Windham, NY Homes for Sale under $300,000

/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

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 619-5220

5359 Main St Unit 2h., 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,

Lisa Jaeger

Coldwell Banker Village GreenW

(518) 510-0942

55 Quads Way, 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

Lisa Jaeger

Coldwell Banker Village GreenW

(518) 806-2330

0 N Ridge Extension Unit 20255019, 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

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 735-8525

5359 Main St, Windham, NY 12496
/13
$99,000
- Land
- 8.24 Acres
- $12,015 per Acre
539 Route 40, Maplecrest, NY 12454

Centrally located between Windham and Hunter, minutes to CD Lane Park, State hiking trails, Colgate Lake and everything this area has to offer. This 8 + acre parcel has a septic design in place designed by Kaaterskill Engineering and submitted to DEP and approved but would need to be updated with the town. This makes this lot desirable with no soil testing and design which could usually take

Carol Shaw

Shaw Country Realty, Inc.

(518) 809-8670

539 Route 40, Maplecrest, NY 12454
/4
$115,000
- Land
- 1.6 Acres
- $71,875 per Acre
0 County Road 65 Unit 20261215, Windham, NY 12496

Windham Townhship (Hensonville) these 2 adjoining lots are set back behind House #225 each lot is .8 acre with total of 1.6 acresPotential sewer hook up to be brought up from road . Sewer goes to first house. There is one .8 acre lot between house and lots for sale. Property starts apprx 351' in from road. Great place for small houses, RV wooded and fairly level

Carol Shaw

Shaw Country Realty, Inc.

(518) 634-9387

0 County Road 65 Unit 20261215, Windham, NY 12496
/5
$154,000
- Land
- 17.15 Acres
- $8,980 per Acre
0 High Peak Road Lot 61 & 20, Windham, NY 12496

Nestled in the heart of the Catskills, this 17-acre parcel of unimproved land on High Peak Road offers a rare opportunity to own a significant piece of Greene County's most sought-after landscape. Surrounded by the natural splendor that has made Windham a beloved four-season destination, this blank canvas invites you to bring your vision -- whether a private retreat, a custom dream home, or a

Sheila Word Coldwell Banker Village GreenW

0 High Peak Road Lot 61 & 20, Windham, NY 12496
/11
$135,000
- Land
- 1.2 Acres
- $112,500 per Acre
L19.12 South St, Windham, NY 12496

Build your Catskills getaway on this 1.2-acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

Susan Miller WINDSTAR REALTY GROUP LLC

L19.12 South St, Windham, NY 12496
/44
$159,900
- Land
- 3.23 Acres
- $49,505 per Acre
Tbd Boulder Brook Rd Lot B12, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

Tbd Boulder Brook Rd Lot B12, Windham, NY 12496
/49
$149,000
- Land
- 5.33 Acres
- $27,955 per Acre
Tbd Boulder Brook Rd Lot B13, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

Tbd Boulder Brook Rd Lot B13, Windham, NY 12496
/9
$75,000
- Land
- 2 Acres
- $37,500 per Acre
0 Trailview Ln, Windham, NY 12496

Transform Your Vision at Trail View-Dreaming of the perfect place to make your vision a reality? Trail View is where it all begins-a breathtaking 2-acre lot nestled in the heart of Windham, offering stunning slope views and endless possibilities. Whether you're planning your dream home, a cozy vacation cabin, or a chic rental property, this lot is ready to bring your ideas to life! Imagine

Regina Tortorella Coldwell Banker Village GreenW

0 Trailview Ln, Windham, NY 12496
/37
$179,900
- Land
- 5.61 Acres
- $32,068 per Acre
TBD Boulder Brook Rd Unit Lot 11, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Rd Unit Lot 11, Windham, NY 12496
/49
$149,000
- Land
- 5.25 Acres
- $28,381 per Acre
TBD Boulder Brook Rd Unit Lot 13, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Rd Unit Lot 13, Windham, NY 12496
/14
$75,000
- Land
- 1 Acre
- $75,000 per Acre
0 Mountain View Rd, Windham, NY 12496

Your 1 Acre in Windham Awaits! For everyone who's ever called us and said, "I just want a small piece of land to hold onto, "maybe build on it someday." This one is for you! This 1-acre wooded lot on a private country road offers the ideal setting for your next project. Whether you're planning to build a cozy cabin, dream home, or vacation rental, this mostly level property is ready for you to

Regina Tortorella Coldwell Banker Village GreenW

0 Mountain View Rd, Windham, NY 12496
/13
$120,000
- Land
- 1 Acre
- $120,000 per Acre
L19.11 South St, Windham, NY 12496

Build your Catskills getaway on this 1acre unimproved lot located on South Street in Windham, NY. Offering a peaceful setting with convenient access to Windham Mountain Club, village amenities, dining, and year-round recreation. Adjoining 1.2 acre lot for sale separately. A great opportunity for a custom home, weekend retreat, or long-term investment. Bring your vision and create a home that

