. Advertised is the base price for the ACL4 model on this lot. Photos are of a previously built ACL4 model a modern farmhouse elevation. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

7453 Heritage Oak Ter, Middletown

$649,000

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.

7 Beds ⋅ 7 Baths ⋅ VAFV2043696 MLS

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $649,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Single family or multi-family with an approved, attached apartment - directly across from the famous Wayside Theater! This is a rare opportunity to own prime real estate in Middletown on a beautiful, large lot. Nestled in the heart of Middletown and just minutes from I-81, this exceptional 1920s home blends timeless character with modern updates. From the inviting front porch to the welcoming foyer with its stunning staircase, you'll immediately appreciate the home's classic charm. Beautiful wood floors, exposed brick, and multiple decorative fireplaces add warmth and character throughout. The updated kitchen features modern cabinetry, a center island, and ample space for gathering. Two main-level bedrooms each offer private en-suite baths, providing flexible living arrangements. Upstairs, the spacious primary suite includes a walk-in closet and attached bath, along with two additional bedrooms that share a hall bath. A unique highlight of this property is the attached second living unit located at the rear of the home. Complete with two bedrooms, two-and-a-half baths, a full kitchen, and living room, this space offers endless possibilities. It can serve as an in-law suite, guest quarters, or be seamlessly incorporated into the main residence to significantly expand the home's living space. The property also includes a detached two-car garage with additional storage, a storage shed, abundant parking, and plenty of outdoor space to enjoy. This one-of-a-kind property offers historic charm, flexible living options, and an unbeatable location.

7760 Main St, Middletown

$1,719,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

5 Beds ⋅ 8 Baths ⋅ MDFR2086198 MLS

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is a premier 12 lot luxury estate home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 7 beautiful acres, 3150 Bidle Rd (Lot 3E) is a gorgeous build-ready homesite with a 5BR septic approval and high yield 10gpm well already installed. Advertised is the ACL5 plan which features over 6,000 finished sqft, 5 bedrooms (including dual owner's suites), 4 full baths and 3 half baths. A spacious open concept layout is highlighted by 10' main level ceilings, a spacious kitchen with large center island and high end cabinetry, an additional prep kitchen, private office, parlor/enterainment room, formal dining room, morning room, upper level bonus room, primary suites on both main and upper levels, Hardie Plank siding and full stone water table are just a few standard options in this model. Photos are of a previously built home. Builder has several different plans and options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3150 Bidle Rd, Middletown

$1,249,900

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

4 Beds ⋅ 4 Baths ⋅ MDFR2086098 MLS

To-be-Built. Set against the stunning backdrop of scenic Middletown Valley, Heritage Oak Estates is Middletown’s premier 12 lot luxury home community presented by local builder Laine Street Homes. Heritage Oak Estates offers a rare opportunity to build the estate home you've always envisioned in one of Frederick County's most desirable locations. Surrounded by rolling countryside, breathtaking mountain views, and a strong sense of community, Middletown combines small-town charm with modern convenience. Nestled on 4.65 beautiful acres, 3130 Bidle Rd (Lot 1E) is a gorgeous build-ready homesite that offers a perfect combination of protected woodlands and rolling pastoral landscape. Advertised is the ACL3 plan which features over 3,000 finished sqft, 4 bedrooms, 3.5 baths including a main level owner's suite. Additional standard features include a spacious open concept kitchen with large center island and high end cabinetry, beautiful 2 story foyer, morning room, private office, luxurious Owner's suite, Hardie Plank siding and full stone water table. Photos are of a home that builder recently finished in Frederick County. Builder has several different plans and many options to choose from. Contact listing agent for available plans, site details, and to explore available homesite options for your future dream home at Heritage Oak Estates!

3130 Bidle Rd, Middletown

$585,000

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Exceptional commercially zoned property in the heart of Middletown, offering outstanding visibility and accessibility on a quiet one-way street just off Main Street and only minutes from I-81. Situated on a beautiful 1-acre lot, this unique property presents endless possibilities for a variety of professional, retail, office, or mixed-use applications. The flexible floor plan provides ample space to customize for your business needs, with multiple large rooms that can easily accommodate private offices, conference areas, client meeting spaces, or collaborative work environments. A convenient half bath on the main level serves customers and staff, while the upper level features additional rooms and two full bathrooms, making the property well-suited for expanded office space, live/work potential or other commercial uses. Inside, the property showcases timeless architectural details that create a distinctive and welcoming atmosphere. Beautiful hardwood floors, impressive thick moldings, custom built-ins, decorative fireplaces, and a grand entrance foyer with a stunning spiral staircase combine historic charm with professional appeal, helping your business make a lasting impression. With abundant space, flexible configuration, exceptional character, and a highly desirable location close to major transportation routes, this is a rare opportunity to establish or expand your business in one of Middletown's most convenient and recognizable locations.

VAFV2043810 MLS

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Exceptional commercially zoned property in the heart of Middletown, offering outstanding visibility and accessibility on a quiet one-way street just off Main Street and only minutes from I-81. Situated on a beautiful 1-acre lot, this unique property presents endless possibilities for a variety of professional, retail, office, or mixed-use applications. The flexible floor plan provides ample space to customize for your business needs, with multiple large rooms that can easily accommodate private offices, conference areas, client meeting spaces, or collaborative work environments. A convenient half bath on the main level serves customers and staff, while the upper level features additional rooms and two full bathrooms, making the property well-suited for expanded office space, live/work potential or other commercial uses. Inside, the property showcases timeless architectural details that create a distinctive and welcoming atmosphere. Beautiful hardwood floors, impressive thick moldings, custom built-ins, decorative fireplaces, and a grand entrance foyer with a stunning spiral staircase combine historic charm with professional appeal, helping your business make a lasting impression. With abundant space, flexible configuration, exceptional character, and a highly desirable location close to major transportation routes, this is a rare opportunity to establish or expand your business in one of Middletown's most convenient and recognizable locations.

