Windham, NY Homes

/39
$1,360,000 Open Sat 12:30PM - 2PM
- 4 Beds
- 3.5 Baths
- 4,280 Sq Ft
305 Mitchell Hollow Rd, Windham, NY 12496

Modern Mountain Luxury | Windham, New York. Experience 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.

305 Mitchell Hollow Rd, 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

/26
Est $475,770 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
- 29% Above List Price
- $242/SF
- 119 Days On Market
Last Sold Price $370,000

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

/36
$399,000
- 4 Beds
- 3.5 Baths
- 1,717 Sq Ft
274 Brooksburgh Rd Unit 67, Windham, NY 12496

This 4 bedroom, 3.5 bath unit is ''like New''. Halfbath/laudry, kitchen with granite counters, upgraded cabinets, SS appliances, tile flooring. This is open concept. Nice counter in the kitchen with stool, open to the dining and living room area. Living room has a gas fireplace and sliding doors to a patio with a lovely view. Second floor has two main bedrooms with their full baths, third level

Mary Donovan Gallagher & Company

274 Brooksburgh Rd Unit 67, Windham, NY 12496
/26
$695,000 Sold May 16, 2025

23 Circle Rd, Windham, NY 12496
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
- Built 2024
Last Sold Summary
- 7% Below List Price
- $348/SF
- 106 Days On Market
Current Estimated Value $715,279

Last Listing Agent Carol Shaw Shaw Country Realty, Inc.

23 Circle Rd, 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
- $97/SF
- 137 Days On Market
Last Sold Price $160,000

Last Listing Agent Susan Miller Past Member

/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
/29
Sold Apr 24, 2025

25 - 4C Stonewall Ln, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,700 Sq Ft
Last Sold Summary
- 1 Day On Market
Last Listing Agent Pamela King-Belfor Four Seasons Sotheby's Int.

25 - 4C Stonewall Ln, Windham, NY 12496

/27
Est $673,840 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
- 83% Above List Price
- $216/SF
- 396 Days On Market
Last Sold Price $367,500

Last Listing Agent Sharri Cunningham Bunce Realty

/29
$289,999
- 4 Beds
- 1.5 Baths
- 1,457 Sq Ft
28 Sutton Hollow Rd, Windham, NY 12496

**REDUCED!** Affordable Single Family Home Close to Windham Mountain! Are you looking for an affordable country home? A money making Air B&B? Look no further! Welcome to 28 Sutton Hollow Road. This single-family home located only 5 minutes to Windam Main Street, and only 10 miles to Hunter! Offering nice sized rooms with plenty of closet and storage space, partial basement and oversized garage

Douglas Schenk RE/MAX Capital

28 Sutton Hollow Rd, Windham, NY 12496
/6
$120,000 Sold Apr 04, 2025

80 Begley Rd, Windham, NY 12496
- Land
- 3.58 Acres
- $33,520 per Acre
Last Sold Summary
- 4% Below List Price
- 120 Days On Market
Last Listing Agent Regina Tortorella Past Member

80 Begley Rd, Windham, NY 12496

/30
Est $788,713 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
- 12% Below List Price
- $395/SF
- 171 Days On Market
Last Sold Price $900,000

Last Listing Agent Jamie Sittner Find Advisors

/5
$154,000
- Land
- 17.15 Acres
- $8,980 per Acre
0 High Peak Road Lot 61 & 20, Windham, NY 12496

Nestled in the heart of the Catskills, this 17-acre parcel of unimproved land on High Peak Road offers a rare opportunity to own a significant piece of Greene County's most sought-after landscape. Surrounded by the natural splendor that has made Windham a beloved four-season destination, this blank canvas invites you to bring your vision -- whether a private retreat, a custom dream home, or a

Sheila Word Coldwell Banker Village GreenW

0 High Peak Road Lot 61 & 20, 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

/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
- $358/SF
- 16 Days On Market
Last Sold Price $164,000

Last Listing Agent Sharon Knudsen Coldwell Banker Village GreenW

/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
/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 $297,918

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

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

/2
Est $427,500 Not Listed For Sale

108 Begley Rd, Windham, NY 12496
108 Begley Rd, Windham, NY 12496

Last Sold Summary
- 229% Above List Price
- 13 Days On Market
Last Sold Price $130,000

Last Listing Agent Mark McAlpine Past Member

/89
$3,649,000 Pre-Foreclosure
- 5 Beds
- 7 Baths
- 6,207 Sq Ft
6 White Way, Windham, NY 12496

