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$624,900
3 Beds 3 Baths DENC2107684 MLS
Welcome to the Dorchester, a beautifully designed home offering an open-concept layout filled with natural light and thoughtfully crafted living spaces. Scheduled for settlement in July 2027, this home features 3 bedrooms, 3 baths, and a 2-car garage, providing the perfect blend of comfort and style. A charming front porch creates a warm first impression, while the screened deck extends your living space outdoors, making it easy to relax or entertain in every season. Inside, the cozy fireplace serves as the focal point of the great room, and the finished basement provides additional flexible space ideal for guests, hobbies, or a recreation area. The gourmet kitchen is designed for both everyday living and entertaining, featuring a spacious layout with double wall ovens and elegant quartz countertops. Luxury vinyl plank flooring flows throughout the entire first floor, creating a seamless and durable finish. The primary bath includes a walk-in shower with beautifully tiled walls, offering a clean, modern, and spa-inspired retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to a stunning active adult 55+ community in Middletown, DE, offering low-maintenance, resort-style living. With spacious home designs and access to countless amenities, come enjoy the best that active living has to offer. Residents can take advantage of the community's 6,000 sq. ft. clubhouse, a pool with tiki hut, a state-of-the-art fitness center, a kayak launch, and multiple bocce and pickleball courts. With a full-time lifestyle director on site, this community also features a well-maintained calendar of activities such as Zumba classes, yoga sessions, billiards and more. At this community, the focus is on community. Make friends and enjoy the company of people who have worked hard and now want to enjoy all that a luxury 55+ active adult community has to offer. Just minutes from downtown Middletown, DE with access to Delaware Rt. 1, this community offers great convenience while preserving the serenity of its picturesque landscape. At this beautiful active lifestyle community, the relationships that you make and the people you spend time with will create memories that last a lifetime.

13 Golden Raintree Ct, Middletown

$639,990
3 Beds 4 Baths DENC2107688 MLS
Welcome to the Eastwood Loft, a beautifully designed home featuring an open-concept layout with the added versatility of a convenient second-floor loft. Scheduled for settlement in July 2027, this home offers 3 bedrooms, 4 baths, and a 2-car garage, providing the perfect combination of comfort, functionality, and modern style. The thoughtfully designed layout includes a bright morning room that fills the home with natural light, while a cozy fireplace creates a warm and inviting focal point in the main living area. An extended owner's suite offers additional space to relax and unwind, and the finished basement recreation room provides endless possibilities for entertaining, hosting guests, or creating a private retreat. The gourmet kitchen is designed to impress, featuring double wall ovens, elegant Carrara quartz countertops, and plenty of space for preparing meals and gathering with family and friends. Luxury vinyl plank flooring flows throughout the first floor, complemented by beautifully stained oak main stairs that add warmth and character to the home. The primary bath includes a spacious walk-in shower, creating a clean, modern, and spa-inspired retreat. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available. Welcome to this stunning active adult 55+ community in Middletown, DE, offering low-maintenance, resort-style living. With spacious home designs and access to countless amenities, come enjoy the best that active living has to offer. Residents can take advantage of the community's 6,000 sq. ft. clubhouse, a pool with tiki hut, a state-of-the-art fitness center, a kayak launch, and multiple bocce and pickleball courts. With a full-time lifestyle director on site, this community also features a well-maintained calendar of activities such as Zumba classes, yoga sessions, billiards and more. At this community, the focus is on community. Make friends and enjoy the company of people who have worked hard and now want to enjoy all that a luxury 55+ active adult community has to offer. Just minutes from downtown Middletown, DE with access to Delaware Rt. 1, this community offers great convenience while preserving the serenity of its picturesque landscape. At this beautiful active lifestyle community, the relationships that you make and the people you spend time with will create memories that last a lifetime.

112 Austrian Pine Ct, Middletown

$239,000
3 Beds 2 Baths 1029110 MLS
Calling all contractors, investors, and homeowners with a vision! Bring your ideas and your toolbox to this 3-bedroom, 1.5-bath split-level home situated on a desirable corner lot within the Enlarged City School District of Middletown. Offering great bones and endless potential, this property is ready for its next owner to restore, renovate, and make it their own. Inside, you'll find a functional split-level layout that's ready for your personal touches and updates. Whether you're looking for your next investment project or the opportunity to create your dream home, this property is full of possibilities. Conveniently located in a peaceful neighborhood just minutes from Orange County Community College (SUNY Orange), Touro College of Osteopathic Medicine, Garnet Health Medical Center, shopping, dining, and major commuter routes. With New York City approximately 70 miles away, you'll enjoy the perfect balance of suburban living with easy access to the city. Don't miss this opportunity to unlock the potential of this hidden gem—schedule your showing today!

26 Willow Place, Middletown

$539,000
3 Beds 3 Baths 1029150 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath bi-level home, built in 2010 and offering 2,225 square feet of comfortable living space. Designed with an open-concept layout, this impressive residence features a well-appointed kitchen with granite countertops, abundant cabinetry, and a seamless flow into the dining and living areas—ideal for both everyday living and entertaining. The primary suite serves as a private retreat, complete with vaulted ceilings, newer carpeting, a spacious walk-in closet, and a tastefully finished en-suite bathroom. Hardwood flooring adds warmth and sophistication throughout the main level. The finished lower level provides a generous family room with a cozy gas fireplace, an additional electric heating source, a convenient half bath, a laundry room, and access to the attached one-car garage, offering versatile space for relaxation, work, or hosting guests. Set on a desirable corner lot with excellent curb appeal, this home is conveniently located just minutes from major highways, shopping, hospitals, and medical facilities, ensuring easy access to daily necessities and commuting routes. This move-in-ready home combines style, comfort, and an exceptional location. Don’t miss the opportunity to make it yours. More pictures and video to come.

