New Windsor, NY Homes

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  $489,000

  Coming Soon

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft

  10 Oak Ridge Dr, New Windsor, NY 12553

  Welcome to 10 Oak Ridge Drive, New Windsor—a spacious and beautifully maintained 3-bedroom, 2-full-bath home offering a warm, comfortable feel, a versatile layout, and plenty of space both inside and out. The main level welcomes you with hardwood floors, a bright and inviting living room, a dedicated dining area, and a well-appointed kitchen featuring granite countertops, newer stainless steel

  

  Ewa Kusmierek

  eXp Realty

  10 Oak Ridge Dr, New Windsor, NY 12553
• Explore New Windsor

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  $3,500 Per Month

  • 2 Beds
  • 3 Baths
  • 2,034 Sq Ft
  • Condo for Rent

  1115 Balsam Dr, New Windsor, NY 12553

  This amazing rental opportunity is waiting for you! This spacious 2-bedroom, 3-full-bathroom home offers comfort, convenience, and privacy. The main floor features a nicely sized, newly remodeled kitchen with stainless steel appliances & quartz countertops, a cozy living room with a gas fireplace, and an in-unit washer and dryer. The one-car garage provides plenty of additional storage space. A

  

  Dulce M Ferrera

  KW Hudson Valley United

  1115 Balsam Dr, New Windsor, NY 12553
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  $250,000

  Sold Apr 20, 2026

  276 Temple Hill Rd Unit 2606, New Windsor, NY 12553

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

  Last Sold Summary

  • 14% Below List Price
  • $213/SF
  • 176 Days On Market

  Current Estimated Value $255,028

  Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

  276 Temple Hill Rd Unit 2606, New Windsor, NY 12553
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  Est $727,165

  Not Listed For Sale

  505 Toleman Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,700 Sq Ft
  • Built 2023

  505 Toleman Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 219 Days On Market

  Last Listing Agent Paul Biagini Biagini Realty
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  /22

  $134,900

  $34K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 960 Sq Ft

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553

  Top floor, Spacious and sun-filled 1-bedroom, 1-bath end unit co-op offering 960 square feet of comfortable living. Located in a well-maintained complex, this corner unit features a private balcony, ideal for relaxing or entertaining. Enjoy access to a community pool and beautifully landscaped grounds, all within a quiet neighborhood setting. A commuter’s dream just minutes from both I-84 and

  

  RoseMarie Christner

  Stepping Stone Realty

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553
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  Starting at $1,800 Per Month

  • 1 - 3 Beds

  835 Blooming Grove Turnpike, New Windsor Township, NY 12553

  Find some of the most spacious one, two and three bedroom apartment homes in the desirable New Windsor, NY area. We provide clean, no-fee apartments at an affordable price. Enjoy the community amenities such as pool, playground and 24-hour maintenance. Conveniently located within walking distance of banks, buses/trains, the post-office, restaurants, and stores and just minutes from the Newburgh

  Knox Village

  

  835 Blooming Grove Turnpike, New Windsor Township, NY 12553
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  $285,000

  Sold Oct 01, 2025

  512 Riley Rd, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $297/SF
  • 66 Days On Market

  Current Estimated Value $500,244

  Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

  512 Riley Rd, New Windsor, NY 12553
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  Est $814,449

  Not Listed For Sale

  38 Swan Hollow Rd, New Windsor, NY 12553

  • 5 Beds
  • 3 Baths
  • 2,720 Sq Ft
  • Built 2023

  38 Swan Hollow Rd, New Windsor, NY 12553

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Theresa Budich Howard Hanna Rand Realty
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  $830,000

  $15K PRICE INCREASE

  • 4 Beds
  • 3.5 Baths
  • 3,188 Sq Ft

  84 Pin Oak Dr, New Windsor, NY 12553

  **A Private Resort-Style Retreat in the Heart of the Hudson Valley**Welcome to 84 Pin Oak Drive, a beautifully appointed custom ranch tucked away on nearly two private acres at the end of a quiet cul-de-sac in one of New Windsor's most desirable neighborhoods. Offering over 3,100 square feet of thoughtfully designed living space, this exceptional home combines luxurious one-level living with

  

