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New Windsor, NY Houses for Sale

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  • /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
  • /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
  • /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

    $769,000

    • 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
  • /26

    $699,900

    • 4 Beds
    • 2.5 Baths
    • 2,808 Sq Ft

    2044 Independence Dr, New Windsor, NY 12553

    Welcome home! When you think about picture perfect, this is what you are thinking about! Nestled in the heart of the beautiful and warm community of The Reserve and located within the award winning Cornwall school district, where else would you rather be! The home itself is in immaculate condition with nothing to do but unpack! Envision your family gatherings in a meticulously maintained yard,

    Tracy Dickerson Keller Williams Hudson Valley

    2044 Independence Dr, New Windsor, NY 12553
  • /34

    $637,500 Open Sun 12PM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,289 Sq Ft

    120 Moores Hill Rd, New Windsor, NY 12553

    Welcome To Your Private Oasis with Versatile Living SpacesTucked away in a serene setting, this beautifully renovated split-level home offers the perfect blend of modern luxury and tranquil outdoor living. Main Level HighlightsOpen-Concept Living: The expansive main living area boasts gleaming hardwood floors and a seamless flow into the dining space.Chef’s Kitchen: A culinary

    Nadia Barnes eXp Realty

    120 Moores Hill Rd, New Windsor, NY 12553
  • /37

    $749,900

    • 4 Beds
    • 3 Baths
    • 2,695 Sq Ft

    545 Shore Dr, New Windsor, NY 12553

    Discover this stunning 3-level lakefront gem in the heart of the Hudson Valley just a quick one-hour drive from NYC! With breathtaking lake and mountain views, this four-bedroom, three-bath home offers the perfect blend of serenity and convenience. Boasting exclusive lake and beach rights, it’s an outdoor lover’s paradise.. Located in the highly sought-after Blue Ribbon Cornwall Central School

    Michael Rostanzo Tactical Realty LLC

    545 Shore Dr, New Windsor, NY 12553
  • /41

    $889,000

    • 4 Beds
    • 3.5 Baths
    • 2,791 Sq Ft

    56 Frank St, New Windsor, NY 12553

    Luxury, Comfort, and Convenience Await at Meadowbrook Estates!Discover the Brook Model, a stunning brand-new construction in the prestigious Meadowbrook Estates, nestled within the highly sought-after Cornwall School District. This four-bedroom, Three and-a-half-bath masterpiece spans 2,791 square feet of thoughtfully designed living space, offering a perfect blend of elegance and

    Kathryn DeCrosta John J Lease REALTORS Inc

    56 Frank St, New Windsor, NY 12553
  • /32

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,989 Sq Ft

    7 Willow Brook Ln, New Windsor, NY 12553

    Mountainville Cape Cod with Mountain View’s on Manicured flat parcel with inground pool in Cornwall Central School District! This 3 bedroom 2 full bath home on a quiet street just steps to trails, hiking and scenic views. The mature landscaping, fenced private backyard and all the charming details of Capecod in the most picturesque setting. Paved driveway leads to the attached two car garage with

    Brenda Guttenberg RE/MAX Benchmark Realty Group

    7 Willow Brook Ln, New Windsor, NY 12553
  • /40

    $850,000

    • 5 Beds
    • 3.5 Baths
    • 3,525 Sq Ft

    423 Jackson Ave, New Windsor, NY 12553

    Nestled on this 1.4 acre picturesque lot sits this Grand Center Hall Colonial. Step in to find so much space to accommodate your entire family even to include your extended family or In-Home Office. Enter through your front door to find your Formal Dining & Living Rooms with crown molding, Floor to Ceiling windows & Custom Pillars. A tiled ½ bath has been renovated to perfection. To the back

