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New Windsor, NY Homes for Sale with Acreage

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  • /50

    $999,000

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

    10 Willys Ct, Rock Tavern, NY 12575

    Welcome to 10 Willys Court, an extraordinary custom colonial offering over 5,600 square feet of thoughtfully designed living space on a private 2.2-acre cul-de-sac in the heart of Rock Tavern. Combining exceptional size, versatility, and modern amenities, this one-of-a-kind residence features a truly authentic mother-daughter design—one of the area's rarest opportunities for multigenerational

    Agent Photo

    Joao Rodrigues

    Preferred Properties Real Esta

    10 Willys Ct, Rock Tavern, NY 12575
  • /46

    $850,000

    $35K PRICE INCREASE
    • 4 Beds
    • 3.5 Baths
    • 3,188 Sq Ft

    84 Pin Oak Dr, New Windsor, NY 12553

    **A Private Resort-Style Retreat in the Heart of the Hudson Valley**Welcome to 84 Pin Oak Drive, a beautifully appointed custom ranch tucked away on nearly two private acres at the end of a quiet cul-de-sac in one of New Windsor's most desirable neighborhoods. Offering over 3,100 square feet of thoughtfully designed living space, this exceptional home combines luxurious one-level living with

    Agent Photo

    Heather Bragg

    River to Ridge Rlty Associates

    84 Pin Oak Dr, New Windsor, NY 12553
  • /44

    $499,999

    • 3 Beds
    • 2 Baths
    • 1,970 Sq Ft

    85 Toleman Rd, Washingtonville, NY 10992

    Welcome to 85 Toleman Road, Washingtonville, NY! This beautifully maintained ranch-style home offers the perfect blend of comfort, functionality, and pride of ownership. Featuring 3 spacious bedrooms and 2 full bathrooms, this move-in ready home is truly turnkey and ready for its next owner. Step inside to find gleaming hardwood floors, a bright and inviting layout, and well-kept living spaces

    Agent Photo

    Ammar Iqbal

    eXp Realty

    85 Toleman Rd, Washingtonville, NY 10992
  • /45

    $525,000

    Open Sun 12PM - 2PM
    • 3 Beds
    • 2 Baths
    • 3,064 Sq Ft

    126 Lincolndale Acres, Washingtonville, NY 10992

    Private Hudson Valley Retreat – Just an Hour from NYC. Tucked at the end of a private road and surrounded by 5 wooded acres, this charming log cabin offers the kind of quiet, back-to-nature escape that's increasingly hard to find so close to the city. Settle into the swing on the wide covered front porch - your first taste of the slower pace that awaits you. Watch the surrounding woods blaze with

    Agent Photo

    Dana Posner

    Howard Hanna Rand Realty

    126 Lincolndale Acres, Washingtonville, NY 10992
  • /4

    $899,999

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 3,098 Sq Ft

    70 Bethlehem Rd, New Windsor, NY 12553

    NEW CONSTRUCTION CORNWALL CENTRAL SCHOOL DISTRICT! Nestled on a private and expansive 1.47-acre lot, this 3,098 sq. ft. contemporary Colonial offers the perfect balance of modern luxury and high-efficiency living. The main level features a sprawling open-concept design where the massive living areas flow seamlessly into a gourmet kitchen with a dedicated pantry, perfect for everyday living and

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    70 Bethlehem Rd, New Windsor, NY 12553
  • /5

    $849,999

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,668 Sq Ft

    64 Bethlehem Rd, New Windsor, NY 12553

    Nestled in the heart of the Town of New Windsor within the Cornwall School District, this location offers an unparalleled Hudson Valley lifestyle with quick access to Route 94 and I-87 for an effortless commute. Surrounded by local eateries, shopping centers, and iconic attractions like the Storm King Art Center, the National Purple Heart Hall of Honor, and the Hudson River, this brand-new 2,668

