Middletown NY Real Estate & Homes for Sale

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Beds:
3
Baths:
4.00
Sq.Ft.:
2,484
Status:
Active
MLS#:
1063951
Type:
Single Family
Lot size:
0.12 Acres
Year built:
2016
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Discover this end-unit townhouse in the Maple Fields community, offering three bedrooms, three full bathrooms, and one half bath. The main level features hardwood flooring and an open-concept layout connecting the kitchen, dining area, and living room. Sliding glass doors lead to a spacious deck, providing an outdoor space for dining, grilling, or relaxing. A powder room and direct access to the attached two-car garage complete the main level. Upstairs, the primary suite features a walk-in closet and an en-suite bathroom with a jetted soaking tub and separate shower. Two additional bedrooms share a Jack-and-Jill bathroom, offering a practical layout for everyday living. The finished walk-out lower level provides approximately 703 square feet of additional living space, suitable for a recreation room, home office, exercise area, or media room. This level also includes a full bathroom and sliding glass doors leading to a patio, offering convenient access to the outdoors. Residents enjoy access to community amenities, including an in-ground swimming pool, clubhouse, basketball court, and playground. Conveniently located near shopping, restaurants, schools, and major commuter routes. Schedule your private showing today!

Beds:
5
Baths:
2.00
Sq.Ft.:
2,263
Status:
Active
MLS#:
1064561
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1974
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Beautifully renovated 5-bedroom, 2-bath home offers modern updates, versatile living space, and a fantastic Middletown location. Enjoy bright, open living areas, warm wood floors, and an inviting eat-in kitchen featuring stainless steel appliances, ample cabinetry, and a large center island. The fully finished basement features a second kitchen, dining area, living room, and private entrance, offering excellent flexibility for multi-generational living or extended guest accommodations. Enjoy outdoor living on two spacious decks, perfect for entertaining & relaxing. This is a Prime Location! Minutes to Garnet Health Medical Center, shopping, dining, parks, hiking trails, and major highways. Enjoy easy access to the Galleria at Crystal Run, LEGOLAND, the Middletown train station, Woodbury Common Premium Outlets, and the Hudson Valley’s many attractions. Space, style, extensive upgrades, and convenience—all in one exceptional home. Don't miss this opportunity!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,191
Status:
Active
MLS#:
1064064
Type:
Single Family
Lot size:
0.06 Acres
Year built:
2022
A broker reciprocity listing Courtesy: Nicoli Realty 845-542-4719
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ADDITIONAL INFORMATION

Welcome to 83 Anthony Street! Discover the appeal of this newer-construction townhouse offering approximately 2,191 sq feet of living space 3 bedrooms and 2.5 bathrooms. Built in 2022 completed in March of 2023 this two-story home combines modern construction with a spacious layout designed for comfortable everyday living and entertaining. Enjoy the added convenience of central air conditioning and the warmth and ambiance of a fireplace. With generous interior space and a contemporary feel, this property presents an excellent opportunity for buyers seeing a newer home in Middletown, New York. Conveniently located near local shopping, dining, and area amenities, this home is ready for its next chapter. Schedule your showing and explore all that 83 Anthony Street has to offer in Hudson Valley New York. Original construction had approximately $35,000.00 upgrades. Seller has expanded the outside patio as well as new bathroom tile in the finished basement. Close to Garnet Health, Touro College, Orange County Community College, Galleria at Crystal Run.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,880
Status:
Active
MLS#:
1064186
Type:
Single Family
Lot size:
0.29 Acres
Year built:
1989
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Get ready to fall in love! This inviting 4-bedroom, 3-full-bath home offers just under 1,900 square feet of comfortable living space, thoughtful updates, and the features today’s buyers are looking for. From the warmth of the wood stove to the beautifully refreshed floors, this home blends everyday comfort with practical improvements that make a difference. Inside, you’ll find room to spread out, gather, and make yourself at home. The finished basement family room, updated in 2019, adds valuable bonus living space, while the basement bathroom provides even more convenience and flexibility. The primary bathroom received a stylish update in 2023, complete with a heated towel rack for that extra touch of everyday luxury. And the updates don’t stop there! Enjoy newer flooring throughout (2024), a newer dishwasher (2025), a refrigerator just three years old, a newer washer and dryer (2021), and a water heater installed in August 2026. Electrical and plumbing updates, a sump pump installed in 2019, pull-down attic stairs, and an annually maintained furnace add to the home’s practical appeal. Outside, the charm continues! Step onto the updated Trex front porch (2025), follow the paver walkway, and admire the mature landscaping. The fenced backyard is ready for outdoor entertaining, weekend barbecues, pets, playtime, or simply unwinding at the end of the day. Five year young hot tub included! If you’ve been waiting for a home that combines space, comfort, character, and meaningful improvements, this one deserves a spot at the top of your list! Don’t just scroll past this one—come see it for yourself! Schedule your showing and get ready to fall in love with the possibilities.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,365
Status:
Active
MLS#:
1031169
Type:
Single Family
Lot size:
1.6 Acres
Year built:
1920
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Welcome home to 8 Parsons Lane! Nestled in a quiet and highly desirable Middletown neighborhood, this charming property offers the perfect blend of comfort, space, and convenience. Step inside to find a bright, thoughtful layout featuring generous living areas filled with natural light, perfect for everyday living and entertaining alike. Enjoy a well-appointed kitchen, spacious bedrooms, and comfortable living spaces throughout. Outside, the property boasts a lovely yard ideal for outdoor relaxation, gardening, or weekend gatherings. Conveniently located near local shopping, dining, parks, and major commuter routes. Don't miss this fantastic opportunity—schedule your tour today!

