9,061

Homes in ZIP Code 12553

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  • 44 Cedar Ave, New Windsor, NY 12553

    $410,000

    Sold Jan 16, 2026

    44 Cedar Ave, New Windsor, NY 12553

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1920

    Last Sold Summary

    • 2% Above List Price
    • $244/SF
    • 91 Days On Market

    Current Estimated Value $365,667

    Last Listing Agent Gloria Merino RE/MAX Town & Country

    44 Cedar Ave, New Windsor, NY 12553
    • 705 Driftwood Ln, New Windsor, NY 12553

      Est $403,719

      Not Listed For Sale

      705 Driftwood Ln, New Windsor, NY 12553

      • 2 Beds
      • 2.5 Baths
      • 2,028 Sq Ft
      • Built 1998
      705 Driftwood Ln, New Windsor, NY 12553

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Desiree Beecham River Realty Services, Inc.

  • 110-112 S Jacqueline St, New Windsor, NY 12553
    110-112 S Jacqueline St, New Windsor, NY 12553
    110-112 S Jacqueline St, New Windsor, NY 12553
    /6

    $619,900

    Coming Soon
    • 5 Beds
    • 2 Baths

    110-112 S Jacqueline St, New Windsor, NY 12553

    **NEWLY LISTED LEGAL 2-FAMILY IN THE TOWN OF CORNWALL!**Set on **1.4 private acres**, this well-maintained Ranch-style home offers a wonderful opportunity for an owner-occupant or investor. Let your tenant help supplement your mortgage while you enjoy all this property has to offerThe main residence features a **large formal living room with a wood-burning fireplace**, creating a

    Kathleen Milich RE/MAX Benchmark Realty Group

    110-112 S Jacqueline St, New Windsor, NY 12553
  • 17 Purdys Ln, New Windsor, NY 12553

    $555,000

    Sold Dec 08, 2025

    17 Purdys Ln, New Windsor, NY 12553

    • 4 Beds
    • 2.5 Baths
    • 3,012 Sq Ft
    • Built 1989

    Last Sold Summary

    • 7% Below List Price
    • $184/SF
    • 109 Days On Market

    Current Estimated Value $618,677

    Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

    17 Purdys Ln, New Windsor, NY 12553
    • 175 Highwood Dr, New Windsor, NY 12553

      Est $404,058

      Not Listed For Sale

      175 Highwood Dr, New Windsor, NY 12553

      • 3 Beds
      • 2.5 Baths
      • 1,672 Sq Ft
      • Built 1995
      175 Highwood Dr, New Windsor, NY 12553

      Last Sold Summary

      • 99 Days On Market

      Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  • 21 Stonecrest Dr, New Windsor, NY 12553
    21 Stonecrest Dr, New Windsor, NY 12553
    21 Stonecrest Dr, New Windsor, NY 12553
    /36

    $429,000

    $20K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,436 Sq Ft

    21 Stonecrest Dr, New Windsor, NY 12553

    Welcome to 21 Stonecrest Drive in the heart of New Windsor — a well-maintained and inviting 3-bedroom, 1 full bathroom home offering 1,436 square feet of comfortable living space. Featuring beautiful hardwood floors throughout the main level, this home offers warmth and character along with a practical layout perfect for everyday living. Enjoy the convenience of a one-car attached garage, a large

    Steve Moreau Tactical Realty LLC

    21 Stonecrest Dr, New Windsor, NY 12553
  • 309 Windsor Hwy, 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
    • 609 Crab Apple Ln, New Windsor, NY 12553

      Est $416,678

      Not Listed For Sale

      609 Crab Apple Ln, New Windsor, NY 12553

      • 3 Beds
      • 2.5 Baths
      • 2,190 Sq Ft
      • Built 1993
      609 Crab Apple Ln, New Windsor, NY 12553

      Last Sold Summary

      • 29 Days On Market

      Last Listing Agent Diane Blanton Howard Hanna Rand Realty

  • 27 Wild Turkey Ln, Rock Tavern, NY 12575
    27 Wild Turkey Ln, Rock Tavern, NY 12575
    27 Wild Turkey Ln, Rock Tavern, NY 12575
    /42

