Windham, NY Homes

/9
Est $594,678 Not Listed For Sale

248 Club Rd, Windham, NY 12496
248 Club Rd, Windham, NY 12496

Last Sold Summary
- 3% Above List Price
- 92 Days On Market
Last Sold Price $575,000

Last Listing Agent Regina Tortorella Past Member

/64
$1,899,000
- 5 Beds
- 3.5 Baths
- 4,044 Sq Ft
22 The Loop, Windham, NY 12496

A short 1-2 minute walk to the trail access (870 ft)!! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you

Regina Tortorella Coldwell Banker Village GreenW

22 The Loop, 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 $1,374,497

Last Listing Agent Catherine Quintard Compass Greater NY, LLC

12 Jacob Strasse Rd, Windham, NY 12496

/18
Est $262,694 Not Listed For Sale

14 Martin Ln, Hensonville, NY 12439
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 1985
14 Martin Ln, Hensonville, NY 12439

Last Sold Summary
- 19% Above List Price
- $191/SF
- 157 Days On Market
Last Sold Price $220,500

Last Listing Agent Alexis Amico Dugo Realty

/49
$599,000
- 3 Beds
- 2 Baths
- 2,182 Sq Ft
150 Vining Rd, Windham, NY 12496

150 Vining Road, Windham, NY Beautifully renovated contemporary mountain retreat set on 1 acre of lush lawn just minutes from the Windham Mountain Club. Blending rustic charm with modern finishes, this inviting home offers 1,394 square feet of above-grade living space plus an additional 788 square feet in the finished lower level--totaling 2,182 square feet of living space designed for

Regina Tortorella Coldwell Banker Village GreenW

150 Vining Rd, 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

/2
Est $533,639 Not Listed For Sale

770 Mitchell Hollow Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,622 Sq Ft
- Built 1972
770 Mitchell Hollow Rd, Windham, NY 12496

Last Sold Summary
- 3% Above List Price
- $321/SF
- 43 Days On Market
Last Sold Price $520,000

Last Listing Agent Michael Morgenfruh Frank Lumia Real Estate Plus! LLC

/54
$499,000
- 3 Beds
- 2.5 Baths
- 1,903 Sq Ft
215 Siam Rd, Windham, NY 12496

Incredible buy at this new price! The Windham Round House, one of most distinctive and architecturally unique homes in the area. Lovingly designed and built by the original owners, this octagon-style residence sits on 5 private acres with open lawns, a charming stone wall, evergreen woods beyond, multiple outbuildings including a two-car garage—offers a remarkable setting that must be seen to be

Lisa Jaeger Coldwell Banker Village GreenW

215 Siam Rd, 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
Current Estimated Value $986,417

Last Listing Agent non-member non member NON MLS OFFICE

149 Magda Ln, Windham, NY 12496

/7
Not Listed For Sale

TBD Mill St, Windham, NY 12496
TBD Mill St, Windham, NY 12496

Last Sold Summary
- 135 Days On Market
Last Sold Price $75,000

Last Listing Agent Louis Naccarato Corcoran Country Living

/109
$2,175,000
- 6 Beds
- 4.5 Baths
- 4,104 Sq Ft
19 Twin Maples, Windham, NY 12496

Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the

Regina Tortorella Coldwell Banker Village GreenW

19 Twin Maples, Windham, NY 12496
/37
$999,999 Sold Mar 10, 2026

20 Brookhollow Ln, Windham, NY 12496
- 3 Beds
- 3.5 Baths
- 3,284 Sq Ft
- Built 2024
Last Sold Summary
- 15% Below List Price
- $305/SF
- 68 Days On Market
Last Listing Agent Pamela King-Belfor Four Seasons Sotheby's Int.

20 Brookhollow Ln, Windham, NY 12496

/31
Est $428,592 Not Listed For Sale

296 Mitchell Hollow Rd, Windham, NY 12496
- 3 Beds
- 1 Bath
- 1,486 Sq Ft
- Built 1847
296 Mitchell Hollow Rd, Windham, NY 12496

Last Sold Summary
- 217% Above List Price
- $91/SF
- 183 Days On Market
Last Sold Price $135,000

Last Listing Agent Sharon Knudsen Past Member

/59
$575,000 Under Contract
- 4 Beds
- 4.5 Baths
- 3,190 Sq Ft
274 Route 65 Unit 28, Windham, NY 12496

Not your ordinary townhouse—this Crystal Pond ''builder's special'' is one of only a few that were ever built with this expanded three-level, 3,190 sq ft floor plan. Designed for comfort, space, and easy living, this corner unit is a true standout in the development. From the covered entry, step into a welcoming heated mudroom with built-in cubbies, hooks, and bench seating—ideal for ski gear and

Lisa Jaeger Coldwell Banker Village GreenW

274 Route 65 Unit 28, 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

/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 Sold Price $149,000

Last Listing Agent Anne Jakubowski Bunce Realty

/96
$1,649,000 Pending
- 5 Beds
- 3.5 Baths
- 4,312 Sq Ft
102 Thunderbird Terrace, Windham, NY 12496