Beds:
2
Baths:
1.00
Sq.Ft.:
917
Status:
Active
MLS#:
1060749
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Keller Williams Valley Realty 201-391-2500
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ADDITIONAL INFORMATION

Stunning Transformation! Everything Has Been Done—Just Move Right In! Welcome to 100 Hillside, where beautiful modern finishes and extensive renovations create a home that truly stands out! This completely renovated 2-bedroom, 1-bath residence features a gorgeous new kitchen with elegant quartz countertops, updated cabinetry, brand-new appliances, and stylish finishes. The beautifully renovated bathroom offers a fresh, contemporary design, complete with a brand-new bathtub, sink, toilet, and updated fixtures. Additional upgrades include beautiful new flooring throughout, fresh paint, a brand-new heating system, new hot water heater, new air conditioning units, new doors, and so much more! Thoughtfully updated from top to bottom, this move-in-ready home offers the perfect combination of style, comfort, and peace of mind. A must-see opportunity—enjoy the benefits of a beautifully renovated home without the work! Some pictures are virtually staged.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,072
Status:
Active
MLS#:
1063883
Type:
Single Family
Lot size:
3.4 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Keller Williams Realty 845-928-8000
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ADDITIONAL INFORMATION

Discover the perfect blend of space, comfort and privacy at 435 Tally Ho Rd. This Colonial home offers 4 bedrooms, 2 full bathrooms with spacious living space. Master bedroom, with full bathroom, walk in shower hot tub and a walk in closet adds to the comfort of this home. Enjoy a spacious open floor plan great for entertaining accompanied by a full basement ready to make your own situatued on 3.4 acres of land.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,932
Status:
Active
MLS#:
1063882
Type:
Single Family
Lot size:
0.4 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Homes By Yara Realty Group LLC 914-841-8822
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ADDITIONAL INFORMATION

Opportunity knocks, not all homes are picture perfect however don't let pictures turn you away from seeing this great house which offers so much potential.... This home is structurally sound, walls are in good condition, needs flooring, some windows need attention, kitchen cabinets need help and so do the bathrooms but, if you can look past all the things that will not be there at closing then you will see that this home is a real gem and priced very aggressively to sell quickly. Wonderful neighborhood with homes that normally sell for considerably more and even though it is close to Middletown it offers Minisink schools for those in search of that school district. A commuters delight with major highways and transportation near by. The lot is oversized, .40 of an acre, rear yard is fenced and perfect for a dog . It has a 2 car attached garage which allows for more livable livings square footage on lower level. Perfect for extended family use. Furnace and hot water heater presently in working order and no issues with the roof. Being sold in as-is condition... If you know the area you know this home is a steal at this price so don't wait...You need to run for this one.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,728
Status:
Active
MLS#:
1063858
Type:
Single Family
Lot size:
0.09 Acres
Year built:
1900
A broker reciprocity listing Courtesy: Keller Williams Realty Group 914-713-3270
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ADDITIONAL INFORMATION

Welcome to 67 Cottage Street in Middletown! This 3-bedroom, 2-full-bath home offers a functional layout with plenty of space and convenience. The first floor features a comfortable living room, dining room, kitchen, one bedroom, a full bathroom, and conveniently located washer and dryer. The basement provides additional space for storage. Upstairs, you'll find two additional bedrooms along with a full bathroom featuring a Jack-and-Jill-style setup. Outside, the property offers a shared driveway and a detached two-car garage in the rear, providing additional parking and storage. Conveniently located near shopping, dining, transportation, and other local amenities, 67 Cottage Street is ready for its next owner. Schedule your private showing today!

