New Windsor, NY Homes

• 

  Est $348,065 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

  • 6% Above List Price
  • $250/SF
  • 57 Days On Market

  Last Sold Price $327,500

  Last Listing Agent Nicole Gold RE/MAX Benchmark Realty Group
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  /7

  $99,900

  • Land
  • 0.53 Acre
  • $187,114 per Acre

  179 Riley Rd, New Windsor, NY 12553

  BUILD YOUR DREAM HOUSE on this leveled lot located in a prime location in New Windsor. The lot is half an acre (100’X228’)with R3 zoning. The Lot has water, sewer and electrical connections easy to be activated. It is located close to New homes in a residential area, and within a short distance to Stewart airport, shopping & restaurants, See attached map.

  Lee Raphael River Realty Services, Inc.

  179 Riley Rd, New Windsor, NY 12553
• 

  $80,000 Sold May 28, 2025

  204 Thelbridge Dr, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 980 Sq Ft
  • Built 1989

  Last Sold Summary

  • 10% Below List Price
  • $82/SF
  • 3 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  204 Thelbridge Dr, New Windsor, NY 12553
• 

  Est $404,549 Not Listed For Sale

  518 Barberry Ln Unit 23, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1985

  518 Barberry Ln Unit 23, New Windsor, NY 12553

  Last Sold Summary

  • 10% Above List Price
  • $243/SF
  • 22 Days On Market

  Last Sold Price $369,000

  Last Listing Agent Shari Gordon HomeSmart Homes & Estates
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  $200,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 1,100 Sq Ft

  10 Oakwood Terrace Unit 18, New Windsor, NY 12553

  MOTIVATED SELLER! PRICE ADJUSTED so don't delay!! 2 story Townhome style unit with a private entrance in Oakwood. Newly updated:The main level offers a spacious living & dining areas and a new in wall a/c unit. The kitchen features ample storage in the Oak cabinetry, granite counters, new stainless appliances including a convection oven over range microwave and new refrigerator/freezer. Lovely

  Suzanne Sweeney RE/MAX Benchmark Realty Group

  10 Oakwood Terrace Unit 18, New Windsor, NY 12553
• 

  $605,000 Sold Jan 29, 2026

  2 Dimiceli St, New Windsor, NY 12553

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Above List Price
  • $202/SF
  • 85 Days On Market

  Current Estimated Value $583,916

  Last Listing Agent MARIA FUERTES Redfin Real Estate

  2 Dimiceli St, New Windsor, NY 12553
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  Est $341,149 Not Listed For Sale

  702 Hewitt Ln, New Windsor, NY 12553

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

  702 Hewitt Ln, New Windsor, NY 12553

  Last Sold Summary

  • 5% Above List Price
  • $248/SF
  • 21 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
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  /4

  $899,999

  • 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

  Richard Baxter Keller Williams Realty

  70 Bethlehem Rd, New Windsor, NY 12553
• 

  $390,000 Sold Dec 19, 2025

  12 Provost Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $301/SF
  • 19 Days On Market

  Current Estimated Value $391,171

  Last Listing Agent Michael Bussa K. Fortuna Realty, Inc.

  12 Provost Dr, New Windsor, NY 12553
• 

  Est $491,156 Not Listed For Sale

  43 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft
  • Built 1987

  43 Guernsey Dr, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $217/SF
  • 19 Days On Market

  Last Sold Price $475,000

  Last Listing Agent Philip Szumlaski Keller Williams Realty
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  /40

  $390,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,496 Sq Ft

  1279 State Route 94, New Windsor, NY 12553

  GREAT OPPORTUNITY! First time ever on the market. This is a solidly built mid-century brick house on 5 private scenic acres in the Town of Cornwall, next door to Cornwall Central Highschool. Beautiful 1+ acre private pond, woods, and large front and back yards. Renovating the existing house and grounds would yield an amazing home; alternatively there is potential for building an in-law house with

  James Cavalari Voro LLC

  1279 State Route 94, New Windsor, NY 12553
• 

  $470,000 Sold Oct 28, 2025

  1721 Hawthorn Way, New Windsor, NY 12553

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $235/SF
  • 32 Days On Market