    Michele Rios BHHS Hudson Valley Properties

    423 Jackson Ave, New Windsor, NY 12553
  • /41

    $795,000

    • 4 Beds
    • 2.5 Baths
    • 3,772 Sq Ft

    2 Cleeves Ct, New Windsor, NY 12553

    Pride of ownership shines in this pristine condition 4 Bedroom CORNWALL Colonial located in the award winning Cornwall School District. Situation on a picturesque 1.5-acre lot with seasonal trestle and mountain views. A welcoming and attractive entry with circular driveway and wrap around covered porch this amazing 3,700 square foot home is located in a highly desirable area featuring spacious

    Gina De Cerbo RE/MAX Benchmark Realty Group

    2 Cleeves Ct, New Windsor, NY 12553
  • /37

    $575,000

    • 5 Beds
    • 2 Baths
    • 2,200 Sq Ft

    8 Canterbury Ln, New Windsor, NY 12553

    **Charming 5-Bedroom Ranch in Cornwall School District – A Hudson Valley Retreat** Located on a quiet, no-through-traffic street in the highly sought-after Cornwall School District, this beautifully maintained and upgraded 5-bedroom, 2-bathroom ranch offers the perfect blend of comfort, privacy, and Hudson Valley charm. The exterior features a spacious driveway with ample

    Colin Seitz RE/MAX Benchmark Realty Group

    8 Canterbury Ln, New Windsor, NY 12553
  • /42

    $599,900

    • 3 Beds
    • 3 Baths
    • 2,366 Sq Ft

    29 Lakeside Dr, New Windsor, NY 12553

    LAKEFRONT LIVING at its best! This 3 bedroom, 3 full bath gem was completely renovated down to the studs in 2019 and is located in the beautiful Beaver Dam Lake Community, just steps from the water. Enjoy fishing, swimming, and kayaking right from your own backyard! Enter into a spectacular eat-in kitchen with bright white soft-close cabinetry, stainless steel appliances, granite countertops,

    Jennifer Gold RE/MAX Benchmark Realty Group

    29 Lakeside Dr, New Windsor, NY 12553
  • /25

    $529,900

    • 3 Beds
    • 1.5 Baths
    • 1,644 Sq Ft

    48 Park Hill Dr, New Windsor, NY 12553

    MOVE IN READY! This well kept home is located in New Windsor on cul de sac which features 3 bedrooms, 1 full bath and a half bath on the lower level. The main level offers a large living room with gleaming hardwood floors(as seen), dining room, spacious kitchen with plenty of cabinets and granite countertops, newer appliances ,3 bedrooms and full bath. Lower level offers a half bath, laundry

    Julianna Cotthaus 1st Independent Realty Grp

    48 Park Hill Dr, New Windsor, NY 12553
  • /37

    $515,000

    • 3 Beds
    • 2.5 Baths
    • 1,883 Sq Ft

    108 Parkdale Dr, New Windsor, NY 12553

    Beautiful 3 bedroom Bi Level in the town of New Windsor close to close to schools, shopping, trains and airports. Home has recently had all rooms painted and hardwood floors refinished. Lower level has generous size family room, office, and bonus room, half bath and laundry room.. Inground pool in fenced in back yard...You will not be disappointed.. make this home a priority to

    Filomena Sousa John J Lease REALTORS Inc

    108 Parkdale Dr, New Windsor, NY 12553
  • /24

    $375,000

    • 3 Beds
    • 2 Baths
    • 1,458 Sq Ft

    26 Ellison Dr, New Windsor, NY 12553

    Tucked away on a quiet cul-de-sac in the heart of New Windsor, this well-kept 3-bedroom, 2 full bath home offers comfort, charm, and a convenient location close to Route 9W. Step inside to find a warm and welcoming layout with plenty of natural light, a traditional eat-in kitchen, and a spacious living room. The home features three comfortably sized bedrooms, including a primary bedroom with its

