9,366

New Windsor, NY Homes

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  • 195 Pleasant Hill Rd, New Windsor, NY 12553
    195 Pleasant Hill Rd, New Windsor, NY 12553
    195 Pleasant Hill Rd, New Windsor, NY 12553
    /43

    $699,000

    • 4 Beds
    • 3 Baths
    • 2,405 Sq Ft

    195 Pleasant Hill Rd, New Windsor, NY 12553

    Welcome to your dream home! Nestled on nearly 4 private acres in the desirable Cornwall School District, this meticulously maintained 4-bedroom, 3-bathroom home offers over 2,400 sq. ft. of comfortable living space. Step inside to discover gleaming hardwood floors and impressive vaulted ceilings that enhance the bright, open floor plan.The spacious kitchen features a center island perfect

    Martin Remo RE/MAX Prime Properties

    195 Pleasant Hill Rd, New Windsor, NY 12553
  • 620 Crab Apple Ln Unit 133, New Windsor, NY 12553
    620 Crab Apple Ln Unit 133, New Windsor, NY 12553
    620 Crab Apple Ln Unit 133, New Windsor, NY 12553
    /16

    $2,400 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, well maintained 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

    Alyssa Rodriguez Howard Hanna Rand Realty

    620 Crab Apple Ln Unit 133, New Windsor, NY 12553
  • 276 Temple Hill Rd Unit 2712, New Windsor, NY 12553

    $204,000 Sold Jun 11, 2025

    • 800 Sq Ft
    • $255/SF
    • 49 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1986

    276 Temple Hill Rd Unit 2712, New Windsor, NY 12553

    Welcome home to 276 Temple Hill, a beautifully updated 1-bedroom, 1-bathroom end-unit condo in Continental Manor. This light-filled home offers an open-concept living and dining area flowing into a well-appointed kitchen, creating a spacious and inviting atmosphere. The generously sized bedroom features newer sliding glass doors leading to a private balcony, perfect for enjoying fresh air with

    Anthony Ruperto Ally Realty

    276 Temple Hill Rd Unit 2712, New Windsor, NY 12553
  • 305 Balsam Dr, New Windsor, NY 12553
    305 Balsam Dr, New Windsor, NY 12553
    305 Balsam Dr, New Windsor, NY 12553
    /44

    $499,000

    • 3 Beds
    • 3.5 Baths
    • 2,890 Sq Ft

    305 Balsam Dr, New Windsor, NY 12553

    Welcome to 305 Balsam Drive, A Rare Gem at The Grove at New Windsor. Discover luxury, space, and scenic beauty in one of the largest townhomes in the highly desirable Grove at New Windsor community. Spanning an impressive 2,890 square feet, this 3-level unit with finished basement offers elegance, comfort, and exceptional value. Step inside and be greeted by the bright and airy living & dining

    Hamar Clarke Clarke Realty & Associates LLC

    305 Balsam Dr, New Windsor, NY 12553
  • 2719 Colonial Dr, New Windsor, NY 12553
    2719 Colonial Dr, New Windsor, NY 12553
    2719 Colonial Dr, New Windsor, NY 12553
    /25

    $4,100 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
  • 2 Elizabeth Ln, New Windsor, NY 12553

    $360,000 Sold Jun 09, 2025

    • 936 Sq Ft
    • $385/SF
    • 21 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1963

    2 Elizabeth Ln, New Windsor, NY 12553

    Charm meets convenience in this delightful 3 bedroom single-family home! Perfect for commuters, with access to 87 and 84 minutes away, step into a world of warmth and comfort with one floor living, hardwoods throughout and a beautiful fully renovated bathroom. Listen to the breeze rustle through the bamboo while enjoying warm summer days on your paver patio and cold winter nights by the fire pit.

    Simone Edwards Edwards Properties

    2 Elizabeth Ln, New Windsor, NY 12553
  • 1002 Forest Glen, New Windsor, NY 12553
    1002 Forest Glen, New Windsor, NY 12553
    1002 Forest Glen, New Windsor, NY 12553
    /30

    $695,000

    • 4 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    1002 Forest Glen, New Windsor, NY 12553

    Welcome to this stunning 4 bedroom, 2.5 bath home that blends comfort, style and functionality. Perfect for families or entertainer, this property offers everything you need for relaxed living and memorable gatherings. Located in desirable Cornwall School District. Modern kitchen has plenty of cabinetry and modern appliances. Hardwood floors throughout. New lower deck built in 2021 that

