New Windsor, NY Homes

/36
$480,000 Pending
- 4 Beds
- 2.5 Baths
- 2,088 Sq Ft
1 Townsend St, New Windsor, NY 12553

Welcome to 1 Townsend Street, a well-maintained raised ranch set on a quiet cul-de-sac along a private road in New Windsor. This spacious four-bedroom, two-and-a-half-bath home offers the perfect blend of comfort, updates, and convenience within the highly sought-after Cornwall School District. The main level features a bright open layout with new flooring and a large kitchen appointed with

Ammar Iqbal

eXp Realty

(845) 516-9130

1 Townsend St, New Windsor, NY 12553
Explore New Windsor
/30
$2,250 per month
- 3 Beds
- 1 Bath
- 806 Sq Ft
- House for Rent
2 Mertes Ln, New Windsor, NY 12553

Cozy 3-bedroom cape cod located in New Windsor near shopping, schools, parks and transportation. Hardwood floors throughout both floors. Extra-large bathroom, bedroom, eat in kitchen and living room on the 1st floor and 2 additional bedrooms with plenty of closet space. The lower walk out level has a laundry room, utility area plus 2 storage rooms. The driveway was just paved this year and there

Frank Gerbes

RE/MAX Benchmark Realty Group

(845) 605-7625

2 Mertes Ln, New Windsor, NY 12553
$250,000 Sold Apr 20, 2026

276 Temple Hill Rd Unit 2606, New Windsor, NY 12553
- 2 Beds
- 2 Baths
- 1,176 Sq Ft
- Built 1986
Last Sold Summary
- 14% Below List Price
- $213/SF
- 176 Days On Market
Current Estimated Value $249,674

Last Listing Agent JAMES KURKELA Spinnaker Realty Sales LLC

276 Temple Hill Rd Unit 2606, New Windsor, NY 12553

Est $707,454 Not Listed For Sale

505 Toleman Rd, Rock Tavern, NY 12575
- 4 Beds
- 2.5 Baths
- 2,700 Sq Ft
- Built 2023
505 Toleman Rd, Rock Tavern, NY 12575

Last Sold Summary
- $263/SF
- 219 Days On Market
- Last Sold Price $710,000
- Sep 03, 2024
Last Listing Agent Paul Biagini Biagini Realty

/33
$439,000
- 4 Beds
- 2.5 Baths
- 1,900 Sq Ft
15 Riley Rd, New Windsor, NY 12553

Welcome to 15 Riley Road: This delightful residence was fully renovated from top to bottom. Airy open living space with a gorgeous fire place, four bedrooms and two and a half bathrooms, split unit heating and cooling system.Brand new deck to sip coffee or a get together overlooking a great half an acre property!Do not miss this amazing opportunity!

Inna Sobel

Atelier Properties LLC

(845) 403-0029

15 Riley Rd, New Windsor, NY 12553
/16

$2,750 - $3,300 per month

Hudson Commons

2 - 3 Beds

11 Lafayette Dr, New Windsor Township, NY 12553

Welcome to Hudson Commons, a centrally located community where light filled open layouts are paired with a naturally inspired landscape. Our apartments are clean, modern and one of a kind. Call today to schedule a tour!

11 Lafayette Dr, New Windsor Township, NY 12553
$285,000 Sold Oct 01, 2025

512 Riley Rd, New Windsor, NY 12553
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1973
Last Sold Summary
- 3% Below List Price
- $297/SF
- 66 Days On Market
Current Estimated Value $309,853

Last Listing Agent Arafat Ibrahim AI Realty Brokerage LLC

512 Riley Rd, New Windsor, NY 12553

Est $765,120 Not Listed For Sale

38 Swan Hollow Rd, New Windsor, NY 12553
- 5 Beds
- 3 Baths
- 2,720 Sq Ft
- Built 2023
38 Swan Hollow Rd, New Windsor, NY 12553

Last Sold Summary
- 3% Above List Price
- $274/SF
- 138 Days On Market
- Last Sold Price $744,000
- Apr 17, 2024
Last Listing Agent Theresa Budich Howard Hanna Rand Realty

/29
$495,000 Pending
- 4 Beds
- 2 Baths
- 2,319 Sq Ft
16 Faye Ave, New Windsor, NY 12553

