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Modern Homes for Sale in Windham, NY

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  • /30

    $799,000

    • 3 Beds
    • 3 Baths
    • 1,528 Sq Ft

    71 Windham Mount Village Unit 71, Windham, NY 12496

    Windham Mt. Village . This Beautiful Townhouse is located at the base of Windham slopes . Just steps from skiing and directly across from the clubhouse and indoor pool, this beautifully updated residence offers exceptional four-season appeal and strong rental demand. Proud of ownership is seen throughout. The flexible layout is easily adaptable to a 2-bedroom plus sleeping loft, with a separate

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    71 Windham Mount Village Unit 71, Windham, NY 12496
  • /22

    $269,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 838 Sq Ft

    5359 Main St Unit 2h., Windham, NY 12496

    Prime Windham Village Location -Step out your door and wander to restaurants, the farmers market, local brewery, miniature golf, movies, and year-round town events.Only minutes to Windham Mountain skiing and nearby golf courses, this desirable 2-bedroom, 2-bath condo with slope views offers both lifestyle and location. Just off the parking lot, relax by the Batavia Kill Creek.A

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    5359 Main St Unit 2h., Windham, NY 12496
  • /33

    $925,000

    • 5 Beds
    • 3.5 Baths
    • 3,434 Sq Ft

    11 Vining Heights Rd, Windham, NY 12496

    Your Windham Mountain Escape--Made for Entertaining!Just 1 mile up the hill from Windham Village, this spacious 5-bedroom, 3.5-bath Catskills retreat combines comfort, versatility and fabulous indoor-outdoor living on approximately 2.5 acres with anexpansive open yard and desirable southern exposure.Step inside to soaring ceilings and a bright, open layout where the living room flows

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    11 Vining Heights Rd, Windham, NY 12496
  • /39

    $549,000

    • 3 Beds
    • 2 Baths
    • 2,250 Sq Ft

    16 Hickory Hill Rd, Windham, NY 12496

    Discover the perfect mountain lifestyle in this beautifully renovated, fully furnished, 3-bedroom, 2-bath home with direct slope views and seamless access to world-class recreation. Completely renovated in 2022 with a new roof, skylights, and custom kitchen featuring a professional 6-burner Vulcan stove, this property blends modern comfort with outdoor living. Inside, you'll find stainless steel

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    16 Hickory Hill Rd, Windham, NY 12496
  • /25

    $399,000

    $3K PRICE INCREASE
    • 3 Beds
    • 3.5 Baths
    • 3,683 Sq Ft

    2914 Route 10, Windham, NY 12496

    Escape to the Catskills and enjoy the privacy, space, and year-round lifestyle you've been looking for. Set on more than 5 private acres, this move-in-ready home offers over 2,600 square feet of living space with 3 bedrooms and 3.5 bathrooms, creating the perfect retreat for weekend getaways, full-time living, or a vacation home with income potential. Inside, you'll find spacious living areas

    Agent Photo

    Jack Yao

    Realmart Realty, LLC

    2914 Route 10, Windham, NY 12496
  • /34

    $559,000

    • 5 Beds
    • 2 Baths
    • 1,900 Sq Ft

    96 County Road 56, Windham, NY 12496

    Beautifully Renovated Two-Family Ranch - Income Potential & Flexible Living! Located in the charming Village of Maplecrest, Township of Windham, this completely renovated side-by-side two-family ranch offers a wonderful combination of location, versatility and income potential. One side features 3 bedrooms while the adjoining unit offers 2 bedrooms, making it ideal for rental income, a

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    96 County Road 56, Windham, NY 12496
  • /13

    $199,000

    • 2 Beds
    • 1 Bath
    • 893 Sq Ft

    394 State Route 296 Unit 3, Hensonville, NY 12439

    Charming Condo in the Heart of Hensonville - Town of WindhamPerfectly situated in the heart of Hensonville, this nicely maintained two-story condo offers the ideal Catskills getaway or year-round residence. Just minutes from Windham Mountain, Windham Village, scenic walking paths, golf courses, and only a 10-minute drive to Hunter Mountain, you'll enjoy four seasons of recreation right at