    Agent Photo

    Richard Baxter

    Keller Williams Realty

    64 Bethlehem Rd, New Windsor, NY 12553
  • /3

    $899,900

    • 4 Beds
    • 2.5 Baths
    • 2,778 Sq Ft

    1 Forest Ln, Salisbury Mills, NY 12577

    Nestled in the heart of the Hudson Valley, this new four-home enclave in the Town of Cornwall offers a rare blend of modern luxury and preserved natural beauty. These custom homes are uniquely positioned against the backdrop of the iconic Storm King Mountains and one of the nation’s tallest railroad trestles, providing a dramatic landscape that will remain pristine thanks to the surrounding Land

    Theresa Budich Howard Hanna Rand Realty

    1 Forest Ln, Salisbury Mills, NY 12577
  • /5

    $899,000

    New Construction
    • 6 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    131 Riley Rd, New Windsor, NY 12553

    NEW CONSTRUCTION!!! Targeted completion, August of 2026 !!! - 6 bedrooms / 4 bath home with unique, functional layout with well-appointed finishes!! Custom gourmet kitchen with eating area, Hardwood Floors, Dining Room, Bedroom count includes 3 master en-suites; 1 on first floor & 2 on second floor, which is perfect for guests. Perfect Location !!! Close to Schools, Shops, Major Roadways,

    Rafael Luciano Luciano Rios Property Grp, Inc

    131 Riley Rd, New Windsor, NY 12553
  • /16

    $499,000

    $26K PRICE DROP
    • 3 Beds
    • 2 Baths

    1110 -1114 Route 94, New Windsor, NY 12553

    Fully Available Great Location Location ,Locations Time to buy when the Price is Great .This is a very fast growing area Many new business coming There are Two buildings included in the sale one is a 3 -4 bedroom house can be a great Mother daughter or plenty of room for the family the other building is a one bedroom house with a Living room Full kitchen and Bath . The units have been nicely

    Rhoda Ciancio Real Estate Connection Corp

    1110 -1114 Route 94, New Windsor, NY 12553
  • /35

    $519,900

    $50K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,432 Sq Ft

    263 Riley Rd, New Windsor, NY 12553

    Improved Price!! Great investment opportunity or live in one unit and rent out the other! Set back off the road on 1.3 private acres, this well-maintained two-family property offers strong income potential with below-market rents and separate utilities for each unit. Ample parking plus additional off-street parking and a large detached finished garage provide excellent flexibility for tenants or

    Jeffrey Lyons Curasi Realty, Inc.

    263 Riley Rd, New Windsor, NY 12553
  • /27

    $189,900

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft

    10 Oakwood Terrace Unit 107, New Windsor, NY 12553

    ***Oakwood Terrace*** second-floor, one-level co-op features 2 bedrooms and 1 updated bathroom. The spacious primary bedroom offers generous closet space. Great sized living room has a sliding door to a private balcony overlooking the woods for a peaceful view. Dining room can easily accommodate a table for 6-8 and even be extended into the living room for the entertainer's dinner or game night!

    Celina Rofer Howard Hanna Rand Realty

    10 Oakwood Terrace Unit 107, New Windsor, NY 12553
  • /34

    $575,000

    • 4 Beds
    • 2.5 Baths
    • 2,770 Sq Ft

    14 Trotter Ln, Rock Tavern, NY 12575

    Unfinished Colonial with Incredible Potential – Priced Below Market!Perched on 1.6 acres in a desirable young neighborhood, this 2,770 sq ft Colonial (built in 2008) offers breathtaking panoramic views and endless possibilities. Never occupied, this home is awaiting the right buyer to bring it to completion. Featuring 4 spacious bedrooms, primary has a large bathroom, with walk-in-closets,

