New Windsor, NY Homes

• 

  Est $512,842

  Not Listed For Sale

  225 Summit Dr, New Windsor, NY 12553

  • 5 Beds
  • 3 Baths
  • 2,393 Sq Ft
  • Built 1973

  225 Summit Dr, New Windsor, NY 12553

  Last Sold Summary

  • 97 Days On Market
• 

  

  

  /36

  $1,100,000

  $175K PRICE DROP Pending

  • 6 Beds
  • 4 Baths
  • 5,043 Sq Ft

  7 Farm Hollow Rd, New Windsor, NY 12553

  Set behind a long, tree-lined approach on 5.8 private acres, this distinguished Cornwall estate offers a rare combination of scale, privacy, and sophistication in one of the Hudson Valley’s most desirable settings. Just 60 minutes from New York City and less than five miles from rail service to Manhattan, the property delivers a lifestyle that is both quietly secluded and exceptionally connected.

  Kathryn DeCrosta John J Lease REALTORS Inc

  7 Farm Hollow Rd, 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 $967,805

  Last Listing Agent Monica Whitney Exit Realty Connections

  1016 Forest Glen, New Windsor, NY 12553
• 

  Est $522,176

  Not Listed For Sale

  232 Summit Dr, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 2,112 Sq Ft
  • Built 1972

  232 Summit Dr, New Windsor, NY 12553

  Last Sold Summary

  • 62 Days On Market
• 

  

  

  /22

  $99,000

  $21K PRICE DROP

  • Land
  • 1.6 Acres
  • $61,875 per Acre

  27 E Green Rd, Rock Tavern, NY 12575

  Shovel-ready residential homesite offering approximately 1.6 acres with completed surveys, engineering, site plan, and architectural drawings already prepared for permit review. Extensive pre-development work has been completed, including septic, well, drainage, and construction access design—significantly reducing build timeline and uncertainty. The offering includes architectural plans for a

  Bryan Dale eXp Realty

  27 E Green Rd, Rock Tavern, NY 12575
• 

  $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 $485,631

  Not Listed For Sale

  33 Ona Ln, New Windsor, NY 12553

  • 3 Beds
  • 2.5 Baths
  • 1,920 Sq Ft
  • Built 1966

  33 Ona Ln, New Windsor, NY 12553

  Last Sold Summary

  • 40 Days On Market
• 

  

  /17

  $315,000

  $25K PRICE DROP

  • 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
• 

  $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 $401,842

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  1003 Ethan Allen Dr, New Windsor, NY 12553
• 

  Est $481,891

  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

  • 69 Days On Market
• 

  

  /17

  $99,000

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

  18 Square Hill Rd Unit 48, New Windsor, NY 12553

  Welcome to 18 Square Hill Road, Lot 48, New Windsor, NY—an affordable and move-in-ready gem located in Walters Mobile Home Park within the Newburgh Enlarged City School District! Offered at just $99,000, this well-maintained home features a bright, open-concept floor plan that creates a warm and inviting atmosphere. Enjoy relaxing on the covered front porch or entertaining on the spacious side

  Sandra Spector Howard Hanna Rand Realty

  18 Square Hill Rd Unit 48, 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 $479,876

  Last Listing Agent JANICE CARRASCO Nexthome NOVACARR Realty

  527 Toleman Rd, Rock Tavern, NY 12575
• 

  Est $368,994

  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

  • 9 Days On Market
• 

  

  /41

  $549,900

  Pending

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

  721 Hewitt Ln, New Windsor, NY 12553

  Wake up to sunrises like these every single day. Imagine beginning your mornings with a fresh cup of coffee, unwinding as the sky glows over sweeping river views—your own private retreat right at home. Nestled in the highly sought-after Plum Point on the Hudson, this stunning, fully renovated 2-bedroom, 2.5-bath condo offers a rare blend of comfort, style, and scenery—and opportunities like this

  Steve Vinti Weichert Realtors

  721 Hewitt Ln, New Windsor, NY 12553
• 

  $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 $477,556

  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

  • 42 Days On Market
• 

  