    $860,000

    $30K PRICE DROP Pending
    • 5 Beds
    • 3 Baths
    • 2,998 Sq Ft

    27 Wild Turkey Ln, Rock Tavern, NY 12575

    Welcome to 27 Wild Turkey Lane—where every wish feels within reach.This beautifully maintained five-bedroom, three-bath Colonial blends timeless charm with modern sophistication, offering a lifestyle of comfort, elegance, and possibility.Step through the grand open foyer into a flowing, open-concept design that invites you to explore. The main level features gleaming hardwood floors, a

    Carlos Infante Coldwell Banker Realty

    27 Wild Turkey Ln, Rock Tavern, NY 12575
  • 276 Temple Hill Rd Unit 2201, 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
    • 187 Highwood Dr, New Windsor, NY 12553

      Est $415,725

      Not Listed For Sale

      187 Highwood Dr, New Windsor, NY 12553

      • 3 Beds
      • 2.5 Baths
      • 2,300 Sq Ft
      • Built 1995
      187 Highwood Dr, New Windsor, NY 12553

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Marilynn Shultz BHHS Hudson Valley Properties

  • 5 Oak Ridge Dr, New Windsor, NY 12553
    5 Oak Ridge Dr, New Windsor, NY 12553
    5 Oak Ridge Dr, New Windsor, NY 12553
    /40

    $480,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,350 Sq Ft

    5 Oak Ridge Dr, New Windsor, NY 12553

    Welcome to 5 Oak Ridge Drive in New Windsor! This well-maintained ranch-style home offers the convenience of single-level living with 3 bedrooms, 1.5 bathrooms, and an attached garage with an automatic electric door opener. Recent improvements include a new central air conditioning system and an upgraded electrical system, providing comfort and peace of mind for years to come.The

    Pete Wolven Hudson Valley Home Connection

    5 Oak Ridge Dr, New Windsor, NY 12553
  • 129 Vails Gate Heights Dr, 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
    • 502 Bayberry Ct, New Windsor, NY 12553

      Est $344,807

      Not Listed For Sale

      502 Bayberry Ct, New Windsor, NY 12553

      • 2 Beds
      • 2 Baths
      • 1,222 Sq Ft
      • Built 1993
      502 Bayberry Ct, New Windsor, NY 12553

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group

  • 6 Riverview Ave, New Windsor, NY 12553
    6 Riverview Ave, New Windsor, NY 12553
    6 Riverview Ave, New Windsor, NY 12553
    /9

    $325,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,262 Sq Ft

    6 Riverview Ave, New Windsor, NY 12553

    Charming opportunity awaits with this 3-bedroom, 2-bath ranch-style home situated on over a half-acre in a convenient commuter location close to the New York State Thruway, Interstate 84, public transportation, shopping and dining. This property offers tremendous potential for the right buyer, featuring a spacious layout, rear deck overlooking a wooded setting, with an attached 1 car garage and a

    Steve Esposito HomeSmart Homes & Estates

    6 Riverview Ave, New Windsor, NY 12553
  • 109 Pine Dr, New Windsor, NY 12553

    $425,000

    Sold Nov 14, 2025

    109 Pine Dr, New Windsor, NY 12553

    • 3 Beds
    • 2 Baths
    • 1,548 Sq Ft
    • Built 1941

    Last Sold Summary

    • 3% Below List Price
    • $275/SF
    • 54 Days On Market

    Current Estimated Value $433,144

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

    109 Pine Dr, New Windsor, NY 12553
    • 504 Bayberry Ct Unit 49, New Windsor, NY 12553

      Est $343,249

      Not Listed For Sale

      504 Bayberry Ct Unit 49, New Windsor, NY 12553

      • 2 Beds
      • 2 Baths
      • 1,246 Sq Ft
      • Built 1991
      504 Bayberry Ct Unit 49, New Windsor, NY 12553

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Nancy Diehl Rita Levine Real Estate

  • 26 Garden Dr, New Windsor, NY 12553
    26 Garden Dr, New Windsor, NY 12553
    26 Garden Dr, New Windsor, NY 12553
    /34