    Kevin Moran Keller Williams Hudson Valley

    1002 Forest Glen, New Windsor, NY 12553
  • 99 Taylor Rd, New Windsor, NY 12553
    99 Taylor Rd, New Windsor, NY 12553
    99 Taylor Rd, New Windsor, NY 12553
    /31

    $7,000 per month

    • 6 Beds
    • 4.5 Baths
    • 5,814 Sq Ft
    • House for Rent

    99 Taylor Rd, New Windsor, NY 12553

    The Stonehouse. A charming and historic farmhouse rental at the Base of Schunnemunk State Park. Built in 1832, Original wide plank hardwood floors, 9ft + ceilings, other original architectural details span the entire home. The living room has a charming Wood Burning Fireplace with access to a side-yard covered patio, Dining room has beautiful period furniture, and family room has a wet-bar

    Elizabeth Broderick Tuxedo Hudson Realty Corp

    99 Taylor Rd, New Windsor, NY 12553
  • 83 Vails Gate Heights Dr, New Windsor, NY 12553

    $260,000 Sold Jun 09, 2025

    • 1,508 Sq Ft
    • $172/SF
    • 58 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1970

    83 Vails Gate Heights Dr, New Windsor, NY 12553

    Don't miss this exceptional opportunity to own a rare end-unit townhouse boasting an oversized, fully fenced yard – one of the largest you'll find in this community! Enjoy abundant natural light streaming through extra windows, creating a bright and airy atmosphere throughout. And the best part? No HOA fees! A large living room flows seamlessly into the kitchen, which offers ample cabinets and

    Sandra Spector Howard Hanna Rand Realty

    83 Vails Gate Heights Dr, New Windsor, NY 12553
  • 789 Jackson Ave, New Windsor, NY 12553
    789 Jackson Ave, New Windsor, NY 12553
    789 Jackson Ave, New Windsor, NY 12553
    /23

    $614,995

    • 3 Beds
    • 2.5 Baths
    • 2,123 Sq Ft

    789 Jackson Ave, New Windsor, NY 12553

    Set back on a peaceful 12-acre property (11 acres plus an additional 1-acre lot for enhanced privacy), this 3-bedroom, 2.5-bath raised ranch offers a rare combination of space, comfort, and convenience in beautiful New Windsor. Built in 2010 with over 2,100 square feet of thoughtfully designed living space, this home is perfect for those seeking tranquility without sacrificing access to everyday

    Savannah Miceli Century 21 Alliance Rlty Group

    789 Jackson Ave, New Windsor, NY 12553
  • 8 Jay St, New Windsor, NY 12553

    $475,000 Sold Jun 08, 2025

    • 1,764 Sq Ft
    • $269/SF
    • 38 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1958

    8 Jay St, New Windsor, NY 12553

    Charming Renovated Ranch in New Windsor! Welcome to 8 Jay Street, an adorable, move-in-ready 3-bedroom, 2-bath ranch in a prime New Windsor location! This beautifully updated home is nestled at the start of a quiet dead-end street in a friendly neighborhood with minimal traffic—perfect for those seeking peace and convenience. You'll love the home's proximity to key amenities: just 1 mile (3

    Annette Cicinelli Keller Williams Realty Partner

    8 Jay St, New Windsor, NY 12553
  • 60 Palomino Place, New Windsor, NY 12553
    60 Palomino Place, New Windsor, NY 12553
    60 Palomino Place, New Windsor, NY 12553
    /33

    $590,000

    • 3 Beds
    • 3 Baths
    • 1,918 Sq Ft

    60 Palomino Place, New Windsor, NY 12553

    Searching for privacy, serenity, and Cornwall Schools? You've found it! Set on 3 acres, surrounded by trees, this home offers solitude while being only 1 mile from shops and restaurants. The backyard has access to the old rail trail that can take you directly to the high school, and continues all the way to Goshen! Inside, you'll find 3 bedrooms and 3 full baths, with a simple way to add a 4th

    Jade Oliverio Howard Hanna Rand Realty

    60 Palomino Place, New Windsor, NY 12553
  • 108 Laurel Dr, New Windsor, NY 12553

    $401,000 Sold Jun 06, 2025

    • 1,308 Sq Ft
    • $307/SF
    • 35 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1947

    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
  • 215 Sycamore Dr, New Windsor, NY 12553
    215 Sycamore Dr, New Windsor, NY 12553
    215 Sycamore Dr, New Windsor, NY 12553
    /39