  Heather Bragg

  River to Ridge Rlty Associates

  84 Pin Oak Dr, New Windsor, NY 12553
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  $2,750 Per Month

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft
  • Apartment for Rent

  394 Riley Rd Unit 1, New Windsor, NY 12553

  Enter through the screened front porch to this two-story apartment that is available for immediate occupancy. First floor has a large living room with hardwood floors. The remodeled kitchen has stainless steel refrigerator, range and microwave. There is an office or den or guest bedroom with hardwood floors and ceiling fan. The upper floor has 2 large newly carpeted bedrooms with plenty of

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  394 Riley Rd Unit 1, New Windsor, NY 12553
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  $405,000

  Sold Aug 19, 2025

  6 Park Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1958

  Last Sold Summary

  • 8% Above List Price
  • $368/SF
  • 16 Days On Market

  Current Estimated Value $410,035

  Last Listing Agent Federico Prada Curasi Realty, Inc.

  6 Park Hill Dr, New Windsor, NY 12553
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  Est $739,725

  Not Listed For Sale

  49 Swan Hollow Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 2020

  49 Swan Hollow Rd, New Windsor, NY 12553

  Last Sold Summary

  • 228 Days On Market

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group
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  $989,000

  $10K PRICE DROP

  • 7 Beds
  • 7 Baths
  • 5,625 Sq Ft

  10 Willys Ct, Rock Tavern, NY 12575

  Welcome to 10 Willys Court, an extraordinary custom colonial offering over 5,600 square feet of thoughtfully designed living space on a private 2.2-acre cul-de-sac in the heart of Rock Tavern. Combining exceptional size, versatility, and modern amenities, this one-of-a-kind residence features a truly authentic mother-daughter design—one of the area's rarest opportunities for multigenerational

  

  Joao Rodrigues

  Preferred Properties Real Esta

  10 Willys Ct, Rock Tavern, NY 12575
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  Starting at $2,125 Per Month

  • 1 - 2 Beds

  2201 Vails Gate Heights Dr, New Windsor Township, NY 12553

  Welcome to Mountainview VillageLIMITED TIME OFFER: $500 off security deposit - Applicants who submit an application at the time of their tour and are subsequently approved will receive $500 off their security depositMountain View Village is a serene and inviting community nestled on 10 acres of beautifully landscaped grounds with stunning mountain views. Located

  Mountainview Village

  

  2201 Vails Gate Heights Dr, New Windsor Township, NY 12553
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  $375,000

  Sold Nov 11, 2025

  520 Shore Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1948

  Last Sold Summary

  • 6% Below List Price
  • $391/SF
  • 78 Days On Market

  Current Estimated Value $375,505

  Last Listing Agent Matthew O'Hare Coldwell Banker Realty

  520 Shore Dr, New Windsor, NY 12553
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  Est $145,000

  Not Listed For Sale

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1965

  10 Oakwood Terrace Unit 50, New Windsor, NY 12553

  Last Sold Summary

  • 235 Days On Market

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group
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  $479,000

  • 4 Beds
  • 2 Baths
  • 2,025 Sq Ft

  703 Little Britain Rd, New Windsor, NY 12553

  Don't miss this inviting stone and brick 4-bedroom, 2-bath ranch on a 0.34-acre lot! The impressive oversized family room is the heart of the home, featuring a fireplace and beautiful wood accents that create a warm, welcoming atmosphere. The kitchen has been tastefully updated with butcher block countertops, a new stove, sink, microwave, and dishwasher. Both full bathrooms have been recently

  

  Carole McCann

  Hudson Heritage Realty

  703 Little Britain Rd, New Windsor, NY 12553
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  $1,850 Per Month

  • 2 Beds
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  4 Riverview Ave Unit 2, New Windsor, NY 12553

  2-bedroom, 2nd-floor apartment located in the heart of New Windsor, NY. Convenient commuter location with easy access to I-84, the NYS Thruway, Route 9W, and Stewart Airport. Close to shopping centers, restaurants, parks, schools, and public transportation. This well-located rental offers comfortable living with easy first-floor access and off-street parking. Enjoy being just minutes from

  

  Ammar Iqbal

  eXp Realty

  4 Riverview Ave Unit 2, New Windsor, NY 12553
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  $540,000

  Sold Feb 06, 2026

  561 Toleman Rd, Rock Tavern, NY 12575

  • 5 Beds
  • 3 Baths
  • 3,273 Sq Ft
  • Built 1989

  Last Sold Summary

  • 22% Below List Price
  • $165/SF
  • 204 Days On Market

  Current Estimated Value $603,267

  Last Listing Agent Erin Connolly-Frontino Artisan Realty

  561 Toleman Rd, Rock Tavern, NY 12575
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  Est $145,000

  Not Listed For Sale

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 800 Sq Ft
  • Built 1965

  10 Oakwood Terrace Unit 115, New Windsor, NY 12553

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Linda Chevallier RE/MAX Benchmark Realty Group
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  $319,000

