Recently Sold New Windsor, NY Homes

• 

  $205,000

  Sold Oct 21, 2025

  120 John St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $196/SF
  • 21 Days On Market

  Current Estimated Value $231,004

  Last Listing Agent Jane Alfidi Howard Hanna Rand Realty

  120 John St, 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
• 

  $679,000

  Sold Oct 31, 2025

  195 Pleasant Hill Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Above List Price
  • $282/SF
  • 44 Days On Market

  Current Estimated Value $695,358

  Last Listing Agent Martin Remo RE/MAX Prime Properties

  195 Pleasant Hill Rd, New Windsor, NY 12553
• 

  $475,000

  Sold Apr 29, 2026

  1 Townsend St, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1977

  Last Sold Summary

  • 3% Below List Price
  • $227/SF
  • 127 Days On Market

  Current Estimated Value $492,383

  Last Listing Agent Ammar Iqbal eXp Realty

  1 Townsend St, New Windsor, NY 12553
• 

  $105,000

  Sold Sep 03, 2026

  140 Mount Airy Rd, New Windsor, NY 12553

  • Land
  • 1.3 Acres
  • $80,769 per Acre

  Last Sold Summary

  • 45% Above List Price
  • 48 Days On Market

  Last Listing Agent Jane Alfidi Howard Hanna Rand Realty

  140 Mount Airy Rd, New Windsor, NY 12553
• 

  $430,000

  Sold Mar 11, 2026

  76 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,004 Sq Ft
  • Built 1985

  Last Sold Summary

  • 9% Below List Price
  • $215/SF
  • 110 Days On Market

  Current Estimated Value $461,520

  Last Listing Agent Jeanette Santory Howard Hanna Rand Realty

  76 Creamery Dr, New Windsor, NY 12553
• 

  $200,000

  Sold Oct 24, 2025

  276 Temple Hill Rd Unit 1604, New Windsor, NY 12553

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

  Last Sold Summary

  • $250/SF
  • 60 Days On Market

  Current Estimated Value $205,645

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  276 Temple Hill Rd Unit 1604, New Windsor, NY 12553
• 

  $325,000

  Sold Jun 26, 2026

  302 Lake Rd, Salisbury Mills, NY 12577

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft
  • Built 1950

  Last Sold Summary

  • 9% Above List Price
  • $451/SF
  • 25 Days On Market

  Current Estimated Value $327,986

  Last Listing Agent Nicole Gold RE/MAX Benchmark Realty Group

  302 Lake Rd, Salisbury Mills, NY 12577
• 

  $450,000

  Sold Jul 17, 2026

  1707 Hawthorn Way, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,758 Sq Ft
  • Built 2013

  Last Sold Summary

  • 3% Below List Price
  • $256/SF
  • 32 Days On Market

  Current Estimated Value $424,917

  Last Listing Agent Rupinder Singh Iconic Pros

  1707 Hawthorn Way, New Windsor, NY 12553
• 

  $375,000

  Sold Apr 13, 2026

  320 Walnut Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,147 Sq Ft
  • Built 1960

  Last Sold Summary

  • 7% Above List Price
  • $327/SF
  • 19 Days On Market

  Current Estimated Value $372,966

  Last Listing Agent Thomas Pellegrino Curasi Realty, Inc.

  320 Walnut Ave, New Windsor, NY 12553
• 

  $720,000

  Sold Aug 03, 2026

  47 Finley Dr, Salisbury Mills, NY 12577

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft
  • Built 2016

  Last Sold Summary

  • 4% Below List Price
  • $249/SF
  • 69 Days On Market

  Current Estimated Value $714,576

  Last Listing Agent Paul Biagini Biagini Realty

  47 Finley Dr, Salisbury Mills, NY 12577
• 

  $705,000

  Sold Aug 03, 2026

  351 Jackson Ave, New Windsor, NY 12553

  • 3 Beds
  • 3.5 Baths
  • 2,498 Sq Ft
  • Built 1978

  Last Sold Summary

  • 1% Above List Price
  • $282/SF
  • 41 Days On Market

  Current Estimated Value $695,493

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  351 Jackson Ave, New Windsor, NY 12553
• 

  $530,000

  Sold Mar 03, 2026

  293 Garden St, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,972 Sq Ft
  • Built 1993

  Last Sold Summary

  • $269/SF
  • 65 Days On Market

  Current Estimated Value $522,738

  Last Listing Agent Ann Margaret Bolton eRealty Advisors, Inc

  293 Garden St, New Windsor, NY 12553
• 

  $451,000

  Sold Sep 15, 2025

  21 Harth Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,324 Sq Ft
  • Built 1960

  Last Sold Summary

  • 5% Above List Price
  • $341/SF
  • 47 Days On Market

  Current Estimated Value $455,795

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  21 Harth Dr, New Windsor, NY 12553
• 

