Courtesy: Keller Williams Hudson Valley
845-610-6065
MLS Listing Description: Charming 3-bedroom, 2-bath traditional two-story home featuring a spacious, enclosed backyard—perfect for outdoor enjoyment and entertaining. The first floor offers an oversized living room, an open dining area, and a functional kitchen layout ideal for everyday living. Upstairs, you’ll find three comfortable bedrooms and a full bath. A walk-up attic provides convenient additional storage space. The finished basement includes a full bathroom, laundry area, and walk-out access to the backyard, adding flexibility and potential for extended living or recreation space. Conveniently located near a local park and a variety of restaurants, this home offers both comfort and accessibility.
Courtesy: Keller Williams Hudson Valley
845-610-6065
Updated 3BR/2BA Home on Quiet Dead-End Street – Middletown Updated 3-bedroom, 2 full-bath home located on a dead-end street in the City of Middletown. First floor features a spacious eat-in kitchen with stainless steel appliances, large living room, dining area, and updated full bath. Sliding door off kitchen leads to backyard deck. Second floor offers 3 bedrooms and an updated full bath, plus access to a finished attic for additional space. Finished basement includes laundry area, utility room, bonus room (ideal for office/den), and separate exterior entrance. Level backyard. Quiet neighborhood. Move-in ready.
Courtesy: Howard Hanna Rand Realty
845-294-3100
Welcome to 10 Cyprus at Wildflowers at Wallkill, where comfort, style, and easy living come together in one beautiful home. This meticulously maintained 2-bedroom, 2 full bath residence offers the convenience of single-level living with a bright, open-concept layout designed for both everyday living and effortless entertaining. Sunlight pours through oversized windows, filling the space with warmth and highlighting the home’s fresh, modern feel. Recently painted with brand-new carpeting in the bedrooms, this home is truly move-in ready. Step outside to your private, tree-lined backyard oasis, perfect for morning coffee, outdoor dining, or simply unwinding on the patio in a peaceful setting. Life at Wildflowers at Wallkill is about more than just a home—it’s a lifestyle. Enjoy access to a beautifully appointed clubhouse featuring both indoor and outdoor pools, a fully equipped fitness center, locker rooms with private saunas, and dedicated spaces for yoga, games, and relaxation. Gather with neighbors in the spacious community rooms, host events with ease using two catering kitchens, or enjoy quiet time in the library. A vibrant calendar of social activities offers something for everyone. Ideally located near major highways, train stations, hospitals, shopping, dining, and the mall, this home places you right in the heart of it all—while still offering a peaceful, community-focused setting. Don’t miss your opportunity to enjoy low-maintenance living in one of the area’s most sought-after active communities.
Courtesy: Keller Williams Hudson Valley
845-610-6065
This beautiful 3 bed 2 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes from transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a full glass door leading to a very spacious deck for outdoor grilling and relaxation. Just opposite the living room is an amazing kitchen with granite countertops, an island and stainless steel appliances. Upstairs you'll find a large primary bedroom equipped with a walk-in closet and a generous en-suite. The second floor is finished off by two large bedrooms, a full bathroom and a laundry room. The lower level is fully finished to be used however you desire and it walks out to a large patio and a beautifully manicured lawn leading to an area of undeveloped land that makes it quite peaceful and relaxing. Maple Fields is located near shops, parks, restaurants, and major highways 84/17! Offering tranquility and privacy and so much more, don't miss out on the opportunity to own this beauty. Additional Information: Amenities:Soaking Tub,Storage,ParkingFeatures:2 Car Attached,
Courtesy: Coldwell Banker Village Green
845-255-0615
Welcome to a truly special property, a wonderful home that combines style, comfort, and a park-like location. Close to all Middletown has to offer. The heart of the home is the living room — this sunny room features a fireplace, hardwood floors, and a cathedral ceiling, making it the perfect place to retreat to after sharing a meal in the connected dining room. Cooking in the new kitchen on the SS professional gas range makes cooking a breeze. The rest of the appliances are SS, all topped off with a sparkling granite countertop. Feel like playing around? Move into the family room for a game of pool and entertain your friends on the piano. This room also features cathedral ceilings and hardwood flooring. Move up to the second floor to find a primary suite with an ensuite. Place the bed in the right spot and you can wake up to a beautiful view. Two additional spacious bedrooms are on the second level with ample closet space. All have oak flooring. Take the paver walkway to the detached 3 bay garage with an oversized loft. You can easily fit larger vehicles, and the large loft above could be a fantastic work-from-home office or studio space. The expansive yard space offers a pond with your very own canoe! Room for pets, gardening, or play – it’s a breeze on this over 5-acre property— with plenty of outdoors to enjoy. The circular driveway provides easy parking. Just 15 minutes to go to major highways, supermarkets, the Galleria Mall, and Garnet Medical Center. Looking for public transportation? The nearby train and bus make it no problem commuting to NYC, with a nearby Park & Ride for the bus and train that makes it even easier. Live the Hudson Valley lifestyle — so much to do, so close to everything. A 3D Walkthrough Tour is available in the digital Lookbook or by request.
CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and recreation parks, hiking, shopping, Legoland and Stewart International Airport. Sold ''as is'' Seller is looking for a cash offer. *Buyer to close plumbing permit
Courtesy: eXp Realty
888-276-0630
Welcome to refined, low maintenance living in one of Middletown’s most sought after gated communities. This beautifully maintained end unit townhouse offers the perfect balance of space, comfort, and convenience, with over 2,000 square feet of living space designed for today’s lifestyle. Step inside to find a bright and inviting layout featuring two spacious bedrooms, each with generous closet space, along with 2.5 well appointed bathrooms. The flow of the home is both functional and comfortable, ideal for everyday living and entertaining alike. The finished basement expands your living space even further, offering incredible flexibility for a home gym, media room, office, or guest accommodations. A large attached two car garage adds convenience along with additional storage, making organization effortless. Enjoy peaceful mornings and relaxing evenings on your private patio, the perfect setting for coffee, unwinding, or hosting friends. As an end unit, you benefit from added privacy and natural light throughout the home. Located just minutes from I 84 and Route 17, this home offers easy access for commuting while being close to Garnet Health Medical Center, shopping, dining, and local amenities. For those who enjoy an active lifestyle, a beautiful golf course is just a short walk away. Residents of this community enjoy resort style amenities including a swimming pool, fitness center, clubhouse, and playground, creating an elevated living experience without the maintenance. Even better, the HOA covers common area maintenance, exterior maintenance, sewer, and snow removal, allowing for truly effortless living year round. This is more than just a home, it is a lifestyle of ease, comfort, and convenience all in one. Schedule your private showing today and experience it for yourself.
Courtesy: Keller Williams Hudson Valley
845-610-6065
If you are looking for one-level living, this is the one! This 2-bedroom ranch is the perfect opportunity for a first-time homebuyer, someone looking to downsize, or an investor seeking to add to their rental portfolio. Filled with natural light, the home offers a bright and inviting atmosphere throughout. The spacious primary bedroom features a large wall-to-wall closet. A combination of hardwood and laminate flooring makes for easy maintenance and creates an allergy-friendly environment. The split unit in the living room provides comfort year-round, keeping the home cool in the summer and warm in the winter. A large detached 2-car garage, along with a long blacktop driveway, offers plenty of parking. Gardening enthusiasts will appreciate the designated garden area, while the generous yard provides ample space for summer gatherings and outdoor enjoyment. Located in the desirable Minisink School District and very easy to show.
Courtesy: Keller Williams Hudson Valley
845-610-6065
INVESTOR'S DREAM: TURN-KEY CONDO WITH IMMEDIATE CASH FLOW! This meticulously maintained 2-bedroom, 2-full bath end-unit condo is an absolute standout in one of Middletown's most sought-after communities. Recently upgraded with fresh paint and brand-new flooring in late 2024, the property also features a new central AC condenser installed in 2025, ensuring long-term mechanical reliability. The interior boasts an airy, expansive feel thanks to vaulted ceilings in the living area and a versatile second-floor loft space perfect for a home office or extra storage. As a coveted end unit, extra windows flood the home with ample natural sunshine throughout the day. Investors will appreciate the exceptionally low HOA fees ($242/mo) and low taxes, paired with the rare advantage of being in one of the few communities built in 2006 that has NO rental restrictions. Beyond the immediate cash flow, this unit offers strong appreciation potential as Middletown continues its rapid economic growth and development. Perfectly situated adjacent to Orange County’s longest recreational trail, the location offers unbeatable lifestyle appeal for tenants. With a very clean, reliable tenant already in place and ample parking available, this property allows you to start generating a steady income from the very first day of ownership. Modern, efficient, and hassle-free—this is the high-performing asset your portfolio has been waiting for.
Courtesy: Keller Williams Realty NYC Grp
718-697-6800
Just pack your bags and move in. Spacious, Comfortable and Cozy 5 bedroom 1 family house for sale. This house features 4 Bedrooms and 2 bathrooms on the upper level with a walk in closet and a bathroom in the master bedroom. The first features a 1/2 bath, renovated kitchen, separate living and dinning rooms and a walkout deck. The ground floor features a 2 car garage, finished basement with 1 bedroom, dining area and a bathroom. There is also access to the backyard from the basement. The driveway at the front provides additional parking for 2 cars.
