Refine Search
Map
Sort by
$874,900
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
$725,000
4 Beds ⋅ 3 Baths ⋅ 1045550 MLS
Tucked away at the end of Roaring Brook Lane in the desirable Owl's Nest subdivision, this contemporary chalet offers a private Catskills retreat on five peaceful acres. Tastefully updated and very well maintained, the home has been enjoyed by the current owners as both a weekend getaway and a successful short-term rental, earning Super Host recognition for the past four years. Step inside through the spacious mudroom--an ideal landing spot for skis, boots, hiking gear, and everything that comes with four-season Catskills living. From here, enter the heart of the home: a bright and welcoming kitchen featuring gleaming granite countertops, stainless steel appliances, abundant workspace, and an oversized island with breakfast bar seating. Designed for both everyday living and entertaining, the open layout makes cooking and conversation feel effortless. Just beyond the kitchen, the dining area flows into the inviting living room, where soaring cathedral ceilings and a fireplace create a warm and cozy gathering space. The primary bedroom is conveniently located on the main level and offers its own fireplace along with a private full bath featuring a soaking tub and separate walk-in shower. A second full bath on the main level provides added convenience for day-to-day living. Upstairs, two additional bedrooms and another full bathroom provide comfortable accommodations for guests. Outdoor living is equally inviting. Unwind in your personal hot tub after a day on the slopes, gather under the gazebo, or enjoy the surrounding woods and fresh mountain air from the wraparound deck. The setting offers a wonderful sense of seclusion while remaining close to some of the Catskills' most popular destinations. Located next to Belleayre Mountain Ski Center in southern Delaware County, the property offers easy access to skiing, hiking, outdoor recreation, dining, shopping, and year-round activities. Phoenicia, Woodstock, and other beloved Catskills destinations are within reach, while New York City is just under three hours away. Whether you are searching for a full-time residence, weekend escape, or established short-term rental opportunity, this Highmount retreat offers privacy, comfort, and four-season Catskills living in an exceptional location.

1270 Roaring Brook Lane, Middletown
$658,139
3 Beds ⋅ 2 Baths ⋅ DENC2111176 MLS
Discover an exceptional opportunity to embrace a luxurious lifestyle in this stunning new construction home, nestled within the exclusive Parks Edge at Bayberry, MIDDLETOWN 55+community. Set to be completed in 2026, this exquisite detached ranch-style home features three spacious bedrooms and two full bathrooms, providing ample space for relaxation and entertaining. The architectural design reflects a modern aesthetic, while the high-end construction materials promise durability and sophistication. With an expansive lot size of 0.29 acres, you'll enjoy a sense of privacy and tranquility in your own personal oasis. Step inside to discover a thoughtfully designed layout that maximizes both space and natural light. The unfinished basement presents a blank canvas, allowing you to customize it to your liking-whether it be a cozy den, a home gym, or additional storage. The attached two-car garage, complete with a garage door opener, offers convenience and security for your vehicles. As a resident of this vibrant community, you'll have access to a range of exclusive amenities, including a community clubhouse and pool that invites you to unwind and socialize with neighbors. The surrounding area is perfect for leisurely strolls, fostering a sense of camaraderie among residents who appreciate an active and engaging lifestyle. This property is not just a house; it's a place to call home, where luxury meets comfort in a welcoming environment. The meticulous attention to detail in the design and construction ensures that every corner of this residence exudes quality and style. Imagine hosting gatherings in your spacious living areas or enjoying quiet evenings on your patio, surrounded by the beauty of your new community. Don't miss the chance to be part of this extraordinary living experience. With its prime location, luxurious features, and a focus on an exclusive lifestyle, this home is poised to become a cherished retreat for those seeking the best in life. Embrace the opportunity to create lasting memories in a place that truly feels like home.

2901 Mailly Davis Ct Unit #164, Middletown
$249,900
3 Beds ⋅ 1 Baths ⋅ PADA2064140 MLS
This renovated brick Cape Cod is completely move-in ready! Inside, you’ll find a more traditional layout with a separate living room and beautiful eat-in kitchen offering plenty of counter space. The main floor also features two spacious bedrooms and a full bathroom, perfect for anyone looking for one-level living. Upstairs, you’ll find a third bedroom with plenty of additional space. Out back, the fully fenced yard includes a swing set that stays, while the large detached garage offers plenty of room for parking, storage or a workshop. Conveniently located near shopping, restaurants and major highways, and offered at an affordable price, this home won’t last long! Schedule your showing today.