Welcome to 16 Fay Avenue — a spacious and turnkey 4-bedroom, 2-full bath home that was completely renovated 2020. Major updates include a new roof (2020), new heating system (2020), new water heater (2020), new deck (2020) new kitchen (2020), and bathroom (2020) offering modern comfort and peace of mind for years to come.The home features a permitted finished basement with its own private

Alexandra Zinko

Century 21 Realty Center

(845) 630-1893

16 Faye Ave, New Windsor, NY 12553
/24
$3,000 per month
- 3 Beds
- 1.5 Baths
- 1,328 Sq Ft
- House for Rent
853 Little Britain Rd, New Windsor, NY 12553

Welcome to this spacious 3-bedroom, 1 and 1 1/2 bath house in New Windsor N.Y. Conveniently located close to shopping and major commuter highways. Large property and extra-large driveway for additional parking, plus attached garage with excellent storage space. NO PETS ALLOWED. Tenant pays all utilities. Schedule an appointment today!

Laura Henion Coldwell Banker Realty

853 Little Britain Rd, New Windsor, NY 12553
$630,000 Sold May 08, 2025

2101 Patriots Ct, New Windsor, NY 12553
- 4 Beds
- 2.5 Baths
- 2,276 Sq Ft
- Built 2001
Last Sold Summary
- 3% Below List Price
- $277/SF
- 49 Days On Market
Current Estimated Value $670,241

Last Listing Agent Thomas Lawrenson Howard Hanna Rand Realty

2101 Patriots Ct, New Windsor, NY 12553

Est $161,000 Not Listed For Sale

10 Oakwood Terrace Unit 115, New Windsor, NY 12553
- 1 Bed
- 1 Bath
- 800 Sq Ft
- Built 1965
10 Oakwood Terrace Unit 115, New Windsor, NY 12553

Last Sold Summary
- 18% Above List Price
- $171/SF
- 22 Days On Market
- Last Sold Price $137,000
- Jun 05, 2024
Last Listing Agent Linda Chevallier RE/MAX Benchmark Realty Group

/24
$679,900 Pending
- 5 Beds
- 2.5 Baths
- 3,538 Sq Ft
74 Red Maple Way, New Windsor, NY 12553

Welcome to 74 Red Maple Way at Windsor Woods, one of New Windsor’s premier cul-de-sac communities. At this stuning home elegance, comfort, and modern sophistication come together to create more than just a house—it’s a lifestyle. Step inside and you’ll be greeted by soaring ceilings, gleaming hardwood floors, and natural light pouring through oversized windows. The open-concept design flows

Randolph Rogers

eXp Realty

(845) 712-4003

74 Red Maple Way, New Windsor, NY 12553
/35

$607 - $1,879 per month

Temple Hill Apartments

1 - 2 Beds

3000 Nicholas Brooks Ct, New Windsor, NY 12553

The Temple Hill apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient 745 square foot room plan, each airy one-bedroom apartment provides the perfect home for individuals and families. Temple Hill also offers a limited number of 2-bedroom and 3-bedroom units.Set in a wooded park-like setting, yet less than

3000 Nicholas Brooks Ct, New Windsor, NY 12553
$405,000 Sold Aug 19, 2025

6 Park Hill Dr, New Windsor, NY 12553
- 3 Beds
- 1 Bath
- 1,100 Sq Ft
- Built 1958
Last Sold Summary
- 8% Above List Price
- $368/SF
- 16 Days On Market
Current Estimated Value $412,223

Last Listing Agent Federico Prada RE/MAX Benchmark Realty Group

6 Park Hill Dr, New Windsor, NY 12553

Est $161,000 Not Listed For Sale

10 Oakwood Terrace Unit 86, New Windsor, NY 12553
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Built 1965
10 Oakwood Terrace Unit 86, New Windsor, NY 12553

Last Sold Summary
- 34% Above List Price
- $160/SF
- 35 Days On Market
- Last Sold Price $120,000
- May 22, 2024
Last Listing Agent Steve Moreau Tactical Realty LLC

/22
$134,900 Pending
- 1 Bed
- 1 Bath
- 960 Sq Ft
10 Oakwood Terrace Unit 110, New Windsor, NY 12553

Top floor, Spacious and sun-filled 1-bedroom, 1-bath end unit co-op offering 960 square feet of comfortable living. Located in a well-maintained complex, this corner unit features a private balcony, ideal for relaxing or entertaining. Enjoy access to a community pool and beautifully landscaped grounds, all within a quiet neighborhood setting. A commuter’s dream just minutes from both I-84 and

