Homes in ZIP Code 12496

/8
$159,000

$30K PRICE DROP
- Land
- 3.6 Acres
- $44,167 per Acre
00 County Road 10, Ashland, NY 12407

NEW PRICE -Presenting an exceptional opportunity to create a mountain retreat on this elevated, shovel-ready home site in the heart of Greene County. Showcasing a western sunset view and lightly wooded surroundings that offer both beauty and privacy, the property enjoys the rare distinction of bordering hundreds of acres of protected New York City forever wild land. Take advantage of a DEP

Laurie Hanenberg Hunter Windham Real Estate

00 County Road 10, Ashland, NY 12407
/59
$545,000

Sold Apr 30, 2026

274 Route 65 Unit 28, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 3,190 Sq Ft
- Built 2002
Last Sold Summary
- 5% Below List Price
- $171/SF
- 154 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

274 Route 65 Unit 28, 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.

/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
/96
$1,571,126

Sold May 12, 2026

102 Thunderbird Terrace, Windham, NY 12496
- 5 Beds
- 3.5 Baths
- 4,312 Sq Ft
- Built 2015
Last Sold Summary
- 8% Below List Price
- $364/SF
- 340 Days On Market
Current Estimated Value $1,543,740

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

102 Thunderbird Terrace, 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

/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
/31
$430,000

Sold Nov 13, 2025

2731 County Route 10, Ashland, NY 12407
- 6 Beds
- 3 Baths
- 3,071 Sq Ft
- Built 2024
Last Sold Summary
- 23% Below List Price
- $140/SF
- 31 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

2731 County Route 10, Ashland, NY 12407

/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

/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
/42
$655,000

Sold Dec 23, 2025

442 Mitchell Hollow Rd, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 2,868 Sq Ft
- Built 1969
Last Sold Summary
- 6% Below List Price
- $228/SF
- 146 Days On Market
Current Estimated Value $708,643

Last Listing Agent Mark McAlpine Compass Greater New York, LLC

442 Mitchell Hollow Rd, 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.

/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
/39
$232,500

Sold Jul 16, 2026

76 Loo Bridge Ln Unit 12B, Windham, NY 12496
- 2 Beds
- 2.5 Baths
- 1,411 Sq Ft
- Built 1987
Last Sold Summary
- 18% Below List Price
- $165/SF
- 173 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

76 Loo Bridge Ln Unit 12B, 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

/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
/70
$1,340,000

Sold Dec 03, 2025

241 Campbell Rd, Ashland, NY 12407
- 5 Beds
- 3.5 Baths
- 5,080 Sq Ft
- Built 2005
Last Sold Summary
- 11% Below List Price
- $264/SF
- 245 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

241 Campbell Rd, Ashland, NY 12407

/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

/15
$399,000
- 3 Beds
- 1.5 Baths
- 1,457 Sq Ft
28 Sutton Hollow Rd, Windham, NY 12496

Welcome to this inviting 3-bedroom, 2-bathroom home offering a spacious and comfortable layout with plenty of room to make it your own. Set on approximately 0.36 acres, the property offers outdoor space to enjoy along with ample off-street parking for multiple vehicles. Inside, you'll find versatile living spaces suited for everyday living, entertaining, or relaxing at home. Whether you're

Carlos Rodriguez Dugo Realty

28 Sutton Hollow Rd, Windham, NY 12496
/59
$1,392,500

Sold Mar 06, 2026

3 the Enclave, Windham, NY 12496
- 4 Beds
- 4.5 Baths
- 2,893 Sq Ft
- Built 2002
Last Sold Summary
- 13% Below List Price
- $481/SF
- 116 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

3 the Enclave, Windham, NY 12496

/34
Est $479,611

Not Listed For Sale

116 Galway Rd, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,867 Sq Ft
- Built 2021
116 Galway Rd, Windham, NY 12496

Last Sold Summary
- 66 Days On Market
Last Listing Agent Patrick Dunn Core Real Estate Team

/11
$129,000

$20K PRICE DROP
- Land
- 2.52 Acres
- $51,190 per Acre
557 Campbell Rd, Ashland, NY 12496

Amongst the pines find an enviable 2.5 acre parcel with full survey, and DEP approved septic plans. This perfect canvas is shovel ready for building your very own A Frame, Log Home or Mountain Modern Chalet. Now is your chance to select one of three all approved lots with complete property line survey, site plan for house, well and septic locations and fully engineered septic plans for a

Laurie Hanenberg Hunter Windham Real Estate

557 Campbell Rd, Ashland, NY 12496
/52
$685,000

Sold Dec 15, 2025

128 Mount Greenery Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 2,759 Sq Ft
- Built 1989
Last Sold Summary
- 6% Below List Price
- $248/SF
- 44 Days On Market
Current Estimated Value $730,901

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

128 Mount Greenery Rd, Windham, NY 12496

/2
Est $658,748

Not Listed For Sale

108 Begley Rd, Windham, NY 12496
- 3 Beds
- Built 2025
108 Begley Rd, Windham, NY 12496

Last Sold Summary
- 13 Days On Market
Last Listing Agent Mark McAlpine Past Member

