Windham, NY Homes

/86
$1,699,000

Pending
- 5 Beds
- 5.5 Baths
- 4,848 Sq Ft
27 Anchor Camp Rd, Windham, NY 12496

Luxury Windham Log Cabin Retreat Near Windham Mountain Club | Air Conditioned, Ski Slope Views, Stream, Hot Tub & STR Potential! The Catskills dream that buyers have spent years searching for finally exists--and it's less than 5 minutes from Windham Mountain Club. Privately tucked away on nearly 6 acres in one of Windham's most desirable newer luxury home enclaves, this spectacular

Regina Tortorella Coldwell Banker Village GreenW

27 Anchor Camp Rd, Windham, NY 12496
$169,900

Sold Jun 22, 2026

TBD Lot 8 Boulder Brook Rd, Windham, NY 12496
- Land
- 6.17 Acres
- $27,536 per Acre
Last Sold Summary
- 287 Days On Market
Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

TBD Lot 8 Boulder Brook Rd, Windham, NY 12496

/52
Est $791,409

Not Listed For Sale

266 Siam Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 2,464 Sq Ft
- Built 1987
266 Siam Rd, Windham, NY 12496

Last Sold Summary
- 53 Days On Market
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
/40
$1,650,000

Sold Jul 06, 2026

10 Stonewall Ln, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,770 Sq Ft
- Built 2025
Last Sold Summary
- $596/SF
- 94 Days On Market
Current Estimated Value $1,684,193

Last Listing Agent Jillian Pajer Douglas Elliman Real Estate

10 Stonewall Ln, Windham, NY 12496

/92
Est $1,318,686

Not Listed For Sale

668 Mill St, Windham, NY 12496
- 8 Beds
- 6.5 Baths
- 6,061 Sq Ft
- Built 1983
668 Mill St, Windham, NY 12496

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

/49
$569,000

$30K PRICE DROP
- 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
/35
$581,250

Sold Dec 01, 2025

528 New York 296, Hensonville, NY 12439
- 4 Beds
- 2.5 Baths
- 2,194 Sq Ft
- Built 1895
Last Sold Summary
- $265/SF
- 32 Days On Market
Last Listing Agent Catherine Quintard Compass Greater NY, LLC

528 New York 296, Hensonville, NY 12439

/57
Est $501,177

Not Listed For Sale

499 County Route 10, Windham, NY 12496
- 4 Beds
- 1.5 Baths
- 2,700 Sq Ft
- Built 1965
499 County Route 10, Windham, NY 12496

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

/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
/48
$560,000

Sold May 25, 2026

31 Koonan Rd, Windham, NY 12496
- 4 Beds
- 2 Baths
- 1,052 Sq Ft
- Built 1987
Last Sold Summary
- 11% Below List Price
- $532/SF
- 232 Days On Market
Current Estimated Value $565,459

Last Listing Agent Brandon Oot Past Member

31 Koonan Rd, Windham, NY 12496

/17
Not Listed For Sale

70 Begley Rd, Windham, NY 12496
70 Begley Rd, Windham, NY 12496

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

/30
$525,000

$20K PRICE DROP
- 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
/55
$355,000

Sold Jan 09, 2026

23 Townhouse Ln Unit 1, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,846 Sq Ft
- Built 1980
Last Sold Summary
- 9% Below List Price
- $192/SF
- 101 Days On Market
Current Estimated Value $391,194

Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

23 Townhouse Ln Unit 1, Windham, NY 12496

/11
Not Listed For Sale

79 Begley Rd, Windham, NY 12496
79 Begley Rd, Windham, NY 12496

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

/66
$799,000

Pending
- 4 Beds
- 3.5 Baths
- 2,878 Sq Ft
5678 New York 23, Windham, NY 12496

Turn-Key Catskills Timber Frame Retreat | Sold Fully Furnished | Mountain Views | Walk to Restaurants | Minutes to Windham Mountain Club This is the kind of authentic Catskills Mountain retreat buyers spend years searching for. Proudly perched on a hill in one of Windham's most charming locations, this true 1900s timber frame home seamlessly blends historic character with the modern finishes and

Regina Tortorella Coldwell Banker Village GreenW

5678 New York 23, Windham, NY 12496
/46
$585,000

Sold Aug 29, 2025

14 - 57 Windham Mountain Village, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 1,510 Sq Ft
- Built 1986
Last Sold Summary
- 11% Below List Price
- $387/SF
- 181 Days On Market
Last Listing Agent Russell Pelham Real Broker, LLC