Susan Miller WINDSTAR REALTY GROUP LLC

L19.11 South St, Windham, NY 12496
/44
$159,900
- Land
- 8.72 Acres
- $18,337 per Acre
TBD Boulder Brook Rd Unit Lot 12, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Rd Unit Lot 12, 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 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
/7
$89,000
- Land
- 3.7 Acres
- $24,054 per Acre
0 Larsen Dr Unit 20253287, Windham, NY 12496

Create your dream escape on this private 3.7-acre parcel located just minutes from Windham Mountain Resort and the heart of Windham, NY. Quietly tucked away on a private country road, this wooded and untouched land offers the ideal setting for a custom home. Surrounded by nature and set in one of the Catskills' most desirable locations, you'll enjoy both seclusion and convenience just moments

Regina Tortorella Coldwell Banker Village GreenW

0 Larsen Dr Unit 20253287, 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
/20
$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
/15
$249,000

$30K PRICE DROP
- 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
/16
$280,000
- 2 Beds
- 2.5 Baths
- 1,058 Sq Ft
45 Windham Ridge Rd Unit C, Windham, NY 12496

Nestled in the heart of the Catskills, this beautifully updated 2-bedroom, 2.5-bath townhome offers stunning views of Windham Mountain Club and the perfect blend of comfort, style, and four-season recreation. Featuring approximately 1,300 square feet of living space, this turnkey retreat showcases a newly remodeled kitchen with quartz countertops, new appliances, and modern finishes throughout.

Mary Jo Warner Listing by Howard Hanna

45 Windham Ridge Rd Unit C, Windham, NY 12496
/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
/37
$179,900
- Land
- 5.61 Acres
- $32,068 per Acre
11 Boulder Brook Rd, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. On this specific lot, an area has been cleared and

Kyla Thomas Howard Hanna Rand Realty

11 Boulder Brook 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
/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
/41
$155,000
- Land
- 5.99 Acres
- $25,876 per Acre
Tbd, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

Tbd, Windham, NY 12496
/22
$285,000

$15K PRICE DROP
- 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
/11
$174,999

$20K PRICE DROP
- Land
- 5.6 Acres
- $31,250 per Acre
0 Peck Rd, Windham, NY 12454

Build the country home you've always envisioned on this stunning 5.6-acre parcel in the highly desirable hamlet of Maplecrest. Offering beautiful mountain views and a peaceful setting, this property delivers the perfect blend of privacy and convenience.Ideally located just 4 miles to Windham Mountain and 6 miles to Hunter Mountain, you're right in the heart of year-round recreation--skiing,

John Pumilia Shaw Country Realty, Inc.

0 Peck Rd, Windham, NY 12454
/49
$149,000
- Land
- 5.25 Acres
- $28,381 per Acre
TBD Boulder Brook Lot 13b Rd, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Lot 13b Rd, Windham, NY 12496
/40
$155,000
- Land
- 5.99 Acres
- $25,876 per Acre
TBD Boulder Brook Rd Unit Lot 14, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Rd Unit Lot 14, Windham, NY 12496
/8
$99,900
- Land
- 1.1 Acres
- $90,818 per Acre
L46.111 Panarama Ln, Windham, NY 12496

Build your dream mountain getaway on this 1.1 acre unimproved lot just minutes from the Windham Mountain Club expansion. Surrounded by natural beauty, this property offers privacy, fresh air, and easy access to skiing, hiking, biking, golf, and charming village amenities. A perfect canvas for a custom Catskills home.A great opportunity in a rapidly evolving Catskills destination.

Susan Miller WINDSTAR REALTY GROUP LLC

L46.111 Panarama Ln, Windham, NY 12496
/44
$159,900
- Land
- 8.72 Acres
- $18,337 per Acre
TBD Boulder Brook Lot B12 Rd, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Lot B12 Rd, Windham, NY 12496
/22
$279,990

$10K PRICE DROP
- 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
/21
$179,000

$20K PRICE DROP
611 Mitchell Hollow Rd, Windham, NY 12496

5.7 Acres with Utilities in Place (meter was pulled) - Perfect Setting for Your Dream Home This 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value

Regina Tortorella Coldwell Banker Village GreenW

611 Mitchell Hollow 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
/37
$179,900
- Land
- 5.99 Acres
- $30,033 per Acre
TBD Boulder Brook Lot 11 Rd, Windham, NY 12496

Build Your Dream in the Catskills. Located within the newly developed 6-lot Boulder Brook subdivision, this lot offers the perfect blend of community and convenience, just minutes from Windham Ski Resort. Set on a quiet cul-de-sac, each lot in Boulder Brook has been thoughtfully designed with ample space, natural beauty, and easy access in mind. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Boulder Brook Lot 11 Rd, Windham, NY 12496

New York Greene County Windham

Home Prices in Windham, NY

The median home sale price in Windham, NY is $680,000, up 47% year-over-year. Homes in Windham sell in 112 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price $680,000	Median Single Family Sale Price $685,000
Median Townhouse Sale Price $377,000	Median 2 Bedroom Sale Price $289,000
Median 1 Bedroom Sale Price $183,500	Average Price Per Sq Ft $338
Number of Homes for Sale 70	Last 12 months Home Sales 89
Months of Supply 9.40	Median List Price $699,000
Median Change From 1st List Price 5%	Median Home Sale Price YoY Change 47%

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