139 Columbia St, Middletown
$175,000
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
$1,885,000
2 Beds ⋅ 2 Baths ⋅ 1048430 MLS
Exceptional 33.6-acre equestrian property in the Town of Wallkill, thoughtfully developed for serious equestrians. Classified by Orange County as a Horse Farm and located within an NYS Agricultural District, it features a substantial barn complex, indoor and outdoor riding arenas, numerous paddocks and turnout areas, supporting structures, and a two-bedroom apartment for on-site living. The grounds include approximately 15 medium-size grass paddocks, 8 smaller sand paddocks/turnouts near the barn for winter and inclement-weather use, a dedicated medical turnout, and a fenced field of approximately 6.5 acres with an interior fenced area surrounding a 30 x 64 loafing shed built in 2013. The shed includes a 12 x 16 stall, feed room, storage room, and 30 x 48 matted area with wall-mounted hay feeders, providing flexibility for turnout, rotation, rehabilitation, and herd management. Many exposed wood edges are protected by metal edging to help prevent chewing and reduce wear. Each paddock has access to one or more Nelson automatic waterers. Numerous frost-resistant outdoor faucets, plus one in the barn, provide backup access to fresh water, while electrical outlets throughout the grounds support water heaters, tools, and daily needs. Built in 2007, the main barn is designed for efficient horse care. A 16-foot-wide center aisle serves 8 approximately 12 x 12 stalls, each with rubber mats and Nelson automatic waterers. Two wash/grooming stalls feature hot and cold water and heat lamps. A climate-controlled tack room offers protected storage for saddles, bridles, and equipment. A dedicated feed room includes a storage closet. A separate utility room has a washer and dryer, with numerous closets throughout the barn for organization. A camera system provides coverage in each stall and throughout the barn. Above, a massive hayloft includes storage closets and individual hay chutes serving the stalls below. It accommodates approximately 1,400–1,600 oversized 50–55 lb. bales of hay, plus substantial bedding-pellet storage on a reinforced plywood section suitable for pallet-jack movement. Covered ventilation hatches provide airflow and protection from the elements. A heated and air-conditioned barn lounge offers year-round comfort for riders, trainers, staff, and guests and is appointed with quality cabinetry, granite countertops, sink, microwave, under-counter refrigerator, tile flooring, and recessed lighting. A heated and air-conditioned half bath is appointed with quality finishes. The approximately 1,280 sq. ft. two-bedroom apartment features an open living layout, granite kitchen with generous cabinetry and peninsula offering additional workspace and seating potential, full bath, and utility/laundry area, well suited for an owner, trainer, barn manager, staff member, or guests. The 84 x 214 indoor riding arena is equipped with TravelRight dust-free footing for comfortable year-round riding and training and is complemented by a 130 x 235 outdoor arena. Permanent four-board and no-climb top-board fencing, gates, established lanes, and an organized barn-and-paddock layout enhance day-to-day horse management. An automatic entrance gate provides controlled access. A backup generator supports the property during outages, while a hand pump on the well offers another means of obtaining water for animals during a prolonged outage. Conveniently located a short drive from Route 17/I-86 Exit 119, the property combines easy regional access with the privacy and space of a country equestrian setting. The acreage, extensive infrastructure, riding facilities, and on-site accommodations create a rare opportunity to acquire an established horse property in the Middletown/Town of Wallkill area. Available as 120 Shaw Road on its own or as a package with 174 Shaw Road, adding approximately 3.8 acres and an additional building site for expansion, future development, residential use, or enhanced equestrian operations.