    $450,000

    Pending
    • 3 Beds
    • 1.5 Baths
    • 1,365 Sq Ft

    26 Garden Dr, New Windsor, NY 12553

    Welcome to 26 Garden Drive, a well-maintained ranch located in a desirable New Windsor neighborhood. Set on 0.59 acres, this 3-bedroom, 1.5-bath home offers the convenience of one-level living with a comfortable and functional layout.The spacious yard provides plenty of room for outdoor enjoyment, whether you're gardening, entertaining, or simply relaxing. Pride of ownership is evident

    Kristen Velez RE/MAX Benchmark Realty Group

    26 Garden Dr, New Windsor, NY 12553
  • 5005 John Hancock Ct Unit 100, New Windsor, NY 12553

    $422,500

    Sold Sep 22, 2025

    5005 John Hancock Ct Unit 100, New Windsor, NY 12553

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 2005

    Last Sold Summary

    • 1% Below List Price
    • $235/SF
    • 20 Days On Market

    Last Listing Agent Katherine Sheehan Compass Greater NY, LLC

    5005 John Hancock Ct Unit 100, New Windsor, NY 12553
    • 506 Bayberry Ct, New Windsor, NY 12553

      Est $350,709

      Not Listed For Sale

      506 Bayberry Ct, New Windsor, NY 12553

      • 2 Beds
      • 2 Baths
      • 1,163 Sq Ft
      • Built 1993
      506 Bayberry Ct, New Windsor, NY 12553

      Last Sold Summary

      • 44 Days On Market

      Last Listing Agent William Bergin RE/MAX Benchmark Realty Group

  • 10 Oakwood Terrace Unit 87, New Windsor, NY 12553
    10 Oakwood Terrace Unit 87, New Windsor, NY 12553
    10 Oakwood Terrace Unit 87, New Windsor, NY 12553
    /26

    $144,500

    $13K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 850 Sq Ft

    10 Oakwood Terrace Unit 87, New Windsor, NY 12553

    **This well maintained 1 bedroom upper unit in Oakwood offers 850 sq ft of stylish and comfortable living.This unit has been meticulously maintained and features a completely renovated modern bathroom with new tiling, floors,vanity, sink & lighting. The spacious bedroom is bright and offers a large closet with mirrored doors and, because it is an end unit, an extra window that overlooks the

    Suzanne Sweeney RE/MAX Benchmark Realty Group

    10 Oakwood Terrace Unit 87, New Windsor, NY 12553
  • 14 Cherie Ln, New Windsor, NY 12553

    $500,000

    Sold Jan 24, 2026

    14 Cherie Ln, New Windsor, NY 12553

    • 3 Beds
    • 2.5 Baths
    • 1,958 Sq Ft
    • Built 1958

    Last Sold Summary

    • 5% Below List Price
    • $255/SF
    • 108 Days On Market

    Current Estimated Value $502,828

    Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

    14 Cherie Ln, New Windsor, NY 12553
    • 400 Arbor Ln, New Windsor, NY 12553

      Est $392,338

      Not Listed For Sale

      400 Arbor Ln, New Windsor, NY 12553

      • 3 Beds
      • 2.5 Baths
      • 1,486 Sq Ft
      • Built 1993
      400 Arbor Ln, New Windsor, NY 12553

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Joseph Paoli Howard Hanna Rand Realty

  • 809 Fairway Ct, New Windsor, NY 12553
    809 Fairway Ct, New Windsor, NY 12553
    809 Fairway Ct, New Windsor, NY 12553
    /40

    $465,000

    • 3 Beds
    • 2.5 Baths
    • 2,290 Sq Ft

    809 Fairway Ct, New Windsor, NY 12553

    First Time Offered in New Windsor's Windsor Crest is this beautiful end-unit townhouse built in 2020, offering a spacious and versatile floor plan with approximately 2,000 square feet plus a finished basement. Tucked away at the end of the street and surrounded by mature trees, this special home offers an added sense of privacy rarely found in townhouse living. The main level features a bright,

