Recently Sold New Windsor, NY Homes

• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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
• 

  $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 $396,706

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  1003 Ethan Allen Dr, New Windsor, NY 12553
• 

  $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
• 

  $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
• 

  $385,000 Sold Aug 29, 2025

  281 Union Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Below List Price
  • $203/SF
  • 55 Days On Market

  Current Estimated Value $407,279

  Last Listing Agent Karyn Hudgens-Gorman Weichert Realtors

  281 Union Ave, New Windsor, NY 12553
• 

  $545,000 Sold Jul 16, 2025

  212 Butter Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,004 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 31 Days On Market

  Current Estimated Value $534,319

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  212 Butter Hill Dr, 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 $322,372

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

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

  $565,000 Sold Dec 10, 2025

  40 Clara Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 3,070 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $184/SF
  • 27 Days On Market

  Current Estimated Value $589,161

  Last Listing Agent Eric Staub Keller Williams NY Realty

  40 Clara Ave, New Windsor, NY 12553
• 

  $486,000 Sold Aug 20, 2025

  2602 Hawthorn Way, New Windsor, NY 12553

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

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 18 Days On Market

  Current Estimated Value $495,335

  Last Listing Agent Kichka Pascaru Christie's Int. Real Estate

  2602 Hawthorn Way, New Windsor, NY 12553
• 

  $720,000 Sold Nov 10, 2025

  395 Toleman Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $290/SF
  • 49 Days On Market

  Current Estimated Value $719,123

  Last Listing Agent Jessica Evans Keller Williams Hudson Valley

  395 Toleman Rd, Rock Tavern, NY 12575
• 

  $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 $361,126

  Last Listing Agent Nicholas Cuomo Keller Williams Realty

  9 Kearney Dr, New Windsor, NY 12553
• 

  $445,000 Sold Jan 13, 2026

  20 Cedar Ln, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,746 Sq Ft
  • Built 1988

  Last Sold Summary

  • $255/SF
  • 51 Days On Market

  Current Estimated Value $443,837

  Last Listing Agent Jodi Gillespie Gillespie Real Estate LLC

  20 Cedar Ln, New Windsor, NY 12553
• 

  $550,000 Sold Jan 29, 2026

  168 Toleman Rd, Washingtonville, NY 10992

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Above List Price
  • $277/SF
  • 35 Days On Market

  Current Estimated Value $519,377

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty

  168 Toleman Rd, Washingtonville, NY 10992
• 

  $143,000 Sold Aug 13, 2025

  16 Bivona Ln Unit 11, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $115/SF
  • 28 Days On Market

  Last Listing Agent Jennifer Orantes Coldwell Banker Realty

  16 Bivona Ln Unit 11, New Windsor, NY 12553
• 

  $300,000 Sold Oct 09, 2025

  1183 State Route 94, New Windsor, NY 12553

  • 4 Beds
  • 1.5 Baths
  • 1,106 Sq Ft
  • Built 1951

  Last Sold Summary

  • $271/SF
  • 61 Days On Market

  Current Estimated Value $341,278

  Last Listing Agent Lisa Wade-Sebring Curasi Realty, Inc.

  1183 State Route 94, New Windsor, NY 12553
• 

  $405,000 Sold Jul 17, 2025

  253 Tamerisk Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 2,192 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $185/SF
  • 18 Days On Market

  Current Estimated Value $434,769

  Last Listing Agent Tina Cardona RE/MAX Benchmark Realty Group

  253 Tamerisk Ln, New Windsor, NY 12553
• 

  $460,000 Sold Oct 30, 2025

  28 Hillcrest Dr, Salisbury Mills, NY 12577

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1955

  Last Sold Summary

  • $304/SF
  • 51 Days On Market

  Current Estimated Value $452,441

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  28 Hillcrest Dr, Salisbury Mills, NY 12577
• 

