16

Windham, NY Homes for Sale under $300,000

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  • /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
  • /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
  • /34

    $239,500

    • 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,

    Lisa Jaeger Coldwell Banker Village GreenW

    55 Quads Way, Windham, NY 12496
  • /43

    $259,000

    • 2 Beds
    • 2.5 Baths
    • 1,411 Sq Ft

    76 Loo Bridge Ln Unit 12B, Windham, NY 12496

    NEW PRICE 259,000 - MOTIVATED SELLERS | BUY NOW!This cozy country townhouse-style condo offers an affordable four-season retreat in the heart of Windham, NY--ideal as a ski getaway, low-maintenance second home, or income-producing rental. Located in a quiet, private section of Windham Ridge, just minutes to Windham Mountain, village shops, restaurants, and golf, and only 2.5 hours from

    Lisa Jaeger Coldwell Banker Village GreenW

    76 Loo Bridge Ln Unit 12B, Windham, NY 12496
  • /29

    $289,999

    • 4 Beds
    • 1.5 Baths
    • 1,457 Sq Ft

    28 Sutton Hollow Rd, Windham, NY 12496

    **REDUCED!** Affordable Single Family Home Close to Windham Mountain! Are you looking for an affordable country home? A money making Air B&B? Look no further! Welcome to 28 Sutton Hollow Road. This single-family home located only 5 minutes to Windam Main Street, and only 10 miles to Hunter! Offering nice sized rooms with plenty of closet and storage space, partial basement and oversized garage

    Douglas Schenk RE/MAX Capital

    28 Sutton Hollow Rd, Windham, NY 12496
  • /28

    $234,500

    • 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 GetawayHere'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

    Lisa Jaeger Coldwell Banker Village GreenW

    0 N Ridge Extension Unit 20255019, 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
  • /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 PrivacyPerched 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

    Regina Tortorella Coldwell Banker Village GreenW

    0 Larsen Dr Unit 20253291, 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
  • /38

    $294,000

    • 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
  • /5

    $253,000

    • Land
    • 0.59 Acre
    • $428,814 per Acre

    57 South St, Windham, NY 12496

    Unique opportunity - one of the LAST lots on South Street! Flat parcel overlooking the golf course. Walking distance to everything Windham has to offer - ski, golf, biking, movie theater, shops and downtown restaurants. Utilities - This lot is serviced by municipal water, municipal sewer, electric, and cable directly off the road.

    Aira Ilao ListWithFreedom.com

    57 South St, 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
  • /38

    $275,000

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft

    5359 New York 23, Windham, NY 12496

    Opportunity awaits as this beautifully designed 2 bedroom 2 bath Windham Condo a minute drive to Windham Mountain hits the market! You get the best of everything here as this property is located right on Main street where you can find everything but also so close to the ski resort! Features include large cozy great room with dining/living room combo with 2 large windows, recessed lighting and

    Wayne Newcomb Newcomb Realty Group LLC

    5359 New York 23, 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
  • /11

    $249,000

    • Land
    • 0.32 Acre
    • $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
  • /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

Home Trends in Windham, NY

Housing Trends

Median Sale Price
$695,000
Median Single Family Sale Price
$727,500
Median Townhouse Sale Price
$339,000
Median 2 Bedroom Sale Price
$272,000
Average Price Per Sq Ft
$335
Number of Homes for Sale
73
Last 12 months Home Sales
85
Months of Supply
10.30
Median List Price
$715,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
32%
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