New Windsor, NY Homes

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  /32

  $899,000

  • 4 Beds
  • 3 Baths
  • 3,161 Sq Ft

  66 Pin Oak Dr, New Windsor, NY 12553

  Welcome to this stunning custom colonial offering over 3000 square feet of thoughtfully designed living space in one of the area’s most desirable neighborhoods. this does not include the basement. From the moment you enter, you’ll be captivated by the soaring two-story great room featuring a dramatic wall of windows that floods the home with natural light. The open-concept layout seamlessly

  Stephen Ramundo Keller Williams Valley Realty

  66 Pin Oak Dr, New Windsor, NY 12553
• 

  $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

  Current Estimated Value $396,085

  Last Listing Agent JoCATENA HARGROVE Century 21 Hudson Valley Rlty.

  9 Louise Dr, New Windsor, NY 12553
• 

  Est $427,685

  Not Listed For Sale

  3014 Patrick Henry Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,592 Sq Ft
  • Built 2004

  3014 Patrick Henry Ct, New Windsor, NY 12553

  Last Sold Summary

  • 25 Days On Market
• 

  

  

  /14

  $84,900

  • 2 Beds
  • 2 Baths
  • 784 Sq Ft

  3146 Route 9w Unit 6A, New Windsor, NY 12553

  Brand New Home on Lot #6A! 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 6A, 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 $420,643

  Not Listed For Sale

  1005 Ethan Allen Dr, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,485 Sq Ft
  • Built 2004

  1005 Ethan Allen Dr, New Windsor, NY 12553

  Last Sold Summary

  • 29 Days On Market
• 

  

  /26

  $247,500

  Pending

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 1515, New Windsor, NY 12553

  Welcome to easy, convenient living in this desirable first-floor condo! Ideally located just minutes from two train stations with direct access to NYC, as well as nearby bus routes, commuting is a breeze. Enjoy being close to major shopping, local bakeries, restaurants, and everyday essentials. This ground-level unit includes two assigned parking spaces conveniently located nearby...perfect for

  Jacqueline Manzolillo-Blais Keller Williams Realty

  276 Temple Hill Rd Unit 1515, New Windsor, NY 12553
• 

  $465,000

  Sold May 20, 2026

  11 Shaker Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,492 Sq Ft
  • Built 1987

  Last Sold Summary

  • 4% Above List Price
  • $312/SF
  • 10 Days On Market

  Current Estimated Value $449,614

  Last Listing Agent Stephanie Dignan Compass Greater NY, LLC

  11 Shaker Ct, New Windsor, NY 12553
• 

  Est $403,691

  Not Listed For Sale

  2011 John Jay Ct, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,554 Sq Ft
  • Built 2004

  2011 John Jay Ct, New Windsor, NY 12553

  Last Sold Summary

  • 28 Days On Market
• 

  

  /32

  $599,000

  • 2 Beds
  • 2.5 Baths
  • 1,768 Sq Ft

  739 Hewitt Ln, New Windsor, NY 12553

  Experience refined riverfront living in this stunning two-bedroom, two-and-a-half-bath condominium with sweeping, unobstructed views of the Hudson River. Designed with both elegance and functionality in mind, this exceptional residence blends high-end finishes with thoughtful craftsmanship throughout.The open-concept main living space is anchored by a stone-clad facade wall with built in

  Eve Carnevalla Muhlfeld Tactical Realty LLC

  739 Hewitt Ln, New Windsor, NY 12553
• 

  $265,000

  Sold May 27, 2026

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1986

  Last Sold Summary

  • 1% Below List Price
  • $258/SF
  • 41 Days On Market

  Current Estimated Value $261,805

  Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1117, New Windsor, NY 12553
• 

  Est $430,627

  Not Listed For Sale

  2014 John Jay Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,221 Sq Ft
  • Built 2004

  2014 John Jay Ct, New Windsor, NY 12553

  Last Sold Summary

  • 97 Days On Market
• 

  

  /35

  $675,000

  • 4 Beds
  • 2.5 Baths
  • 2,428 Sq Ft

  248 Bull Rd, Washingtonville, NY 10992

  Escape to privacy and space at 248 Bull Road, Washingtonville, NY! This beautiful 4-bedroom, 3-bath home is set on an impressive 7.30 private acres, offering the perfect blend of comfort, nature, and room to roam. Surrounded by mature trees and peaceful scenery, this property provides the privacy you've been looking for. Whether you're dreaming of outdoor entertaining, recreational activities,

  Aron Ungar eRealty Advisors, Inc

  248 Bull Rd, Washingtonville, NY 10992
• 

  $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 $531,359

  Last Listing Agent Jacqueline Manzolillo-Blais Keller Williams Realty

  491 Toleman Rd, Rock Tavern, NY 12575
• 

  Est $443,864

  Not Listed For Sale

  2002 John Jay Ct, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,801 Sq Ft
  • Built 2004

  2002 John Jay Ct, New Windsor, NY 12553

  Last Sold Summary

  • 20 Days On Market
• 

  