18 Hickory Place, Middletown

$420,500
3 Beds 2 Baths 1025550 MLS
Welcome to this charming 3-bedroom, 1.5-bath Colonial nestled on a level, fenced lot in the heart of Middletown. Built in 1941, this well-maintained home beautifully blends timeless character with everyday functionality, showcasing original hardwood floors, classic woodwork, detailed moldings, and elegant arched doorways throughout. The inviting first floor features a spacious living room, formal dining room, and a bright, versatile flex room perfect for a home office, playroom, or library. The kitchen offers an abundance of original wood cabinetry, Formica countertops, stainless steel appliances, a gas cooktop with wall oven, pantry storage, and convenient access to the driveway and backyard. Upstairs, you'll find three generously sized bedrooms with hardwood flooring and original architectural details, along with a bright, oversized full bath. A walk-up attic provides excellent storage or future expansion possibilities, while the full unfinished basement offers even more storage space and endless potential. Outside, enjoy a level backyard enclosed with vinyl fencing, a spacious deck for entertaining, and a charming gazebo that is included with the sale. Additional features include a detached one-car garage, private driveway, natural gas heat, public water and sewer, and low-maintenance vinyl siding. Garage is in need of repair being sold as is for garage. Hot tub has not been used in two years no guarantees made. Was working two years ago. Ideally located close to shopping, restaurants, schools, parks, major highways, and public transportation, this home offers convenience, character, and opportunity in one package. Whether you're looking for your first home or simply appreciate classic craftsmanship, this Middletown gem is ready to welcome its next owner.

34 Adams Avenue, Middletown

$450,000
3 Beds 2 Baths 1029090 MLS
**Opportunities on Manhattan Avenue are few and far between. If you've been waiting for a home in this desirable neighborhood, your wait is over! ** Situated on a beautiful .25-acre lot, this inviting split-level offers the perfect combination of comfort, space, and style with **3 bedrooms, 1.5 baths, a one-car garage, and central air**. From the moment you walk through the door, you'll appreciate how bright, clean, and welcoming this home feels. Sunlight pours through oversized windows, highlighting the gleaming hardwood floors and creating a warm, inviting atmosphere throughout. The thoughtfully designed floor plan offers generous living space with an easy flow that's perfect for everyday living, entertaining, or simply relaxing at home. A beautiful fireplace creates a cozy focal point, adding warmth and character to the main living area. Step outside and discover one of this home's standout features—an expansive deck overlooking a beautiful, flat, quarter-acre backyard. Whether you're hosting summer barbecues, enjoying your morning coffee, or unwinding after a long day, this outdoor space is sure to become a favorite place to gather. The level backyard offers plenty of room for gardening, outdoor activities, pets, or simply enjoying your own private outdoor retreat. Beautifully cared for inside and out, this home offers the perfect blend of comfort, convenience, and outdoor living in a location that's hard to beat. Conveniently located near shopping, restaurants, schools, and major commuter routes, with Maple Hill Park just minutes away, you'll enjoy easy access to tennis courts, a dog park, walking paths, picnic areas, and open green space. **Homes on Manhattan Avenue don't become available often. Don't miss this exceptional opportunity to make this beautiful property your next home!**

21 Manhattan Avenue Unit #19, Middletown

$675,000
6 Beds 5 Baths DENC2107494 MLS
Welcome to 1032 Applecross Drive, an exceptional residence in Middletown's highly sought-after Preserve at Deep Creek, where modern luxury, thoughtful design, and incredible space come together in one unforgettable home. Built in 2022 and offering over 4,450 square feet of beautifully finished living space, this rare opportunity features 6 bedrooms and 5 full bathrooms—a combination seldom available at this price point. From the moment you arrive, impressive curb appeal sets the tone. Stone accents, manicured landscaping, and a spacious two-car garage create a warm welcome before you even step inside. Fresh paint and luxury vinyl plank flooring immediately showcase the home's modern elegance, while the expansive layout offers flexibility for every stage of life. Just off the foyer, a private main-level bedroom suite with a walk-in closet and adjoining full bath creates the perfect retreat for guests, multigenerational living, or a quiet home office. Across the hall, the formal dining room is ready to host everything from holiday celebrations to intimate dinner parties before opening into the true heart of the home. Designed for gathering, the expansive family room is filled with natural light from oversized windows and flows effortlessly into a stunning open-concept kitchen that was built to impress. Crisp white cabinetry, gleaming quartz countertops, a timeless tile backsplash, upgraded appliances, and an oversized center island create a space that is as beautiful as it is functional. Just beyond, a custom butler's pantry and prep area, an oversized walk-in pantry, and abundant storage make everyday living remarkably convenient. Upstairs, a spacious loft offers the perfect second living area—ideal for movie nights, a playroom, homework space, or additional office. The conveniently located second-floor laundry room adds even more practicality to this thoughtfully designed floor plan. The luxurious primary suite is a true sanctuary, featuring two walk-in closets and a spa-inspired ensuite with dual vanities, a beautifully tiled walk-in shower with bench seating, and a private water closet. A second bedroom enjoys its own private ensuite and walk-in closet, while two additional generously sized bedrooms share a beautifully appointed hall bath, providing comfort and privacy for family and guests alike. The finished basement extends the home's versatility even further. Whether you envision a recreation room, home theater, fitness studio, or game room, this expansive lower level delivers. It also includes a sixth bedroom with an egress window and closet, a full bathroom with a walk-in shower, and generous unfinished storage space to keep everything organized. Beyond your front door, The Preserve at Deep Creek offers a lifestyle as impressive as the home itself. Residents enjoy beautifully maintained open green spaces, lawn care and landscaping services, and planned amenities including a clubhouse, fitness center, swimming pool, sports courts, and playgrounds. Directly across the street, Charles Price Memorial Park provides even more opportunities for recreation and outdoor enjoyment. Perfectly positioned in the heart of Middletown, you'll enjoy quick access to everything the area has to offer, including Middletown's vibrant Main Street, Silver Lake Park, Charles Price Memorial Park, The Everett Theatre, Dutch Country Farmers Market, countless restaurants, boutique shopping, and everyday conveniences. Nearby Route 1, Route 301, and Route 896 make commuting to Wilmington, Newark, Dover, and beyond effortless. Offering the rare combination of 6 bedrooms, 5 full bathrooms, over 4,450 finished square feet, modern 2022 construction, and an exceptional location, this home presents an incredible opportunity to own one of the area's most spacious and thoughtfully designed residences. Homes that offer this much space, flexibility, and value are exceptionally hard to find. Schedule your private showing today!