Beds:
3
Baths:
4.00
Sq.Ft.:
2,360
Status:
Active
MLS#:
1063876
Type:
Single Family
Lot size:
0.97 Acres
Year built:
1966
A broker reciprocity listing Courtesy: HomeSmart Homes & Estates 845-547-0005
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ADDITIONAL INFORMATION

Welcome to this charming 3-bedroom ranch-style home offering convenient first-floor living with additional space in the fully finished basement. The main level features a spacious living room, eat-in kitchen, primary bedroom with en-suite bath, a second full hall bathroom, along with two additional bedrooms and ample storage throughout. Sun-filled living spaces create a warm and inviting atmosphere. The fully finished lower level provides excellent flexibility with a second kitchen, spacious living area, and two full bathrooms, making it ideal for extended living, guests, or entertaining. Step outside to enjoy the large backyard, perfect for outdoor gatherings, gardening, or relaxation, along with a deck off the primary bedroom and kitchen—a great spot for morning coffee or unwinding at the end of the day. Located in the Minisink Valley School District, this versatile home offers space, comfort, and great potential!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,473
Status:
Active
MLS#:
1063819
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1991
A broker reciprocity listing Courtesy: Owner Entry.com 617-542-9300
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ADDITIONAL INFORMATION

Renovated move-in ready 2-bedroom, 2.5-bathroom, two-story townhouse located in the highly desirable Deer Run Condominium (Deer Ct Dr). Two bedrooms are located on the second floor. The primary bedroom features a high ceiling, walk-in closet, and private bathroom. The entire home was freshly painted this year, with hardwood flooring throughout the second floor and waterproof luxury vinyl flooring on the first floor. The bright kitchen features white engineered marble countertops and a gas fireplace. Recent updates include a brand-new roof and an approximately 4-year-old HVAC system with heating and central air conditioning. The community has also recently completed new paving throughout. The home offers two outdoor parking spaces and a separate indoor storage room of approximately 170 sq. ft. Community amenities include a swimming pool, tennis courts, and clubhouse. Conveniently located just 1.8 miles from City Hall.68 miles from Manhattan.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,080
Status:
Active
MLS#:
1062620
Type:
Single Family
Lot size:
0.43 Acres
Year built:
2017
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-634-4202
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ADDITIONAL INFORMATION