  /50

  $799,000

  • 4 Beds
  • 2.5 Baths
  • 3,008 Sq Ft

  14 Wagner Dr, Rock Tavern, NY 12575

  VACATION EVERY DAY, WITHOUT EVER LEAVING HOME! Welcome to 14 Wagner Drive, Rock Tavern More than a home, this is a private retreat where exceptional outdoor living, timeless craftsmanship, and everyday tranquility come together. Nestled within a peaceful, established neighborhood, 14 Wagner Drive is the property you have been waiting for. Meandering pathways, mature trees, award winning

  Frank Muccari Cronin & Company Real Estate

  14 Wagner Dr, Rock Tavern, NY 12575
• 

  $238,000

  Sold Mar 31, 2026

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553

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

  Last Sold Summary

  • 1% Above List Price
  • $189/SF
  • 13 Days On Market

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  810 Blooming Grove Turnpike Unit 36, New Windsor, NY 12553
• 

  Est $643,506

  Not Listed For Sale

  37 Red Maple Way, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,444 Sq Ft
  • Built 2004

  37 Red Maple Way, New Windsor, NY 12553

  Last Sold Summary

  • 62 Days On Market
• 

  

  /20

  $235,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 575 Sq Ft

  24 Quassaick Ave, New Windsor, NY 12553

  This well-maintained and updated 2-bedroom, 1-bath home is truly move-in ready. Situated on a 50 x 100 lot, the property features a functional and inviting front yard, ideal for outdoor enjoyment. The updated kitchen is equipped with stainless steel appliances and offers a practical layout for everyday living. An enclosed front deck, built approximately three years ago, provides additional living

  Jonathon Lee KW Hudson Valley United

  24 Quassaick Ave, New Windsor, NY 12553
• 

  $319,000

  Sold Apr 28, 2026

  618 Crab Apple Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,228 Sq Ft
  • Built 1994

  Last Sold Summary

  • 2% Below List Price
  • $260/SF
  • 21 Days On Market

  Current Estimated Value $322,311

  Last Listing Agent John Willis Howard Hanna Rand Realty

  618 Crab Apple Ln, New Windsor, NY 12553
• 

  Est $712,898

  Not Listed For Sale

  11 Lisa Ln, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 3,461 Sq Ft
  • Built 2000

  11 Lisa Ln, New Windsor, NY 12553

  Last Sold Summary

  • 61 Days On Market
• 

  

  /39

  $399,900

  Pending

  • 3 Beds
  • 1.5 Baths
  • 996 Sq Ft

  19 Valewood Dr, New Windsor, NY 12553

  Welcome to this well-maintained home nestled on a quiet, tree-lined street in desirable New Windsor. Offering comfortable living spaces, a functional layout, and thoughtful updates, this home is ideal for everyday living and easy entertaining. A new roof installed in 2021 adds peace of mind for the next owner.Inside, you’ll find bright and inviting rooms filled with natural light, along with

  Janet Rendle Weichert Realtors

  19 Valewood Dr, New Windsor, NY 12553
• 

  $795,000

  Sold May 12, 2026

  3 Clemence Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,653 Sq Ft
  • Built 2004

  Last Sold Summary

  • 4% Below List Price
  • $218/SF
  • 71 Days On Market

  Current Estimated Value $800,002

  Last Listing Agent Tristen Sierra Coldwell Banker Realty

  3 Clemence Dr, New Windsor, NY 12553
• 

  Est $827,339

  Not Listed For Sale

  1016 Rolling Ridge, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,962 Sq Ft
  • Built 2005

  1016 Rolling Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 24 Days On Market
• 

  

  /50

  $599,000

  • 3 Beds
  • 1.5 Baths
  • 1,474 Sq Ft

  18 Valley Dr, Salisbury Mills, NY 12577

  Welcome to 18 Valley Road, a stunning lakefront retreat nestled on the sparkling shores of Beaver Dam Lake in New Windsor, NY. This beautifully maintained split-level home offers breathtaking water views, private lake access, and the perfect blend of comfort, charm, and year round recreation. Step inside to discover a bright and inviting open-concept layout filled with natural light and

  Alexander Fayn Prominent Properties Sotheby's

  18 Valley Dr, Salisbury Mills, NY 12577
• 

  $535,000

  Sold Feb 27, 2026

  6 Farmstead Rd, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,768 Sq Ft
  • Built 1966

  Last Sold Summary

  • 2% Above List Price
  • $193/SF
  • 92 Days On Market

  Current Estimated Value $542,377

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

  6 Farmstead Rd, New Windsor, NY 12553
• 

  Est $681,386

  Not Listed For Sale

  Unlisted Address

  • 4 Beds
  • 2.5 Baths
  • 3,388 Sq Ft
  • Built 2002

  Unlisted Address

  Last Sold Summary

  • 33 Days On Market
• 

  

