Homes in ZIP Code 12553

• 

  Est $825,968 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 3,232 Sq Ft

  1021 Rolling Ridge, New Windsor, NY 12553

  1021 Rolling Ridge, New Windsor, NY 12553
• 

  

  

  /31

  $600,000 Pending

  • 5 Beds
  • 4 Baths
  • 3,000 Sq Ft

  2 Dimiceli St, New Windsor, NY 12553

  Welcome to 2 Dimiceli Street! A timeless and charming duplex nestled on a quiet, private street in New Windsor. Boasting nearly 3,000 sqft of living space, this property offers a unique layout ideal for both homeowners and investors. The first unit features 2 bedrooms and 2 bathrooms and is currently rented, offering immediate income potential. The second unit includes 2 bedrooms plus a bonus

  MARIA FUERTES Redfin Real Estate

  2 Dimiceli St, New Windsor, NY 12553
• 

  $380,000 Sold Dec 01, 2025

  5 Buttermilk Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,700 Sq Ft
  • Built 1983

  Last Sold Summary

  • 9% Above List Price
  • $224/SF
  • 0 Days On Market

  Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

  5 Buttermilk Dr, New Windsor, NY 12553
• 

  Est $387,999 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 2,028 Sq Ft

  705 Driftwood Ln, New Windsor, NY 12553

  705 Driftwood Ln, New Windsor, NY 12553
• 

  

  /2

  $184,900

  • 1 Bed
  • 1 Bath
  • 952 Sq Ft

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553

  Looking to downsize or for one level living, this unit is the perfect opportunity! This 2nd floor unit features a one bedroom, one full bath, a large living room, dining room, and kitchen. Covered porch located off of the kitchen. Washer, dryer and 2 AC wall units are included with this sale. The HOA fees cover heat, trash and snow removal. Enjoy the community pool on those hot Summer days and

  Lorri Miller 1st Independent Realty Grp

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553
• 

  $640,000 Sold Mar 14, 2025

  324 Chestnut Ave, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft
  • Built 1986

  Last Sold Summary

  • 3% Above List Price
  • $296/SF
  • 48 Days On Market

  Current Estimated Value $657,182

  Last Listing Agent Rebecca Bonhomme Howard Hanna Rand Realty

  324 Chestnut Ave, New Windsor, NY 12553
• 

  Est $384,551 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,672 Sq Ft

  175 Highwood Dr, New Windsor, NY 12553

  175 Highwood Dr, New Windsor, NY 12553
• 

  

  /32

  $695,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft

  38 Panorama Dr, New Windsor, NY 12553

  MOTIVATED SELLER – BRING ALL OFFERS!Welcome to an exceptional opportunity to own nearly 3,000 square feet of luxurious living in one of the area’s most sought-after upscale communities – The Reserve. Located within the highly rated Cornwall Central School District, this stunning residence combines elegance, comfort, and convenience in one perfect package.Step inside and experience the

  Kim O'Neil Hudson Valley Home Connection

  38 Panorama Dr, New Windsor, NY 12553
• 

  $340,000 Sold Jan 30, 2025

  251 Union Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft
  • Built 1941

  Last Sold Summary

  • 5% Above List Price
  • $324/SF
  • 56 Days On Market

  Current Estimated Value $350,360

  Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

  251 Union Ave, New Windsor, NY 12553
• 

  Est $408,497 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,190 Sq Ft

  609 Crab Apple Ln, New Windsor, NY 12553

  609 Crab Apple Ln, New Windsor, NY 12553
• 

  

  /33

  $134,900

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  125 King George Dr, New Windsor, NY 12553

  Discover this spacious and beautifully maintained 3-bedroom home offering nearly 1,400 sq ft in an ideal commuter location. Enjoy a bright, open floor plan featuring a large family room and a spacious kitchen with abundant cabinetry, generous counter space, stylish backsplash, and a skylight. The primary suite includes an en-suite bath with a relaxing garden tub, and walk in closet. While two

  Sandra Spector Howard Hanna Rand Realty

  125 King George Dr, New Windsor, NY 12553
• 

  $508,000 Sold Aug 15, 2025

  12 Truex Cir, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,874 Sq Ft
  • Built 1975

  Last Sold Summary

  • 2% Below List Price
  • $271/SF
  • 57 Days On Market

  Current Estimated Value $512,444

  Last Listing Agent Deborah Simmons Exit Realty Connections

  12 Truex Cir, New Windsor, NY 12553
• 

  Est $399,629 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,300 Sq Ft

  187 Highwood Dr, New Windsor, NY 12553

  187 Highwood Dr, New Windsor, NY 12553
• 

  

