Homes in ZIP Code 12553

• 

  $475,000

  Sold Aug 19, 2025

  401 Philo St, New Windsor, NY 12553

  • 4 Beds
  • 1.5 Baths
  • 1,696 Sq Ft
  • Built 1973

  Last Sold Summary

  • 2% Above List Price
  • $280/SF
  • 34 Days On Market

  Current Estimated Value $480,543

  Last Listing Agent Virginia Corbett eXp Realty

  401 Philo St, New Windsor, NY 12553
• 

  Est $440,462

  Not Listed For Sale

  44 Keats Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,532 Sq Ft
  • Built 1977

  44 Keats Dr, New Windsor, NY 12553

  Last Sold Summary

  • 26 Days On Market
• 

  

  

  /20

  $84,900

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  3146 Route 9w Unit 5A, New Windsor, NY 12553

  Brand New Home on Lot #5A! Imagine your bright and modern new home! This lovely home offers comfort, convenience and affordability. The home features an open layout, a kitchen with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a

  Sandra Spector Howard Hanna Rand Realty

  3146 Route 9w Unit 5A, 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 $475,729

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  81 Blooming Grove Turnpike, New Windsor, NY 12553
• 

  Est $465,848

  Not Listed For Sale

  309 Nina St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,646 Sq Ft
  • Built 1973

  309 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market
• 

  

  /14

  $675,000

  $224K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,118 Sq Ft

  158 Sycamore Dr, New Windsor, NY 12553

  Beautifully maintained home located in the highly desirable Cornwall Central School District and set on over 6 acres of level, usable property offering privacy, space, and endless possibilities. This charming residence features 3 spacious bedrooms, a finished playroom perfect for recreation or a home office, and a cozy fireplace creating a warm and inviting atmosphere. Elegant hardwood flooring

  Syed Wasim American Dream Homes 110 Inc

  158 Sycamore Dr, 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 $486,756

  Last Listing Agent Alexandra Zinko Century 21 Realty Center

  16 Faye Ave, New Windsor, NY 12553
• 

  Est $490,012

  Not Listed For Sale

  420 Philo St, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1974

  420 Philo St, New Windsor, NY 12553

  Last Sold Summary

  • 18 Days On Market
• 

  /2

  $87,000

  • Land
  • 9,186 Sq Ft
  • $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
• 