    ABIGAIL ANDERSON BHHS Hudson Valley Properties

    26 Ellison Dr, New Windsor, NY 12553
  • /23

    $399,900

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft

    9 Kearney Dr, New Windsor, NY 12553

    Are you looking for a home that provides single-floor living and a floor plan with a great flow? This meticulously well-maintained ranch home offers just that! The eat-in kitchen is spacious, with plenty of cabinetry for storage and stainless appliances. Vaulted ceilings create an open feel in the formal dining area and living room, complemented by gleaming hardwood flooring throughout. A full

    Nicholas Cuomo Keller Williams Realty

    9 Kearney Dr, New Windsor, NY 12553
  • /26

    $539,000

    • 3 Beds
    • 3.5 Baths
    • 2,517 Sq Ft

    6 Barclay Rd, New Windsor, NY 12553

    Enjoy seasonal views of the Hudson River from this sprawling 3 bedroom, 3.5 bathroom stone and vinyl ranch with over 2,500 sq. feet of bright and inviting living space. The large (newly updated) finished walk-out basement provides great accessory apartment potential! The first floor has everything you need if you are looking for single-level living! The over-sized living-room offers New

    Christopher Baker K. Fortuna Realty, Inc.

    6 Barclay Rd, New Windsor, NY 12553
  • /29

    $369,000

    • 2 Beds
    • 1 Bath
    • 1,308 Sq Ft

    108 Laurel Dr, New Windsor, NY 12553

    Nothing to do but move in to this painstakingly renovated Cape Cod perfect for the right now but also plenty of room to grow into. At the end of a cul-de-sac, this cute charmer boasts hardwood floors and two first-floor bedrooms and an updated galley-style kitchen that will take the pain out of making meals. Moving on to the dining area with exit onto the back deck, you'll find yourself in a

    David Mires Smitchger Realty

    108 Laurel Dr, New Windsor, NY 12553
  • /37

    $935,000

    • 4 Beds
    • 3.5 Baths
    • 2,856 Sq Ft

    41 Frank St, New Windsor, NY 12553

    Welcome to the Meadow at Meadowbrook Estates — the final opportunity to own this coveted 2,856 sq. ft. floor plan in one of the Hudson Valley’s most desirable communities. Nestled on a peaceful cul-de-sac and set on a beautifully flat, landscaped 0.6-acre lot complete with a sprinkler system, this brand-new, turnkey home offers the perfect blend of luxury, comfort, and convenience.Located

    Kathryn DeCrosta John J Lease REALTORS Inc

    41 Frank St, New Windsor, NY 12553
  • /34

    $369,900

    • 3 Beds
    • 1.5 Baths
    • 1,542 Sq Ft

    1 Park Hill Dr, New Windsor, NY 12553

    Welcome to your future dream home in the town of New Windsor! This residence features three spacious bedrooms and 1.5 bathrooms. As you enter, you'll be greeted by a formal dining room, ideal for hosting dinner parties and a cozy living room that features a cozy fireplace that creates a warm and inviting atmosphere for relaxation. The eat-in kitchen offers a functional space for casual dining,

    Patricia Sassi RE/MAX Benchmark Realty Group

    1 Park Hill Dr, New Windsor, NY 12553
  • /22

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft

    9 Louise Dr, New Windsor, NY 12553

    New to the market. Ranch home in a lovely quiet neighborhood. Must see to appreciate. Much larger than it looks. Main level has three nice sized bedrooms, a full bath and master has a half bath. All stainless steel appliances in a very roomy kitchen. Inviting living room has solid wood paneling. The lower level has a large family room with an entertainment section with mounted tv and

    JoCATENA HARGROVE Century 21 Hudson Valley Rlty.