Welcome to 5 Sayer Lane in Middletown, NY! Discover the perfect blend of modern updates, comfortable living, and peaceful surroundings in this beautifully renovated, move-in-ready home! Nestled on a spacious, tree-lined property, this charming single-level home offers a fresh, inviting interior with stylish finishes throughout. From the moment you step inside, you'll appreciate the bright, open layout, freshly painted walls, recessed lighting, and beautiful wood-look flooring that flows seamlessly through the living spaces. The welcoming living room features a stunning stone fireplace, creating a warm and cozy focal point for relaxing evenings or gathering with friends. The open-concept design connects the living area to the updated kitchen, making everyday living and entertaining effortless. The kitchen is sure to impress with its rich espresso-colored cabinetry, beautiful countertops, classic subway tile backsplash, stainless steel appliances, and convenient breakfast bar. Sliding glass doors lead directly to the rear deck, providing the perfect spot to enjoy your morning coffee, dine outdoors, or simply take in the peaceful wooded surroundings. The bedrooms offer comfortable, light-filled spaces with neutral finishes, ready for you to make your own. The beautifully updated bathrooms feature contemporary vanities, stylish fixtures, and gorgeous marble-look tile showers with glass enclosures, creating a modern, spa-inspired feel. Outside, you'll find a generous yard surrounded by mature trees, offering plenty of room for outdoor activities, gardening, entertaining, or simply enjoying nature. A detached garage provides valuable space for parking, storage, hobbies, or a workshop, while the spacious driveway offers additional parking. Conveniently located in Middletown, this home offers a wonderful balance of a peaceful residential setting and access to shopping, dining, entertainment, and major commuter routes. Whether you're searching for your first home, looking to simplify with convenient one-level living, or simply want a beautifully updated property where you can settle right in, 5 Sayer Lane is ready to welcome you home! Don't miss your opportunity to experience the comfort, charm, and convenience this property has to offer. Schedule your private showing today!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,330
Status:
Active
MLS#:
1063761
Type:
Single Family
Lot size:
0.15 Acres
Year built:
1930
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Come tour this NEWLY REMODELED Colonial in the Town of Wallkill that's weeks from being completed!! This 3 bedroom home is sold in turn-key condition with the upgrades that it offers. Enter into a living room followed by a dining room with modern lighting and an open floor plan to a GORGEOUS eat-in kitchen with new vinyl floors throughout that features a granite island and countertops, trendy backsplash, cabinet space & gorgeous fresh out the box stainless steel appliances! A half guest bath and laundry area with a new washer and dryer for your convenience completes the 1st level. The upper floor offers 3 bedrooms one of them being a Suite with a private bath with a new tiled shower, floors, new toilet & vanity. The third full bath has the same features only with a bathtub. For those that need a play room, movie room or an exercising area, a finished attic with vinyl floors is available. Last but not least, this home also has a finished basement that’s ideal for a home office, family room or additional storage space. For those summer days, a nice backyard to grill and entertain is a must and offered with a privacy fence. Among some of the upgrades worth mentioning are the new roof, siding, new baths, kitchen, plumbing & electric upgrades along with new mechanicals! Yes! This home has new ductless units for heat and AC! Commuter friendly with bus and train transportation near. Minutes to Touro Medical, OCC, Garnet Medical and to I84. Tour this house and make it your HOME today! (Final renovation to be completed within the next 2 weeks and more indoor pictures to follow)

Beds:
3
Baths:
4.00
Sq.Ft.:
2,161
Status:
Active
MLS#:
1063045
Type:
Single Family
Lot size:
0.01 Acres
Year built:
2006
A broker reciprocity listing Courtesy: Cronin & Company Real Estate 845-744-6275
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ADDITIONAL INFORMATION

**Elevated Living at Pondside at Spring Hollow!** Welcome to this beautiful well maintained 3-bedroom, 2 full and 2 half-bath townhouse, where modern upgrades, spacious interiors, and effortless living come together in one of Middletown's desirable communities. Step inside to discover an inviting living and dining area featuring rich hardwood floors and a cozy fireplace, creating the perfect blend of warmth and sophistication. At the heart of the home, the kitchen offers access to a private extended balcony overlooking peaceful greenery—an ideal setting for morning coffee or evening relaxation. A recently installed RainSoft water treatment system with triple filtration adds an extra touch of everyday luxury. Upstairs, retreat to the spacious primary suite featuring a private full bath, while two additional bedrooms offer generous closet space and versatility. Thoughtful upgrades include LifeProof carpeting, bidet-equipped bathrooms, and conveniently located laundry. The finished lower level provides even more room to unwind or entertain, with flexible space ideal for a media lounge, home office, or recreation area, complete with a half bath and sliding doors opening to a private ground-level patio. Additional highlights include a two-car garage, driveway parking for up to four vehicles, and an updated HVAC system and water heater, both replaced within the last five years. Experience **resort-style community amenities** including a swimming pool, clubhouse, tennis courts, and the convenience of HOA-maintained grounds, snow removal, and trash service. Located within the Enlarged City School District of Middletown, just approximately 50 miles from NYC and minutes from shopping, dining, Garnet Health Medical Center, Orange County Community College, and Touro College. **Sophisticated touches, exceptional space, and low-maintenance living—this is the lifestyle you've been waiting for!**

Beds:
4
Baths:
1.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
1063370
Type:
Single Family
Lot size:
0.28 Acres
Year built:
1920
A broker reciprocity listing Courtesy: Dalton Wade Inc. 888-668-8283
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ADDITIONAL INFORMATION