  $450,000

  Sold Dec 16, 2025

  32 Valley Dr, Salisbury Mills, NY 12577

  • 3 Beds
  • 2 Baths
  • 1,580 Sq Ft
  • Built 1975

  Last Sold Summary

  • 5% Below List Price
  • $285/SF
  • 55 Days On Market

  Current Estimated Value $457,226

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  32 Valley Dr, Salisbury Mills, NY 12577
• 

  $415,000

  Sold Nov 07, 2025

  206 Tamerisk Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,630 Sq Ft
  • Built 2006

  Last Sold Summary

  • 2% Below List Price
  • $255/SF
  • 30 Days On Market

  Current Estimated Value $429,365

  Last Listing Agent Jennifer Lucas Keller Williams Realty

  206 Tamerisk Ln, New Windsor, NY 12553
• 

  $487,500

  Sold Feb 06, 2026

  14 Windsor Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,864 Sq Ft
  • Built 1952

  Last Sold Summary

  • 3% Above List Price
  • $262/SF
  • 53 Days On Market

  Current Estimated Value $482,302

  Last Listing Agent Michael Cahill HomeSmart Homes & Estates

  14 Windsor Dr, New Windsor, NY 12553
• 

  $465,000

  Sold Jul 15, 2026

  15 Riley Rd, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,900 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Above List Price
  • $245/SF
  • 385 Days On Market

  Current Estimated Value $446,720

  Last Listing Agent Inna Sobel Atelier Properties LLC

  15 Riley Rd, New Windsor, NY 12553
• 

  $352,000

  Sold Aug 26, 2026

  610 Mount Airy Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,184 Sq Ft
  • Built 1984

  Last Sold Summary

  • 17% Above List Price
  • $297/SF
  • 38 Days On Market

  Current Estimated Value $356,582

  Last Listing Agent Keith Sumner John J Lease REALTORS Inc

  610 Mount Airy Rd, New Windsor, NY 12553
• 

  $340,000

  Sold Jul 17, 2026

  69 Cedar Ave, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,350 Sq Ft
  • Built 1956

  Last Sold Summary

  • 3% Below List Price
  • $252/SF
  • 19 Days On Market

  Current Estimated Value $350,790

  Last Listing Agent Manuel Galan eXp Realty

  69 Cedar Ave, 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
• 

  $550,000

  Sold Aug 12, 2026

  17 Shaker Ct, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,431 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Below List Price
  • $226/SF
  • 64 Days On Market

  Current Estimated Value $549,671

  Last Listing Agent Olivia Cappelli Donna Ruffino Realty Corp

  17 Shaker Ct, New Windsor, NY 12553
• 

  

  /60

  $900,000

  Sold May 11, 2026

  106 Station Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 5 Baths
  • 3,000 Sq Ft
  • Built 1750

  Last Sold Summary

  • 18% Below List Price
  • $300/SF
  • 114 Days On Market

  Current Estimated Value $958,059

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc

  106 Station Rd, Rock Tavern, NY 12575
• 

  $210,000

  Sold Sep 03, 2026

  43 Lafayette Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 715 Sq Ft
  • Built 1954

  Last Sold Summary

  • 7% Below List Price
  • $294/SF
  • 48 Days On Market

  Current Estimated Value $228,043

  Last Listing Agent Sammy Zambrano Keller Williams Realty

  43 Lafayette Dr, New Windsor, NY 12553
• 

  $465,000

  Sold Apr 24, 2026

  81 Blooming Grove Turnpike, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,230 Sq Ft
  • Built 1945

  Last Sold Summary

  • 4% Below List Price
  • $209/SF
  • 48 Days On Market

  Current Estimated Value $475,309

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  81 Blooming Grove Turnpike, New Windsor, NY 12553
• 

