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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
  • /37

    $599,000

    • 3 Beds
    • 2 Baths
    • 1,125 Sq Ft

    16 Hickory Hill Rd, Windham, NY 12496

    Windham: ''The place to Be'' for year round outdoor enthusiasts This gem has direct views of Windham slopes, proximity to golf courses, Windham Village, restaurants, walking paths and various venues, makes it a captivating endeavor. Renovated in 2022 with new roof, skylights and custom kitchen, This property boasts a prime location in a vibrant 4-season community. Offering 3 bedrooms and 2 baths,

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    16 Hickory Hill Rd, 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 true condo with

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    5359 Main St Unit 2h., Windham, NY 12496
  • /25

    $415,000

    $19K 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
  • /31

    $349,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    436 Big Hollow Rd, Maplecrest, NY 12454

    Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep.Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors.

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    436 Big Hollow Rd, Maplecrest, NY 12454
  • /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
  • /49

    $569,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,182 Sq Ft

    150 Vining Rd, Windham, NY 12496

    150 Vining Road, Windham, NY Beautifully renovated contemporary mountain retreat set on 1 acre of lush lawn just minutes from the Windham Mountain Club. Blending rustic charm with modern finishes, this inviting home offers 1,394 square feet of above-grade living space plus an additional 788 square feet in the finished lower level--totaling 2,182 square feet of living space designed for

    Regina Tortorella Coldwell Banker Village GreenW

    150 Vining Rd, Windham, NY 12496
  • /109

    $2,175,000

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

    19 Twin Maples, Windham, NY 12496

    Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

    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
  • /43

    $389,000

    • 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 you watch the

    Sharon Knudsen Coldwell Banker Village GreenW

    21 French Park Ct Unit 7B, Windham, NY 12496
  • /89

    $1,749,000

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

    33 Elm Ridge Rd, Windham, NY 12496

    Hidden from view at the end of a long private driveway, this extraordinary contemporary retreat is set on 12.69 meticulously maintained acres and offers what is arguably one of the most breathtaking settings in all of Windham. Panoramic mountain views, vibrant sunsets painted in shades of pink and orange, a sparkling private pond, and complete privacy create a setting that feels worlds away from

    Regina Tortorella Coldwell Banker Village GreenW

    33 Elm Ridge Rd, Windham, NY 12496
  • /97

    $1,349,000

    • 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 5

    Regina Tortorella Coldwell Banker Village GreenW

    78 Buckskin Loop, Windham, NY 12496
  • /62

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    23 French Park Dr Unit 7c, Windham, NY 12496

    Sought after sunny corner unit with beautiful mountain views! Enter through the spacious mud room with two generous sized closets and window. One the first floor is a bedroom next to a bright full bath with shower and large window. A laundry closet is located across the hallway. There's a large sun-kissed living room/dining room with 2 large sky lights and wall of windows. A charming functional

    Anne Jakubowski Bunce Realty

    23 French Park Dr Unit 7c, 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

    $349,000

    $91K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    110/2 Highridge Rd, Hensonville, NY 12439

    Charming 3-Bedroom Retreat in Serene Wooded Setting Nestled 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 bedroom, full bath, and an

    Fred Mazza Bunce Realty

    110/2 Highridge Rd, Hensonville, NY 12439
  • /42

    $1,330,000

    New Construction
    • 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 layout

    Pamela King-Belfor Four Seasons Sotheby's Int.

    305 Mitchell Hollow Rd, Windham, NY 12496
  • /37

    $575,000

    $20K 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 $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 layout

    Pamela King-Belfor Four Seasons Sothebys Intl

    31 Windham Farms 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
  • /33

    $439,000

    $10K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,295 Sq Ft

    274 County Route 65 Unit 29, Windham, NY 12496

    A proven rental property with exceptional 5-star Airbnb reviews and guaranteed rental income well into 2027, this fully furnished and completely turnkey Catskills retreat offers a rare opportunity to own a luxury mountain getaway with immediate revenue potential. Perched on a desirable corner location at one of the highest points within the community, this exceptional 2-bedroom, 2-bath

    Derek Henriksen Dugo Realty

    274 County Route 65 Unit 29, Windham, NY 12496
  • /30

    $489,000

    • 4 Beds
    • 3.5 Baths
    • 2,058 Sq Ft

    274 Brooksburgh Rd Unit 48, Windham, NY 12496

    Ine of just a few larger units in Crystal Pond. First floor has mud-room, half bath with laundry, Kitchen as well ad a dining room, large living room with sliding doors to large deck, lovely stone wood burning fireplace. Lots of light in this unit. Second floor has two main bedrooms each with a full bath.as well as a separate area for home office or TV. Third level has two well sized bedrooms,

    Mary Donovan Gallagher & Company

    274 Brooksburgh Rd Unit 48, 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
  • /32

    $325,000

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

    274 County Route 65 Unit 55, Windham, NY 12496

    Step into this immaculate, well furnished home! Unit being sold ''as is'', fully furnished. This Is a well maintained unit, move right in and be comfortable. There is an outside storage closet, Mud room, half bath and laundry on first level along with a lovely kitchen, granite counters, SS appliances. Lovely living room with propane fireplace, sliding doors to a patio and a bay window, Plenty of

    Mary Donovan Gallagher & Company

    274 County Route 65 Unit 55, 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:

    Sunny Barot Iconic Pros

    208 Mill St, Windham, NY 12496
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