Windham, NY Homes for Sale

/49
$149,000
- Land
- 5.25 Acres
- $28,381 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
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/47
$169,900
- Land
- 6.17 Acres
- $27,536 per Acre
TBD Boulder Brook Rd Unit Lot 8, 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 8, Windham, NY 12496
/12
$359,900
- Land
- 4.2 Acres
- $85,690 per Acre
L44.10 Panarama Ln, Windham, NY 12496

Build your Catskills vision on this 4.2-acre vacant parcel ideally located near the Windham Mountain Club expansion. This unimproved lot offers a peaceful, wooded setting with excellent proximity to skiing, golf, dining, and year-round resort amenities. A prime opportunity for a private retreat, vacation home, or future investment in one of the area's most sought-after mountain communities.

Susan Miller WINDSTAR REALTY GROUP LLC

L44.10 Panarama Ln, Windham, NY 12496
/9
$500,000
- Land
- 0.52 Acre
- $961,538 per Acre
220 & 240 Club Rd, Windham, NY 12496

Be captivated by the breathtaking, panoramic views that will mesmerize you from dusk till dawn from either of these 2 building lots, with ski access being offered by Windham Mountain Club. Let your imagine soar with the possibilities of designing your dream home to last for generations on one of the few remaining building lots offered by Windham Mountain Club. Envision waking up in your mountain

Patricia Charbonneau Brainard Ridge Management

220 & 240 Club Rd, Windham, NY 12496
/15
$439,000
- Land
- 3.46 Acres
- $126,879 per Acre
2 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 2 is prepared for immediate construction, featuring an installed driveway to the designated house site, 200 amp underground electric

Laurie Hanenberg Hunter Windham Real Estate

2 Windham Farms Rd, Windham, NY 12496
/27
$999,000
- 7 Beds
- 3 Baths
- 4,281 Sq Ft
5474 New York 23, Windham, NY 12496

This large historic home is the original site of Windham's first settler in 1785 and the Reynolds have been entertaining family & friends there since 1959!Located on the west side of town, it is an easy walk to Windham's shops & restaurants.It has a formal living room, (which has been used for an office and playroom), a large dining area and a large, comfortable family room. The kitchen is well

Jane Reynolds Jane H. Reynolds

5474 New York 23, Windham, NY 12496
/18
$463,000
- 3 Beds
- 2 Baths
- 1,249 Sq Ft
111 Brainard Ridge Rd Unit 11B, Windham, NY 12496

Brainard Ridge Charmer!Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second

Patricia Charbonneau Brainard Ridge Management

111 Brainard Ridge Rd Unit 11B, Windham, NY 12496
/49
$1,295,000
- 4 Beds
- 3.5 Baths
- 2,900 Sq Ft
129 Club Rd, Windham, NY 12496

Gorgeous Windham Mountain Contemporary. An abundance of natural light and impressive landscaping establish the setting as you step into this beautiful 4-bedroom 3.5 bath mountain home. Panoramic, stunning views from every room, spacious living room with cozy, tasteful furnishings, striking stone wood burning fireplace, bright kitchen with granite counters, solid maple cabinetry and Bosch

Patricia Charbonneau Brainard Ridge Management

129 Club Rd, Windham, NY 12496
/31
$159,900
- Land
- 8.33 Acres
- $19,196 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
/7
$1,998,500 New Construction
- 5 Beds
- 5.5 Baths
- 5,000 Sq Ft
4 Estate View Dr, Windham, NY 12496

To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with

Patrick Dunn KW Platform

4 Estate View Dr, 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
/39
$849,000
- 3 Beds
- 2.5 Baths
- 2,864 Sq Ft
407 Mill St, Windham, NY 12496

Welcome to Round Haus Chalet, a high design retro retreat set on five acres with spectacular 360-degree views, just minutes from Windham Mountain. Built in 1986, this distinctive three-bedroom, two-and-a-half-bath residence pairs playful, postmodern geometrical architecture with mid-century design. From cozy apres-ski gatherings, to chic summer soirees, this home was designed for every season of

Anthony D'Argenzio Houlihan Lawrence

407 Mill St, Windham, NY 12496
/48
$405,000
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
110/2 Highridge Rd, Hensonville, NY 12439

Charming 3-Bedroom Retreat in Serene Wooded SettingNestled on a private road in a tranquil wooded haven, this newly renovated 3-bedroom, 2-bath retreat seamlessly blends modern comforts with cozy charm. Perfect as a primary residence, vacation home, or income-generating AirB&B, this property offers exceptional versatility and appeal.Key Features:Upper Level: Spacious

Fred Mazza Bunce Realty

110/2 Highridge Rd, Hensonville, NY 12439
/42
$1,245,000
- 3 Beds
- 3.5 Baths
- 3,115 Sq Ft
6 Watch Hill Ln, Windham, NY 12496

Timeless Timber Frame Townhome!Walk to the trails from this 3bedroom, plus loft 3.5 bath with attached garage, Windham beauty! Enjoy the elegance of a true timber frame home, with all its warmth and charm. Lovely entrance with sizable ski and boot room, opening to vaulted ceiling living room with plenty of windows to take in the beautiful natural surroundings. Tasteful furnishings to relax

Patricia Charbonneau Brainard Ridge Management

6 Watch Hill Ln, 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
/36
$549,000
- 7 Beds
- 6 Baths
- 4,800 Sq Ft
41 County Road 40, Hensonville, NY 12439

A Great Investment Opportunity with a 5 Unit Multi-family & a Large Barn in Windham - in the Charming Hamlet of Hensonville! The annual rent roll is 62,700. There are 4 units with 2 bedrooms and 1 bath and 1 unit with 3 bedrooms and 2 baths. There's ample parking, a front covered patio, a 2nd floor covered deck, yard space, a huge barn, and 3 driveway entrances. It has great proximity to the

Ted Banta RVW Select Properties

41 County Road 40, Hensonville, NY 12439
/13
$335,000
- Land
- 15.67 Acres
- $21,378 per Acre
10 Galway Rd, Windham, NY 12496

Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 15.67 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

10 Galway Rd, 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
/38
$2,495,000
- 8 Beds
- 3.5 Baths
- 3,350 Sq Ft
3 Leon MacGlashan Rd, Windham, NY 12454

Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan RoadNestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities.

