15

New Windsor, NY Homes for Sale with Acreage

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  • /2

    $599,999 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 3,012 Sq Ft

    17 Parade Place, New Windsor, NY 12553

    Welcome to 17 Purdy Lane, a spacious and well-maintained raised ranch set on a full acre in the town of New Windsor, within the Cornwall Central School District. With over 3,000 square feet of living space, this home offers a comfortable layout with plenty of room to relax, entertain, or work from home.Inside, you’ll find four generously sized bedrooms, two and a half bathrooms, and a finished

    Agent Photo

    Kristen Velez

    RE/MAX Benchmark Realty Group

    (914) 805-7790

    17 Parade Place, New Windsor, NY 12553
  • /35

    $749,000

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

    254 Orrs Mills Rd, New Windsor, NY 12553

    BONUS INCENTIVES AND SAVINGS OFFERED NOW THROUGH JUNE 15TH! ASK FOR DETAILS ..... Welcome to 254 Orrs Mills Rd, New Windsor, NY! Nestled in the scenic Schunemunk Mountains, this distinctive Contemporary Colonial offers a serene escape surrounded by nature, spanning nearly 5,000 sq ft on a 2-acre corner lot! This home is designed for both relaxation and entertainment. Home Features 5 Bedrooms, 4

    Agent Photo

    Erin Connolly

    Artisan Realty

    (845) 409-0972

    254 Orrs Mills Rd, New Windsor, NY 12553
  • /5

    $950,000

    • 4 Beds
    • 3 Baths
    • 3,100 Sq Ft

    4 Jefferson Ave, New Windsor, NY 12553

    CORNWALL SCHOOLS ~ TO BE BUILT BY LOCAL ESTABLISHED REPUTABLE BUILDER ON THIS BEAUTIFUL PRIVATE LOT WITH VIEWS OF 5.1 ACRES. New construction & to be completed in 2026 approximately 6 months after fully executed contracts, weather permitting . Time to customize w/own colors. Approximately 3100' sq. ft. with central air throughout, 4-bedroom, 3 full bathroom colonial. Finished 344' sq. ft. bonus

    George Koudounas RE/MAX Benchmark Realty Group

    4 Jefferson Ave, New Windsor, NY 12553
  • /39

    $675,000

    • 4 Beds
    • 2.5 Baths
    • 3,035 Sq Ft

    5 Ziegler Ln, New Windsor, NY 12553

    Spacious colonial in the Cornwall Central School district. In addition to the over 3,000 square feet of living space, this home sits on a beautiful 5.3 acre lot with a rock wall weaving through the backyard, and surrounded by trees. With separate living and family rooms, and a formal dining room off of the eat-in kitchen, this is an ideal space for entertaining. The entryway is beautiful, with

    Jade Oliverio Howard Hanna Rand Realty

    5 Ziegler Ln, New Windsor, NY 12553
  • /47

    $1,700,000

    • 6 Beds
    • 4 Baths
    • 5,043 Sq Ft

    7 Farm Hollow Rd, New Windsor, NY 12553

    When Only The Best Will Do!! A Hudson Valley Masterpiece perfectly placed at the end of a cul-de-sac. Bring the whole family to this 5043 square foot multi-generational home that offers a blend of privacy with the luxury of nearby commuter accessibility. The journey begins on a private road of executive homes through a natural canopy of mature trees leading to the stunning private estate that

    Karen Taphorn Howard Hanna Rand Realty

    7 Farm Hollow Rd, New Windsor, NY 12553
  • /36

    $925,000

    • 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
  • /27

    $400,000

    • 3 Beds
    • 1 Bath
    • 1,146 Sq Ft

    99 Riley Rd, New Windsor, NY 12553

    Beautifully Renovated 3-Bedroom Ranch on a full Acre in Prime New Windsor location!Welcome to this charming and thoughtfully updated ranch-style home, ideally situated in the heart of New Windsor. Enjoy easy access to gas stations, popular eateries, shopping and major roadways- making daily errands and commuting a breeze.Step inside to find a fully remodeled kitchen featuring sleek granite

    Sheyla Falesto Howard Hanna Rand Realty

    99 Riley Rd, New Windsor, NY 12553
  • /6

    $149,000

    • Land
    • 1.01 Acres
    • $146,856 per Acre

    131 Riley Rd, New Windsor, NY 12553

    Don't miss this rare opportunity to own this one-acre buildable lot nestled in the charming and historic town of New Windsor, NY. This prime parcel offers the perfect setting to build your dream home, customized to your vision, and is conveniently located near Mount Saint Mary College, with minutes away from popular waterfront dining and recreation. Easy access to Beacon Train Station and major

