New Windsor, NY Homes

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$918,000
- 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
$20,000 Sold Dec 30, 2025

409 Sand Gate Dr, New Windsor, NY 12553
- 3 Beds
- 1.5 Baths
- 980 Sq Ft
- Built 1983
Last Sold Summary
- 26% Below List Price
- $20/SF
- 46 Days On Market
Last Listing Agent Sandra Spector Howard Hanna Rand Realty

409 Sand Gate Dr, New Windsor, NY 12553

Est $297,149 Not Listed For Sale

1013 Washington Green, New Windsor, NY 12553
- 2 Beds
- 2 Baths
- 1,029 Sq Ft
- Built 1989
1013 Washington Green, New Windsor, NY 12553

Last Sold Summary
- 35% Above List Price
- $214/SF
- 125 Days On Market
Last Sold Price $220,000

Last Listing Agent Ernie Acampora River Realty Services, Inc.

/29
$315,000
- 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
$299,999 Sold Sep 29, 2025

68 Silver Spring Rd, New Windsor, NY 12553
- 2 Beds
- 1 Bath
- 884 Sq Ft
- Built 1920
Last Sold Summary
- $339/SF
- 32 Days On Market
Current Estimated Value $299,804

Last Listing Agent James Fox Howard Hanna Rand Realty

68 Silver Spring Rd, New Windsor, NY 12553

Est $461,320 Not Listed For Sale

605 Dove Ct, New Windsor, NY 12553
- 2 Beds
- 2.5 Baths
- 2,132 Sq Ft
- Built 2004
605 Dove Ct, New Windsor, NY 12553

Last Sold Summary
- 11% Above List Price
- $195/SF
- 25 Days On Market
Last Sold Price $415,000

Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

/20
$325,000
- 3 Beds
- 2.5 Baths
- 1,426 Sq Ft
256 Quassaick Ave Unit 7, New Windsor, NY 12553

Discover Your New Home in Windshire Village!Upon entering, you'll find a bright, open living area, creating a welcoming atmosphere for both relaxing and entertaining. The kitchen is designed for functionality, complete with appliances, ample cabinet storage, and a practical setup for daily use. The upper level features three sizable bedrooms, each with large closet space, along with two full

Doreen Crowther Howard Hanna Rand Realty

256 Quassaick Ave Unit 7, New Windsor, NY 12553
$830,000 Sold Nov 14, 2025

11 Knight Ct, New Windsor, NY 12553
- 4 Beds
- 3.5 Baths
- 4,552 Sq Ft
- Built 2022
Last Sold Summary
- 4% Above List Price
- $182/SF
- 10 Days On Market
Current Estimated Value $849,500

Last Listing Agent Frank Muccari Cronin & Company Real Estate

11 Knight Ct, New Windsor, NY 12553

Est $462,016 Not Listed For Sale

603 Dove Ct, New Windsor, NY 12553
- 2 Beds
- 2.5 Baths
- 2,132 Sq Ft
- Built 2005
603 Dove Ct, New Windsor, NY 12553

Last Sold Summary
- 5% Above List Price
- $207/SF
- 41 Days On Market
Last Sold Price $442,000

Last Listing Agent Tremaine Selby Weichert Realtors

/50
$824,999
- 4 Beds
- 2.5 Baths
- 3,181 Sq Ft
64 Fox Hill Run, Rock Tavern, NY 12575

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, sits on an impressive 2-acre property with sprawling front and back yards—perfect for gatherings, relaxation, and outdoor enjoyment. From the moment you enter the elegant foyer, you’ll notice the home’s custom molding, architectural

Gina Dudgeon Howard Hanna Rand Realty

64 Fox Hill Run, Rock Tavern, NY 12575
$865,000 Sold Mar 31, 2026

106 Fox Hill Run, Rock Tavern, NY 12575
- 4 Beds
- 2.5 Baths
- 3,440 Sq Ft
- Built 2009
Last Sold Summary
- 3% Below List Price
- $251/SF
- 64 Days On Market
Current Estimated Value $880,390

Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

106 Fox Hill Run, Rock Tavern, NY 12575

Est $611,420 Not Listed For Sale

286 Tamerisk Ln, New Windsor, NY 12553
- 3 Beds
- 3.5 Baths
- 2,270 Sq Ft
- Built 2000
286 Tamerisk Ln, New Windsor, NY 12553

Last Sold Summary
- 4% Above List Price
- $259/SF
- 20 Days On Market
Last Sold Price $589,000

Last Listing Agent Linda Fernandez Keller Williams Hudson Valley

/2
$425,000 Pending
- 3 Beds
- 2 Baths
- 2,120 Sq Ft
35 Oxford Rd, New Windsor, NY 12553

Come see this very spacious 3 bedroom 2 full bath raised ranch in New Windsor. This home has massive potential, and boasts a very large driveway. With a little bit of work and creativity, you can truly turn this into the diamond in the rough that it is. Call today for a showing!

Joel Ayala HomeSmart Homes & Estates

35 Oxford Rd, New Windsor, NY 12553
$385,000 Sold Aug 18, 2025

65 Cedar Ave, New Windsor, NY 12553
- 3 Beds
- 3 Baths
- 1,628 Sq Ft
- Built 1955
Last Sold Summary
- 3% Above List Price
- $236/SF
- 20 Days On Market
Current Estimated Value $408,958

Last Listing Agent Christopher Cammarata HomeSmart Homes & Estates

65 Cedar Ave, New Windsor, NY 12553

Est $471,391 Not Listed For Sale

750 Hewitt Ln, New Windsor, NY 12553
- 3 Beds
- 2.5 Baths
- 2,132 Sq Ft
- Built 1997
750 Hewitt Ln, New Windsor, NY 12553

Last Sold Summary
- 1% Above List Price
- $220/SF
- 14 Days On Market
Last Sold Price $469,000

Last Listing Agent Robin Kelly Picture It Sold, LLC

/24
$225,000 Pending
- 2 Beds
- 1 Bath
- 1,026 Sq Ft
276 Temple Hill Rd Unit 2203, New Windsor, NY 12553

Well-maintained 2-bedroom, 1-bath condominium located in the desirable Temple Hill community in New Windsor. This unit features a bright and functional layout with a spacious living area, dining space, and an efficient kitchen offering ample cabinetry. Bedrooms are generously sized with good closet space. Additional highlights include in-unit storage, abundant natural light, and a comfortable

Kerri Stretch Howard Hanna Rand Realty

276 Temple Hill Rd Unit 2203, New Windsor, NY 12553
$425,000 Sold Oct 24, 2025

346 Nina St, New Windsor, NY 12553
- 3 Beds
- 1.5 Baths
- 1,676 Sq Ft
- Built 1974
Last Sold Summary
- 2% Below List Price
- $254/SF
- 33 Days On Market
Current Estimated Value $464,801

Last Listing Agent George Koudounas RE/MAX Benchmark Realty Group

346 Nina St, New Windsor, NY 12553

Est $588,666 Not Listed For Sale

761 Hewitt Ln, New Windsor, NY 12553
- 3 Beds
- 2.5 Baths
- 2,044 Sq Ft
- Built 1997
761 Hewitt Ln, New Windsor, NY 12553

Last Sold Summary
- 4% Below List Price
- $299/SF
- 130 Days On Market
Last Sold Price $612,000

Last Listing Agent Donna Gray Redfin Real Estate

/50
$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 with the potential for a 6th 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

Philip Szumlaski Keller Williams Realty

2041 Independence Dr, New Windsor, NY 12553
$305,000 Sold Mar 13, 2026

307 Gazebo Ct, New Windsor, NY 12553
- 2 Beds
- 2 Baths
- 1,309 Sq Ft
- Built 1993
Last Sold Summary
- 2% Below List Price
- $233/SF
- 116 Days On Market
Current Estimated Value $303,034

Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

307 Gazebo Ct, New Windsor, NY 12553

Est $391,282 Not Listed For Sale

736 Hewitt Ln Unit 103, New Windsor, NY 12553
- 2 Beds
- 1.5 Baths
- 1,512 Sq Ft
- Built 1998
736 Hewitt Ln Unit 103, New Windsor, NY 12553

Last Sold Summary
- 2% Above List Price
- $255/SF
- 33 Days On Market
Last Sold Price $385,000

Last Listing Agent Robin Kelly Picture It Sold, LLC

/50
$469,999 Pending
- 3 Beds
- 2.5 Baths
- 1,910 Sq Ft
1404 Hawthorn Way, New Windsor, NY 12553

Price improved! Refreshed and ready for the selective buyer this lovely one owner town home located in the delightful sought after Grove community is move in ready! 3 floors of ample living space create the perfect home for everyone to enjoy. The light and airy large living room with amazing wall of windows brings the warmth of natural sunlight in and smoothly merges with an ample dining area

Rose Daversa Hudson Valley Home Connection

1404 Hawthorn Way, New Windsor, NY 12553
$719,900 Sold Nov 24, 2025

2028 Independence Dr, New Windsor, NY 12553
- 4 Beds
- 2.5 Baths
- 2,808 Sq Ft
- Built 2004
Last Sold Summary
- 1% Below List Price
- $256/SF
- 45 Days On Market
Current Estimated Value $737,285

Last Listing Agent Jennifer Gold RE/MAX Benchmark Realty Group

2028 Independence Dr, New Windsor, NY 12553

Est $396,753 Not Listed For Sale

501 Barberry Ln, New Windsor, NY 12553
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
- Built 1988
501 Barberry Ln, New Windsor, NY 12553

Last Sold Summary
- 13% Above List Price
- $230/SF
- 10 Days On Market
Last Sold Price $350,000

Last Listing Agent Gina Antonucci Easy Lifestyle Real Estate

/4
$259,000
- 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
$350,000 Sold Jan 17, 2026

263 Quassaick Ave, New Windsor, NY 12553
- 2 Beds
- 1 Bath
- 1,117 Sq Ft
- Built 1930
Last Sold Summary
- 9% Below List Price
- $313/SF
- 130 Days On Market
Current Estimated Value $352,899

Last Listing Agent Anthony Cassase HomeSmart Homes & Estates

263 Quassaick Ave, New Windsor, NY 12553

Est $318,107 Not Listed For Sale

529 Barberry Ln, New Windsor, NY 12553
- 2 Beds
- 1.5 Baths
- 1,312 Sq Ft
- Built 1986
529 Barberry Ln, New Windsor, NY 12553

Last Sold Summary
- 27% Above List Price
- $191/SF
- 45 Days On Market
Last Sold Price $250,000

Last Listing Agent William Bergin RE/MAX Benchmark Realty Group

/21
$190,000
- 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
$397,500 Sold Sep 17, 2025

57 Harth Dr, New Windsor, NY 12553
- 3 Beds
- 2 Baths
- 1,572 Sq Ft
- Built 1962
Last Sold Summary
- 2% Above List Price
- $253/SF
- 70 Days On Market
Current Estimated Value $412,130

Last Listing Agent Steve Moreau Tactical Realty LLC

57 Harth Dr, New Windsor, NY 12553

Est $350,306 Not Listed For Sale

102 Sandpiper Ln, New Windsor, NY 12553
- 2 Beds
- 1.5 Baths
- 1,512 Sq Ft
- Built 1986
102 Sandpiper Ln, New Windsor, NY 12553

Last Sold Summary
- 9% Above List Price
- $212/SF
- 12 Days On Market
Last Sold Price $320,000

Last Listing Agent Elaine Thomas Century 21 Alliance Rlty Group

/43
$765,000 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
$835,000 Sold Apr 02, 2026