RoseMarie Christner

Stepping Stone Realty

(845) 316-0718

10 Oakwood Terrace Unit 110, New Windsor, NY 12553
/21
$2,200 per month
- 1 Bed
- 1 Bath
- 952 Sq Ft
- Apartment for Rent
810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553

Beautiful condo located in the sought after Kingswood Gardens community, just renovated and ready for immediate occupancy. Updates include new floors, and light fixtures throughout. Eat-in kitchen showcases brand new stainless steel appliances, including dishwasher & microwave, granite counter tops, custom backsplash, deep sink, an abundance of cabinet space, and nook. Full bathroom with

Tremaine Selby Weichert Realtors

810 Blooming Grove Turnpike Unit 113, New Windsor, NY 12553
$375,000 Sold Nov 11, 2025

520 Shore Dr, New Windsor, NY 12553
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1948
Last Sold Summary
- 6% Below List Price
- $391/SF
- 78 Days On Market
Current Estimated Value $377,416

Last Listing Agent Matthew O'Hare Coldwell Banker Realty

520 Shore Dr, New Windsor, NY 12553

Not Listed For Sale

21 Nevis Dr, New Windsor, NY 12553
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 2017
21 Nevis Dr, New Windsor, NY 12553

Last Sold Summary
- $110/SF
- 90 Days On Market
- Last Sold Price $135,000
- Mar 03, 2025
Last Listing Agent Sandra Spector Howard Hanna Rand Realty

/20
$175,000
- 2 Beds
- 1 Bath
- 944 Sq Ft
10 Oakwood Terrace Unit 26, New Windsor, NY 12553

This well-maintained third-floor co-op offers a comfortable and inviting layout featuring two bedrooms and one full bathroom. The unit includes a spacious living room with wall-to-wall carpeting and access to a private deck, perfect for relaxing. The dining area showcases beautiful hardwood floors, while the kitchen and bathroom are finished with durable ceramic tile. Both bedrooms are carpeted,

Jodi Gillespie

Gillespie Real Estate LLC

(845) 539-0873

10 Oakwood Terrace Unit 26, New Windsor, NY 12553
/35

$1,685 - $2,300 per month

Mountainview Village

Studio - 2 Beds

2201 Vails Gate Heights Dr, New Windsor Township, NY 12553

Welcome to Mountainview Village Qualified applicants may be eligible for a reduced security of $500. Mountain View Village is a serene and inviting community nestled on 10 acres of beautifully landscaped grounds with stunning mountain views. Located just minutes from the vibrant Newburgh waterfront, Stewart National Airport, and the world-renowned Woodbury Commons Premium

2201 Vails Gate Heights Dr, New Windsor Township, NY 12553
$540,000 Sold Feb 06, 2026

561 Toleman Rd, Rock Tavern, NY 12575
- 5 Beds
- 3 Baths
- 3,273 Sq Ft
- Built 1989
Last Sold Summary
- 22% Below List Price
- $165/SF
- 204 Days On Market
Current Estimated Value $580,629

Last Listing Agent Erin Connolly-Frontino Artisan Realty

561 Toleman Rd, Rock Tavern, NY 12575

Not Listed For Sale

18 Square Hill Rd, New Windsor, NY 12553
- 3 Beds
- 2 Baths
- 1,428 Sq Ft
- Built 2005
18 Square Hill Rd, New Windsor, NY 12553

Last Sold Summary
- $76/SF
- 32 Days On Market
- Last Sold Price $108,000
- Nov 20, 2023
Last Listing Agent Sandra Spector Howard Hanna Rand Realty

/37
$499,000 Pending
- 3 Beds
- 2.5 Baths
- 2,137 Sq Ft
1974 New York 32, New Windsor, NY 12553

**Located in the desirable Cornwall Central School District, move right into this 3 br, 2.5 bath raised ranch offering over 2,000 square feet of comfortable space on 2 acres of privacy.** Newly built in 2013, step inside to soaring vaulted ceilings in the sun-filled living room, gleaming hardwood floors, and a cozy wood stove in the basement for added warmth. The open-concept kitchen impresses