  /33

  $769,967 Pending

  • 3 Beds
  • 2.5 Baths
  • 3,516 Sq Ft

  50 Waterview Terrace, New Windsor, NY 12553

  Panoramic and spectacular Beaver Dam views from your beautiful Trex deck make every day of every season your own piece paradise!! 358' of lakefront make this one of the best lakefront properties anywhere! Oh yeah - the house - well that's awesome too. Lake views from almost every room, large kitchen with nook and double pantries, open family room with fireplace and turret style room full of

  Penny Alper Your Move Matters LLC

  50 Waterview Terrace, New Windsor, NY 12553
• 

  $350,000 Sold Jul 23, 2025

  1 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,542 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Below List Price
  • $227/SF
  • 48 Days On Market

  Current Estimated Value $375,402

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  1 Park Hill Dr, New Windsor, NY 12553
• 

  Est $335,324 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  502 Bayberry Ct, New Windsor, NY 12553

  502 Bayberry Ct, New Windsor, NY 12553
• 

  

  /38

  $575,000

  • 3 Beds
  • 2.5 Baths
  • 1,764 Sq Ft

  105 Shaker Ct N, New Windsor, NY 12553

  Tucked away on a quiet cul-de-sac in the sought-after Butter Hill Estates of New Windsor, this lovingly cared for home offers the kind of warmth and comfort you feel the moment you arrive. With easy access to NYC via Route 9W and the Palisades Parkway, it strikes the perfect balance between peaceful Hudson Valley living and everyday convenience. Adding to its charm, the home offers beautiful

  Rebecca Bonhomme Howard Hanna Rand Realty

  105 Shaker Ct N, New Windsor, NY 12553
• 

  $435,000 Sold Jun 03, 2025

  233 Daniher Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,732 Sq Ft
  • Built 1953

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 25 Days On Market

  Current Estimated Value $443,160

  Last Listing Agent Letoya Washington Howard Hanna Rand Realty

  233 Daniher Ave, New Windsor, NY 12553
• 

  Est $397,885 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,627 Sq Ft

  119 Highwood Dr, New Windsor, NY 12553

  119 Highwood Dr, New Windsor, NY 12553
• 

  

  /36

  $474,900 Pending

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

  35 Guernsey Dr, New Windsor, NY 12553

  BUTTER HILL ESTATES!! SPECTACULAR SPLIT! Prime Corner Lot! Open Floor Plan! 3 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Eat In Kitchen! Formal Dining with Sliders to Deck! Living Room! Family Room! Master Bedroom Suite! Cathedral Ceilings! Central Air! Beautiful Level Fenced in Private Yard! Great for Entertaining! Municipal Services! Perfect Commuter Location! Close to Major Highways, Buses,

  Amanda Dnistrian ARC Realty 1 in Sales

  35 Guernsey Dr, New Windsor, NY 12553
• 

  $485,000 Sold Dec 05, 2025

  117 Holly Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,731 Sq Ft
  • Built 1941

  Last Sold Summary

  • 4% Above List Price
  • $280/SF
  • 19 Days On Market

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

  117 Holly Dr, New Windsor, NY 12553
• 

  Est $340,571 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,163 Sq Ft

  506 Bayberry Ct, New Windsor, NY 12553

  506 Bayberry Ct, New Windsor, NY 12553
• 

  

  /36

  $489,000

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

  1 Townsend St, New Windsor, NY 12553

  Welcome to 1 Townsend Street, a well-maintained raised ranch set on a quiet cul-de-sac along a private road in New Windsor. This spacious four-bedroom, two-and-a-half-bath home offers the perfect blend of comfort, updates, and convenience within the highly sought-after Cornwall School District. The main level features a bright open layout with new flooring and a large kitchen appointed with

  Ammar Iqbal eXp Realty

  1 Townsend St, New Windsor, NY 12553
• 

  $402,000 Sold Jun 03, 2025

  26 Ellison Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Built 1957

  Last Sold Summary

  • 15% Above List Price
  • $276/SF
  • 18 Days On Market

  Current Estimated Value $422,388

  Last Listing Agent Abigail Anderson BHHS Hudson Valley Properties

  26 Ellison Dr, New Windsor, NY 12553
• 

  Est $390,241 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  300 Gazebo Ct, New Windsor, NY 12553

  300 Gazebo Ct, New Windsor, NY 12553
• 

  

  /21

  $139,000

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft

  10 Oakwood Terrace Unit 65, New Windsor, NY 12553

  Welcome to this beautifully maintained 1-bedroom co-op located in the desirable Oakwood Terrace community. This bright and clean unit offers a spacious layout with an abundance of closet space, perfect for comfortable and organized living. Step out onto your private balcony and enjoy peaceful outdoor space ideal for morning coffee or evening relaxation. The apartment features on-site laundry for

