New Windsor, NY Homes

• 

  $422,500 Sold Sep 22, 2025

  5005 John Hancock Ct Unit 100, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,800 Sq Ft
  • Built 2005

  Last Sold Summary

  • 1% Below List Price
  • $235/SF
  • 20 Days On Market

  Last Listing Agent Katherine Sheehan Compass Greater NY, LLC

  5005 John Hancock Ct Unit 100, New Windsor, NY 12553
• 

  Est $318,683 Not Listed For Sale

  1046 Washington Green, New Windsor, NY 12553

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

  1046 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 2% Below List Price
  • $316/SF
  • 24 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group
• 

  

  /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
• 

  $500,000 Sold Jan 24, 2026

  14 Cherie Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,958 Sq Ft
  • Built 1958

  Last Sold Summary

  • 5% Below List Price
  • $255/SF
  • 108 Days On Market

  Current Estimated Value $502,040

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  14 Cherie Ln, New Windsor, NY 12553
• 

  Est $385,711 Not Listed For Sale

  1098 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1992

  1098 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $202/SF
  • 23 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty
• 

  

  /34

  $199,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  217 Brittany Terrace Unit 217, Rock Tavern, NY 12575

  Welcome to this beautiful home located in the highly sought-after Brittany Terrace community in Rock Tavern, offering the ease of one-level living in a peaceful, nature-filled setting. Perfectly positioned with wooded views in the front and a tranquil lake backdrop, this charming 3-bedroom home offers nearly 1,400 square feet of living space and a fantastic open floor plan ideal for both everyday

  Sandra Spector Howard Hanna Rand Realty

  217 Brittany Terrace Unit 217, Rock Tavern, NY 12575
• 

  $630,000 Sold Aug 08, 2025

  2 Sean Ct, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft
  • Built 2003

  Last Sold Summary

  • 3% Below List Price
  • $264/SF
  • 51 Days On Market

  Current Estimated Value $648,102

  Last Listing Agent Elsie Nunez Keller Williams Realty

  2 Sean Ct, Rock Tavern, NY 12575
• 

  Est $376,551 Not Listed For Sale

  1093 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1992

  1093 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 5% Above List Price
  • $193/SF
  • 41 Days On Market

  Last Sold Price $359,500

  Last Listing Agent Gale Scheiner A.B.S. Realty Corp
• 

  

  /14

  $148,000

  • 3 Beds
  • 2 Baths
  • 1,067 Sq Ft

  2898 U S 9w, New Windsor, NY 12553

  This stunning, brand new 2025 manufactured home offers a modern, contemporary feel with all the comforts you desire. Boasting three bedrooms and two bathrooms. Open floor plan with a bright and airy living room that flows seamlessly into a gorgeous, modern kitchen. The kitchen features beautiful, contemporary style cabinets, a full pantry cabinet, and an abundance of counter and cabinet space.

  Sandra Spector Howard Hanna Rand Realty

  2898 U S 9w, New Windsor, NY 12553
• 

  $440,000 Sold Nov 24, 2025

  13 Valley View Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,252 Sq Ft
  • Built 1953

  Last Sold Summary

  • 12% Below List Price
  • $195/SF
  • 106 Days On Market

  Current Estimated Value $452,634

  Last Listing Agent Viola Taliaferrow Keller Williams Realty Group

  13 Valley View Dr, New Windsor, NY 12553
• 

  Est $308,009 Not Listed For Sale

  1035 Washington Green, New Windsor, NY 12553

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

  1035 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 1% Above List Price
  • $296/SF
  • 104 Days On Market

  Last Sold Price $305,000

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

  

  /44

  $449,900 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,132 Sq Ft

  241 Tamerisk Ln, New Windsor, NY 12553

  Welcome to Plum Point on Hudson and this 2+ bedroom, 2+ bath, 2,000 + sq. ft., natural light filled, spacious end unit townhome! Open the door to open concept living w/beautiful hardwood floors throughout. The spacious living room w/fireplace, dining area, and updated kitchen w/new countertops, plenty of cabinets, stainless appliances, new refrigerator; updated half bath; large deck, private back

  Gina Antonucci Easy Lifestyle Real Estate

  241 Tamerisk Ln, New Windsor, NY 12553
• 

  $370,000 Sold Nov 04, 2025

  299 Riley Rd, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,194 Sq Ft
  • Built 1953

  Last Sold Summary

  • $310/SF
  • 29 Days On Market

  Current Estimated Value $370,128

  Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

  299 Riley Rd, New Windsor, NY 12553
• 

  Est $308,142 Not Listed For Sale

  1170 Washington Green, New Windsor, NY 12553

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

  1170 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 16% Above List Price
  • $258/SF
  • 16 Days On Market

  Last Sold Price $265,000

  Last Listing Agent Elsa Seguinot Coldwell Banker Realty
• 

  