100 Pleasant Hill Rd, New Windsor, NY 12553
- 6 Beds
- 5 Baths
- 4,522 Sq Ft
- Built 1850
Last Sold Summary
- 7% Below List Price
- $185/SF
- 301 Days On Market
Current Estimated Value $873,609

Last Listing Agent Jade Oliverio Howard Hanna Rand Realty

100 Pleasant Hill Rd, New Windsor, NY 12553

Est $336,024 Not Listed For Sale

105 Sandpiper Ln, New Windsor, NY 12553
- 2 Beds
- 1.5 Baths
- 1,312 Sq Ft
- Built 1986
105 Sandpiper Ln, New Windsor, NY 12553

Last Sold Summary
- 10% Above List Price
- $233/SF
- 128 Days On Market
Last Sold Price $306,000

Last Listing Agent Jeffrey Lease John J Lease REALTORS Inc

/12
$405,000
- 3 Beds
- 1 Bath
- 1,350 Sq Ft
15 Queen St, New Windsor, NY 12553

Check out this charming brick 3 bedroom 1 bath home in the Town of New Windsor. This home offers beautiful hardwood floors, stainless steel appliances, and a rear sun room for entertaining. This is a perfect home for any first time home buyer. Close to restaurants, shopping, and all major highways this is in a perfect location for any commuter. Come check it out!

Tyler Prokosch John J Lease REALTORS Inc

15 Queen St, New Windsor, NY 12553
$920,000 Sold Jul 09, 2025

152 Fox Hill Run, Rock Tavern, NY 12575
- 4 Beds
- 4 Baths
- 4,897 Sq Ft
- Built 2018
Last Sold Summary
- 2% Below List Price
- $188/SF
- 41 Days On Market
Current Estimated Value $938,594

Last Listing Agent Joann Grando Joann Grando

152 Fox Hill Run, Rock Tavern, NY 12575

Est $370,627 Not Listed For Sale

718 Hewitt Ln Unit 61, New Windsor, NY 12553
- 2 Beds
- 1.5 Baths
- 1,636 Sq Ft
- Built 1986
718 Hewitt Ln Unit 61, New Windsor, NY 12553

Last Sold Summary
- 56% Above List Price
- $145/SF
- 84 Days On Market
Last Sold Price $237,000

Last Listing Agent Brian Smith River Realty Services, Inc.

/3
$320,000
- Land
- 2.87 Acres
- $111,498 per Acre
0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553

.This is the first time this land is offered, and it is in the Cornwall School District. Excellent new construction opportunity. This 2.9-acre lot offers a scenic view of Brown’s Pond, a quiet .3-mile reservoir providing a peaceful setting and attractive backdrop for a custom home. Boating is not permitted, preserving the natural views and tranquility. The parcel provides generous buildable area

Deborah Warner Keller Williams Valley Realty

0 Moores Hill Rd Unit KEY942803, New Windsor, NY 12553
$210,000 Sold Jul 25, 2025

810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553
- 1 Bed
- 1 Bath
- 952 Sq Ft
- Built 1965
Last Sold Summary
- $221/SF
- 44 Days On Market
Last Listing Agent Wayne Patterson BHG Real Estate Green Team

810 Blooming Grove Turnpike Unit 16, New Windsor, NY 12553

Est $388,717 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
- 11% Above List Price
- $214/SF
- 182 Days On Market
Last Sold Price $350,000

Last Listing Agent Gina Antonucci Easy Lifestyle Real Estate

/38
$835,000 Open Sat 12PM - 2PM
- 4 Beds
- 2.5 Baths
- 2,772 Sq Ft
16 McDonald Ct, New Windsor, NY 12553

Introducing an exceptional opportunity to own a newly constructed residence, without the wait, in one of the Hudson Valley’s most sought after subdivisions —Meadowbrook Estates. Set within the distinguished Cornwall Central School District, offering municipal services and natural gas, this Ash II model exemplifies refined living, blending convenience with modern sophistication. Thoughtfully

Lisa Holmes Keller Williams Village Sq Rlt

16 McDonald Ct, New Windsor, NY 12553

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