Windham, NY Homes

/11
Not Listed For Sale

0 N Ridge Extension Lot 25 Unit 145406, Windham, NY 12496
0 N Ridge Extension Lot 25 Unit 145406, Windham, NY 12496

Last Sold Summary
- 263 Days On Market
Last Listing Agent Anne Jakubowski Bunce Realty

/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
/33
$795,000

Sold Oct 27, 2025

233 Begley Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,542 Sq Ft
- Built 2001
Last Sold Summary
- $313/SF
- 22 Days On Market
Current Estimated Value $846,173

Last Listing Agent Lubomir Hodan Shaw Country Realty, Inc.

233 Begley Rd, Windham, NY 12496

/5
Est $1,289,515

Not Listed For Sale

127 Brainard Ridge Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 2,200 Sq Ft
- Built 2020
127 Brainard Ridge Rd, Windham, NY 12496

Last Sold Summary
- 97 Days On Market
Last Listing Agent Debra Bunce Past Member

/13
$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
/44
$1,400,000

Sold Feb 06, 2026

2 the Enclave Unit W10, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 2,600 Sq Ft
- Built 1999
Last Sold Summary
- 18% Below List Price
- $538/SF
- 117 Days On Market
Last Listing Agent Patricia Charbonneau Brainard Ridge Management

2 the Enclave Unit W10, Windham, NY 12496

/46
Est $344,119

Not Listed For Sale

66 Loo Bridge Ln Unit 12G, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 1987
66 Loo Bridge Ln Unit 12G, Windham, NY 12496

Last Sold Summary
- 173 Days On Market
Last Listing Agent Sharri Cunningham Bunce Realty

/9
$500,000
- Land
- 22,651 Sq Ft
- $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
/85
$1,709,999

Sold Feb 09, 2026

12 Lauren Ln, Windham, NY 12496
- 6 Beds
- 4.5 Baths
- 4,855 Sq Ft
- Built 2012
Last Sold Summary
- 2% Below List Price
- $352/SF
- 97 Days On Market
Current Estimated Value $1,778,051

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

12 Lauren Ln, Windham, NY 12496

/72
Est $970,380

Not Listed For Sale

39 Trail View Ln, Windham, NY 12496
- 3 Beds
- 3 Baths
- 3,914 Sq Ft
- Built 2022
39 Trail View Ln, Windham, NY 12496

Last Sold Summary
- 508 Days On Market
Last Listing Agent Regina Tortorella Past Member

/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
/26
$425,000

Sold Dec 15, 2025

410 Big Hollow Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1970
Last Sold Summary
- $316/SF
- 28 Days On Market
Last Listing Agent Diana Polack Compass Greater NY, LLC

410 Big Hollow Rd, Windham, NY 12496

/25
Not Listed For Sale

5344 Main St, Windham, NY 12496
- 3 Beds
- 3 Baths
- 6,400 Sq Ft
- Built 1975
5344 Main St, Windham, NY 12496

Last Sold Summary
Last Listing Agent Phil Uhrik Win Morrison Realty - W

/18
$427,000

$36K PRICE DROP
- 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
/9
$440,000

Sold Oct 27, 2025

65 Sundance Dr, Windham, NY 12496
- Land
- 15.36 Acres
- $28,646 per Acre
Last Sold Summary
- 12% Below List Price
- 219 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

65 Sundance Dr, Windham, NY 12496

/2
Est $1,766,672

Not Listed For Sale

502 County Route 10, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 4,300 Sq Ft
- Built 2023
502 County Route 10, Windham, NY 12496

Last Sold Summary
- 108 Days On Market
Last Listing Agent Angela Lanuto Coldwell Banker Village Green

/23
$240,000
- 2 Beds
- 1.5 Baths
- 1,008 Sq Ft
45 Quads Way, Windham, NY 12496

Lovely, well maintained condo situated in Windham. This condo is ready for its new owners. Situated close to the Windham Mountain Club, State hiking and biking trails as well as golf, dining, movies and all that the Windham area has to offer. A 15 minute drive to Hunter Mt. as we.. The first level has ann eat in kitchen, half bath, living room with fireplace, sliding doors to a lovely deck with