Courtesy: BHHS Hudson Valley Properties
845-831-3080
Welcome to 238 Concord Lane, a beautifully refreshed home in the heart of Middletown that is truly move-in ready, featuring fresh paint throughout, brand new flooring, and modern lighting that creates a bright, clean, and inviting atmosphere from the moment you step inside; ideally located just minutes from Middletown’s shops, restaurants, and everyday conveniences, this home offers the perfect blend of comfort, style, and accessibility, making it an excellent opportunity for anyone looking for a turnkey property in a highly convenient location.
Courtesy: Keller Williams Hudson Valley
845-610-6065
This oldie but goodie is full of potential! With a little love, fresh paint, and imagination, this home can truly shine as a wonderful starter home. It also presents a great opportunity for investors looking to expand their rental portfolio, long-term tenants would love the option to stay. Features include some hardwood floors, a detached 2-car garage, and a recently paved blacktop driveway. Don’t miss the chance to make this property your own!
Courtesy: Keller Williams Hudson Valley
845-610-6065
Attention investors! This is a true “what you see is what you get” opportunity. Bring your tools and imagination and transform this property into a valuable addition to your rental portfolio. Perfect for investors seeking potential and long-term returns. Cash buyer or rehab loan needed.
Courtesy: Howard Hanna Rand Realty
845-928-9691
Coming Soon - prewar colonial in the heart of the City of Middletown.
Courtesy: HomeSmart Homes & Estates
845-547-0005
Charming 1923 Traditional – Spacious 8-Bedroom Home with Timeless Character Step into a rare opportunity to own a beautifully expansive 3-story traditional home built in 1923, offering over 2,100 square feet of versatile living space. Brimming with classic charm and endless potential, this 8-bedroom, 3-bathroom residence is perfect for those seeking room to grow, host, or simply relax. Inside, you’ll find numerous inviting rooms designed for comfort and flexibility—ideal for lounging areas, home offices, or creative spaces. Two bright and airy sunrooms provide the perfect spots to enjoy morning coffee or unwind with natural light year-round. A private balcony adds an extra touch of charm and a peaceful outdoor retreat. The home also features a full, partially finished basement, offering additional space for storage, recreation, or future customization. Outside, the property includes front and back gardens ready for your personal touch—a wonderful opportunity for landscaping enthusiasts to create a lush outdoor oasis. A large detached 2-car garage provides ample parking and storage. This property blends historic character with generous space and exciting potential. Whether you're looking to restore its original beauty or customize it to your vision, this home is a truly unique find. Highlights: 8 Bedrooms 3 Bathrooms Over 2,100 Sq Ft Built in 1923 3 Stories 2 Sunrooms + Private Balcony Full Partially Finished Basement New Windows New porches New appliances Detached 2-Car Garage Front & Back Gardens (ready for revitalization) Don’t miss the chance to make this classic home your own!
Courtesy: RE/MAX Benchmark Realty Group
845-565-0004
Nestled on a private 5.1-acre property, this custom contemporary Cape-style home offers the perfect balance of luxury, comfort, and natural beauty. Thoughtfully designed with refined finishes and exceptional living spaces, this residence creates an inviting retreat while still being close to the many attractions of the Hudson Valley. Step inside to discover a bright and spacious main level highlighted by 9+ foot ceilings, custom moldings, and hardwood floors with elegant inlay. The open kitchen features stainless steel appliances and flows seamlessly into a dining area and an inviting enclosed porch overlooking the backyard and pool. A separate formal dining room provides an ideal setting for gatherings and special occasions. The main level also offers three spacious bedrooms, including an impressive primary suite with a private en-suite bath, as well as the convenience of a laundry room on the same level. The home continues to impress with a finished walk-up studio, perfect for a home office, guest space, or creative studio. The full walkout lower level is designed for entertaining and everyday living, featuring a pool table area, a stylish full wet bar, a three-sided fireplace, an additional office, and a bath with laundry hookup. Outdoor living is equally exceptional. An oversized deck overlooks the beautifully landscaped grounds, where a heated in-ground saltwater pool with a slide and diving board are surrounded by professionally designed gardens, stone walls, and paver walkways, creating a private outdoor oasis. Additional highlights include a heated garage with an additional covered carport, a whole-house propane backup generator, and carefully maintained landscaping that enhances the home’s tranquil setting. Located in the Town of Crawford with a Middletown mailing address and within the Valley Central School District, this property offers privacy while remaining conveniently close to shopping, dining, recreation, and major commuter routes. A rare opportunity to own a beautifully crafted home on over five acres, combining contemporary style, thoughtful amenities, and a peaceful natural setting.