    $520,000

    • 3 Beds
    • 3.5 Baths
    • 2,000 Sq Ft

    215 Sycamore Dr, New Windsor, NY 12553

    If your family is growing and your house is shrinking set your GPS to Sycamore Drive in route to what could be your next "Home Sweet Home." Poised on a level third of an acre lot this 2,000sq ft high ranch offers 3 Beds 3 Baths and hardwood floors though out. As you enter the home you will be mesmerized by the cathedral ceiling and unique open floor plan between the kitchen, dining, and living

    JACQUELINE MILOHNIC Picture It Sold, LLC

    215 Sycamore Dr, New Windsor, NY 12553
  • 26 Ellison Dr, New Windsor, NY 12553

    $402,000 Sold Jun 03, 2025

    • 1,458 Sq Ft
    • $276/SF
    • 18 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1957

    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
  • 1010 Washington Green, New Windsor, NY 12553
    1010 Washington Green, New Windsor, NY 12553
    1010 Washington Green, New Windsor, NY 12553
    /20

    $325,000

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

    1010 Washington Green, New Windsor, NY 12553

    Beautiful END unit with balcony, that has been well maintained AND updated over the years! Updates include: new heating and cooling system within the last year, newer HW heater, gorgeous KraftMaid kitchen with large self-close drawers & cabinet doors, glass tile backsplash & granite counters, all in impeccable shape. Newer stainless fridge, gas oven, microwave/vent & dishwasher. Bathrooms have

    kristina olsen Hudson Valley Home Connection

    1010 Washington Green, New Windsor, NY 12553
  • 233 Daniher Ave, New Windsor, NY 12553

    $435,000 Sold Jun 03, 2025

    • 1,732 Sq Ft
    • $251/SF
    • 25 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1953

    233 Daniher Ave, New Windsor, NY 12553

    Welcome to this charming 3-bedroom, 2-bathroom ranch-style home, where comfort meets convenience. Nestled in a serene neighborhood, this cozy retreat boasts a spacious floor plan with an abundance of natural light pouring through large windows, creating a warm and inviting atmosphere throughout. The heart of the home is the well-appointed kitchen, perfect for cooking and entertaining, with modern

    Letoya Washington Howard Hanna Rand Realty

    233 Daniher Ave, New Windsor, NY 12553
  • 304 Cloverdale Ct, New Windsor, NY 12553
    304 Cloverdale Ct, New Windsor, NY 12553
    304 Cloverdale Ct, New Windsor, NY 12553
    /33

    $500,000

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

    304 Cloverdale Ct, New Windsor, NY 12553

    Welcome to 304 Cloverdale Ct – Peaceful Living with Smart Savings!Tucked away in a quiet cul-de-sac in desirable New Windsor, this charming home offers the perfect blend of comfort, character, and convenience. Set on a spacious 0.40-acre lot, this beautifully maintained property features 1,883 sq ft of thoughtfully designed living space, including a finished basement ideal for a home

    Kerri Stretch Howard Hanna Rand Realty

    304 Cloverdale Ct, New Windsor, NY 12553
  • 302 Hickory Ave, New Windsor, NY 12553

    $365,000 Sold Jun 02, 2025

    • 854 Sq Ft
    • $427/SF
    • 14 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1952

    302 Hickory Ave, New Windsor, NY 12553

    Beaver Dam Lake Capecod Cottage on a Culdesac! Enjoy the tranquility of this quiet street with Lake rights. Strolls by the water, boating, fishing, private beach and watching the sunset. LOW TAXES, $5,493 annually! All the big ticket items are NEW! New central A/C, heat pump, water heater, kitchen appliances and roof only 9 years old. This 2 bedroom 1 bath is much larger than expected. One level

    Brenda Guttenberg RE/MAX Benchmark Realty Group

    302 Hickory Ave, New Windsor, NY 12553
  • 18 Gerow Ln, New Windsor, NY 12553
    18 Gerow Ln, New Windsor, NY 12553
    18 Gerow Ln, New Windsor, NY 12553
    /43

    $510,000 Open Sun 1PM - 3PM

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

    18 Gerow Ln, New Windsor, NY 12553

    Welcome to this unique and beautifully maintained Cape Cod set on .52 parklike acres. with the award-winning Cornwall School. This versatile mother-daughter home offers both comfort and opportunity with two separate living spaces perfect for extended family, guest, or rental potential. The main home features 3 bedrooms 1 full bath, showcasing warm, sun-filled living spaces, hardwood floors. and

    Rosa Santiago Weichert Realtors

    18 Gerow Ln, New Windsor, NY 12553
  • 204 Thelbridge Dr, New Windsor, NY 12553

    $80,000 Sold May 28, 2025

    • 980 Sq Ft
    • $82/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    204 Thelbridge Dr, New Windsor, NY 12553