Mary Donovan Gallagher & Company

45 Quads Way, Windham, NY 12496
/43
$1,200,000

Sold Jun 08, 2026

7 Meadow Ln, Windham, NY 12496
- 5 Beds
- 5.5 Baths
- 3,752 Sq Ft
- Built 1979
Last Sold Summary
- 14% Below List Price
- $320/SF
- 243 Days On Market
Current Estimated Value $2,268,005

Last Listing Agent Joseph Satto Compass Greater NY, LLC

7 Meadow Ln, Windham, NY 12496

/10
Not Listed For Sale

0 Mount Pisgah Rd, Windham, NY 12496
- 3 Beds
- Built 2008
0 Mount Pisgah Rd, Windham, NY 12496

Last Sold Summary
- 70 Days On Market
Last Listing Agent Gregory Kardos Kardos & Co Real Estate, LLC

/33
$407,000

$23K PRICE DROP
- 4 Beds
- 3 Baths
- 2,058 Sq Ft
274 N Brooksburg Rd Unit 35, Windham, NY 12496

** REDUCED!** Welcome to Crystal Pond at Windham! This wonderful townhome is perfect for that weekend getaway, Winter resort home, or year round living, and has great potential for a short term rental. It comes ''fully furnished'' and ready to use! Offering Three sprawling floors of living space, 4-5 bedrooms and 3 Full baths! This beautiful town home has a great working kitchen w/ granite

Douglas Schenk RE/MAX Capital

274 N Brooksburg Rd Unit 35, Windham, NY 12496
/14
$490,000

Sold Jun 26, 2026

108 Brainard Ridge Rd Unit 14B, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,702 Sq Ft
- Built 1988
Last Sold Summary
- 15% Below List Price
- $288/SF
- 146 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

108 Brainard Ridge Rd Unit 14B, Windham, NY 12496

/65
Not Listed For Sale

128 Mount Pisgah Rd, Windham, NY 12496
- 5 Beds
- 5 Baths
- 4,233 Sq Ft
- Built 2007
128 Mount Pisgah Rd, Windham, NY 12496

Last Sold Summary
- 89 Days On Market
Last Listing Agent Kathy Marino Bunce Realty

/35
$385,000
- 3 Beds
- 1 Bath
- 1,893 Sq Ft
82 County Road 56, Windham, NY 12496

This property located in the quiet and picturesque town of Maplecrest sits on over four acres of land. It includes three dwellings that are currently being rented along with a 2 garages and a sap house. The front house which sits on the main road has 3 bedrooms/1 bathroom. As you enter the driveway on the left there is a home, garage, sap house, trailer and ranch house at the end. The ranch home

Kathy Marino Bunce Realty

82 County Road 56, Windham, NY 12496
/43
$927,000

Sold Aug 15, 2025

92 Northridge Exd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 3,104 Sq Ft
- Built 2003
Last Sold Summary
- $299/SF
- 30 Days On Market
Last Listing Agent Mark McAlpine Compass Greater New York, LLC

92 Northridge Exd, Windham, NY 12496

/26
Est $465,495

Not Listed For Sale

111 Carrington Rd, Windham, NY 12496
- 3 Beds
- 3 Baths
- 1,526 Sq Ft
- Built 2008
111 Carrington Rd, Windham, NY 12496

Last Sold Summary
- 119 Days On Market
Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

/29
$399,000
- 4 Beds
- 2.5 Baths
- 1,227 Sq Ft
5044 State Route 23, Windham, NY 12496

Walk to the Windham Path from this newly renovated two story home. Offered fully furnished, stocked with everything you need to greet your next guest, this active Airbnb is ready for the next owner. Two first floor bedrooms each with their own beautifully new tiled bath. New kitchen with butcher block counter tops, new appliances with induction stove. Upstairs 2 more bedroom with its own half

Cynthia Welch Welch Realty Inc.