Courtesy: Weichert Realtors
845-782-4646
Courtesy: Keller Williams Hudson Valley
845-610-6065
There is a reason a raised ranch continues to stand the test of time… it just lives right. From the moment you step inside this move-in ready 4 bedroom, 3 bathroom home in Middletown, you feel the ease of a layout designed for real life. Head upstairs and you are immediately welcomed into a bright, open living space where natural light pours in and hardwood floors carry warmth throughout. The living room, dining area, and kitchen all flow together effortlessly, creating a space where conversations continue from one room to the next and gatherings never feel crowded. The kitchen is both functional and inviting, complete with stainless steel appliances and positioned perfectly for entertaining. Just off the dining area, sliding doors lead out to your deck, creating that seamless indoor to outdoor connection that makes everyday living feel elevated. The upper level also offers comfortable bedrooms and bathrooms, thoughtfully placed to create both connection and privacy. Downstairs, the home continues to deliver flexibility in a way that fits how people actually live today. With additional bedrooms and a full bathroom, this level is ideal for guests, extended living, a home office setup, or a private retreat. It is the kind of space that adapts as your needs change, without compromise. Step outside and you begin to see the full potential of this property. A spacious yard opens up in front of you, offering room to create, gather, and unwind. Stairs from the deck lead down to an area already designated for entertaining, giving you a head start on building the outdoor setup you have been imagining. Whether you envision hosting, relaxing, or expanding the space even further, the opportunities here feel endless. A two car garage adds everyday convenience, while also providing additional storage and functionality. And then there is the lifestyle that comes with living here. Located in Middletown, you are positioned in one of the Hudson Valley’s most convenient and growing areas. Approximately 70 miles from New York City, this home offers a manageable commute with access to Route 17, I-84, and nearby NJ Transit train service and Coach USA bus routes. When you are not commuting, you are living. Spend weekends exploring local wineries, orchards, and farm markets. Shop and dine at Woodbury Common Premium Outlets. Take in live music at Bethel Woods Center for the Arts, hike scenic trails, or enjoy nearby parks and outdoor spaces. This is more than a home that is ready for you. It is a home that is ready to work with you, grow with you, and give you the space to live the way you have been wanting to.
Courtesy: eXp Realty
888-276-0630
Looking for a move-in ready 5-bedroom Dutch Colonial in the 10940 area? 48 Connors Road offers a fully renovated interior, updated major systems, and a finished walk-out basement, delivering flexible living space and modern finishes in a convenient Middletown location. Come take a look at 48 Connors Road, a beautifully renovated colonial in Middletown that has been updated from top to bottom with thoughtful design and quality finishes. This spacious home features 5 bedrooms with additional potential in the fully finished walk-out basement, ideal for extended living, workspace, or recreation. The large eat-in kitchen is a standout with new cabinetry, granite countertops, farmhouse sink, and a full stainless steel appliance package including refrigerator, oven/range, microwave, and wine fridge. Marble flooring enhances the dining and living areas, adding a refined touch. Major upgrades include a brand new roof, central air, furnace, hot water heater, windows, and siding, providing efficiency and peace of mind. Exterior highlights include a modern transparent glass garage door, blacktop driveway with paver accents, and a 1-car attached garage. This move-in ready home combines timeless Dutch Colonial character with modern updates in the highly desirable Scotchtown area of Middletown.
Courtesy: Keller Williams Hudson Valley
845-610-6065
This ranch-style home sits on a sizable lot with a practical single-level floor plan. The property offers potential and solid foundation for the right buyer. The property sits on a secluded wooded lot with mature evergreen borders that create natural privacy year-round. The private wooded backyard provides a peaceful retreat with considerable potential for outdoor activities and relaxation. A paved circular driveway offers convenient access and parking solutions. Located in the Town of Wallkill with Minisink Valley Schools, this home benefits from quick Route 17 connectivity for easy commuting. Orange Regional Medical Center nearby adds practical convenience to the location. The private wooded outlook enhances the serene setting while maintaining seclusion from neighboring properties. This three-bedroom, two-and-a-half-bathroom home represents a solid investment opportunity for those seeking renovation potential. This is a Fannie Mae Homepath Property.
