9,311

New Windsor, NY Homes

Section Image Section Image
  • /15

    $259,500 Pending

    • 2 Beds
    • 1 Bath
    • 1,076 Sq Ft

    3 Jennifer Ct, New Windsor, NY 12553

    Back in 1881 this was a large piece of beautiful farmland, not far from the Hudson River located in New Windsor. This home was the servants quarters for the large mansion sitting on 3 acres behind it. The home at the bottom of the driveway recently sold, in the mid 400s, was the carriage house for the mansion and the home across from it was the barn. Sitting on a knoll with large mature trees, no

    Agent Photo

    Win Morrison

    Win Morrison Realty

    (845) 506-1466

    3 Jennifer Ct, New Windsor, NY 12553
  • /28

    $1,555 - $2,400 per month

    Knox Village

    1-3 Beds

    835 Blooming Grove Turnpike, New Windsor, NY 12553

    Find some of the most spacious one, two and three bedroom apartment homes in the desirable New Windsor, NY area. We provide clean, no-fee apartments at an affordable price. Enjoy the community amenities such as pool, playground and 24-hour maintenance. Conveniently located within walking distance of banks, buses/trains, the post-office, restaurants, and stores and just minutes from the Newburgh

    835 Blooming Grove Turnpike, New Windsor, NY 12553
  • 501 Watch Hill Dr, New Windsor, NY 12553

    $120,000 Sold May 01, 2025

    • 1,232 Sq Ft
    • $97/SF
    • 43 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 2013

    501 Watch Hill Dr, New Windsor, NY 12553

    Experience the perfect blend of comfort and convenience in this beautiful three bedroom home located in the desirable Windemere Estates. This property offers exceptional value and is zoned for the Cornwall School District. Featuring three bedrooms and two full baths, this home boasts an open-concept design that maximizes space and functionality. The open living room, with its high ceilings,

    Sandra Spector Howard Hanna Rand Realty

    501 Watch Hill Dr, New Windsor, NY 12553
  • /39

    $459,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,974 Sq Ft

    87 Vails Gate Heights Dr, New Windsor, NY 12553

    Discover this beautifully maintained 3-bedroom, 2-bathroom raised ranch, perfectly blending modern upgrades with classic charm. Spanning 1,974 sq. ft. of living space, this home includes a versatile fourth room that can be used as an office, guest room, or hobby space.Step into an inviting interior featuring gleaming hardwood floors throughout the first floor, an updated kitchen with

    Agent Photo

    Kristen Velez

    RE/MAX Benchmark Realty Group

    (845) 209-0708

    87 Vails Gate Heights Dr, New Windsor, NY 12553
  • /16

    $2,800 per month

    • 2 Beds
    • 1.5 Baths
    • 1,228 Sq Ft
    • Condo for Rent

    620 Crab Apple Ln Unit 133, New Windsor, NY 12553

    Welcome to this amazing rental opportunity in the private Windsor Crest complex! This stunning 2 bed, 1.5 bath townhouse is updated and modern. As you step inside, you'll be greeted by your living room with a gas fireplace, perfect for entertaining guests or relaxing after a long day. The kitchen boasts new appliances, ample storage space, and flows to your dining area. Sliding doors will lead

    Alyssa Rodriguez Howard Hanna Rand Realty

    620 Crab Apple Ln Unit 133, New Windsor, NY 12553
  • 191 Quassaick Ave, New Windsor, NY 12553

    $216,500 Sold Apr 30, 2025

    • 1,308 Sq Ft
    • $166/SF
    • 525 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1960

    191 Quassaick Ave, New Windsor, NY 12553

    Are you ready to dive into a renovation project with incredible potential? Look no further! This Cape Cod-style home, awaiting a full makeover, is your golden opportunity. Tucked away on 0.372 acres, this property is primed for a transformation that promises returns. With your expertise and a well-planned renovation, this 1308 sq home can become a highly desirable property in the market.

    Katheryn DeClerck Howard Hanna Rand Realty

    191 Quassaick Ave, New Windsor, NY 12553
  • /46

    $629,000

    • 4 Beds
    • 2.5 Baths
    • 2,038 Sq Ft

    2106 Patriots Ct, New Windsor, NY 12553

    Welcome to the perfect home--all you have to do is unpack! This lovingly cared for Colonial in the award-winning Cornwall School District has been thoughtfully designed by the original owner. It sits on an oversized lot at the end of a cul-de-sac with a meticulously manicured yard that should be on the cover of a magazine. You'll love entertaining out back with the extra-large, stamped concrete

