New Windsor, NY Homes

• 

  Est $492,641 Not Listed For Sale

  17 Ona Ln, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,848 Sq Ft
  • Built 1965

  17 Ona Ln, New Windsor, NY 12553

  Last Sold Summary

  • 16% Above List Price
  • $230/SF
  • 18 Days On Market

  • Last Sold Price $425,000
  • May 25, 2023

  Last Listing Agent Hayley Butterfield LPT Realty Tri-State, LLC
• 

  

  

  /30

  $482,000

  • 3 Beds
  • 2.5 Baths
  • 2,050 Sq Ft

  257 Lake Rd, Salisbury Mills, NY 12577

  Nestled in the charming Beaver Dam Lake community, this split level house offers a fantastic expansion opportunity on a private 1.2 acre land. A possible full in-law apt, at the lower level, in the Washingtonville CSD. The spacious backyard is perfect for outdoor gatherings or relaxation with a creek connected to the Beaver Dam Lake, with included lake rights. Located in a friendly quiet

  Derek Greene Greene Realty Group

  257 Lake Rd, Salisbury Mills, NY 12577
• 

  $235,000 Sold Dec 15, 2025

  810 Blooming Grove Turnpike Unit 84, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,260 Sq Ft
  • Built 1965

  Last Sold Summary

  • 7% Below List Price
  • $187/SF
  • 177 Days On Market

  Last Listing Agent Lindsay Knowles Howard Hanna Rand Realty

  810 Blooming Grove Turnpike Unit 84, New Windsor, NY 12553
• 

  Est $485,473 Not Listed For Sale

  15 Park Hill Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,200 Sq Ft
  • Built 1981

  15 Park Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 8% Above List Price
  • $205/SF
  • 69 Days On Market

  • Last Sold Price $450,000
  • Feb 07, 2025

  Last Listing Agent Kathleen Rafferty RE/MAX Benchmark Realty Group
• 

  

  

  /50

  $899,000 Open Sat 11AM - 1PM

  • 5 Beds
  • 3.5 Baths
  • 3,510 Sq Ft

  3002 Molly Pitcher Dr, New Windsor, NY 12553

  Located in the highly sought-after Reserve neighborhood of New Windsor and within the award-winning Cornwall School District, 3002 Molly Pitcher Drive presents an exceptional opportunity to own a beautifully appointed Colonial offering approximately 3,510 square feet of refined living space. Perfectly positioned on a spacious corner lot, this impressive residence blends elegant design, modern

  Steve Moreau Tactical Realty LLC

  3002 Molly Pitcher Dr, New Windsor, NY 12553
• 

  $385,000 Sold Aug 29, 2025

  281 Union Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,897 Sq Ft
  • Built 1992

  Last Sold Summary

  • 9% Below List Price
  • $203/SF
  • 55 Days On Market

  Current Estimated Value $418,980

  Last Listing Agent Karyn Hudgens-Gorman Weichert Realtors

  281 Union Ave, New Windsor, NY 12553
• 

  Est $375,621 Not Listed For Sale

  45 Park Hill Dr, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,040 Sq Ft
  • Built 1966

  45 Park Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 22% Above List Price
  • $297/SF
  • 9 Days On Market

  • Last Sold Price $309,000
  • Dec 22, 2023

  Last Listing Agent Kathy Dawson Howard Hanna Rand Realty
• 

  

  /11

  $699,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,390 Sq Ft

  89 James Wilkinson Rd, Rock Tavern, NY 12575

  Your next chapter starts here—make this exceptional home yours!! This elegant Colonial is set on over 2.5 private wooded acres, surrounded by natural beauty and mature trees. The home offers a beautiful kitchen, renovated baths, newly refinished hardwood floors, and central air for year-round comfort.Featuring 4 spacious bedrooms, including a primary suite with private bath, and generous

  Joseph Rosenfeld Flag Realty Group

  89 James Wilkinson Rd, Rock Tavern, NY 12575
• 

  $545,000 Sold Jul 16, 2025

  212 Butter Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,004 Sq Ft
  • Built 1984

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 31 Days On Market

  Current Estimated Value $556,246

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  212 Butter Hill Dr, New Windsor, NY 12553
• 

  Est $487,679 Not Listed For Sale

  12 Park Hill Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 2,556 Sq Ft
  • Built 1959

  12 Park Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 30% Above List Price
  • $147/SF
  • 42 Days On Market

  • Last Sold Price $375,000
  • Jun 20, 2023

  Last Listing Agent Jeaneth Pino-Bartchak RE/MAX Benchmark Realty Group
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  /12