120 Shaw Road, Middletown
$539,000
3 Beds ⋅ 3 Baths ⋅ DENC2110072 MLS
Welcome to this well-maintained 3BR/3BA home in the desirable 55+ Spring Arbor community in Middletown. Offering approximately 3,110 square feet of living space, this home features one of the largest floor plans in the neighborhood and a thoughtfully designed layout that blends comfort, flexibility, and convenient first-floor living. Step inside to an inviting foyer with beautiful hardwood flooring that flows throughout much of the main level. The heart of the home is the spacious family room, highlighted by a soaring ceiling, abundant natural light, and a striking floor-to-ceiling stone fireplace. The open layout connects easily to the dining area and kitchen, creating a comfortable space for both everyday living and entertaining. The kitchen offers plenty of cabinetry and counter space, stainless steel appliances, recessed lighting, and a large center island. An adjoining breakfast nook provides a casual dining option, while the separate dining room is ready for larger gatherings. Additional main-level living spaces include a formal living room and a separate sitting room, offering plenty of flexibility for a home office, reading room, or quiet retreat. The spacious primary suite is conveniently located on the main level and features a large walk-in closet and a private bath with dual vanities, ceramic tile, a relaxing garden tub, and a separate tiled shower. A second bedroom and full hall bath are also located on the main level, providing an excellent setup for guests or anyone looking for the convenience of first-floor living. Just off the main living area, the bright sunroom provides a wonderful place to enjoy views of the backyard throughout the seasons. Step outside to the hardscaped patio and spacious yard, offering an inviting setting for morning coffee, outdoor dining, or simply relaxing and enjoying the outdoors. Upstairs, the home continues to offer impressive flexibility with a third bedroom, full bath, spacious loft, and a separate bonus room or office that connects to the primary suite. Whether used for guests, hobbies, a home office, or additional living space, there are plenty of options to make the second floor fit your needs. A large floored attic storage room provides an abundance of easily accessible storage and even more versatility. Outside, attractive stone and siding accents, mature landscaping, and a two-car garage add to the home's curb appeal. Spring Arbor's convenient location adjacent to Westown Town Center puts groceries, shopping, dining, and everyday conveniences just minutes from home, while still offering the comfortable residential setting of an established 55+ community. With 3 bedrooms, 3 full baths, multiple living areas, a main-level primary suite, generous storage, and flexible spaces throughout, this Spring Arbor home offers plenty of room to enjoy today with the versatility to meet your needs for years to come. MAKE THIS YOUR NEW HOME TODAY!

13 Palisade Cir, Middletown
$550,000
4 Beds ⋅ 3 Baths ⋅ 1049857 MLS
Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood floors. The kitchen features new cabinets, granite counters and new stainless steel appliances right out the box! 4 bedrooms are located on the upper level, one which is a Suite with its own private bath and shower. Completely remodeled tiled bath with new toilet vanity & sink. A 2nd full bathroom with a tub AND tiled shower completes the upper floor. Again all new top to bottom! A finished lower level offers a Family room, office, and a 3rd half bath along with a laundry room with a new washer & dryer! So much open space is found in this level ideal for an oversized family room, entertainment area, office or workout room. The basement is ALSO finished adding more than enough storage space if it’s needed. Nice size yard that just needs to be cleaned up ideal for gathering & entertaining. Grill and enjoy morning coffee right off the newly pavered patio!!! Plenty of parking along with a 2 car garage. Among some of the upgrades this home offers are the new roof, baths, kitchen, new mechanicals and more! Close proximity to Schools, Colleges, Touro Medical, Garnet Health, and shopping. Call and make this house your home! (AS-IS SALE)

44-50 Ingalls Street, Middletown
$569,900
3 Beds ⋅ 3 Baths ⋅ DENC2111116 MLS
Superb colonial located on private, nearly 3/4 acre lot in the ever popular community of Thomas Cove!! Enter this home through the dramatic two story foyer, formal living room w/crown molding, spacious dining room w/laminate flooring, crown molding and ceiling fan, oversized family room w/gas fireplace and newer carpeting and spacious kitchen w/12x12 ceramic tile flooring, island and newer range and dishwasher. Upstairs included owners suite with vaulted ceiling, ceiling fan and walk-in closet, soaking tub, laundry and generous sized secondary bedrooms. Full basement, paver patio, brand new deck, updated HVAC, roof and hot water heater, and the list goes on. Don't miss this gem!!

127 Middessa Dr, Middletown
$465,000
3 Beds ⋅ 1 Baths ⋅ 1020678 MLS
Welcome to this charming Middletown home offering classic character, comfortable living, and great curb appeal. The inviting covered front porch sets the tone as you enter a home filled with warmth and natural light. The spacious kitchen features an abundance of cabinetry, ample counter space, and stainless-steel appliances, providing plenty of room for everyday cooking and entertaining. Outside, enjoy a generous front lawn and private driveway with convenient off-street parking. Ideally located in Middletown with easy access to shopping, dining, schools, parks, and major roadways. Whether you're looking for a place to call home or an opportunity to make it your own, this property is ready to welcome its next owner. Schedule your showing today!