1032 Applecross Dr, Middletown

$1,350,000
4 Beds 4 Baths VAWR2014918 MLS
Luxury Farmhouse **To Be Built **on 8.75 Private Acres Experience the perfect blend of refined craftsmanship and modern farmhouse elegance in this exceptional to-be-built custom residence, gracefully positioned on 8.75 picturesque acres. Designed with sophisticated living in mind, this stunning home offers 4 bedrooms, 3 full baths, and 1 half bath. where timeless architecture meets thoughtfully curated finishes. Step inside to soaring 10-foot ceilings, an expansive open-concept design, and a breathtaking great room anchored by a dramatic stone surrounded fireplace. Rich architectural details, including an exposed timber beam spanning the kitchen and dining area, create warmth, character, and effortless style. The gourmet kitchen is designed to impress, featuring elegant granite countertops premium, Energy Star® stainless steel appliances, custom-quality cabinetry, and generous workspace for both everyday living and entertaining. Retreat to the luxurious owner's suite, where a spa-inspired bath offers a beautifully tiled walk-in shower, a deep, soaking tub, and a tranquil atmosphere designed for relaxation. Premium luxury vinyl plank flooring throughout the main living areas provides both beauty and durability while complementing the home's sophisticated aesthetic. The striking exterior showcases crisp white smart siding, dramatic black windows, and timeless farmhouse architecture that creates unforgettable curb appeal. A spacious three-car garage and a full unfinished basement offer abundant storage and endless opportunities to customize additional living space. For those seeking an even more personalized luxury experience, a selection of premium upgrades is available, including a metal roof, an impressive double front entry door, a bonus room above the garage, and upgraded hardwood or tile flooring. Surrounded by the beauty and privacy of nearly nine acres, this extraordinary property offers the rare opportunity to create a custom home that reflects your vision while enjoying the serenity of country living with convenient access to modern amenities. Every detail has been thoughtfully designed to deliver exceptional comfort, enduring quality, and timeless appeal. *Renderings and photographs are for illustrative purposes only. Final specifications, finishes, and pricing are subject to change. Optional upgrades available at additional cost.*

Gruver Grade Dr, Middletown

$593,250
3 Beds 4 Baths DENC2107606 MLS
*MOVE IN READY* Welcome home to 3314 Rookery Lane! Available for immediate move-in, this beautifully designed 3,223-square-foot Mendocino Luxe offers the perfect blend of space, comfort, and style. With 3 bedrooms, 4 bathrooms, a first-floor owner's suite, and a finished basement with a full bathroom, there's room for everything—from hosting family and friends to creating the perfect place to unwind. Located in the sought-after Venue at Winchelsea in Middletown, Delaware, the Mendocino Luxe floorplan is thoughtfully designed for comfort and luxury. Two versatile flex rooms welcome you off the foyer, leading into an open-concept living space that seamlessly connects the gourmet kitchen, dining area, and great room. Step outside to the covered rear porch—perfect for relaxing, entertaining, or enjoying the changing seasons. The finished basement with a full bathroom adds valuable living space, giving you the flexibility to create a home that fits your lifestyle. Tucked away at the back of the home, the luxurious owner's suite features a spa-inspired en-suite bathroom and two spacious walk-in closets. Upstairs, a generous loft provides the perfect setting for a media room, hobby space, home office, or cozy retreat. Don't miss your opportunity to call Venue at Winchelsea home! *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3314 Rookery Ln, Middletown

$579,250
3 Beds 3 Baths DENC2107600 MLS
*MOVE-IN READY!! NEW CONSTRUCTION WITHOUT THE TYPICAL WAIT* This stunning Sonoma single-family home is now available for a quick move-in! With a spacious single-level floorplan, it truly stands out in the neighborhood. Featuring three bedrooms and two full bathrooms on the mail floor. The primary suite offers generous closet space with two walk-in closets and an en suite bath. The added sunroom extension extends the home, creating the perfect space for entertaining guests. The gourmet kitchen is equipped with stainless steel appliances, sleek quartz countertops, 42’’ white and pewter maple cabinetry with hardware, wall oven and gas cooktop for all your culinary needs! Plus, the partially finished basement provides ample possibilities with its own full bathroom. Step outside to enjoy the deck off the sunroom, ideal for relaxing or hosting gatherings. This home offers both elegance and practicality, making it an exceptional choice! About the Community: This vibrant 55+ 𝐚𝐜𝐭𝐢𝐯𝐞 𝐚𝐝𝐮𝐥𝐭 neighborhood is designed for your best life, offering everything you need to stay active, connected, and relaxed. The community will have a 5,400-square-foot clubhouse, pickleball and tennis courts, bocce, a sparkling swimming pool, a state-of-the-art fitness center, and more, there will be no shortage of activities to enjoy. Plus, with lawn care, snow removal, and trash and recycling included, you can spend your time doing what you love instead of worrying about upkeep! *Pictures similar homesite- actual options and finishes vary per homesite. Please see New Home Consultant for details. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the model home located at 2405 Greyfriar Loop.

