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New Windsor, NY Homes for Sale with Pool

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  • /46

    $724,999

    Open Sun 11AM - 1PM
    • 4 Beds
    • 2.5 Baths
    • 2,808 Sq Ft

    3403 Red Coat Dr, New Windsor, NY 12553

    Situated in a highly accessible location, this spacious 4-bedroom, 2.5-bathroom Colonial home in the Cornwall School District is just a short drive from local restaurants, shopping centers, and scenic area parks, less than 10 minutes from Stewart International Airport, and offers easy access to major highways like Interstate 84 and Interstate 87, as well as incredible local attractions like the

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    (845) 436-3726

    3403 Red Coat Dr, New Windsor, NY 12553
  • /47

    $725,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,488 Sq Ft

    2723 Colonial Dr, New Windsor, NY 12553

    Welcome to 2723 Colonial Drive in New Windsor—offering over 2,400 sq ft of living space, 4 bedrooms, and 2.5 bathrooms in a convenient Hudson Valley location. The main level features a bright layout with spacious living areas, a fireplace, and an eat-in kitchen designed for everyday living and entertaining. A first-floor office/den provides added flexibility. The lower level offers additional

    Felix Pena RE/MAX Benchmark Realty Group

    2723 Colonial Dr, New Windsor, NY 12553
  • /19

    $489,750

    • 3 Beds
    • 2.5 Baths
    • 1,876 Sq Ft

    47 Continental Dr, New Windsor, NY 12553

    Welcome home to this beautifully updated raised ranch nestled in one of New Windsor’s quiet and established neighborhoods. Set on nearly half an acre, this 3-bedroom, 2.5-bath home offers the perfect combination of comfort, space, and modern updates. Step inside to discover thoughtfully renovated living spaces filled with natural light and designed for everyday living. Several updated rooms

    James LaTempa Compass Greater NY, LLC

    47 Continental Dr, New Windsor, NY 12553
  • /50

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,513 Sq Ft

    28 Park Hill Dr, New Windsor, NY 12553

    Welcome to this beautifully maintained and extensively upgraded 3-bedroom, 2.5-bath raised ranch with an incredible backyard oasis featuring a stunning in-ground pool — just in time for summer. Over the past three years, significant improvements have been made to transform this property into the perfect place to call home, including a new roof, siding, hot water heater, sump pump, renovated

    Danielle Raguzin Re-Max Experience

    28 Park Hill Dr, New Windsor, NY 12553
  • /24

    $895,000

    Open Sun 1PM - 3PM $100K PRICE DROP
    • 6 Beds
    • 7 Baths
    • 4,890 Sq Ft

    10 Willys Ct, Rock Tavern, NY 12575

    TWO HOMES UNDER ONE ROOF. A true mother-daughter compound at the end of a quiet cul-de-sac on 2.2 private acres with Hudson Valley views. Not your standard colonial: dual full kitchens, dual dining areas, two main-floor entrances, two staircases. Genuine separation of space for extended families, in-laws, adult children, or au pair quarters. The 1st-floor private wing is a rare 375 SF in-law

    Sal Rajput Coldwell Banker Realty

    10 Willys Ct, Rock Tavern, NY 12575
  • /32

    $599,000

    • 2 Beds
    • 2.5 Baths
    • 1,768 Sq Ft

    739 Hewitt Ln, New Windsor, NY 12553

    Experience refined riverfront living in this stunning two-bedroom, two-and-a-half-bath condominium with sweeping, unobstructed views of the Hudson River. Designed with both elegance and functionality in mind, this exceptional residence blends high-end finishes with thoughtful craftsmanship throughout.The open-concept main living space is anchored by a stone-clad facade wall with built in

    Eve Carnevalla Muhlfeld Tactical Realty LLC

    739 Hewitt Ln, New Windsor, NY 12553
  • /50

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 3,008 Sq Ft

    14 Wagner Dr, Rock Tavern, NY 12575

    VACATION EVERY DAY, WITHOUT EVER LEAVING HOME! Welcome to 14 Wagner Drive, Rock Tavern More than a home, this is a private retreat where exceptional outdoor living, timeless craftsmanship, and everyday tranquility come together. Nestled within a peaceful, established neighborhood, 14 Wagner Drive is the property you have been waiting for. Meandering pathways, mature trees, award winning

    Frank Muccari Cronin & Company Real Estate

    14 Wagner Dr, Rock Tavern, NY 12575
  • /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
  • /22

    $499,900

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

    69 Silver Spring Rd, New Windsor, NY 12553

    Welcome to this beautifully updated home in the heart of New Windsor offering comfort, style, and exceptional outdoor living. This well-maintained property features 3 bedrooms and 2 fully renovated bathrooms, along with a recently updated kitchen designed with modern finishes and functionality in mind. Gleaming hardwood floors run throughout the home, adding warmth and character to every room.

