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New Windsor, NY Homes for Sale with Pool

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  • /20

    $175,000

    • 2 Beds
    • 1 Bath
    • 944 Sq Ft

    10 Oakwood Terrace Unit 26, New Windsor, NY 12553

    This well-maintained third-floor co-op offers a comfortable and inviting layout featuring two bedrooms and one full bathroom. The unit includes a spacious living room with wall-to-wall carpeting and access to a private deck, perfect for relaxing. The dining area showcases beautiful hardwood floors, while the kitchen and bathroom are finished with durable ceramic tile. Both bedrooms are carpeted,

    Agent Photo

    Jodi Gillespie

    Gillespie Real Estate LLC

    (845) 539-0873

    10 Oakwood Terrace Unit 26, New Windsor, NY 12553
  • /8

    $565,000

    • 5 Beds
    • 2.5 Baths
    • 1,967 Sq Ft

    1 San Giacomo Dr, New Windsor, NY 12553

    What an opportunity! Living in a community that has a park directly steps away from the front of your home consisting of tennis courts, playground, picnic pavilion, softball area and basketball court! located near so many amenities to make life easier for commuting, supermarkets, fun shopping and plenty of restaurant's. This home is equipped with a vaulted living room with floor to ceiling window

    Theresa Holmes Keller Williams Hudson Valley

    1 San Giacomo Dr, New Windsor, NY 12553
  • /35

    $419,900

    • 3 Beds
    • 2.5 Baths
    • 2,592 Sq Ft

    3014 Patrick Henry Ct Unit 43, New Windsor, NY 12553

    Meticulously maintained townhouse in the coveted "Patriot Ridge" community, tucked away on a quiet cul-de-sac in New Windsor, NY. This elegant 3-bedroom, 2.5 bath residence with garage offers the perfect blend of comfort, style, and convenience. Step inside to discover a light-filled interior featuring gleaming hardwood floors, a sun-filled open layout and a spacious living room anchored by a

    Carol Buchanan BHG Real Estate Green Team

    3014 Patrick Henry Ct Unit 43, New Windsor, NY 12553
  • /38

    $999,999

    • 5 Beds
    • 4.5 Baths
    • 3,752 Sq Ft

    104 Winding Brook Ct, New Windsor, NY 12553

    Beautiful single-family home featuring 5 bedrooms and 4.5 bathrooms, Plus a legal 1-bedroom, 1-bath in-law apartment in the basement—perfect for extended family or additional income. This home offers an array of premium upgrades, including a saltwater pool, Tesla solar panels, and a fully equipped home theater room. Enjoy outdoor living with a Trex deck and professionally designed landscape

    Raquel Berrios Nine28 Realty, LLC

    104 Winding Brook Ct, New Windsor, NY 12553
  • /29

    $315,000

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft

    276 Temple Hill Rd Unit 2414, New Windsor, NY 12553

    Beautiful 2 Bedroom, 2 Full Bath open floor condo in the sought after Continental Manor community. Gorgeous kitchen with granite countertops, beautiful cabinets, custom backsplash, food pantry, and stainless steel appliances plus laundry. From the dining room, step onto the balcony with awesome views. Large master bedroom includes ensuite. Spacious second bedroom with walk-in closet. Newer

    Tremaine Selby Weichert Realtors

    276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
  • /21

    $190,000

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    10 Oakwood Terrace Unit 88, New Windsor, NY 12553

    Welcome to easy, low-maintenance living at 10 Oakwood Terrace, Unit #88! This spacious 2-bedroom, 1-bath co-op offers comfort, convenience, and great value in one desirable package. Step inside to find a generously sized living room filled with natural light, seamlessly flowing out to your own private balcony—perfect for relaxing or enjoying your morning coffee. The eat-in kitchen provides a

    Jennifer Gold RE/MAX Benchmark Realty Group

    10 Oakwood Terrace Unit 88, New Windsor, NY 12553
  • /16

    $337,000

    • 3 Beds
    • 1.5 Baths
    • 1,530 Sq Ft

    276 Temple Hill Rd Unit 2808, New Windsor, NY 12553

    Welcome Home to this beautiful 3 bedroom, 1.5 bath end unit! Next to new everything! Washer and dryer in unit, storage, deck and so much more! Make an appointment today to check it out!

    Kelly Roebuck Curasi Realty, Inc.

    276 Temple Hill Rd Unit 2808, New Windsor, NY 12553
  • /15

    $330,000

    • 2 Beds
    • 2 Baths
    • 1,222 Sq Ft

    305 Gazebo Ct, New Windsor, NY 12553

    This beautifully maintained 2 bedroom, 2 full bath ground-floor condo offers comfort, convenience, and thoughtful updates throughout. Enter inside to an open and airy floor plan featuring a cozy gas fireplace that anchors the living space—perfect for relaxing evenings at home.The spacious kitchen flows seamlessly into the dining and living areas, making entertaining effortless. Enjoy the

    Brittany Barry HV Premier Properties Realty

    305 Gazebo Ct, New Windsor, NY 12553
  • /36

    $265,000

    • 3 Beds
    • 1.5 Baths
    • 1,512 Sq Ft

    276 Temple Hill Rd Unit 1305, New Windsor, NY 12553

    Welcome to Continental Manor, where comfort meets convenience in this well maintained 3-bedroom, 1.5-bath condo. This inviting home offers a thoughtfully designed layout with generous living and dining spaces, perfect for both everyday living and entertaining. The bright kitchen provides ample cabinetry and counter space, flowing seamlessly into the main living area. Three well-sized bedrooms

