Courtesy: Hudson Valley Home Connection
914-213-4259
Discover refined living at 22 Rosecrest Court, a nearly 3,000 sq ft designer-inspired townhome blending modern comfort, thoughtful upgrades, and a lifestyle of ease within one of Middletown’s most desirable communities. Crafted in 2015 and meticulously enhanced since, this residence reflects the kind of pride and attention that only comes from true Max Effort living. From the moment you enter, the home presents a bright, open layout with generous living and dining spaces, elevated by newer black stainless-steel appliances (approximately one year old), smart-home enhancements, and elegant, well-maintained finishes throughout. The upper level offers a serene primary suite complete with smart window blinds, alongside spacious secondary bedrooms, one also equipped with smart blinds, each providing comfort, versatility, and privacy. Additional features include central air, natural gas heat, a brand-new hot water heater, and a rare 2-car garage, adding both convenience and value. Step outside to a private outdoor retreat featuring newly updated rear decks, a stylish pergola, and a hot tub included with the home, ideal for quiet evenings or relaxed entertaining. Security cameras, smart thermostats, and a smart video doorbell complete the home’s modern sophistication. Residents of this sought-after community enjoy resort-style amenities, including a clubhouse, swimming pool, and impeccably maintained common areas, creating an atmosphere that feels both welcoming and exclusive. Perfectly situated near shopping, dining, parks, and major highways, 22 Rosecrest Court offers a rare opportunity to experience upscale living with exceptional comfort and convenience, a home where luxury meets lifestyle at every turn.
Courtesy: Keller Williams Hudson Valley
845-610-6065
Welcome to the perfect blend of comfort, character, and location. Nestled in the vibrant heart of Middletown, NY—just 70 miles from NYC—this beautifully updated home offers a peaceful retreat without sacrificing proximity. Whether you’re commuting for work or play, nearby transportation options, including the Metro-North train and major highways, make travel to the city a breeze. And when you're staying local, shopping plazas, restaurants, and entertainment are just moments away. Step inside and immediately feel at home. The kitchen, renovated in 2020, is both stylish and functional, featuring a timeless farmhouse sink, sleek cabinetry offering generous storage, and gleaming finishes that make every culinary moment a pleasure. The separate dining area—anchored by a stunning chandelier—sets the scene for unforgettable dinners and heartfelt conversations. Hardwood and tile floors, also remodeled in 2020, flow throughout the home, illuminated by abundant natural light pouring in through every window. The spa-like farmhouse bathroom offers a daily escape, where rustic details meet modern relaxation. Step outside into your fully fenced yard—a perfectly sized canvas ready for your personal outdoor oasis. Whether it’s a morning coffee on the patio or a summer night gathering under the stars, this yard invites you to make every moment memorable. This home isn’t just move-in ready—it’s ready for you. Don’t miss your chance to live in one of Orange County’s most connected communities, where charm meets convenience and every detail feels just right.
Courtesy: Keller Williams Realty
845-928-8000
Price improved on this cute and cozy and very affordable, plus close to everything desirable home. This is a great starter home or perfect for downsizing. All original hardwood floors, large bathroom and a large rear deck leading to a quiet back yard to play and relax. Brand new hot water heater and newer roof and windows. This home is close to public transportation and stores and restaurants. Original stone fireplace has not been used in years and seller makes no claim to it's working condition. The walk out basement is a great feature as is the detached garage. Easy to show, the house, vacant on a combo. Short notice is acceptable. Log an sell!
Courtesy: YourHomeSold Guaranteed Realty
718-684-2400
Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own bathroom with a tiled shower and double sinks. Two additional bedrooms and the loft provide plenty of flexibility for guests, work, or hobbies. An attached one-car garage adds convenience. Maple Fields residents enjoy access to community amenities including a pool, clubhouse, fitness center, basketball courts, and a playground. The location is close to major roadways, public transit, Garnet Health Medical Center, shopping, and dining.
Courtesy: Howard Hanna Rand Realty
845-294-3100
Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning coffee or evening relaxation. Upstairs, the spacious primary suite includes a walk-in closet and spa-like bath with a soothing soaking tub, ideal for unwinding after a long day. Two additional bedrooms and a full bath plus separate laundry room complete the upper level. The finished basement offers bonus living space - great for a family room, home office or recreation area. Enjoy resort-style amenities right in your neighborhood, including a sparkling inground pool, fitness center and clubhouse available for private events. Conveniently located near shopping, restaurants, parks and major highways, this home offers a perfect blend of comfort, style and community living.