2239 Sixth St, Middletown

$585,000

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. This exceptional home is ready to welcome its next owner.

4 Beds ⋅ 3 Baths ⋅ VAFV2043690 MLS

THE FINANCING MAY BE AS IMPRESSIVE AS THE HOME! Offered at $585,000 with the potential opportunity for a qualified purchaser to assume the seller's existing VA loan. A VA assumption could offer a tremendous financing advantage compared with obtaining an entirely new mortgage, depending upon the existing loan terms and the buyer's financing structure. Veteran status is not necessarily required to assume a VA loan. Assumption is subject to buyer qualification and approval by the loan servicer/VA. Ask about the VA ASSUMABLE LOAN opportunity when scheduling your showing! Welcome to this stunning Circa 1872 farmhouse nestled in the heart of Middletown with a stunning view! Situated on a gorgeous 1-acre lot on a quiet one-way street just off Main Street, this spacious property offers the perfect blend of peaceful living and everyday convenience, with easy access to I-81. Zoned B1, it offers many possibilities for either residential or commercial use, including a Bed and Breakfast! (see attached document). Step inside to discover timeless character and charm, featuring gorgeous period details including thick moldings, custom built-ins, decorative fireplaces, and beautiful hardwood floors. The impressive entrance foyer, featuring a grand spiral staircase, welcomes you and creates a memorable first impression. This home is absolutely perfect for entertaining, also featuring a grand dining room and details throughout that only a home of this era can offer. The thoughtfully designed second level offers four spacious bedrooms and two full bathrooms, providing privacy for family and guests. A convenient half bath on the main level is ideal for entertaining. Complete your journey to the third story overlook and enjoy the most beautiful sunsets you can imagine in the Shenandoah Valley - read, paint, meditate, or just relax and enjoy this very unique space. This exceptional home is ready to welcome its next owner.

2239 Sixth St, Middletown

$525,000

AVAILABLE FOR SALE AND RENT!! Rental listing is VAFV2044396. MOVE IN READY!!! Experience the best of Shenandoah Valley living in this beautifully located home, where breathtaking sunset mountain views create the perfect backdrop to everyday life. Nestled in a quiet, dog-friendly community, you'll enjoy peaceful surroundings without sacrificing convenience. Ideally situated just minutes from I-81 and Route 66, this home offers an easy commute while keeping you close to everything you need. Spend weekends exploring local wineries, hiking trails, parks, and the natural beauty of the Shenandoah Valley, or enjoy the nearby restaurants, shopping, and everyday conveniences just moments away. Built in 2023, this residence boasts a spacious open. layout, perfect for modern living. The kitchen features quartz countertops, a central island, and stainless steel appliances, including a gas stove. With four generous bedrooms, including a main level bedroom, and additional loft this home offers ample space for everyone. The primary suite is a true retreat, complete with a walk-in closet and a luxurious bath. Enjoy the convenience of upper-floor laundry and thoughtful touches like recessed lighting throughout. Outside, the property is equally appealing. The lot backs onto an open common area, providing a sense of privacy, all highlighted by a stunning mountain view. Enjoy leisurely strolls along the nearby jog/walk path or relax in the beautifully landscaped rear yard. The attached two-car garage and concrete driveway offer plenty of parking and storage options. Additional features include school bus pick up within the neighborhood, a playground and sidewalks that enhance the neighborhood's charm. With common area maintenance and management included in the association fee, you can enjoy a low-maintenance lifestyle. This home is not just a place to live; it’s a place to thrive.

4 Beds ⋅ 3 Baths ⋅ VAFV2043622 MLS

AVAILABLE FOR SALE AND RENT!! Rental listing is VAFV2044396. MOVE IN READY!!! Experience the best of Shenandoah Valley living in this beautifully located home, where breathtaking sunset mountain views create the perfect backdrop to everyday life. Nestled in a quiet, dog-friendly community, you'll enjoy peaceful surroundings without sacrificing convenience. Ideally situated just minutes from I-81 and Route 66, this home offers an easy commute while keeping you close to everything you need. Spend weekends exploring local wineries, hiking trails, parks, and the natural beauty of the Shenandoah Valley, or enjoy the nearby restaurants, shopping, and everyday conveniences just moments away. Built in 2023, this residence boasts a spacious open. layout, perfect for modern living. The kitchen features quartz countertops, a central island, and stainless steel appliances, including a gas stove. With four generous bedrooms, including a main level bedroom, and additional loft this home offers ample space for everyone. The primary suite is a true retreat, complete with a walk-in closet and a luxurious bath. Enjoy the convenience of upper-floor laundry and thoughtful touches like recessed lighting throughout. Outside, the property is equally appealing. The lot backs onto an open common area, providing a sense of privacy, all highlighted by a stunning mountain view. Enjoy leisurely strolls along the nearby jog/walk path or relax in the beautifully landscaped rear yard. The attached two-car garage and concrete driveway offer plenty of parking and storage options. Additional features include school bus pick up within the neighborhood, a playground and sidewalks that enhance the neighborhood's charm. With common area maintenance and management included in the association fee, you can enjoy a low-maintenance lifestyle. This home is not just a place to live; it’s a place to thrive.

102 Curtain Fall Dr, Middletown