    9 Louise Dr, New Windsor, NY 12553
  • /45

    $425,000

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    291 Walsh Ave, New Windsor, NY 12553

    "Stunning Renovation Alert!Get ready to fall in love with this beautifully renovated Bi-Level Colonial, boasting modern luxury and classic colonial charm in the desirable New Windsor area!This incredible home blends classic colonial charm with modern sophistication. As you step inside, you'll be greeted by the bright and airy interior, complete with fresh new flooring throughout and a sleek,

    Joseph Polatseck Joseph Polatseck

    291 Walsh Ave, New Windsor, NY 12553
  • /34

    $925,000

    • 5 Beds
    • 4 Baths
    • 4,366 Sq Ft

    1010 Pine View, New Windsor, NY 12553

    "Home Sweet Home", Almost an acre, YES HONEY STOP THE CAR!!! CORNWALL SCHOOLS and right around the corner from all stores, grocery and Woodbury Commons Shopping Outlets plus gas stations. Not to mention you are 5 minutes from all MAJOR HIGHWAYS INCLUDING PALISADES PKWY! Salisbury Mills TRAIN station as well!!! For a peaceful ride into Hoboken then NYC! Welcome to your private oasis, where

    Tameeka Williams KFortuna All Aspects Realty

    1010 Pine View, New Windsor, NY 12553
  • /40

    $400,000

    • 2 Beds
    • 1.5 Baths
    • 1,448 Sq Ft

    643 Little Britain Rd, New Windsor, NY 12553

    Charming Cape is majestically set back from road, nestled on a hilltop, creating a peaceful little haven with seasonal views of the lake just across the street. Abundant parking toward back of house with an oversized two-car garage, large carport/covered area, and very large drive/parking lot... offers endless possibilities! Beautiful hardwoods throughout, tremendous room sizes, and updated

    Susan Todd BHHS Hudson Valley Properties

    643 Little Britain Rd, New Windsor, NY 12553
  • /50

    $470,000 Open Sun 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,002 Sq Ft

    505 Shore Dr, New Windsor, NY 12553

    Rare renovation opportunity on Beaver Dam Lake! This all brick bi-level home in the Cornwall School district offers an exciting opportunity for those eager to bring their vision to life. With its potential waiting to be unlocked, this property is the perfect canvas for creating your Hudson Valley Lake Home. Whether you are drawn to the charm of the Hudson Valley or the satisfaction of a

    Donna Gennaro Howard Hanna Rand Realty

    505 Shore Dr, New Windsor, NY 12553
  • /45

    $895,000

    • 5 Beds
    • 5 Baths
    • 4,522 Sq Ft

    100 Pleasant Hill Rd, New Windsor, NY 12553

    Nestled in the heart of Mountainville, this historic and exceptional carriage house seamlessly blends 1850’s charm with modern amenities. The property boasts original timber beams and hand-painted murals dating back to the early 1900s, offering a glimpse into its storied past. Enjoy breathtaking vistas of the surrounding mountains from multiple vantage points around the property. There are 3

    Jade Oliverio Howard Hanna Rand Realty

    100 Pleasant Hill Rd, New Windsor, NY 12553
  • /39

    $749,000

    • 5 Beds
    • 4 Baths
    • 3,709 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

    Britanni Gaucher Keller Williams Realty

    17 Panorama Dr, New Windsor, NY 12553
  • /48

    $499,900

    • 4 Beds
    • 2.5 Baths
    • 2,088 Sq Ft

    1 Townsend St, New Windsor, NY 12553

    CORNWALL SCHOOLS...FULLY AVAILABLE. Charming, private, affordable & practical spacious 4 bedroom & 2.5 bathroom Raised Ranch style home of 2088' & on private partially wooded 1/2 acre has it all. 1st floor with formal sun-filled living & dining room, Eat in kitchen w/newer appliances, primary bedroom and own updated tiled bathroom, additional 2 cozy bedrooms and main bathroom w/bathtub. Spacious

    George Koudounas RE/MAX Benchmark Realty Group

    1 Townsend St, New Windsor, NY 12553
  • /24

    $734,900

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

    49 Swan Hollow Rd, New Windsor, NY 12553

    Welcome to Swan Hollow, Cornwall Schools! Better than new. This stunning 4-bedroom, 3-bathroom bi-level, boasts a spacious open-concept living area flooded with natural light, perfect for entertaining. Hardwood flooring throughout. Kitchen features sleek stainless steel appliances, stone countertops, and a generous island. Spacious living room with gas stone fireplace and soaring ceilings. The

