16

Windham, NY Homes for Sale under $300,000

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  • 55 Quads Way, Windham, NY 12496
    55 Quads Way, Windham, NY 12496
    55 Quads Way, Windham, NY 12496
    /34

    $239,500

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    55 Quads Way, Windham, NY 12496

    Price Reduced -- Major Value in Windham! This charming turnkey condo delivers affordable four-season living close to skiing, golf, hiking, dining, and everything buyers love about Windham. Just minutes from Windham Mountain Club, this fully furnished 2-bedroom, 2-bath retreat offers an easy mountain lifestyle in one of the Catskills' most desirable destinations. Enjoy winter days on the slopes,

    Agent Photo

    Lisa Jaeger

    Coldwell Banker Village GreenW

    (518) 510-0942

    55 Quads Way, Windham, NY 12496
  • 5359 Main St, Windham, NY 12496
    5359 Main St, Windham, NY 12496
    5359 Main St, Windham, NY 12496
    /22

    $289,000

    • 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

    (518) 735-8525

    5359 Main St, Windham, NY 12496
  • 5359 Main St Unit 2h., Windham, NY 12496
    5359 Main St Unit 2h., Windham, NY 12496
    5359 Main St Unit 2h., Windham, NY 12496
    /22

    $289,000

    • 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

    (518) 619-5220

    5359 Main St Unit 2h., Windham, NY 12496
  • 0 N Ridge Extension Unit 20255019, Windham, NY 12496
    0 N Ridge Extension Unit 20255019, Windham, NY 12496
    0 N Ridge Extension Unit 20255019, Windham, NY 12496
    /28

    $234,500

    $234K PRICE INCREASE
    • Land
    • 2.3 Acres
    • $101,957 per Acre

    0 N Ridge Extension Unit 20255019, Windham, NY 12496

    Welcome to North Ridge Estates - Build Your Catskills Dream Getaway Here's your chance to own the last remaining building lot in North Ridge Estates, an exclusive, private enclave known for its high-end vacation homes and newly built million-dollar properties. Set on 2.30 acres, this prime parcel has already been surveyed and features a driveway leading into the heart of the property with a

    Agent Photo

    Lisa Jaeger

    Coldwell Banker Village GreenW

    (518) 806-2330

    0 N Ridge Extension Unit 20255019, Windham, NY 12496
  • 139 Windham Ridge Rd Unit D, Windham, NY 12496
    139 Windham Ridge Rd Unit D, Windham, NY 12496
    139 Windham Ridge Rd Unit D, Windham, NY 12496
    /21

    $209,000

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft

    139 Windham Ridge Rd Unit D, Windham, NY 12496

    At the very end of Windham Ridge Road, minutes from Windham Mountain, this perfect, private getaway is waiting for you! Wake up to dazzling views of Windham Mountain every season, through south-facing sliding glass doors and windows. This 700 square foot unit lives large! The spacious living area features a cathedral ceiling, skylights and a cozy wood burning fireplace flanked by a built-in desk

    Jessica Surbeck WINDSTAR REALTY GROUP LLC

    139 Windham Ridge Rd Unit D, Windham, NY 12496
  • 1 Galway Rd, Windham, NY 12496
    1 Galway Rd, Windham, NY 12496
    1 Galway Rd, Windham, NY 12496
    /11

    $300,000

    • Land
    • 7.52 Acres
    • $39,894 per Acre

    1 Galway Rd, Windham, NY 12496

    Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 7.5 acre residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process.

    Patrick Dunn KW Platform

    1 Galway Rd, Windham, NY 12496
  • 0 Larsen Dr Unit 20253291, Windham, NY 12496
    0 Larsen Dr Unit 20253291, Windham, NY 12496
    0 Larsen Dr Unit 20253291, Windham, NY 12496
    /15

    $213,500

    • Land
    • 6.1 Acres
    • $35,000 per Acre

    0 Larsen Dr Unit 20253291, Windham, NY 12496

    One of Windham's Most Special Lots — Unrivaled Views & Serene Privacy Perched in one of Windham's most coveted settings, this remarkable 6.1-acre parcel offers breathtaking, sweeping views of the ski slopes and surrounding mountain ranges—truly among the very best views in all of Windham. This is a rare opportunity to own a piece of land that will be the envy of others, combining panoramic beauty

    Regina Tortorella Coldwell Banker Village GreenW

    0 Larsen Dr Unit 20253291, Windham, NY 12496
  • 4 Windham Farms Rd, Windham, NY 12496
    4 Windham Farms Rd, Windham, NY 12496
    4 Windham Farms Rd, Windham, NY 12496
    /16

    $289,000

    • Land
    • 4.33 Acres
    • $66,744 per Acre

    4 Windham Farms Rd, Windham, NY 12496

    Welcome to ''Windham Farms'' in Windham, NY, where two premium building lots offer an exceptional opportunity for custom homes that blend eco-friendly design with aesthetic appeal, complementing the year-round environment just minutes from Windham Mountain Club. Lot 4 features an installed gravel parking area directly off Windham Farms Road, available 200 amp underground electric service at

    Laurie Hanenberg Hunter Windham Real Estate

    4 Windham Farms Rd, Windham, NY 12496
  • 5359 New York 23 Unit 2E, Windham, NY 12496
    5359 New York 23 Unit 2E, Windham, NY 12496
    5359 New York 23 Unit 2E, Windham, NY 12496
    /21

    $279,000

    Open Sun 1PM - 3PM
    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft

    5359 New York 23 Unit 2E, Windham, NY 12496

    Experience easy mountain living in Windham! This charming 2-bedroom, 2-bath condo features a welcoming living room, dedicated dining space, and the convenience of in-unit laundry. Includes assigned parking and is just moments from Windham Mountain—perfect for those seeking relaxation and recreation.