  /22

  $270,000

  • 2 Beds
  • 1.5 Baths
  • 1,200 Sq Ft

  10 Oakwood Terrace Unit 101, New Windsor, NY 12553

  Very easy to show.These 2 story, 2 bedroom Town-house style units with their own private entrance, rarely come on the market at Oakwood! And this one is just beautifully renovated from top to bottom! You will love the totally new stainless & granite kitchen, as well as the tastefully renovated full & half baths. The gleaming hardwood floors shine throughout! There is also no lack of closet

  kristina olsen Kristina Olsen

  10 Oakwood Terrace Unit 101, New Windsor, NY 12553
• 

  $770,000

  Sold May 26, 2026

  107 Denniston Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 3,065 Sq Ft
  • Built 2002

  Last Sold Summary

  • 9% Below List Price
  • $251/SF
  • 43 Days On Market

  Current Estimated Value $822,240

  Last Listing Agent Brittany Barry HV Premier Properties Realty

  107 Denniston Dr, New Windsor, NY 12553
• 

  Est $740,244

  Not Listed For Sale

  1008 Pine View, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 2,242 Sq Ft
  • Built 2001

  1008 Pine View, New Windsor, NY 12553

  Last Sold Summary

  • 31 Days On Market
• 

  

  /34

  $189,000

  $10K PRICE DROP

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

  217 Brittany Terrace Unit 217, Rock Tavern, NY 12575

  Welcome to this beautiful home located in the highly sought-after Brittany Terrace community in Rock Tavern, offering the ease of one-level living in a peaceful, nature-filled setting. Perfectly positioned with wooded views in the front and a tranquil lake backdrop, this charming 3-bedroom home offers nearly 1,400 square feet of living space and a fantastic open floor plan ideal for both everyday

  Sandra Spector Howard Hanna Rand Realty

  217 Brittany Terrace Unit 217, 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

  Current Estimated Value $387,765

  Last Listing Agent Federico Prada Curasi Realty, Inc.

  5 Buttermilk Dr, New Windsor, NY 12553
• 

  Est $707,109

  Not Listed For Sale

  1047 Rolling Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,714 Sq Ft
  • Built 2005

  1047 Rolling Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 29 Days On Market
• 

  

  /13

  $84,900

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft

  2898 U S 9w, New Windsor, NY 12553

  Lot #15 - Beautiful home with renovations located in the desirable Paradise Mobile Home Park Community with Cornwall Schools. Home offers an open floor plan with lot of windows and natural light which makes it bright and airy. Kitchen boasts a ton of cabinets and counter space, open concept, stainless steel sink that overlooks the private double lot backyard, fridge, range and dishwasher. 2

  Sandra Spector Howard Hanna Rand Realty

  2898 U S 9w, 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

  Current Estimated Value $393,665

  Last Listing Agent Penny Alper Your Move Matters LLC

  3 Saint Anne Dr, New Windsor, NY 12553
• 

  Est $833,737

  Not Listed For Sale

  1021 Rolling Ridge, New Windsor, NY 12553

  • 5 Beds
  • 3 Baths
  • 3,232 Sq Ft
  • Built 2004

  1021 Rolling Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 61 Days On Market
• 

  

  /26

  $449,900

  Pending

  • 4 Beds
  • 2 Baths
  • 1,424 Sq Ft

  532 Shore Dr, New Windsor, NY 12553

  Welcome to the highly sought-after Beaver Dam community within the Cornwall Central School District. This well-maintained 4-bedroom, 2-bath home offers flexibility and comfort, featuring a versatile fourth bedroom that can easily serve as a den, home office, or additional living space along with a fully finished basement. Step inside to find hardwood floors throughout the bedrooms, with carpeting

  Erica Soutar eXp Realty

  532 Shore Dr, New Windsor, NY 12553
• 

  $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 $259,176

  Last Listing Agent Joy Gallagher Weichert Realtors

  8 E Green Rd, Rock Tavern, NY 12575
• 

  Est $398,607

  Not Listed For Sale

  705 Driftwood Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 2,028 Sq Ft
  • Built 1998

  705 Driftwood Ln, New Windsor, NY 12553

  Last Sold Summary

  • 14 Days On Market
• 

  

  /33

  $850,000

  Pre-Foreclosure

  • 5 Beds
  • 4 Baths
  • 4,366 Sq Ft

  1010 Pine View, New Windsor, NY 12553

  Tucked away on a private street within the desirable Forest Glen community, this tastefully updated 5-bedroom, 4-bath modern Colonial offers the perfect balance of privacy, space, and convenience—just 6 minutes to the Salisbury/Cornwall Metro-North station and moments from major shopping and everyday amenities. Set on a beautifully level and fenced 0.51-acre property, the home features an

  Samuel Berek Serhant LLC

  1010 Pine View, New Windsor, NY 12553

Showing Results 201 - 240, Page 6 of 18