3315 Rookery Ln, Middletown

$765,000
4 Beds 4 Baths DENC2107104 MLS
4 bedrooms, 3.5 baths, & approximately 3,650 square feet in Rothwell Estates in Middletown, Delaware. Built in 2018 & located in New Castle County within the Appoquinimink School District, this home offers main-level living, a private upper-level guest suite, a 3-car garage, a screened deck, & a walkout basement ready to finish. The primary suite, 2 additional bedrooms, the kitchen, and the main living areas are all located on the first floor, providing true everyday one-level living without sacrificing space. The main-level primary suite includes a private full bath. Upstairs, the 4th bedroom functions as a private loft suite with its own living area & full bath. Separated from the main living space, it is well suited for overnight guests, a home office, an in-law or au pair arrangement, or anyone who would benefit from additional privacy. The layout provides the 1st-floor convenience many buyers want, along with a complete secondary living area that remains available when extra space is needed. Wood flooring extends throughout the home. The kitchen is centered around an extra-large island with generous room for meal preparation, seating, gathering, & everyday use. An adjoining sunroom brings in year-round natural light & creates an easy connection to the screened deck & outdoor living areas. The walkout basement offers substantial unfinished space for future living, recreation, fitness, storage, or work-from-home needs. It allows the next owner to expand the home on their own terms & timeline. Built in 2018 & established since, the home includes a home generator, a screened deck for 3-season use, & mechanical systems that have been regularly maintained & serviced. A pre-listing home inspection has also been completed, with the report available for buyer review. The 3-car garage is wired for 220V, providing existing electrical capacity for EV charging, while the extended driveway offers additional everyday parking. The home is convenient to the Dove Run & Main Street shopping corridors, New Castle County parks, Frog Hollow Golf Club, and Routes 301 & 896. Route 1 is also easily accessible, placing Wilmington approximately 35 minutes to the north under typical driving conditions. Homes of this size often require buyers to choose between 1st-floor living & additional private space. This home provides both: 3 bedrooms, including the primary suite, on the main level; a private 4th-bedroom suite upstairs; approximately 3,650 square feet; a pre-listing inspection already completed; a walkout basement ready for future finishing; a 3-car garage; 220V wiring for EV charging; & the advantages of 2018 construction in an established Middletown neighborhood.

151 Green Forest Dr, Middletown

$825,000
4 Beds 3 Baths VAWR2014960 MLS
Custom builder's home on 20 flat, private acres in Middletown offering the perfect blend of quality craftsmanship, comfort, and functionality. Thoughtfully designed with an open floor plan filled with abundant natural light, this home features an oversized kitchen island, stainless steel appliances, and a convenient hot water pot filler. A main-level bedroom with an adjoining full bath, currently used as an office, offers exceptional flexibility for guests, multigenerational living, or a dedicated workspace. Several bedrooms feature private ensuite baths, providing added comfort and privacy. Enjoy year-round comfort with a dual HVAC system, main-level laundry, and the potential for an upstairs laundry room with existing space and hookups already in place. Outside, the possibilities are endless with a 30' x 50' detached workshop featuring 14' ceilings, a newly built barn, chicken coop, private pond, two attached garage spaces, four detached garage spaces, and multiple outbuildings equipped with water spigots. With AG zoning, this exceptional property is ideal for hobbies, animals, equipment, or simply enjoying the space and privacy of country living. Conveniently located with easy access to both I-66 and I-81 while offering the tranquility of a private rural setting.**Photos may be virtually staged**

354 Guard Hill Rd, Middletown

$1,680,000
5 Beds 9 Baths 1027724 MLS
Welcome to 3 Bristol Drive, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment. Built in 2002, this 6-bedroom suits, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday living. Each bedroom includes a private en-suite bathroom, providing comfort and privacy throughout the home. The layout flows seamlessly between formal entertaining spaces and casual living areas, accommodating gatherings of any size. The indoor pool pavilion is the centerpiece of the property, featuring a heated swimming pool, surrounding lounge areas, and a 10-person jacuzzi—creating a private, spa-like retreat rarely found in residential homes. This resort-style amenity allows for year-round relaxation and entertaining regardless of season. Outside, a circular roundabout driveway offers impressive curb appeal and convenience, while a private courtyard and manicured grounds enhance the estate-like setting. The classic brick facade and colonial architecture deliver timeless elegance with the durability of quality construction. Offering exceptional privacy while remaining conveniently located near major roadways, shopping, and dining, 3 Bristol Drive presents a unique opportunity to own a luxury estate with true resort amenities in the Hudson Valley. Schedule your private showing and experience this one-of-a-kind property

3 Bristol Drive, Middletown

$279,000
4 Beds 2 Baths 1027125 MLS
Attention investors, contractors, and renovation enthusiasts! This spacious fixer-upper offers an incredible opportunity to restore a classic home on a rare double lot. Situated on approximately two combined parcels with a detached 4-car garage, this property offers abundant space and endless potential. The home currently features existing electrical service, plumbing, a functional full bathroom, multiple newer windows, and two new garage doors. While renovations are needed—including cosmetic updates, roof, kitchen, HVAC, drywall, and additional improvements—the property provides an excellent foundation for your vision. Conveniently located just minutes from Route 211, I-84, Route 17/I-86, and I-87, with easy access to shopping, dining, the Galleria Mall, and Legoland New York Resort. No HOA. Property taxes are low for a property of this size and location. Property is being sold as-is.

