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New Windsor, NY Homes for Sale with Private Pool

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  • /31

    $379,000

    • 3 Beds
    • 1 Bath
    • 970 Sq Ft

    49 Lakeside Dr, New Windsor, NY 12553

    Welcome to your lakeside oasis! This beautiful 1.1 acre site is situated right on beaver dam lake with approximately 100 feet of lakeside frontage. The home was recently updated in the past year with a new roof and kitchen! With a little further TLC this could be your waterfront escape.

    Ciro Gagliardi

    Keller Williams Realty

    (845) 606-0412

    49 Lakeside Dr, New Windsor, NY 12553
  • /35

    $250,000

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

    276 Temple Hill Rd Unit 807, New Windsor, NY 12553

    Town of New Windsor first floor two bedroom, two bath end condo unit. The unit has an open floor plan with a large living room and dining room, main bedroom suite with a private bathroom, second bedroom with a walk-in closet, natural gas forced air heat system, central air conditioning and washer/dryer in the unit. The complex is well maintained and has a pool, playground additional parking and

    Agent Photo

    Frank Gerbes

    RE/MAX Benchmark Realty Group

    (845) 498-0510

    276 Temple Hill Rd Unit 807, New Windsor, NY 12553
  • /8

    $925,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2.5 Baths
    • 3,065 Sq Ft

    107 Denniston Dr, New Windsor, NY 12553

    Welcome to this stunning 3,065 square foot estate, nestled on 1.70 acres of beautifully landscaped grounds—a true retreat that perfectly balances elegance, comfort, and modern convenience.Boasting 4 spacious bedrooms and 2.5 bathrooms, this home is thoughtfully designed for both everyday living and stylish entertaining. The grand master suite is your personal sanctuary, featuring a spa-like

    Brittany Barry HV Premier Properties Realty

    107 Denniston Dr, New Windsor, NY 12553
  • /34

    $637,500

    • 4 Beds
    • 3 Baths
    • 2,289 Sq Ft

    120 Moores Hill Rd, New Windsor, NY 12553

    Welcome To Your Private Oasis with Versatile Living SpacesTucked away in a serene setting, this beautifully renovated split-level home offers the perfect blend of modern luxury and tranquil outdoor living. Main Level HighlightsOpen-Concept Living: The expansive main living area boasts gleaming hardwood floors and a seamless flow into the dining space.Chef’s Kitchen: A culinary dream featuring a

    Nadia Barnes eXp Realty

    120 Moores Hill Rd, New Windsor, NY 12553
  • /37

    $749,900

    • 4 Beds
    • 3 Baths
    • 2,695 Sq Ft

    545 Shore Dr, New Windsor, NY 12553

    Discover this stunning 3-level lakefront gem in the heart of the Hudson Valley just a quick one-hour drive from NYC! With breathtaking lake and mountain views, this four-bedroom, three-bath home offers the perfect blend of serenity and convenience. Boasting exclusive lake and beach rights, it’s an outdoor lover’s paradise.. Located in the highly sought-after Blue Ribbon Cornwall Central School

    Michael Rostanzo Tactical Realty LLC

    545 Shore Dr, New Windsor, NY 12553
  • /40

    $850,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,525 Sq Ft

    423 Jackson Ave, New Windsor, NY 12553

    Nestled on this 1.4 acre picturesque lot sits this Grand Center Hall Colonial. Step in to find so much space to accommodate your entire family even to include your extended family or In-Home Office. Enter through your front door to find your Formal Dining & Living Rooms with crown molding, Floor to Ceiling windows & Custom Pillars. A tiled ½ bath has been renovated to perfection. To the back

    Michele Rios BHHS Hudson Valley Properties

    423 Jackson Ave, New Windsor, NY 12553
  • /37

    $575,000

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    8 Canterbury Ln, New Windsor, NY 12553

    **Charming 5-Bedroom Ranch in Cornwall School District – A Hudson Valley Retreat** Located on a quiet, no-through-traffic street in the highly sought-after Cornwall School District, this beautifully maintained and upgraded 5-bedroom, 2-bathroom ranch offers the perfect blend of comfort, privacy, and Hudson Valley charm. The exterior features a spacious driveway with ample

    Colin Seitz RE/MAX Benchmark Realty Group

    8 Canterbury Ln, New Windsor, NY 12553
  • /34

    $925,000 Open Sun 12PM - 2PM

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

    1010 Pine View, New Windsor, NY 12553

    "Home Sweet Home", Almost an acre, YES HONEY STOP THE CAR!!! CORNWALL SCHOOLS and right around the corner from all stores, grocery and Woodbury Commons Shopping Outlets plus gas stations. Not to mention you are 5 minutes from all MAJOR HIGHWAYS INCLUDING PALISADES PKWY! Salisbury Mills TRAIN station as well!!! For a peaceful ride into Hoboken then NYC! Welcome to your private oasis, where

    Tameeka Williams KFortuna All Aspects Realty

    1010 Pine View, New Windsor, NY 12553

Home Trends in New Windsor, NY

Home Trends

Median Price (12 Mo)
$425,000
Median Single Family Price
$464,000
Median Townhouse Price
$415,000
Median 2 Bedroom Price
$327,000
Median 1 Bedroom Price
$153,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
44
Last 12 months Home Sales
211
Months of Supply
2.50
Median List Price
$420,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
8%
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