New Windsor, NY Homes

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  /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
• 

  $20,000 Sold Dec 30, 2025

  409 Sand Gate Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 980 Sq Ft
  • Built 1983

  Last Sold Summary

  • 26% Below List Price
  • $20/SF
  • 46 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  409 Sand Gate Dr, New Windsor, NY 12553
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  Est $461,320 Not Listed For Sale

  605 Dove Ct, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 2004

  605 Dove Ct, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $195/SF
  • 25 Days On Market

  • Last Sold Price $415,000
  • Oct 13, 2023

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group
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  /36

  $1,100,000

  • 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
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  $299,999 Sold Sep 29, 2025

  68 Silver Spring Rd, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 884 Sq Ft
  • Built 1920

  Last Sold Summary

  • $339/SF
  • 32 Days On Market

  Current Estimated Value $299,804

  Last Listing Agent James Fox Howard Hanna Rand Realty

  68 Silver Spring Rd, New Windsor, NY 12553
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  Est $462,016 Not Listed For Sale

  603 Dove Ct, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 2005

  603 Dove Ct, New Windsor, NY 12553

  Last Sold Summary

  • 5% Above List Price
  • $207/SF
  • 41 Days On Market

  • Last Sold Price $442,000
  • Jul 18, 2024

  Last Listing Agent Tremaine Selby Weichert Realtors
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  /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
• 

  $830,000 Sold Nov 14, 2025

  11 Knight Ct, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 4,552 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Above List Price
  • $182/SF
  • 10 Days On Market

  Current Estimated Value $849,500

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  11 Knight Ct, New Windsor, NY 12553
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  Est $611,420 Not Listed For Sale

  286 Tamerisk Ln, New Windsor, NY 12553

  • 3 Beds
  • 3.5 Baths
  • 2,270 Sq Ft
  • Built 2000

  286 Tamerisk Ln, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $259/SF
  • 20 Days On Market

  • Last Sold Price $589,000
  • Sep 01, 2023

  Last Listing Agent Linda Fernandez Keller Williams Hudson Valley
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  /19

  $425,000

  • 3 Beds
  • 2.5 Baths
  • 1,894 Sq Ft

  11 Ona Ln, New Windsor, NY 12553

  Welcome to 11 Ona Lane, a well-maintained home with much to offer. This inviting split-level home features a spacious living room and dining room, perfect for both everyday living and entertaining. Hardwood floors run throughout the home and continue beneath the carpeting, offering timeless appeal and flexibility for future updates. This home offers three spacious bedrooms including a primary

  GABRIEL PEREZ Century 21 Alliance Rlty Group

  11 Ona Ln, New Windsor, NY 12553
• 

  $865,000 Sold Mar 31, 2026

  106 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 3,440 Sq Ft
  • Built 2009

  Last Sold Summary

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

  Current Estimated Value $880,390

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  106 Fox Hill Run, Rock Tavern, NY 12575
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  Est $471,391 Not Listed For Sale

  750 Hewitt Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 1997

  750 Hewitt Ln, New Windsor, NY 12553

  Last Sold Summary

  • 1% Above List Price
  • $220/SF
  • 14 Days On Market

  • Last Sold Price $469,000
  • Jun 10, 2024

  Last Listing Agent Robin Kelly Picture It Sold, LLC
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  /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
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  $385,000 Sold Aug 18, 2025

  65 Cedar Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,628 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Above List Price
  • $236/SF
  • 20 Days On Market

  Current Estimated Value $408,958

  Last Listing Agent Christopher Cammarata HomeSmart Homes & Estates

  65 Cedar Ave, New Windsor, NY 12553
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  Est $588,666 Not Listed For Sale

  761 Hewitt Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,044 Sq Ft
  • Built 1997

  761 Hewitt Ln, New Windsor, NY 12553

  Last Sold Summary

  • 4% Below List Price
  • $299/SF
  • 130 Days On Market

  • Last Sold Price $612,000
  • Dec 21, 2023

  Last Listing Agent Donna Gray Redfin Real Estate
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  /28

  $899,999

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft

  23 Swan Hollow Rd, New Windsor, NY 12553

  Discover the perfect blend of modern construction, privacy, and scenic beauty in this custom-built ranch, just 5 years young, set on an exclusive cul-de-sac in the highly sought-after Cornwall School District—just about one hour from NYC. Offering over 2,300 sq ft of thoughtfully designed living space, this home features hardwood floors, 9-foot ceilings, custom moldings, French doors, and a

  Kassia Connors eXp Realty

  23 Swan Hollow Rd, New Windsor, NY 12553
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  $425,000 Sold Oct 24, 2025

  346 Nina St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,676 Sq Ft
  • Built 1974

  Last Sold Summary

  • 2% Below List Price
  • $254/SF
  • 33 Days On Market

  Current Estimated Value $464,801

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  346 Nina St, New Windsor, NY 12553
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  Est $391,282 Not Listed For Sale