    Kathleen Kushner Howard Hanna Rand Realty

    14 Trotter Ln, Rock Tavern, NY 12575
  • /23

    $1,500,000

    • Land
    • 29 Acres
    • $51,724 per Acre

    0 Mt Airy Rd Unit KEY913137, New Windsor, NY 12553

    Be a visionary! This is 29 acres in the Hudson Valley—prime land where luxury living meets unmatched opportunity. Picture a new community of high-end homes, an equestrian estate development, or a luxury retreat destination. With open meadows, mature woodlands, and multiple building sites with ample frontage, the groundwork is already here. This property offers privacy and natural beauty—yet it’s

    Donna Ramundo Keller Williams Valley Realty

    0 Mt Airy Rd Unit KEY913137, New Windsor, NY 12553
  • /46

    $899,000

    • 8 Beds
    • 4 Baths

    9 Benedict Ln Unit 5-7, New Windsor, NY 12553

    Income-producing multi-property asset offered at approximately an 8% cap rate with $75,900 NOI. This unique offering includes three separate residences on one 1.4 acre parcel, delivering multiple income streams and long-term upside potential. Ideal for investors seeking yield, value-add opportunity, or a hybrid owner-occupant strategy. Located across the street from Cornwall High School and near

    Virginia Corbett eXp Realty

    9 Benedict Ln Unit 5-7, New Windsor, NY 12553
  • /33

    $1,100,000

    $150K PRICE INCREASE
    • 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 ON 5.1 ACRES. New construction & to be completed in 2026 approximately 9 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
  • /50

    $975,000

    • 6 Beds
    • 6 Baths
    • 6,240 Sq Ft

    309 Beattie Rd, Washingtonville, NY 10992

    Welcome to your own private retreat. Set on beautifully landscaped grounds, this impressive custom Colonial offers 6 bedrooms, 4 full baths, plus a dedicated office that can easily function as a 7th bedroom. A winding driveway leads to the stately residence, where mature trees, manicured lawns, and colorful gardens create an exceptional first impression.Inside, you'll find over three levels

    Janet Rendle Weichert Realtors

    309 Beattie Rd, Washingtonville, NY 10992
  • /33

    $1,200,000

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

    8 Jefferson Ave, New Windsor, NY 12553

    CORNWALL SCHOOLS ~ HOUSE TO BE BUILT AND TO BE COMPLETED APPROXIMATELY BY END OF 2026 ~ 1 ADDITIONAL LOT AVAILABLE READY TO BUILD. LOCAL REPUTABLE BUILDER. PRICE MAY ALTER IF SIZE CHANGES...FOR THE OTHER LOT BUILDER CAN MODIFY THE PLANS FOR UP TO 3300' SQ. FT. FOR A DIFFERENT PRICE. 8 Jefferson Ave. new construction to be completed 10-12 months after fully executed contracts, weather permitting.

    George Koudounas RE/MAX Benchmark Realty Group

    8 Jefferson Ave, New Windsor, NY 12553
  • /50

    $849,900

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,694 Sq Ft

    268 Lake Rd, Salisbury Mills, NY 12577

    Exceptional Spacious Colonial with Lake Views & Lake Rights. Set on a picturesque one-acre lot with views of Beaver Dam Lake and deeded lake rights, this meticulously crafted 4-bedroom, 3-full-bath, 2,700 sq. ft. Colonial offers the perfect blend of luxury, comfort, and thoughtful design. As the builder’s own home, no detail was overlooked. From the moment you arrive, you’ll appreciate the

    Paul Biagini Biagini Realty

    268 Lake Rd, Salisbury Mills, NY 12577
  • /32

    $899,000

    • 4 Beds
    • 3 Baths
    • 3,161 Sq Ft

    66 Pin Oak Dr, New Windsor, NY 12553

    Welcome to this stunning custom colonial offering over 3000 square feet of thoughtfully designed living space in one of the area’s most desirable neighborhoods. this does not include the basement. From the moment you enter, you’ll be captivated by the soaring two-story great room featuring a dramatic wall of windows that floods the home with natural light. The open-concept layout seamlessly

