New Windsor, NY Homes

• 

  $390,000

  Sold Dec 19, 2025

  12 Provost Dr, New Windsor, NY 12553

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1964

  Last Sold Summary

  • 1% Above List Price
  • $301/SF
  • 19 Days On Market

  Current Estimated Value $404,343

  Last Listing Agent Michael Bussa K. Fortuna Realty, Inc.

  12 Provost Dr, New Windsor, NY 12553
• 

  Est $408,219

  Not Listed For Sale

  720 Hewitt Ln Unit 60, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,636 Sq Ft
  • Built 1986

  720 Hewitt Ln Unit 60, New Windsor, NY 12553

  Last Sold Summary

  • 182 Days On Market

  Last Listing Agent Kathryn DeCrosta Tactical Realty LLC
• 

  

  

  /17

  $315,000

  $25K PRICE DROP Pending

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

  1155 Washington Green, New Windsor, NY 12553

  2 bedroom, 2 full bath condo. Peaceful, bright, sunny, penthouse unit. Cathedral ceilings, fireplace, new central a/c, brand new washer/dryer in unit. Updated kitchen with quartz counter tops and stainless steel appliances. Relax on your walk out balcony with mountain views. Unit has front and rear entrance. HOA includes clubhouse with pool, tennis, dog park and playground. Garbage and water

  Matthew Hart World Prop Intl Sea to Sky

  1155 Washington Green, New Windsor, NY 12553
• 

  $470,000

  Sold Oct 28, 2025

  1721 Hawthorn Way, New Windsor, NY 12553

  • 2 Beds
  • 3 Baths
  • 2,000 Sq Ft
  • Built 2013

  Last Sold Summary

  • 2% Above List Price
  • $235/SF
  • 32 Days On Market

  Current Estimated Value $474,275

  Last Listing Agent Danielle Oliva Serhant LLC

  1721 Hawthorn Way, New Windsor, NY 12553
• 

  Est $513,429

  Not Listed For Sale

  737 Hewitt Ln, New Windsor, NY 12553

  • 2 Beds
  • 2.5 Baths
  • 1,768 Sq Ft
  • Built 1986

  737 Hewitt Ln, New Windsor, NY 12553

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group
• 

  

  /37

  $599,000

  $16K PRICE DROP

  • 5 Beds
  • 2 Baths
  • 2,316 Sq Ft

  22 Hill View Rd, New Windsor, NY 12553

  Welcome to this exceptional 5-bedroom, 2-bath Contemporary Raised Ranch, ideally situated at the end of a quiet cul-de-sac in the highly sought-after Washingtonville School District. Offering an impressive blend of modern upgrades, smart-home technology, and spacious living, this move-in-ready residence is designed for both comfortable everyday living and effortless entertaining.Step inside

  Neeta Gupta Redfin Real Estate

  22 Hill View Rd, New Windsor, NY 12553
• 

  $245,000

  Sold Mar 27, 2026

  810 Blooming Grove Turnpike Unit 3, New Windsor, NY 12553

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

  Last Sold Summary

  • 4% Above List Price
  • $194/SF
  • 12 Days On Market

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  810 Blooming Grove Turnpike Unit 3, New Windsor, NY 12553
• 

  Est $358,633

  Not Listed For Sale

  522 Barberry Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1985

  522 Barberry Ln, New Windsor, NY 12553

  Last Sold Summary

  • 57 Days On Market

  Last Listing Agent Nicole Gold RE/MAX Benchmark Realty Group
• 

  

  /20

  $429,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  324 Walnut Ave, New Windsor, NY 12553

  Located in the scenic Beaver Dam Lake area, this charming two-story home offers the perfect setting for easy living and memorable adventures! Enjoy a day of boating, swimming, or fishing on the lake, then unwind in your own backyard oasis for al fresco dining. Building mechanicals have recently been updated with high-efficiency equipment for peace of mind and trouble-free operation. This location

  Charles Buser Charles J Buser

  324 Walnut Ave, New Windsor, NY 12553
• 

  $176,000

  Sold Feb 06, 2026

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553

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

  Last Sold Summary

  • 5% Below List Price
  • $185/SF
  • 18 Days On Market

  Last Listing Agent Lorri Miller 1st Independent Realty Grp

  810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553
• 

  Est $413,263

  Not Listed For Sale

  518 Barberry Ln Unit 23, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1985

  518 Barberry Ln Unit 23, New Windsor, NY 12553

  Last Sold Summary

  • 22 Days On Market

  Last Listing Agent Shari Gordon HomeSmart Homes & Estates
• 

  