More space than meets the eye! This well-maintained 4-bedroom home offers two first-floor bedrooms, a detached two-car garage, a full basement, an enclosed sunroom, and a spacious backyard. Major updates include a new roof (2024) and replacement double-pane windows throughout. The main level features a bright living room, formal dining room, kitchen with an adjacent breakfast area, and flexible living space. Additional improvements include new gutters and exterior painting (2024), a resurfaced driveway (2023), newer flooring, interior painting, and a Weil-McLain gas boiler installed in 2016. The full basement provides generous storage, utility space, and a dedicated workshop area. Outside, enjoy the spacious backyard, deck, updated landscaping, and detached two-car garage with additional parking and storage. Conveniently located near Downtown Middletown, shopping, dining, parks, and major routes. Schedule your showing today! Some interior photos are virtually staged for illustrative purposes only to demonstrate potential furniture placement. The property is being sold in its actual unfurnished/as-is condition.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,504
Status:
Active
MLS#:
1063379
Type:
Single Family
Lot size:
0.17 Acres
Year built:
2006
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

Welcome to this beautifully remodeled 3-4 bedroom, 3-bath Colonial situated on a rare double lot at 37-39 Wisner Avenue in Middletown. Move-in ready and thoughtfully updated, this spacious home offers modern comforts, flexible living space, and exceptional outdoor parking and yard areas rarely found within the city. The main level features a generously sized living room, formal dining room, and a bright eat-in kitchen with a dinette area. Sliding glass doors lead to a rear deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing. A spacious family room provides additional living space, while a convenient half bath and direct access to the attached two-car garage complete the first floor. Upstairs, the primary suite offers a private full bath and dual closets. Two additional bedrooms and a full hallway bathroom provide plenty of space for family and guests. The finished basement expands the home's versatility with beautifully tiled recreation rooms, ideal for a home office, gym, media room, playroom, or potential fourth bedroom. The lower level also includes the laundry area, furnace, and hot water heater. Outside, enjoy the benefits of the oversized double lot featuring a spacious backyard with room for gardening, recreation, and outdoor gatherings. Parking is abundant with an attached two-car garage, driveway parking, and newly added parking space along the side of the property. Recent improvements include fresh interior updates, a newly painted garage floor, and expanded side parking, enhancing both functionality and curb appeal. Conveniently located near shopping, restaurants, medical facilities, schools, and major highways, this home offers easy access to everything Middletown has to offer while providing a comfortable commute to New York City. Don't miss this opportunity to own a beautifully updated home with generous living space, extra parking, and a rare double-lot setting in a prime Middletown location.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,960
Status:
Active
MLS#:
1060361
Type:
Single Family
Lot size:
2.9 Acres
Year built:
1800
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-986-4848
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ADDITIONAL INFORMATION

Some homes are simply different, and this one is truly special! Set on approximately 3 acres, this remarkable circa-1800 Colonial has the kind of charm and presence you simply don’t find in newer homes. From the moment you arrive, there is a feeling that this is a home with a story, cared for and enjoyed through generations. Inside, original character is everywhere you look. Beautiful wide-plank pine floors, hardwood floors with intricate inlay, crown molding, original fireplaces, a charming tin ceiling and built-in cabinetry are just some of the details that make this home so unique. With approximately 3,960 square feet of living space, generously sized rooms and multiple staircases, there is plenty of flexibility for everyday living, entertaining, working from home or simply enjoying the character of an older home. The kitchen is full of personality, featuring an original brick fireplace, a commercial-grade stove and a new Bosch dishwasher and eat-in kitchen for everyday meals. The formal dining room and living room with fireplace are complemented by a spacious great room with its own entrance, a first-floor bedroom and full bathroom. An oversized sliding glass door opens to the gorgeous patio, creating a natural connection between the home and its beautiful setting. While its historic character remains at the heart of the home, numerous updates add modern convenience, including a newer roof on the main house, geothermal heating, a whole-house generator, new Andersen windows, a new sliding glass door, spray foam insulation, an updated electrical panel and a whole-house water filtration system. A newer washer and dryer, a charming Dutch door at the side entrance and two upstairs rooms offering additional flexibility add to the home’s appeal. Outside, a U-shaped driveway provides ample parking, while a charming chicken house, garden shed and fenced-in garden add to the property’s country character. Mature trees, including towering white pines, horse chestnut, walnut, maple and oak, create a beautiful and peaceful setting. Enjoy the space, privacy, and tranquility of the property while still being conveniently located near major highways, shopping, restaurants and entertainment, making it easy to enjoy everything the Middletown area has to offer. This is not a cookie-cutter home, and that is exactly what makes it so special. For someone who appreciates architecture, history and craftsmanship, 59 Webb Road offers a rare opportunity to own a piece of Middletown history, ready for its next chapter!

