Windham, NY Homes for Sale under $300,000

/26
$299,999
- 2 Beds
- 2 Baths
5359 Main St Unit 2C, Windham, NY 12496

Turn-Key & Motivated Seller Due to Work Relocation Location 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 of Main

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 600-2711

5359 Main St Unit 2C, 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
/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
/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
/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
/33
$299,777
- 4 Beds
- 1.5 Baths
- 1,457 Sq Ft
28 Sutton Hollow Rd, Windham, NY 12496

Are you looking for an affordable country home? 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 for additional storage! On the first floor is a large kitchen which included all the appliances,

Douglas Schenk RE/MAX Capital

28 Sutton Hollow 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
/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
/43
$285,000
- 2 Beds
- 2.5 Baths
- 1,411 Sq Ft
76 Loo Bridge Ln Unit 12B, Windham, NY 12496

Just in time for ski season, this cozy country condo offers an affordable four-season retreat in the heart of Windham, NY. Whether you're searching for a ski getaway, a low-maintenance second home, or a rental opportunity, this charming townhouse delivers comfort, character, and convenience. Located just 2.5 hours north of Manhattan in one of the Catskills' most desirable mountain towns, this

Lisa Jaeger Coldwell Banker Village GreenW

76 Loo Bridge Ln Unit 12B, 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
/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
/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

Home Trends in Windham, NY

On average, homes in Windham, NY sell after 107 days on the market compared to the national average of 53 days. The median sale price for homes in Windham, NY over the last 12 months is $647,500, up 10% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price

$647,500

Median Single Family Sale Price

$715,000

Median Townhouse Sale Price

$319,000

Median 2 Bedroom Sale Price

$227,500

Median 1 Bedroom Sale Price

$170,000

Average Price Per Sq Ft

$333

Number of Homes for Sale

Last 12 months Home Sales

Months of Supply

10.70

Median List Price

$700,000

Median Change From 1st List Price

Median Home Sale Price YoY Change

10%

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 15 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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