  /41

  $460,000

  $10K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,410 Sq Ft

  20 Hudson Dr, New Windsor, NY 12553

  Welcome to 20 Hudson Drive, a charming split-level home nestled in the established Willow Acres neighborhood of New Windsor. Offering 3 bedrooms, 3 baths, this home provides a comfortable layout with approximately 1,410 square feet of living space on a generous level lot. The main living areas offer plenty of natural light and functional living space, while the partially finished lower level

  Steve Moreau Tactical Realty LLC

  20 Hudson Dr, New Windsor, NY 12553
• 

  $680,000

  Sold Jan 13, 2026

  38 Panorama Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,808 Sq Ft
  • Built 2016

  Last Sold Summary

  • 8% Below List Price
  • $242/SF
  • 160 Days On Market

  Current Estimated Value $712,763

  Last Listing Agent Kim O'Neil Hudson Valley Home Connection

  38 Panorama Dr, New Windsor, NY 12553
• 

  Est $350,092

  Not Listed For Sale

  702 Hewitt Ln, New Windsor, NY 12553

  • 2 Beds
  • 1.5 Baths
  • 1,312 Sq Ft
  • Built 1985

  702 Hewitt Ln, New Windsor, NY 12553

  Last Sold Summary

  • 21 Days On Market

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
• 

  

  /29

  $285,000

  $30K PRICE DROP

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

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553

  $10,000 seller concession now available! Beautiful 2 Bedroom, 2 Full Bath open floor condo in the sought after Continental Manor community. Gorgeous kitchen with granite countertops, beautiful cabinets, custom backsplash, food pantry, and stainless steel appliances plus laundry. From the dining room, step onto the balcony with awesome views. Large master bedroom includes ensuite. Spacious second

  Tremaine Selby Weichert Realtors

  276 Temple Hill Rd Unit 2414, New Windsor, NY 12553
• 

  $460,000

  Sold Jul 30, 2026

  532 Shore Dr, New Windsor, NY 12553

  • 4 Beds
  • 2 Baths
  • 1,424 Sq Ft
  • Built 1949

  Last Sold Summary

  • 2% Above List Price
  • $323/SF
  • 25 Days On Market

  Current Estimated Value $445,905

  Last Listing Agent Erica Soutar eXp Realty

  532 Shore Dr, New Windsor, NY 12553
• 

  Est $511,571

  Not Listed For Sale

  43 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,186 Sq Ft
  • Built 1987

  43 Guernsey Dr, New Windsor, NY 12553

  Last Sold Summary

  • 19 Days On Market

  Last Listing Agent Philip Szumlaski Keller Williams Realty
• 

  

  /45

  $484,900

  • 3 Beds
  • 2.5 Baths
  • 1,424 Sq Ft

  3 Park Hill Dr, New Windsor, NY 12553

  Welcome to 3 Park Hill Drive, New Windsor! This beautifully maintained 3-bedroom, 2.5 bath brick home offers the perfect blend ofcomfort, charm, and functional living space. From the moment you arrive, you'll appreciate theinviting curb appeal and thoughtfully designed indoor and outdoor spaces. Inside, you'll find spacious living areas filled with natural light, a cozy fireplace, and a

  William Smith eRealty Advisors, Inc

  3 Park Hill Dr, New Windsor, NY 12553
• 

  $126,000

  Sold Feb 13, 2026

  125 King George Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft
  • Built 1987

  Last Sold Summary

  • 7% Below List Price
  • $90/SF
  • 53 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  125 King George Dr, New Windsor, NY 12553
• 

  Est $493,530

  Not Listed For Sale

  51 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,004 Sq Ft
  • Built 1987

  51 Guernsey Dr, New Windsor, NY 12553

  Last Sold Summary

  • 154 Days On Market

  Last Listing Agent Ernie Acampora River Realty Services, Inc.
• 

  

  /50

  $825,000

  $25K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 3,408 Sq Ft

  110 Winding Brook Ct, New Windsor, NY 12553

  Stunning Colonial in the highly sought-after Winding Brook community, located within the award-winning Cornwall School District, offering over 3,400 square feet of beautifully finished living space. A dramatic two-story foyer creates an unforgettable first impression, showcasing gleaming hardwood floors and elegant architectural columns that set the stage for the refined interiors throughout.