    Babita Arjune Keller Williams Realty

    131 Riley Rd, New Windsor, NY 12553
  • /18

    $200,000

    • Land
    • 2.50 Acres
    • $80,000 per Acre

    35 Otterkill Rd, New Windsor, NY 12553

    Nestled on a quiet road within the Cornwall school district, this 2.5-acre lot features stunning stone walls and a designated building site with access to town water. The property underwent perc and deep soil tests in 2007 and 2009, respectively. Detailed plot plans, along with construction and septic information for a 3-bedroom home, are available. Ideally located just 2 minutes from the Storm

    Craig Smith Compass Greater NY, LLC

    35 Otterkill Rd, New Windsor, NY 12553
  • /40

    $845,000 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
  • /48

    $895,000

    • 5 Beds
    • 5 Baths
    • 4,522 Sq Ft

    100 Pleasant Hill Rd, New Windsor, NY 12553

    Nestled in the heart of Mountainville, this historic and exceptional carriage house seamlessly blends 1850’s charm with modern amenities. The property boasts original timber beams and hand-painted murals dating back to the early 1900s, offering a glimpse into its storied past. Enjoy breathtaking vistas of the surrounding mountains from multiple vantage points around the property. There are 3

    Jade Oliverio Howard Hanna Rand Realty

    100 Pleasant Hill Rd, New Windsor, NY 12553
  • /4

    $235,000

    • Land
    • 1.52 Acres
    • $154,605 per Acre

    Lot 1 Bethlehem Rd, New Windsor, NY 12553

    Great location to Build Your Dream Home in the Town of New Windsor with Cornwall Schools! This engineered building lot sits on 1.52 acres and is ready to be developed so you can make your dreams a reality. Easy access for commuting, shopping, restaurants, etc. Close to major highways and transportation, yet private enough to enjoy a peaceful retreat.

    Shawn Larry SHAHAR Management LLC

    Lot 1 Bethlehem Rd, New Windsor, NY 12553
  • /4

    $235,000

    • Land
    • 2.13 Acres
    • $110,329 per Acre

    Lot 6 Bethlehem Rd, New Windsor, NY 12553

    APPROVED BUILDING LOTS *** Great location!!! Build Your Dream Home in the Town of New Windsor with Cornwall Schools! This engineered building lot sits on 2.13 acres and is ready to be developed so you can make your dreams a reality. Easy access for commuting, shopping, restaurants, etc. Close to major highways and transportation, yet private enough to enjoy a peaceful retreat.

    Shawn Larry SHAHAR Management LLC

    Lot 6 Bethlehem Rd, New Windsor, NY 12553
  • /4

    $275,000

    • Land
    • 2.41 Acres
    • $114,108 per Acre

    Lot 7 Bethlehem Rd, New Windsor, NY 12553

    APPROVED BUILDING LOTS *** Great location!!! Build Your Dream Home on 2.41 acres in the Town of New Windsor with Cornwall Schools! This engineered building lot has a well in place and is ready for you to make your dreams a reality. Easy access for commuting, shopping, restaurants, etc. Close to major highways and transportation, yet private enough to enjoy a peaceful retreat.

    Shawn Larry SHAHAR Management LLC

    Lot 7 Bethlehem Rd, New Windsor, NY 12553
  • /2

    $1,375,000

    • Land
    • 16 Acres
    • $88,710 per Acre

    0 Silver Stream Rd Unit ONEH6282502, New Windsor, NY 12553

    MAJOR PRICE REDUCTION motivated seller! 15.5 Acre land for Commercial/Industrial uses on Silver Stream Rd New Windsor NY. Next to the expanding Stewart International Airport (SWF). Some engineering complete, zoned PI, site is in the town/municipal sewer district, municipal water nearby, the parcel would be appropriate for over 100,000 sqft logistics facility/warehouse with many possibilities for

    Eliezer Safdie Sage Realty Center LLC

    0 Silver Stream Rd Unit ONEH6282502, New Windsor, NY 12553

Home Trends in New Windsor, NY

Housing Trends

Median Sale Price
$422,700
Median Single Family Sale Price
$465,000
Median Townhouse Sale Price
$407,500
Median 2 Bedroom Sale Price
$322,500
Median 1 Bedroom Sale Price
$167,500
Average Price Per Sq Ft
$253
Number of Homes for Sale
69
Last 12 months Home Sales
211
Months of Supply
3.90
Median List Price
$425,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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