13 Columbia Avenue, Middletown
$215,000
3 Beds ⋅ 1 Baths ⋅ PADA2063256 MLS
This delightful traditional home located in Middletown borough offers a perfect blend of comfort and potential. Built in 1930, the residence exudes character with its traditional design, inviting you to create lasting memories within its walls. This home features two bedrooms and a full bathroom on the main level. The bonus second level provides additional space with third bedroom and a flex area and additional storage. The inviting front porch creates a warm atmosphere that feels just like home for relaxing on summer evenings. The unfinished basement, accessible from both interior and exterior, presents an exciting opportunity for future customization to fit the new owner's needs. Step outside to discover the charming rear yard, perfect for summer gatherings, gardening, or simply just relaxing . This property is conveniently located with both on-street and off-street parking options, and is also close to local amenities for shopping, dining and easy highway access. Whether you’re looking to settle down or invest in a property with great possibilities, this Middletown gem is ready to welcome you home. Embrace the opportunity to make this space your own and enjoy the comfort and community this home has to offer. * Listing agent is related to seller.

215 Hoffer St, Middletown
$415,000
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
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
$435,000
3 Beds ⋅ 2 Baths ⋅ DENC2110914 MLS
Welcome to 434 W Harvest Lane, a charming ranch offering easy one-level living, inviting outdoor spaces, and an incredible location in Middletown Village, right in the heart of Middletown! Situated on a desirable corner lot, this beautifully maintained home makes a wonderful first impression with freshened landscaping, an adorable covered front porch, and a convenient side-entry two-car garage. Step inside to a bright, welcoming interior that has been freshly painted with new carpeting throughout, creating a move-in-ready backdrop for its next owner. The spacious family room is the heart of the home, where vaulted ceilings add an airy, open feel and a cozy fireplace creates the perfect gathering space. Just beyond, the kitchen offers an abundance of cabinetry and storage with plenty of room to make the space your own, while the adjacent dining area makes everyday meals and entertaining effortless. Doors lead directly from the dining area to the screened porch and expansive rear deck, extending the living space outdoors and providing the perfect setting for morning coffee, summer dinners, or relaxing while overlooking the wonderful backyard. Back inside, the primary suite offers two closets and a private full en-suite bathroom, while two additional bedrooms share a conveniently located full hall bath. Downstairs, the expansive basement provides an abundance of possibilities with plenty of storage, a dedicated laundry area, and excellent potential for future finished living space. With comfortable single-level living, a basement ready to grow with your needs, fantastic outdoor spaces, and a corner-lot setting, this home has so much to offer. Best of all, Middletown Village places you close to the schools, shopping, dining, parks, and conveniences that make Middletown so desirable, with easy access to major roadways for travel throughout the region. Fresh, welcoming, and full of opportunity, 434 W Harvest Lane is ready to feel like home.

434 W Harvest Ln, Middletown
$510,000
4 Beds ⋅ 3 Baths ⋅ 1049537 MLS
Welcome to a move-in ready, three-story home designed for easy & comfortable living. The open floor plan feels bright and spacious, with freshly primed walls, updated lighting, and durable flooring that stands up to daily life. You will appreciate practical features like a dedicated laundry room and plenty of closet space for organization. The kitchen comes fully equipped with new cabinets and brand new stainless steel appliances. Sliding glass doors connect the interior to awesome outdoor spaces, including a front porch, back deck, and upper balcony. This home offers great style, real comfort, and low-maintenance living at an affordable value!

326 North Street, Middletown
$389,999
4 Beds ⋅ 3 Baths ⋅ DENC2111060 MLS
Easy Living! Ranch, single floor affordable living - Appo Schools and close to EVERYTHING! Let's go! This home boasts all the best updates - HVAC 2022; Roof 2021; New Doors & Windows 2021; Sewer Line 2026. Flooring; Kitchen; Bathrooms updated. Fenced in yard! You will want to see this wonderful home for yourself!

