Windham, NY Homes

/44
$499,000
- 3 Beds
- 3 Baths
- 1,566 Sq Ft
13 Brainard Ridge Rd, Windham, NY 12496

5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the

Regina Tortorella Coldwell Banker Village GreenW

13 Brainard Ridge Rd, Windham, NY 12496
/39
$275,000 Sold Mar 24, 2025

51 Carrington Rd, Windham, NY 12496
- 1 Bed
- 1 Bath
- 1,144 Sq Ft
- Built 1984
Last Sold Summary
- 21% Below List Price
- $240/SF
- 89 Days On Market
Current Estimated Value $306,476

Last Listing Agent Regina Tortorella Past Member

51 Carrington Rd, Windham, NY 12496

/5
Est $1,206,478 Not Listed For Sale
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
127 Brainard Ridge Rd, Windham, NY 12496

127 Brainard Ridge Rd, Windham, NY 12496

/56
$625,000
- 4 Beds
- 3.5 Baths
- 2,100 Sq Ft
57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496

Another Price Improvement — Exceptional Value for a Turn-Key, Four-Season Mountain Retreat in the Catskills This beautifully renovated corner townhouse at Brainard Ridge presents an outstanding opportunity to own a fully furnished, move-in-ready retreat at Windham Mountain Club. With a rare expanded floor plan offering 4-5 bedrooms and 3.5 baths, this home is designed to comfortably host loved

Lisa Jaeger Coldwell Banker Village GreenW

57 Brainard Ridge Rd Unit 3-E, Windham, NY 12496
/65
$1,590,000 Sold Mar 27, 2025

128 Mount Pisgah Rd, Windham, NY 12496
- 5 Beds
- 5 Baths
- 4,233 Sq Ft
- Built 2007
Last Sold Summary
- 1% Below List Price
- $376/SF
- 89 Days On Market
Current Estimated Value $1,530,341

Last Listing Agent Kathy Marino Bunce Realty

128 Mount Pisgah Rd, Windham, NY 12496

/46
Est $379,157 Not Listed For Sale
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
66 Loo Bridge Ln Unit 12G, Windham, NY 12496

66 Loo Bridge Ln Unit 12G, Windham, NY 12496

/64
$790,000 Under Contract
- 3 Beds
- 3.5 Baths
- 2,324 Sq Ft
78 Mitchell Hollow Rd, Windham, NY 12496

Discover the ultimate Catskills mountain retreat with stunning views of the Windham Mountain Club ski slopes in Windham, NY. This beautifully crafted cabin blends timeless rustic character with modern comfort, making it an ideal primary residence, weekend escape, or investment property. The home welcomes you with soaring vaulted pine ceilings, exposed beams, and a spacious open-concept floor plan

Regina Tortorella Coldwell Banker Village GreenW

78 Mitchell Hollow Rd, Windham, NY 12496
/34
$400,000 Sold Dec 30, 2025

4992 New York 23, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,812 Sq Ft
- Built 1986
Last Sold Summary
- 18% Below List Price
- $221/SF
- 146 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

4992 New York 23, Windham, NY 12496

/2
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,016 Sq Ft
33 High Ridge Rd, Windham, NY 12439

33 High Ridge Rd, Windham, NY 12439

/8
$325,000
- Land
- 1.2 Acres
- $270,833 per Acre
L37 Panarama Ln, Windham, NY 12496

Destination Windham! This 1.2 acre parcel is the perfect location to build your primary residence, ski home,weekend getaway, or log cabin. Stunning views of both the town and the mountain!Enjoy the traffic-free,peaceful setting off the mountain. Minutes to the slopes. Walking distance to the golf course and country club.Minutes to Main Street to enjoy the shops and restaurants. The lot has been

Susan Miller WINDSTAR REALTY GROUP LLC

L37 Panarama Ln, Windham, NY 12496
/17
$65,000 Sold Aug 14, 2025

Tbd Hollow View Rd, Windham, NY 12496
- Land
- 5.01 Acres
- $12,974 per Acre
Last Sold Summary
- 56% Below List Price
- 291 Days On Market
Last Listing Agent Arlena Armstrong Anatole House LLC

Tbd Hollow View Rd, Windham, NY 12496

/2
Est $1,924,942 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,300 Sq Ft
502 County Route 10, Windham, NY 12496

502 County Route 10, Windham, NY 12496

/42
$1,650,000
- 4 Beds
- 3.5 Baths
- 2,770 Sq Ft
10 Stonewall Ln, Windham, NY 12496

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’

John Oliveira Douglas Elliman Real Estate

10 Stonewall Ln, Windham, NY 12496
/16
$225,000 Sold Oct 27, 2025

40 Quads Way, Windham, NY 12496
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1986
Last Sold Summary
- 10% Below List Price
- $223/SF
- 115 Days On Market
Current Estimated Value $232,521

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

40 Quads Way, Windham, NY 12496

/26
Est $484,651 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,526 Sq Ft
111 Carrington Rd, Windham, NY 12496