14 - 57 Windham Mountain Village, Windham, NY 12496

/15
Not Listed For Sale

76 Begley Rd, Windham, NY 12496
76 Begley Rd, Windham, NY 12496

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

/44
$449,000
- 4 Beds
- 2 Baths
- 1,808 Sq Ft
97 Carrington Rd, Windham, NY 12496

Streamfront Serenity Meets Mountain Views -- Bordering Protected NYC DEP Lands Bordered by 160 acres of DEP land and the pristine Batavia Kill Creek, this beautifully updated split-level retreat delivers the kind of setting buyers come to the Catskills for--wide open meadows, mountain views, and the calming sound of water just steps from your back deck. This is where privacy, nature, and

Regina Tortorella Coldwell Banker Village GreenW

97 Carrington Rd, Windham, NY 12496
/32
$680,000

Sold Apr 28, 2026

5287 New York 23, Windham, NY 12496
- 3 Beds
- 2 Baths
- 2,350 Sq Ft
- Built 1850
Last Sold Summary
- 1% Above List Price
- $289/SF
- 15 Days On Market
Last Listing Agent Mark McAlpine Compass Greater New York, LLC

5287 New York 23, Windham, NY 12496

/13
Not Listed For Sale

115 Windham Ridge Rd Unit 19F, Windham, NY 12496
- 1 Bed
- 1 Bath
- 700 Sq Ft
- Built 1986
115 Windham Ridge Rd Unit 19F, Windham, NY 12496

Last Sold Summary
- 64 Days On Market
Last Listing Agent Ellen Boldis Berkshire Hathaway HomeService

/71
$1,275,000
- 3 Beds
- 3 Baths
- 1,506 Sq Ft
11 Whisper Creek Dr Unit 301b, Windham, NY 12496

Rare Ski Slope View Condo | True Ski-In/Ski-Out Luxury at Windham Mountain Club! Whisper Creek, one of the few ski-in/ski-out condominiums at Windham Mountain Club, offers coveted ski slope views. This rarely available Whisper Creek unit presents an exceptional opportunity to own in one of the Catskills' most desirable four-season resort communities. Whether you're searching for a luxury mountain

Regina Tortorella Coldwell Banker Village GreenW

11 Whisper Creek Dr Unit 301b, Windham, NY 12496
/50
$702,000

Sold Dec 22, 2025

73 Beaver Hill Rd, Windham, NY 12496
- 4 Beds
- 2.5 Baths
- 2,500 Sq Ft
- Built 1989
Last Sold Summary
- 3% Below List Price
- $281/SF
- 75 Days On Market
Last Listing Agent Patricia Charbonneau Brainard Ridge Management

73 Beaver Hill Rd, Windham, NY 12496

/44
Est $756,034

Not Listed For Sale

77 Windham Mount Village, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,044 Sq Ft
- Built 1986
77 Windham Mount Village, Windham, NY 12496

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

/52
$547,000

$28K PRICE DROP
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
591 & 587 Co Rd 56, Windham, NY 12496

Looking for a charming home set perfectly on a country road with privacy, mountain views, adjacent to thousands of acres of state land, AND close to Catskill Park trailheads, CD Lane Park and Windham Mtn Club? Come visit 591 County Route 56 - you won't be disappointed! Enter the warm and welcoming living room where the cathedral ceiling and sky lights allow the sun to stream in to brighten your

Sharon Knudsen Coldwell Banker Village GreenW

591 & 587 Co Rd 56, Windham, NY 12496
/73
$599,000

Sold Jan 08, 2026

110 Maplecrest Rd, Windham, NY 12439
- 8 Beds
- 4 Baths
- 3,577 Sq Ft
- Built 1920
Last Sold Summary
- 6% Below List Price
- $167/SF
- 125 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

110 Maplecrest Rd, Windham, NY 12439

/47
Est $1,093,113

Not Listed For Sale

19 Goff Rd, Windham, NY 12496
- 4 Beds
- 4 Baths
- 3,213 Sq Ft
- Built 2005
19 Goff Rd, Windham, NY 12496

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

/40
$545,000
- 2 Beds
- 2 Baths
- 1,390 Sq Ft
53 Windham Mount Village, Windham, NY 12496

Renovated Windham Mountain Village Townhouse - Steps to Slopes & Lodge, Walk to Lift, Season Tenant in Place, Income from Day One, Pool & Tennis Access-Located at the Windham Mountain Club, this beautifully updated 2-bedroom, (plus a flex room that is used as a third bedroom), 2-bathroom townhouse in Windham Mountain Village offers the perfect blend of a peaceful Catskills retreat and a smart