    Agent Photo

    Thomas Lawrenson

    Howard Hanna Rand Realty

    (845) 583-1639

    2106 Patriots Ct, New Windsor, NY 12553
  • /16

    $2,650 - $3,300 per month

    Hudson Commons

    2-3 Beds

    11 Lafayette Dr, New Windsor, 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, NY 12553
  • 19 Creamery Dr, New Windsor, NY 12553

    $475,000 Sold Apr 30, 2025

    • 1,768 Sq Ft
    • $269/SF
    • 34 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1981

    19 Creamery Dr, New Windsor, NY 12553

    HOME SWEET HOME - Well-maintained, lovely home situated on a lovely street in the award-winning Cornwall School District. This light-filled, 4-bedroom, 2-bathroom home boasts beautiful curb appeal. Features include floor-to-ceiling windows in the living room that allow natural light to flow, opening up to the dining room with sliders to a large screened-in deck—ideal for entertaining. The

    Michael Canter Keller Williams Hudson Valley

    19 Creamery Dr, New Windsor, NY 12553
  • /35

    $250,000

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

    276 Temple Hill Rd Unit 807, New Windsor, NY 12553

    Town of New Windsor first floor two bedroom, two bath end condo unit. The unit has an open floor plan with a large living room and dining room, main bedroom suite with a private bathroom, second bedroom with a walk-in closet, natural gas forced air heat system, central air conditioning and washer/dryer in the unit. The complex is well maintained and has a pool, playground additional parking and

    Agent Photo

    Frank Gerbes

    RE/MAX Benchmark Realty Group

    (845) 498-0510

    276 Temple Hill Rd Unit 807, New Windsor, NY 12553
  • /7

    $3,300 per month

    • 3 Beds
    • 1.5 Baths
    • 2,130 Sq Ft
    • House for Rent

    15 Louise Dr, New Windsor, NY 12553

    located at the end of a cul du sac sits this home that awaits a new tenant. A nice level flat yard with privacy. Floors have be redone and look stunning. Washer/Dryer hook up available. Ample closet space. Sunroom off of the dining room. Available May 1st. More pictures coming soon

    Susan Walski Keller Williams Hudson Valley

    15 Louise Dr, New Windsor, NY 12553
  • 246 Parkway Dr, New Windsor, NY 12553

    $345,000 Sold Apr 30, 2025

    • 2,002 Sq Ft
    • $172/SF
    • 180 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1956

    246 Parkway Dr, New Windsor, NY 12553

    Amazing opportunity to make this 2000+ sqft, 3 bed 2 bath, brick ranch your own. Large living room with big bay window. Three spacious bedrooms with plenty of closet space. There are hardwood floors under the carpeting in the bedroom and the living room. Half bath in master bedroom. Eat-in kitchen showcases double oven, dishwasher, solid wood cabinets and additional storage. Ceiling fans

    Tremaine Selby Weichert Realtors

    246 Parkway Dr, New Windsor, NY 12553
  • /31

    $379,000

    • 3 Beds
    • 1 Bath
    • 970 Sq Ft

    49 Lakeside Dr, New Windsor, NY 12553

    Welcome to your lakeside oasis! This beautiful 1.1 acre site is situated right on beaver dam lake with approximately 100 feet of lakeside frontage. The home was recently updated in the past year with a new roof and kitchen! With a little further TLC this could be your waterfront escape.

    Ciro Gagliardi

    Keller Williams Realty

    (845) 606-0412

    49 Lakeside Dr, New Windsor, NY 12553
  • /35

    $1,849 - $2,250 per month

    Mountainview Village

    1-2 Beds

    2201 Vails Gate Heights Dr, New Windsor, NY 12553

    Welcome to Mountainview Village, 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 Outlets, Mountainview Village offers the perfect blend of peaceful living and convenient access to all the area has

    2201 Vails Gate Heights Dr, New Windsor, NY 12553
  • 28 Garden Dr, New Windsor, NY 12553

    $467,000 Sold Apr 28, 2025

    • 2,655 Sq Ft
    • $176/SF
    • 96 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1958

    28 Garden Dr, New Windsor, NY 12553

    Welcome to 28 Garden Drive in New Windsor, a gem with immense potential! Nestled on a serene .68-acre lot, this 3-bedroom, 2.5-bathroom ranch offers an expansive 2,655 sqft of single story living. While this home exudes charm and promise, it awaits your vision and updates to restore its former glory and make it truly shine.Step inside to discover a spacious layout, with a sun-drenched living room

    Virginia Corbett eXp Realty

    28 Garden Dr, New Windsor, NY 12553
  • /33

    $300,000

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

    1121 Washington Green, New Windsor, NY 12553

    Town of New Windsor two bedroom and two-bathroom condo is located in the Washington Green complex. This desirable lower unit has a front and rear entrance for easy access. The large living room has a marble fireplace with a gas insert, and doors to the rear patio that give the unit natural light. The dining room has multiple windows and flows into the living room. The galley kitchen has a