  /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
• 

  $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 $414,263

  Last Listing Agent Karyn Hudgens-Gorman Weichert Realtors

  281 Union Ave, 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
• 

  

  /18

  $399,900

  $100K PRICE DROP

  • Land
  • 2.3 Acres
  • $173,870 per Acre

  0 Silver Stream Rd Unit KEY929366, New Windsor, NY 12553

  LOCATION - LOCATION...Endless possibilities with this 2.3 acre vacant parcel of land on LC zoning in the middle of town with access to municipal water and sewer with over 200' ft. road front. Just a mile from the main gate of Stewart International Airport and short drive to 9W and I-84 & I-87 intersection.

  George Koudounas RE/MAX Benchmark Realty Group

  0 Silver Stream Rd Unit KEY929366, New Windsor, NY 12553
• 

  $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 $544,247

  Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

  212 Butter Hill Dr, 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
• 

  

  /44

  $470,000

  • 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
• 

  $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 $316,964

  Last Listing Agent Lyra Blumenthal RE/MAX Benchmark Realty Group

  1047 Washington Green Unit 1047, 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
• 

  

  /28

  $899,999

  $18K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,353 Sq Ft

  23 Swan Hollow Rd, New Windsor, NY 12553

  Discover the perfect blend of modern construction, privacy, and scenic beauty in this custom-built ranch, just 5 years young, set on an exclusive cul-de-sac in the highly sought-after Cornwall School District—just about one hour from NYC. Offering over 2,300 sq ft of thoughtfully designed living space, this home features hardwood floors, 9-foot ceilings, custom moldings, French doors, and a

  Kassia Connors eXp Realty

  23 Swan Hollow Rd, New Windsor, NY 12553
• 

  $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 $574,125

  Last Listing Agent Eric Staub Keller Williams NY Realty

  40 Clara Ave, New Windsor, NY 12553
• 

  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
• 

  

  /29

  $285,000

  $30K PRICE DROP

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

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

  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 bedroom with walk-in closet. Newer

  Tremaine Selby Weichert Realtors

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

  $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 $497,492

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

  2602 Hawthorn Way, 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
• 

  

  /50

  $850,000

  • 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
• 

  $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 $722,973

  Last Listing Agent Jessica Evans KW Hudson Valley United

  395 Toleman Rd, Rock Tavern, NY 12575
• 

  /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
• 

  

  /16

  $89,900

  • 3 Beds
  • 2 Baths
  • 980 Sq Ft

  424 Sand Gate Dr, New Windsor, NY 12553

  Beautiful home located in desirable Windemere Estates, set on a level lot and offering close to 1,000 square feet of comfortable living space. This well-maintained home features an open floor plan connecting the kitchen, dining, and living areas, along with 3 bedrooms, 2 full baths, and a 2-car driveway. The kitchen offers beautiful cabinetry with abundant cabinet and counter space. Additional

  Sandra Spector Howard Hanna Rand Realty

  424 Sand Gate Dr, New Windsor, NY 12553
• 

  $350,000

  Sold Apr 30, 2026

  614 Crab Apple Ln, New Windsor, NY 12553

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

  Last Sold Summary

  • $285/SF
  • 25 Days On Market

  Current Estimated Value $349,322

  Last Listing Agent Alan Scheiner A.B.S. Realty Corp

  614 Crab Apple Ln, 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
• 

  

  /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
• 

  $255,000

  Sold Apr 30, 2026

  276 Temple Hill Rd Unit 1506, New Windsor, NY 12553

  • 1 Bed
  • 1 Bath
  • 1,026 Sq Ft
  • Built 1985

  Last Sold Summary

  • 6% Above List Price
  • $249/SF
  • 47 Days On Market

  Current Estimated Value $246,274

  Last Listing Agent Virginia Corbett eXp Realty

  276 Temple Hill Rd Unit 1506, 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

Showing Results 401 - 440, Page 11 of 18