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    394 State Route 296 Unit 3, Hensonville, NY 12439
  • /109

    $1,995,000

    • 6 Beds
    • 5.5 Baths
    • 4,928 Sq Ft

    19 Twin Maples, Windham, NY 12496

    Location, lifestyle and opportunity converge at 19 Twin Maples, a 6-bedroom luxury mountain retreat just a short walk from Windham Mountain Club trail access. Offering more than 4,900 sq ft with 6 bedrooms and 5.5 baths, including two private en-suite bedrooms--one on the first floor and another on the second floor--this exceptional post-and-beam home combines timeless Catskills craftsmanship

    Regina Tortorella Coldwell Banker Village GreenW

    19 Twin Maples, Windham, NY 12496
  • /63

    $999,000

    $150K PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 3,460 Sq Ft

    292 South St Unit 2, Windham, NY 12496

    Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and Owner Financing available with as little as 10 pct down- perfectly positioned in one of the Catskills' most desirable four-season destinations. Proven Short-Term Rental Investment directly across from Windham Mountain Club. Perfectly positioned within walking distance to town and ''The

    Regina Tortorella Coldwell Banker Village GreenW

    292 South St Unit 2, Windham, NY 12496
  • /84

    $1,899,000

    New Construction $201K PRICE DROP
    • 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
  • /48

    $379,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    21 French Park Ct Unit 7B, Windham, NY 12496

    If you know Windham Ridge, you know there are only a handful of units with a front row seat to Windham Mountain. Welcome to Unit 7B!With Windham Mountain Club in the background and woods in the foreground your view is nothing but Mother Nature as far as you can see. No rooftops, parked cars, or front doors to see here.Sit on the lovely stone patio and enjoy your morning coffee as

    Sharon Knudsen Coldwell Banker Village GreenW

    21 French Park Ct Unit 7B, Windham, NY 12496
  • /97

    $1,199,000

    $150K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,977 Sq Ft

    78 Buckskin Loop, Windham, NY 12496

    Welcome to Windmont--Windham's most exclusive gated community--where luxury living meets the serenity of a private, thousand-acre natural preserve. Opportunities to own here are few and far between, making this a truly rare offering.Enter through secured gates and follow a scenic road to a paved, winding driveway that leads to this beautifully updated contemporary home, privately sited on

    Regina Tortorella Coldwell Banker Village GreenW

    78 Buckskin Loop, Windham, NY 12496
  • /40

    $1,800,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,770 Sq Ft

    26 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills'

    Jillian Pajer Douglas Elliman Real Estate

    26 Stonewall Ln, Windham, NY 12496
  • /33

    $335,000

    • 2 Beds
    • 2.5 Baths
    • 1,295 Sq Ft

    274 County Route 65 Unit 68, Windham, NY 12496

    Step into this LIGHT FILLED CORNER UNIT, well maintained, upgraded unit and fall in love. Beautiful light enters this End Unit. Sliding doors to a patio looking out onto nature. There is an outside ski storage closet. Enter into the welcoming mud room. There is a half bath/laundry room, a lovely galley kitchen with granite counters, propane cook stove a lovely large window, all appliances are

    Mary Donovan Gallagher & Company

    274 County Route 65 Unit 68, Windham, NY 12496
  • /23

    $240,000

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    45 Quads Way, Windham, NY 12496

    Lovely, well maintained condo situated in Windham. This condo is ready for its new owners. Situated close to the Windham Mountain Club, State hiking and biking trails as well as golf, dining, movies and all that the Windham area has to offer. A 15 minute drive to Hunter Mt. as we.. The first level has ann eat in kitchen, half bath, living room with fireplace, sliding doors to a lovely deck with