    Agent Photo

    Frank Gerbes

    RE/MAX Benchmark Realty Group

    (914) 743-3839

    1121 Washington Green, New Windsor, NY 12553
  • /21

    $2,500 per month

    • 2 Beds
    • 2 Baths
    • 1,176 Sq Ft
    • Condo for Rent

    276 Temple Hill Rd Unit 2410, New Windsor, NY 12553

    Beautifully renovated two bedrooms unit located in the desirable Continental Manor community. The master bedroom has a full bathroom and there is a second guest bathroom. Nicely renovated kitchen with stainless steel appliances. Laundy in the unit with two new washer and dryer. Central A/C and heating system. Enjoy your morning coffee in the balcony. Conveniently located close to shopping,

    Jose Garcia ARC Realty 1 in Sales

    276 Temple Hill Rd Unit 2410, New Windsor, NY 12553
  • 4008 Thomas Paine Way, New Windsor, NY 12553

    $425,000 Sold Apr 25, 2025

    • 2,524 Sq Ft
    • $168/SF
    • 43 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2005

    4008 Thomas Paine Way, New Windsor, NY 12553

    Welcome to your dream home in the coveted "Patriot Ridge" complex! This beautifully maintained condo offers a perfect blend of comfort and style. The complex features a community pool, clubhouse, tennis courts, and playground, making it an ideal place for relaxation and recreation. Step inside this charming unit to discover a well-designed layout with top of the line finishes. The kitchen is a

    Geoffrey Green BHG Real Estate Green Team

    4008 Thomas Paine Way, New Windsor, NY 12553
  • /35

    $749,000 Open Sun 12PM - 2PM

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

    254 Orrs Mills Rd, New Windsor, NY 12553

    If you’re searching for a distinctive floor plan in a picturesque setting this Contemporary colonial is nestled in the Schunemunk Mountains, and surrounded by nature! This stay and play residence offers a serene escape while providing modern conveniences and caters to the stay at home professional, while being host to a multigenerational family set up! Welcome home to 254 Orrs Mills Rd. New

    Agent Photo

    Erin Connolly

    Artisan Realty

    (845) 409-0972

    254 Orrs Mills Rd, New Windsor, NY 12553
  • /20

    $1,700 - $1,800 per month

    Squire Village Apartments

    1 Bed

    1 On the Green, New Windsor, 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, NY 12553
  • 276 Temple Hill Rd, New Windsor, NY 12553

    $322,500 Sold Apr 24, 2025

    • 1,512 Sq Ft
    • $213/SF
    • 33 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1986

    276 Temple Hill Rd, New Windsor, NY 12553

    Accepted Offer - Looking for Backups/ Contract Out. Inspections Done. Beautifully Renovated 1500 sf - 3 Bedroom Townhouse!!!!- NEWER - Newer - AND . . . NEWER. Newer Kitchen, Newer Baths. Top Finishes Throughout - Total renovation in 2021/22 .Granite countertops, Hand Made Cabinets, New Flooring, Carpets, Bathrooms and Fixtures. 3 full sized bedrooms in this 3 bedroom townhouse. Move In Ready!!

    Bob Donnelly Keller Williams Valley Realty

    276 Temple Hill Rd, New Windsor, NY 12553
  • /2

    $749,000

    • 5 Beds
    • 3.5 Baths
    • 2,808 Sq Ft

    17 Panorama Dr, New Windsor, NY 12553

    Located in the prestigious Reserve subdivision, this spacious Colonial home offers luxurious living at its finest. The property features a well-maintained, move-in-ready interior with finished basement, providing ample living space for the entire family. Bedrooms are thoughtfully placed on each level, ensuring privacy and convenience. The home boasts stunning views from the deck, perfect for

    Agent Photo

    John Olivero

    KELLER WILLIAMS REALTY

    (845) 599-1729

    17 Panorama Dr, New Windsor, NY 12553
  • /8

    $1,900 per month

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    2899 Us Route 9w Unit 200, New Windsor, NY 12553

    Nestled in the heart of New Windsor is a cozy 2 Bedroom/1 Bathroom second floor apartment with all the updates you need . With new vinyl flooring, updated Kitchen with Stainless Steel Appliances including a Dishwasher, lots of cabinets and windows through-out this corner unit. This home is located within walking distances to Dunkin Donuts with restaurants, shopping, local highways and parks

    Deborah Simmons Exit Realty Connections

    2899 Us Route 9w Unit 200, New Windsor, NY 12553
  • 1303 Balsam Dr, New Windsor, NY 12553

    $405,000 Sold Apr 22, 2025

    • 1,830 Sq Ft
    • $221/SF
    • 23 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2009