  Current Estimated Value $465,353

  Last Listing Agent Danielle Oliva RE/MAX Classic Realty

  1721 Hawthorn Way, New Windsor, NY 12553
• 

  Est $551,424 Not Listed For Sale

  94 Creamery Dr, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,328 Sq Ft
  • Built 1986

  94 Creamery Dr, New Windsor, NY 12553

  Last Sold Summary

  • 13% Above List Price
  • $210/SF
  • 37 Days On Market

  Last Sold Price $489,000

  Last Listing Agent Heather Thoms Q Home Sales
• 

  /2

  $87,000

  • Land
  • 0.21 Acre
  • $412,518 per Acre

  12 Union Ave Lot 1 Union Ave, New Windsor, NY 12553

  Commercially zoned lot, ready, cleared land with access to electric, water, sewer easy to hook up/connect. Just off 9W. Great for offices, spa and more.

  Maureen Arias Keller Williams Realty Partner

  12 Union Ave Lot 1 Union Ave, New Windsor, NY 12553
• 

  $215,000 Sold Apr 17, 2025

  195 Bethlehem Rd, New Windsor, NY 12553

  • Land
  • 2.6 Acres
  • $82,692 per Acre

  Last Sold Summary

  • 3 Days On Market

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty

  195 Bethlehem Rd, New Windsor, NY 12553
• 

  Est $529,607 Not Listed For Sale

  340 Butternut Dr, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 1,782 Sq Ft
  • Built 1986

  340 Butternut Dr, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $285/SF
  • 138 Days On Market

  Last Sold Price $508,000

  Last Listing Agent Garfield Bull YourHomeSold Guaranteed Realty
• 

  $390,000 Sold May 06, 2025

  1200 Washington Green Unit H2, New Windsor, NY 12553

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

  Last Sold Summary

  • 5% Above List Price
  • $259/SF
  • 23 Days On Market

  Current Estimated Value $386,667

  Last Listing Agent Celina Rofer Howard Hanna Rand Realty

  1200 Washington Green Unit H2, New Windsor, NY 12553
• 

  Est $521,704 Not Listed For Sale

  82 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft
  • Built 1987

  82 Guernsey Dr, New Windsor, NY 12553

  Last Sold Summary

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

  Last Sold Price $510,000

  Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group
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  $176,000 Sold Feb 06, 2026

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553

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

  Last Sold Summary

  • 5% Below List Price
  • $185/SF
  • 18 Days On Market

  Last Listing Agent Lorri Miller 1st Independent Realty Grp

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553
• 

  Est $504,185 Not Listed For Sale

  326 Butternut Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1986

  326 Butternut Dr, New Windsor, NY 12553

  Last Sold Summary

  • 21% Above List Price
  • $218/SF
  • 16 Days On Market

  Last Sold Price $415,000

  Last Listing Agent Christine Joy Century 21 Alliance Rlty Group
• 

  $680,000 Sold Jan 13, 2026

  38 Panorama Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $242/SF
  • 160 Days On Market

  Current Estimated Value $691,485

  Last Listing Agent Kim O'Neil Hudson Valley Home Connection

  38 Panorama Dr, New Windsor, NY 12553
• 

  Est $462,758 Not Listed For Sale

  336 Butternut Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,682 Sq Ft
  • Built 1986

  336 Butternut Dr, New Windsor, NY 12553

  Last Sold Summary

  • 9% Above List Price
  • $251/SF
  • 129 Days On Market

  Last Sold Price $422,700

  Last Listing Agent John Nahass Century 21 Full Service Realty
• 

  $126,000 Sold Feb 13, 2026

  125 King George Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $90/SF
  • 53 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  125 King George Dr, New Windsor, NY 12553
• 

  Est $481,056 Not Listed For Sale

  3 Clara Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft
  • Built 1972

  3 Clara Ct, New Windsor, NY 12553

  Last Sold Summary

  • 24% Above List Price
  • $204/SF
  • 28 Days On Market

  Last Sold Price $389,000

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

  $425,000 Sold Mar 20, 2025

  2 Oak Ridge Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,878 Sq Ft
  • Built 1952

  Last Sold Summary

  • 15% Below List Price
  • $226/SF
  • 206 Days On Market

  Current Estimated Value $457,926

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  2 Oak Ridge Dr, New Windsor, NY 12553
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  Est $517,901 Not Listed For Sale

  225 Summit Dr, New Windsor, NY 12553

  • 5 Beds
  • 3 Baths
  • 2,393 Sq Ft
  • Built 1973

  225 Summit Dr, New Windsor, NY 12553

  Last Sold Summary

  • 15% Above List Price
  • $188/SF
  • 97 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Rayon Jeffrey eXp Realty
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  $305,000 Sold Aug 22, 2025