    Mary Donovan Gallagher & Company

    45 Quads Way, Windham, NY 12496
  • /33

    $407,000

    $23K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,058 Sq Ft

    274 N Brooksburg Rd Unit 35, Windham, NY 12496

    ** REDUCED!** Welcome to Crystal Pond at Windham! This wonderful townhome is perfect for that weekend getaway, Winter resort home, or year round living, and has great potential for a short term rental. It comes ''fully furnished'' and ready to use! Offering Three sprawling floors of living space, 4-5 bedrooms and 3 Full baths! This beautiful town home has a great working kitchen w/ granite

    Douglas Schenk RE/MAX Capital

    274 N Brooksburg Rd Unit 35, Windham, NY 12496
  • /48

    $335,000

    $105K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    110/2 Highridge Rd, Hensonville, NY 12439

    Charming 3-Bedroom Retreat in Serene Wooded SettingNestled on a private road in a tranquil wooded haven, this newly renovated 3-bedroom, 2-bath retreat seamlessly blends modern comforts with cozy charm. Perfect as a primary residence, vacation home, or income-generating AirB&B, this property offers exceptional versatility and appeal.Key Features:Upper Level: Spacious

    Fred Mazza Bunce Realty

    110/2 Highridge Rd, Hensonville, NY 12439
  • /63

    $750,000

    • 3 Beds
    • 2 Baths
    • 2,276 Sq Ft

    458 Begley Rd, Windham, NY 12496

    Contemporary Mountain Retreat Near Windham MountainWelcome to this charming contemporary mountain-style ski home, ideally located just minutes from Windham Mountain. Built in 1987 and lovingly maintained by its original owners, this three-bedroom, two-bath home offers a peaceful and private setting bordering state land and surrounded by the natural beauty of the Catskills.The

    Fred Mazza Bunce Realty

    458 Begley Rd, Windham, NY 12496
  • /42

    $1,295,000

    New Construction Open Sat 12:30PM - 2PM $35K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,280 Sq Ft

    305 Mitchell Hollow Rd, Windham, NY 12496

    Modern Mountain Luxury | Windham, New York. Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills.The home's sophisticated open

    Pamela King-Belfor Four Seasons Sotheby's Int.

    305 Mitchell Hollow Rd, Windham, NY 12496
  • /38

    $2,050,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,150 Sq Ft

    13 Stonewall Ln, Windham, NY 12496

    Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills'

    Jillian Pajer Douglas Elliman Real Estate

    13 Stonewall Ln, Windham, NY 12496
  • /37

    $549,000

    $46K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,545 Sq Ft

    149 Peck Rd, Maplecrest, NY 12454

    Tucked away in a peaceful, semi-private setting just minutes from Windham Mountain Ski Resort, this distinctive 1978 contemporary offers the perfect blend of rustic charm and modern comfort. With 3 bedrooms, 2.5 baths, and the ability to comfortably sleep 10, this property isideal as a year-round getaway, investment rental, or full-time residence.Step inside to an inviting open-concept

    Judy Gregory Gilcrest Properties

    149 Peck Rd, Maplecrest, NY 12454
  • /46

    $1,750,000

    New Construction Open Sat 12:30PM - 2PM $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,218 Sq Ft

    31 Windham Farms Rd, Windham, NY 12496

    Modern Mountain Luxury | Windham, New YorkExperience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills.The home’s sophisticated open

    Pamela King-Belfor Four Seasons Sothebys Intl

    31 Windham Farms Rd, Windham, NY 12496
  • /41

    $1,950,000

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    22 Club Rd, Windham, NY 12496

    Attractively Priced! On Windham Mountain. This Stunning and Immaculate, Contemporary, Log and Stone, shows Pride of Ownership in this 4 bedroom, 3.5 bath. Stunning entrance and large heated ski room with custom built ins for all your gear plus heated boot warmers,Opens to a Grand and Spacious living area with vaulted ceilings, with wonderful large windows to take in the views and lovely floor