    Simran Bajaj Realty Connect USA LLC

    5359 New York 23 Unit 2E, Windham, NY 12496
  • 71 County Road 65 Unit 6, Hensonville, NY 12439
    71 County Road 65 Unit 6, Hensonville, NY 12439
    71 County Road 65 Unit 6, Hensonville, NY 12439
    /38

    $294,000

    $1K 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, 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 relaxation. The

    Susanna Scott-Mitchell Compass Greater NY, LLC

    71 County Road 65 Unit 6, Hensonville, NY 12439
  • 3 Galway Rd, Windham, NY 12496
    3 Galway Rd, Windham, NY 12496
    3 Galway Rd, Windham, NY 12496
    /13

    $300,000

    • Land
    • 6.54 Acres
    • $45,872 per Acre

    3 Galway Rd, Windham, NY 12496

    Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 6.54 residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

    Patrick Dunn KW Platform

    3 Galway Rd, Windham, NY 12496
  • 41 Quads Way, Windham, NY 12496
    41 Quads Way, Windham, NY 12496
    41 Quads Way, Windham, NY 12496
    /29

    $234,900

    • 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
  • 542 Mitchell Hollow Rd, Windham, NY 12496
    542 Mitchell Hollow Rd, Windham, NY 12496
    542 Mitchell Hollow Rd, Windham, NY 12496
    /22

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,446 Sq Ft

    542 Mitchell Hollow Rd, Windham, NY 12496

    Welcome to 542 Mitchell Hollow Road, Windham, NY, a charming home set on a beautifully maintained property in the heart of the Catskills. This inviting residence offers a wonderful combination of comfort, space, and natural surroundings, making it ideal as a full-time home, weekend retreat, or investment opportunity. Expansive decking provides excellent outdoor living space for relaxing,

    Shpresa Camaj Real Broker NY LLC

    542 Mitchell Hollow Rd, Windham, NY 12496
  • 107 Route 40 Rd, Windham, NY 12496
    107 Route 40 Rd, Windham, NY 12496
    107 Route 40 Rd, Windham, NY 12496
    /22

    $289,900

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    107 Route 40 Rd, Windham, NY 12496

    Charming 2 bed home near Windham Mountain. Close to 3 additional ski hills within 35 min. Endless outdoor adverntures await.Welcome to this beautiful 2 bd 1 ba home tucked away in the small hamlet of Hensonville NY. Located minutes from local restaurants and activities. This inviting property offers the ideal blend of comfort and location. Wheather you are looking for a full time residence,

    Brian Cohen RHR Realty Group

    107 Route 40 Rd, Windham, NY 12496
  • 0 Twin Maples Ln Unit 20254325, Windham, NY 12496
    0 Twin Maples Ln Unit 20254325, Windham, NY 12496
    0 Twin Maples Ln Unit 20254325, Windham, NY 12496
    /11

    $249,000

    $26K PRICE DROP
    • Land
    • 13,939 Sq Ft
    • $778,125 per Acre

    0 Twin Maples Ln Unit 20254325, Windham, NY 12496

    Great Opportunity! Priced to sell!Escape to the Catskills, build your home away from home on this desirable building lot located on Windham Mountain's Private and Tranquil Community of Trailside East. This parcel has gentle sloping grade, will have access to far reaching mountain and valley views with clearing. Parcel has access to water, sewer, underground electric, high speed cable-fiber,

    Irene Pinto Brainard Ridge Management

    0 Twin Maples Ln Unit 20254325, Windham, NY 12496
  • 2 Lot Galway Rd, Windham, NY 12496
    2 Lot Galway Rd, Windham, NY 12496
    2 Lot Galway Rd, Windham, NY 12496
    /13

    $290,000

    • Land
    • 5.42 Acres
    • $53,506 per Acre

    2 Lot Galway Rd, Windham, NY 12496

    Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready residential 4.52 acre lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process. Electric

    Patrick Dunn KW Platform

    2 Lot Galway Rd, Windham, NY 12496
New York Greene County Windham

Real Estate & Homes in Windham, NY under $300,000

Home Trends in Windham, NY

On average, homes in Windham, NY sell after 102 days on the market compared to the national average of 58 days. The median sale price for homes in Windham, NY over the last 12 months is $690,000, up 31% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$690,000
Median Single Family Sale Price
$708,500
Median Townhouse Sale Price
$347,500
Median 2 Bedroom Sale Price
$269,000
Median 1 Bedroom Sale Price
$154,000
Average Price Per Sq Ft
$342
Number of Homes for Sale
59
Last 12 months Home Sales
87
Months of Supply
8.10
Median List Price
$732,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
31%
How to Buy a Home How to Finance a Home How to Sell a Home

Browse a range of homes for sale under $300,000 in Windham, offering accessible options for prospective buyers. With 16 listings available, there's a variety of affordable properties to explore, from charming starter homes to spacious family residences. These homes present an excellent opportunity to enter the housing market and secure a property that fits both your preferences and your budget in Windham, NY.

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