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New Windsor Township, NY Homes for Sale with Acreage

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  • /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
  • /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
  • /31

    $649,000

    • 5 Beds
    • 3 Baths
    • 3,273 Sq Ft

    561 Toleman Rd, Rock Tavern, NY 12575

    This expansive Colonial home offers over 3,200+ sq ft of beautifully maintained living space, nestled on a peaceful 1.80-acre lot in the sought-after Rock Tavern area of New Windsor! Lovingly cared for and on the market for the first time, this home blends charm, comfort, and functional living — perfect for everyday enjoyment or entertaining guests. Large Living Room with French doors leading to

    Agent Photo

    Erin Connolly

    Artisan Realty

    (845) 456-8813

    561 Toleman Rd, Rock Tavern, NY 12575
  • /25

    $817,500

    • 4 Beds
    • 4 Baths
    • 3,400 Sq Ft

    21 Melissa Ln, Washingtonville, NY 10992

    Original owners of this Washingtonville oasis. Featuring approximately 3400 sq.ft,, finished walkout basement (not included in square footage), 4 bedrooms, den, formal living & dining room with amazing mountain views, and much more. All located on a beautiful 1-acre lot with mountain views & mature landscaping. Walk into the grand two-story foyer, to a renovated chefs kitchen featuring granite

    Terri Nakutavicius All Gem Properties Inc

    21 Melissa Ln, Washingtonville, NY 10992
  • /29

    $695,000

    • 7 Beds
    • 3 Baths
    • 3,410 Sq Ft

    4 Coutant Ln, New Windsor, NY 12553

    Rare opportunity for investors, extended families, or income-producing buyers! This unique New Windsor property features TWO separate homes and lots with much potential and limitless possibilities. 4 COUTANT LANE is a Cape Cod-style residence offering 2,002 square feet, 4 bedrooms, and 2 full baths. With generous room sizes and a flexible layout, this home is ideal for a renovation project a

    Gina De Cerbo RE/MAX Benchmark Realty Group

    4 Coutant Ln, New Windsor, NY 12553
  • /40

    $549,000

    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    94 Lincolndale Acres, Washingtonville, NY 10992

    This 4-bedroom, 2.5-bath Colonial is nestled on over 5 peaceful acres along a private country road in the sought-after Washingtonville Central School District—offering the perfect blend of seclusion and convenience. You're just minutes from public transit, shopping, schools, and parks. A long driveway leads to a charming paver walkway framed by mature landscaping. Inside, the classic center-hall

    Jacqueline Manzolillo-Blais Keller Williams Realty

    94 Lincolndale Acres, Washingtonville, NY 10992
  • /45

    $749,000

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

    254 Orrs Mills Rd, New Windsor, NY 12553

    Discover the Best of Cornwall/New Windsor – 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 windows.

    Valerie Moldow Howard Hanna Rand Realty

    254 Orrs Mills Rd, New Windsor, NY 12553
  • /50

    $750,000

    • 4 Beds
    • 2.5 Baths
    • 2,480 Sq Ft

    395 Toleman Rd, Rock Tavern, NY 12575

    Welcome to this stunningly maintained 4-bedroom, 3-bathroom Colonial, gracefully nestled on 2.3 private acres in the tranquil and highly coveted community of Rock Tavern. This exquisite residence encompasses 2,480 square feet of beautifully designed living space, artfully merging timeless charm with contemporary sophistication.From the moment you arrive, you'll be enchanted by the elegant

    Jessica Evans Keller Williams Hudson Valley

    395 Toleman Rd, Rock Tavern, NY 12575
  • /34

    $469,000

    • 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
  • /35

    $699,500

    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    9 Hill Rd, Washingtonville, NY 10992

    Turnkey Colonial with Style, Space & Curb Appeal! This updated 3,400 sq ft Colonial sits on 1.2 private acres in one of Washingtonville’s most sought-after neighborhoods. Nothing to do but move in—you’re welcomed by newly refinished wood floors on the main level, stairs, upstairs hallway and landing. Along with a freshly painted interior. The spacious family room features cathedral ceilings, a