  • 2 Beds
  • 1 Bath
  • 1,220 Sq Ft

  5 Beaverbrook Rd, New Windsor, NY 12553

  Welcome to this charming ranch in the desirable Beaver Dam Lake community, offering lake rights and a peaceful setting. This 2-bedroom, 1-bath home features approximately 1,220 square feet of living space with hardwood floors throughout most of the home, a spacious living room, kitchen, and dining area. Enjoy outdoor living on the deck overlooking vegetable gardens, plus the convenience of a

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  5 Beaverbrook Rd, New Windsor, NY 12553
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  Starting at $2,300 Per Month

  • 1 - 3 Beds

  11 Lafayette Dr, New Windsor Township, NY 12553

  Find Suburban Bliss at Hudson CommonsFind the lifestyle you?ve been looking for at Hudson Commons. Your pet-friendly 1, 2 & 3 bedroom apartment in New Windsor, New York, sparkles with custom finishes and upscale extras like stainless-steel appliances and luxury wood-style flooring, creating the perfect home for you and your crew. Spacious living areas and private patios and balconies add to

  Hudson Commons

  

  11 Lafayette Dr, New Windsor Township, NY 12553
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  $390,000

  Sold Aug 29, 2025

  1 Garden Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,305 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Above List Price
  • $299/SF
  • 14 Days On Market

  Current Estimated Value $392,325

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  1 Garden Dr, New Windsor, NY 12553
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  Est $145,000

  Not Listed For Sale

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1965

  10 Oakwood Terrace Unit 86, New Windsor, NY 12553

  Last Sold Summary

  • 35 Days On Market

  Last Listing Agent Steve Moreau Tactical Realty LLC
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  $525,000

  • 4 Beds
  • 2.5 Baths
  • 2,052 Sq Ft

  15 Guernsey Dr, New Windsor, NY 12553

  Welcome to 15 Guernsey Drive, a beautifully updated and meticulously maintained home nestled in one of New Windsor’s most desirable residential neighborhoods. Set on a spacious 0.39-acre lot, this move-in-ready property offers over 2,000 square feet of comfortable living space, combining modern updates, functional living areas, and a peaceful setting that’s perfect for today’s lifestyle. Inside,

  

  Ben & Brent Real Estate

  Keller Williams Village Sq Rlt

  15 Guernsey Dr, New Windsor, NY 12553
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  Starting at $607 Per Month

  • 1 - 2 Beds

  3000 Nicholas Brooks Ct, New Windsor, NY 12553

  The Temple Hill apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient 745 square foot room plan, each airy one-bedroom apartment provides the perfect home for individuals and families. Temple Hill also offers a limited number of 2-bedroom and 3-bedroom units.Set in a wooded park-like setting, yet less than

  Temple Hill Apartments

  

  3000 Nicholas Brooks Ct, New Windsor, NY 12553
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  $700,000

  Sold Aug 28, 2025

  2044 Independence Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2005

  Last Sold Summary

  • $249/SF
  • 21 Days On Market

  Current Estimated Value $740,314

  Last Listing Agent Tracy Dickerson Keller Williams Hudson Valley

  2044 Independence Dr, New Windsor, NY 12553
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  Est $939,112

  Not Listed For Sale

  152 Fox Hill Run, Rock Tavern, NY 12575

  • 4 Beds
  • 4 Baths
  • 4,897 Sq Ft
  • Built 2018

  152 Fox Hill Run, Rock Tavern, NY 12575

  Last Sold Summary

  • 41 Days On Market

  Last Listing Agent Joann Grando Joann Grando
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  $499,900

  • 3 Beds
  • 2.5 Baths
  • 1,812 Sq Ft

  41 Keats Dr, New Windsor, NY 12553

  Welcome home to this beautifully maintained Raised Ranch offering over 1,800 square feet of comfortable living space! From the moment you step inside, you'll appreciate the home's bright, open layout filled with natural light from an abundance of windows. This inviting home features 3 generously sized bedrooms and 2.5 bathrooms, with hardwood floors tucked beneath the bedroom carpeting, ready to