227-229 Linden Avenue, Middletown

$495,000
3 Beds 2 Baths MDFR2084304 MLS
Some homes simply have a soul—and this beautifully preserved 1920's Craftsman bungalow is one of them. Situated on a rare lot and a half in the heart of historic Middletown, this contributing home to both the National and Frederick Historic Registers has been lovingly cared for by just two families throughout its history. From the moment you arrive, you’ll notice the timeless character that sets this home apart. Tall original windows frame mature trees, gardens, and changing seasonal views from nearly every room, filling the home with natural light and creating a peaceful connection to the outdoors. Original wood floors, handcrafted trim work, pocket doors, custom storm windows, and historic architectural details blend seamlessly with thoughtful modern updates. The sellers have always appreciated the home’s solid clay block construction, which provides a remarkably quiet, comfortable feel and exceptional insulation rarely found in homes of this era. At the heart of the home is a beautifully renovated kitchen that has served as the gathering place for everything from weeknight dinners to holiday celebrations. A spacious island welcomes family and friends, while the thoughtful layout offers the perfect balance of openness and functionality. Upstairs, generously sized bedrooms, second-floor laundry, and an updated bath provide modern convenience while honoring the home’s historic roots. Outside, the property unfolds into a collection of extraordinary outdoor living spaces. Enjoy sunrise views from the backyard, summer sunsets from the welcoming front porch, abundant gardens, mature trees, a kitchen garden, and a private backyard retreat complete with a pergola and gas firepit. Every outdoor space offers its own unique experience, creating a rare sense of privacy and connection to nature in the heart of town. Major improvements include a renovated kitchen and baths, NTI combi-boiler, roof, insulation, updated electrical, propane installation, custom storm windows, and asbestos remediation. Perhaps most special of all are the home’s original handcrafted windows and custom-built storm windows—an increasingly rare treasure that has been lovingly maintained and thoughtfully restored. Throughout their stewardship, the sellers viewed themselves less as owners and more as caretakers of something truly special, dedicated to preserving the integrity and craftsmanship the original builders intended. The result is a home that honors its past while offering the comfort, beauty, and functionality today’s buyers desire. A rare opportunity to own a piece of Middletown history—where historic craftsmanship, thoughtful updates, beautiful gardens, and small-town charm come together to create something truly exceptional. Showings to begin August 1st, not before.

106 Prospect St, Middletown

$610,000
4 Beds 3 Baths 1026687 MLS
Discover the perfect blend of peaceful country living and modern comfort at this turnkey Colonial, privately nestled on 5.8 picturesque acres in the Town of Mount Hope within the highly sought after Minisink Valley School District. Welcome to 320 White Bridge Road, where privacy, natural beauty, and comfort come together to create an exceptional place to call home. A dramatic two story foyer filled with natural light welcomes you inside, where gleaming hardwood floors flow throughout the home's thoughtfully designed living spaces. At the heart of the home is a spectacular custom kitchen, beautifully updated less than two years ago with striking quartz countertops, an oversized extra long center island, premium cabinetry featuring double stacked upper cabinets, and exceptional craftsmanship that is sure to impress both everyday chefs and avid entertainers alike. The kitchen seamlessly connects to the inviting family room, highlighted by a cozy gas fireplace, while the elegant formal dining room and spacious formal living room provide refined spaces for entertaining and special occasions. Upstairs, four generously sized bedrooms offer comfort and privacy for family and guests, including a luxurious primary suite complete with a walk in closet and a spacious en suite bath designed for relaxation. Beyond its beautiful finishes, the home has been meticulously maintained with central air conditioning, dual oil storage tanks, well cared for mechanical systems, a spacious unfinished basement offering endless possibilities for future expansion, recreation, or storage, and a large two car garage. Step outside and experience your own private sanctuary. A newly reskinned rear deck overlooks the private backyard while the expansive grounds offer a peaceful setting where mature trees create a sense of serenity and seclusion, making every day feel like a getaway. Perfectly positioned approximately one mile from the New Jersey Otisville Transit station, this remarkable property offers exceptional convenience for commuters while remaining close to local schools, shopping, restaurants, and major highways. Enjoy everything the Hudson Valley lifestyle has to offer, including renowned wineries, charming farmers markets, scenic hiking trails, orchards, and countless opportunities for outdoor recreation. Offering the rare combination of luxury, privacy, and accessibility, this exceptional home is truly move in ready and presents an extraordinary opportunity to experience one of the Hudson Valley's most desirable lifestyles. Welcome home.

320 White Bridge Road, Middletown

$479,000
3 Beds 2 Baths 1026058 MLS
Welcome Home to 3 Sharon Drive! Sitting on just under half an acre in a tranquil, quiet neighborhood, this beautiful split-level home offers 3 bedrooms, 1.5 baths, and over 1,500 square feet — you'll feel right at home the moment you walk in the door! As you enter, you're greeted by tall ceilings that complement the spacious, open layout throughout. Just off the living room you have a spacious kitchen with stainless steel appliances and a convenient eat-in-dining setup. Down the hallway, you'll find three generously sized bedrooms with ample closet space, plus a convenient Jack & Jill bathroom off the primary bedroom. Downstairs is fully finished, offering a half bath, laundry room, and direct access to your two-car garage. But wait! There is more – As you venture into your fully fenced-in backyard a newly installed trex deck awaits, perfect for relaxing or entertaining. With meticulous care over the years, ranging from new roofing, updated heating/cooling system, furnace, and water heater just about all major upgrades are done and awaiting their new owner! All that’s left to do is move in and start the new school year! Offering the best of both worlds, this home is located within the Pine Bush School District and just minutes from Middletown Route 211, major shopping centers, highways, restaurants, gyms, and everything you could need. This location is optimal! Schedule your showing today and see all this beautiful home has to offer!