    Stephen Ramundo Keller Williams Valley Realty

    9 Hill Rd, Washingtonville, NY 10992
  • /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
  • /35

    $725,000

    • 4 Beds
    • 2.5 Baths
    • 3,242 Sq Ft

    2 Melissa Ln, Washingtonville, NY 10992

    Welcome to 2 Melissa Lane, located in a well sought after quiet family-friendly neighborhood in a serene and scenic setting. This beautifully appointed 4-bedroom, 2 1/2-bathroom home offers a perfect blend of comfort, style, and functionality. Step inside to find a large entryway with wide stairs leading up to the 2nd floor, gleaming hardwood floors and an abundance of natural light throughout

    Pauline Washington VYLLA Home

    2 Melissa Ln, Washingtonville, NY 10992
  • /46

    $715,000

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    34 Melissa Ln, Washingtonville, NY 10992

    MILLION DOLLAR VISTA VIEWS!!Imagine waking up each morning to MAJESTIC VIEWS stretching as far as the eye can see! Welcome to your personal sanctuary — a stunning 3-bedroom (PLUS ADDITIONAL BONUS ROOM) 2.5-bath home tucked inside an exclusive picturesque community of beautiful homes. From the moment you arrive, you're greeted by an OVERSIZED FRONT PORCH that allows UNFORGETTABLE SUNSETS and

    Mary Ann Mitchell eXp Realty

    34 Melissa Ln, Washingtonville, NY 10992
  • /33

    $555,000

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

    60 Palomino Place, New Windsor, NY 12553

    FULLY AVAILABLE! 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

    Jade Oliverio Howard Hanna Rand Realty

    60 Palomino Place, New Windsor, NY 12553
  • /46

    $829,900

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    2300 State Route 207, Rock Tavern, NY 12575

    Welcome to 2300 State Route 207, a secluded luxury retreat where timeless design meets modern elegance. This custom builder’s own home sits on a majestic 13.5-acre parcel in desirable Rock Tavern and offers over 3,000 square feet of beautifully updated living space—thoughtfully designed for both peaceful everyday living and exceptional entertaining. And yes—horses are welcome here!Built

    Jackie Siracuse Absolute Real Estate of NY Inc

    2300 State Route 207, Rock Tavern, NY 12575
  • /43

    $1,195,000

    • 8 Beds
    • 7 Baths
    • 5,625 Sq Ft

    10 Willys Ct, Rock Tavern, NY 12575

    Welcome to 10 Willys Court — a one-of-a-kind colonial mega-mansion at the end of a peaceful cul-de-sac, set on a beautifully level 2.2-acre lot. With a rare and super flexible mother-daughter layout, this 5,626 SF home lives like two houses in one, featuring 8 bedrooms, 5 full baths, 2 half baths, two oversized kitchens with center islands, and two dining rooms. There’s room for everyone across

    Sal Rajput Joseph Baratta Company Realty

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

    $695,000

    • 3 Beds
    • 2.5 Baths
    • 2,698 Sq Ft

    2033 Little Britain Rd, Rock Tavern, NY 12575

    Stop Clicking and Start Dialing! Welcome to your spacious colonial retreat, privately nestled on over four secluded acres. Tucked away at the end of a long driveway, this exceptional home offers a rare blend of peaceful seclusion and commuter convenience. Located just over an hour north of New York City, you'll enjoy easy access to the New York State Thruway, Interstate 84, and Metro-North train

    Steve Esposito HomeSmart Homes & Estates

    2033 Little Britain Rd, Rock Tavern, NY 12575
  • /49

    $570,000

    • 4 Beds
    • 2.5 Baths
    • 3,200 Sq Ft

    2 Sheafe Cir, Rock Tavern, NY 12575

    Come see this Beautiful Contemporary home on a Quiet Dead-End Street that says Welcome Home! This upgraded 4-bedroom, 2.5-bath has tons of living space with lots of natural light which includes formal dining room with a built-in wet bar, a vaulted sunken living room with large windows, and a stylish office with custom woodwork with built in shelves. Enjoy a fully fenced in backyard with an

