New Windsor Township, NY Homes

• 

  $77,900 Sold Jan 07, 2026

  412 Sand Gate Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 728 Sq Ft
  • Built 2018

  Last Sold Summary

  • 13% Below List Price
  • $107/SF
  • 127 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  412 Sand Gate Dr, New Windsor, NY 12553
• 

  Est $744,854 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,242 Sq Ft

  1008 Pine View, New Windsor, NY 12553

  1008 Pine View, New Windsor, NY 12553
• 

  

  

  /23

  $449,900 Pending

  • 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
• 

  $300,000 Sold Mar 12, 2025

  1133 Washington Green, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,029 Sq Ft
  • Built 1989

  Last Sold Summary

  • 2% Below List Price
  • $292/SF
  • 99 Days On Market

  Current Estimated Value $309,512

  Last Listing Agent Elizabeth Nemeth John J Lease REALTORS Inc

  1133 Washington Green, New Windsor, NY 12553
• 

  Est $686,627 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,714 Sq Ft

  1047 Rolling Ridge, New Windsor, NY 12553

  1047 Rolling Ridge, New Windsor, NY 12553
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  /33

  $529,899 Pending

  • 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
• 

  $475,000 Sold Dec 22, 2025

  1802 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2012

  Last Sold Summary

  • $222/SF
  • 32 Days On Market

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  1802 Hawthorn Way, New Windsor, NY 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
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  /24

  $329,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  302 Lake Rd, Salisbury Mills, NY 12577

  Step inside to find brand-new everything—flooring, siding, windows, electric panel, appliances, kitchen... you get the idea! This home may be cozy in size, but every inch has been thoughtfully updated so you can move right in and enjoy hassle-free living. Out back, a completely rebuilt deck overlooks your 1.3 acres, offering the perfect place to relax, entertain, or simply take in the peace and

  Nicole Gold RE/MAX Benchmark Realty Group

  302 Lake Rd, Salisbury Mills, NY 12577
• 

  $255,500 Sold May 21, 2025

  3 Jennifer Ct, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,076 Sq Ft
  • Built 1881

  Last Sold Summary

  • 2% Below List Price
  • $237/SF
  • 132 Days On Market

  Current Estimated Value $276,300

  Last Listing Agent Win Morrison Win Morrison Realty

  3 Jennifer Ct, 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
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  /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
• 

  $320,000 Sold Sep 16, 2025

  505 Barberry Ln Unit 91, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1988

  Last Sold Summary

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

  Current Estimated Value $323,606

  Last Listing Agent JOHN SCARANO Keller Williams Realty

  505 Barberry Ln Unit 91, 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
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  /60

  $985,000

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

  106 Station Rd, Rock Tavern, NY 12575

  Welcome to Slatefield Farmstead, a modern farmhouse set on over ten pastoral acres in peaceful Salisbury Mills. A long private drive leads to its clapboard façade and durable tin roof, surrounded by rolling fields. Once part of a working dairy farm, the farmhouse has wide plank floors, a chef's kitchen, and an inviting in-law suite. Modern systems including a new furnace and septic, Lutron

  Anthony D'Argenzio Houlihan Lawrence

  106 Station Rd, Rock Tavern, NY 12575
• 

  $535,000 Sold Aug 27, 2025

  309 Maple Ave, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,526 Sq Ft
  • Built 1927

  Last Sold Summary

  • 2% Above List Price
  • $212/SF
  • 47 Days On Market

  Current Estimated Value $536,926

  Last Listing Agent Jennifer Rivera Keller Williams Realty

  309 Maple 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
• 

  

  /37

  $484,999 Pending

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

  81 Blooming Grove Turnpike, New Windsor, NY 12553

  Welcome to 81 Blooming Grove Turnpike, New Windsor, NY — a spacious and versatile Cape Cod–style home offering over 2,200 square feet of living space. With 3 bedrooms, 2 full baths, and 1 half bath, this property offers a rare combination of comfort, character, and flexibility with a great mother–daughter setup that truly lives like two homes in one. The first wing features a renovated kitchen

  Philip Szumlaski Keller Williams Realty

  81 Blooming Grove Turnpike, New Windsor, NY 12553
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  $375,000 Sold Dec 23, 2025

  9 Louise Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft
  • Built 1974

  Last Sold Summary

  • 23% Below List Price
  • $214/SF
  • 223 Days On Market

  Last Listing Agent JoCATENA HARGROVE Century 21 Hudson Valley Rlty.