  67 Harth Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft
  • Built 1963

  Last Sold Summary

  • 16% Below List Price
  • $216/SF
  • 268 Days On Market

  Current Estimated Value $336,560

  Last Listing Agent Jonathan Gineo Jonathan D. Gineo

  67 Harth Dr, New Windsor, NY 12553
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  Est $528,133 Not Listed For Sale

  232 Summit Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1972

  232 Summit Dr, New Windsor, NY 12553

  Last Sold Summary

  • 5% Above List Price
  • $239/SF
  • 62 Days On Market

  Last Sold Price $505,000

  Last Listing Agent Hamin Patel Keller Williams Realty
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  $238,000 Sold Nov 05, 2025

  276 Temple Hill Rd Unit 2710, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1986

  Last Sold Summary

  • 2% Below List Price
  • $232/SF
  • 49 Days On Market

  Current Estimated Value $242,259

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 2710, New Windsor, NY 12553
• 

  Est $474,067 Not Listed For Sale

  222 Summit Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,863 Sq Ft
  • Built 1972

  222 Summit Dr, New Windsor, NY 12553

  Last Sold Summary

  • 32% Above List Price
  • $193/SF
  • 69 Days On Market

  Last Sold Price $359,000

  Last Listing Agent William Spinelli BHHS Hudson Valley Properties
• 

  $525,000 Sold Aug 20, 2025

  275 Otterkill Rd, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1954

  Last Sold Summary

  • $446/SF
  • 28 Days On Market

  Current Estimated Value $531,954

  Last Listing Agent VINCENT MARTIN Serhant LLC

  275 Otterkill Rd, New Windsor, NY 12553
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  Est $457,464 Not Listed For Sale

  28 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,513 Sq Ft
  • Built 1965

  28 Park Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 21% Above List Price
  • $250/SF
  • 29 Days On Market

  Last Sold Price $379,000

  Last Listing Agent Amy Wilhelm Corcoran Baer & McIntosh
• 

  $165,000 Sold Nov 04, 2025

  102 Brittany Terrace Unit 102, Rock Tavern, NY 12575

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $132/SF
  • 3 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  102 Brittany Terrace Unit 102, Rock Tavern, NY 12575
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  Est $485,498 Not Listed For Sale

  17 Ona Ln, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1965

  17 Ona Ln, New Windsor, NY 12553

  Last Sold Summary

  • 14% Above List Price
  • $230/SF
  • 18 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Hayley Butterfield LPT Realty Tri-State, LLC
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  $400,000 Sold Dec 17, 2025

  1003 Ethan Allen Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 2004

  Last Sold Summary

  • 3% Above List Price
  • $269/SF
  • 32 Days On Market

  Current Estimated Value $400,664

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  1003 Ethan Allen Dr, New Windsor, NY 12553
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  Est $476,260 Not Listed For Sale

  15 Park Hill Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1981

  15 Park Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $205/SF
  • 69 Days On Market

  Last Sold Price $450,000

  Last Listing Agent Kathleen Rafferty RE/MAX Benchmark Realty Group
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  $428,000 Sold Feb 18, 2026

  527 Toleman Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 1984

  Last Sold Summary

  • 1% Above List Price
  • $189/SF
  • 44 Days On Market

  Current Estimated Value $432,115

  Last Listing Agent JANICE CARRASCO Nexthome NOVACARR Realty

  527 Toleman Rd, Rock Tavern, NY 12575
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  Est $385,758 Not Listed For Sale

  45 Park Hill Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1966

  45 Park Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 25% Above List Price
  • $297/SF
  • 9 Days On Market

  Last Sold Price $309,000

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty
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  $235,000 Sold Dec 15, 2025

  810 Blooming Grove Turnpike Unit 84, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Below List Price
  • $187/SF
  • 177 Days On Market

  Last Listing Agent Lindsay Knowles Howard Hanna Rand Realty

  810 Blooming Grove Turnpike Unit 84, New Windsor, NY 12553
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  Est $481,276 Not Listed For Sale

  12 Park Hill Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,556 Sq Ft
  • Built 1959

  12 Park Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 28% Above List Price
  • $147/SF
  • 42 Days On Market

  Last Sold Price $375,000

  Last Listing Agent Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group

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