New Windsor, NY Homes

• 

  $260,000

  Sold Mar 19, 2026

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $221/SF
  • 30 Days On Market

  Last Listing Agent Jahnny Crespo RE/MAX Town & Country

  276 Temple Hill Rd Unit 2604, New Windsor, NY 12553
• 

  Est $395,440

  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
• 

  

  

  /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
• 

  $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 $509,939

  Last Listing Agent Deborah Meurlin Exit Realty Connections

  12 Truex Cir, New Windsor, NY 12553
• 

  Est $427,531

  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
• 

  

  /17

  $279,000

  $10K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  79 Silver Spring Rd, New Windsor, NY 12553

  Charming 2-Bedroom Ranch offers a simple, functional layout with plenty of potential. The perfect chance to customize and make it your own. Whether you’re looking to downsize or step into homeownership, this property is a smart and affordable option with room to add value. Don’t miss it!

  Danielle Siltz RE/MAX Prime Properties

  79 Silver Spring Rd, New Windsor, NY 12553
• 

  

  /60

  $900,000

  Sold May 11, 2026

  106 Station Rd, Salisbury Mills, NY 12577

  • 3 Beds
  • 5 Baths
  • 3,000 Sq Ft
  • Built 1750

  Last Sold Summary

  • 18% Below List Price
  • $300/SF
  • 81 Days On Market

  Current Estimated Value $923,469

  Last Listing Agent Anthony D'Argenzio Houlihan Lawrence Inc.

  106 Station Rd, Salisbury Mills, NY 12577
• 

  Est $411,964

  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
• 

  

  /39

  $399,000

  Pending

  • 4 Beds
  • 1 Bath
  • 1,335 Sq Ft

  239 Leslie Ave, New Windsor, NY 12553

  239 Leslie Ave offers the perfect blend of charm, comfort, and convenience in one of New Windsor’s well-established neighborhoods. This beautifully maintained 4-bedroom Cape Cod sits on a spacious .34-acre lot with a fenced backyard, mature landscaping, and easy access to shopping, restaurants, gyms, major highways, and the NYS Thruway. Inside, you’ll find 1,335 square feet of inviting living

  Juan Bautista Serhant LLC

  239 Leslie Ave, 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 $376,727

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  1 Park Hill Dr, New Windsor, NY 12553
• 

  Est $346,521

  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
• 

  

  /35

  $469,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  335 Oak Dr, New Windsor, NY 12553

  Charming, well-maintained Colonial located in the sought-after Beaver Dam Lake Community. The home provides Lake Rights, Private Beach access, community center and park area. The home features 3 bedrooms including a large primary and two additional bedrooms with water views. Cozy living room with a working fireplace and a feature wall that is great for entertaining. Kitchen has granite

  Michael Scimeca Howard Hanna Rand Realty

  335 Oak Dr, New Windsor, NY 12553
• 

  $240,000

  Sold Mar 27, 2026

  276 Temple Hill Rd Unit 2513, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,176 Sq Ft
  • Built 1986

  Last Sold Summary

  • 9% Below List Price
  • $204/SF
  • 42 Days On Market

  Current Estimated Value $252,663

  Last Listing Agent Tameeka Williams KFortuna All Aspects Realty

  276 Temple Hill Rd Unit 2513, New Windsor, NY 12553
• 

  Est $341,396

  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
• 

  

  /38

  $537,999

  $37K PRICE DROP

  • 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 perfect blend of comfort, space, and Hudson valley charm. Conveniently located near 9W and the Palisades Parkway, commuting to NYC is a breeze while still enjoying the peace & beauty of the Hudson Valley living. Step through the double doors into a bright and inviting

  Rebecca Bonhomme Howard Hanna Rand Realty

  105 Shaker Ct N, 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

  Current Estimated Value $482,793

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

  117 Holly Dr, New Windsor, NY 12553
• 

  Est $344,281

  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
• 

  

  /21

  $389,900

  • 2 Beds
  • 2 Baths
  • 1,152 Sq Ft

  20 Hilltop Dr, New Windsor, NY 12553

  Welcome to 20 Hilltop Dr in New Windsor—an excellent opportunity for both investors and owner-occupants alike. Conveniently located with easy access to Interstate 84, the New York State Thruway, and Route 9W, this property offers an ideal location for commuters traveling throughout the Hudson Valley and beyond. Inside, you’ll find hardwood floors throughout much of the home, along with two full

  Martin Krakower eXp Realty

  20 Hilltop Dr, New Windsor, NY 12553
• 

  $610,000

  Sold Jan 27, 2026

  2033 Little Britain Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 2,698 Sq Ft
  • Built 2004

  Last Sold Summary

  • 5% Below List Price
  • $226/SF
  • 41 Days On Market

  Current Estimated Value $618,629

  Last Listing Agent Steve Esposito HomeSmart Homes & Estates

  2033 Little Britain Rd, Rock Tavern, NY 12575
• 

  Est $396,372

  Not Listed For Sale

  300 Gazebo Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,486 Sq Ft
  • Built 1993

  300 Gazebo Ct, New Windsor, NY 12553

  Last Sold Summary

  • 55 Days On Market
• 

  

  /24

  $474,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,910 Sq Ft

  804 Hawthorn Way, New Windsor, NY 12553

  Welcome to this meticulously maintained townhouse in the sought-after community of The Grove in New Windsor. Offering almost 2,000 square feet of living space spread out over three levels, this three bedroom, 2.5 bath home blends modern finishes with a great layout. Lots of natural light! Three spacious bedrooms including a well-appointed primary suite with a private en-suite bath, plus an

  Brian Smith River Realty Services, Inc.