    Robin Cohen Keller Williams Realty

    276 Temple Hill Rd Unit 1305, New Windsor, NY 12553
  • /18

    $395,000

    • 3 Beds
    • 1 Bath
    • 1,438 Sq Ft

    85 Holloran Rd, New Windsor, NY 12553

    MULTIPLE OFFERS - Requesting Highest and Best by 6 PM, Monday, April 20, 2026 Back on the market, Cornwall Schools and newly remodeled cape cod home features over 1,400 sq. ft., 3 bedrooms and one full bath with additional space for and office and a den. New roof, brand new gorgeous hard wood floors throughout, spacious level lot with above ground pool. Close to five corners, restaurants,

    Kathleen Rafferty RE/MAX Benchmark Realty Group

    85 Holloran Rd, New Windsor, NY 12553
  • /44

    $895,000 Open Sat 1PM - 3PM

    • 6 Beds
    • 7 Baths
    • 4,890 Sq Ft

    10 Willys Ct, Rock Tavern, NY 12575

    Two Homes in One on 2.2 Acres | Nearly 5,000 SF | ~90 Minutes to Manhattan. Offered at just $189/SF living area or $159/SF total building area, this stands out as one of the market’s strongest value opportunities. Privately set at the end of a quiet cul-de-sac in Rock Tavern, this dual-residence colonial offers 4,890 SF plus a 735 SF finished lower level (5,625 SF total) on 2.2 private acres.

    Sal Rajput Coldwell Banker Realty

    10 Willys Ct, Rock Tavern, NY 12575
  • /50

    $699,999

    • 5 Beds
    • 4 Baths
    • 3,858 Sq Ft

    254 Orrs Mills Rd, New Windsor, NY 12553

    This custom-built Contemporary Colonial captures breathtaking mountain views from every direction and features cathedral-style ceilings, a gas fireplace in the great room, and gorgeous daily sunset views. Set on a private 2-acre property, the home offers over 4,000 sq ft of sunlit living space with vaulted ceilings, skylights, Andersen windows, three fireplaces, two dens with Brazilian hardwood

    Bryan Dale eXp Realty

    254 Orrs Mills Rd, New Windsor, NY 12553
  • /46

    $765,000 Pre-Foreclosure

    • 5 Beds
    • 3 Baths
    • 2,923 Sq Ft

    18 Coach House Ct, New Windsor, NY 12553

    Welcome to this stunning 4-bedroom, 3-full-bath Colonial tucked away on a quiet cul-de-sac, where resort-style outdoor living takes center stage. This home offers the perfect blend of classic charm, modern comfort, and an entertainer’s dream backyard.Step outside to a spectacular private oasis featuring an in-ground pool with swim-up bar, waterfall, and waterslide, surrounded by mature,

    Christopher Kimiecik Keller Williams Realty

    18 Coach House Ct, New Windsor, NY 12553
  • /33

    $850,000 Pre-Foreclosure

    • 5 Beds
    • 4 Baths
    • 4,366 Sq Ft

    1010 Pine View, New Windsor, NY 12553

    Tucked away on a private street within the desirable Forest Glen community, this tastefully updated 5-bedroom, 4-bath modern Colonial offers the perfect balance of privacy, space, and convenience—just 6 minutes to the Salisbury/Cornwall Metro-North station and moments from major shopping and everyday amenities. Set on a beautifully level and fenced 0.51-acre property, the home features an

    Samuel Berek Serhant LLC

    1010 Pine View, New Windsor, NY 12553
  • /24

    $474,900

    • 3 Beds
    • 2.5 Baths
    • 1,910 Sq Ft

    804 Hawthorn Way, New Windsor, NY 12553

    Welcome to this meticulously maintained townhouse in the sought-after community of The Grove in New Windsor. Offering almost 2,000 square feet of living space spread out over three levels, this three bedroom, 2.5 bath home blends modern finishes with a great layout. Lots of natural light! Three spacious bedrooms including a well-appointed primary suite with a private en-suite bath, plus an

    Brian Smith River Realty Services, Inc.

    804 Hawthorn Way, New Windsor, NY 12553
  • /43

    $749,900

    • 4 Beds
    • 3.5 Baths
    • 3,757 Sq Ft

    4 Natchu Ct, Salisbury Mills, NY 12577

    A classic exterior with full front porch greets you as you enter this colonial home designed for living and entertaining. Impressive 2 story entry will lead your guests to sophisticated living areas. Sun filled open floor plan with a spacious kitchen featuring granite counters and stainless appliances. Formal dining room. The sizable sunken family room with wood burning fireplace flows nicely

    Amanda Racek RKM Properties Corp

    4 Natchu Ct, Salisbury Mills, NY 12577

Home Trends in New Windsor, NY

Housing Trends

Median Sale Price
$430,000
Median Single Family Sale Price
$466,000
Median Townhouse Sale Price
$449,999
Median 2 Bedroom Sale Price
$307,000
Median 1 Bedroom Sale Price
$197,500
Average Price Per Sq Ft
$260
Number of Homes for Sale
53
Last 12 months Home Sales
255
Months of Supply
2.50
Median List Price
$440,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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