  $60,000 Sold Oct 27, 2025

  305 Brittany Terrace Unit 305, Rock Tavern, NY 12575

  • 2 Beds
  • 1.5 Baths
  • 1,296 Sq Ft
  • Built 1980

  Last Sold Summary

  • 50% Below List Price
  • $46/SF
  • 141 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  305 Brittany Terrace Unit 305, Rock Tavern, NY 12575
• 

  $460,000 Sold Jan 30, 2026

  35 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 23 Days On Market

  Current Estimated Value $464,005

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  35 Guernsey Dr, New Windsor, NY 12553
• 

  $530,000 Sold Sep 30, 2025

  47 Clintonwood Dr, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Below List Price
  • $251/SF
  • 34 Days On Market

  Current Estimated Value $539,416

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  47 Clintonwood Dr, New Windsor, NY 12553
• 

  $885,000 Sold Jul 18, 2025

  14 Cooper Ct, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 4,185 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Above List Price
  • $211/SF
  • 23 Days On Market

  Current Estimated Value $888,166

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  14 Cooper Ct, New Windsor, NY 12553
• 

  $360,000 Sold Jun 09, 2025

  2 Elizabeth Ln, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1963

  Last Sold Summary

  • 13% Above List Price
  • $385/SF
  • 21 Days On Market

  Current Estimated Value $358,243

  Last Listing Agent Simone Edwards Edwards Properties

  2 Elizabeth Ln, New Windsor, NY 12553
• 

  $219,950 Sold Dec 16, 2025

  14 Coffey Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,001 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $220/SF
  • 37 Days On Market

  Current Estimated Value $222,439

  Last Listing Agent Alexander Panet Real Broker NY LLC

  14 Coffey Ave, New Windsor, NY 12553
• 

  $700,000 Sold Jul 22, 2025

  49 Swan Hollow Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 2020

  Last Sold Summary

  • 15% Below List Price
  • $241/SF
  • 228 Days On Market

  Current Estimated Value $714,448

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  49 Swan Hollow Rd, New Windsor, NY 12553
• 

  $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 $225,492

  Last Listing Agent Jane Alfidi Howard Hanna Rand Realty

  120 John St, 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 $682,132

  Last Listing Agent Martin Remo RE/MAX Prime Properties

  195 Pleasant Hill Rd, New Windsor, NY 12553
• 

  $745,380 Sold Apr 25, 2025

  4 Trotter Ln, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft
  • Built 2009

  Last Sold Summary

  • 3% Above List Price
  • $252/SF
  • 23 Days On Market

  Current Estimated Value $741,333

  Last Listing Agent Denise Clancy Curasi Realty, Inc.

  4 Trotter Ln, Rock Tavern, NY 12575
• 

  $132,000 Sold Aug 08, 2025

  131 Riley Rd, New Windsor, NY 12553

  • Land
  • 1.01 Acres
  • $130,101 per Acre

  Last Sold Summary

  • 29% Below List Price
  • 80 Days On Market

  Current Estimated Value $241,355

  Last Listing Agent Babita Arjune Keller Williams Realty

  131 Riley Rd, 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 $198,621

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  276 Temple Hill Rd Unit 1604, 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 $674,146

  Last Listing Agent Ann Margaret Bolton eRealty Advisors, Inc

  293 Garden St, New Windsor, NY 12553
• 

  $322,500 Sold Apr 24, 2025

  276 Temple Hill Rd, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Above List Price
  • $213/SF
  • 33 Days On Market

  Last Listing Agent Bob Donnelly eRealty Advisors, Inc

  276 Temple Hill Rd, 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 $441,273

  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 $445,729

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  32 Valley Dr, Salisbury Mills, NY 12577
• 

  $477,500 Sold Mar 26, 2025

  33 Ona Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 1966

  Last Sold Summary

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

  Current Estimated Value $486,194

  Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group

  33 Ona Ln, New Windsor, NY 12553

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