    Stephen Ramundo Keller Williams Valley Realty

    66 Pin Oak Dr, New Windsor, NY 12553
  • /50

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 3,008 Sq Ft

    14 Wagner Dr, Rock Tavern, NY 12575

    VACATION EVERY DAY, WITHOUT EVER LEAVING HOME! Welcome to 14 Wagner Drive, Rock Tavern More than a home, this is a private retreat where exceptional outdoor living, timeless craftsmanship, and everyday tranquility come together. Nestled within a peaceful, established neighborhood, 14 Wagner Drive is the property you have been waiting for. Meandering pathways, mature trees, award winning

    Frank Muccari Cronin & Company Real Estate

    14 Wagner Dr, Rock Tavern, NY 12575
  • /6

    $299,000

    $50K PRICE DROP
    • Land
    • 2.3 Acres
    • $130,000 per Acre

    0 Silver Stream Rd Unit KEY1020788, New Windsor, NY 12553

    Prime Commercial Development Opportunity in New Windsor! This 2.3-acre commercially zoned parcel offers exceptional potential in one of Orange County’s fastest-growing corridors. Located minutes from New York Stewart International Airport, major retailers, restaurants, Amazon fulfillment center, and the I-84, I-87, Route 9W, and Route 207 interchanges. The property is an ideal candidate for a

    Lazar Schvimmer Mount Realty

    0 Silver Stream Rd Unit KEY1020788, New Windsor, NY 12553
  • /47

    $649,000

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,242 Sq Ft

    2 Melissa Ln, Washingtonville, NY 10992

    Welcome to this beautifully maintained one-owner Colonial offering 3,242 square feet of living space on a picturesque 1.4-acre property just one hour from New York City. Nothing in this home is small! A U-shaped driveway creates an impressive arrival, leading to a spacious home designed for comfortable living and effortless entertaining. Enter into a grand entryway featuring two closets and an

    Martha Randazzo Howard Hanna Rand Realty

    2 Melissa Ln, Washingtonville, NY 10992
  • /2

    $1,275,000

    $525K PRICE DROP
    • Land
    • 15.5 Acres
    • $82,258 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
  • /48

    $549,900

    • 5 Beds
    • 4 Baths
    • 2,790 Sq Ft

    150 Mount Airy Rd, New Windsor, NY 12553

    Oldie But Goodie with Endless Possibilities!What an unbelievable property! Nestled on 2 private acres, this unique offering features a spacious two-story home plus a separate one-bedroom apartment—perfect for extended family, guests, rental income, or a home office setup.Enjoy the privacy and tranquility of having no homes behind you, providing a peaceful backdrop and added peace of mind.

    Jane Alfidi Howard Hanna Rand Realty

    150 Mount Airy Rd, New Windsor, NY 12553
  • /28

    $869,900

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,770 Sq Ft

    3 Forest Ln, Salisbury Mills, NY 12577

    Nestled in the heart of the Hudson Valley, this new four-home enclave in the Town of Cornwall offers a rare blend of modern luxury and preserved natural beauty. These custom homes are uniquely positioned against the backdrop of the iconic Storm King Mountains and one of the nation’s tallest railroad trestles, providing a dramatic landscape that will remain pristine thanks to the surrounding Land

    Theresa Budich Howard Hanna Rand Realty

    3 Forest Ln, Salisbury Mills, NY 12577
  • /46

    $995,000

    • 4 Beds
    • 3.5 Baths
    • 3,700 Sq Ft

    168 Station Rd, Salisbury Mills, NY 12577

    Privately set on 2.6 beautifully landscaped acres, this exceptional Colonial offers an elevated lifestyle with the perfect blend of luxury, comfort, and convenience just minutes from the train station, Interstate 84, and the New York State Thruway. Welcomed by a classic rocking chair front porch and dramatic two-story entry, the home features approximately 3,700 square feet of thoughtfully