    Irene Pinto Brainard Ridge Management

    22 Club Rd, Windham, NY 12496
  • /47

    $625,000

    • 3 Beds
    • 3 Baths
    • 2,824 Sq Ft

    696 Old Rd, Windham, NY 12496

    Nestled just outside the Town of Windham, this striking contemporary retreat is set on 3.6 serene acres boasting magnificent, panoramic mountain views, surrounded by state land and just 7 minutes from sought-after Windham Mountain skiing. Designed to effortlessly combine architectural style with rustic comfort, the light-filled main living space features soaring vaulted ceilings and a cozy pellet

    Marie Wolpert Keller Williams Realty HV Nort

    696 Old Rd, Windham, NY 12496
  • /20

    $599,000

    • 2 Beds
    • 1.5 Baths
    • 1,204 Sq Ft

    406 Campbell Rd, Windham, NY 12496

    Welcome to 406 Campbell Road, a peaceful Catskills retreat tucked among mature trees just minutes from the heart of Windham. This inviting home offers the perfect blend of privacy, comfort, and year-round recreation. Relax on the spacious covered front porch overlooking beautifully crafted bluestone walkways and landscaped grounds. The setting creates a true mountain-lodge atmosphere while

    Agnieszka Wdziekowska Taufield Venture Fox Realty Group

    406 Campbell Rd, Windham, NY 12496
  • /37

    $285,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft

    71 County Road 65 Unit 6, Hensonville, NY 12439

    Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape/ski home, this property checks every box.The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet

    Susanna Scott-Mitchell Compass Greater NY, LLC

    71 County Road 65 Unit 6, Hensonville, NY 12439
  • /35

    $2,500,000

    New Construction
    • 4 Beds
    • 4.5 Baths
    • 5,055 Sq Ft

    75 Beaver Hill, Windham, NY 12496

    Luxury Catskills Estate Designed for Extraordinary LivingWhere Timeless Architecture Meets the Luxury of the Catskills. Perfectly positioned in one of Windham's most coveted settings situated in a wooded enclave of architectural designed homes, this extraordinary custom-built house is a masterpiece in modern mountain luxury. Designed for those who appreciate exceptional craftsmanship and

    Agnieszka Wdziekowska Taufield Venture Fox Realty Group

    75 Beaver Hill, Windham, NY 12496
  • /36

    $399,000

    $60K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 1,717 Sq Ft

    274 Brooksburgh Rd Unit 67, Windham, NY 12496

    This 4 bedroom, 3.5 bath unit is ''Like New''. Half bath/laundry. Kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stools, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 67, Windham, NY 12496
  • /47

    $2,650,000

    $150K PRICE INCREASE
    • 6 Beds
    • 5 Baths
    • 4,730 Sq Ft

    208 Mill St, Windham, NY 12496

    LUX MANSION WINDHAM — Turnkey Luxury STR | $323K Revenue · $180K NOI | Hot Tub · Sauna · Cold PlungeRare opportunity to acquire a fully operating, newly built (2024) luxury short-term rental minutes from Windham Mountain — known to guests as Lux Mansion, Windham. Three years of documented financials available to qualified buyers.VERIFIED PERFORMANCE• 2025 Gross Revenue: $323,480•

    Sunny Barot Iconic Pros

    208 Mill St, Windham, NY 12496
  • /29

    $1,458,000

    • 4 Beds
    • 3 Baths
    • 1,948 Sq Ft

    116 Clarence D Lane Rd Unit 3, Windham, NY 12496

    The Alpine House at Windham!Luxury Turnkey Alpine RetreatSteps from Windham Mountain Club - Fully FurnishedSome homes offer a place to stay, The Alpine House at Windham offers a way to live.Perfectly positioned just steps from Windham Mountain Club's mid-mountain access trail, this exceptional four-bedroom, three-bath luxury alpine residence has been thoughtfully designed to

    Irene Pinto Brainard Ridge Management

    116 Clarence D Lane Rd Unit 3, Windham, NY 12496
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