  $510,000

  Sold May 14, 2026

  16 Faye Ave, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,319 Sq Ft
  • Built 1952

  Last Sold Summary

  • $220/SF
  • 128 Days On Market

  Current Estimated Value $501,190

  Last Listing Agent Alexandra Zinko Century 21 Realty Center

  16 Faye Ave, New Windsor, NY 12553
• 

  $385,000

  Sold Nov 27, 2025

  1068 River Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,668 Sq Ft
  • Built 1900

  Last Sold Summary

  • 3% Above List Price
  • $231/SF
  • 61 Days On Market

  Current Estimated Value $382,881

  Last Listing Agent Yidel Rosenberg MS Realty Group USA, Inc

  1068 River Rd, New Windsor, NY 12553
• 

  $385,000

  Sold Feb 16, 2026

  221 Tamerisk Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,895 Sq Ft
  • Built 2006

  Last Sold Summary

  • 4% Below List Price
  • $203/SF
  • 37 Days On Market

  Current Estimated Value $397,879

  Last Listing Agent Naomi Streicher Q Home Sales

  221 Tamerisk Ln, New Windsor, NY 12553
• 

  $424,900

  Sold Feb 17, 2026

  11 Sunset Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,595 Sq Ft
  • Built 1952

  Last Sold Summary

  • $266/SF
  • 57 Days On Market

  Current Estimated Value $424,582

  Last Listing Agent ALDO TROPEANO Sams Realty

  11 Sunset Dr, New Windsor, NY 12553
• 

  $645,000

  Sold Jan 13, 2026

  24 Hillcrest Dr, Salisbury Mills, NY 12577

  • 4 Beds
  • 2.5 Baths
  • 2,947 Sq Ft
  • Built 1993

  Last Sold Summary

  • 2% Below List Price
  • $219/SF
  • 80 Days On Market

  Current Estimated Value $657,324

  Last Listing Agent Minnie Thomas KW Hudson Valley United

  24 Hillcrest Dr, Salisbury Mills, NY 12577
• 

  $325,000

  Sold Sep 12, 2025

  256 Quassaick Ave Unit 17, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,426 Sq Ft
  • Built 1991

  Last Sold Summary

  • $228/SF
  • 33 Days On Market

  Current Estimated Value $337,359

  Last Listing Agent Carina Rodriguez HomeSmart Homes & Estates

  256 Quassaick Ave Unit 17, New Windsor, NY 12553
• 

  $715,000

  Sold Aug 26, 2026

  2657 Liberty Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,435 Sq Ft
  • Built 2006

  Last Sold Summary

  • 1% Above List Price
  • $294/SF
  • 54 Days On Market

  Current Estimated Value $701,745

  Last Listing Agent Alyssa Scancarello Howard Hanna Rand Realty

  2657 Liberty Ridge, New Windsor, NY 12553
• 

  $205,000

  Sold Mar 16, 2026

  312 Brittany Terrace Unit 312, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2006

  Last Sold Summary

  • 6% Below List Price
  • $131/SF
  • 99 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

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

  $550,000

  Sold Nov 21, 2025

  40 Hillside Ave, New Windsor, NY 12553

  • 6 Beds
  • 3 Baths
  • 1,344 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Above List Price
  • $409/SF
  • 43 Days On Market

  Current Estimated Value $549,383

  Last Listing Agent Navia Mordan Unity Lux Realty LLC

  40 Hillside Ave, New Windsor, NY 12553
• 

  $145,000

  Sold Sep 17, 2025

  418 Sand Gate Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Above List Price
  • $100/SF
  • 19 Days On Market

  Last Listing Agent Ann Marie Silvani Howard Hanna Rand Realty

  418 Sand Gate Dr, New Windsor, NY 12553
• 

  $290,000

  Sold Dec 11, 2025

  37 Clancy Ave, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft
  • Built 1920

  Last Sold Summary

  • 14% Above List Price
  • $242/SF
  • 41 Days On Market

  Current Estimated Value $299,968

  Last Listing Agent Carlos Bermudez 1st Independent Realty Grp

  37 Clancy Ave, New Windsor, NY 12553
• 

  $479,900

  Sold Aug 28, 2026

  515 Toleman Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,760 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Above List Price
  • $273/SF
  • 42 Days On Market

  Current Estimated Value $472,252

  Last Listing Agent Nicholas Cuomo Keller Williams Realty

  515 Toleman Rd, Rock Tavern, NY 12575
• 

  $460,000

  Sold Nov 13, 2025

  355 Temple Hill Rd, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 1960

  Last Sold Summary

  • 2% Below List Price
  • $240/SF
  • 68 Days On Market

  Current Estimated Value $460,363

  Last Listing Agent Thomas Hennerty Thomas S. Hennerty

  355 Temple Hill Rd, New Windsor, NY 12553
• 

  $625,000

  Sold Apr 14, 2026

  58 Red Maple Way, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 2005

  Last Sold Summary

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

  Current Estimated Value $630,544

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

  58 Red Maple Way, New Windsor, NY 12553
• 

  $540,000

  Sold Apr 06, 2026

  3 Garden Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,790 Sq Ft
  • Built 1952

  Last Sold Summary

  • 9% Above List Price
  • $302/SF
  • 81 Days On Market

  Current Estimated Value $525,816

  Last Listing Agent Chand Kakar Howard Hanna Rand Realty

  3 Garden Dr, New Windsor, NY 12553

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