21

New Windsor, NY Homes for Sale with Pool

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  • /22

    $134,900

    • 1 Bed
    • 1 Bath
    • 960 Sq Ft

    10 Oakwood Terrace Unit 110, New Windsor, NY 12553

    Top floor, Spacious and sun-filled 1-bedroom, 1-bath end unit co-op offering 960 square feet of comfortable living. Located in a well-maintained complex, this corner unit features a private balcony, ideal for relaxing or entertaining. Enjoy access to a community pool and beautifully landscaped grounds, all within a quiet neighborhood setting. A commuter’s dream just minutes from both I-84 and

    Agent Photo

    RoseMarie Christner

    Stepping Stone Realty

    (845) 316-0718

    10 Oakwood Terrace Unit 110, New Windsor, NY 12553
  • /24

    $267,000

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    276 Temple Hill Rd Unit 1117, New Windsor, NY 12553

    Move-In Ready & Ideally Located! Welcome to this beautifully updated lower-level 2-bedroom, 1-bath condo in the highly desirable Continental Manor Condominium complex. Fresh and modern throughout, the galley kitchen features BRAND NEW cabinetry and microwave (Jan 2026), granite countertops, and newer appliances (2025), plus the convenience of a stackable washer/dryer. Enjoy a dedicated dining

    Jennifer Gold RE/MAX Benchmark Realty Group

    276 Temple Hill Rd Unit 1117, New Windsor, NY 12553
  • /18

    $395,000

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

    85 Holloran Rd, New Windsor, NY 12553

    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, eateries, grocery stores, schools, shops and banks. West Point and Woodbury Premium outlets are a

    Kathleen Rafferty RE/MAX Benchmark Realty Group

    85 Holloran Rd, New Windsor, NY 12553
  • /25

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,228 Sq Ft

    618 Crab Apple Ln, New Windsor, NY 12553

    Beautifully-maintained townhome in the Windsor Crest community just minutes to shopping, restaurants, Hudson Valley attractions, historic West Point and Revolutionary War sites, and commuter/transportation hubs including Metro-North rail stations, Stewart International Airport, and interstate highways (I-84 and I-87)! Features: two spacious bedrooms with ample closet space, eat-in kitchen with

    John Willis Howard Hanna Rand Realty

    618 Crab Apple Ln, New Windsor, NY 12553
  • /35

    $205,900

    • 2 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    10 Oakwood Terrace Unit 38, New Windsor, NY 12553

    Tucked away in a quiet corner of New Windsor’s Oakwood Crest coop community, this lovely 2-bedroom duplex-style home offers comfort, space, and convenience. Enjoy relaxing on your private patio during warm summer evenings or entertaining with ease thanks to the home’s open-concept kitchen and dining area—perfect for everyday living or casual get-togethers. Step inside to find brand new carpeting

    Steve Vinti Weichert Realtors

    10 Oakwood Terrace Unit 38, New Windsor, NY 12553
  • /16

    $339,900

    • 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
  • /43

    $895,000

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

    10 Willys Ct, Rock Tavern, NY 12575

    PRICE IMPROVEMENT! A Rare Dual-Residence Estate on 2.2 Acres with Nearly 5,000 SF of Luxury Living, a Seven-Figure Lifestyle at an Exceptional Value, About 90 Minutes to Manhattan. Welcome to 10 Willys Court, a rare dual-residence colonial estate offering nearly 5,000 square feet of flexible luxury living on a private 2.2-acre cul-de-sac setting in Rock Tavern. Designed for multigenerational

    Sal Rajput Coldwell Banker Realty

    10 Willys Ct, Rock Tavern, NY 12575
  • /15

    $165,000

    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    10 Oakwood Terrace Unit 67, New Windsor, NY 12553

    Turn-key and move-in ready, this bright 1-bedroom, 1-bath unit in Oakwood Terrace offers comfort and convenience. A spacious, sun-filled living room flows into the eat-in kitchen, complete with an oven, refrigerator, and dishwasher. Enjoy your morning coffee on the private balcony, then unwind in the oversized bedroom with ample closet space. With laundry and additional storage included, this

    Jennifer Lucas Keller Williams Realty

    10 Oakwood Terrace Unit 67, New Windsor, NY 12553
  • /11

    $289,000

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    32 Blanche Ave, New Windsor, NY 12553

    Welcome to 32 Blanche Ave, a delightful 2-bedroom, 1-bathroom home nestled in the heart of New Windsor. This charming residence sits on a generous 6,000 square-foot lot and offers 864 square feet of cozy living space, perfect for a small family or first-time homebuyers. As you approach, you'll be greeted by a charming covered porch, ideal for enjoying your morning coffee or relaxing with a good

    Avi Samet Avion

    32 Blanche Ave, New Windsor, NY 12553
  • /33

    $850,000

    • 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
  • /28

    $245,000

    • 2 Beds
    • 1 Bath
    • 1,026 Sq Ft

    276 Temple Hill Rd Unit 1506, New Windsor, NY 12553

    Welcome to this bright and inviting Junior 4 condominium, offering a flexible layout that includes one bedroom plus an additional room that can easily function as a home office, den, or guest space. Situated on the second floor, this home provides 1,026 sq. ft. of thoughtfully designed living space, featuring a stunning eat-in kitchen, a spacious living area with new luxury vinyl plank flooring,

