Homes in ZIP Code 12553

• 

  

  

  /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
• 

  $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
• 

  Est $488,884

  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

  • 18 Days On Market
• 

  

  

  /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
• 

  $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 $321,481

  Last Listing Agent Lisa Wade-Sebring Hudson Valley Home Connection

  1183 State Route 94, New Windsor, NY 12553
• 

  Est $525,926

  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

  • 42 Days On Market
• 

  

  /13

  $225,000

  • 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
• 

  $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 $442,019

  Last Listing Agent Tina Cardona RE/MAX Benchmark Realty Group

  253 Tamerisk Ln, New Windsor, NY 12553
• 

  Est $512,557

  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

  • 50 Days On Market
• 

  

  /50

  $699,999

  Pending

  • 5 Beds
  • 4 Baths
  • 3,858 Sq Ft

  254 Orrs Mills Rd, New Windsor, NY 12553

  This custom-built Contemporary Colonial captures breathtaking mountain views from every direction and features cathedral-style ceilings, a gas fireplace in the great room, and gorgeous daily sunset views. Set on a private 2-acre property, the home offers over 4,000 sq ft of sunlit living space with vaulted ceilings, skylights, Andersen windows, three fireplaces, two dens with Brazilian hardwood

  Bryan Dale eXp Realty

  254 Orrs Mills Rd, New Windsor, NY 12553
• 

  $252,500

  Sold Oct 20, 2025

  129 Main St Unit C8, Cornwall, NY 12518

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 1973

  Last Sold Summary

  • 3% Below List Price
  • $273/SF
  • 54 Days On Market

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  129 Main St Unit C8, Cornwall, NY 12518
• 

  Est $659,379

  Not Listed For Sale

  42 Creamery Dr, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1984

  42 Creamery Dr, New Windsor, NY 12553

  Last Sold Summary

  • 46 Days On Market
• 

  

  /13

  $299,900

  Pending

  • 4 Beds
  • 3 Baths
  • 1,930 Sq Ft

  34 Birchwood Dr, New Windsor, NY 12553

  **Multiple offer situation. Seller requesting highest, best and final offers 5pm 5/20/2026.** Cute 4 bedroom ranch on a great corner lot in the Town of New Windsor. Hardwood floors throughout, eat-in kitchen, living room, central air and roomy enclosed patio right off the kitchen overlooking your yard. Bring your vision and bring this great property back to life! Sold as-is. Buyer to pay NYS and

  Brian Smith River Realty Services, Inc.

  34 Birchwood Dr, New Windsor, NY 12553
• 

  $460,000

  Sold Jan 30, 2026

  35 Guernsey Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,640 Sq Ft
  • Built 1987

  Last Sold Summary

  • 3% Below List Price
  • $280/SF
  • 23 Days On Market

  Current Estimated Value $461,429

  Last Listing Agent Amanda Dnistrian ARC Realty 1 in Sales

  35 Guernsey Dr, New Windsor, NY 12553
• 

  Est $543,767

  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

  • 46 Days On Market
• 

  

  /28

  $399,000

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,436 Sq Ft

  62 Union Ave, New Windsor, NY 12553

  Welcome to 62 Union Ave in New Windsor — a beautifully renovated home that’s move-in ready and packed with updates buyers are looking for. Step inside to find refinished hardwood floors that bring warmth and character throughout the main living spaces. The home features a brand-new kitchen with modern finishes, perfect for both everyday living and entertaining. The bathroom has been fully updated

  Matthew Skowronski HomeSmart Homes & Estates

  62 Union Ave, New Windsor, NY 12553
• 

  $525,000

  Sold Jun 15, 2026

  114 Chestnut Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft
  • Built 1941

  Last Sold Summary

  • $354/SF
  • 42 Days On Market

  Current Estimated Value $525,120

  Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

  114 Chestnut Dr, New Windsor, NY 12553
• 

  /2

  Est $492,564

  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
• 

  

  /40

  $799,999

  • 5 Beds
  • 2.5 Baths
  • 3,452 Sq Ft

  2041 Independence Dr, New Windsor, NY 12553

  Welcome to 2041 Independence Drive, a beautifully maintained extended colonial—the largest model in The Reserve community in New Windsor. Offering 5 bedrooms and 2.5 baths, this expansive home delivers both space and sophistication. Proudly offered by the original owners, it has been meticulously cared for and thoughtfully upgraded throughout. Step into a stunning two-story foyer with granite