516 New St, Middletown
$534,990
5 Beds ⋅ 4 Baths ⋅ DENC2111062 MLS

700 Bullen Dr, Middletown
$359,900
4 Beds ⋅ 2 Baths ⋅ DENC2110832 MLS
Welcome to this 4-bedroom, 2-bath bi-level home situated on a corner lot in one of Middletown's established neighborhoods. The home features nice-sized bedrooms with adequate closets providing comfortable space for family, guests, or a home office. Conveniently located near Main Street, local shops, dining, and everyday amenities, this property offers both accessibility and opportunity. With a few updates, this home has the potential to truly shine and become a wonderful place to call home. Property is being sold AS-IS. Buyer is responsible for conducting their own due diligence and inspections.

522 New St, Middletown
$675,000
5 Beds ⋅ 5 Baths ⋅ DENC2111004 MLS
Modern elegance meets effortless everyday living in this beautifully appointed home in the Preserve at Deep Creek. Built in 2022 and offering more than 4,000 square feet across three finished levels, this bright and contemporary residence features five bedrooms, four and a half bathrooms, sophisticated finishes, and an exceptionally versatile floor plan. <br><br> The main level welcomes you with a dedicated home office or den and a formal dining room before opening into an expansive living space designed for both gathering and entertaining. At the heart of the home, the sleek white kitchen features an oversized quartz island, crisp white cabinetry, stainless steel appliances, a subway tile backsplash, generous workspace, and an adjoining dining area. Abundant windows fill the main living spaces with natural light and offer views outside throughout. A walk in pantry, thoughtfully placed mudroom just off the garage, and powder room add everyday convenience. <br><br> Upstairs, you will find four spacious bedrooms, three full bathrooms, a versatile loft, and the conveniently located laundry room. Each bedroom features a walk in closet, while two enjoy private ensuite bathrooms. The impressive primary suite is one of them, offering its own private bath along with dual walk in closets. The remaining two bedrooms share the third full bathroom. The loft provides another inviting space for relaxing, working, studying, or play. <br><br> The finished lower level adds even more flexibility with a fifth bedroom and fourth full bathroom, creating an ideal arrangement for guests or extended stays. Multiple additional living areas can easily accommodate a game room, movie room, recreation space, or whatever best suits your lifestyle. Unfinished space provides abundant storage or the opportunity for a home gym. <br><br> Additional highlights include epoxy flooring in the garage and excellent storage throughout the home. <br><br> Life in the Preserve at Deep Creek offers amenities just beyond your front door, including a community pool, fitness center, basketball courts, playground, gathering spaces, planned activities, and community events and food trucks throughout the year. The HOA also handles lawn cutting for the property and common areas, leaving more time to simply enjoy it all. <br><br> Conveniently located near shopping, parks, golf, and major commuter routes, and within the Appoquinimink School District, this exceptional home offers an appealing combination of space, style, convenience, and flexibility.

1018 Applecross Dr, Middletown
$804,900
4 Beds ⋅ 3 Baths ⋅ DENC2110960 MLS
Welcome to this exceptional 3,200 sq ft home, perfectly situated on a private wooded lot with beautiful landscaping, outstanding curb appeal, and a professionally manicured lawn. Thoughtfully designed with timeless finishes and an open, light-filled floor plan, this home offers the perfect blend of elegance, comfort, and functionality. The gourmet kitchen is the heart of the home, featuring granite countertops, stainless steel appliances, a cooktop with a stainless vent hood, an oversized center island with seating and an undermount sink, a walk-in pantry, recessed lighting, and a spacious breakfast area. The kitchen flows seamlessly into the dramatic two-story family room, where floor-to-ceiling windows fill the space with natural light and a stunning floor-to-ceiling stone fireplace creates a warm and inviting focal point. Ideal for both everyday living and entertaining, the main level also includes formal living and dining rooms with elegant trim details, as well as a private office/additional bedroom or flex room and a convenient powder room. Upstairs, the luxurious primary suite offers a peaceful retreat with a large walk-in closet and a spa-inspired en-suite bath featuring dual vanities, a custom tiled walk-in shower with dual shower heads, and a relaxing soaking tub. Three additional generously sized bedrooms, a full hall bath, and an upstairs laundry room complete the second floor. The expansive 1,756-square-foot walk-out basement features 9+ foot ceilings and plumbing rough-ins for a future bathroom, providing endless possibilities for additional living space, a home gym, recreation room, or guest suite. Step outside to your own private backyard retreat with a perfect setting for outdoor dining, relaxing, and entertaining while overlooking the peaceful-wooded backdrop. A 10' x 12' storage shed provides ample space for lawn equipment, tools, and outdoor gear. Located in the highly regarded Appoquinimink School District, this beautiful home offers space, style, and an exceptional location. Combining elegant interior finishes with exceptional indoor and outdoor living, this move-in-ready home is a rare opportunity you won't want to miss.

