Recently Sold Vails Gate, NY Homes

• 

  $490,000

  Sold Aug 14, 2026

  3 Regimental Place, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,900 Sq Ft
  • Built 1964

  Last Sold Summary

  • 9% Above List Price
  • $258/SF
  • 61 Days On Market

  Current Estimated Value $449,742

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

  3 Regimental Place, New Windsor, NY 12553
• 

  $275,000

  Sold Nov 04, 2025

  1157 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 87 Days On Market

  Current Estimated Value $288,542

  Last Listing Agent Kimberly Behrens Howard Hanna Rand Realty

  1157 Washington Green, New Windsor, NY 12553
• 

  $206,000

  Sold Nov 13, 2025

  810 Blooming Grove Turnpike Unit 33, New Windsor, NY 12553

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

  Last Sold Summary

  • 1% Below List Price
  • $216/SF
  • 25 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc

  810 Blooming Grove Turnpike Unit 33, New Windsor, NY 12553
• 

  $375,000

  Sold May 11, 2026

  1067 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,503 Sq Ft
  • Built 1990

  Last Sold Summary

  • 1% Below List Price
  • $250/SF
  • 23 Days On Market

  Current Estimated Value $377,215

  Last Listing Agent Robert 'Bob' & Frances 'Fran' Murray Howard Hanna Rand Realty

  1067 Washington Green, New Windsor, NY 12553
• 

  $450,000

  Sold Dec 09, 2025

  303 Windsor Hwy, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 600 Sq Ft
  • Built 1938

  Last Sold Summary

  • $750/SF
  • 0 Days On Market

  Last Listing Agent Joel Lowy MS Realty Group USA, Inc

  303 Windsor Hwy, New Windsor, NY 12553
• 

  $238,000

  Sold Mar 31, 2026

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553

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

  Last Sold Summary

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

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553
• 

  $350,000

  Sold Jul 29, 2026

  309 Windsor Hwy, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft
  • Built 1920

  Last Sold Summary

  • 11% Below List Price
  • $238/SF
  • 45 Days On Market

  Current Estimated Value $395,639

  Last Listing Agent Steve Esposito HomeSmart Homes & Estates

  309 Windsor Hwy, New Windsor, NY 12553
• 

  $475,000

  Sold Aug 12, 2026

  129 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,257 Sq Ft
  • Built 1972

  Last Sold Summary

  • $210/SF
  • 28 Days On Market

  Current Estimated Value $477,417

  Last Listing Agent Waldina Almazan RE/MAX Benchmark Realty Group

  129 Vails Gate Heights Dr, New Windsor, NY 12553
• 

  $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 $310,994

  Last Listing Agent Steve Vinti Weichert Realtors

  1132 Washington Green Unit LP2, 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 $404,343

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

  12 Provost Dr, New Windsor, NY 12553
• 

  $245,000

  Sold Mar 27, 2026

  810 Blooming Grove Turnpike Unit 3, New Windsor, NY 12553

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

  Last Sold Summary

  • 4% Above List Price
  • $194/SF
  • 12 Days On Market

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  810 Blooming Grove Turnpike Unit 3, New Windsor, NY 12553
• 

  $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
• 

  $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
• 

  $319,900

  Sold Sep 30, 2025

  1047 Washington Green Unit 1047, New Windsor, NY 12553

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

  Last Sold Summary

  • $311/SF
  • 40 Days On Market

  Current Estimated Value $322,866

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  1047 Washington Green Unit 1047, New Windsor, NY 12553
• 

  $369,900

  Sold Oct 09, 2025

  9 Kearney Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $385/SF
  • 128 Days On Market

  Current Estimated Value $368,625

  Last Listing Agent Nicholas Cuomo Keller Williams Realty

  9 Kearney Dr, New Windsor, NY 12553
• 

  $332,500

  Sold Aug 31, 2026

  1103 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $323/SF
  • 27 Days On Market

  Current Estimated Value $322,882

  Last Listing Agent Lauren Racanelli RE/MAX Benchmark Realty Group

  1103 Washington Green, New Windsor, NY 12553
• 

  $280,000

  Sold Nov 19, 2025

  1121 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 7% Below List Price
  • $272/SF
  • 206 Days On Market

  Current Estimated Value $292,903

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  1121 Washington Green, New Windsor, NY 12553
• 

  $229,000

  Sold Jun 09, 2026

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

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

  Last Sold Summary

  • 5% Below List Price
  • $182/SF
  • 276 Days On Market

  Last Listing Agent Kathryn DeCrosta John J Lease REALTORS Inc

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

  $250,000

  Sold May 20, 2026

  810 Blooming Grove Turnpike Unit 59, New Windsor, NY 12553

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

  Last Sold Summary

  • 11% Above List Price
  • $198/SF
  • 20 Days On Market

  Last Listing Agent Kathleen Milich RE/MAX Benchmark Realty Group

  810 Blooming Grove Turnpike Unit 59, New Windsor, NY 12553
• 

  $265,000

  Sold Mar 24, 2026

  1004 Washington Green Unit T2, New Windsor, NY 12553

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

  Last Sold Summary

  • 5% Below List Price
  • $258/SF
  • 220 Days On Market

  Current Estimated Value $277,002

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  1004 Washington Green Unit T2, New Windsor, NY 12553
• 

  $475,000

  Sold Sep 04, 2026

  21 Continental Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $353/SF
  • 34 Days On Market

  Current Estimated Value $459,764

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

  21 Continental Dr, New Windsor, NY 12553
• 

  $300,000

  Sold Aug 14, 2026

  1155 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 12% Below List Price
  • $292/SF
  • 47 Days On Market

  Current Estimated Value $312,575

  Last Listing Agent Matthew Hart World Prop Intl Sea to Sky

  1155 Washington Green, New Windsor, NY 12553
• 

  $374,000

  Sold Dec 15, 2025

  1210 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,859 Sq Ft
  • Built 1991

  Last Sold Summary

  • 4% Below List Price
  • $201/SF
  • 76 Days On Market

  Current Estimated Value $386,663

  Last Listing Agent Alan Scheiner A.B.S. Realty Corp

  1210 Washington Green, New Windsor, NY 12553
• 

  $350,000

  Sold Oct 17, 2025

  75 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft
  • Built 1970

  Last Sold Summary

  • $232/SF
  • 48 Days On Market

  Current Estimated Value $354,939

  Last Listing Agent Jo-Ann Campagiorni Houlihan Lawrence Inc.