Courtesy: eXp Realty
888-276-0630
Discover a rare mid-century contemporary set on just under an acre in Middletown. With more than 3,500 square feet, this 5 bedroom, 2 bath home offers incredible space, soaring ceilings, and floor-to-ceiling windows that fill every corner with natural light. The open, airy layout highlights the home’s architectural character, creating the perfect canvas for a modern makeover. The full basement adds even more potential for living space, storage, or a creative studio. Sitting on a .98-acre lot, the property provides privacy while still keeping you close to local shops, dining, and conveniences. This unique home needs work but the bones, scale, and style are all here. Bring your vision and unlock the full potential of this mid-century gem.
Courtesy: Keller Williams Hudson Valley
845-610-6065
This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area complete the first floor. The second level includes two additional bedrooms and a half bath. The property also offers a full unfinished basement and a detached garage. Ideally situated within walking distance to a dog park, public park, downtown restaurants, and City Hall, with easy access to major highways and nearby hospitals—perfect for commuting and everyday convenience.
Courtesy: Greene Realty Group
860-560-1006
Move-in ready 3-bedroom, 2-bath townhouse in the Middletown School District. Home features new roof and siding (2023), new windows, and great flooring throughout. No repairs needed! Gas heat (no oil), fenced-in backyard, and covered porch. Delivered vacant at closing. Convenient location near schools, parks, shopping, and major routes. Perfect turnkey property for homeowner or investor!
Courtesy: VYLLA Home
888-575-2773
This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The 2nd Level has the Large Main Suite W/Private Bath, 3 More Bedrooms, an Large office/5th Bedroom, & Another Full Bath. The basement Level Offers Loads of Storage. Included in this sale is a brand new whirlpool washer and dryer installed in August 2025. Brand new Trek deck. A new construction semi-inground pool and PVC playset built in 2020. The 2-Car Garage Offers Additional Storage as Well. Although Rural in Nature the Home is Just Several Minutes From all Your Shopping Needs & highway and only minutes to Bus & Train to NYC. Nearby is a Great Community Amenity the Town of Wallkill Park & Municipal Golf Course. Why Not Make This Home .. YOUR HOME.
Courtesy: Eichner Realty Group Inc.
845-656-4679
Welcome to this bright and spacious 3-bedroom, 2.5-bath high ranch offering comfort, style, and convenience. The main level features an open-concept living and dining room with hardwood floors, high ceilings, and recessed lighting, creating a warm and inviting atmosphere. The modern kitchen provides plenty of cabinet space and is perfect for both everyday meals and entertaining. Down the hall, you’ll find three generously sized bedrooms, each with good closet space, along with a full bathroom that serves the main level. Downstairs, the lower level offers a large family room ideal for relaxing hosting gatherings, along with a half bath and access to a 2-car garage for added convenience. All this is nestled on 1.5 acres and is located close to schools, shopping, and major highways, this home offers an easy commute and a great neighborhood setting — the perfect combination of comfort and accessibility.
Courtesy: Keller Williams Hudson Valley
845-610-6065
Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full bath with a standup shower. The 2nd carpeted bedroom is followed by a 2nd full bath with a tub. A washer & dryer inside the unit for your convenience & to avoid trips to the laundromat! Lawn Maintenance, snow removal, & garbage pickup is covered by the HOA. Community pool access for those hot summer days. Short distance to parks, shops, dining, & public transportation. Minutes from OCCC, Touro Medical, and Garnett. Schedule your tour and make it yours today!
Courtesy: Kerala Realty, LLC
845-598-0002
Great opportunity for investors for fix and flip. Minimal work needed to make it presentable. Town house located in a beautiful neighborhood.
Courtesy: Q Home Sales
845-357-4663
Wow! Absolutely stunning, fully renovated 3-bedroom, 2-bath ranch — completely renovated! This beautiful home features New windows, a brand-new kitchen with quartz countertops, tiled backsplash, and stainless-steel appliances. Enjoy gleaming hardwood floors, warm fireplace (professionally cleaned) spacious and bright living areas, modern bathrooms, and tasteful finishes throughout. Nothing to do but move right in and start enjoying your new home!