111 Carrington Rd, Windham, NY 12496

/18
$269,000 Pending
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
79 Windham Ridge Rd Unit 17A, Windham, NY 12496

Nestled in the rolling hills of Windham, this warm and welcoming retreat feels more like a feeling than just a property. From the moment you step inside, you’re embraced by sunlight streaming through tall sliders, cathedral ceilings, and breathtaking views that change with the seasons.Enjoy peaceful mornings with coffee on the deck as the mist rises over the valley, and cozy evenings

FRANK GOMEZ Real Broker NY LLC

79 Windham Ridge Rd Unit 17A, Windham, NY 12496
/77
$930,000 Sold Nov 14, 2025

68 Hilltop Dr, Maplecrest, NY 12454
- 4 Beds
- 4.5 Baths
- 3,500 Sq Ft
- Built 1985
Last Sold Summary
- 7% Below List Price
- $266/SF
- 112 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

68 Hilltop Dr, Maplecrest, NY 12454

/28
Not Listed For Sale
- 3 Beds
- 1.5 Baths
- 1,647 Sq Ft
11025 New York 23, Windham, NY 12496

11025 New York 23, 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
/58
$690,000 Sold Oct 24, 2025

73 Cross Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,792 Sq Ft
- Built 2005
Last Sold Summary
- $247/SF
- 124 Days On Market
Current Estimated Value $724,590

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

73 Cross Rd, Windham, NY 12496

/27
Est $672,943 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,702 Sq Ft
118 Brainard Ridge Rd Unit 14D, Windham, NY 12496

118 Brainard Ridge Rd Unit 14D, Windham, NY 12496

/44
$159,900
- Land
- 8.72 Acres
- $18,337 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
/54
$1,350,000 Sold Aug 08, 2025

12 Jacob Strasse Rd, Windham, NY 12496
- 6 Beds
- 5.5 Baths
- 5,500 Sq Ft
- Built 1988
Last Sold Summary
- 10% Below List Price
- $245/SF
- 41 Days On Market
Current Estimated Value $1,388,467

Last Listing Agent Catherine Quintard Compass Greater NY, LLC

12 Jacob Strasse Rd, Windham, NY 12496

/30
Est $765,887 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 2,280 Sq Ft
208 South St, Windham, NY 12496

208 South St, Windham, NY 12496

/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
/39
$314,500 Sold Apr 09, 2025

4 French Park Dr Unit 4B, Windham, NY 12496
- 2 Beds
- 2 Baths
- 1,536 Sq Ft
- Built 1983
Last Sold Summary
- 16% Below List Price
- $205/SF
- 278 Days On Market
Last Listing Agent Sharri Cunningham Bunce Realty

4 French Park Dr Unit 4B, Windham, NY 12496

/21
Not Listed For Sale
- 1 Bed
- 1 Bath
- 458 Sq Ft
5220 New York 23 Unit 130, Windham, NY 12496

5220 New York 23 Unit 130, Windham, NY 12496

/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
/2
$960,000 Sold Nov 07, 2025

149 Magda Ln, Windham, NY 12496
- 4 Beds
- 5 Baths
- 2,140 Sq Ft
- Built 1988
Last Sold Summary
- 4% Below List Price
- $449/SF
Last Listing Agent non-member non member NON MLS OFFICE

149 Magda Ln, Windham, NY 12496

/2
Est $464,500 Not Listed For Sale
108 Begley Rd, Windham, NY 12496

108 Begley Rd, Windham, NY 12496

/12
$550,000
- 2 Beds
- 1 Bath
- 1,122 Sq Ft
183 N South St N, Windham, NY 12496

Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!!Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce! Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment

John Pumilia Shaw Country Realty, Inc.

183 N South St N, Windham, NY 12496
/29
$1,900,000 Sold Jun 02, 2025

22 - 5A Stonewall Ln, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 3,148 Sq Ft
Last Sold Summary
- $604/SF
- 1 Day On Market
Last Listing Agent Pamela King-Belfor Four Seasons Sotheby's Int.

22 - 5A Stonewall Ln, Windham, NY 12496

/16
Not Listed For Sale
- 2 Beds
- 1 Bath
- 889 Sq Ft
605 Old Rd, Windham, NY 12496

605 Old Rd, 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
/59
$875,000 Sold Jun 20, 2025

216 New York 296, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 2,342 Sq Ft
- Built 1940
Last Sold Summary
- 27% Below List Price
- $374/SF
- 196 Days On Market
Last Listing Agent Elizabeth 'Beth' Alfeld Keller Williams Realty HV Nort

216 New York 296, Windham, NY 12496

/2
Est $492,540 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
105 Shock St, Windham, NY 12496

105 Shock St, 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
$212,500 Sold Jun 13, 2025

0 Ruland Rd Unit 155000, Windham, NY 12454
- Land
- 10 Acres
- $21,250 per Acre
Last Sold Summary
- 6% Below List Price
- 57 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village Green

0 Ruland Rd Unit 155000, Windham, NY 12454

/35
Est $1,578,652 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 5,580 Sq Ft
241 Campbell Rd, Windham, NY 12496

241 Campbell 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

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