Cameron Ashkarkhizani Serhant LLC

3 Leon MacGlashan Rd, Windham, NY 12454
/47
$169,900
- Land
- 6.17 Acres
- $27,536 per Acre
TBD Lot 8 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. Whether you're planning a cozy weekend getaway, a

Kyla Thomas Howard Hanna Rand Realty

TBD Lot 8 Boulder Brook Rd, 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
/20
$479,000
- 4 Beds
- 3 Baths
- 2,058 Sq Ft
274 N Brooksburg Rd Unit 35, Windham, NY 12496

Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up

John Pumilia Shaw Country Realty, Inc.

274 N Brooksburg Rd Unit 35, 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
/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
/44
$1,175,000
- 5 Beds
- 3 Baths
- 4,489 Sq Ft
32 Glennamaddy Rd, Windham, NY 12496

STUNNING LOCATION! Situated above Windham Ridge this Custom designed & built (by one of Windham's top builders) Contemporary style home has direct ski slope views in a special setting. Conveniently just 2 minutes to Windham Village & 5 minutes to Windham Mountain. Extraordinary mountain home. Efficient & economical design. Upon entering, a bit of a WOW, with 25ft. Beamed, vaulted ceilings &

Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

32 Glennamaddy Rd, 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
/48
$590,000
- 4 Beds
- 2 Baths
- 1,052 Sq Ft
31 Koonan Rd, Windham, NY 12496

Take advantage of this meticulously refreshed winter escape in the heart of Windham. Step inside to a bright and inviting layout featuring newly added hardwood floors, fresh paint inside and out, and a brand-new washer and dryer. The main living level is anchored by a charming wood stove that sets a cozy tone for the whole group to enjoy after a day of outdoor activities. Four bedrooms and two

Brandon Oot Core Real Estate Team

31 Koonan Rd, Windham, NY 12496
/28
$339,000
- 2 Beds
- 2.5 Baths
- 1,295 Sq Ft
274 Route 65 Unit 41, Windham, NY 12496

Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as

Mary Donovan Gallagher & Company

274 Route 65 Unit 41, Windham, NY 12496
/29
$1,400,000 Open Fri 11AM - 3PM
- 3 Beds
- 3.5 Baths
- 2,400 Sq Ft
17 Stonewall Ln, Windham, NY 12496

Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356

Pamela King-Belfor Four Seasons Sotheby's Int.

17 Stonewall Ln, 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
/9
$450,000
- Land
- 10 Acres
- $45,000 per Acre
000 New York 296, Windham, NY 12496

10 Acres of Prime Forested Land | Windham, NY | Development or Dream Compound PotentialAn extraordinary opportunity awaits on Route 296 in Windham, NY - two adjacent 5-acre parcels totaling 10 acres of pristine Catskills forest, ideally situated for those with vision. Slightly sloped and elevated just enough to offer potential eastern-facing views with selective clearing, this land offers

Jason Dugo Dugo Realty

000 New York 296, Windham, NY 12496
/29
$1,900,000 Open Fri 11AM - 3PM
- 5 Beds
- 4.5 Baths
- 3,148 Sq Ft
15 Stonewall Ln, Windham, NY 12496

Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356

Pamela King-Belfor Four Seasons Sotheby's Int.

15 Stonewall Ln, 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
/57
$169,900
- Land
- 6.17 Acres
- $27,536 per Acre
Tbd Boulder Brook Lot 8 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 8 Rd, Windham, NY 12496
/29
$500,000
- 3 Beds
- 2 Baths
- 1,140 Sq Ft
38 Cambridge Heights Rd, Windham, NY 12496

Welcome to Alpine Cabin, your dream mountain getaway! Nestled just steps away from the slopes, this charming cabin combines rustic elegance with modern comforts perfect for a cozy winter retreat or an adventurous alpine escape. Situated at the base of the Windham Mountain Club with views of the slopes beyond, and just 130 miles from New York City. The fireplace in the living area is perfect for

Paul Heintz Anatole House LLC

38 Cambridge Heights Rd, Windham, NY 12496
/25
$459,000
- Land
- 0.68 Acre
- $675,000 per Acre
0 Club Rd Unit 20256096, Windham, NY 12496

Welcome to Windham Mountain, where this .68-acre homesite offers an unparalleled opportunity to build your dream getaway just steps from the ski trails. Perfectly situated for both privacy and convenience, this property captures the essence of true mountain living.With its gently sloping terrain, the lot is ideally suited for a tri-level home design with a finished walkout basement, allowing

Regina Tortorella Coldwell Banker Village GreenW

0 Club Rd Unit 20256096, Windham, NY 12496
/13
$325,000
- Land
- 13.33 Acres
- $24,381 per Acre
9 Galway Rd, Windham, NY 12496

Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 13.33 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

9 Galway Rd, Windham, NY 12496
/45
$375,000
- 3 Beds
- 1 Bath
- 1,739 Sq Ft
477 Campbell Rd, Windham, NY 12496

Skiers and Hunters! 7 glorious acres 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or anyone seeking a

Robyn Tricinelli Century 21 Alliance

477 Campbell 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

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