New Windsor, NY Homes

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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

  (845) 316-0718

  10 Oakwood Terrace Unit 110, New Windsor, NY 12553
• Explore New Windsor

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  /30

  $2,250 Per Month

  • 3 Beds
  • 1 Bath
  • 806 Sq Ft
  • House for Rent

  2 Mertes Ln, New Windsor, NY 12553

  Cozy 3-bedroom cape cod located in New Windsor near shopping, schools, parks and transportation. Hardwood floors throughout both floors. Extra-large bathroom, bedroom, eat in kitchen and living room on the 1st floor and 2 additional bedrooms with plenty of closet space. The lower walk out level has a laundry room, utility area plus 2 storage rooms. The driveway was just paved this year and there

  

  Frank Gerbes

  RE/MAX Benchmark Realty Group

  (845) 605-7625

  2 Mertes Ln, New Windsor, NY 12553
• 

  $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 $256,038

  Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

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

  Est $716,167

  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
• 

  

  

  /33

  $439,000

  $10K PRICE DROP Pending

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

  15 Riley Rd, New Windsor, NY 12553

  Welcome to 15 Riley Road: This delightful residence was fully renovated from top to bottom. Airy open living space with a gorgeous fire place, four bedrooms and two and a half bathrooms, split unit heating and cooling system.Brand new deck to sip coffee or a get together overlooking a great half an acre property!Do not miss this amazing opportunity!

  

  Inna Sobel

  Atelier Properties LLC

  (845) 666-3267

  15 Riley Rd, New Windsor, NY 12553
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  /35

  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

  (845) 335-3246

  

  11 Lafayette Dr, New Windsor Township, NY 12553
• 

  $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 $403,669

  Last Listing Agent Federico Prada Curasi Realty, Inc.

  6 Park Hill Dr, New Windsor, NY 12553
• 

  Est $794,194

  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
• 

  

  /34

  $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

  (845) 552-4103

  15 Guernsey Dr, New Windsor, NY 12553
• 

  

  /12

  $1,850 Per Month

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

  4 Riverview Ave Unit 1, New Windsor, NY 12553

  Spacious 2-bedroom, 1st-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

  

  Ammar Iqbal

  eXp Realty

  (845) 442-5750

  4 Riverview Ave Unit 1, New Windsor, NY 12553
• 

  $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 $371,990

  Last Listing Agent Matthew O'Hare Coldwell Banker Realty

  520 Shore Dr, New Windsor, NY 12553
• 

  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
• 

  

  /34

  $420,000

  $45K PRICE DROP Pending

  • 4 Beds
  • 2 Baths
  • 1,836 Sq Ft

  19 Split Tree Dr, New Windsor, NY 12553

  In a neighborhood where pride of ownership abounds, this 4-bedroom, 2 full bath bilevel home offers space, comfort, and wonderful potential. The home features beautiful hardwood floors, generous living areas, and a functional layout designed for everyday living. The bilevel design also offers potential for an in-law or extended living space, providing flexibility for a variety of needs. Enjoy

  

  Jade Oliverio

  Howard Hanna Rand Realty

  (845) 479-5933

  19 Split Tree Dr, New Windsor, NY 12553
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  /35

  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

  (845) 584-8744

  

  3000 Nicholas Brooks Ct, New Windsor, NY 12553
• 

  $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 $586,492

  Last Listing Agent Erin Connolly-Frontino Artisan Realty

  561 Toleman Rd, Rock Tavern, NY 12575
• 

  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
• 

  

  /20

  $175,000

  Pending

  • 2 Beds
  • 1 Bath
  • 944 Sq Ft

  10 Oakwood Terrace Unit 26, New Windsor, NY 12553

  This well-maintained third-floor co-op offers a comfortable and inviting layout featuring two bedrooms and one full bathroom. The unit includes a spacious living room with wall-to-wall carpeting and access to a private deck, perfect for relaxing. The dining area showcases beautiful hardwood floors, while the kitchen and bathroom are finished with durable ceramic tile. Both bedrooms are carpeted,

  

  Jodi Gillespie

  Gillespie Real Estate LLC

  (845) 539-0873

  10 Oakwood Terrace Unit 26, New Windsor, NY 12553
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  /49

  $3,600 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 Untied

  (845) 379-2137

  1115 Balsam Dr, New Windsor, NY 12553
• 

  $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 $387,778

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  1 Garden Dr, New Windsor, NY 12553
• 

  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
• 

  

  /48

  $575,000

  • 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

  (845) 682-5199

  116 Chestnut Dr, New Windsor, NY 12553
• 

  

  /35

  Starting at $1,995 Per Month

  • 1 - 2 Beds

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

  Welcome to Mountainview VillageMountain View Village is a serene and inviting community nestled on 10 acres of beautifully landscaped grounds with stunning mountain views. Located just minutes from the vibrant Newburgh waterfront, Stewart National Airport, and the world-renowned Woodbury Commons Premium Outlets, Mountainview Village offers the perfect blend of peaceful living and

  Mountainview Village

  (845) 614-9382

  

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

  $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 $725,227

  Last Listing Agent Tracy Dickerson Keller Williams Hudson Valley

  2044 Independence 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
• 

  

  /11

  $71,000

  $4K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 650 Sq Ft

  2 Mazies Ln Unit 3, New Windsor, NY 12553

  Welcome to an exceptional opportunity at 2 Mazies Lane, Lot #3. Located in the desirable Cornwall Park Community, offering a low lot rent of approximately $966. This fee conveniently includes school and property taxes, trash removal, road snow removal, and maintenance making it an ideal choice for those seeking a hassle-free lifestyle. Featuring a brand-new kitchen adorned with elegant granite