    Gina De Cerbo RE/MAX Benchmark Realty Group

    809 Fairway Ct, New Windsor, NY 12553
  • 276 Temple Hill Rd Unit 2112, New Windsor, NY 12553

    $205,000

    Sold May 29, 2026

    276 Temple Hill Rd Unit 2112, New Windsor, NY 12553

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

    Last Sold Summary

    • $256/SF
    • 98 Days On Market

    Current Estimated Value $206,092

    Last Listing Agent Joseph Morello KW Hudson Valley United

    276 Temple Hill Rd Unit 2112, New Windsor, NY 12553
    • 501 Bayberry Ct, New Windsor, NY 12553

      Est $412,594

      Not Listed For Sale

      501 Bayberry Ct, New Windsor, NY 12553

      • 3 Beds
      • 2.5 Baths
      • 1,486 Sq Ft
      • Built 1993
      501 Bayberry Ct, New Windsor, NY 12553

      Last Sold Summary

      • 31 Days On Market

      Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  • 41 Guernsey Dr, New Windsor, NY 12553
    41 Guernsey Dr, New Windsor, NY 12553
    41 Guernsey Dr, New Windsor, NY 12553
    /25

    $539,999

    Pending
    • 4 Beds
    • 3 Baths
    • 2,004 Sq Ft

    41 Guernsey Dr, New Windsor, NY 12553

    Enjoy comfortable living and flexible space in this well-maintained 4-bedroom, 3-full-bath home in New Windsor. Set on a .29-acre lot, this property offers a functional layout designed to accommodate a variety of lifestyles. Updated flooring and renovated bathrooms add a fresh, modern feel throughout the home, while the lower level features a bedroom and full bath, providing added convenience for

    Kewin Garabito eXp Realty

    41 Guernsey Dr, New Windsor, NY 12553
  • 107 Debra Ln, New Windsor, NY 12553

    $735,000

    Sold Jul 16, 2026

    107 Debra Ln, New Windsor, NY 12553

    • 4 Beds
    • 2.5 Baths
    • 2,333 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $315/SF
    • 32 Days On Market

    Current Estimated Value $748,575

    Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

    107 Debra Ln, New Windsor, NY 12553
    • 1086 Washington Green, New Windsor, NY 12553

      Est $325,224

      Not Listed For Sale

      1086 Washington Green, New Windsor, NY 12553

      • 2 Beds
      • 2 Baths
      • 1,029 Sq Ft
      • Built 1992
      1086 Washington Green, New Windsor, NY 12553

      Last Sold Summary

      • 22 Days On Market

      Last Listing Agent Elizabeth Perrego Cronin & Company Real Estate

  • 33 Luthien Forest Rd, New Windsor, NY 12553
    33 Luthien Forest Rd, New Windsor, NY 12553
    33 Luthien Forest Rd, New Windsor, NY 12553
    /50

    $850,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,857 Sq Ft

    33 Luthien Forest Rd, New Windsor, NY 12553

    Welcome to this stunning center hall Colonial on over 2 pristine acres, featuring a resort-style backyard with a heated in-ground pool and spa, expansive patio, gazebo, outdoor cooking area, and massive level lawn. Located in the sought-after Washingtonville School District, the home opens to a soaring two-story foyer flanked by formal living and dining rooms. The open-concept family room

    Bryan Dale eXp Realty

    33 Luthien Forest Rd, New Windsor, NY 12553
  • 129 Main St Unit D1, Cornwall, NY 12518

    $254,000

    Sold Sep 29, 2025

    129 Main St Unit D1, Cornwall, NY 12518

    • 1 Bed
    • 1.5 Baths
    • 924 Sq Ft
    • Built 1973

    Last Sold Summary

    • 6% Below List Price
    • $275/SF
    • 107 Days On Market

    Last Listing Agent Courtney Popowick Rita Levine Real Estate

    129 Main St Unit D1, Cornwall, NY 12518
    • 1176 Washington Green, New Windsor, NY 12553

      Est $320,475

      Not Listed For Sale

      1176 Washington Green, New Windsor, NY 12553

      • 2 Beds
      • 2 Baths
      • 1,100 Sq Ft
      • Built 1992
      1176 Washington Green, New Windsor, NY 12553

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Suzanne Sweeney RE/MAX Benchmark Realty Group

  • 1130 Washington Green, New Windsor, NY 12553
    1130 Washington Green, New Windsor, NY 12553
    1130 Washington Green, New Windsor, NY 12553
    /30