  $300,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  77 Melrose Ave, New Windsor, NY 12553

  ITS NOT PERFECT and thats why you can buy this 3 Bedroom fixer upper Ranch at this price, located in New Windsor and offering an opportunity for rental or resale. Featuring natural gas, municipal water and sewer, this home provides a solid foundation for your vision. The layout offers single-level living with the added bonus of a full basement with 1 car garage adds the possibility to be finished

  Gina De Cerbo RE/MAX Benchmark Realty Group

  77 Melrose Ave, New Windsor, NY 12553
• 

  $319,900 Sold Sep 30, 2025

  1047 Washington Green Unit 1047, New Windsor, NY 12553

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

  Last Sold Summary

  • $311/SF
  • 40 Days On Market

  Current Estimated Value $323,514

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  1047 Washington Green Unit 1047, New Windsor, NY 12553
• 

  Est $481,607 Not Listed For Sale

  221 Dairy Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,704 Sq Ft
  • Built 1986

  221 Dairy Ln, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $264/SF
  • 18 Days On Market

  • Last Sold Price $450,000
  • Oct 25, 2023

  Last Listing Agent William Bergin RE/MAX Benchmark Realty Group
• 

  

  /35

  $675,000

  • 4 Beds
  • 3 Baths
  • 2,848 Sq Ft

  24 Sesame St, Rock Tavern, NY 12575

  Come and see this bright colonial bathed in sunlight on a private cul de sac located in Rock Tavern in the Washingtonville School District. Sitting on 3.3 acres, 24 Sesame Street offers all the amenities, with beautiful views from the expansive deck, and a sunny private backyard. The spacious eat-in kitchen leads to the great room, graced with vaulted ceilings and a wood burning fireplace..

  Jennifer Fisher Keller Williams Realty

  24 Sesame St, Rock Tavern, NY 12575
• 

  $565,000 Sold Dec 10, 2025

  40 Clara Ave, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 3,070 Sq Ft
  • Built 1977

  Last Sold Summary

  • 6% Below List Price
  • $184/SF
  • 27 Days On Market

  Current Estimated Value $587,987

  Last Listing Agent Eric Staub Keller Williams NY Realty

  40 Clara Ave, New Windsor, NY 12553
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  Est $527,678 Not Listed For Sale

  219 Dairy Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,864 Sq Ft
  • Built 1986

  219 Dairy Ln, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $264/SF
  • 42 Days On Market

  • Last Sold Price $492,500
  • Jan 02, 2024

  Last Listing Agent Kathleen Rafferty RE/MAX Benchmark Realty Group
• 

  

  /24

  $245,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  128 Brittany Terrace Unit 128, Rock Tavern, NY 12575

  Motivated Seller Welcome to this inviting 3-bedroom, 2-bath home located in the desirable Brittany Terrace 55+ community in Rock Tavern, NY. This well-maintained residence features a bright, open floor plan ideal for both everyday living and entertaining. The spacious living room is filled with natural light and flows seamlessly into the dining area and well-appointed kitchen. The kitchen offers

  Joseph Rubeo Keller Williams Hudson Valley

  128 Brittany Terrace Unit 128, Rock Tavern, NY 12575
• 

  $486,000 Sold Aug 20, 2025

  2602 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,139 Sq Ft
  • Built 2013

  Last Sold Summary

  • 1% Above List Price
  • $227/SF
  • 18 Days On Market

  Current Estimated Value $506,701

  Last Listing Agent Kichka Pascaru Christie's Int. Real Estate

  2602 Hawthorn Way, New Windsor, NY 12553
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  Est $500,272 Not Listed For Sale

  211 Dairy Ln, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 1,864 Sq Ft
  • Built 1986

  211 Dairy Ln, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $260/SF
  • 50 Days On Market

  • Last Sold Price $485,000
  • Aug 02, 2024

  Last Listing Agent Edwin Molina RE/MAX Benchmark Realty Group
• 

  

  /40

  $679,000

  • 4 Beds
  • 2.5 Baths
  • 3,242 Sq Ft

  2 Melissa Ln, Washingtonville, NY 10992

  Welcome to 2 Melissa Lane, located in a serene and scenic setting. This beautiful 4-bedroom, 2 1/2-bathroom home offers a perfect blend of comfort, style, and functionality. Step inside to find a large entryway with wide stairs leading up to the 2nd floor, gleaming hardwood floors and an abundance of natural light throughout the main level. The house has been well maintained and cared for. This