  Philip Szumlaski Keller Williams Realty

  2041 Independence Dr, New Windsor, NY 12553
• 

  $489,999

  Sold May 15, 2026

  1210 Hawthorn Way, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,040 Sq Ft
  • Built 2012

  Last Sold Summary

  • 2% Above List Price
  • $240/SF
  • 37 Days On Market

  Current Estimated Value $481,371

  Last Listing Agent Elsie Nunez Keller Williams Realty

  1210 Hawthorn Way, New Windsor, NY 12553
• 

  Est $520,127

  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

  • 11 Days On Market
• 

  

  /33

  $420,000

  Open Sat 12PM - 2PM

  • 3 Beds
  • 1 Bath
  • 1,424 Sq Ft

  178 Mount Airy Rd, New Windsor, NY 12553

  This welcoming, 3-bedroom ranch in the Cornwall School District, offers the perfect combination of comfort, functionality, and flexible living space. Recent updates include a new roof (2024)! Inside, you enter an open-concept living and dining area that flows seamlessly into the kitchen, where you'll have all you need with your counter space, cabinetry, and appliances, including a stainless steel

  Nicole Gold RE/MAX Benchmark Realty Group

  178 Mount Airy Rd, New Windsor, NY 12553
• 

  $530,000

  Sold Sep 30, 2025

  47 Clintonwood Dr, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Below List Price
  • $251/SF
  • 34 Days On Market

  Current Estimated Value $539,517

  Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

  47 Clintonwood Dr, New Windsor, NY 12553
• 

  Est $486,685

  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

  • 26 Days On Market
• 

  

  /45

  $350,000

  Pending

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

  714 Hewitt Ln, New Windsor, NY 12553

  Plum Point End Unit Townhouse with River Views! This 2 bedroom 1.5 bath townhouse with attached garage is tucked away in the desirable Plum Point Complex with manicured grounds, pool, clubhouse, tennis courts, and close to all amenities. The paver front patio and covered porch welcome you. Spacious living room with wood burning fireplace, a formal dining room with built in bookshelves and sliders

  Brenda Guttenberg RE/MAX Benchmark Realty Group

  714 Hewitt Ln, New Windsor, NY 12553
• 

  $885,000

  Sold Jul 18, 2025

  14 Cooper Ct, New Windsor, NY 12553

  • 4 Beds
  • 3.5 Baths
  • 4,185 Sq Ft
  • Built 2018

  Last Sold Summary

  • 2% Above List Price
  • $211/SF
  • 23 Days On Market

  Current Estimated Value $883,289

  Last Listing Agent Philip Szumlaski Keller Williams Realty

  14 Cooper Ct, New Windsor, NY 12553
• 

  Est $502,558

  Not Listed For Sale

  19 Creamery Dr, New Windsor, NY 12553

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft
  • Built 1981

  19 Creamery Dr, New Windsor, NY 12553

  Last Sold Summary

  • 34 Days On Market
• 

  

  /4

  $259,000

  Pending

  • Land
  • 4.1 Acres
  • $63,171 per Acre

  1103 Little Britain Rd, Rock Tavern, NY 12575

  Less then one mile from New York Stewart International Airport. Over 4 commercial acres with 493 feet of frontage along Little Britain Road, aka Rte 207, and 496 feet of frontage along Mt Airy Road. Municipal water and sewer along Mt Airy Road. LC zoning allows for Retail, Service Establishments, Professional Business, restaurants, Hotels, Repair Garages, Car Washes & more.

  Robert Vitanza Rand Commercial

  1103 Little Britain Rd, Rock Tavern, NY 12575
• 

  $219,950

  Sold Dec 16, 2025

  14 Coffey Ave, New Windsor, NY 12553

  • 2 Beds
  • 1 Bath
  • 1,001 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $220/SF
  • 37 Days On Market

  Current Estimated Value $238,772

  Last Listing Agent Alexander Panet Real Broker NY LLC

  14 Coffey Ave, New Windsor, NY 12553
• 

  Est $720,513

  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

  • 158 Days On Market
• 

  

  /21

  $190,000

  Pending

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft

  10 Oakwood Terrace Unit 88, New Windsor, NY 12553

  Welcome to easy, low-maintenance living at 10 Oakwood Terrace, Unit #88! This spacious 2-bedroom, 1-bath co-op offers comfort, convenience, and great value in one desirable package. Step inside to find a generously sized living room filled with natural light, seamlessly flowing out to your own private balcony—perfect for relaxing or enjoying your morning coffee. The eat-in kitchen provides a

