18

New Windsor, NY Homes for Sale with Acreage

Section Image Section Image
  • /43

    $599,999

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

    17 Purdys Ln, 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

    Agent Photo

    Kristen Velez

    RE/MAX Benchmark Realty Group

    (845) 552-4672

    17 Purdys Ln, New Windsor, NY 12553
  • /37

    $625,000

    • 3 Beds
    • 2.5 Baths
    • 2,137 Sq Ft

    1974 New York 32, New Windsor, NY 12553

    Built in 2013, move right into this newer raised ranch offering over 2000 square feet of interior space and set back on a 2.10-acres, surrounded by woods. The home features vaulted ceilings in the living room, tray ceilings in the primary bedroom with ensuite, gleaming hardwood floors, central air, wood stove and a modern kitchen with cherry cabinetry, black granite countertops, stainless steel

    Agent Photo

    Joan Wortmann

    Weichert Realtors

    (845) 609-1042

    1974 New York 32, New Windsor, NY 12553
  • /45

    $749,000

    • 5 Beds
    • 4 Baths
    • 4,040 Sq Ft

    254 Orrs Mills Rd, New Windsor, NY 12553

    Discover the Best of New Windsor & Cornwall – Right at Your Doorstep! Cornwall SchoolsWelcome to 254 Orrs Mills Road, where comfort, character, and convenience meet in this stunning Contemporary Colonial. Nestled in nature’s lush landscape, this spacious multi-level home offers scenic views from every angle, vaulted ceilings, and sunlit interiors enhanced by skylights and Andersen

    Valerie Moldow Howard Hanna Rand Realty

    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
  • /36

    $919,999

    • 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
  • /40

    $840,000

    • 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

    $869,000

    • 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
  • /34

    $469,000 Open Wed 9AM - 11AM

    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    355 Temple Hill Rd, New Windsor, NY 12553

    Well-maintained, move-in ready single family home on 1+ acre. Finished walk-out basement to large backyard would make a GREAT ENTERTAINMENT space with its 3/4 bath; wet bar; and stacked laundry area!!The lower level also has a CO for a front-facing 200sq ft BUSINESS OFFICE with 1/2 BATH IN A PRIME AREA offering very unique POSSIBILITIES OR WORK FROM HOME!!On the upper level,

    Thomas Hennerty

    355 Temple Hill Rd, New Windsor, NY 12553
  • /5

    $50,000

    • Land
    • 2.00 Acres
    • $25,000 per Acre

    0 Hillington Rd, New Windsor, NY 12553

    2 acre lot on a private road just minutes from the NYS Thruway, restaurants, and shopping. Located in the Town of New Windsor with Newburgh Schools. This parcel has municipal water and sewer available. Build your dream home! (Hillington road is a private road and the number of homes on it is at its max for a private road so buyer would need to do what’s needed to make Hillington a town road in

    Jennifer Gold RE/MAX Benchmark Realty Group

    0 Hillington Rd, New Windsor, NY 12553
  • /43

    $679,000

    • 4 Beds
    • 3 Baths
    • 2,405 Sq Ft

    195 Pleasant Hill Rd, New Windsor, NY 12553

    Welcome to your dream home! Nestled on nearly 4 private acres in the desirable Cornwall School District, this meticulously maintained 4-bedroom, 3-bathroom home offers over 2,400 sq. ft. of comfortable living space. Step inside to discover gleaming hardwood floors and impressive vaulted ceilings that enhance the bright, open floor plan.The spacious kitchen features a center island perfect

    Martin Remo RE/MAX Prime Properties

    195 Pleasant Hill Rd, New Windsor, NY 12553
  • /33

    $590,000

    • 3 Beds
    • 3 Baths
    • 1,918 Sq Ft

    60 Palomino Place, New Windsor, NY 12553

    Searching for privacy, serenity, and Cornwall Schools? You've found it! Set on 3 acres, surrounded by trees, this home offers solitude while being only 1 mile from shops and restaurants. The backyard has access to the old rail trail that can take you directly to the high school, and continues all the way to Goshen! Inside, you'll find 3 bedrooms and 3 full baths, with a simple way to add a 4th

    Jade Oliverio Howard Hanna Rand Realty

    60 Palomino Place, New Windsor, NY 12553
  • /47

    $1,600,000

    • 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
  • /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
  • /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
  • /19

    $434,600

    • 5 Beds
    • 2 Baths
    • 2,720 Sq Ft

    27 Marotta Dr, New Windsor, NY 12553

    Looking for a great opportunity? Look no more! This property has tons of potential and is average in living space size for the neighborhood. It is located close to main roads with easy access to local amenities, such as shopping, banking, schools, and various eateries. Per our Appraisal describe theproperty as a SFR (contemporary) built in 1985. It has a GLA of approx. 2720 and has 5 bedrooms

    Christopher Rose REALHome Services & Solutions

    27 Marotta Dr, New Windsor, NY 12553

Home Trends in New Windsor, NY

Housing Trends

Median Sale Price
$215,000
Median Single Family Sale Price
$745,000
Median Townhouse Sale Price
$250,000
Median 2 Bedroom Sale Price
$250,000
Median 1 Bedroom Sale Price
$215,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
6
Last 12 months Home Sales
131
Months of Supply
0.50
Median List Price
$199,999
Median Change From 1st List Price
-7%
Median Home Sale Price YoY Change
16%
How to Buy a Home How to Finance a Home How to Sell a Home