Courtesy: Keller Williams Hudson Valley
845-610-6065
Warmth, comfort & space in the Hudson Valley. Welcome home to this spacious Colonial on 2.8 acres offering 3–4 bedrooms, 2 full baths, and a detached 2-car garage with oversized loft. The heart of the home is the large family room — cathedral ceilings, a stunning stone fireplace, and beautiful hardwood floors — the perfect place to gather. The private second-floor primary suite has its own full bath and walk-in closet. Outside, entertain like a pro. A huge rear deck leads to your own private sand beach and an above-ground pool — a dream setup for weekend BBQs, celebrations, or quiet relaxation. The detached 2-car garage easily fits larger vehicles, and the large loft above makes a fantastic work-from-home office or studio space. Expansive yard space offers room for pets, gardening, or play — plenty of outdoors to enjoy. Two large driveways, one on each side of the house, provide easy parking and convenience. Just 10 minutes to major highways, supermarkets, the Galleria Mall, and Garnet Medical Center. Live the Hudson Valley lifestyle — so much to do, so close to everything. Easy to show. Schedule your private tour today.
Courtesy: Weichert Realtors
845-782-4646
Looking for an affordable and convenient place to call home? This bright studio condo in the desirable Buttonwood Estates community offers comfort and value in one package! Features include a galley-style kitchen, open living/sleeping area, and low-maintenance living—perfect for first-time buyers, downsizers, or investors. Enjoy the benefits of a well-kept community close to shopping, dining, and major highways.
Courtesy: ARC Realty 1 in Sales
845-783-5145
DEER RUN! Low Taxes! End Unit! 2 Bedrooms! 2 Full Bathrooms! 3 Car Garage! Master Bedroom Suite with Walk In Closet! Over Sized Living Room/Dining Room! Hard Wood Floors! Recessive Lighting! Central Air! Clubhouse! Pool! Close to Major Highways, Buses, Trains & Shopping!
Courtesy: Howard Hanna Rand Realty
845-294-3100
Your Dream Home Awaits at 28 Spring St, Middletown. Don't let this second chance slip away. This beautiful, 4 bedroom, 2 bathroom home is back on the market. Previous buyer's financing fell through. This is an incredible opportunity for you to step right in and secure a truly remarkable property. The seller has invested in significant updates to make this home move-in ready. The inviting, open-concept layout is perfect for gathering and entertaining, all while retaining that highly desirable, classic charm. You simply can't beat this location. Situated right in the heart of Middletown, you'll have easy access to all the amenities you could ever need—shopping, restaurants, parks, and more. Plus, the home boasts a spacious backyard, offering a private outdoor retreat for relaxation and fun. This home beautifully combines timeless charm with modern convenience and is ready for its new owner. Schedule your showing immediately and turn this amazing opportunity into your new address.
Courtesy: Real Estate Circuit Inc
845-344-1480
Almost new Townhome in Maples Field is waiting for you! Welcome to our Spacious 3 bedroom, 2.5 bathroom home with 3 levels of space! Enter the open floor plan with hardwood flooring, sun filled living room and dining area. The kitchen features oversized cabinetry with granite countertops, stainless steel appliances and a center island that is perfect for entertaining! Step onto the lovely patio and enjoy privacy to unwind. The lower level is the ideal Recreation area and offers high ceilings, utility room, storage and large window making this the perfect space to escape the day! The upper-level bedroom area offers a Primary bedroom large enough for a true King Bedroom set with a Spa like bathroom featuring a jetted tub, shower, double vanity and huge walk-in closet. There are two additional bedrooms both large and both feature walk in closets with lighting as well. The main hall bathroom is tiled with a linen closet, and the laundry area is across the hall. There are many Short Line Bus stops in and around Middletown. The train to Manhattan is within 3 miles of the home! Orange County is the perfect area to live your life away from the Busy City! Come home to Orange County!
Courtesy: Weichert Realtors
845-782-4646
Welcome to this inviting 1-bedroom, 1-bath residence in the heart of Middletown. Featuring an open-living layout with abundant natural light, this unit offers a seamless flow from the living room to the kitchen and plenty of storage. The generously sized bedroom boasts a large closet and easy access to the full bath. Additional perks include in-unit laundry and assigned parking. Located in a well-maintained building with amenities such as pool and play area. You’ll enjoy both comfort and convenience. Just minutes from transit/shops/parks/restaurant district, this condo is an ideal choice for first-time buyers, downsizers or savvy investors. Don’t miss out — schedule your private tour today!
Courtesy: eRealty Advisors, Inc
914-712-6330
Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp, modern interior featuring a cozy stone-accented fireplace, sleek black cabinetry, upgraded appliances, and luxury vinyl plank flooring. The open-concept living space is bright and inviting with fresh finishes, vaulted ceilings, and picture windows that frame the surrounding forested hillside. Step outside and you'll be swept away by the home's crown jewel, a brand-new oversized deck with ample space for grilling, lounging, and soaking up nature’s beauty. Whether you're sipping your morning coffee or enjoying sunset dinners, this deck offers a front-row seat to the tranquil lake just beyond the trees. The lot itself is partly wooded and gently sloped, offering both privacy and unobstructed water views. It's the perfect backdrop for nature lovers, creatives, or anyone seeking a peaceful recharge in the heart of the Hudson Valley. Located less than 90 minutes from NYC, and close to local farms, wineries, hiking trails, and charming small towns, this home is ideal for weekenders, investors, or full-time residents who crave a simpler, quieter lifestyle with modern comforts. Escape the ordinary, 51 S Shore Drive is lake living reimagined.
