Homes for Sale near Middletown High School

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  $460,000

  Open Sun 2PM - 4PM

  • 5 Beds
  • 2 Baths
  • 2,132 Sq Ft

  8 Roberts St, Middletown, NY 10940

  Charming and spacious 2-family home offering versatility, character, and investment potential all in one. Featuring high ceilings, bright airy interiors, and generously sized rooms, this property is ideal for multi-generational living or rental income. Conveniently situated near downtown Middletown’s shops, restaurants, parks, and transportation. Whether you’re an investor or looking to offset

  Yosseline Genao Keller Williams Hudson Valley

  8 Roberts St, Middletown, NY 10940
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  $829,000

  • 4 Beds
  • 4 Baths
  • 3,340 Sq Ft

  571 Route 17m, Middletown, NY 10940

  Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone facade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level.The first floor offers a warm and

  Angela Murphy BHG Real Estate Green Team

  571 Route 17m, Middletown, NY 10940
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  $100,000

  • Land
  • 1.4 Acres
  • $71,429 per Acre

  0 Sunrise Park Rd Unit ONEH6269318, Wawayanda, NY 10958

  No engineering done on this lot. Quiet cul de sac near everything. Additional Information: SoilType:Unknown,

  Joe Distelburger Keller Williams Realty

  0 Sunrise Park Rd Unit ONEH6269318, Wawayanda, NY 10958
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  $2,300,000

  • Land
  • 136.96 Acres
  • $16,793 per Acre

  0 Shawangunk Rd Unit KEYH6301772, Scotchtown, NY 10940

  136± acres with subdivision potential that is located in a country rural area with road frontage on three roads: Shawangunk, Weld , Tarbell and Goshen Turnpike. Raw land, no engineering. Includes SBL 3-1-9 Additional Information: SoilType:Unknown,

  Richard (RJ) Smith Howard Hanna Rand Realty

  0 Shawangunk Rd Unit KEYH6301772, Scotchtown, NY 10940
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  $385,000

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  120 Prospect Ave, Middletown, NY 10940

  Beautiful 1900 Colonial – Turnkey & Full of Character, blending historic detail with modern comfort. This 3-bedroom, 1.5-bath home offers warm architectural character, smart updates, and flexible bonus spaces that make it stand out. The perfect blend of character and convenience. The main level flows easily from the welcoming porch into bright living spaces framed by decorative archways. The

  Sharon Pehush HomeSmart Homes & Estates

  120 Prospect Ave, Middletown, NY 10940
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  /48

  $499,999

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  9 Cornwall Ln, Middletown, NY 10940

  Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window that floods

  Theresa Russo Coldwell Banker Realty

  9 Cornwall Ln, Middletown, NY 10940
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  $399,999

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft

  22 Oak Ln, Middletown, NY 10940

  Step into this beautifully updated three-bedroom home, where comfort and style come together seamlessly. The bright, airy kitchen features elegant stone countertops and sliding glass doors that open to a spacious deck overlooking a fully fenced backyard—perfect for relaxing or entertaining. Natural light fills the inviting living room, which flows effortlessly into the dining area and kitchen,

  Danielle Roche Howard Hanna Rand Realty

  22 Oak Ln, Middletown, NY 10940
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  $569,000

  $10K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 2,202 Sq Ft

  29 Murray Rd, Middletown, NY 10940

  Set on 3- private acres, this spacious residence offers refined living with a functional and versatile layout in a quiet location. This home features 5-bedrooms and 3- full bathrooms, providing ample space for a variety of needs. This well-maintained residence features a versatile multi-level layout with multiple living spaces, providing a wide range of use options. The main level includes a

  Regina Lombardo Keller Williams Hudson Valley

  29 Murray Rd, Middletown, NY 10940
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  /6

  $415,000

  • 4 Beds
  • 4 Baths
  • 2,944 Sq Ft

  103 Linden Ave Unit 4, Middletown, NY 10940

  Welcome to 103 Linden Avenue, a rare opportunity to own a well-maintained four-unit multi-family property in the heart of Middletown. This unique investment property features four separate 1-bedroom, 1-bathroom apartments, each offering a comfortable layout with a kitchen and living room. Located within an owner-occupancy zoning district, one unit must be occupied by the owner, making this an

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  103 Linden Ave Unit 4, Middletown, NY 10940
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  /11

  $329,000

  Open Wed 5PM - 7PM

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  15 N Aspen Rd, Middletown, NY 10940