  9 Louise Dr, New Windsor, NY 12553
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  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
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  /43

  $399,000 Pending

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

  221 Tamerisk Ln, New Windsor, NY 12553

  Move right into this beautifully updated unit in Plum Point on the Hudson, located in desirable New Windsor, NY! This light, bright, and airy home features spacious rooms, brand new floors, fresh paint, updated bathrooms, and a modern kitchen. Includes a garage and offers fantastic value with LOW taxes! Enjoy the community’s amenities including an in-ground pool, playground, and clubhouse. Just

  Naomi Streicher Q Home Sales

  221 Tamerisk Ln, New Windsor, NY 12553
• 

  $208,000 Sold Dec 08, 2025

  Lot 1 Bethlehem Rd, New Windsor, NY 12553

  • Land
  • 1.52 Acres
  • $136,842 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 348 Days On Market

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  Lot 1 Bethlehem Rd, 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
• 

  

  /30

  $424,900 Pending

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

  11 Sunset Dr, New Windsor, NY 12553

  Welcome to your perfect starter home or downsizing dream in the heart of New Windsor! This charming ranch-style home offers the comfort of single-level living with three spacious bedrooms and two full bathrooms spread across 1,595 square feet of thoughtfully designed space. The heart of this home is the beautifully updated kitchen, featuring elegant granite countertops and gleaming

  ALDO TROPEANO Sams Realty

  11 Sunset Dr, New Windsor, NY 12553
• 

  $485,000 Sold Feb 27, 2025

  87 Forest Hill Rd, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,600 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Above List Price
  • $187/SF
  • 35 Days On Market

  Current Estimated Value $504,613

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate

  87 Forest Hill Rd, 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
• 

  

  /31

  $899,000

  • 4 Beds
  • 3.5 Baths
  • 2,856 Sq Ft

  86 Frank St, New Windsor, NY 12553

  "EXCEPTIONAL CRAFTSMAN" - Luxury living in a prime location at Meadow Brook Estates welcomes you home to 86 Frank Street, New Windsor, NY. Discover a truly special new construction in one of the Hudson Valley's most sought after new subdivisions, offering municipal services, natural gas, and the award winning Cornwall Central School District. This extraordinary Craftsman style residence sits on a

  Amy Wilhelm Corcoran Baer & McIntosh

  86 Frank St, New Windsor, NY 12553
• 

  $525,000 Sold Aug 22, 2025

  491 Toleman Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 1,838 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $286/SF
  • 20 Days On Market

  Current Estimated Value $520,932

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

  491 Toleman Rd, Rock Tavern, NY 12575
• 

  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
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  /41

  $219,000

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

  312 Brittany Terrace Unit 312, Rock Tavern, NY 12575

  Come discover this beautifully maintained home where pride of ownership truly shines, offering exceptional one-level living in the desirable Brittany Terrace 55+ community of Rock Tavern. This bright and spacious 2–3 bedroom, 2-bath home features 1,568 sq ft of comfortable living space with a well-appointed kitchen boasting abundant cabinetry, ample counter space, maple cabinets, a cook-top

  Sandra Spector Howard Hanna Rand Realty

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

  $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
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  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
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  /35

  $630,000

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

  58 Red Maple Way, New Windsor, NY 12553

  This stunning New Windsor Colonial is perfectly situated in the sought-after Windsor Woods subdivision. Backing up to woods, this 1 acre property enjoys a peaceful backdrop of protected green space that will remain undeveloped. This home offers wonderful curb appeal with its inviting front porch with swing and paver walkway, all in a highly desirable neighborhood that blends natural beauty,

  Gina De Cerbo RE/MAX Benchmark Realty Group

  58 Red Maple Way, New Windsor, NY 12553
• 

  $380,000 Sold Jan 16, 2026

  3 Saint Anne Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,392 Sq Ft
  • Built 1959

  Last Sold Summary

  • 5% Below List Price
  • $273/SF
  • 104 Days On Market

  Last Listing Agent Penny Alper Your Move Matters LLC

  3 Saint Anne Dr, New Windsor, NY 12553
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  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
• 

  

  /50

  $519,000

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

  3 Garden Dr, New Windsor, NY 12553

  Welcome to this beautifully renovated, move-in-ready 3 bedroom, 2-bath home in New Windsor, offering modern comfort, stylish finishes, and exceptional indoor-outdoor living. Completely gutted and rebuilt in 2021 by a professional contractor, all major systems and aesthetics have been fully updated for peace of mind. The open, bright layout features a brand-new kitchen (2021), renovated bathrooms,

  Chand Kakar Howard Hanna Rand Realty

  3 Garden Dr, New Windsor, NY 12553
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  $256,000 Sold Sep 18, 2025

  8 E Green Rd, Rock Tavern, NY 12575

  • 5 Beds
  • 2 Baths
  • 1,962 Sq Ft
  • Built 1947

  Last Sold Summary

  • 14% Below List Price
  • $130/SF
  • 47 Days On Market

  Current Estimated Value $281,026

  Last Listing Agent Joy Gallagher Weichert Realtors

  8 E Green Rd, Rock Tavern, NY 12575
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  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
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  /39

  $539,000 Open Sun 1PM - 3PM

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

  2 Split Tree Dr, New Windsor, NY 12553

  Stunning Corner-Lot with Inground Pool & Prime Commuter Access! Welcome to this beautiful 4 bedroom, 2 and a half bath split level home perfectly situated on a picturesque corner lot with magnificent landscaping and exceptional outdoor living. Designed for both comfort and entertaining, the property features a sparkling inground pool, expansive patio, and lush, professionally maintained grounds

  Jodi Visconti Howard Hanna Rand Realty

  2 Split Tree Dr, New Windsor, NY 12553
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  $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

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