  804 Hawthorn Way, New Windsor, NY 12553
• 

  $849,900

  Sold Nov 03, 2025

  558 Beattie Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2 Baths
  • 1,798 Sq Ft
  • Built 2010

  Last Sold Summary

  • $473/SF
  • 38 Days On Market

  Current Estimated Value $831,640

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  558 Beattie Rd, Rock Tavern, NY 12575
• 

  Est $316,543

  Not Listed For Sale

  309 Gazebo Ct, New Windsor, NY 12553

  • 2 Beds
  • 2 Baths
  • 1,222 Sq Ft
  • Built 1993

  309 Gazebo Ct, New Windsor, NY 12553

  Last Sold Summary

  • 28 Days On Market
• 

  

  /32

  $524,999

  • 5 Beds
  • 2.5 Baths
  • 2,821 Sq Ft

  8 Shaker Ct, New Windsor, NY 12553

  Nestled in prestigious Butter Hill Estates of New Windsor, in the heart of the Hudson Valley, 8 Shaker Court is waiting for you! Surrounded by majestic mountains, come home to this expansive, captivating colonial! Enjoy early mornings and late evenings on the large front patio, and plenty of fun to be had in the fenced in backyard! Also featuring a full basement, spacious driveway and 2-car

  Irena Lulashi Keller Williams Rlty Integrity

  8 Shaker Ct, 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 $410,999

  Last Listing Agent Gloria Merino RE/MAX Town & Country

  44 Cedar Ave, New Windsor, NY 12553
• 

  Est $387,575

  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
• 

  

  /35

  $600,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,394 Sq Ft

  9 Karen Ct, Rock Tavern, NY 12575

  Nestled on a quiet cul-de-sac in the heart of Rock Tavern, this spacious Colonial offers the perfect blend of privacy, comfort, and timeless charm. Set on approximately 1 acre of beautifully maintained property, this 4-bedroom, 2.5-bath home features over 2,300 square feet of living space designed for both everyday living and entertaining. Step inside to discover generously sized rooms, warm

  Kerri Stretch Howard Hanna Rand Realty

  9 Karen Ct, Rock Tavern, NY 12575
• 

  $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 $601,912

  Last Listing Agent Kristen Velez RE/MAX Benchmark Realty Group

  17 Purdys Ln, New Windsor, NY 12553
• 

  Est $409,005

  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
• 

  

  /38

  $999,999

  $150K PRICE DROP Pending

  • 5 Beds
  • 4.5 Baths
  • 3,752 Sq Ft

  104 Winding Brook Ct, New Windsor, NY 12553

  Beautiful single-family home featuring 5 bedrooms and 4.5 bathrooms, Plus a legal 1-bedroom, 1-bath in-law apartment in the basement—perfect for extended family or additional income. This home offers an array of premium upgrades, including a saltwater pool, Tesla solar panels, and a fully equipped home theater room. Enjoy outdoor living with a Trex deck and professionally designed landscape

  Raquel Berrios Nine28 Realty, LLC

  104 Winding Brook Ct, 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 $199,745

  Last Listing Agent jeff farnell John J Lease REALTORS Inc

  276 Temple Hill Rd Unit 2201, New Windsor, NY 12553
• 

  Est $296,862

  Not Listed For Sale

  1195 Washington Green, New Windsor, NY 12553

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

  1195 Washington Green, New Windsor, NY 12553

  Last Sold Summary

  • 73 Days On Market
• 

  

  /24

  $299,000

  $126K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,896 Sq Ft

  12 Elizabeth Ln, New Windsor, NY 12553

  NEW PRICE PENDING BANK APPROVAL!!! Welcome to 12 Elizabeth Lane in New Windsor — a well-maintained 3-bedroom, 1-bath ranch offering comfortable single-level living on a beautifully manicured 0.23-acre lot. Set on an elevated property with attractive curb appeal, this home features a spacious and functional layout with bright living spaces and generous storage throughout. The main living area

  Arya Rabinovits eRealty Advisors, Inc

  12 Elizabeth Ln, 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 $423,948

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

  109 Pine Dr, New Windsor, NY 12553
• 

  Est $313,090

  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
• 

  

  /48

  $824,999

  Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,425 Sq Ft

  35 Briarwood Ln, New Windsor, NY 12553

  Welcome to this stunning custom ranch located in the highly sought-after Briarwood Estates community within the Cornwall School District. Built in 2018 by Olympia Development, this beautifully maintained 3-bedroom, 2.5-bath home offers 2,425 square feet of thoughtfully designed one-level living space with exceptional indoor and outdoor amenities. Step inside to an open floor plan featuring

  Erin Talarico Howard Hanna Rand Realty

  35 Briarwood Ln, 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
• 

  Est $391,760

  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
• 

  

  /49

  $799,999

  • 6 Beds
  • 5 Baths
  • 4,407 Sq Ft

  8 Oak Dr, New Windsor, NY 12553

  Close your eyes and envision... a beautiful lake 3 blocks away to enjoy swimming, kayaking, fishing & beach sunsets... This desirable private lake community brings a whole new dimension to country life. A tranquil non motorboat lake in the highly sought after Beaver Dam Lake community in Cornwall school District is within your reach.. Welcome to an extraordinary opportunity, a rare offering with

  Rose Daversa Hudson Valley Home Connection

  8 Oak Dr, 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 $496,259

  Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

  14 Cherie Ln, New Windsor, NY 12553

Showing Results 241 - 280, Page 7 of 18