  Pauline Washington VYLLA Home

  2 Melissa Ln, Washingtonville, NY 10992
• 

  $720,000 Sold Nov 10, 2025

  395 Toleman Rd, Rock Tavern, NY 12575

  • 4 Beds
  • 2.5 Baths
  • 2,480 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $290/SF
  • 49 Days On Market

  Current Estimated Value $732,600

  Last Listing Agent Jessica Evans Keller Williams Hudson Valley

  395 Toleman Rd, Rock Tavern, NY 12575
• 

  Est $529,170 Not Listed For Sale

  14 Cheddar Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft
  • Built 1984

  14 Cheddar Ln, New Windsor, NY 12553

  Last Sold Summary

  • 6% Above List Price
  • $287/SF
  • 46 Days On Market

  • Last Sold Price $500,000
  • Mar 27, 2024

  Last Listing Agent Nazma Sooknanan Nazma Real Estate LLC
• 

  

  /25

  $274,900

  • 2 Beds
  • 1 Bath
  • 715 Sq Ft

  43 Lafayette Dr, New Windsor, NY 12553

  Whether you're looking for your first home or a smart investment opportunity, this property checks all the boxes. Located in the Cornwall School District and conveniently close to Route 9W, it’s ideal for commuters. Plus, you’re just a short drive to the Newburgh waterfront—home to great dining, entertainment, and beautiful river views. Property is corner, white property.

  Sammy Zambrano Keller Williams Realty

  43 Lafayette Dr, New Windsor, NY 12553
• 

  $369,900 Sold Oct 09, 2025

  9 Kearney Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1959

  Last Sold Summary

  • 8% Below List Price
  • $385/SF
  • 128 Days On Market

  Current Estimated Value $368,689

  Last Listing Agent Nicholas Cuomo Keller Williams Realty

  9 Kearney Dr, New Windsor, NY 12553
• 

  /2

  Est $492,089 Not Listed For Sale

  21 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft
  • Built 1986

  21 Guernsey Dr, New Windsor, NY 12553

  Last Sold Summary

  • 7% Below List Price
  • $269/SF

  • Last Sold Price $460,000

  Last Listing Agent Lindsay Rothman Compass Greater NY LLC
• 

  

  /48

  $820,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 3,342 Sq Ft

  59 Luthien Forrest Rd, Rock Tavern, NY 12575

  *NEW WINDSOR TOWNSHIP* Come view this beautiful brick Majestic Colonial style home situated in a highly sought after neighborhood of Rock Tavern. This spacious 4bd 3bth with 3,342 sq.ft. that sits on almost 2.0 acres of beautiful sprawling property is ready to view. The impressive two-story grand entryway flooded with natural light which flows seamlessly into a bright living room and formal

  Patricia Nardone R2M Realty Inc.

  59 Luthien Forrest Rd, Rock Tavern, NY 12575
• 

  $445,000 Sold Jan 13, 2026

  20 Cedar Ln, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,746 Sq Ft
  • Built 1988

  Last Sold Summary

  • $255/SF
  • 51 Days On Market

  Current Estimated Value $444,351

  Last Listing Agent Jodi Gillespie Gillespie Real Estate LLC

  20 Cedar Ln, New Windsor, NY 12553
• 

  Est $516,773 Not Listed For Sale

  15 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,052 Sq Ft
  • Built 1986

  15 Guernsey Dr, New Windsor, NY 12553

  Last Sold Summary

  • 4% Above List Price
  • $243/SF
  • 26 Days On Market

  • Last Sold Price $499,000
  • May 22, 2024

  Last Listing Agent Kathleen Rafferty RE/MAX Benchmark Realty Group
• 

  

  /7

  $99,900

  • Land
  • 23,256 Sq Ft
  • $187,114 per Acre

  179 Riley Rd, New Windsor, NY 12553

  BUILD YOUR DREAM HOUSE on this leveled lot located in a prime location in New Windsor. The lot is half an acre (100’X228’)with R3 zoning. The Lot has water, sewer and electrical connections easy to be activated. It is located close to New homes in a residential area, and within a short distance to Stewart airport, shopping & restaurants, See attached map.

  Lee Raphael River Realty Services, Inc.