  Jennifer Gold RE/MAX Benchmark Realty Group

  10 Oakwood Terrace Unit 88, New Windsor, NY 12553
• 

  $700,000

  Sold Jul 22, 2025

  49 Swan Hollow Rd, New Windsor, NY 12553

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

  Last Sold Summary

  • 15% Below List Price
  • $241/SF
  • 228 Days On Market

  Current Estimated Value $737,225

  Last Listing Agent Christina Wilger RE/MAX Benchmark Realty Group

  49 Swan Hollow Rd, New Windsor, NY 12553
• 

  Est $685,446

  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

  • 26 Days On Market
• 

  

  /31

  $245,000

  Pending

  • 2 Beds
  • 1 Bath
  • 1,026 Sq Ft

  276 Temple Hill Rd Unit 2217, New Windsor, NY 12553

  Welcome to Continental Manor! This bright and spacious first-floor condo offers comfortable one-level living in a convenient New Windsor location. Featuring 2 bedrooms, 1 full bath, and approximately 1,026 square feet, this totally renovated home offers a functional layout with a large living room that flows into the dining area and galley-style kitchen. The updated kitchen features brand-new

  Kerri Stretch Howard Hanna Rand Realty

  276 Temple Hill Rd Unit 2217, New Windsor, NY 12553
• 

  $205,000

  Sold Oct 21, 2025

  120 John St, New Windsor, NY 12553

  • 3 Beds
  • 1.5 Baths
  • 1,044 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $196/SF
  • 21 Days On Market

  Current Estimated Value $223,901

  Last Listing Agent Jane Alfidi Howard Hanna Rand Realty

  120 John St, New Windsor, NY 12553
• 

  Est $743,217

  Not Listed For Sale

  2625 Liberty Ridge, New Windsor, NY 12553

  • 5 Beds
  • 2.5 Baths
  • 3,922 Sq Ft
  • Built 2003

  2625 Liberty Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 40 Days On Market
• 

  

  /46

  $765,000

  Pending Pre-Foreclosure

  • 5 Beds
  • 3 Baths
  • 2,923 Sq Ft

  18 Coach House Ct, New Windsor, NY 12553

  Welcome to this stunning 4-bedroom, 3-full-bath Colonial tucked away on a quiet cul-de-sac, where resort-style outdoor living takes center stage. This home offers the perfect blend of classic charm, modern comfort, and an entertainer’s dream backyard.Step outside to a spectacular private oasis featuring an in-ground pool with swim-up bar, waterfall, and waterslide, surrounded by mature,

  Christopher Kimiecik Keller Williams Realty

  18 Coach House Ct, New Windsor, NY 12553
• 

  $679,000

  Sold Oct 31, 2025

  195 Pleasant Hill Rd, New Windsor, NY 12553

  • 4 Beds
  • 3 Baths
  • 2,405 Sq Ft
  • Built 2019

  Last Sold Summary

  • 4% Above List Price
  • $282/SF
  • 44 Days On Market

  Current Estimated Value $688,122

  Last Listing Agent Martin Remo RE/MAX Prime Properties

  195 Pleasant Hill Rd, New Windsor, NY 12553
• 

  Est $695,515

  Not Listed For Sale

  2626 Liberty Ridge, New Windsor, NY 12553

  • 4 Beds
  • 2.5 Baths
  • 2,608 Sq Ft
  • Built 2003

  2626 Liberty Ridge, New Windsor, NY 12553

  Last Sold Summary

  • 82 Days On Market
• 

  

  /50

  $450,000

  • 2 Beds
  • 3 Baths
  • 2,020 Sq Ft

  1505 Balsam Dr, New Windsor, NY 12553

  Welcome to this beautifully maintained townhouse in The Grove, offering a spacious open-concept layout and an exceptional lifestyle. The main level features gleaming hardwood floors, elegant crown molding, a bright living room, formal dining area with sliding doors to a private balcony, and a well-appointed eat-in kitchen complete with 42-inch cabinetry, pantry, and breakfast bar. This home

  Bryan Dale eXp Realty

  1505 Balsam Dr, New Windsor, NY 12553

Showing Results 401 - 440, Page 11 of 18