    1303 Balsam Dr, New Windsor, NY 12553

    "Welcome to this charming end-unit townhouse at "The Grove" in the heart of New Windsor, NY! This dream home offers a perfect blend of comfort and convenience. The main level features a bright and spacious living area with beautiful hardwood floors, gas fireplace, floor to ceiling windows, and vaulted ceilings, while carpeting adds warmth to the upper-level bedrooms. The open-concept kitchen and

    Jeanette Santory Howard Hanna Rand Realty

    1303 Balsam Dr, New Windsor, NY 12553
  • /11

    $75,000 Pending

    • 1 Bed
    • 1 Bath
    • 650 Sq Ft

    2 Mazies Ln Unit Lot 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

    Agent Photo

    Omar Harper

    Epique Realty

    (845) 622-5828

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

    $1,900 - $2,500 per month

    Summit Terrace Luxury Apartments

    1-2 Beds

    1000 Clark St, New Windsor, NY 12553

    Introducing- Summit Terrace Luxury Apartments, a luxury apartment rental community, nestled in the historic Town of New Windsor. Summit Terrace offers a convenient location with close proximity to a variety of shopping, dining and entertainment options and the convenience of easy access to I-87 NYS Thruway, I-84, Route 300 and more! Summit Terrace features some of the finest appointments that

    1000 Clark St, New Windsor, NY 12553
  • 53 Silver Spring Rd, New Windsor, NY 12553

    $375,000 Sold Apr 22, 2025

    • 1,360 Sq Ft
    • $276/SF
    • 37 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    53 Silver Spring Rd, New Windsor, NY 12553

    Welcome to 53 Silver Spring in New Windsor! This beautifully crafted, all-brick ranch-style home combines timeless elegance with modern comfort in one of the Hudson Valley’s most desirable areas. Boasting 3 spacious bedrooms and 2 full baths, this home offers a seamless blend of classic charm and contemporary design.Step inside and be welcomed by gleaming hardwood floors, an open-concept

    Kerri Stretch Howard Hanna Rand Realty

    53 Silver Spring Rd, New Windsor, NY 12553
  • /49

    $650,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,276 Sq Ft

    2101 Patriots Ct, New Windsor, NY 12553

    Welcome to The Reserve, one of the most sought-after neighborhoods in Orange County. Located on a private cul-de-sac, this beautiful, well-maintained Colonial is just waiting for you to call it home. Set on a corner lot, there is plenty of room to play...and entertain with the large paver patio and pool in the back yard. The rear deck is all new with composite decking and custom rails. Inside,

    Agent Photo

    Thomas Lawrenson

    Howard Hanna Rand Realty

    (845) 412-9447

    2101 Patriots Ct, New Windsor, NY 12553
  • /25

    $4,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,488 Sq Ft
    • House for Rent

    2719 Colonial Dr, New Windsor, NY 12553

    Freshly painted and ready to move in! Large colonial home in well established neighborhood. Bright with plenty of natural light. Four bedroom, two and a half baths. Eat in kitchen, formal living room, family room, office and formal dining room on the first floor. Second floor boasts primary bedroom/bathroom with two closets. Three other nice sized bedrooms and a hallway bathroom. Lots of closet

    Andrea Mahoney Smitchger Realty

    2719 Colonial Dr, New Windsor, NY 12553
  • 59 Myrtle Ave, New Windsor, NY 12553

    $230,000 Sold Apr 21, 2025

    • 1,452 Sq Ft
    • $158/SF
    • 119 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1947

    59 Myrtle Ave, New Windsor, NY 12553

    Welcome to this 2 bedroom starter home nestled in a delightful ranch setting! The cozy living room has a bay window. This inviting residence features hardwood floors that complement the freshly remodeled ceramic tile bathroom, providing a perfect blend of style and comfort. With a roof that's just 5 years old, you can enjoy peace of mind in your new abode. Storage won't be an issue with closets

    Karen Briscoe-Reed KW MidHudson

    59 Myrtle Ave, New Windsor, NY 12553

Showing Results 1 - 40, Page 1 of 18

Home Trends in New Windsor, NY

Home Trends

Median Price (12 Mo)
$425,000
Median Single Family Price
$464,000
Median Townhouse Price
$415,000
Median 2 Bedroom Price
$327,000
Median 1 Bedroom Price
$153,500
Average Price Per Sq Ft
$247
Number of Homes for Sale
44
Last 12 months Home Sales
211
Months of Supply
2.50
Median List Price
$420,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
8%
How to Buy a Home How to Finance a Home How to Sell a Home