Courtesy: Compass Greater NY, LLC
914-752-8763
Welcome to this beautifully updated 4-bedroom, 2.5-bath raised ranch offering a versatile and comfortable layout. The main level features bright and inviting living spaces, while the lower level includes a spacious recreation room and additional family/multi-purpose room—ideal for a variety of lifestyle needs. Enjoy an expansive backyard and generous deck space, perfect for outdoor relaxation or entertaining. Conveniently located near major commuter routes including Interstate 84 and New York State Route 17, providing easy access to surrounding areas. Nearby points of interest include Galleria at Crystal Run, Highland Lakes State Park, and Orange Regional Medical Center. Located within the Middletown City School District, this home offers convenience, space, and modern updates in a desirable setting.
Courtesy: eRealty Advisors, Inc
914-712-6330
Stunning Ranch in a Highly Desired Neighborhood! Welcome to this beautifully renovated ranch-style home, perfectly situated on a spacious corner lot of over 1/3 of an acre. Offering 4 generously sized bedrooms, 3 full bathrooms and central air, this home is ideal for comfortable living and entertaining. Step inside to a huge sun-filled living room featuring oversized windows that flood the space with natural light. The tastefully updated eat-in kitchen boasts granite countertops, brand-new appliances and a pantry perfect for everyday meals or hosting guests. The primary bedroom includes its own private full bath, offering comfort and privacy. A fully finished basement provides additional living space, making this home a perfect mother/daughter setup or ideal for extended family. Step outside and discover even more to love! The enclosed sun porch offers the ultimate entertaining spot—perfect for morning coffee, evening unwinding or hosting friends in a cozy setting. In addition, you’ll find a fully fenced-in backyard, a one-car attached garage, and an extended blacktop driveway offering ample parking. With its beautiful renovations, generous layout and unbeatable location, this home is truly move-in ready and an exceptional opportunity you won’t want to miss! Ideal commuter location just minutes to highway, train and bus to NYC, shopping, restaurants, Hospital, and area attractions!
Courtesy: BHG Real Estate Green Team
845-208-9928
LOCATION,LOCATION,LOCATION CLOSE TO WALMARTTHE METRO NORTH TRAIN STATION TO NYC, Abundance of Dining and Grocery options, The Galleria Mall, Garnet Medical Center, Major Highways Route 17M & Interstate I84, Home has 3 bedrooms and 2.5 bathrooms, Stainless Steel Appliances, Granite counter top with a breakfast nook., Hardwood Floor, En-suite bathroom in master bedroom, Large deck on upper level with walk out from kitchen.Lower level has large family room with half bathroom that opens up to large back yard with stamped concrete patio, and above ground pool hook up due to one previous installed, their is also a one car garage and a large driveway that can accommodate up to four cars.
Courtesy: Prominent Properties Sotheby's
201-768-9300
Welcome to 612 Shoddy Hollow Road, a beautifully maintained 4 bedroom, 3 full bathroom raised ranch tucked away in sought after Mount Hope. This inviting home offers the perfect blend of comfort, space, and functionality. Upon entry, you’re greeted by a bright, open concept living room that seamlessly flows to a spacious deck overlooking the property ideal for relaxing or entertaining. The cozy dining area connects effortlessly to a large, well appointed kitchen, creating a natural gathering space for everyday living. The main level features three generously sized bedrooms and two full bathrooms, including a primary suite with its own private ensuite bath. The lower level offers incredible versatility with a full in law suite, complete with a second kitchen, living room, bedroom, and full bathroom. Additional highlights include a spacious 2-car garage, oversized driveway, and a roof that’s only 2 years old. Solar panels provide significant energy savings, adding long-term value and efficiency. Conveniently located just minutes from Middletown’s shopping, dining, and entertainment, and only 75 minutes from New York City, this home combines peaceful living with easy access to everything you need. This is the one you’ve been waiting for.
Courtesy: Lombardo Homes & Estates
516-316-9974
Move right in to a quiet place, a mobile/manufactured home. This lovely 3 Bedroom 2 Bath home in the Minisink school district, with vaulted ceilings, a large deck, Hardwood floors, and parking off the street. HOA maintenance fees are $780 per month, which includes water, sewer, garbage removal, taxes, and maintenance of main roads." Main roads, 20 minutes to the Galleria Mall Supermarkets and more, 5 min to school and highways
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Middletown is located in New York. Middletown, New York has a population of 30,086. Middletown is less family-centric than the surrounding county with 32.23% of the households containing married families with children. The county average for households married with children is 36.93%.
The median household income in Middletown, New York is $59,755. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Middletown is 37.8 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 44.4 inches per year, with 40.5 inches of snow per year.