  Donna Gennaro Howard Hanna Rand Realty

  110 Winding Brook Ct, New Windsor, NY 12553
• 

  $305,000

  Sold Aug 22, 2025

  67 Harth Dr, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,410 Sq Ft
  • Built 1963

  Last Sold Summary

  • 16% Below List Price
  • $216/SF
  • 268 Days On Market

  Current Estimated Value $340,846

  Last Listing Agent Jonathan Gineo Jonathan D. Gineo

  67 Harth Dr, New Windsor, NY 12553
• 

  Est $553,113

  Not Listed For Sale

  212 Butter Hill Dr, New Windsor, NY 12553

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

  212 Butter Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 31 Days On Market

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty
• 

  

  /50

  $799,999

  $25K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 3,181 Sq Ft

  64 Fox Hill Run, Rock Tavern, NY 12575

  In Person Open House-Thursday, May 7th 4:00 -6:00PM- Come walk through this beautiful property.Can’t attend in person? Join me for a Virtual Open House -Thursday, May 7th 5:45-6:00pm email gina.dudgeon@randrealty.com for the link. Welcome to your dream home in a sought-after executive development! This stunning Colonial, offering over 3,100 square feet of beautifully designed living space,

  Gina Dudgeon Howard Hanna Rand Realty

  64 Fox Hill Run, Rock Tavern, NY 12575
• 

  $238,000

  Sold Nov 05, 2025

  276 Temple Hill Rd Unit 2710, New Windsor, NY 12553

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

  Last Sold Summary

  • 2% Below List Price
  • $232/SF
  • 49 Days On Market

  Current Estimated Value $245,863

  Last Listing Agent Kim Chiapperino RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 2710, New Windsor, NY 12553
• 

  Est $569,926

  Not Listed For Sale

  94 Creamery Dr, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,328 Sq Ft
  • Built 1986

  94 Creamery Dr, New Windsor, NY 12553

  Last Sold Summary

  • 37 Days On Market

  Last Listing Agent Heather Thoms Q Home Sales
• 

  

  /33

  $259,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  35 Union Ave, New Windsor, NY 12553

  Full of timeless character, this 3-bd/1-ba home offers a wonderful opportunity in the heart of New Windsor. The layout features functional living space with the right amount of indoor & outdoor space to enjoy. Built in 1911, this home carries the charm and craftsmanship of a bygone era — including a stunning stained glass window & original woodwork that serves as a true architectural showpiece

  Anne DiDomenico Keller Williams Hudson Valley

  35 Union Ave, New Windsor, NY 12553
• 

  $525,000

  Sold Aug 20, 2025

  275 Otterkill Rd, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,176 Sq Ft
  • Built 1954

  Last Sold Summary

  • $446/SF
  • 28 Days On Market

  Current Estimated Value $539,304

  Last Listing Agent VINCENT MARTIN Serhant LLC

  275 Otterkill Rd, New Windsor, NY 12553
• 

  Est $530,541

  Not Listed For Sale

  340 Butternut Dr, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 1,782 Sq Ft
  • Built 1986

  340 Butternut Dr, New Windsor, NY 12553

  Last Sold Summary

  • 138 Days On Market

  Last Listing Agent Garfield Bull YourHomeSold Guaranteed Realty
• 

  

  /28

  $315,000

  $15K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  276 Temple Hill Rd Unit 906, New Windsor, NY 12553

  Welcome to this refreshed 3-bedroom townhouse-style condo in desirable Continental Manor! Freshly painted throughout with brand-new carpeting, this move-in ready home offers comfortable living and a functional layout. The first floor features a bright living room, dining area, convenient half bath, and an eat-in kitchen complete with a laundry closet. Upstairs, you'll find three generously sized

  Donna Brunell RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 906, New Windsor, NY 12553
• 