Beds:
2
Baths:
1.00
Sq.Ft.:
848
Status:
Active
MLS#:
1059870
Type:
Single Family
Lot size:
0.2 Acres
Year built:
1930
A broker reciprocity listing Courtesy: BHG Real Estate Green Team 845-208-9928
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ADDITIONAL INFORMATION

Opportunity awaits in Middletown! This 2-bedroom, 1-bath home offers an affordable entry into the market with plenty of potential. Featuring a functional floor plan, hardwood and laminate flooring, and a 0.20-acre lot, the property provides a solid starting point for updates and improvements. With some TLC and a little vision, there's an opportunity to enhance the home's existing features and make the most of its layout. Whether considering improvements for personal use or future investment potential, this property is worth exploring.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,416
Status:
Active
MLS#:
1061283
Type:
Single Family
Lot size:
0.04 Acres
Year built:
1900
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
View additional info

ADDITIONAL INFORMATION

Welcome to 4-Bedroom and 2 full bath Home with Low Property Taxes in Middletown! Featuring spacious rooms, a functional layout, and separate living areas, this home offers plenty of flexibility for comfortable everyday living. A large attic and full basement provide additional storage space and potential for a variety of uses. One of the property's standout features is its exceptionally low property taxes, approximately $3,780 for 2025. Recent improvements include a new high-efficiency Navien tankless combination boiler(2025), providing modern heating and hot water efficiency. Conveniently located near shopping, dining, schools, and local amenities, this property presents an excellent opportunity for homeowners.

Beds:
5
Baths:
5.00
Sq.Ft.:
4,200
Status:
Active
MLS#:
1062930
Type:
Single Family
Lot size:
36.8 Acres
Year built:
1821
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

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.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,906
Status:
Active
MLS#:
1062924
Type:
Single Family
Lot size:
5.1 Acres
Year built:
2004
A broker reciprocity listing Courtesy: KW Hudson Valley United 845-610-6065
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ADDITIONAL INFORMATION

Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtaking views, exceptional updates, and true move-in-ready condition. From the moment you enter the impressive two-story foyer, you'll appreciate the bright, open-concept design and abundance of natural light streaming through every window. The spacious main living areas are perfect for both everyday living and entertaining, while the front porch and rear deck provide beautiful outdoor spaces to enjoy the surrounding scenery. Located in a highly desirable neighborhood with fantastic schools, this home is conveniently close to shopping, public transportation, and major highways. Pride of ownership is evident throughout. Recent improvements include fresh interior paint, stainless steel appliances, modern light fixtures, and a new water purification system. The exterior features a newly paved blacktop driveway lined with mature 10-foot evergreen trees, creating an attractive and private approach to the home. Offering 4 spacious bedrooms with elegant crown molding, plus a versatile bonus room that can serve as a home office, playroom, guest room, or potential 5th bedroom, this home provides flexibility to meet your needs. The 3 updated bathrooms feature stylish vanities, vessel sinks, and a relaxing jetted tub. Step outside to enjoy the low-maintenance TREX deck, custom-built fire pit patio, and beautifully maintained grounds. A matching storage shed provides ample space for lawn and garden equipment or can easily be converted into a workshop or hobby space. Additional features include oil heat, an attached 2-car garage, smoke-free and pet-free ownership, and countless thoughtful upgrades throughout. A truly exceptional home that combines comfort, style, and convenience in one outstanding package.

Beds:
2
Baths:
2.00
Sq.Ft.:
960
Status:
Active
MLS#:
1062037
Type:
Single Family
Lot size:
0.1 Acres
Year built:
1890
A broker reciprocity listing Courtesy: Q Home Sales 845-357-4663
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ADDITIONAL INFORMATION

Middletown! Vintage Colonial set mid-block among similar homes. The main level features a spacious living room, dining room, kitchen, and half bath. The second level offers two bedrooms and a full bath. Spacious rooms throughout with hardwood floors and a good-sized kitchen. New roof, front porch, quiet street. Ideal opportunity for a first-time buyer or investor, with low taxes. Conveniently located close to shopping and major highways.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,392
Status:
Active
MLS#:
1062548
Type:
Single Family
Lot size:
0.66 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Redfin Real Estate 914-618-5318
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ADDITIONAL INFORMATION