3 Sharon Drive, Middletown

$450,000
3 Beds 2 Baths 1026883 MLS
Welcome to 153 Ridgewood Avenue, a beautifully maintained 2021 built ranch offering the ease and comfort of modern single level living. Vaulted ceilings, an open concept layout, stylish finishes, and abundant natural light create a warm and inviting feel from the moment you enter. With more than 1,500 square feet, the home features a spacious kitchen with stone countertops, generous prep space, newer appliances, and plenty of room to gather. Central air and a convenient laundry mudroom add comfort and practicality. The primary suite includes a tray ceiling, spacious closet, and private full bathroom. Two additional bedrooms and a second full bathroom provide flexible space for guests, a home office, or hobbies. Outside, the fenced backyard and recently upgraded paver patio offer the perfect setting for relaxing, entertaining, and enjoying time outdoors. Shopping, dining, parks, commuter routes, and everyday conveniences are all nearby, including local favorites such as Cosimo's Brick Oven and Fancher Davidge Park. Young construction, modern finishes, a functional one level layout, and a private outdoor space make this home an excellent alternative to the maintenance and expense of older properties. Move right in and enjoy everything 153 Ridgewood Avenue has to offer.

153 Ridgewood Avenue, Middletown

$1,300,000
3 Beds 3 Baths DENC2107242 MLS
Tucked away on 11 pristine, private acres in Middletown, this home offers a rare blend of sweeping natural beauty, effortless single-level luxury, and incredible versatility. From the moment you pull up the drive, the gorgeous, park-like setting establishes a profound sense of peace and privacy that is hard to find, yet keeps you incredibly close to local conveniences. Step inside the main residence and you are immediately greeted by the warmth of rich hardwood floors and the airy, expansive feel of soaring vaulted ceilings. Designed for seamless everyday living and effortless entertaining, the heart of this home is a true gourmet kitchen. Outfitted with gleaming quartz countertops and top-of-the-line stainless steel appliances, it flows beautifully into both the inviting family room and the grand great room. Whether you are hosting holiday dinners or enjoying quiet mornings watching the sunrise over your acreage, this layout adapts perfectly to your lifestyle. The main home features three spacious bedrooms and two and a half baths, including a serene primary retreat. A dedicated first-floor office provides the ideal, quiet sanctuary for remote work or creative pursuits, tucked away from the main living areas. Just steps away sits a remarkable asset: a fully detached, separate second dwelling. This self-contained space is perfect for multi-generational living, long-term guests, or an inspiring studio. It features a bright loft, a large, comfortable great room, a convenient kitchenette, one bedroom, and two full bathrooms—offering complete independence and comfort without sacrificing privacy. Completing this exceptional estate is an oversized, three-car detached garage, offering abundant space for vehicles, a workshop, or recreational storage. This isn't just a home; it’s a private retreat where modern luxury meets eleven acres of quiet, gorgeous Delaware countryside. You have the opportunity to purchase an additional 14 acres, MLS NUMBER MLS# DENC2098214 & tax ID 13-012.00-151 to make this a wonderful 26 acre estate!

864 Old School House Rd, Middletown

$409,000
3 Beds 2 Baths 1025851 MLS
Welcome to 48-50 Mountain Avenue, where timeless Cape Cod charm meets modern comfort in one of Middletown's most convenient locations. Beautifully updated and meticulously maintained, this inviting 3-bedroom, 1.5-bath home offers approximately 1,928 square feet of warm, light-filled living space on a beautifully landscaped 0.36-acre lot tucked away on a quiet cul-de-sac. From the moment you arrive, the stunning stone exterior, mature landscaping, covered front porch, and exceptional curb appeal make you feel right at home. Step inside and discover a home filled with character, warmth, and natural light. Oversized windows and a beautiful bay window flood the interior with sunshine while highlighting the gleaming hardwood floors, natural woodwork, original architectural details, and thoughtful updates throughout. The spacious living room is the heart of the home, featuring a striking stone fireplace with a cozy wood-burning stove that creates the perfect atmosphere for relaxing evenings or gathering with family and friends. The flowing floor plan offers comfortable everyday living and effortless entertaining. The bright eat-in kitchen features abundant cabinetry, generous counter space, pantry storage, and convenient access to the backyard, making indoor and outdoor entertaining seamless. Whether hosting holiday dinners or enjoying a quiet morning coffee, every space has been designed with comfort and functionality in mind. The home's three spacious bedrooms offer peaceful retreats with generous closet space and abundant natural light. A full bath and convenient half bath provide functionality for both daily living and guests. The partially finished walk-out basement adds tremendous versatility, providing the perfect opportunity for a family room, recreation area, home office, gym, workshop, hobby space, or additional storage. The attached one-car garage and expansive basement storage ensure there is room for everything. Outdoor living is equally impressive. Enjoy peaceful mornings from the covered front porch, entertain on the beautiful flagstone patio, or relax in the private backyard surrounded by mature trees and established landscaping. The yard offers plenty of room for gardening, outdoor recreation, pets, or simply enjoying the beauty of every season. A storage shed provides additional space for lawn equipment and outdoor tools. Quality construction shines throughout with durable stone and shake siding, block construction, and a solid block foundation. Additional features include central air conditioning, forced-air natural gas heating, municipal water and sewer, hardwood and tile flooring, built-in storage, ceiling fans, entrance foyer, open floor plan, pantry, walk-through kitchen, washer and dryer hookups, high-speed internet availability, natural gas, cable, and public utilities for easy, comfortable living. Located on a municipally maintained road in an established neighborhood, this home offers outstanding convenience to everyday amenities. Shopping, restaurants, parks, schools, medical facilities, and local services are all just minutes away. Commuters will appreciate quick access to Route 17/I-86, Interstate 84, and Metro-North rail service, providing an easy commute throughout the Hudson Valley and into New York City. Blending classic craftsmanship, tasteful updates, flexible living space, beautiful outdoor areas, and an ideal location, this move-in-ready home offers the perfect balance of character and convenience. Whether you're looking for additional space, a home that's ideal for entertaining, or simply a property filled with warmth and timeless appeal, 48-50 Mountain Avenue is ready to welcome you home.