202 Stover Ct, Middletown
$599,900
3 Beds ⋅ 2 Baths ⋅ 1047583 MLS
Welcome to 53 Highland View Place! Built in 2018 and situated on a spacious 3.5-acre lot, this beautiful 1,839 sq. ft. ranch offers modern construction, comfortable living, and incredible potential for future expansion. The bright, open-concept layout creates a spacious and inviting feel, perfect for both everyday living and entertaining. The home features municipal water and sewer, natural gas, central air conditioning, and an attached two-car garage. A full unfinished basement provides plenty of storage and even more possibilities for the future. One of the home's standout features is the upper level, offering approximately 843 sq. ft. of space, including two large unfinished bonus rooms ready for your vision. Finishing this area offers the potential to add significant additional living space and create a home with **over 2,500 sq. ft. of finished space**! Whether you envision additional bedrooms, a home office, playroom, gym, or bonus space, the possibilities are endless. Located on 3.5 acres in a beautiful newer neighborhood surrounded by attractive homes, this property offers the space of a large lot while still enjoying a neighborhood setting. Move in and enjoy it today while having tremendous room to grow in the future. Don't miss this one!

53 Highland View Place, Middletown
$375,000
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
$469,000
4 Beds ⋅ 3 Baths ⋅ 1049053 MLS
Welcome to 1413 Goshen Turnpike, a spacious home offering comfortable living in a convenient Middletown location. With approximately 1,796 square feet of living space, this home provides plenty of room for everyday living, entertaining, and working from home. The desirable layout includes four bedrooms, two full baths, and a convenient half bath. Enjoy the best of both convenience and location, with shopping, dining, entertainment, and everyday amenities just minutes away. The Galleria at Crystal Run, featuring more than 100 retailers including Target, Macy’s, JCPenney, and DSW, is approximately 5–10 minutes away, while Walmart, grocery stores, restaurants, and additional shopping are also nearby. For commuters and those looking to enjoy the Hudson Valley, the property offers easy access to major roadways and is approximately 70 miles from New York City, making Manhattan roughly a 90 minutes drive depending on traffic. Middletown’s Metro-North/Port Jervis Line provides another option for traveling toward NYC. A wonderful opportunity to enjoy the space and comfort of a four-bedroom home while remaining close to shopping, dining, transportation, and all that the Hudson Valley has to offer.

1413 Goshen Turnpike, Middletown
$829,999
5 Beds ⋅ 3 Baths ⋅ 1049007 MLS
Experience refine living in this 5 bedroom 3 bath pristine Hi-Ranch, perfectly situated upon 1.52 acres in the highly sought after Pine Bush School District. This home features custom light fixtures in the Kitchen, Dining & Living rooms. The Kitchen features a Breakfast bar; Formal Dining Room with Sliders to the deck; Formal Livingroom with an electric fireplace for cozy winter nights; A First floor Laundry room as an added bonus. It's Sun-Kissed Den perfect for relaxing. The icing on the cake is the Bright & Spacious Game Room with Sliders to the backyard, Truly a must see !!!!

26 Winters Lane, Middletown
$599,900
4 Beds ⋅ 3 Baths ⋅ DENC2110342 MLS
Nestled in the charming community of Middletown Crossing, this exquisite Colonial-style residence offers a perfect blend of elegance and comfort. Built in 2006, this detached home exudes timeless appeal with its classic vinyl siding and inviting curb appeal. Spanning a generous 0.23 acres, the property provides ample space for outdoor enjoyment and relaxation. Step inside to discover a thoughtfully designed layout that seamlessly combines functionality with sophistication. With four spacious bedrooms, 2.5 baths, this home is ideal for those who appreciate room to breathe and grow. The primary bedroom, a true sanctuary, features an en-suite bathroom that promises a spa-like experience, complete with modern fixtures and ample natural light. The open-concept design allows for effortless flow between the living room, dining area, and kitchen, making it perfect for entertaining. The unfinished basement presents a blank canvas, offering endless possibilities for customization-imagine a home theater, gym, or additional living space tailored to your lifestyle. The exterior of the property is equally impressive, featuring a front-entry attached garage that provides convenience and security. The driveway offers additional parking for guests, ensuring that entertaining is always a breeze. The surrounding community amenities and nearby parks provide plenty of opportunities for outdoor recreation and leisure. Enjoy the tranquility of suburban living while being just a short drive away from vibrant shopping, dining, and entertainment options. Whether you're hosting a lively gathering or enjoying a quiet evening at home, this residence is designed to cater to your every need. Don't miss the opportunity to make this exceptional property your own. Schedule appointments today!