  736 Hewitt Ln Unit 103, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1998

  736 Hewitt Ln Unit 103, New Windsor, NY 12553

  Last Sold Summary

  • 2% Above List Price
  • $255/SF
  • 33 Days On Market

  • Last Sold Price $385,000
  • Aug 29, 2024

  Last Listing Agent Robin Kelly Picture It Sold, LLC
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  /29

  $315,000

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553

  Beautiful 2 Bedroom, 2 Full Bath open floor condo in the sought after Continental Manor community. Gorgeous kitchen with granite countertops, beautiful cabinets, custom backsplash, food pantry, and stainless steel appliances plus laundry. From the dining room, step onto the balcony with awesome views. Large master bedroom includes ensuite. Spacious second bedroom with walk-in closet. Newer

  Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
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  $305,000 Sold Mar 13, 2026

  307 Gazebo Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $233/SF
  • 116 Days On Market

  Current Estimated Value $303,034

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  307 Gazebo Ct, New Windsor, NY 12553
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  Est $396,753 Not Listed For Sale

  501 Barberry Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1988

  501 Barberry Ln, New Windsor, NY 12553

  Last Sold Summary

  • 13% Above List Price
  • $230/SF
  • 10 Days On Market

  • Last Sold Price $350,000
  • Jun 21, 2023

  Last Listing Agent Gina Antonucci Easy Lifestyle Real Estate
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  /16

  $89,900

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  424 Sand Gate Dr, New Windsor, NY 12553

  Beautiful home located in desirable Windemere Estates, set on a level lot and offering close to 1,000 square feet of comfortable living space. This well-maintained home features an open floor plan connecting the kitchen, dining, and living areas, along with 3 bedrooms, 2 full baths, and a 2-car driveway. The kitchen offers beautiful cabinetry with abundant cabinet and counter space. Additional

  Sandra Spector Howard Hanna Rand Realty

  424 Sand Gate Dr, New Windsor, NY 12553
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  $719,900 Sold Nov 24, 2025

  2028 Independence Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2004

  Last Sold Summary

  • 1% Below List Price
  • $256/SF
  • 45 Days On Market

  Current Estimated Value $737,285

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  2028 Independence Dr, New Windsor, NY 12553
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  Est $318,107 Not Listed For Sale

  529 Barberry Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1986

  529 Barberry Ln, New Windsor, NY 12553

  Last Sold Summary

  • 27% Above List Price
  • $191/SF
  • 45 Days On Market

  • Last Sold Price $250,000
  • Sep 13, 2023

  Last Listing Agent William Bergin RE/MAX Benchmark Realty Group
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  /50

  $815,000

  • 4 Beds
  • 2.5 Baths
  • 3,181 Sq Ft

  64 Fox Hill Run, Rock Tavern, NY 12575

  In Person Open House-Saturday, April 18th 12:00 -3:00- Come walk through this beautiful property.Can’t attend in person? Join me for a Virtual Open House -Saturday, April 18th 2:45-3:15pm email gina.dudgeon@randrealty.com for the link. Welcome to your dream home in a sought-after executive development! This stunning Colonial, offering over 3,100 square feet of beautifully designed living

  Gina Dudgeon Howard Hanna Rand Realty

  64 Fox Hill Run, Rock Tavern, NY 12575
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  $350,000 Sold Jan 17, 2026

  263 Quassaick Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,117 Sq Ft
  • Built 1930

  Last Sold Summary

  • 9% Below List Price
  • $313/SF
  • 130 Days On Market

  Current Estimated Value $353,834

  Last Listing Agent Anthony Cassase HomeSmart Homes & Estates

  263 Quassaick Ave, New Windsor, NY 12553
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  Est $350,306 Not Listed For Sale

  102 Sandpiper Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1986

  102 Sandpiper Ln, New Windsor, NY 12553

  Last Sold Summary

  • 9% Above List Price
  • $212/SF
  • 12 Days On Market

  • Last Sold Price $320,000
  • Mar 25, 2024

  Last Listing Agent Elaine Thomas Century 21 Alliance Rlty Group
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  /2

  $425,000 Pending

  • 3 Beds
  • 2 Baths
  • 2,120 Sq Ft

  35 Oxford Rd, New Windsor, NY 12553

  Come see this very spacious 3 bedroom 2 full bath raised ranch in New Windsor. This home has massive potential, and boasts a very large driveway. With a little bit of work and creativity, you can truly turn this into the diamond in the rough that it is. Call today for a showing!