  

  Franky Garcia

  Howard Hanna Rand Realty

  41 Keats Dr, New Windsor, NY 12553
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  Starting at $1,900 Per Month

  • 1 - 2 Beds

  1000 Clark St, New Windsor Township, NY 12553

  Introducing- Summit Terrace Luxury Apartments, a luxury apartment rental community, nestled in the historic Town of New Windsor. Summit Terrace offers a convenient location with close proximity to a variety of shopping, dining and entertainment options and the convenience of easy access to I-87 NYS Thruway, I-84, Route 300 and more! Summit Terrace features some of the finest appointments that

  Summit Terrace Luxury Apartments

  

  1000 Clark St, New Windsor Township, NY 12553
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  $570,000

  Sold Jul 02, 2026

  209 Summit Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,883 Sq Ft
  • Built 1972

  Last Sold Summary

  • 18% Above List Price
  • $303/SF
  • 24 Days On Market

  Current Estimated Value $544,497

  Last Listing Agent Melissa Forsyth Hudson Valley Home Connection

  209 Summit Dr, New Windsor, NY 12553
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  Not Listed For Sale

  501 Watch Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2013

  501 Watch Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 43 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  $575,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,900 Sq Ft

  116 Chestnut Dr, New Windsor, NY 12553

  Welcome to this beautifully updated Cape Cod, ideally situated in Lacey Field, one of New Windsor’s most desirable and charming neighborhoods. From the moment you arrive, the large rocking-chair front porch sets the tone for a home that feels warm, welcoming, and impeccably maintained. Inside, you’ll find hardwood floors, thoughtfully updated kitchen and baths, and a comfortable layout that

  

  Jade Oliverio

  Howard Hanna Rand Realty

  116 Chestnut Dr, New Windsor, NY 12553
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  Starting at $480 Per Month

  • 1 Bed

  2115 Senior Ct, New Windsor Township, NY 12553

  New Windsor Senior Housing offers a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient floor plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.New Windsor Senior Housing is conveniently located close to excellent dining and two major shopping centers, as well as medical walk

  New Windsor Senior Housing

  

  2115 Senior Ct, New Windsor Township, NY 12553
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  $250,000

  Sold Nov 24, 2025

  45 Clancy Ave, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 980 Sq Ft
  • Built 1915

  Last Sold Summary

  • $255/SF
  • 82 Days On Market

  Current Estimated Value $281,297

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  45 Clancy Ave, New Windsor, NY 12553
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  Not Listed For Sale

  21 Nevis Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 2017

  21 Nevis Dr, New Windsor, NY 12553

  Last Sold Summary

  • 90 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty
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  $620,000

  Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,879 Sq Ft

  12 Buttermilk Dr, New Windsor, NY 12553

  Stunning four-bedroom Colonial located in Butterhill Estates neighborhood of New Windsor and within the CORNWALL SCHOOL DISTRICT, offering spacious living areas and a functional layout ideal for everyday living and entertaining. The home features a formal living room, formal dining room, family room with a wood-burning fireplace, and a large updated kitchen with appliances replaced between

  

  Samantha Ortiz

  Howard Hanna Rand Realty

  12 Buttermilk Dr, New Windsor, NY 12553
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  Starting at $1,460 Per Month

  • Studio - 3 Beds

  336 Old Forge Hill Rd, New Windsor Township, NY 12553

  Located in historic New Windsor, NY, Old Forge Apartments has much to offer! We are close to local shopping, restaurants, and mass transit. Our apartments are spacious with updated features, laundry faculties in each building, on site parking, and 24 hour emergency maintenance. We are located in the Newburgh Enlarged City School District. Come visit to see all of the conveniences of living at Old

  Old Forge

  

  336 Old Forge Hill Rd, New Windsor Township, NY 12553
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  $208,000

  Sold Dec 08, 2025

  Lot 6 Bethlehem Rd, New Windsor, NY 12553

  • Land
  • 2.13 Acres
  • $97,653 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 348 Days On Market

  Last Listing Agent Shawn Larry SHAHAR Management LLC

  Lot 6 Bethlehem Rd, New Windsor, NY 12553
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  Not Listed For Sale

  18 Square Hill Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft
  • Built 2005

  18 Square Hill Rd, New Windsor, NY 12553

  Last Sold Summary

  • 32 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

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