    Beautiful singlewide home with bedrooms home located in desirable Windemere Estates with Cornwall Schools. Home features 2 bedrooms, 2 full baths, primary bedroom is on one side of the home with a new tile bathroom with walk in shower, and the additional bedroom and full guest bathroom are on the other end of the home which offers privacy! Kitchen has lots of cabinets and counter space and the

    Sandra Spector Howard Hanna Rand Realty

    204 Thelbridge Dr, New Windsor, NY 12553
  • 67 Keats Dr, New Windsor, NY 12553
    67 Keats Dr, New Windsor, NY 12553
    67 Keats Dr, New Windsor, NY 12553
    /48

    $525,000

    • 6 Beds
    • 2 Baths
    • 2,596 Sq Ft

    67 Keats Dr, New Windsor, NY 12553

    Just Listed for Summer! Spacious 6-Bedroom Gem with Mother-Daughter Potential in a Charming Neighborhood!!!Welcome to your perfect summer move-in! This beautifully maintained 6-bedroom, 2-bathroom home offers incredible space, comfort, and versatility in a lovely, established neighborhood. With a thoughtfully designed layout and the newer section of the home built just 15 years ago, this

    Robin Cohen Keller Williams Realty

    67 Keats Dr, New Windsor, NY 12553
  • 42 Creamery Dr, New Windsor, NY 12553

    $671,000 Sold May 28, 2025

    • 2,112 Sq Ft
    • $318/SF
    • 46 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    42 Creamery Dr, New Windsor, NY 12553

    Stunning 4-Bedroom Home in the Cornwall school district. This beautifully maintained & updated colonial offers the perfect blend of luxurious living and outdoor entertainment. Spacious & open featuring a gourmet chef’s kitchen - a true standout, with top-of-the-line stainless steel appliances, a large center island, custom cabinetry, and sleek granite countertops. You’ll find hardwood floors

    Lyra Blumenthal RE/MAX Benchmark Realty Group

    42 Creamery Dr, New Windsor, NY 12553
  • 7 Ash St, New Windsor, NY 12553
    7 Ash St, New Windsor, NY 12553
    7 Ash St, New Windsor, NY 12553
    /33

    $495,000

    • 3 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    7 Ash St, New Windsor, NY 12553

    Come Home to this great location in a very commuter Friendly area. This home has a large, updated kitchen and a large open Living room to enjoy and a dining room to enjoy great dining experiences. Bedrooms on the upper level with great views and lots of privacy. Beautiful updated full basement with a extra room to be used for guest. it has a additional private entrance. plenty of parking for

    Rhoda Ciancio Real Estate Connection Corp

    7 Ash St, New Windsor, NY 12553
  • 1120 Washington Green, New Windsor, NY 12553

    $325,000 Sold May 23, 2025

    • 1,029 Sq Ft
    • $316/SF
    • 43 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    1120 Washington Green, New Windsor, NY 12553

    Lucky You! This Top Floor Penthouse condominium is ready for a new owner. Features: Hardwood Floors, updated kitchen with stainless steel appliances, granite countertops, breakfast bar, two sunny bedrooms, and two full bathrooms. Gas fireplace, vaulted ceilings, and a deck overlooking plush green woodlands. The development is a vacation destination, offering an inground pool, clubhouse, tennis

    Lynda Hoss Weichert Realtors

    1120 Washington Green, New Windsor, NY 12553
  • 6 Barclay Rd, New Windsor, NY 12553
    6 Barclay Rd, New Windsor, NY 12553
    6 Barclay Rd, New Windsor, NY 12553
    /26

    $510,000

    • 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
  • 11 Locust Ave, New Windsor, NY 12553

    $433,000 Sold May 21, 2025

    • 1,335 Sq Ft
    • $324/SF
    • 21 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1959

    11 Locust Ave, New Windsor, NY 12553

    Character and curb appeal! This cozy Cape is located in the center of New Windsor on a fully fenced 1/3 acre lot. The exterior stone and vinyl siding combination gives this home a stylish look. The main level living, dining, and bedroom features hardwood flooring and plenty of windows providing natural light. An updated kitchen with white cabinetry, tiled backsplash and newer appliances is

    John DiDio Century 21 Alliance Rlty Group

    11 Locust Ave, New Windsor, NY 12553
  • 1 Townsend St, New Windsor, NY 12553
    1 Townsend St, New Windsor, NY 12553
    1 Townsend St, New Windsor, NY 12553
    /48

    $489,900

    • 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

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