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Windham, NY Condos for Sale

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  • /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. Convenient NYC bus access just moments away makes this the perfect easy escape. Only minutes to Windham Mountain skiing and nearby golf courses, this desirable 2-bedroom, 2-bath condo with slope views offers both lifestyle and

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    5359 Main St Unit 2h., 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 Windham Perfectly 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 your

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    394 State Route 296 Unit 3, Hensonville, NY 12439
  • /22

    $269,000

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

    5359 Main St, Windham, NY 12496

    Prime Windham Village Location: Just outside your door, wander to restaurants, movies, breweries, pubs, miniature golf, seasonal farmers market and year round town events.Convenient NYC bus access just outside your door for easy escape for the weekend. Only minutes to the Windham Mt. Club for skiing and nearby golf courses makes this a desirable location for this 2 bedroom, 2 bath condo with

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    5359 Main St, Windham, NY 12496
  • /23

    $199,000

    • 1 Bed
    • 1 Bath
    • 435 Sq Ft

    5220 State Route 23 Unit 229, Windham, NY 12496

    Rare Turnkey Income Producer! 2nd-Floor Winwood End Unit with Ski Slope ViewsWelcome to The Winwood, where affordability meets premium four-season Catskills living. This unique and well-appointed second-floor end unit condominium offers one of the most accessible and value-packed opportunities to own in the highly desirable Windham market.Whether you are searching for a carefree

    Regina Tortorella Coldwell Banker Village GreenW

    5220 State Route 23 Unit 229, Windham, NY 12496
  • /71

    $1,275,000

    • 3 Beds
    • 3 Baths
    • 1,506 Sq Ft

    11 Whisper Creek Dr Unit 301b, Windham, NY 12496

    Rare Ski Slope View Condo | True Ski-In/Ski-Out Luxury at Windham Mountain Club! Whisper Creek, one of the few ski-in/ski-out condominiums at Windham Mountain Club, offers coveted ski slope views. This rarely available Whisper Creek unit presents an exceptional opportunity to own in one of the Catskills' most desirable four-season resort communities. Whether you're searching for a luxury mountain

    Regina Tortorella Coldwell Banker Village GreenW

    11 Whisper Creek Dr Unit 301b, 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
  • /16

    $269,000

    $11K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,058 Sq Ft

    45 Windham Ridge Rd Unit C, Windham, NY 12496

    Nestled in the heart of the Catskills, this beautifully updated 2-bedroom, 2.5-bath townhome offers stunning views of Windham Mountain Club and the perfect blend of comfort, style, and four-season recreation. Featuring approximately 1,300 square feet of living space, this turnkey retreat showcases a newly remodeled kitchen with quartz countertops, new appliances, and modern finishes throughout.

    Mary Jo Warner Listing by Howard Hanna

    45 Windham Ridge Rd Unit C, Windham, NY 12496
  • /29

    $227,900

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    41 Quads Way, Windham, NY 12496

    Perfect Condo Getaway Beautiful 2bd, 2bth with a woodburning fireplace condo located minutes to Windham Mountain skiing and 15 minutes to hunter Mountain. This well priced home is a blink away from the town of Windham with all the restaurant's, night life and local brewery's to enjoy and be home in minutes. There is porch that backs up to a wooded area. Enjoy resort-style amenities including a

    Brian Cohen RHR Realty Group

    41 Quads Way, Windham, NY 12496

Why Live in Windham

Windham, NY, located in the Catskills, has been a popular destination since the 1820s, with tourism booming after the opening of a ski resort in 1960. The Windham Mountain Club remains a major attraction, offering skiing, an 18-hole golf course, and horseback riding. Beyond the slopes, the area is known for hiking, mountain biking, and fishing, with The Windham Path providing a nearly 2-mile trail suitable for leisurely hikes and cycling. The town's Main Street features local restaurants, shops, and historic churches, with The Chicken Run offering live music and hearty meals. For groceries, residents often visit the Main Street Market or travel 15 miles to the nearest Hannaford supermarket. Homes in Windham range from condos and townhouses with resort amenities to private single-family chalets, often designed with timbering, stone foundations, and A-frame roofs. The Windham-Ashland-Jewett Central School District serves all grade levels on one campus, maintaining small class sizes and offering college-level courses. Community events, such as free summer concerts and the Autumn Affair Fall Fest, are organized by the Windham Chamber of Commerce. Windham is accessible via state Route 23, with Interstate 87 providing routes to Albany, 30 miles away, and New York City, 120 miles away. For medical care, residents travel 40 miles to Margaretville Hospital.

Condo Price Trends

Median Condo Price
$269,000
Median 1-Bedroom Condo Price
$178,500
Median 2-Bedroom Condo Price
$269,000
Median 3-Bedroom Condo Price
$1,400,000
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