  Welcome to easy, effortless living in this turnkey, move-in ready 2-bedroom home, thoughtfully updated with modern finishes and designed for today’s lifestyle. From the moment you step inside, you’re greeted by a bright and inviting interior that feels both stylish and comfortable. The updated kitchen shines with sleek countertops, crisp cabinetry, and modern appliances, making it as functional

  Carmela Lopez Borrazas Serhant LLC

  15 N Aspen Rd, Middletown, NY 10940
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  /10

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  37 California Ave, Middletown, NY 10940

  MLS Listing Description: Charming 3-bedroom, 1-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

  Jonathon Lee Keller Williams Hudson Valley

  37 California Ave, Middletown, NY 10940
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  $470,000

  • 3 Beds
  • 2.5 Baths
  • 1,723 Sq Ft

  22 Atwood Dr, Middletown, NY 10940

  Coming Soon! Beautiful 3 BR, 2.5 baths.

  Kelly Roebuck Curasi Realty, Inc.

  22 Atwood Dr, Middletown, NY 10940
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  /7

  $899,999

  Coming Soon

  • 4 Beds
  • 2.5 Baths
  • 2,991 Sq Ft

  121 Coutant Rd, Circleville, NY 10919

  Tucked quietly into the landscape of Circleville, Chestnut Ridge Farm is the kind of property that feels discovered rather than simply found. Set on 7.4 acres bordered by mature woods and open countryside, this circa-1820 farmhouse offers an extraordinary sense of privacy and timeless Hudson Valley character. A long approach through rolling greenery reveals a gracious historic home surrounded by

  Donna Brooks Compass Greater NY, LLC

  121 Coutant Rd, Circleville, NY 10919
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  /2

  $283,000

  $70K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
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  /31

  $290,000

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft

  66 Deer Ct Dr, Middletown, NY 10940

  Well-maintained 2-bedroom, 2-bath condo in the Deer Run Community with an open layout and good natural light. Building entry with controlled access and interior access to the second-floor unit. The living and dining areas are combined and connect to a galley kitchen with a pass-through opening. The primary bedroom features a walk-in closet and a private full bathroom. New carpet was installed in

  Jie Liu Keller Williams Hudson Valley

  66 Deer Ct Dr, Middletown, NY 10940
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  $649,000

  • 3 Beds
  • 2.5 Baths
  • 2,736 Sq Ft

  39 Goffredo Ct, Middletown, NY 10940

  Perched gracefully atop 1.6 private acres with sweeping mountain views, this custom-built ranch offers a lifestyle that feels both peaceful and elevated. From the moment you arrive, there’s a sense of space and serenity—whether you’re enjoying your morning coffee on the welcoming rocking chair front porch or catching sight of an eagle gliding across the skyline. Designed with effortless one-level

  Juan Bautista Serhant LLC

  39 Goffredo Ct, Middletown, NY 10940
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  /20

  $205,000

  $20K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  366 Concord Ln, Middletown, NY 10940

  JUST REDUCED TO SELL NOW! STOP RENTING! NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. INVESTOR? THIS CAN BE RENTED IMMEDIATELY AFTER CLOSING. 1st FLOOR Private entrance, all new appliances in 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Large second bedroom. Walk in closet. Lovely

  Yolanda Hoey More and More Real Estate

  366 Concord Ln, Middletown, NY 10940
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  /50

  $809,900

  Open Sat 1PM - 3PM $29K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 3,900 Sq Ft

  225 van Duzer Rd, Middletown, NY 10940

  Discover A stunning Brand New Colonial Home over 3900 SQFT - Legal Mother Daughter Home with a Separate Entrance. This gorgeous home is now offering a beautiful outdoor kitchen with a bar setup, spacious backyard with retaining walls and a paved driveway. Featuring a grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940
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  /2

  $278,000

  Coming Soon

  • 4 Beds
  • 1.5 Baths
  • 1,548 Sq Ft

  22 Chestnut St, Middletown, NY 10940

  investor special.

  Ishwar Rameshar YourHomeSold Guaranteed Realty

  22 Chestnut St, Middletown, NY 10940
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  $159,000

  • Land
  • 18,600 Sq Ft
  • $372,365 per Acre

  47 Carpenter Ave, Middletown, NY 10940

  PRICE IMPROVED - Available for Sale is this Prime Vacant Lot with great visibility and traffic count. Zoned HC (Highway Commercial). Permitted uses include Financial institutions, office, religious, retail and service and repair shops. Uses by special permit include clubs and lodges, day care facilities, eating/drinking establishments, funeral parlors, hotel/motel, shopping centers, veterinary

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  47 Carpenter Ave, Middletown, NY 10940

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