  Jennifer Lucas Keller Williams Realty

  10 Oakwood Terrace Unit 65, New Windsor, NY 12553
• 

  $825,000 Sold Mar 31, 2025

  129 Winding Brook Ct, New Windsor, NY 12553

  • 5 Beds
  • 3.5 Baths
  • 4,631 Sq Ft
  • Built 2006

  Last Sold Summary

  • 8% Below List Price
  • $178/SF
  • 56 Days On Market

  Current Estimated Value $857,655

  Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

  129 Winding Brook Ct, New Windsor, NY 12553
• 

  Est $310,790 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft

  309 Gazebo Ct, New Windsor, NY 12553

  309 Gazebo Ct, New Windsor, NY 12553
• 

  

  /23

  $449,900

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

  76 Creamery Dr, New Windsor, NY 12553

  Don’t miss this spacious and well-appointed 3-bedroom, 3-bath, Family Room and Fireplace home located in the desirable Butter Hill Estates neighborhood of New Windsor, NY. This property features a large inground pool perfect for summer entertaining, a 2-car garage and ample driveway parking, a cozy fireplace for relaxing evenings. Convenient location close to schools, shopping (including Woodbury

  Jeanette Santory Howard Hanna Rand Realty

  76 Creamery Dr, New Windsor, NY 12553
• 

  $475,000 Sold Apr 30, 2025

  19 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1981

  Last Sold Summary

  • $269/SF
  • 34 Days On Market

  Current Estimated Value $502,857

  Last Listing Agent Michael Canter Keller Williams Hudson Valley

  19 Creamery Dr, New Windsor, NY 12553
• 

  Est $375,896 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  400 Arbor Ln, New Windsor, NY 12553

  400 Arbor Ln, New Windsor, NY 12553
• 

  

  /38

  $700,000

  • 3 Beds
  • 2 Baths
  • 2,224 Sq Ft

  213 Orrs Mills Rd, Salisbury Mills, NY 12577

  Nestled in the Cornwall School District, this 3-bedroom, 2-bath raised ranch offers the perfect combination of modern updates and outdoor living.Step inside to find sunlit living spaces with hardwood floors, a modern kitchen with granite countertops, and beautifully updated bathrooms. The large primary bedroom provides comfort and privacy, while the flexible layout is ideal for today’s

  Ammar Iqbal eXp Realty

  213 Orrs Mills Rd, Salisbury Mills, NY 12577
• 

  $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

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  17 Purdys Ln, New Windsor, NY 12553
• 

  Est $395,418 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft

  501 Bayberry Ct, New Windsor, NY 12553

  501 Bayberry Ct, New Windsor, NY 12553
• 

  

  /33

  $529,899

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

  293 Garden St, New Windsor, NY 12553

  Fabulously Updated and Renovated Bi-Level style home with soaring ceilings and light-filled rooms awaits you in a wonderful neighborhood setting. This open-concept home is perfect for entertaining inside and out. Newly renovated kitchen with stainless steel appliances and cathedral ceilings is open to the living and dining areas. Both bathrooms have been remodeled with updated tile and finishes

  Ann Margaret Bolton eRealty Advisors, Inc

  293 Garden St, New Windsor, NY 12553
• 

  $406,000 Sold May 14, 2025

  243 Garden St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,292 Sq Ft
  • Built 1963

  Last Sold Summary

  • 4% Above List Price
  • $314/SF
  • 30 Days On Market

  Current Estimated Value $415,667

  Last Listing Agent David Mires Smitchger Realty

  243 Garden St, New Windsor, NY 12553
• 

  Est $299,268 Not Listed For Sale

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

  1195 Washington Green, New Windsor, NY 12553

  1195 Washington Green, New Windsor, NY 12553
• 

  

  /38

  $475,000 Pending

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

  14 Windsor Dr, New Windsor, NY 12553

  Welcome to 14 Windsor Drive, a beautifully renovated home in New Windsor offering a blend of classic charm and modern convenience. This 3-bedroom, 2-bath residence features a large living layout, hardwood floors, and abundant natural light. The kitchen is newly renovated with stainless steel appliances, ample cabinetry, and sleek countertops. The primary suite includes a private bath, and both

  Michael Cahill HomeSmart Homes & Estates

  14 Windsor 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

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

  109 Pine Dr, New Windsor, NY 12553
• 

  Est $304,600 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,100 Sq Ft

  1176 Washington Green, New Windsor, NY 12553

  1176 Washington Green, New Windsor, NY 12553

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