Custom Log Cabin with Modern Finishes, The Feel of a New Build, and Stunning Mountain Views- Nestled on nearly 2 acres, this breathtaking custom log cabin combines luxury, charm, and nature. Built with meticulous attention to detail, the home shows as if it is new construction, exuding a fresh and pristine feel throughout, making it indistinguishable from a brand-new build. With 5 bedrooms, 3.5

Regina Tortorella Coldwell Banker Village GreenW

102 Thunderbird Terrace, 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

/4
Not Listed For Sale

79 Old Rd, Windham, NY 12496
79 Old Rd, Windham, NY 12496

Last Sold Summary
- 5 Days On Market
Last Sold Price $125,000

Last Listing Agent Anjali Arora Corcoran Country Living - Hud

/43
$259,000
- 2 Beds
- 2.5 Baths
- 1,411 Sq Ft
76 Loo Bridge Ln Unit 12B, Windham, NY 12496

NEW PRICE 259,000 - MOTIVATED SELLERS | BUY NOW!This cozy country townhouse-style condo offers an affordable four-season retreat in the heart of Windham, NY--ideal as a ski getaway, low-maintenance second home, or income-producing rental. Located in a quiet, private section of Windham Ridge, just minutes to Windham Mountain, village shops, restaurants, and golf, and only 2.5 hours from

Lisa Jaeger Coldwell Banker Village GreenW

76 Loo Bridge Ln Unit 12B, Windham, NY 12496
/39
$340,000 Sold Dec 17, 2025

4 French Park Dr Unit 1 (2a), Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
- Built 1983
Last Sold Summary
- 5% Below List Price
- $244/SF
- 88 Days On Market
Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

4 French Park Dr Unit 1 (2a), Windham, NY 12496

/5
Est $1,263,491 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
- 46% Above List Price
- $393/SF
- 97 Days On Market
Last Sold Price $865,000

Last Listing Agent Debra Bunce Past Member

/30
$535,000
- 3 Beds
- 2.5 Baths
- 1,335 Sq Ft
20 Sutton Hollow Rd, Windham, NY 12496

Modern Farmhouse Getaway with Streamside Serenity - Fully Renovated & Fully Furnished! This turn-key, completely renovated modern farmhouse is ready to welcome you! Just 12 minutes from the Windham Mountain Club and only a short drive to Hunter and Belleayre, this stylish 3-bedroom plus open sleeping loft retreat delivers four-season Catskill charm with designer finishes and a prime location for

Regina Tortorella Coldwell Banker Village GreenW

20 Sutton Hollow Rd, 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 $829,120

Last Listing Agent Lubomir Hodan Shaw Country Realty, Inc.

233 Begley Rd, Windham, NY 12496

/46
Est $332,281 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
- 2% Below List Price
- $281/SF
- 173 Days On Market
Last Sold Price $340,000

Last Listing Agent Sharri Cunningham Bunce Realty

/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
/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

/72
Est $869,912 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
- 7% Above List Price
- $207/SF
- 508 Days On Market
Last Sold Price $810,000

Last Listing Agent Regina Tortorella Past Member

/27
$999,000 Pending
- 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
/54
Sold Apr 07, 2025

11 Whisper Creek Dr Unit 601B, Windham, NY 12496
- 3 Beds
- 3 Baths
- 1,506 Sq Ft
- Built 2019
Last Sold Summary
- 92 Days On Market
Last Listing Agent Regina Tortorella Past Member

11 Whisper Creek Dr Unit 601B, Windham, NY 12496

/2
Not Listed For Sale

33 High Ridge Rd, Windham, NY 12439
- 3 Beds
- 2 Baths
- 2,016 Sq Ft
- Built 1979
33 High Ridge Rd, Windham, NY 12439

Last Sold Summary
- $298/SF
- 20 Days On Market
Last Sold Price $599,900

Last Listing Agent Stacy Keck-Colliton Coldwell Banker Timberland Properties

/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
/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 $1,697,294

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

12 Lauren Ln, Windham, NY 12496

/2
Est $1,925,201 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
- 19% Below List Price
- $552/SF
- 108 Days On Market
Last Sold Price $2,375,000

Last Listing Agent Angela Lanuto Coldwell Banker Village Green

/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
/40
$2,250,000 Sold May 15, 2025

18 White Way, Windham, NY 12496
- 6 Beds
- 6 Baths
- 4,228 Sq Ft
- Built 2015
Last Sold Summary
- 10% Below List Price
- $532/SF
- 82 Days On Market
Current Estimated Value $2,326,496

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

18 White Way, 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
- $23/SF
- 70 Days On Market
Last Sold Price $58,000

Last Listing Agent Gregory Kardos Kardos & Co Real Estate, LLC

/44
$1,775,000 New Construction
- 5 Beds
- 4.5 Baths
- 3,218 Sq Ft
31 Windham Farms Rd, Windham, NY 12496

Modern Mountain Luxury | Windham, New YorkExperience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout

Pamela King-Belfor Four Seasons Sotheby's Int.

31 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

/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
- 4% Below List Price
- $376/SF
- 89 Days On Market
Last Sold Price $1,590,000

Last Listing Agent Kathy Marino Bunce Realty

Showing Results 121 - 160, Page 4 of 18

New York Greene County Windham

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