  

  Omar Harper

  Epique Realty

  (845) 241-8802

  2 Mazies Ln Unit 3, New Windsor, NY 12553
• 

  

  /25

  $3,800 Per Month

  • 3 Beds
  • 2 Baths
  • 2,248 Sq Ft
  • House for Rent

  14 Feitsma Ln, Rock Tavern, NY 12575

  Private 3-Bedroom Retreat with Pool, Extensive Garage Space, and Over an Acre of Land – Washingtonville Schools – Available June 1 Tucked away at the end of a private lane, this 3-bedroom, 2-bath home offers a rare combination of privacy, recreational amenities, and exceptional garage and storage/workshop space — all set on approximately 1.1 beautifully landscaped acres in the highly regarded

  

  Joseph Frullaney

  Real Broker NY LLC

  (329) 201-2108

  14 Feitsma Ln, Rock Tavern, NY 12575
• 

  $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 $279,422

  Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

  45 Clancy Ave, New Windsor, NY 12553
• 

  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
• 

  

  /49

  $849,000

  $10K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 3,206 Sq Ft

  75 Luthien Forrest Rd, Rock Tavern, NY 12575

  A grand entryway welcomes you into the main level, where a thoughtfully designed layout offers both openness and versatility. The inviting family room greets you upon entry, while a formal dining room provides the perfect setting for gatherings and celebrations. A dedicated home office offers a quiet workspace, and the convenient laundry room adds to the home’s practicality. The spacious kitchen

  

  Franky Garcia

  Howard Hanna Rand Realty

  (329) 201-2515

  75 Luthien Forrest Rd, Rock Tavern, NY 12575
• 

  

  /20

  Starting at $1,600 Per Month

  • 1 Bed

  1 On the Green, New Windsor Township, NY 12553

  UNDER NEW OWNERSHIP!!! Squire Village Apartments is located in Squire Village Condominium Community in the beautiful Hudson Valley region of New York. We are minutes from Newburgh waterfront, Orange County Community College, Mount Saint Mary College, Stewart Airport, West Point and St. Luke's Hospital. There are two train stations located nearby and it is only a short 90 minute commute to NYC.

  Squire Village Apartments

  (845) 666-3979

  1 On the Green, New Windsor Township, NY 12553
• 

  $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
• 

  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
• 

  

  /43

  $489,000

  • 4 Beds
  • 2 Baths
  • 1,320 Sq Ft

  13 Clarkview Rd, New Windsor, NY 12553

  Welcome to this spacious split-level home set on a desirable corner lot in New Windsor. Inside, you’ll find hardwood floors, an open kitchen with granite countertops and stainless steel appliances, and a layout that offers far more space than expected. The home features 4 bedrooms, with 3 located upstairs and an additional bedroom on the lower level, along with 2 beautifully renovated full

  

  Jade Oliverio

  Howard Hanna Rand Realty

  (845) 712-9076

  13 Clarkview Rd, New Windsor, NY 12553
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  /8

  Starting at $484 Per Month

  • 1 Bed

  1000 Heidi Ct, New Windsor Township, NY 12553

  The Amber Grove New Windsor apartments offer 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.Set in a wooded park-like setting, yet less than a half mile away from two major grocery stores and bus transportation to

  Amber Grove

  (845) 420-1750

  

  1000 Heidi Ct, New Windsor Township, NY 12553
• 

  $275,000

  Sold Nov 04, 2025

  1157 Washington Green, New Windsor, NY 12553

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

  Last Sold Summary

  • 4% Below List Price
  • $267/SF
  • 87 Days On Market

  Current Estimated Value $285,081

  Last Listing Agent Kimberly Behrens Howard Hanna Rand Realty

  1157 Washington Green, New Windsor, NY 12553
• 

  Est $271,192

  Not Listed For Sale

  64 Agnes Rd, New Windsor, NY 12553

  64 Agnes Rd, New Windsor, NY 12553

  Last Sold Summary

  • 176 Days On Market
• 

  

  /46

  $724,999

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

  3403 Red Coat Dr, New Windsor, NY 12553

  Situated in a highly accessible location, this spacious 4-bedroom, 2.5-bathroom Colonial home in the Cornwall School District is just a short drive from local restaurants, shopping centers, and scenic area parks, less than 10 minutes from Stewart International Airport, and offers easy access to major highways like Interstate 84 and Interstate 87, as well as incredible local attractions like the

  

  Richard Baxter

  Keller Williams Realty

  (845) 436-3726

  3403 Red Coat Dr, New Windsor, NY 12553
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  /20

  Starting at $1,745 Per Month

  • 1 - 3 Beds

  431 Blooming Grove Turnpike, New Windsor Township, NY 12553

  Rarely available: Totally renovated and updated- large luxury apartment in highly sought-after garden apartment community. Rent includes heat and cooking gas! This apartment has been beautifully renovated - with totally refinished floors, new kitchen with all new stainless steel appliances including dishwasher, new tile and backsplash, and completely new bathroom! With private balcony

  Sycamore Gardens

  (845) 375-3852

  431 Blooming Grove Turnpike, New Windsor Township, NY 12553
• 

  $206,000

  Sold Nov 13, 2025

  810 Blooming Grove Turnpike Unit 33, New Windsor, NY 12553

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

  Last Sold Summary

  • 1% Below List Price
  • $216/SF
  • 25 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc

  810 Blooming Grove Turnpike Unit 33, New Windsor, NY 12553
• 

  Not Listed For Sale

  253 Station Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 2024

  253 Station Rd, Rock Tavern, NY 12575

  Last Sold Summary

  • 54 Days On Market

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