    Virginia Corbett eXp Realty

    276 Temple Hill Rd Unit 1506, New Windsor, NY 12553
  • /24

    $349,900 Coming Soon

    • 2 Beds
    • 1.5 Baths
    • 1,228 Sq Ft

    614 Crab Apple Ln, New Windsor, NY 12553

    Discover your dream home at Windsor Crest in New Windsor, NY! This beautifully updated 2-bedroom, 2-bath townhouse features a stunning fireplace, new flooring, and a modern heating system—all in excellent condition. Enjoy top-notch amenities like a pool, tennis court, pickleball, and a clubhouse. Live the lifestyle you’ve always dreamed of!Updates to the house are as follows:Lifeproof

    Alan Scheiner A.B.S. Realty Corp

    614 Crab Apple Ln, 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
  • /19

    $229,000

    • 2 Beds
    • 1 Bath
    • 1,260 Sq Ft

    810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553

    Welcome to this spacious and sun-filled 2-bedroom, 1-bath condo offering 1,260 square feet of comfortable living in the desirable Kingswood Gardens community. This upstairs unit features an inviting galley kitchen with plenty of natural light, leading to a private outdoor balcony perfect for morning coffee or evening relaxation. The enormous living room showcases beautiful hardwood floors,

    Kathryn DeCrosta John J Lease REALTORS Inc

    810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553
  • /44

    $449,900

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

    241 Tamerisk Ln, New Windsor, NY 12553

    Welcome to Plum Point on Hudson and this 2+ bedroom, 2+ bath, 2,000 + sq. ft., natural light filled, spacious end unit townhome! Open the door to open concept living w/beautiful hardwood floors throughout. The spacious living room w/fireplace, dining area, and updated kitchen w/new countertops, plenty of cabinets, stainless appliances, new refrigerator; updated half bath; large deck, private back

    Gina Antonucci Easy Lifestyle Real Estate

    241 Tamerisk Ln, New Windsor, NY 12553
  • /25

    $479,999 Pre-Foreclosure

    • 3 Beds
    • 2.5 Baths
    • 2,139 Sq Ft

    1402 Hawthorn Way, New Windsor, NY 12553

    Experience refined living at 1402 Hawthorn Way in The Grove, one of New Windsor’s most sought-after communities. This immaculate 3-bedroom, 2.5-bath, 3-story end unit delivers modern comfort, quality finishes, and true move-in readiness. Inside, hardwood floors span the main level, leading to a spacious open kitchen with a large island—perfect for cooking, dining, and entertaining. Step out to

    GABRIEL PEREZ Century 21 Alliance Rlty Group

    1402 Hawthorn Way, New Windsor, NY 12553
  • /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
  • /27

    $649,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,817 Sq Ft

    3105 Betsy Ross Ridge, New Windsor, NY 12553

    COLONIAL IN CORNWALL SCHOOL DISTRICT! Welcome to this Mount Aire Estates colonial nestled within the highly desirable and prestigious Reserves community. New construction build in 2017 with almost 2,000 sq ft of living space plus full basement with potential to finish for additional living! Lush grounds and mountain views surround this .37 acre property with undeveloped land bordering providing

    Lillian Chase Christie's Int. Real Estate

    3105 Betsy Ross Ridge, New Windsor, NY 12553
  • /50

    $469,999

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

    1404 Hawthorn Way, New Windsor, NY 12553

    Price improved! Refreshed and ready for the selective buyer this lovely one owner town home located in the delightful sought after Grove community is move in ready! 3 floors of ample living space create the perfect home for everyone to enjoy. The light and airy large living room with amazing wall of windows brings the warmth of natural sunlight in and smoothly merges with an ample dining area

    Rose Daversa Hudson Valley Home Connection

    1404 Hawthorn Way, New Windsor, NY 12553
  • /39

    $629,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,679 Sq Ft

    3 Windsor Garden Dr, New Windsor, NY 12553

    This is not your cookie-cutter Colonial. With distinctive architectural details and a spacious, functional layout, this well maintained home offers character and lots of space for everyone! The generous sized eat-in kitchen features a walk-in pantry and plenty of room for gathering, offering great space and flow for everyday living. The family room features wood burning fireplace, pocket doors to

    Lyra Blumenthal RE/MAX Benchmark Realty Group

    3 Windsor Garden Dr, New Windsor, NY 12553
  • /37

    $299,000

    • 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

Home Trends in New Windsor, NY

Housing Trends

Median Sale Price
$425,000
Median Single Family Sale Price
$451,500
Median Townhouse Sale Price
$420,000
Median 2 Bedroom Sale Price
$319,900
Median 1 Bedroom Sale Price
$173,000
Average Price Per Sq Ft
$257
Number of Homes for Sale
38
Last 12 months Home Sales
256
Months of Supply
1.80
Median List Price
$429,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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