Regina Tortorella Coldwell Banker Village GreenW

53 Windham Mount Village, Windham, NY 12496
/41
$340,000

Sold Apr 03, 2026

317 Mitchell Hollow Rd, Windham, NY 12496
- 5 Beds
- 3 Baths
- 2,472 Sq Ft
- Built 1970
Last Sold Summary
- 20% Below List Price
- $138/SF
- 103 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

317 Mitchell Hollow Rd, Windham, NY 12496

/5
Not Listed For Sale

Tbd Nauvoo Rd, Windham, NY 12496
Tbd Nauvoo Rd, Windham, NY 12496

Last Sold Summary
- 49 Days On Market
Last Listing Agent Arlena Armstrong-petock Country House Realty, Inc.

/63
$999,000

$150K PRICE DROP
- 5 Beds
- 5.5 Baths
- 3,460 Sq Ft
292 South St Unit 2, Windham, NY 12496

Luxury STR Investment Opportunity Across from Windham Mountain Club -- turnkey option, income-producing, and Owner Financing available with as little as 10 pct down- perfectly positioned in one of the Catskills' most desirable four-season destinations. Proven Short-Term Rental Investment directly across from Windham Mountain Club. Perfectly positioned within walking distance to town and ''The

Regina Tortorella Coldwell Banker Village GreenW

292 South St Unit 2, 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

/21
Not Listed For Sale

0 Off Begley Rd Unit 153152, Windham, NY 12496
0 Off Begley Rd Unit 153152, Windham, NY 12496

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

/74
$425,000

$274K PRICE DROP
- 4 Beds
- 4 Baths
- 2,950 Sq Ft
25 Vets Rd, Windham, NY 12496

Welcome to your peaceful sanctuary in the heart of Windham, a rare blend of convenience, natural beauty, and endless potential. Just a short stroll from Main Street and less than half a mile from the slopes, this rambling ranch sits in the perfect spot to enjoy everything Windham has to offer while feeling miles away from it all. Surrounded by lush Macintosh apple and pear trees, grape arbors,

Regina Tortorella Coldwell Banker Village GreenW

25 Vets Rd, Windham, NY 12496
/43
$240,000

Sold Apr 17, 2026

113 Windham Ridge Rd, Windham, NY 12496
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
- Built 1986
Last Sold Summary
- 14% Below List Price
- $234/SF
- 207 Days On Market
Current Estimated Value $254,152

Last Listing Agent Ellen Boldis Berkshire Hathaway HomeService

113 Windham Ridge Rd, Windham, NY 12496

/14
Not Listed For Sale

9 Old State Route 23, Windham, NY 12496
- 2 Beds
- 1 Bath
- 1,088 Sq Ft
- Built 1960
9 Old State Route 23, Windham, NY 12496

Last Sold Summary
- 33 Days On Market
Last Listing Agent Anne Lafferty Anne Lafferty Realty

/59
$699,000

$100K PRICE DROP Under Contract
- 4 Beds
- 3.5 Baths
- 2,100 Sq Ft
769 Mitchell Hollow Rd, Windham, NY 12496

Bright Sparrow Farmhouse - Modern Catskills Farmhouse with Solar Power Backup, Private Pond, Mountain Views & Proven Airbnb Income | Windham, NY Welcome to Bright Sparrow Farmhouse--where modern farmhouse style meets smart, energy-efficient living on over 8.22 private acres with a pond, unobstructed Catskill Mountain views, and a turnkey short-term rental / Airbnb investment property with proven

Regina Tortorella Coldwell Banker Village GreenW

769 Mitchell Hollow Rd, 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

/29
Not Listed For Sale

18 East Rd Unit 1, Hensonville, NY 12439
- 2 Beds
- 2 Baths
- 1,192 Sq Ft
- Built 1981
18 East Rd Unit 1, Hensonville, NY 12439

Last Sold Summary
- 91 Days On Market
Last Listing Agent Russell Pelham Real Broker, LLC

/84
$1,899,000

New Construction $201K PRICE DROP
- 5 Beds
- 4.5 Baths
- 3,723 Sq Ft
4 Goff Rd, Windham, NY 12496

Are you sitting down? Because this one will take your breath away! This brand new modern mountain masterpiece with an indoor pool, glass walls & slope views is offered fully furnished & turn-key! It's a show stopping contemporary retreat where every inch has been crafted for ultimate luxury, relaxation, and awe-inspiring views. Enveloped in two-story walls of glass, this brand new residence

Regina Tortorella Coldwell Banker Village GreenW

4 Goff Rd, Windham, NY 12496

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New York Greene County

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