48-50 Mountain Avenue, Middletown

$540,000
3 Beds 3 Baths DENC2107184 MLS
PRICED TO SELL ✅ Low-maintenance HOA living ✅ Community pool ✅ Updated kitchen ✅ Bonus room ✅ Finished basement ✅ Prime location near Routes 1, 13 & 301 Don't worry about cutting the grass or shoveling snow!! Our HOA handles that, allowing you to enjoy your weekends relaxing by the community pool. HOA fees also include common area maintenance and snow removal. This spacious 3-bedroom home with a VERSATILE BONUS ROOM offers a thoughtfully designed layout and numerous updates throughout. The inviting family room with fireplace opens seamlessly to the center-island kitchen with a bar area at the island , now updated with a new stove, microwave, dishwasher, refreshed countertops, and a stylish backsplash, making it perfect for both everyday living and entertaining. Just off the kitchen you’ll find a convenient mudroom, pantry closet, half bath, and garage entry. Upstairs, the spacious primary suite boasts a tray ceiling, double vanities, his and her walk-in closets, and a beautifully tiled shower. Two additional bedrooms are generously sized, and the bonus room can be used as a den, home office, or playroom. The laundry room is conveniently located on this level. The full basement provides exceptional additional living space with a second family room, a large storage area, and a utility room. Plumbing is already roughed in for a future bathroom, and the water heater was replaced in 2019. Location Location Location!! Minutes from Routes 1, 13, and 301 with no tolls to go north and a grocery store 5 minutes away!

336 Acasta Dr, Middletown

$774,900
6 Beds 5 Baths VAWR2014820 MLS
Offering just over 3900 finished square feet, 6 bedrooms, 5 full bathrooms, a main level bedroom with access to a full bath, a 1-acre lot, no HOA, and a peaceful setting in a golf course community, this home is designed for both everyday living and entertaining. Mountain views, an 880 square foot Trex deck, a roof that's only 5 years old, and a flexible floor plan complete the package. The main level features hardwood floors through most of the living areas, a bedroom with convenient access to a full bath, formal living and dining rooms, a two story (18ft tall) foyer, laundry room, and a spacious kitchen. The updated kitchen features quartz countertops, subway tile backsplash, freshly painted cabinetry, and stainless steel appliances. Upstairs you'll find five bedrooms, including a spacious primary suite with a jetted garden tub, tiled shower, double vanity, and walk in closet. Three additional bedrooms share a full bath with double sinks. There's also a junior suite at the end of the hall with its own private full bath, making it a great option for guests or multigenerational living. The partially finished walkout basement offers even more flexible living space with two finished rooms, a full bathroom, and a large unfinished storage and mechanical room. The current media room and game room setup provides plenty of possibilities for entertaining, hobbies, a home office, or guest space. Outside, the fully fenced backyard offers plenty of open space for entertaining, recreation, pets, or simply enjoying the peaceful setting. The spacious Trex deck, completed in 2024, offers plenty of room for outdoor dining, relaxing, or gathering with family and friends. A side porch extends the outdoor living space and opens to its own separate fenced area, creating a private space that's ideal for pets, young children, or even a garden. Recent improvements include the 2024 Trex deck, backyard and side yard fencing, refinished and expanded hardwood flooring (including the main staircase), fresh interior paint, fireplace surround and mantel, quartz countertops, updated lighting, insulated garage doors and openers, extensive HVAC and plumbing improvements, radon mitigation, and smart home features including Nest thermostats, Ring cameras, and a Schlage smart lock. The extensive list of recent improvements reflects the care and investment the current owners have made throughout the home. (See attached document for full detailed list of improvements.) Located in an established neighborhood surrounded by Sly Fox Golf Club, the home offers a peaceful setting while remaining just five minutes from I-66 and ten minutes from I-81. The sellers would also consider selling the home fully furnished (to include the basement theater equipment, seating, game tables and riding lawn mower) through a separate agreement, creating a true move in ready opportunity. (See attached document for full detailed list of items.) Shown by appointment only.

80 Little Sorrel Dr, Middletown

$899,000
5 Beds 5 Baths 1026134 MLS
Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas complete the setting. The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing, and more. With numerous updates and an array of versatile structures, this exceptional property offers a rare combination of privacy, history, and functionality. The land is also subdivisible, providing potential for future development. Amenities: Storage, multiple barns, natural pond, extensive acreage.

255 Howells Road, Middletown

$420,000
3 Beds 2 Baths VAFV2043396 MLS
Welcome to this beautifully maintained brick Cape Cod, tucked away on a private 0.70-acre cul-de-sac lot in Middletown! Thoughtfully updated and meticulously cared for, this home offers the perfect blend of charm, comfort, and outdoor living. Step inside to find fresh interior paint, hardwood floors, updated bathrooms, and a spacious living room featuring a new gas fireplace with thermostat and remote, creating a warm and inviting gathering space. The 20' x 10' sunroom is the perfect place to relax while enjoying peaceful views of the beautifully landscaped backyard. The main-level primary bedroom provides convenient one-level living. Outside is where this property truly shines. The professionally landscaped front yard features a beautiful picket fence with decorative arch, weeping cherry tree, Japanese maple, azaleas, and a raised stone flower bed connected by a charming brick walkway. Garden enthusiasts will appreciate the established butterfly garden, raised garden beds, and mature asparagus. The fully equipped chicken coop is ready for your flock, while the yard attracts abundant wildlife, creating a peaceful country setting. Additional highlights include an oversized one-car garage with floored storage above, an outbuilding/workshop with wood stove (plus a cord of seasoned split firewood), Andersen windows, a new insulated garage door, and owned solar panels that convey free and clear, helping reduce utility costs. For added peace of mind, the sellers have completed a pre-sale home inspection, addressed the noted items, and recently installed a new chimney cap. A new Samsung washer and the sauna also convey with the home. Located at the end of a quiet cul-de-sac, this move-in-ready home offers exceptional privacy, beautiful landscaping, and countless thoughtful updates—making it a rare opportunity in the Middletown area.