    $315,000

    $7K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,029 Sq Ft

    1130 Washington Green, New Windsor, NY 12553

    Beautifully updated and meticulously maintained, This move in ready condo offers the perfect blend of modern style and everyday comfort. Featuring tasteful upgrades throughout, an inviting open layout and pride of ownership in every detail. This Home is ideal for anyone seeking low maintenance living without compromising on quality. Simply unpack and enjoy all the upgrades and amenities this

    Anthony Platoni Atlantica East Associates LLC

    1130 Washington Green, New Windsor, NY 12553
  • 13 Valley View Dr, New Windsor, NY 12553

    $440,000

    Sold Nov 24, 2025

    13 Valley View Dr, New Windsor, NY 12553

    • 3 Beds
    • 2 Baths
    • 2,252 Sq Ft
    • Built 1953

    Last Sold Summary

    • 12% Below List Price
    • $195/SF
    • 106 Days On Market

    Current Estimated Value $460,763

    Last Listing Agent Viola Taliaferrow Keller Williams Realty Group

    13 Valley View Dr, New Windsor, NY 12553
    • 1100 Washington Green, New Windsor, NY 12553

      Est $393,645

      Not Listed For Sale

      1100 Washington Green, New Windsor, NY 12553

      • 2 Beds
      • 2 Baths
      • 1,503 Sq Ft
      • Built 1991
      1100 Washington Green, New Windsor, NY 12553

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  • 28 Ardmore St, New Windsor, NY 12553
    28 Ardmore St, New Windsor, NY 12553
    28 Ardmore St, New Windsor, NY 12553
    /50

    $750,000

    $25K PRICE DROP Pending
    • 4 Beds
    • 2.5 Baths
    • 2,779 Sq Ft

    28 Ardmore St, New Windsor, NY 12553

    Welcome to this stunning Princeton Model center hall Colonial, less than 10 years young, located in the highly sought-after Cornwall School District. Perched to capture beautiful mountain views, this home offers an open-concept layout with a dramatic two-story family room featuring ceilings soaring over 20 feet. The spacious kitchen boasts granite countertops, upgraded appliances, a center

    Bryan Dale eXp Realty

    28 Ardmore St, New Windsor, NY 12553
  • 299 Riley Rd, New Windsor, NY 12553

    $370,000

    Sold Nov 04, 2025

    299 Riley Rd, New Windsor, NY 12553

    • 2 Beds
    • 1 Bath
    • 1,194 Sq Ft
    • Built 1953

    Last Sold Summary

    • $310/SF
    • 29 Days On Market

    Current Estimated Value $371,698

    Last Listing Agent Donna Gennaro Howard Hanna Rand Realty

    299 Riley Rd, New Windsor, NY 12553
    • 1064 Washington Green, New Windsor, NY 12553

      Est $408,651

      Not Listed For Sale

      1064 Washington Green, New Windsor, NY 12553

      • 3 Beds
      • 2 Baths
      • 2,362 Sq Ft
      • Built 1990
      1064 Washington Green, New Windsor, NY 12553

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Paul Biagini Biagini Realty

  • 51 Keats Dr, New Windsor, NY 12553
    51 Keats Dr, New Windsor, NY 12553
    51 Keats Dr, New Windsor, NY 12553
    /31

    $529,500

    • 3 Beds
    • 2.5 Baths
    • 2,207 Sq Ft

    51 Keats Dr, New Windsor, NY 12553

    A true TRI-FECTA home in every sense of the word! Nestled in a wonderful neighborhood in New Windsor, it offers a spacious and versatile layout, perfect for comfortable everyday living and entertaining alike. A welcoming living room with soaring ceilings greet you as you enter. Step up to a bright eat-in kitchen with stainless steel appliances , plenty of storage space and a work peninsula

    Suzanne Sweeney RE/MAX Benchmark Realty Group

    51 Keats Dr, New Windsor, NY 12553
  • 86 Keats Dr, New Windsor, NY 12553

    $440,000

    Sold Aug 28, 2026

    86 Keats Dr, New Windsor, NY 12553

    • 3 Beds
    • 1.5 Baths
    • 1,704 Sq Ft
    • Built 1976

    Last Sold Summary

    • 4% Above List Price
    • $258/SF
    • 29 Days On Market

    Current Estimated Value $432,533

    Last Listing Agent Ronald Green KW MidHudson

    86 Keats Dr, New Windsor, NY 12553

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