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Windham, NY Houses for Sale

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  • /55

    $665,000

    • 4 Beds
    • 3.5 Baths
    • 1,512 Sq Ft

    57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

    New Price! Nestled within the Brainard Ridge development on Windham Mountain, this gorgeous townhouse offers a blend of comfort and luxury, perfect for snow sports enthusiasts and nature lovers alike. This unique corner unit, is a rarity in the Brainard Ridge community, featuring a one of a kind expanded floor plan of 4-5 bedrooms and 3.5 bathrooms thoughtfully designed to accommodate large

    Lisa Jaeger Coldwell Banker Village Green

    57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
  • /68

    $2,250,000

    • 9 Beds
    • 7 Baths
    • 6,859 Sq Ft

    150 Trailside Rd, Windham, NY 12496

    Luxury Slopeside Living at Windham Mountain Club- This is a rare opportunity to own the most competitively priced slopeside home at Windham Mountain Club, close to the lodge and lifts. With 6,859 sq. ft. of high-end living space and direct access to the slopes, this home is a dream for anyone looking for adventure and a smart move for investors seeking strong rental potential in the Catskills.

    Regina Tortorella Coldwell Banker Village GreenW

    150 Trailside Rd, Windham, NY 12496
  • /33

    $343,000

    • 2 Beds
    • 2 Baths
    • 1,542 Sq Ft

    689 Old Rd, Hensonville, NY 12439

    Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

    Kathy Shumway Win Morrison Realty-K

    689 Old Rd, Hensonville, NY 12439
  • /15

    $250,000

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    384 New York 296, Hensonville, NY 12439

    A Prime Investment Opportunity Fixer-Upper in the Heart of Windham, NY! Unlock the potential of this charming 3-bedroom, 2-bath fixer-upper nestled in the picturesque Hamlet of Hensonville, NYa hidden gem in the Catskill Mountains. Perfect for investors or visionary homeowners, this property offers a solid foundation and endless possibilities to create the perfect retreat or a lucrative rental.

    Phil Uhrik Win Morrison Realty - Catskill

    384 New York 296, Hensonville, NY 12439
  • /71

    $2,099,000

    • 5 Beds
    • 3.5 Baths
    • 4,834 Sq Ft

    77 Beaver Hill Rd, Windham, NY 12496

    Designed by a renowned Manhattan architect known for $20M Aspen ski homes, this 4,834-square-foot Catskills estate offers world-class design and unparalleled craftsmanship. Built as the architect's personal residence, it's a sanctuary for relaxation, entertaining, and year-round mountain living. Set on over four private acres bordering the protected Bataviakill Watershed, the home seamlessly

    Regina Tortorella Coldwell Banker Village GreenW

    77 Beaver Hill Rd, Windham, NY 12496
  • /45

    $585,000

    • 5 Beds
    • 3 Baths
    • 2,644 Sq Ft

    183 County Road 65, Hensonville, NY 12439

    Fully Renovated Mountain Retreat with Two Fireplaces and Stunning Views Just 3 Miles from the Slopes! Welcome to your dream getaway in Windham! This fully renovated 5-bedroom, 3-bath home combines modern luxury with mountain charm, just 2.5 hours from NYC. Whether you crave adventure or relaxation, this 2,700 sq. ft. retreat has it all. Unwind in a private hot tub under a canopy of stars or hit

    Regina Tortorella Coldwell Banker Village GreenW

    183 County Road 65, Hensonville, NY 12439
  • /27

    $669,000

    • 4 Beds
    • 2 Baths
    • 1,440 Sq Ft

    85 Cambridge Heights Rd, Windham, NY 12496

    Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up in front of the woodburning fireplace in the winter months. Close to Windham Mountain. A great property to enjoy all four seasons.

    Sheila Word Coldwell Banker Village Green

    85 Cambridge Heights Rd, Windham, NY 12496
  • /37

    $559,000

    • 2 Beds
    • 1.5 Baths
    • 1,072 Sq Ft

    21 Nauvoo Rd, Windham, NY 12496

    Your four season Catskills dream home is calling. This two bedroom mid-century ranch is conveniently located within sight of Windham Mountain and just down the road from the bustling Village of Windham. The home features expansive mountain views as well as a large yard surrounded by mature trees. The 3.5 acre property insures privacy year round. Outdoor entertaining is encouraged via the large

    Joel Craig Coldwell Banker Village Green

    21 Nauvoo Rd, Windham, NY 12496
  • /28

    $445,000

    • 4 Beds
    • 3.5 Baths
    • 1,717 Sq Ft

    274 Route 65 Unit 43, Windham, NY 12496

    Dreaming of a quick escape from NYC's chaos? Just 2.5 hours from the city, nestled in the heart of the Catskill Mountains, lies this breathtaking 4-bedroom, 3.5-bath townhouse with access to a community pool and shuttle service to and from the Windham Mountain Resort. This spacious three-story townhouse seamlessly blends comfort and adventure. With an open concept floor plan, vaulted ceilings,

    Regina Tortorella Coldwell Banker Village GreenW

    274 Route 65 Unit 43, Windham, NY 12496
  • /65

    $2,350,000

    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    90 Club Rd, Windham, NY 12496

    Spectacular mountain views and steps away from the trails, this chalet is a Windham Mountain classic! One of the original homes on the mountain, it combines rustic charm with modern amenities. The heart of this home is its expansive great room perfect for relaxing after a day on the slopes or entertaining friends and family. Soaring cathedral ceilings with exposed wood beams add a sense of