Welcome to 5 Oak Ridge Road, where modern home meets practical living. Built in 2020, this home welcomes you with vaulted ceilings and an open-concept main level filled with natural light. The kitchen, featuring granite countertops and stainless steel appliances, flows into the living area, creating an inviting space for everyday living and entertaining. Down the hall, you'll find three bedrooms, including the primary suite, and two full bathrooms. The finished lower level offers even more room to spread out, with a spacious family room, an additional bedroom, and a full bathroom. Sliding glass doors lead directly to the backyard, extending the living space outdoors. With four bedrooms, three full bathrooms, and an attached two-car garage, there's plenty of flexibility to make the space your own. The solar panels offset the electrical usage. Just minutes from Davidge Park, local schools, Little League fields, shopping, and transportation, this home offers the convenience of a central location with the space to settle in and make it yours.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,508
Status:
Active
MLS#:
1030008
Type:
Single Family
Lot size:
0.22 Acres
Year built:
1997
A broker reciprocity listing Courtesy: Howard Hanna Rand Realty 845-634-4202
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ADDITIONAL INFORMATION

Home being sold in the "as-is" condition, any inspections are at the expense of the buyer. Subject to bank approval.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,032
Status:
Active
MLS#:
1058807
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1956
A broker reciprocity listing Courtesy: eRealty Advisors, Inc 914-712-6330
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ADDITIONAL INFORMATION

Welcome to this charming ranch-style home! This 2/3 bedroom ranch-style home offers great curb appeal with front stone pavers and large windows throughout that fill the home with natural light. Inside, you are welcomed by a freshly painted spacious living room with upgraded fan & lighting. The kitchen features tile flooring, new granite counters plenty of counter space, with back deck & a new refrigerator. Convenient laundry room, full bathroom, ample hallway closet, and comfortable bedrooms provide functional one-level living. This well-maintained ranch offers the perfect mix of comfort and convenience in a great location. The backyard is perfect for relaxing and entertaining, featuring a large deck and a shed with additional storage space. Great starter home & perfect for a first-time homebuyer! This house will sell fast - call today to set up a private tour!

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Middletown Real Estate

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.

Middletown Weather

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.

Middletown Map

Middletown Real Estate Market Conditions

  • Median sales price

    N/A
  • # Active listings

    276
    30-day change

Middletown Schools and Demographics

Education near Middletown, NY

City County
High School Graduates 85.26 89.92
College Degree - 2 year 10.49 10.52
College Degree - 4 year 19.06 31.44
Graduate Degree 5.21 10.46
Expenditures per Student 27,939 27,939
Students per Teacher 12.3 12.3

Elementary Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Circleville Elementary School PK - 05 569 13.9 10919
Goshen Intermediate School 03 - 05 655 15.2 10924
Maple Hill Elementary School KG - 05 1,162 14.9 10940
Minisink Valley Elementary School KG - 02 440 14.7 10940
Minisink Valley Intermediate School 03 - 05 504 14.4 10940
N A Hamilton Bicentenial School KG - 06 482 12.1 12729
Otisville Elementary School KG - 05 575 13.7 10963
Pakanasink Elementary School PK - 05 461 14.3 10919
Presidential Park Elementary School KG - 05 1,338 15.6 10940
Scotchtown Avenue School KG - 02 591 16 10924
Truman Moon School KG - 05 282 11.8 10940
William A Carter School KG - 05 668 12.8 10940

Middle Schools near Middletown, NY

Grades Students P/T Ratio ZIP
C J Hooker Middle School 06 - 08 720 14.3 10924
Circleville Middle School 06 - 08 553 13.5 10919
Middletown Twin Towers Middle School 06 - 08 841 12.8 10940
Minisink Valley Middle School 06 - 08 953 14.3 10940
Monhagen Middle School 06 - 08 793 12.1 10940

High Schools near Middletown, NY

Grades Students P/T Ratio ZIP
Goshen Central High School 09 - 12 925 13.6 10924
Middletown High School 09 - 12 2,058 14.1 10940
Minisink Valley High School 09 - 12 1,379 15.9 10940

Ungraded Schools near Middletown, NY

Grades Students P/T Ratio ZIP
* Goshen Secure Center 08 - 12 56 10924
Orange-Ulster Boces KG - 12 1,007 26.4 10924

Demographics near Middletown, NY

City County
Neighborhood Type Suburban
Population 30,086 398,277
Population Density 5,927 490
Median Age 37.8 37
People per Household 2.8 2.9
Median Household Income 59,755 85,640
Average Income per Capita 29,449 37,651

Real estate near Middletown