New Windsor, NY Homes

• 

  Est $405,861 Not Listed For Sale

  187 Highwood Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft
  • Built 1995

  187 Highwood Dr, New Windsor, NY 12553

  Last Sold Summary

  • 10% Above List Price
  • $161/SF
  • 36 Days On Market

  Last Sold Price $370,000

  Last Listing Agent Marilynn Shultz BHHS Hudson Valley Properties
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  /47

  $349,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,147 Sq Ft

  320 Walnut Ave, New Windsor, NY 12553

  Welcome to this charming, newly renovated ranch-style home nestled in the peaceful Beaver Damn lake community. This home is just walking distance to the lake where you will find summertime fun such as a community beach, kayaking, fishing and row boating. When you arrive to this home, you will notice the exterior just received a fresh coat of paint as well as the detached garage! When you enter

  Thomas Pellegrino Curasi Realty, Inc.

  320 Walnut Ave, New Windsor, NY 12553
• 

  $508,000 Sold Aug 15, 2025

  12 Truex Cir, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,874 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 57 Days On Market

  Current Estimated Value $514,567

  Last Listing Agent Deborah Meurlin Exit Realty Connections

  12 Truex Cir, New Windsor, NY 12553
• 

  Est $351,617 Not Listed For Sale

  502 Bayberry Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1993

  502 Bayberry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 10% Above List Price
  • $261/SF
  • 5 Days On Market

  Last Sold Price $319,000

  Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group
• 

  

  

  /24

  $329,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  302 Lake Rd, Salisbury Mills, NY 12577

  Step inside to find brand-new everything—flooring, siding, windows, electric panel, appliances, kitchen... you get the idea! This home may be cozy in size, but every inch has been thoughtfully updated so you can move right in and enjoy hassle-free living. Out back, a completely rebuilt deck overlooks your 1.3 acres, offering the perfect place to relax, entertain, or simply take in the peace and

  Nicole Gold RE/MAX Benchmark Realty Group

  302 Lake Rd, Salisbury Mills, NY 12577
• 

  $350,000 Sold Jul 23, 2025

  1 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,542 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Below List Price
  • $227/SF
  • 48 Days On Market

  Current Estimated Value $373,203

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  1 Park Hill Dr, New Windsor, NY 12553
• 

  Est $346,311 Not Listed For Sale

  506 Bayberry Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft
  • Built 1993

  506 Bayberry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $281/SF
  • 44 Days On Market

  Last Sold Price $326,500

  Last Listing Agent William Bergin RE/MAX Benchmark Realty Group
• 

  

  /5

  $849,999

  • 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

  Richard Baxter Keller Williams Realty

  64 Bethlehem Rd, New Windsor, NY 12553
• 

  $485,000 Sold Dec 05, 2025

  117 Holly Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,731 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $280/SF
  • 19 Days On Market

  Current Estimated Value $474,400

  Last Listing Agent Gina De Cerbo RE/MAX Benchmark Realty Group

  117 Holly Dr, New Windsor, NY 12553
• 

  Est $393,861 Not Listed For Sale

  300 Gazebo Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft
  • Built 1993

  300 Gazebo Ct, New Windsor, NY 12553

  Last Sold Summary

  • 13% Above List Price
  • $236/SF
  • 55 Days On Market

  Last Sold Price $350,000

  Last Listing Agent Dawn Gregg Curasi Realty, Inc.
• 

  

  /60

  $985,000 Pending

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

  106 Station Rd, Rock Tavern, NY 12575

  Welcome to Slatefield Farmstead, a modern farmhouse set on over ten pastoral acres in peaceful Salisbury Mills. A long private drive leads to its clapboard façade and durable tin roof, surrounded by rolling fields. Once part of a working dairy farm, the farmhouse has wide plank floors, a chef's kitchen, and an inviting in-law suite. Modern systems including a new furnace and septic, Lutron

  Anthony D'Argenzio Houlihan Lawrence

  106 Station Rd, Rock Tavern, NY 12575
• 

  $435,000 Sold Jun 03, 2025

  233 Daniher Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 25 Days On Market

  Current Estimated Value $1,014,264

  Last Listing Agent Letoya Washington Howard Hanna Rand Realty

  233 Daniher Ave, New Windsor, NY 12553
• 

  Est $316,282 Not Listed For Sale

  309 Gazebo Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1993

  309 Gazebo Ct, New Windsor, NY 12553

  Last Sold Summary

  • 1% Below List Price
  • $260/SF
  • 28 Days On Market

  Last Sold Price $318,000

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group
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  /37