2105 Shawn Dr, Middletown

$775,000
5 Beds 5 Baths DENC2107056 MLS
Welcome to 201 Parker Drive, an exceptional residence nestled in the highly sought-after Crossland at the Canal community, where elegant design, luxurious amenities, and energy-efficient living come together in one remarkable home. Offering five bedrooms, four full bathrooms, and one half bath, this beautifully appointed property welcomes you with a bright two-story foyer and hardwood flooring throughout the main level. A private office with custom built-in shelving provides the perfect work-from-home space, while the formal living and dining rooms seamlessly transition into the spacious family room with a cozy fireplace. The gourmet kitchen is thoughtfully designed for both everyday living and entertaining, featuring granite countertops, abundant cabinetry, and a large center island that serves as the heart of the home.The finished walk-out lower level is an entertainer's dream, featuring a wired home theater, an expansive recreation area, a custom wet bar complete with dual wine coolers, an additional bedroom, and a full bathroom, creating the ideal space for hosting guests or multi-generational living. Upstairs, the luxurious primary suite offers a private sitting room highlighted by a custom dry bar with dual wine coolers, creating the perfect retreat for relaxing at the end of the day. One of the secondary bedrooms has been professionally transformed by Closet by Design into an impressive boutique-style walk-in dressing room and can easily be converted back into a full bedroom if desired. Even the laundry room has been thoughtfully upgraded with a built-in wall-mounted ironing board for added convenience.Step outside to your own private backyard oasis featuring a heated saltwater in-ground swimming pool with lighting, perfect for enjoying warm summer days and unforgettable evenings with family and friends. This exceptional home is loaded with premium upgrades, including a new roof installed in 2025, a Generac whole-house generator, an electric vehicle charging station, and transferable solar panels that provide outstanding energy efficiency and long-term savings. Combining luxury finishes, thoughtful customizations, and major system improvements, this home delivers both comfort and peace of mind for years to come. Located within the desirable Crossland at the Canal community and convenient to shopping, dining, parks, and major commuter routes, 201 Parker Drive presents a rare opportunity to own a truly turnkey home that offers the perfect balance of luxury, functionality, and modern efficiency. This is more than a home—it's a lifestyle.

201 Parker Dr, Middletown

$379,999
2 Beds 2 Baths 1021532 MLS
Welcome to 8 Forest Ave, Middletown, NY 10940—a charming corner-lot home offering comfort, flexibility, and plenty of outdoor space. This well-maintained property features 2 spacious bedrooms plus a bright sunroom that can easily be converted into a third bedroom, home office, or guest room. The home also offers 2 full bathrooms, a generously sized kitchen, and a separate dining room, providing a functional layout for everyday living and entertaining. The full unfinished walkout basement presents endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the large deck overlooking a spacious backyard, perfect for gatherings, outdoor dining, or relaxing with family and friends. The corner lot also provides ample space for gardening, landscaping, or other outdoor activities. Conveniently located near shopping centers, schools, restaurants, parks, and major commuter routes, this home combines comfort, convenience, and potential in one desirable location. Don’t miss the opportunity to make this versatile property your next home!

8 Forest Avenue Unit #6, Middletown

$389,000
4 Beds 2 Baths 1024955 MLS
Middletown Central Gem with Lots of Space and Super Low Taxes! Located just minutes from Downtown Middletown, this solid house has a very practical layout with 4 spacious bedrooms and 2 full bathrooms, making it perfect for a growing family or an investor. On top of the great living space, you get a huge attic and a full basement that give you tons of extra room for storage or a workshop. The best part about this property is the incredibly low holding cost—total annual taxes are only $3,750(year 2025), and you can lower them even more if you live here as your primary home by applying for the NY STAR tax relief. A brand-new, energy-efficient Navien tankless wall-mounted combination boiler was installed last year, providing reliable, high-efficiency heating and hot water while saving on utility bills.While the house is in average condition right now and needs some cosmetic updates, it has great bones and a rock-solid foundation. This is a rare chance to buy a big house with low expenses, fix it up your way, and build instant equity in a super convenient location.

4 Harding Street, Middletown

$379,000
4 Beds 2 Baths VAFV2043316 MLS
An exceptional opportunity to restore and reimagine a historic Main Street property in the heart of Middletown. Prominently located along one of the towns most recognized corridors, this four bedroom, two bath home offers timeless character, outstanding potential, and a location that is difficult to duplicate. Believed to date to the early 1800s, the home has been part of Middletown history for generations and is ready for its next chapter. Just a short walk to local shops, restaurants, cafes, and community gathering spaces, this property offers the charm and convenience of small town living. Situated on a generous in town parcel with desirable B1 zoning, the property provides exceptional flexibility for residential living, professional office, business use, or a mixed use concept subject to local approvals. The additional side land offers potential subdivision opportunities subject to application and approval. Rear alley access further enhances the versatility of this unique property while the prominent Main Street location provides outstanding visibility for a variety of future uses. Inside, the home features four bedrooms, two full baths, and the character expected of a historic residence. The property is ready for restoration and thoughtful updating, presenting an exceptional opportunity to preserve its historic charm while incorporating modern improvements. Whether your vision is a distinctive residence, professional office, investment property, or live and work opportunity, the possibilities are substantial. Historic Main Street properties offering this combination of character, location, flexible B1 zoning, additional land, rear alley access, and future potential rarely become available. Property is being sold as is.

7927 Main St, Middletown

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