  $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 $380,128

  Last Listing Agent Yidel Rosenberg MS Realty Group USA, Inc

  1068 River Rd, New Windsor, NY 12553
• 

  Est $479,758

  Not Listed For Sale

  324 Nina St, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 1,886 Sq Ft
  • Built 1974

  324 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 37 Days On Market
• 

  $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 $397,899

  Last Listing Agent Naomi Streicher Q Home Sales

  221 Tamerisk Ln, New Windsor, NY 12553
• 

  Est $525,713

  Not Listed For Sale

  328 Nina St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,690 Sq Ft
  • Built 1974

  328 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 30 Days On Market
• 

  $452,000

  Sold Jul 29, 2025

  106 Holly Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $288/SF
  • 15 Days On Market

  Current Estimated Value $459,933

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

  106 Holly Dr, New Windsor, NY 12553
• 

  Est $496,659

  Not Listed For Sale

  362 Nina St, New Windsor, NY 12553

  • 4 Beds
  • 1.5 Baths
  • 1,704 Sq Ft
  • Built 1975

  362 Nina St, New Windsor, NY 12553

  Last Sold Summary

  • 23 Days On Market
• 

  $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 $422,002

  Last Listing Agent ALDO TROPEANO Sams Realty

  11 Sunset Dr, New Windsor, NY 12553
• 

  Est $330,501

  Not Listed For Sale

  166 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft
  • Built 1973

  166 Vails Gate Heights Dr, New Windsor, NY 12553

  Last Sold Summary

  • 45 Days On Market
• 

  $124,000

  Sold Sep 11, 2025

  181 Route 17s, Hillburn, NY 10953

  • Land
  • 18,730 Sq Ft
  • $288,372 per Acre

  Last Sold Summary

  • 14% Below List Price
  • 35 Days On Market

  Last Listing Agent Kevin L. Brentnall Howard Hanna Rand Realty

  181 Route 17s, Hillburn, NY 10953
• 

  Est $319,030

  Not Listed For Sale

  124 Vails Gate Heights Dr, New Windsor, NY 12553

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

  124 Vails Gate Heights Dr, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market
• 

  $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 $337,537

  Last Listing Agent Carina Rodriguez HomeSmart Homes & Estates

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

  Est $500,463

  Not Listed For Sale

  119 Vails Gate Heights Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,967 Sq Ft
  • Built 1972

  119 Vails Gate Heights Dr, New Windsor, NY 12553

  Last Sold Summary

  • 49 Days On Market
• 

  $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 $544,291

  Last Listing Agent Navia Mordan Exit Realty Connections

  40 Hillside Ave, New Windsor, NY 12553
• 

  Est $455,719

  Not Listed For Sale

  87 Vails Gate Heights Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,974 Sq Ft
  • Built 1970

  87 Vails Gate Heights Dr, New Windsor, NY 12553

  Last Sold Summary

  • 24 Days On Market
• 

  $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
• 

  Est $294,130

  Not Listed For Sale

  83 Vails Gate Heights Dr, New Windsor, NY 12553

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

  83 Vails Gate Heights Dr, New Windsor, NY 12553

  Last Sold Summary

  • 58 Days On Market
• 

  $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 $294,157

  Last Listing Agent Carlos Bermudez 1st Independent Realty Grp

  37 Clancy Ave, New Windsor, NY 12553
• 

  Est $469,806

  Not Listed For Sale

  11 Truex Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,704 Sq Ft
  • Built 1958

  11 Truex Dr, New Windsor, NY 12553

  Last Sold Summary

  • 108 Days On Market
• 

  $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 $458,066

  Last Listing Agent Thomas Hennerty

  355 Temple Hill Rd, New Windsor, NY 12553
• 

  Est $447,046

  Not Listed For Sale

  3 Truex Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft
  • Built 1958

  3 Truex Dr, New Windsor, NY 12553

  Last Sold Summary

  • 68 Days On Market
• 

  $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 $627,746

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

  58 Red Maple Way, New Windsor, NY 12553
• 

  Est $382,964

  Not Listed For Sale

  20 Truex Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1958

  20 Truex Dr, New Windsor, NY 12553

  Last Sold Summary

  • 51 Days On Market
• 

  $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 $523,221

  Last Listing Agent Chand Kakar Howard Hanna Rand Realty

  3 Garden Dr, New Windsor, NY 12553
• 

  Est $504,834

  Not Listed For Sale

  6 Herbert Hoover Dr, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,356 Sq Ft
  • Built 1966

  6 Herbert Hoover Dr, New Windsor, NY 12553

  Last Sold Summary

  • 35 Days On Market
• 

  $255,000

  Sold Jul 30, 2025

  276 Temple Hill Rd Unit 1518, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1985

  Last Sold Summary

  • $249/SF
  • 26 Days On Market

  Current Estimated Value $253,680

  Last Listing Agent Richard Froehlich RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1518, New Windsor, NY 12553
• 

  Est $541,145

  Not Listed For Sale

  502 Union Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,014 Sq Ft
  • Built 1950

  502 Union Ave, New Windsor, NY 12553

  Last Sold Summary

  • 27 Days On Market
• 

  $424,000

  Sold Nov 24, 2025

  2322 State Route 32, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,706 Sq Ft
  • Built 1935

  Last Sold Summary

  • 6% Below List Price
  • $249/SF
  • 52 Days On Market

  Current Estimated Value $427,719

  Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

  2322 State Route 32, New Windsor, NY 12553
• 

  Est $364,416

  Not Listed For Sale

  1089 State Route 94, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 778 Sq Ft
  • Built 1940

  1089 State Route 94, New Windsor, NY 12553

  Last Sold Summary

  • 27 Days On Market
• 

  $550,000

  Sold May 21, 2026

  2 Split Tree Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,338 Sq Ft
  • Built 1962

  Last Sold Summary

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

  Current Estimated Value $532,554

  Last Listing Agent Jodi Visconti Howard Hanna Rand Realty

  2 Split Tree Dr, New Windsor, NY 12553
• 

  Est $439,739

  Not Listed For Sale

  7 Dean Hill Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,605 Sq Ft
  • Built 1965

  7 Dean Hill Rd, New Windsor, NY 12553

  Last Sold Summary

  • 40 Days On Market
• 

  $320,000

  Sold Aug 01, 2025

  1086 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1992

  Last Sold Summary

  • 7% Above List Price
  • $311/SF
  • 22 Days On Market

  Current Estimated Value $321,382

  Last Listing Agent Elizabeth Perrego Cronin & Company Real Estate

  1086 Washington Green, New Windsor, NY 12553

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