    Kathy Marino Bunce Realty

    90 Club Rd, Windham, NY 12496
  • /64

    $1,975,000

    • 5 Beds
    • 3.5 Baths
    • 4,044 Sq Ft

    22 The Loop, Windham, NY 12496

    Walk to the Slopes! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you with a magnificent wall of glass

    Regina Tortorella Coldwell Banker Village GreenW

    22 The Loop, Windham, NY 12496
  • /18

    $470,000

    • 5 Beds
    • 2.5 Baths
    • 2,460 Sq Ft

    57 Chase Dr, Hensonville, NY 12439

    Great opportunity to own a vacation home in Windham! Lots of room for loved ones & guests.Featuring 5 bedrooms, 2 1/2 baths, open floor plan, and wood burning fireplace. Property has a pond.Conveniently located to Elm Ridge Club which has tennis courts, swimming pool & recreation room.Windham Mountain Club is minutes away.

    Sheila Word Coldwell Banker Village Green

    57 Chase Dr, Hensonville, NY 12439
  • /33

    $1,650,000 Open Fri 11AM - 3PM

    • 4 Beds
    • 3.5 Baths
    • 3,148 Sq Ft

    13 Stonewall Ln, Windham, NY 12496

    Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it’s for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from

    Pamela King-Belfor Four Seasons Sothebys Intl

    13 Stonewall Ln, Windham, NY 12496
  • /7

    $1,900,000 Open Fri 11AM - 3PM

    • 5 Beds
    • 4.5 Baths
    • 3,148 Sq Ft

    15 Stonewall Ln, Windham, NY 12496

    Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it’s for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from

    Pamela King-Belfor Four Seasons Sothebys Intl

    15 Stonewall Ln, Windham, NY 12496
  • /98

    $2,100,000

    • 6 Beds
    • 5.5 Baths
    • 4,104 Sq Ft

    19 Twin Maples, Windham, NY 12496

    Welcome to an unparalleled luxury living experience at this exquisite post-and-beam residence, expertly crafted to captivate the most discerning of high-end homebuyers, luxury vacationers, and ski enthusiasts. Spanning over 4,100 square feet, this six-bedroom, six-bathroom marvel is a testament to superior craftsmanship and sophisticated design. Step into the grand great room, where a two-story

    Regina Tortorella Coldwell Banker Village GreenW

    19 Twin Maples, Windham, NY 12496
  • /35

    $485,000

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    5134 New York 23, Windham, NY 12496

    Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity.Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature so

    Jason Dugo Dugo Realty

    5134 New York 23, Windham, NY 12496
  • /27

    $655,000

    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    9 Pinekill Ln, Windham, NY 12496

    Renovated Mountain Retreat house on 2.4 landscaped acres.! This beautifully renovated 3-bedroom, 2-bath home, updated in 2022, Located within walking distance to CD Lane Park for swimming, boating, and BBQs, and close to the Catskill Forest Preserve for hiking and biking, this property is perfect for outdoor enthusiasts. Inside, you'll find a spacious open floor plan with a modern kitchen and

    Serena Shi Sany Realty Group LLC

    9 Pinekill Ln, Windham, NY 12496
  • /34

    $299,900

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    71 Route 65 Unit 6, Windham, NY 12496

    Just a few years young, this townhome offers a turnkey buying opportunity. Generous living area opens to a sizeable deck; sleek modern kitchen with maple cabinetry, crisp, clean bathrooms and two spacious bedrooms provide all you need for a vacation getaway! Plenty of extras worth mentioning: Paneled solid wood doors, ample, deep and spacious closets, not to mention air conditioning throughout.

    Sharri Cunningham Bunce Realty

    71 Route 65 Unit 6, Windham, NY 12496
  • /42

    $1,949,000

    • 5 Beds
    • 2.5 Baths
    • 3,893 Sq Ft

    33 Elm Ridge Rd, Windham, NY 12496

    The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans over 3 floors which include 5 bds, 3.5 bths & a walk-out basement that's ready to party. It's set on

    Regina Tortorella Coldwell Banker Village GreenW

    33 Elm Ridge Rd, Windham, NY 12496
  • /7

    $1,998,500 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,000 Sq Ft

    4 Estate View Dr, Windham, NY 12496

    To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with

    Patrick Dunn KW Platform

    4 Estate View Dr, Windham, NY 12496
  • /68

    $2,100,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 3,723 Sq Ft

    4 Goff Rd, Windham, NY 12496

    Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence

    Regina Tortorella Coldwell Banker Village GreenW

    4 Goff Rd, Windham, NY 12496
  • /76

    $1,890,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 1,609 Sq Ft

    31 Windham Farms Rd, Windham, NY 12496

    Brand new luxury modern mountain chalet sited at serene Windham Farms subdivision. Now fully furnished, turnkey ready for occupancy. This exquisite new home is set on a private 4.8-acre lot, featuring a modern mountain design complemented by clear blue skies and a pine forest backdrop and a rushing mountain seasonal stream. The property boasts a sleek black standing seam roof and panoramic views

    Laurie Hanenberg Hunter Windham Real Estate

    31 Windham Farms Rd, Windham, NY 12496

Showing Results 41 - 62, Page 2 of 2

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