Courtesy: Christie's Int. Real Estate
914-200-1515
Discover this renovated colonial home nestled in the charming city of Middletown. This spacious single-family residence offers a perfect blend of classic charm and tasteful updates. The main level features a dedicated home office, an inviting living room, and an open-concept kitchen with stunning granite countertops and a center island. A formal dining room and a convenient half bath complete this level. Upstairs, you'll find four comfortable bedrooms and two full bathrooms, providing ample space for guests. The partially completed attic offers additional versatile space or storage. Recent upgrades (2021) includes a new roof, furnace, water heater, siding, and freshly paved blacktop driveway, ensuring peace of mind and low maintenance. Located close to shopping, major highways, and just a short commute to NYC, this home combines comfort, style, and convenience. Don't miss the opportunity to make this exceptional property your new home!
Courtesy: RE/MAX Prime Properties
914-723-1212
Light-filled home offering peace & serenity situated on a large, flat grassy lot. This warm home has many upgrades including new siding, almost new roof, many new windows, re-finished hardwood flooring, and more. Easy, one level living offers you a convenient layout with living room, dining room, two good size bedrooms, finished attic with extended living space(bedroom, office etc), unfinished basement and one car garage.
Courtesy: Eichner Realty Group Inc.
845-656-4679
Welcome to this nearly new four-bedroom, three-bath ranch-style home, nestled on a picturesque two-acre, tree-lined lot that offers both privacy and natural beauty. With stucco siding and a thoughtfully designed layout, this home combines modern comfort with timeless appeal. Step inside to find a spacious, open-concept floor plan with abundant natural light. The main living areas flow seamlessly, perfect for both everyday living and entertaining. The gourmet kitchen opens to a large family room, while the rear deck provides a perfect spot for outdoor dining or relaxing while enjoying the tranquil, wooded setting. The home features four generously sized bedrooms, including a serene primary suite with an en-suite bath, and two additional full bathrooms to accommodate guests and family. Additional highlights include a two-car attached garage, a full, unfinished basement offering ample storage or the potential for future living space, and modern finishes throughout. Whether you're looking to enjoy the peace of country living or planning for future expansion, this home is a rare find in a beautiful setting.
Courtesy: HomeSmart Homes & Estates
845-547-0005
Welcome to this 4-bedroom, 2-bath bilevel nestled in the desirable Panorama Hill section of Middletown, within the sought-after Pine Bush Central School District! Offering 1,676 sq ft of living space, this home has great bones and just needs a little love to make it shine. The main level features hardwood floors, a bright living room, dining room, full bath, and three comfortable bedrooms. Enjoy peaceful mornings or summer evenings in the screened-in porch overlooking the backyard. The lower level provides additional living space with a cozy family room featuring a fireplace, sliders leading to a patio, a full bath, and an additional bedroom—ideal for guests or a home office. With its great layout, beautiful location, and endless potential, this home is ready for your personal touch! Great commuting location to Routes 17 and 84, and centrally located near schools, shopping, and medical facilities.
Courtesy: Howard Hanna Rand Realty
845-294-3100
Charming cape with water views on quiet street with boat launch! A total dream! House was recently renovated both inside and out. The recently painted rich, navy blue siding pops as you pull up alongside the newly built stone wall to welcome family and friends. The interior has been updated with new paint and flooring. Neutral colors and touches of shiplap throughout make the whole home very cohesive. A vaulted kitchen ceiling with exposed beams add a touch of whimsy to this great space. Newer appliances, cabinets, and granite counters will have you inspired to cook or enjoy your morning coffee. Full bathroom and a bedroom located on the main level is a bonus that allows flexibility. Upstairs master with multiple closets and a discrete half bath with plenty of room to add a shower stall. Laundry hookups located in the walk-out basement that could double as your workout space. Water views from the gazebo and space to grill on the deck. Plenty of parking in the newly paved driveway for your cars and kayaks. Located just minutes to downtown shopping, Garnet hospital, the train station, Route 17 and I-84, Galleria Mall, movies, gyms, food, grocery stores, and more. This house really does have it all!
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.