4 W Shakespeare Dr, Middletown
$899,900
4 Beds ⋅ 4 Baths ⋅ 1048837 MLS
Set on a private, wooded one-acre property in Middletown, this remarkable mid-century modern residence offers a rare opportunity to own a home designed and personally occupied by renowned local architect Dennis Jurow. With more than 4,000 square feet of living space, the home reflects Jurow’s distinctive architectural vision through its dramatic design, abundant natural light, and seamless relationship with the surrounding landscape. Inside, soaring ceilings and expansive walls of glass create an open and airy atmosphere, while triangular clerestory windows and striking architectural lines add visual interest throughout. Ten sliding glass doors bring the outdoors into nearly every aspect of the home, providing an effortless connection to the property’s mature trees, private grounds, and peaceful setting. The residence has been lovingly preserved, allowing many of Jurow’s original design elements to remain part of the home today. Custom built-ins, distinctive tile flooring, original lighting, sunken gathering spaces, and thoughtfully arranged living areas highlight the character and craftsmanship of the original design. One of the home’s most unique features is Jurow’s original architectural studio, a space that can continue to serve as a creative workspace or easily function as a private office or professional suite. An additional wellness room or office offers further flexibility for work, relaxation, or everyday living. The outdoor spaces are equally inviting. Surrounded by mature trees and natural landscaping, the property offers multiple areas for entertaining and relaxing, along with an in-ground pool that creates a private retreat during the warmer months. The home’s zoned living areas also allow for efficient heating and cooling while providing comfort throughout its expansive footprint. Distinctive, thoughtfully preserved, and rich with local architectural history, this is a residence unlike the typical offering. From its signature mid-century details to its extraordinary connection between indoor and outdoor living, the property presents a unique opportunity to become the next steward of one of Dennis Jurow’s most personal designs.

19-21 Lincoln Terrace Unit #19, Middletown
$380,000
3 Beds ⋅ 3 Baths ⋅ 1048889 MLS
Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch. Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of bedrooms and bathrooms for the whole family. One of the home’s standout features is the full walk-out basement, offering excellent potential for additional living space, a recreation room, home office, gym, workshop, or extra storage. A private fenced-in yard is easy to maintain but offers additional gathering space for friends, family, and pets. Located just minutes from shopping like the Galleria Mall and Route 211, dining, Garnet Hospital, schools, major highways (I-84, 17/ I-86), gyms, and train transportation, this property makes commuting and daily errands exceptionally convenient. Whether you're looking for your first home, additional space, or a property in a highly accessible location, 13 Old Anvil Lane offers a great combination of value, versatility, and convenience in the heart of the Middletown area.