    Christina Biagini Weichert Realtors

    69 Silver Spring Rd, New Windsor, NY 12553
  • /45

    $420,000

    $45K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1707 Hawthorn Way, New Windsor, NY 12553

    Welcome to 1707 Hawthorn Way, a beautifully appointed condominium in the highly sought-after Grove at New Windsor. This spacious 2-bedroom, 2.5-bath residence offers a seamless blend of modern comfort and style. Step inside to a bright, open floor plan featuring hardwood flooring, recessed lighting, and an elegant chandelier that adds a touch of sophistication. The kitchen is the heart of the

    Rupinder Singh Iconic Pros

    1707 Hawthorn Way, New Windsor, NY 12553
  • /26

    $157,900

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    10 Oakwood Terrace Unit 87, New Windsor, NY 12553

    Welcome to Unit 87, a well maintained 1 bedroom upper unit in Oakwood that offers 850 sq ft of stylish and comfortable living.This unit has been meticulously maintained and features a completely renovated modern bathroom with new tiling, floors,vanity, sink & lighting. The spacious bedroom is bright and offers a large closet with mirrored doors and, because it is an end unit, an extra window that

    Suzanne Sweeney RE/MAX Benchmark Realty Group

    10 Oakwood Terrace Unit 87, New Windsor, NY 12553
  • /15

    $325,000

    $5K PRICE DROP
    • 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
  • /30

    $449,900

    • 3 Beds
    • 2 Baths
    • 1,760 Sq Ft

    515 Toleman Rd, Rock Tavern, NY 12575

    This two-level raised ranch home has been beautifully maintained with new mulch and landscaping out front and a freshly painted rear deck (stay tuned for new pictures). It features hardwood flooring throughout the top level, an open-concept kitchen, a formal dining area, a living space including a spacious sunroom, and three bedrooms with a full renovated bathroom. The bottom level has

    Nicholas Cuomo Keller Williams Realty

    515 Toleman Rd, Rock Tavern, NY 12575
  • /17

    $315,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft

    1155 Washington Green, New Windsor, NY 12553

    2 bedroom, 2 full bath condo. Peaceful, bright, sunny, penthouse unit. Cathedral ceilings, fireplace, new central a/c, brand new washer/dryer in unit. Updated kitchen with quartz counter tops and stainless steel appliances. Relax on your walk out balcony with mountain views. Unit has front and rear entrance. HOA includes clubhouse with pool, tennis, dog park and playground. Garbage and water

    Matthew Hart World Prop Intl Sea to Sky

    1155 Washington Green, New Windsor, NY 12553
  • /29

    $285,000

    $30K PRICE DROP
    • 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
  • /45

    $350,000

    • 2 Beds
    • 1.5 Baths
    • 1,312 Sq Ft

    714 Hewitt Ln, New Windsor, NY 12553

    Plum Point End Unit Townhouse with River Views! This 2 bedroom 1.5 bath townhouse with attached garage is tucked away in the desirable Plum Point Complex with manicured grounds, pool, clubhouse, tennis courts, and close to all amenities. The paver front patio and covered porch welcome you. Spacious living room with wood burning fireplace, a formal dining room with built in bookshelves and sliders

    Brenda Guttenberg RE/MAX Benchmark Realty Group

    714 Hewitt Ln, 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
  • /11

    $295,000

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

    276 Temple Hill Rd Unit 103, New Windsor, NY 12553

    This beautifully updated 2 bedroom, 1.5 bath condo is located in the much desired Continental Manor Community. The first floor comprises a massive living room which flows seamlessly into a sunlit dining room, updated kitchen with plenty cabinets, ample counter space and a dish washer. Stainless Steel refrigerator and stove. Sliding door leads to a private backyard. The second floor boasts of 2

    Carl Grant CARIB WORLDWIDE REALTY CO INC

    276 Temple Hill Rd Unit 103, New Windsor, NY 12553
  • /38

    $625,000

    • 4 Beds
    • 2.5 Baths
    • 2,910 Sq Ft

    37 Guernsey Dr, New Windsor, NY 12553

    Beautifully Updated Colonial in Butterhill Estates exceptional Indoor & Outdoor Living! This spacious 4-bedroom, 2.5-bath home located in the highly desirable Butterhill Estates community in New Windsor. offers an ideal blend of style, comfort, and modern updates, perfectly designed for today’s lifestyle and entertaining. This nearly 3000 sq ft floor plan features numerous recent upgrades

    Gina De Cerbo RE/MAX Benchmark Realty Group

    37 Guernsey Dr, New Windsor, NY 12553
  • /37

    $740,000

    $10K PRICE DROP
    • 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 Prices in New Windsor, NY

Home Price Trends

Median Sale Price
$445,000
Median Single Family Sale Price
$477,500
Median Townhouse Sale Price
$450,000
Median 2 Bedroom Sale Price
$316,500
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$260
Number of Homes for Sale
59
Last 12 months Home Sales
263
Months of Supply
2.70
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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