  75 Vails Gate Heights Dr, New Windsor, NY 12553
• 

  $316,500

  Sold Oct 29, 2025

  1010 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 3% Below List Price
  • $308/SF
  • 102 Days On Market

  Current Estimated Value $323,292

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  1010 Washington Green, New Windsor, NY 12553
• 

  $315,000

  Sold Jan 29, 2026

  1020 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 3% Below List Price
  • $306/SF
  • 32 Days On Market

  Current Estimated Value $316,800

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  1020 Washington Green, New Windsor, NY 12553
• 

  $460,000

  Sold Nov 26, 2025

  156 Temple Hill Rd, New Windsor, NY 12553

  • 6 Beds
  • 4 Baths
  • 2,870 Sq Ft
  • Built 1950

  Last Sold Summary

  • $160/SF
  • 30 Days On Market

  Last Listing Agent Jake Ponessi RE/MAX Benchmark Realty Group

  156 Temple Hill Rd, New Windsor, NY 12553
• 

  $195,000

  Sold Nov 25, 2025

  810 Blooming Grove Turnpike Unit 46, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Below List Price
  • $205/SF
  • 32 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc

  810 Blooming Grove Turnpike Unit 46, New Windsor, NY 12553
• 

  $205,000

  Sold Oct 29, 2025

  810 Blooming Grove Turnpike Unit 73, New Windsor, NY 12553

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

  Last Sold Summary

  • 5% Below List Price
  • $215/SF
  • 180 Days On Market

  Last Listing Agent Andrea Mahoney Smitchger Realty

  810 Blooming Grove Turnpike Unit 73, New Windsor, NY 12553
• 

  $430,000

  Sold Nov 18, 2025

  736 Blooming Grove Turnpike, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,434 Sq Ft
  • Built 1963

  Last Sold Summary

  • 8% Above List Price
  • $300/SF
  • 20 Days On Market

  Current Estimated Value $424,922

  Last Listing Agent Penny Alper Your Move Matters LLC

  736 Blooming Grove Turnpike, New Windsor, NY 12553
• 

  $250,000

  Sold Apr 20, 2026

  276 Temple Hill Rd Unit 2606, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 14% Below List Price
  • $213/SF
  • 176 Days On Market

  Current Estimated Value $255,028

  Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

  276 Temple Hill Rd Unit 2606, New Windsor, NY 12553
• 

  $265,000

  Sold Sep 11, 2026

  276 Temple Hill Rd Unit 2207, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 7% Below List Price
  • $225/SF
  • 37 Days On Market

  Last Listing Agent Marion Bruhns Howard Hanna Rand Realty

  276 Temple Hill Rd Unit 2207, New Windsor, NY 12553
• 

  $370,000

  Sold Nov 13, 2025

  49 Mertes Ln, New Windsor, NY 12553

  • 4 Beds
  • 1 Bath
  • 1,627 Sq Ft
  • Built 1954

  Last Sold Summary

  • 8% Below List Price
  • $227/SF
  • 87 Days On Market

  Current Estimated Value $409,319

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  49 Mertes Ln, New Windsor, NY 12553
• 

  $465,000

  Sold May 20, 2026

  11 Shaker Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,492 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $312/SF
  • 10 Days On Market

  Current Estimated Value $469,661

  Last Listing Agent Stephanie Dignan Compass Greater NY, LLC

  11 Shaker Ct, New Windsor, NY 12553
• 

  $265,000

  Sold May 27, 2026

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553

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

  Last Sold Summary

  • 1% Below List Price
  • $258/SF
  • 41 Days On Market

  Current Estimated Value $261,876

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553
• 

  $400,000

  Sold Jul 15, 2026

  19 Split Tree Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft
  • Built 1965

  Last Sold Summary

  • 14% Below List Price
  • $218/SF
  • 82 Days On Market

  Current Estimated Value $426,516

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  19 Split Tree Dr, New Windsor, NY 12553
• 

  $260,000

  Sold Mar 19, 2026

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $221/SF
  • 30 Days On Market

  Last Listing Agent Jahnny Crespo RE/MAX Town & Country

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553
• 

  $240,000

  Sold Mar 27, 2026

  276 Temple Hill Rd Unit 2513, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $204/SF
  • 42 Days On Market

  Current Estimated Value $255,739

  Last Listing Agent Tameeka Williams KFortuna All Aspects Realty

  276 Temple Hill Rd Unit 2513, New Windsor, NY 12553
• 

  $300,000

  Sold Jun 26, 2026

  276 Temple Hill Rd Unit 2808, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,530 Sq Ft
  • Built 1986

  Last Sold Summary

  • 12% Below List Price
  • $196/SF
  • 87 Days On Market

  Current Estimated Value $319,267

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

  276 Temple Hill Rd Unit 2808, 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 $202,742

  Last Listing Agent jeff farnell John J Lease REALTORS Inc

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

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