    Kathryn DeCrosta Tactical Realty LLC

    168 Station Rd, Salisbury Mills, NY 12577
  • /33

    $399,900

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,424 Sq Ft

    178 Mount Airy Rd, New Windsor, NY 12553

    This welcoming, 3-bedroom ranch in the Cornwall School District, offers the perfect combination of comfort, functionality, and flexible living space. Recent updates include a new roof (2024)! Inside, you enter an open-concept living and dining area that flows seamlessly into the kitchen, where you'll have all you need with your counter space, cabinetry, and appliances, including a stainless steel

    Nicole Gold RE/MAX Benchmark Realty Group

    178 Mount Airy Rd, New Windsor, NY 12553
  • /13

    $270,000

    $50K PRICE DROP
    • Land
    • 2.87 Acres
    • $94,077 per Acre

    0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553

    .This is the first time this land is offered, and it is in the Cornwall School District. Excellent new construction opportunity. This 2.9-acre lot offers a scenic view of Brown’s Pond, a quiet .3-mile reservoir providing a peaceful setting and attractive backdrop for a custom home. Boating is not permitted, preserving the natural views and tranquility. The parcel provides generous buildable area

    Deborah Warner Keller Williams Valley Realty

    0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553
  • /35

    $639,900

    $35K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,848 Sq Ft

    24 Sesame St, Rock Tavern, NY 12575

    Come and see this bright colonial bathed in sunlight on a private cul de sac located in Rock Tavern in the Washingtonville School District. Sitting on 3.3 acres, 24 Sesame Street offers all the amenities, with beautiful views from the expansive deck, and a sunny private backyard. The spacious eat-in kitchen leads to the great room, graced with vaulted ceilings and a wood burning fireplace..

    Jennifer Fisher Keller Williams Realty

    24 Sesame St, Rock Tavern, NY 12575
  • /48

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,984 Sq Ft

    318 Beattie Rd, Washingtonville, NY 10992

    Perched high on a beautiful property with breathtaking panoramic views, this custom-built raised ranch offers exceptional quality, timeless craftsmanship, and a versatile layout that truly stands apart from the typical bi-level. Designed with extra living space and a unique floor plan, this home offers flexibility for today's lifestyle while maintaining a warm, inviting feel. Inside, you'll find

    Janet Rendle Weichert Realtors

    318 Beattie Rd, Washingtonville, NY 10992
  • /29

    $600,000

    $299K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,118 Sq Ft

    158 Sycamore Dr, New Windsor, NY 12553

    Beautifully maintained home located in the highly desirable Cornwall Central School District and set on over 6 acres of level, usable property offering privacy, space, and endless possibilities. This charming residence features 3 spacious bedrooms, a finished playroom perfect for recreation or a home office, and a cozy fireplace creating a warm and inviting atmosphere. Elegant hardwood flooring

    Syed Wasim American Dream Homes 110 Inc

    158 Sycamore Dr, New Windsor, NY 12553
  • /39

    $735,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,757 Sq Ft

    4 Natchu Ct, Salisbury Mills, NY 12577

    A classic exterior with full front porch greets you as you enter this colonial home designed for living and entertaining. Impressive 2 story entry will lead your guests to sophisticated living areas. Sun filled open floor plan with a spacious kitchen featuring granite counters and stainless appliances. Formal dining room. The sizable sunken family room with wood burning fireplace flows nicely

    Amanda Racek RKM Properties Corp

    4 Natchu Ct, Salisbury Mills, NY 12577

Home Price Trends

Median Sale Price
$450,000
Median Single Family Sale Price
$480,000
Median Townhouse Sale Price
$460,000
Median 2 Bedroom Sale Price
$319,000
Median 1 Bedroom Sale Price
$200,000
Average Price Per Sq Ft
$259
Number of Homes for Sale
59
Last 12 months Home Sales
269
Months of Supply
2.60
Median List Price
$450,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
6%
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