  $484,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft

  81 Blooming Grove Turnpike, New Windsor, NY 12553

  Welcome to 81 Blooming Grove Turnpike, New Windsor, NY — a spacious and versatile Cape Cod–style home offering over 2,200 square feet of living space. With 3 bedrooms, 2 full baths, and 1 half bath, this property offers a rare combination of comfort, character, and flexibility with a great mother–daughter setup that truly lives like two homes in one. The first wing features a renovated kitchen

  Philip Szumlaski Keller Williams Realty

  81 Blooming Grove Turnpike, New Windsor, NY 12553
• 

  $610,000 Sold Jan 27, 2026

  2033 Little Britain Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $226/SF
  • 41 Days On Market

  Current Estimated Value $628,839

  Last Listing Agent Steve Esposito HomeSmart Homes & Estates

  2033 Little Britain Rd, Rock Tavern, NY 12575
• 

  Est $385,942 Not Listed For Sale

  400 Arbor Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft
  • Built 1993

  400 Arbor Ln, New Windsor, NY 12553

  Last Sold Summary

  • 9% Above List Price
  • $239/SF
  • 17 Days On Market

  Last Sold Price $355,000

  Last Listing Agent Joseph Paoli Howard Hanna Rand Realty
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  /15

  $330,000

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  305 Gazebo Ct, New Windsor, NY 12553

  This beautifully maintained 2 bedroom, 2 full bath ground-floor condo offers comfort, convenience, and thoughtful updates throughout. Enter inside to an open and airy floor plan featuring a cozy gas fireplace that anchors the living space—perfect for relaxing evenings at home.The spacious kitchen flows seamlessly into the dining and living areas, making entertaining effortless. Enjoy the

  Brittany Barry HV Premier Properties Realty

  305 Gazebo Ct, New Windsor, NY 12553
• 

  $402,000 Sold Jun 03, 2025

  26 Ellison Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1957

  Last Sold Summary

  • 15% Above List Price
  • $276/SF
  • 18 Days On Market

  Current Estimated Value $411,550

  Last Listing Agent Abigail Anderson BHHS Hudson Valley Properties

  26 Ellison Dr, New Windsor, NY 12553
• 

  Est $405,314 Not Listed For Sale

  501 Bayberry Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft
  • Built 1993

  501 Bayberry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $262/SF
  • 31 Days On Market

  Last Sold Price $390,000

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty
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  /41

  $219,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft

  312 Brittany Terrace Unit 312, Rock Tavern, NY 12575

  Come discover this beautifully maintained home where pride of ownership truly shines, offering exceptional one-level living in the desirable Brittany Terrace 55+ community of Rock Tavern. This bright and spacious 2–3 bedroom, 2-bath home features 1,568 sq ft of comfortable living space with a well-appointed kitchen boasting abundant cabinetry, ample counter space, maple cabinets, a cook-top

  Sandra Spector Howard Hanna Rand Realty

  312 Brittany Terrace Unit 312, Rock Tavern, NY 12575
• 

  $849,900 Sold Nov 03, 2025

  558 Beattie Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 2010

  Last Sold Summary

  • $473/SF
  • 38 Days On Market

  Current Estimated Value $826,215

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  558 Beattie Rd, Rock Tavern, NY 12575
• 

  Est $299,376 Not Listed For Sale

  1195 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  1195 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 15% Above List Price
  • $253/SF
  • 73 Days On Market

  Last Sold Price $260,000

  Last Listing Agent Patricia Miller John J Lease REALTORS Inc
• 

  

  /50

  $519,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft

  3 Garden Dr, New Windsor, NY 12553

  Welcome to this beautifully renovated, move-in-ready 3 bedroom, 2-bath home in New Windsor, offering modern comfort, stylish finishes, and exceptional indoor-outdoor living. Completely gutted and rebuilt in 2021 by a professional contractor, all major systems and aesthetics have been fully updated for peace of mind. The open, bright layout features a brand-new kitchen (2021), renovated bathrooms,

  Chand Kakar Howard Hanna Rand Realty

  3 Garden Dr, New Windsor, NY 12553
• 

  $825,000 Sold Mar 31, 2025

  129 Winding Brook Ct, New Windsor, NY 12553

  • 5 Beds
  • 3.5 Baths
  • 4,631 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $178/SF
  • 56 Days On Market

  Current Estimated Value $879,766

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  129 Winding Brook Ct, New Windsor, NY 12553
• 

  Est $312,765 Not Listed For Sale

  1176 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft
  • Built 1992

  1176 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $266/SF
  • 28 Days On Market

  Last Sold Price $292,500

  Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group
• 

  