Joan Wortmann

Weichert Realtors

(845) 458-8473

1974 New York 32, New Windsor, NY 12553
/17
$2,300 per month
- 3 Beds
- 1 Bath
- 1,225 Sq Ft
- Apartment for Rent
109 Caesars Ln Unit East, New Windsor, NY 12553

CORNWALL SCHOOLS - LOCATED IN NEW WINDSOR THIS 3-BEDROOM SPACIOUS APARTMENT WITH NEWER LOOK ON SECOND FLOOR - PARKING FOR 2 CARS - AVAILABLE TO MOVE IN 06/01/2026. Has parking and washer and dryer hookup if needed. Large living room, fully equipped eat-in kitchen with newer stainless steel appliances, dishwasher, oven/range, and refrigerator. Full bathroom with bathtub and 3 spacious sun-filled

George Koudounas RE/MAX Benchmark Realty Group

109 Caesars Ln Unit East, New Windsor, NY 12553
$390,000 Sold Aug 29, 2025

1 Garden Dr, New Windsor, NY 12553
- 2 Beds
- 1 Bath
- 1,305 Sq Ft
- Built 1953
Last Sold Summary
- 4% Above List Price
- $299/SF
- 14 Days On Market
Current Estimated Value $397,541

Last Listing Agent Donna Brunell RE/MAX Benchmark Realty Group

1 Garden Dr, New Windsor, NY 12553

Est $235,433 Not Listed For Sale

64 Agnes Rd, New Windsor, NY 12553
64 Agnes Rd, New Windsor, NY 12553

Last Sold Summary
- 1,285% Above List Price
- 176 Days On Market
- Last Sold Price $17,000
- Jan 05, 2024
Last Listing Agent Amberlee Royster John J Lease REALTORS Inc

/11
$72,000
- 1 Bed
- 1 Bath
- 650 Sq Ft
2 Mazies Ln Unit 3, New Windsor, NY 12553

Welcome to an exceptional opportunity at 2 Mazies Lane, Lot #3. Located in the desirable Cornwall Park Community, offering a low lot rent of approximately $966. This fee conveniently includes school and property taxes, trash removal, road snow removal, and maintenance making it an ideal choice for those seeking a hassle-free lifestyle. Featuring a brand-new kitchen adorned with elegant granite

Omar Harper

Epique Realty

(845) 957-9104

2 Mazies Ln Unit 3, New Windsor, NY 12553
/20

$1,600 - $1,800 per month

Squire Village Apartments

1 Bed

1 On the Green, New Windsor Township, NY 12553

UNDER NEW OWNERSHIP!!! Squire Village Apartments is located in Squire Village Condominium Community in the beautiful Hudson Valley region of New York. We are minutes from Newburgh waterfront, Orange County Community College, Mount Saint Mary College, Stewart Airport, West Point and St. Luke's Hospital. There are two train stations located nearby and it is only a short 90 minute commute to NYC.

1 On the Green, New Windsor Township, NY 12553
$700,000 Sold Aug 28, 2025

2044 Independence Dr, New Windsor, NY 12553
- 4 Beds
- 2.5 Baths
- 2,808 Sq Ft
- Built 2005
Last Sold Summary
- $249/SF
- 21 Days On Market
Current Estimated Value $738,976

Last Listing Agent Tracy Dickerson Keller Williams Hudson Valley

2044 Independence Dr, New Windsor, NY 12553

Not Listed For Sale

253 Station Rd, Rock Tavern, NY 12575
- 4 Beds
- 3 Baths
- 2,900 Sq Ft
- Built 2024
253 Station Rd, Rock Tavern, NY 12575

Last Sold Summary
- $234/SF
- 54 Days On Market
- Last Sold Price $679,900
- Jul 03, 2024
Last Listing Agent Paul Biagini Biagini Realty

/49
$849,000
- 4 Beds
- 2.5 Baths
- 3,206 Sq Ft
75 Luthien Forrest Rd, Rock Tavern, NY 12575

A grand entryway welcomes you into the main level, where a thoughtfully designed layout offers both openness and versatility. The inviting family room greets you upon entry, while a formal dining room provides the perfect setting for gatherings and celebrations. A dedicated home office offers a quiet workspace, and the convenient laundry room adds to the home’s practicality. The spacious kitchen