  /45

  $859,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,512 Sq Ft

  102 Luthien Forest Rd, New Windsor, NY 12553

  An Exceptional Offering in New Windsor, this amazing 4-bed, 2.5-bath Colonial is privately set on a cul-de-sac within a desirable neighborhood, surrounded by 5.3 acres. Featuring over 3,500 square feet of refined living space, this residence delivers an extraordinary blend of timeless elegance, thoughtful design, and resort-style amenities—perfectly suited for both grand entertaining and everyday

  Gina De Cerbo RE/MAX Benchmark Realty Group

  102 Luthien Forest Rd, New Windsor, NY 12553
• 

  $180,000 Sold Aug 19, 2025

  13 Glen Round Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1988

  Last Sold Summary

  • 10% Below List Price
  • $169/SF
  • 344 Days On Market

  Last Listing Agent Bryan Dale eXp Realty

  13 Glen Round Rd, Rock Tavern, NY 12575
• 

  Est $301,957 Not Listed For Sale

  1169 Washington Green, New Windsor, NY 12553

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

  1169 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 2% Above List Price
  • $287/SF
  • 20 Days On Market

  Last Sold Price $295,000

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

  

  /33

  $475,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,850 Sq Ft

  7 Ash St, New Windsor, NY 12553

  Come Home to this great location in a very commuter Friendly area. This home has a large, updated kitchen and a large open Living room to enjoy and a dining room to enjoy great dining experiences. Bedrooms on the upper level with great views and lots of privacy. Beautiful updated full basement with a extra room to be used for guest. it has a additional private entrance. plenty of parking for

  Rhoda Ciancio Real Estate Connection Corp

  7 Ash St, New Windsor, NY 12553
• 

  $670,000 Sold Oct 20, 2025

  1002 Forest Glen, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,560 Sq Ft
  • Built 2001

  Last Sold Summary

  • 4% Below List Price
  • $262/SF
  • 59 Days On Market

  Current Estimated Value $703,602

  Last Listing Agent Kevin Moran Keller Williams Hudson Valley

  1002 Forest Glen, New Windsor, NY 12553
• 

  Est $307,655 Not Listed For Sale

  1162 Washington Green, New Windsor, NY 12553

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

  1162 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $287/SF
  • 17 Days On Market

  Last Sold Price $295,000

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

  

  /36

  $749,900 Pending

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

  509 Toleman Rd, Rock Tavern, NY 12575

  This beautifully designed brand new colonial home features 2,600 square feet of space. Walk upstairs to an extraordinary great room with high ceilings, a charming stone fireplace, and lovely bay windows. The open concept and many windows in this home allow an abundance of natural light to spread across the hardwood flooring. A spacious eat-in kitchen boasts white cabinetry and beautiful tiling,

  Paul Biagini Biagini Realty

  509 Toleman Rd, Rock Tavern, NY 12575
• 

  $675,000 Sold Dec 18, 2025

  2622 Liberty Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,296 Sq Ft
  • Built 2003

  Last Sold Summary

  • 4% Below List Price
  • $294/SF
  • 47 Days On Market

  Current Estimated Value $687,434

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  2622 Liberty Ridge, New Windsor, NY 12553
• 

  Est $304,075 Not Listed For Sale

  1154 Washington Green, New Windsor, NY 12553

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

  1154 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $267/SF
  • 23 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Asa Lennon RE/MAX Benchmark Realty Group
• 

  

  /19

  $96,000

  • 3 Beds
  • 2 Baths
  • 952 Sq Ft

  16 Bivona Ln, New Windsor, NY 12553

  Beautifully maintained 3-bedroom, 2-bath home showcasing exceptional attention to detail throughout. This gem features a bright open floor plan with a spacious living room, cathedral ceilings, and laminate wood flooring throughout. The thoughtfully designed layout offers a private primary suite with two closets and an en-suite full bath, set apart from the two additional bedrooms for added

  Sandra Spector Howard Hanna Rand Realty

  16 Bivona Ln, New Windsor, NY 12553
• 

  $475,000 Sold Nov 24, 2025

  1004 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $249/SF
  • 36 Days On Market

  Current Estimated Value $482,000

  Last Listing Agent Jo-Ann Campagiorni

  1004 Hawthorn Way, New Windsor, NY 12553
• 

  Est $300,190 Not Listed For Sale

  1152 Washington Green, New Windsor, NY 12553

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

  1152 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 18% Above List Price
  • $247/SF
  • 84 Days On Market

  Last Sold Price $254,250

  Last Listing Agent Carole McCann Hudson Heritage Realty
• 

  