  /39

  $539,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,338 Sq Ft

  2 Split Tree Dr, New Windsor, NY 12553

  Stunning Corner-Lot with Inground Pool & Prime Commuter Access! Welcome to this beautiful 4 bedroom, 2 and a half bath split level home perfectly situated on a picturesque corner lot with magnificent landscaping and exceptional outdoor living. Designed for both comfort and entertaining, the property features a sparkling inground pool, expansive patio, and lush, professionally maintained grounds

  Jodi Visconti Howard Hanna Rand Realty

  2 Split Tree Dr, New Windsor, NY 12553
• 

  $410,000 Sold Jan 16, 2026

  44 Cedar Ave, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,680 Sq Ft
  • Built 1920

  Last Sold Summary

  • 2% Above List Price
  • $244/SF
  • 91 Days On Market

  Current Estimated Value $416,253

  Last Listing Agent Gloria Merino RE/MAX Town & Country

  44 Cedar Ave, New Windsor, NY 12553
• 

  Est $388,763 Not Listed For Sale

  1100 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1991

  1100 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $241/SF
  • 25 Days On Market

  Last Sold Price $362,500

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty
• 

  

  /26

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 3,300 Sq Ft

  2 Rustic Dr, Rock Tavern, NY 12575

  Under Construction. Interior Photos are for illustrative purposes and represent a similar model by the same builder. Experience the Aerie Preserve, a premier new community in the heart of the Mid-Hudson Valley, situated just sixty miles from New York City. Developed by the luxury experts at Argo Development, this neighborhood seamlessly integrates sophisticated style with innovative architecture.

  Geoffrey Grivalsky Keller Williams City Views

  2 Rustic Dr, Rock Tavern, NY 12575
• 

  $475,000 Sold Apr 30, 2025

  19 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1981

  Last Sold Summary

  • $269/SF
  • 34 Days On Market

  Current Estimated Value $492,396

  Last Listing Agent Michael Canter Keller Williams Hudson Valley

  19 Creamery Dr, New Windsor, NY 12553
• 

  Est $403,732 Not Listed For Sale

  1064 Washington Green, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,362 Sq Ft
  • Built 1990

  1064 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $161/SF
  • 25 Days On Market

  Last Sold Price $380,000

  Last Listing Agent Paul Biagini Biagini Realty
• 

  

  /19

  $229,000

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft

  810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553

  Welcome to this spacious and sun-filled 2-bedroom, 1-bath condo offering 1,260 square feet of comfortable living in the desirable Kingswood Gardens community. This upstairs unit features an inviting galley kitchen with plenty of natural light, leading to a private outdoor balcony perfect for morning coffee or evening relaxation. The enormous living room showcases beautiful hardwood floors,

  Kathryn DeCrosta John J Lease REALTORS Inc

  810 Blooming Grove Turnpike Unit 88, New Windsor, NY 12553
• 

  $555,000 Sold Dec 08, 2025

  17 Purdys Ln, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,012 Sq Ft
  • Built 1989

  Last Sold Summary

  • 7% Below List Price
  • $184/SF
  • 109 Days On Market

  Current Estimated Value $581,271

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  17 Purdys Ln, New Windsor, NY 12553
• 

  Est $320,998 Not Listed For Sale

  1059 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  1059 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • $311/SF
  • 121 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Vivienne Cerrati Rand Realty
• 

  

  /3

  $65,000

  • Land
  • 0.22 Acre
  • $298,028 per Acre

  21 Coffey Ave, New Windsor, NY 12553

  This lot has frontage on Coffey Avenue and Cullen

  Dennis Barr John J Lease REALTORS Inc

  21 Coffey Ave, New Windsor, NY 12553
• 

  $406,000 Sold May 14, 2025

  243 Garden St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Above List Price
  • $314/SF
  • 30 Days On Market

  Current Estimated Value $412,324

  Last Listing Agent David Mires Smitchger Realty

  243 Garden St, New Windsor, NY 12553
• 

  Est $310,888 Not Listed For Sale

  1058 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  1058 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 5% Above List Price
  • $287/SF
  • 25 Days On Market

  Last Sold Price $295,000

  Last Listing Agent Alicia Goldman Christie's Int. Real Estate
• 

  /2

  $1,375,000

  • Land
  • 15.5 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
• 

  $200,000 Sold Feb 06, 2026

  276 Temple Hill Rd Unit 2201, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $250/SF
  • 46 Days On Market

  Current Estimated Value $207,163

  Last Listing Agent jeff farnell John J Lease REALTORS Inc

  276 Temple Hill Rd Unit 2201, New Windsor, NY 12553
• 

  Est $319,325 Not Listed For Sale

  1048 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  1048 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • $311/SF
  • 34 Days On Market

  Last Sold Price $320,000

  Last Listing Agent Karen Taphorn Howard Hanna Rand Realty

Showing Results 241 - 280, Page 7 of 18