Franky Garcia

Howard Hanna Rand Realty

(329) 201-2515

75 Luthien Forrest Rd, Rock Tavern, NY 12575
/20
$3,200 per month
- 3 Beds
- 1 Bath
- 1,548 Sq Ft
- House for Rent
15 Forge Hill Rd, New Windsor, NY 12553

For Rent! Long term or short term lease available. Completely renovated charming Cape Cod with tremendous space and award winning Cornwall Schools. Beautifully done and ready now. Imagine peace and quiet in your own home sweet home. The main floor has hardwood floors that shine like glass, a living room filled with natural light and can easily fit all your furniture, a large eat in kitchen with

Karen Taphorn Howard Hanna Rand Realty

15 Forge Hill Rd, New Windsor, NY 12553
$250,000 Sold Nov 24, 2025

45 Clancy Ave, New Windsor, NY 12553
- 3 Beds
- 1 Bath
- 980 Sq Ft
- Built 1915
Last Sold Summary
- $255/SF
- 82 Days On Market
Current Estimated Value $287,170

Last Listing Agent Frank Gerbes RE/MAX Benchmark Realty Group

45 Clancy Ave, New Windsor, NY 12553

Est $329,852 Not Listed For Sale

256 Quassaick Ave Unit 33, New Windsor, NY 12553
- 3 Beds
- 2.5 Baths
- 1,426 Sq Ft
- Built 1991
256 Quassaick Ave Unit 33, New Windsor, NY 12553

Last Sold Summary
- 3% Above List Price
- $224/SF
- 20 Days On Market
- Last Sold Price $320,000
- May 01, 2024
Last Listing Agent Suzanne Hallisey RE/MAX Benchmark Realty Group

/34
$445,000
- 4 Beds
- 2 Baths
- 1,836 Sq Ft
19 Split Tree Dr, New Windsor, NY 12553

In a neighborhood where pride of ownership abounds, this 4-bedroom, 2 full bath bilevel home offers space, comfort, and wonderful potential. The home features beautiful hardwood floors, generous living areas, and a functional layout designed for everyday living. The bilevel design also offers potential for an in-law or extended living space, providing flexibility for a variety of needs. Enjoy

Jade Oliverio

Howard Hanna Rand Realty

(845) 479-5933

19 Split Tree Dr, New Windsor, NY 12553
/8

$484 - $1,129 per month

Amber Grove

1 Bed

1000 Heidi Ct, New Windsor Township, NY 12553

The Amber Grove New Windsor apartments offer a comfortable yet stylish lifestyle right in the heart of the community. With a wide range of amenities and an efficient floor plan, each airy one-bedroom apartment provides the perfect solution for comfortable senior living.Set in a wooded park-like setting, yet less than a half mile away from two major grocery stores and bus transportation to

1000 Heidi Ct, New Windsor Township, NY 12553
$208,000 Sold Dec 08, 2025

Lot 6 Bethlehem Rd, New Windsor, NY 12553
- Land
- 2.13 Acres
- $97,653 per Acre
Last Sold Summary
- 11% Below List Price
- 348 Days On Market
Last Listing Agent Shawn Larry SHAHAR Management LLC

Lot 6 Bethlehem Rd, New Windsor, NY 12553

Est $563,442 Not Listed For Sale

14 Feitsma Ln, Rock Tavern, NY 12575
- 3 Beds
- 2 Baths
- 2,248 Sq Ft
- Built 1970
14 Feitsma Ln, Rock Tavern, NY 12575

Last Sold Summary
- 21% Above List Price
- $207/SF
- 38 Days On Market
- Last Sold Price $465,000
- Jul 21, 2023
Last Listing Agent Tonya Finn Keller Williams Hudson Valley

Showing Results 1 - 40, Page 1 of 18

New York Orange County New Windsor

Home Trends in New Windsor, NY

On average, homes in New Windsor, NY sell after 64 days on the market compared to the national average of 56 days. The median sale price for homes in New Windsor, NY over the last 12 months is $432,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$432,000

Median Single Family Sale Price

$468,000

Median Townhouse Sale Price

$449,999

Median 2 Bedroom Sale Price

$305,000

Median 1 Bedroom Sale Price

$197,500

Average Price Per Sq Ft

$259

Number of Homes for Sale

Last 12 months Home Sales

253

Months of Supply

2.30

Median List Price

$445,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

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New Windsor, NY Homes

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Home Trends in New Windsor, NY

Housing Trends