13

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

Section Image Section Image
  • /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

    $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
  • /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
  • /56

    $899,000

    • 6 Beds
    • 5 Baths
    • 3,104 Sq Ft

    5628 State Route 23, Windham, NY 12496

    Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather-while still enjoying their own private spaces, a pass through income property with excellent ROI and very

    Susan Miller WINDSTAR REALTY GROUP LLC

    5628 State Route 23, 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
  • /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
  • /101

    $949,000

    • 3 Beds
    • 3 Baths
    • 2,236 Sq Ft

    89 Sky Hill Rd, Windham, NY 12496

    Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream of when searching for a Catskills getaway, full-time residence, or second home just a short drive from

    Regina Tortorella Coldwell Banker Village GreenW

    89 Sky Hill 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
  • /76

    $895,000

    New Construction $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2074-2080 County Route 10, Windham, NY 12496

    Two separate homes! A rare Catskills treat! Own your own Catskills compound. These homes create the perfect setting for extended households, weekend guests or a private retreat with income potential. 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

    Lisa Gambella WINDSTAR REALTY GROUP LLC

    2074-2080 County Route 10, Windham, NY 12496
  • /36

    $790,000

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

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

    Nothing offers the ski mountain lifestyle like this easy to maintain, classic ski house on Windham Mountain, home of the Windham Mountain Club. One of the earliest duplex houses on CD Lane, this home is perfectly situated to take advantage of the prime location and perks of being right on the mountain. Park your car for the weekend and hit the slopes, everything is that close! The classic ski

    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
  • /62

    $895,000

    New Construction $40K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,922 Sq Ft

    2074 County Road 10, Windham, NY 12496

    Two separate homes! A rare Catskills treat! Own your own Catskills compound. These homes create the perfect setting for extended households, weekend guests or a private retreat with income potential. 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

    Lisa Gambella Windstar Realty Group, LLC

    2074 County Road 10, Windham, NY 12496

Home Price Trends

Median Sale Price
$715,000
Median Single Family Sale Price
$699,000
Median Townhouse Sale Price
$469,500
Median 2 Bedroom Sale Price
$289,500
Median 1 Bedroom Sale Price
$158,000
Average Price Per Sq Ft
$352
Number of Homes for Sale
78
Last 12 months Home Sales
91
Months of Supply
10.30
Median List Price
$735,000
Median Change From 1st List Price
6%
Median Home Sale Price YoY Change
38%
How to Buy a Home How to Finance a Home How to Sell a Home