  /25

  $479,999

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft

  1402 Hawthorn Way, New Windsor, NY 12553

  Experience refined living at 1402 Hawthorn Way in The Grove, one of New Windsor’s most sought-after communities. This immaculate 3-bedroom, 2.5-bath, 3-story end unit delivers modern comfort, quality finishes, and true move-in readiness. Inside, hardwood floors span the main level, leading to a spacious open kitchen with a large island—perfect for cooking, dining, and entertaining. Step out to

  GABRIEL PEREZ Century 21 Alliance Rlty Group

  1402 Hawthorn Way, New Windsor, NY 12553
• 

  $500,000 Sold Oct 23, 2025

  9 Vascello Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,700 Sq Ft
  • Built 1985

  Last Sold Summary

  • 2% Above List Price
  • $294/SF
  • 33 Days On Market

  Current Estimated Value $510,031

  Last Listing Agent Tremaine Selby Weichert Realtors

  9 Vascello Rd, New Windsor, NY 12553
• 

  Est $301,488 Not Listed For Sale

  1147 Washington Green, New Windsor, NY 12553

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

  1147 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 1% Above List Price
  • $291/SF
  • 34 Days On Market

  Last Sold Price $299,500

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

  

  /28

  $884,900

  • 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
• 

  $545,000 Sold Nov 06, 2025

  2 Sheafe Cir, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft
  • Built 1987

  Last Sold Summary

  • 19% Below List Price
  • $170/SF
  • 98 Days On Market

  Current Estimated Value $579,255

  Last Listing Agent Christine Torres Keller Williams Hudson Valley

  2 Sheafe Cir, Rock Tavern, NY 12575
• 

  Est $299,757 Not Listed For Sale

  1146 Washington Green, New Windsor, NY 12553

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

  1146 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $283/SF
  • 26 Days On Market

  Last Sold Price $291,000

  Last Listing Agent Dennis Barr John J Lease REALTORS Inc
• 

  

  /36

  $1,275,000

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

  7 Farm Hollow Rd, New Windsor, NY 12553

  Set behind a long, tree-lined approach on 5.8 private acres, this distinguished Cornwall estate offers a rare combination of scale, privacy, and sophistication in one of the Hudson Valley’s most desirable settings. Just 60 minutes from New York City and less than five miles from rail service to Manhattan, the property delivers a lifestyle that is both quietly secluded and exceptionally connected.

  Kathryn DeCrosta John J Lease REALTORS Inc

  7 Farm Hollow Rd, New Windsor, NY 12553
• 

  $432,000 Sold Jan 09, 2026

  62 Lakeside Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,659 Sq Ft
  • Built 1956

  Last Sold Summary

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

  Current Estimated Value $435,512

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

  62 Lakeside Dr, New Windsor, NY 12553
• 

  Est $299,239 Not Listed For Sale

  1137 Washington Green, New Windsor, NY 12553

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

  1137 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 1% Above List Price
  • $287/SF
  • 40 Days On Market

  Last Sold Price $295,000

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group
• 

  

  /22

  $120,000

  • Land
  • 1.6 Acres
  • $75,000 per Acre

  27 E Green Rd, Rock Tavern, NY 12575

  Shovel-ready residential homesite offering approximately 1.6 acres with completed surveys, engineering, site plan, and architectural drawings already prepared for permit review. Extensive pre-development work has been completed, including septic, well, drainage, and construction access design—significantly reducing build timeline and uncertainty. The offering includes architectural plans for a

  Bryan Dale eXp Realty

  27 E Green Rd, Rock Tavern, NY 12575
• 

  $307,000 Sold Dec 02, 2025

  1132 Washington Green Unit LP2, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $298/SF
  • 18 Days On Market

  Current Estimated Value $311,193

  Last Listing Agent Steve Vinti Weichert Realtors

  1132 Washington Green Unit LP2, New Windsor, NY 12553
• 

  Est $310,440 Not Listed For Sale

  1135 Washington Green, New Windsor, NY 12553

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

  1135 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $292/SF
  • 25 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Valeria Rios Keller Williams Hudson Valley
• 

  

  /18

  $499,900

  • Land
  • 2.3 Acres
  • $217,348 per Acre

  0 Silver Stream Rd Unit KEY929366, New Windsor, NY 12553

  LOCATION - LOCATION...Endless possibilities with this 2.3 acre vacant parcel of land on LC zoning in the middle of town with access to municipal water and sewer with over 200' ft. road front. Just a mile from the main gate of Stewart International Airport and short drive to 9W and I-84 & I-87 intersection.

  George Koudounas RE/MAX Benchmark Realty Group

  0 Silver Stream Rd Unit KEY929366, New Windsor, NY 12553
• 

  $476,000 Sold Nov 24, 2025

  412 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2013

  Last Sold Summary

  • $223/SF
  • 50 Days On Market

  Current Estimated Value $488,513

  Last Listing Agent Naomi Streicher Q Home Sales

  412 Hawthorn Way, New Windsor, NY 12553

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