12

Windham, NY Homes for Sale under $1,000,000

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  • /33

    $799,000

    • 6 Beds
    • 3 Baths
    • 2,468 Sq Ft

    5429 New York 23, Windham, NY 12496

    In the Heart of Windham Village Perfectly positioned in the center of it all, this beautifully restored Village home offers effortless access to Windham's vibrant lifestyle--restaurants, pubs, brewery, weekend Farmers Market, and seasonal events all just moments away. The NYC bus route is nearby, making this an ideal getaway with no car required, and popular wedding venues are close at hand.

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    5429 New York 23, Windham, NY 12496
  • /27

    $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. The flexible layout is easily adaptable to a 2-bedroom plus sleeping loft, with a separate lockout bedroom/studio-ideal for

    Agent Photo

    Carol Shaw

    SHAW COUNTRY REALTY INC

    71 Windham Mount Village Unit 71, Windham, NY 12496
  • /33

    $789,000

    $11K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 4,368 Sq Ft

    559 Case Rd, Windham, NY 12496

    AT 559, ITS TIME! TO MAKE YOUR CASE FOR WINDHAM. Welcome to 559 Case Road in Ashland-Windham, a spacious Colonial set on almost 8 private acres, surrounded by the natural beauty of the Catskills in the Upper Hudson Valley. Offering 6 bedrooms and 3.5 bathrooms, this property is a great full-time residence, weekend retreat, or investment property. A sun-filled entryway with soaring ceilings and

    Agent Photo

    Al Iaquinta

    Iaquinta Premier Properties

    559 Case Rd, Windham, NY 12496
  • /48

    $749,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,088 Sq Ft

    93 Maplewood Ave, Windham, NY 12496

    Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain.On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward

    Doina Dewell Coldwell Banker Village GreenW

    93 Maplewood Ave, 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
  • /78

    $915,000

    New Construction $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2074-2080 County Route 10, Windham, NY 12496

    A private mountain escape with 2 homes! Set on 12 breathtaking acres with sweeping views of Windham Mountain and the surrounding ranges, this exceptional 3-bedroom, 2-bath property offers a rare combination of luxury, versatility, and investment opportunity. Offered only due to relocation, this is a truly one-of-a-kind Catskills retreat. The beautifully appointed, recently completed main

    Lisa Gambella WINDSTAR REALTY GROUP LLC

    2074-2080 County Route 10, Windham, NY 12496
  • /35

    $790,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,112 Sq Ft

    97 Clarence D Lane Rd Unit D, Windham, NY 12496

    Welcome to your new mountain home! This spacious 4-bedroom, 2-bath townhouse on Windham Mountain offers the perfect blend of ski-lodge charm and modern comfort, moments to the slopes. With 2,112 square feet of living space, there's plenty of room to gather, relax, and make lasting memories in every season. Inside, you'll find soaring wood-beamed ceilings, a dramatic stone hearth, and two

    Jessica Surbeck Windstar Realty Group, LLC

    97 Clarence D Lane Rd Unit D, Windham, NY 12496
  • /16

    $750,000

    • Land
    • 25,264 Sq Ft
    • $1,293,103 per Acre

    247 Club Rd, Windham, NY 12496

    The Last True Ski-On/Ski-Off Lot at Windham Mountain—Step Out & Ski!This is the one and only true ski-on/ski-off lot available at Windham Mountain Club! Imagine waking up to breathtaking mountain views, stepping outside, putting on your skis, and gliding directly onto the slopes—no walking, no hassle, just pure ski-in/ski-out convenience. Located at the end of a no-outlet road, this prime

    Regina Tortorella Coldwell Banker Village GreenW

    247 Club Rd, Windham, NY 12496
  • /4

    $799,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,118 Sq Ft

    69 County Road 32c, Windham, NY 12496

    • Escape NYC• Catskills Mountain Retreat• New Construction in Windham Area The proposed 2,118-square-foot home is designed for modern Catskill living, featuring soaring vaulted ceilings with exposed beams and dramatic trapezoid windows that capture natural light and panoramic views of the surrounding mountains.The open-concept layout connects the great room, kitchen, and dining area,

    John Pumilia Shaw Country Realty, Inc.

    69 County Road 32c, Windham, NY 12496
  • /79

    $749,000

    • 3 Beds
    • 3 Baths
    • 2,640 Sq Ft

    37 Cambridge Heights Rd, Windham, NY 12496

    Perched on a hill in one of Windham's premier locations, this two-story chalet/contemporary home offers breathtaking panoramic views of the surrounding mountains and views of Windham Resort. Just minutes from the ski slopes, downtown, and local restaurants, this well-manicured property perfectly combines privacy, convenience, and year-round recreation.The home features three bedrooms and

    Kathy Marino Bunce Realty

    37 Cambridge Heights Rd, Windham, NY 12496
  • /59

    $915,000

    New Construction $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2074 County Road 10, Windham, NY 12496

    A Private Mountain Escape with Two Homes!Set on 12 breathtaking acres with sweeping views of Windham Mountain and the surrounding ranges, this exceptional 3-bedroom, 2-bath property offers a rare combination of luxury, versatility, and investment opportunity. Offered only due to relocation, this is a truly one-of-a-kind Catskills retreat. The beautifully appointed, recently completed main

    Lisa Gambella Windstar Realty Group, LLC

    2074 County Road 10, Windham, NY 12496
  • /46

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 3,292 Sq Ft

    24 Case Rd, Windham, NY 12496

    Located amongst rolling hills and an adjacent stream, you will find this custom-built gem! Home offers 4 bedrooms, 3.5 baths, sited on 8.64 acres. Minutes away from Windham Mountain, golf, and the Town of Windham, this meticulously maintained home is bright, airy and can comfortably sleep10. Home boasts an open floor plan on the main level with 3 bedrooms, 2.5 baths, den/office, LR with solid oak

    Patricia Charbonneau Brainard Ridge Management

    24 Case Rd, Windham, NY 12496

Home Price Trends

Median Sale Price
$702,000
Median Single Family Sale Price
$694,500
Median Townhouse Sale Price
$412,000
Median 2 Bedroom Sale Price
$319,000
Median 1 Bedroom Sale Price
$158,000
Average Price Per Sq Ft
$358
Number of Homes for Sale
79
Last 12 months Home Sales
87
Months of Supply
10.90
Median List Price
$700,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
52%
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