  179 Riley Rd, New Windsor, NY 12553
• 

  $550,000 Sold Jan 29, 2026

  168 Toleman Rd, Washingtonville, NY 10992

  • 3 Beds
  • 2.5 Baths
  • 1,984 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Above List Price
  • $277/SF
  • 35 Days On Market

  Current Estimated Value $543,364

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty

  168 Toleman Rd, Washingtonville, NY 10992
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  Est $506,587 Not Listed For Sale

  7 Creamery Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,058 Sq Ft
  • Built 1986

  7 Creamery Dr, New Windsor, NY 12553

  Last Sold Summary

  • 7% Above List Price
  • $231/SF
  • 11 Days On Market

  • Last Sold Price $475,000
  • Sep 22, 2023

  Last Listing Agent Elaine Thomas Century 21 Alliance Rlty Group
• 

  

  /4

  $899,999

  • 4 Beds
  • 2.5 Baths
  • 3,098 Sq Ft

  70 Bethlehem Rd, New Windsor, NY 12553

  NEW CONSTRUCTION CORNWALL CENTRAL SCHOOL DISTRICT! Nestled on a private and expansive 1.47-acre lot, this 3,098 sq. ft. contemporary Colonial offers the perfect balance of modern luxury and high-efficiency living. The main level features a sprawling open-concept design where the massive living areas flow seamlessly into a gourmet kitchen with a dedicated pantry, perfect for everyday living and

  Richard Baxter Keller Williams Realty

  70 Bethlehem Rd, New Windsor, NY 12553
• 

  $143,000 Sold Aug 13, 2025

  16 Bivona Ln Unit 11, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2015

  Last Sold Summary

  • 11% Below List Price
  • $115/SF
  • 28 Days On Market

  Last Listing Agent Jennifer Orantes Coldwell Banker Realty

  16 Bivona Ln Unit 11, New Windsor, NY 12553
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  Est $488,236 Not Listed For Sale

  7 Buttermilk Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,846 Sq Ft
  • Built 1984

  7 Buttermilk Dr, New Windsor, NY 12553

  Last Sold Summary

  • 11% Above List Price
  • $238/SF
  • 26 Days On Market

  • Last Sold Price $439,900
  • Sep 26, 2023

  Last Listing Agent Joan Cheng Howard Hanna Rand Realty
• 

  

  /11

  $270,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  91 Myrtle Ave, New Windsor, NY 12553

  **Multiple offer situation. Seller requesting highest, best and final offers 8am 4/20/2026.** 3 Bedroom, 1 Bathroom Ranch in T/New Windsor! Close to shopping, schools and amenities. Comfortable size square footage in each room. Full basement with divided areas, perfect for work shop or storage. Attached one car garage, spacious fenced in back yard. Fixer upper. Easy to show. View with vision and

  Anita Sutherland River Realty Services, Inc.

  91 Myrtle Ave, New Windsor, NY 12553
• 

  $300,000 Sold Oct 09, 2025

  1183 State Route 94, New Windsor, NY 12553

  • 4 Beds
  • 1.5 Baths
  • 1,106 Sq Ft
  • Built 1951

  Last Sold Summary

  • $271/SF
  • 61 Days On Market

  Current Estimated Value $333,457

  Last Listing Agent Lisa Wade-Sebring Curasi Realty, Inc.

  1183 State Route 94, New Windsor, NY 12553
• 

  Est $703,812 Not Listed For Sale

  2414 Settlers Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 2002

  2414 Settlers Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 1% Below List Price
  • $312/SF
  • 158 Days On Market

  • Last Sold Price $710,000
  • Jan 17, 2025

  Last Listing Agent Donna Gray Redfin Real Estate
• 

  

  /20

  $84,900

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  3146 Route 9w Unit 5A, New Windsor, NY 12553

  Brand New Home on Lot #5A! Imagine your bright and modern new home! This lovely home offers comfort, convenience and affordability. The home features an open layout, a kitchen with tons of cabinets and appliances. You'll find two nice bedrooms situated on opposite ends of the home, offering privacy. The primary bedrooms features its own private bathroom. Enjoy a super convenient location – just a

  Sandra Spector Howard Hanna Rand Realty

  3146 Route 9w Unit 5A, New Windsor, NY 12553
• 

  $405,000 Sold Jul 17, 2025

  253 Tamerisk Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 2,192 Sq Ft
  • Built 2003

  Last Sold Summary

  • 2% Above List Price
  • $185/SF
  • 18 Days On Market

  Current Estimated Value $443,657

  Last Listing Agent Tina Cardona RE/MAX Benchmark Realty Group

  253 Tamerisk Ln, New Windsor, NY 12553
• 

  Est $656,800 Not Listed For Sale

  2410 Settlers Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,276 Sq Ft
  • Built 2002

  2410 Settlers Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 3% Above List Price
  • $281/SF
  • 26 Days On Market

  • Last Sold Price $639,000
  • Sep 03, 2024

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

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