18

Windham, NY Homes for Sale under $300,000

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  • /28

    $299,999

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft

    5359 Main St Unit 2C, Windham, NY 12496

    Turn-Key & Motivated Seller Due to Work RelocationLocation is everything—and this condo has it all. Perfectly situated on Main Street and just one minute from Windham Mountain, this beautifully designed 2-bedroom, 2-bath home offers an open single-level floor plan plus a versatile flex space for a home office, guest room, or whatever you need.Enjoy the best of both worlds with views

    Agent Photo

    Carol Shaw

    Shaw Country Realty, Inc.

    (518) 600-2711

    5359 Main St Unit 2C, Windham, NY 12496
  • /26

    $215,000

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft

    384 New York 296, Hensonville, NY 12439

    Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!

    Brian Kozloski Century 21 New West

    384 New York 296, Hensonville, NY 12439
  • /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
  • /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
  • /38

    $295,000

    • 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

    Susanna Scott-Mitchell Compass Greater NY, LLC

    71 County Road 65 Unit 6, Hensonville, NY 12439
  • /11

    $295,000

    • 2 Beds
    • 2.5 Baths
    • 1,211 Sq Ft

    76 Loo Bridge Ln, Windham, NY 12496

    Cozy Mountain Condo in Windham - Perfect for Family Retreats or Investment Discover this inviting 2-bedroom, 2.5-bath condo with a loft (C of O included), just 10 minutes from Windham Mountain Ski Resort. The open living room with kitchen creates a warm, social space, while large windows bring in natural light and serene views. Surrounded by woods and mountains, this home offers peace and

    Agnieszka Wdziekowska Taufield CORE REAL ESTATE TEAM

    76 Loo Bridge Ln, Windham, NY 12496
  • /11

    $275,000

    • Land
    • 0.32 Acre
    • $859,375 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
  • /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

    $289,999

    • 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
  • /35

    $249,000

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    55 Quads Way, Windham, NY 12496

    Sweet 2-Bedroom, 2-Bath Condo - Carefree Mountain Living This charming and affordable condo is your perfect four-season Catskills retreat. Spend your days swimming, playing pickle ball or tennis, hiking or biking the nearby Windham Path or Elm Ridge trails, golfing, grab a bite at one of the many local restaurants and pubs, then return home to unwind by the cozy wood-burning fireplace or relax on

    Lisa Jaeger Coldwell Banker Village GreenW

    55 Quads Way, Windham, NY 12496
  • /52

    $259,000

    • 2 Beds
    • 2 Baths
    • 1,024 Sq Ft

    113 Windham Ridge Rd, Windham, NY 12496

    New Price and One Year of HOA Dues Covered by the Seller Your mountain getaway is calling. This beautifully renovated and fully furnished two bedroom, two full bath townhouse offers comfort, character, and convenience, located only minutes from the Windham ski area. Whether you are seeking weekend adventures or year round living, this home is ready for you. Step inside to an inviting open concept

    Ellen Boldis Berkshire Hathaway HomeService

    113 Windham Ridge 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
  • /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
  • /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
  • /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
  • /28

    $249,900

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft

    41 Quads Way, Windham, NY 12496

    Location, convenience and ease of ownership come together at 41 Quads Way. Whether you're looking for a full-time home, a weekend retreat, or an investment property, this condominium in Windham fits the bill. A comfortable living area features a woodburning fireplace and sliding doors to a private deck. Upstairs are two spacious, bright bedrooms. Each floor has a full bath. Enjoying all four

    Sharri Cunningham Bunce Realty

    41 Quads Way, Windham, NY 12496
  • /21

    $295,000

    • 2 Beds
    • 2.5 Baths
    • 1,058 Sq Ft

    45 Windham Ridge Rd Unit 15C, Windham, NY 12496

    Wonderful opportunity to own this warm and inviting 2 bedroom, 2.5 bath Windham Ridge Townhome. This charming unit has a lovely living area with wood burning fireplace to enjoy after a day of skiing or hiking. Cozy dining area and nicely appointed kitchen. bamboo floor, quartz countertops and stainless steel appliances. The upper level offers 2 ensuite bedrooms. Enjoy seasonal views of Windham

    Patricia Charbonneau Brainard Ridge Management

    45 Windham Ridge Rd Unit 15C, Windham, NY 12496
  • /58

    $279,000

    • Land
    • 12.8 Acres
    • $21,797 per Acre

    383 Begley Rd, Windham, NY 12496

    A Beautiful 12.8 Acre Parcel of Land in Windham across from State Land! The land features approximately 1,180' of road frontage and it's only minutes to Windham Ski Mountain and all the amenities the mountaintop has to offer: golfing, hiking, biking, cycling, fishing, & more. The land is private and wooded with beautiful views of the sunrise and sunset.. There's an area that can be developed into

    Ted Banta RVW Select Properties

    383 Begley Rd, Windham, NY 12496

Home Trends in Windham, NY

Housing Trends

Median Sale Price
$640,000
Median Single Family Sale Price
$740,000
Median Townhouse Sale Price
$287,000
Median 2 Bedroom Sale Price
$269,949
Median 1 Bedroom Sale Price
$170,000
Average Price Per Sq Ft
$340
Number of Homes for Sale
89
Last 12 months Home Sales
71
Months of Supply
15.00
Median List Price
$700,000
Median Change From 1st List Price
5%
Median Home Sale Price YoY Change
22%
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