/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
/54
$398,000

Sold Mar 23, 2026

17 Mitchell Hollow Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 1,914 Sq Ft
- Built 1900
Last Sold Summary
- 9% Below List Price
- $208/SF
- 98 Days On Market
Last Listing Agent Sharri Cunningham Bunce Realty

17 Mitchell Hollow Rd, Windham, NY 12496

/16
Not Listed For Sale

605 Old Rd, Windham, NY 12496
- 2 Beds
- 1 Bath
- 889 Sq Ft
- Built 1900
605 Old Rd, Windham, NY 12496

Last Sold Summary
- 16 Days On Market
Last Listing Agent Breia Hunter Darby Real Estate of New York Inc

/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
/31
$159,900

Sold Jun 22, 2026

L34 Boulder Brook Rd, Windham, NY 12496
- Land
- 8.33 Acres
- $19,196 per Acre
Last Sold Summary
- 221 Days On Market
Last Listing Agent Kyla Thomas Howard Hanna Rand Realty

L34 Boulder Brook Rd, Windham, NY 12496

/35
Est $1,498,807

Not Listed For Sale

241 Campbell Rd, Windham, NY 12496
- 5 Beds
- 3.5 Baths
- 5,580 Sq Ft
- Built 2005
241 Campbell Rd, Windham, NY 12496

Last Sold Summary
- 28 Days On Market
Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

/46
$1,750,000

New Construction $25K PRICE DROP
- 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

Pamela King-Belfor Four Seasons Sotheby's Int.

31 Windham Farms Rd, Windham, NY 12496
/27
$154,000

Sold Apr 30, 2026

5220 New York 23 Unit 126, Windham, NY 12496
- 1 Bed
- 1 Bath
- 423 Sq Ft
- Built 1960
Last Sold Summary
- 9% Below List Price
- $364/SF
- 159 Days On Market
Last Listing Agent Savannah Delaney Weichert Realtors Fontaine

5220 New York 23 Unit 126, Windham, NY 12496

/8
Not Listed For Sale

0 Mill St Unit 131275, Windham, NY 12496
0 Mill St Unit 131275, Windham, NY 12496

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

/17
$179,000
- 1 Bed
- 1 Bath
- 458 Sq Ft
5220 New York 23 Unit 232, Windham, NY 12496

This is your mountain getaway that offers ease, amenities, and an affordable price - a second-floor condo with views of Windham ski mountain and a rental option allowing you to bring in income when you aren't there.The unit is part of the updated Winwood complex at the Windham Mountain Club. Easily accessible to the village of Windham's many shops and restaurants, it is also just a few

Hillary Kolos Compass Greater NY, LLC

5220 New York 23 Unit 232, Windham, NY 12496
/66
$785,000

Sold Aug 27, 2026

5678 New York 23, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,878 Sq Ft
- Built 1900
Last Sold Summary
- 2% Below List Price
- $273/SF
- 41 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

5678 New York 23, Windham, NY 12496

/13
Not Listed For Sale

0 Club Rd Unit 131268, Windham, NY 12496
0 Club Rd Unit 131268, Windham, NY 12496

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

/41
$750,000
- 3 Beds
- 2 Baths
- 2,276 Sq Ft
458 Begley Rd, Windham, NY 12496

Contemporary Mountain Retreat Near Windham MountainWelcome to this charming contemporary mountain-style ski home, ideally located just minutes from Windham Mountain. Built in 1987 and lovingly maintained by its original owners, this three-bedroom, two-bath home offers a peaceful and private setting bordering state land and surrounded by the natural beauty of the Catskills.The

Fred Mazza Bunce Realty

458 Begley Rd, Windham, NY 12496
/31
$850,000

Sold Oct 03, 2025

205 Nauvoo Rd, Windham, NY 12496
- 4 Beds
- 2 Baths
- 2,200 Sq Ft
- Built 1987
Last Sold Summary
- 3% Above List Price
- $386/SF
- 21 Days On Market
Current Estimated Value $816,026

Last Listing Agent Kathy Marino Bunce Realty

205 Nauvoo Rd, Windham, NY 12496

/48
Est $588,253

Not Listed For Sale

50 County Rd Unit 65, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 2,404 Sq Ft
- Built 1875
50 County Rd Unit 65, Windham, NY 12496

Last Sold Summary
- 19 Days On Market
Last Listing Agent Patrick Dunn Core Real Estate Team

/34
$319,000
- 2 Beds
- 2.5 Baths
- 1,238 Sq Ft
55 Windham Ridge Rd Unit 15H, Windham, NY 12496

Competitively Priced Catskills End Unit Townhouse - Renovated and furnishings are optional adding potential for practically turnkey property! This beautifully updated end-unit townhouse blends modern comfort with mountain charm, offering style, warmth, and exceptional value. As you step inside, you're welcomed by a tastefully renovated kitchen that flows effortlessly into the inviting main living

Regina Tortorella Coldwell Banker Village GreenW

55 Windham Ridge Rd Unit 15H, Windham, NY 12496

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Homes in ZIP Code 12496

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