5044 State Route 23, Windham, NY 12496
/36
$310,000

Sold Feb 11, 2026

73 Windham Ridge Rd Unit 16-H, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,058 Sq Ft
- Built 1986
Last Sold Summary
- 9% Below List Price
- $293/SF
- 161 Days On Market
Current Estimated Value $317,219

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

73 Windham Ridge Rd Unit 16-H, Windham, NY 12496

/28
Not Listed For Sale

11025 New York 23, Windham, NY 12496
- 3 Beds
- 1.5 Baths
- 1,647 Sq Ft
- Built 1800
11025 New York 23, Windham, NY 12496

Last Sold Summary
- 137 Days On Market
Last Listing Agent Susan Miller Past Member

/48
$349,000

$91K PRICE DROP
- 3 Beds
- 2 Baths
- 1,464 Sq Ft
110/2 Highridge Rd, Hensonville, NY 12439

Charming 3-Bedroom Retreat in Serene Wooded Setting Nestled 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 bedroom, full bath, and an

Fred Mazza Bunce Realty

110/2 Highridge Rd, Hensonville, NY 12439
/42
$300,000

Sold Dec 04, 2025

333 Begley Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
- Built 1998
Last Sold Summary
- 9% Below List Price
- $191/SF
- 26 Days On Market
Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

333 Begley Rd, Windham, NY 12496

/27
Est $699,162

Not Listed For Sale

118 Brainard Ridge Rd Unit 14D, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,702 Sq Ft
- Built 1985
118 Brainard Ridge Rd Unit 14D, Windham, NY 12496

Last Sold Summary
- 396 Days On Market
Last Listing Agent Sharri Cunningham Bunce Realty

/8
$119,600
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
366 State Route 296, Windham, NY 12496

Opportunity awaits in the heart of the Catskills. This bungalow-style home offers approximately 1,456 square feet of living space with 3 bedrooms and 2 full bathrooms situated on an approximately 21,780-square-foot lot. The property also includes a detached garage, full basement, private well, and septic system.Located along Route 296 in Windham, the property enjoys convenient access to

Christopher Rose Listing by REALHome Services & Solutions

366 State Route 296, Windham, NY 12496
/68
$820,000

Sold Jul 16, 2026

39 Brook Hollow Ln, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,049 Sq Ft
- Built 1989
Last Sold Summary
- 7% Above List Price
- $400/SF
- 29 Days On Market
Current Estimated Value $621,273

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

39 Brook Hollow Ln, Windham, NY 12496

/28
Est $310,358

Not Listed For Sale

36 Loo Bridge Ln, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
- Built 1987
36 Loo Bridge Ln, Windham, NY 12496

Last Sold Summary
- 118 Days On Market
Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

/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
/19
$485,000

Sold Dec 18, 2025

804 Mitchell Hollow Rd, Windham, NY 12496
- 7 Beds
- 2.5 Baths
- 3,114 Sq Ft
- Built 1852
Last Sold Summary
- 91% Below List Price
- $156/SF
- 55 Days On Market
Current Estimated Value $518,001

Last Listing Agent Chris Tripsas Reliant Property Services

804 Mitchell Hollow Rd, Windham, NY 12496

/30
Est $703,347

Not Listed For Sale

208 South St, Windham, NY 12496
- 5 Beds
- 3.5 Baths
- 2,280 Sq Ft
- Built 1920
208 South St, Windham, NY 12496

Last Sold Summary
- 171 Days On Market
Last Listing Agent Jamie Sittner Find Advisors

/32
$319,000

$20K PRICE DROP
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
44 Loo Bridge Ln Unit 14B, Windham, NY 12496

NEW PRICE! Turn Key! Pride of Ownership shows in this Windham Ridge 2 bedroom 2.5 bath, Plus a surprise room and bath to use as needed, bunk room, office, small den. Come and be part of the Windham Family in this sweet year round community. 1st level has Primary ensuite, and 2nd bedroom-ensuite. 2nd level opens up to a spacious great room with open concept, bright and sunny. Fully equipped

Irene Pinto Brainard Ridge Management

44 Loo Bridge Ln Unit 14B, Windham, NY 12496
/103
$3,100,000

Sold May 05, 2026

219 Club Rd, Windham, NY 12496
- 6 Beds
- 5 Baths
- 5,021 Sq Ft
- Built 2023
Last Sold Summary
- 17% Below List Price
- $617/SF
- 254 Days On Market
Current Estimated Value $3,148,624

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

219 Club Rd, Windham, NY 12496

/21
Not Listed For Sale

5220 New York 23 Unit 130, Windham, NY 12496
- 1 Bed
- 1 Bath
- 458 Sq Ft
- Built 1960
5220 New York 23 Unit 130, Windham, NY 12496

Last Sold Summary
- 16 Days On Market
Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

Showing Results 161 - 200, Page 5 of 18

New York Greene County

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