    Christina Wilger RE/MAX Benchmark Realty Group

    49 Swan Hollow Rd, New Windsor, NY 12553
  • /26

    $875,000

    • 4 Beds
    • 3.5 Baths
    • 2,733 Sq Ft

    6 Jefferson Ave, New Windsor, NY 12553

    CORNWALL SCHOOLS ~ HOUSE UNDER CONSTRUCTION TO BE COMPLETED BY END OF 2025 ~ 2 MORE LOTS AVAILABLE READY TO BUILD. LOCAL REPUTABLE BUILDER. PRICE MAY ALTER IF SIZE CHANGES...FOR THE OTHER 2 LOTS BUILDER CAN MODIFY THE PLANS FOR UP TO 3300' SQ. FT. FOR $950,000. 6 Jefferson Ave. is a new construction & to be completed 4-6 months after fully executed contracts, weather permitting. See actual

    George Koudounas RE/MAX Benchmark Realty Group

    6 Jefferson Ave, New Windsor, NY 12553
  • /29

    $500,000

    • 4 Beds
    • 2 Baths
    • 2,160 Sq Ft

    18 Gerow Ln, New Windsor, NY 12553

    Two lots for the price of one! Don’t miss your chance to own this charming mother-daughter home located in the award winning Cornwall School District. This Cape Cod-style beauty also includes an additional parcel with a spacious second structure, offering endless possibilities for expansion or personalization. The bright and airy main level features a generous living room, a welcoming eat-in

    Raine Faller Howard Hanna Rand Realty

    18 Gerow Ln, New Windsor, NY 12553
  • /12

    $454,500

    • 3 Beds
    • 2 Baths
    • 2,188 Sq Ft

    211 Butter Hill Dr, New Windsor, NY 12553

    **Multiple offer situation. Seller requesting highest, best and final offers 8am, 4/11/2025.** Three bedroom, two bathroom Raised Ranch in the Town of New Windsor! Updated kitchen and baths and ready to move right in! Gleaming hardwood floors. Great back deck overlooking your private, fenced back yard just in time for summer barbecues! Minutes to Stewart International Airport and walking

    Brian Smith River Realty Services, Inc.

    211 Butter Hill Dr, New Windsor, NY 12553
  • /26

    $339,900

    • 3 Beds
    • 1.5 Baths
    • 1,410 Sq Ft

    67 Harth Dr, New Windsor, NY 12553

    Discover the perfect blend of charm and convenience in this beautifully maintained split-level home! With just over 1,400 square feet, this residence offers a well-designed layout featuring three comfortable bedrooms and 1.5 bathrooms. The lower-level finished area leads seamlessly to the attached one-car garage and opens to the spacious backyard, creating an ideal flow for gatherings or quiet

    Jonathan Gineo Jonathan D. Gineo

    67 Harth Dr, New Windsor, NY 12553

About New Windsor

New Windsor is a small town in Orange County, about 60 miles north of Manhattan, appealing to nature lovers who want to explore. Riverside views of the Hudson Highlands provide a rugged feel, but the landscape receives a dash of creativity with Storm King Art Center, one of the largest outdoor sculpture museums in the country. Promoting recreation is also part of the town’s mission. Officials began looking into a nearly million-dollar splash pad project in October 2024, with Ruscitti Park and Kristi Babcock Memorial Park being touted as potenti ...

Home Trends in New Windsor, NY

Home Trends

Median Price (12 Mo)
$423,850
Median Single Family Price
$468,000
Median Townhouse Price
$390,000
Median 2 Bedroom Price
$325,750
Median 1 Bedroom Price
$155,500
Average Price Per Sq Ft
$250
Number of Homes for Sale
45
Last 12 months Home Sales
212
Months of Supply
2.50
Median List Price
$420,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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