  $999,000

  Sold May 15, 2026

  1016 Forest Glen, New Windsor, NY 12553

  • 4 Beds
  • 4.5 Baths
  • 4,834 Sq Ft
  • Built 2018

  Last Sold Summary

  • 4% Above List Price
  • $207/SF
  • 28 Days On Market

  Current Estimated Value $989,670

  Last Listing Agent Monica Whitney Exit Realty Connections

  1016 Forest Glen, New Windsor, NY 12553
• 

  Est $501,792

  Not Listed For Sale

  211 Butter Hill Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 2,188 Sq Ft
  • Built 1985

  211 Butter Hill Dr, New Windsor, NY 12553

  Last Sold Summary

  • 48 Days On Market

  Last Listing Agent Brian Smith River Realty Services, Inc.
• 

  

  /13

  $225,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 1516, New Windsor, NY 12553

  Affordable homeownership opportunity in desirable Continental Manor! This 2-bedroom, second-floor condo offers comfortable living in a prime New Windsor location with easy access to I-84, I-87, West Point, Stewart International Airport, Metro-North train service, and New York City commuting options. Enjoy maintenance-free exterior living and community amenities including a pool. The unit offers

  Gina De Cerbo RE/MAX Benchmark Realty Group

  276 Temple Hill Rd Unit 1516, New Windsor, NY 12553
• 

  $165,000

  Sold Nov 04, 2025

  102 Brittany Terrace Unit 102, Rock Tavern, NY 12575

  • 2 Beds
  • 2 Baths
  • 1,248 Sq Ft
  • Built 2004

  Last Sold Summary

  • 8% Below List Price
  • $132/SF
  • 3 Days On Market

  Last Listing Agent Sandra Spector Howard Hanna Rand Realty

  102 Brittany Terrace Unit 102, Rock Tavern, NY 12575
• 

  Est $537,013

  Not Listed For Sale

  82 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft
  • Built 1987

  82 Guernsey Dr, New Windsor, NY 12553

  Last Sold Summary

  • 33 Days On Market

  Last Listing Agent Colin Seitz RE/MAX Benchmark Realty Group
• 

  

  /46

  $949,000

  $46K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  168 Station Rd, Salisbury Mills, NY 12577

  Privately set on 2.6 beautifully landscaped acres, this exceptional Colonial offers an elevated lifestyle with the perfect blend of luxury, comfort, and convenience just minutes from the train station, Interstate 84, and the New York State Thruway. Welcomed by a classic rocking chair front porch and dramatic two-story entry, the home features approximately 3,700 square feet of thoughtfully

  Kathryn DeCrosta Tactical Realty LLC

  168 Station Rd, Salisbury Mills, NY 12577
• 

  $400,000

  Sold Dec 17, 2025

  1003 Ethan Allen Dr, New Windsor, NY 12553

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

  Last Sold Summary

  • 3% Above List Price
  • $269/SF
  • 32 Days On Market

  Current Estimated Value $406,114

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  1003 Ethan Allen Dr, New Windsor, NY 12553
• 

  Est $506,301

  Not Listed For Sale

  326 Butternut Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,900 Sq Ft
  • Built 1986

  326 Butternut Dr, New Windsor, NY 12553

  Last Sold Summary

  • 16 Days On Market

  Last Listing Agent Christine Joy Century 21 Alliance Rlty Group
• 

  

  /32

  $315,000

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

  1002 Washington Green Unit AG2, New Windsor, NY 12553

  Welcome to easy, low-maintenance living in the desirable Washington Green community! This bright and inviting ground-level 2-bedroom, 2-bath condo offers the perfect blend of comfort and convenience. Filled with abundant natural light, the spacious layout features a welcoming living room complete with a gas fireplace accented by a marble surround, a generous dining area, a galley kitchen, and

  Patricia Sassi RE/MAX Benchmark Realty Group

  1002 Washington Green Unit AG2, New Windsor, NY 12553
• 

  $428,000

  Sold Feb 18, 2026

  527 Toleman Rd, Rock Tavern, NY 12575

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 1984

  Last Sold Summary

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

  Current Estimated Value $516,110

  Last Listing Agent JANICE CARRASCO Nexthome NOVACARR Realty

  527 Toleman Rd, Rock Tavern, NY 12575

Showing Results 401 - 440, Page 11 of 18