  Joel Ayala HomeSmart Homes & Estates

  35 Oxford Rd, New Windsor, NY 12553
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  $397,500 Sold Sep 17, 2025

  57 Harth Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,572 Sq Ft
  • Built 1962

  Last Sold Summary

  • 2% Above List Price
  • $253/SF
  • 70 Days On Market

  Current Estimated Value $412,130

  Last Listing Agent Steve Moreau Tactical Realty LLC

  57 Harth Dr, New Windsor, NY 12553
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  Est $336,024 Not Listed For Sale

  105 Sandpiper Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1986

  105 Sandpiper Ln, New Windsor, NY 12553

  Last Sold Summary

  • 10% Above List Price
  • $233/SF
  • 128 Days On Market

  • Last Sold Price $306,000
  • Feb 26, 2024

  Last Listing Agent Jeffrey Lease John J Lease REALTORS Inc
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  /50

  $699,999

  • 5 Beds
  • 4 Baths
  • 3,858 Sq Ft

  254 Orrs Mills Rd, New Windsor, NY 12553

  This custom-built Contemporary Colonial captures breathtaking mountain views from every direction and features cathedral-style ceilings, a gas fireplace in the great room, and gorgeous daily sunset views. Set on a private 2-acre property, the home offers over 4,000 sq ft of sunlit living space with vaulted ceilings, skylights, Andersen windows, three fireplaces, two dens with Brazilian hardwood

  Bryan Dale eXp Realty

  254 Orrs Mills Rd, New Windsor, NY 12553
• 

  $835,000 Sold Apr 02, 2026

  100 Pleasant Hill Rd, New Windsor, NY 12553

  • 6 Beds
  • 5 Baths
  • 4,522 Sq Ft
  • Built 1850

  Last Sold Summary

  • 7% Below List Price
  • $185/SF
  • 301 Days On Market

  Current Estimated Value $873,609

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  100 Pleasant Hill Rd, New Windsor, NY 12553
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  Est $370,627 Not Listed For Sale

  718 Hewitt Ln Unit 61, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,636 Sq Ft
  • Built 1986

  718 Hewitt Ln Unit 61, New Windsor, NY 12553

  Last Sold Summary

  • 56% Above List Price
  • $145/SF
  • 84 Days On Market

  • Last Sold Price $237,000
  • Feb 20, 2024

  Last Listing Agent Brian Smith River Realty Services, Inc.
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  /24

  $225,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 2203, New Windsor, NY 12553

  Well-maintained 2-bedroom, 1-bath condominium located in the desirable Temple Hill community in New Windsor. This unit features a bright and functional layout with a spacious living area, dining space, and an efficient kitchen offering ample cabinetry. Bedrooms are generously sized with good closet space. Additional highlights include in-unit storage, abundant natural light, and a comfortable

  Kerri Stretch Howard Hanna Rand Realty

  276 Temple Hill Rd Unit 2203, New Windsor, NY 12553
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  $920,000 Sold Jul 09, 2025

  152 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 4 Baths
  • 4,897 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 41 Days On Market

  Current Estimated Value $938,594

  Last Listing Agent Joann Grando Joann Grando

  152 Fox Hill Run, Rock Tavern, NY 12575
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  Est $388,717 Not Listed For Sale

  720 Hewitt Ln Unit 60, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,636 Sq Ft
  • Built 1986

  720 Hewitt Ln Unit 60, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $214/SF
  • 182 Days On Market

  • Last Sold Price $350,000
  • Aug 19, 2023

  Last Listing Agent Gina Antonucci Easy Lifestyle Real Estate
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  /22

  $231,900

  • 2 Beds
  • 2 Baths
  • 1,680 Sq Ft

  201 Brittany Terrace, Rock Tavern, NY 12575

  Luxurious home located in the highly sought after Brittany Terrace community in Rock Tavern. Rare unit in this 55 plus community with a one car attached garage! Beautiful 2 bedroom home with a den/sitting room close to 1,700 square feet. The home is in excellent condition, meticulously maintained. Corner lot with two driveways, 2 porches, attached garage (garage has a side door to outside too)

  Sandra Spector Howard Hanna Rand Realty

  201 Brittany Terrace, Rock Tavern, NY 12575
• 

  $210,000 Sold Jul 25, 2025

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft
  • Built 1965

  Last Sold Summary

  • $221/SF
  • 44 Days On Market

  Last Listing Agent Wayne Patterson BHG Real Estate Green Team

  810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553
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  Est $335,269 Not Listed For Sale

  522 Barberry Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1985

  522 Barberry Ln, New Windsor, NY 12553

  Last Sold Summary

  • 2% Above List Price
  • $250/SF
  • 57 Days On Market

  • Last Sold Price $327,500
  • Aug 02, 2024

  Last Listing Agent Nicole Gold RE/MAX Benchmark Realty Group
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  /37

  $799,999

  • 5 Beds
  • 2.5 Baths
  • 3,452 Sq Ft

  2041 Independence Dr, New Windsor, NY 12553

  Welcome to 2041 Independence Drive, a beautifully maintained extended colonial—the largest model in The Reserve community in New Windsor. Offering 5 bedrooms and 2.5 baths, this expansive home delivers both space and sophistication. Proudly offered by the original owners, it has been meticulously cared for and thoughtfully upgraded throughout. Step into a stunning two-story foyer with granite

  Philip Szumlaski Keller Williams Realty

  2041 Independence Dr, New Windsor, NY 12553

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