    Christine Torres Keller Williams Hudson Valley

    2 Sheafe Cir, Rock Tavern, NY 12575
  • /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
  • /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
  • /45

    $799,900

    • 4 Beds
    • 2.5 Baths
    • 3,322 Sq Ft

    54 Fox Hill Run, Rock Tavern, NY 12575

    Nestled in one of New Windsor’s most sought-after neighborhoods and within the Washingtonville School District, this meticulously maintained Colonial offers the perfect blend of elegance and comfort in the Fox Hill Farm Development.Welcome to 54 Fox Hill Run—an exceptional home perched atop a hill, boasting breathtaking views and stunning sunsets. The grand foyer invites you into a formal

    Kathleen Milich RE/MAX Benchmark Realty Group

    54 Fox Hill Run, Rock Tavern, NY 12575
  • /38

    $699,900

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft

    121 Lincolndale Acres, Washingtonville, NY 10992

    This 2,900 square foot model features a spacious eat-in kitchen with an island, stainless steel appliances, pantry, and generous amounts of cabinet space. The kitchen leads to an elegant family room, which boasts high vaulted ceilings and a charming stone fireplace. The open concept and many windows in this home allow an abundance of natural light to spread across the hardwood flooring. Step out

    Paul Biagini Biagini Realty

    121 Lincolndale Acres, Washingtonville, NY 10992
  • /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
  • /21

    $510,000

    • 4 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    29 Beattie Rd, Washingtonville, NY 10992

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath split-level home set on a picturesque one-acre lot. This spacious property offers both comfort and functionality, featuring an eat-in kitchen, formal dining room, and a generous screened-in porch perfect for relaxing year-round. Enjoy outdoor living on the large deck complete with awning for summer shade, or take a dip in the above-ground

    Carole McCann Hudson Heritage Realty

    29 Beattie Rd, Washingtonville, NY 10992
  • /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
  • /43

    $575,000

    • 5 Beds
    • 3 Baths
    • 2,928 Sq Ft

    225 Toleman Rd, Washingtonville, NY 10992

    Welcome to 225 Toleman Road — a beautiful Colonial nestled on 2 serene acres in the heart of Washingtonville. This 3-story home features tons of comfortable living space, ideal for those seeking peace, privacy, and room to grow. Step inside to a sun-filled layout with spacious living and dining areas, perfect for both everyday living and entertaining. The kitchen offers ample counter space and

    Michael Cahill HomeSmart Homes & Estates

    225 Toleman Rd, Washingtonville, NY 10992
  • /40

    $830,000

    • 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
  • /43

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    606 Twin Arch Rd, Rock Tavern, NY 12575

    This beautifully maintained home sits on 1.5 private acres, offering space, comfort, and modern updates in a peaceful setting.Step inside to a bright, open-concept living, dining, and kitchen area, designed for easy living and entertaining. The kitchen, just 2 years old, features high-quality appliances and a sleek, functional layout. Throughout the home, hardwood floors (installed 2

    Shia Lieberman Blooming Realty

    606 Twin Arch Rd, Rock Tavern, NY 12575
  • /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
  • /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
  • /4

    $259,000

    • Land
    • 4.10 Acres
    • $63,171 per Acre

    1103 Little Britain Rd, Rock Tavern, NY 12575

    Less then one mile from New York Stewart International Airport. Over 4 commercial acres with 493 feet of frontage along Little Britain Road, aka Rte 207, and 496 feet of frontage along Mt Airy Road. Municipal water and sewer along Mt Airy Road. LC zoning allows for Retail, Service Establishments, Professional Business, restaurants, Hotels, Repair Garages, Car Washes & more.

    Robert Vitanza Rand Commercial

    1103 Little Britain Rd, Rock Tavern, NY 12575
  • /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

    $413,100

    • 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 Township, 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
$235
Number of Homes for Sale
8
Last 12 months Home Sales
132
Months of Supply
0.70
Median List Price
$199,999
Median Change From 1st List Price
-7%
Median Home Sale Price YoY Change
16%
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