13 Old Anvil Lane, Middletown
$599,999
3 Beds ⋅ 3 Baths ⋅ DENC2110898 MLS
**Buyers, take note: this home comes with a potentially assumable VA loan at just 2.625%, with an approximate remaining balance of $358,126. A VA-eligible buyer willing and able to substitute entitlement could take over this rate through an assumption package with Mr. Cooper and Veterans United, subject to lender approval and buyer qualification. Ask your agent for details.** Welcome home to 545 Wheelmen Street, a beautifully upgraded Middleton Reserve perfectly positioned at the end of the block in the heart of The Town of Whitehall, with open park space right out front. From the moment you arrive, the full front porch sets the tone: a place to sip your morning coffee, watch the park across the way, and greet neighbors as they pass. Step inside and the 9' ceilings and open-concept first floor let you breathe easy, with hardwood floors flowing through the living room, dining room, and powder room, and a stained oak staircase anchoring it all.The kitchen is the true showstopper. An expanded gourmet package brings crown molding and pull-out storage to the elongated 72"-96" island, while the stainless steel gas cooktop, double wall oven, and classic white farmhouse sink make this a space built for real cooking and real gatherings. Cozy up by the 36" gas fireplace with its slate surround and painted wood mantel on cooler evenings, or entertain in style knowing every detail here was chosen with intention. At 2,850 square feet, this home was built out well beyond the standard Middleton Reserve footprint and outfitted with over $60,000 in builder upgrades, a level of size and finish that's hard to find at this price point, especially with the Middleton Reserve now starting at $546,000 base price to build new. Upstairs, the owner's suite offers a private retreat complete with an upgraded tiled shower and comfort-height vanity, while a second full bath and two additional bedrooms provide flexible space for guests, hobbies, or a home office. Downstairs, a largely finished basement with 9' ceilings adds valuable living space, ideal for a rec room, home gym, or media area, complete with a rough-in for a future full bathroom. Thoughtful touches continue throughout: comfort-height toilets and upgraded carpet padding for extra plushness underfoot. But it's not just the home, it's where it sits. The Town of Whitehall is a place designed around everyday life: tree-lined streets, community gathering spaces like Mapleton Square, and walkable access to parks, trails, Peach Grove Market, Pizzeria Metro (arguably the best pizza in Middletown), Christiana Care offices, a wellness center, Ducklings Early Learning Center, an elementary school, and the Beer Garden at Whitehall with live music on weekends, all within the Appoquinimink School District. There are also current plans in the works for a future community pool. You're minutes from the C&D Canal trails, a short drive to Wilmington and the University of Delaware, and under an hour and a half from Delaware's beaches.545 Wheelmen Street isn't just move-in ready, it's upgrade-ready and ready for whatever comes next. Come see it for yourself!

545 Wheelmen St, Middletown
$350,000
5 Beds ⋅ 2 Baths ⋅ 1046630 MLS
A charming Cape Cod-style home set on a spacious 1-acre lot in the Town of Wallkill. This 5-bedroom, 2-bath home offers a classic layout with plenty of space and opportunity to make it your own. The main level features a comfortable blend of living and functional spaces, while the upper half-story provides additional bedrooms and living space. For investors, this property presents a great opportunity to purchase with existing tenants in place, providing immediate rental potential. For owner-occupants or buyers looking for flexibility, the property can also be delivered vacant at closing. A full, unfinished basement offers abundant storage and utility space, while the attached 2-car garage provides convenient parking and additional storage. Enjoy the outdoors from the covered front porch and expansive yard, offering plenty of room for gardening, recreation, or simply relaxing. The home is equipped with natural gas hot-water heating, private water and sewer, and is situated within the Middletown Central School District. Conveniently located in the Town of Wallkill with easy access to shopping, dining, major roadways, and nearby amenities. A wonderful opportunity to own a spacious Cape Cod on a generous 1-acre property, whether you're looking for an investment property with tenants already in place or a home that can be delivered vacant and personalized to your needs.

580 Route 17M, Middletown
$619,900
4 Beds ⋅ 3 Baths ⋅ DENC2110860 MLS
Welcome home to this spacious 4-bedroom, 2.5-bath property offering plenty of room inside and out. Situated on a quiet cul-de-sac, this home features a private rear yard backing to mature woods, providing a peaceful setting and plenty of privacy. Inside, you'll find beautiful hardwood flooring, a comfortable living room, formal dining room, and a spacious family room highlighted by a wood-burning fireplace—perfect for relaxing or entertaining. The large wood deck with an additional porch area creates an excellent outdoor space for gatherings, grilling, or enjoying the wooded backdrop. Additional features include a 2.5-car garage with openers and a large unfinished basement with poured-concrete walls, offering abundant storage and tremendous potential for future finishing. With 4 bedrooms, 2.5 baths, .77 acres, a cul-de-sac location, and Appoquinimink School District schools, this property offers the space, privacy, and setting you've been looking for. Appoquinimink School District currently serves grades 1–12 across its elementary, middle, and high schools. Home has a new roof, new windows and a newer HVAC system.

276 Manchester Ct, Middletown
board logo

© 2026 TReND. All Rights Reserved.
The data relating to real estate for sale on this website appears in part through the TReND Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Real Broker NY LLC participates, and is provided by TReND through a licensing agreement. Real estate listings held by brokerage firms other than Real Broker NY LLC are marked with the IDX icon and detailed information about each listing includes the name of the listing broker.
All information provided is deemed reliable but is not guaranteed. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. The information being provided is for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.