Welcome to 6 White Way, striking the perfect balance of Mountain Elegance and Rustic Splendor. Enjoy effortless ski in, ski out access from this rare superior trailside home. This impeccably built, 6,207 Sq. Ft. home offers 5 bedrooms and 7 full bathrooms. From the moment you enter the grand entry way with its beautiful log stairway opening to the impressive sun filled elegantly furnished formal

Patricia Charbonneau Brainard Ridge Management

6 White Way, Windham, NY 12496
/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

/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
- $259/SF
- 16 Days On Market
Last Sold Price $230,000

Last Listing Agent Breia Hunter Darby Real Estate of New York Inc

/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
/31
$550,000 Sold Aug 08, 2025

89 Siam Rd, Windham, NY 12496
- 4 Beds
- 1 Bath
- 2,270 Sq Ft
- Built 1972
Last Sold Summary
- 8% Below List Price
- $242/SF
- 119 Days On Market
Current Estimated Value $579,988

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

89 Siam Rd, Windham, NY 12496

/2
Est $501,830 Not Listed For Sale

105 Shock St, Windham, NY 12496
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- Built 1986
105 Shock St, Windham, NY 12496

Last Sold Summary
- 109% Below List Price
- $200/SF
Last Sold Price $240,000

Last Listing Agent Lacey Sala Coldwell Banker Village Green

/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
/22
$255,000 Sold Apr 07, 2025

24 Quads Way, Windham, NY 12496
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
- Built 1986
Last Sold Summary
- 5% Below List Price
- $253/SF
- 140 Days On Market
Current Estimated Value $261,582

Last Listing Agent Lacey Sala Keller Williams Realty HV Nort

24 Quads Way, Windham, NY 12496

/35
Est $1,482,968 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
- 19% Above List Price
- $223/SF
- 28 Days On Market
Last Sold Price $1,243,000

Last Listing Agent Lisa Jaeger Coldwell Banker Village GreenW

/47
$169,900 Pending
- 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
/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 $498,853

Last Listing Agent Chris Tripsas Reliant Property Services

804 Mitchell Hollow Rd, 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 Sold Price $400,000

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

/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
/14
$1,525,000 Sold Feb 12, 2026

10 Enclave Dr N Unit 106, Windham, NY 12496
- 3 Beds
- 3 Baths
- 1,655 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $921/SF
- 203 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

10 Enclave Dr N Unit 106, 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 Sold Price $525,000

Last Listing Agent Regina Tortorella Past Member

/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
/26
$700,000 Sold Apr 02, 2025

22 Brook Hollow Ln, Windham, NY 12496
- 4 Beds
- 2 Baths
- 2,842 Sq Ft
- Built 2007
Last Sold Summary
- 2% Below List Price
- $246/SF
- 42 Days On Market
Current Estimated Value $737,410

Last Listing Agent Wyatt Dusenbury Corcoran Country Living

22 Brook Hollow Ln, Windham, NY 12496

/38
Est $384,498 Not Listed For Sale

251 County Route 65, Hensonville, NY 12439
- 2 Beds
- 1.5 Baths
- 1,168 Sq Ft
- Built 1925
251 County Route 65, Hensonville, NY 12439

Last Sold Summary
- 10% Above List Price
- $300/SF
- 40 Days On Market
Last Sold Price $350,000

Last Listing Agent Esther de Jong Listing by Coldwell Banker Timberland Properties

/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
/74
$1,535,000 Sold Nov 19, 2025

869 County Route 10 Rd, Windham, NY 12496
- 5 Beds
- 4.5 Baths
- 3,812 Sq Ft
- Built 2023
Last Sold Summary
- 1% Below List Price
- $403/SF
- 40 Days On Market
Current Estimated Value $1,554,650

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

869 County Route 10 Rd, Windham, NY 12496

/57
Est $1,276,626 Not Listed For Sale

38 Galway Rd, Windham, NY 12496
- 4 Beds
- 3 Baths
- 3,316 Sq Ft
- Built 1980
38 Galway Rd, Windham, NY 12496

Last Sold Summary
- 17% Above List Price
- $329/SF
- 53 Days On Market
Last Sold Price $1,090,000

Last Listing Agent Lisa Gambella Listing by 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

Showing Results 161 - 200, Page 5 of 18

New York Greene County Windham

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Windham, NY Homes

Real Estate & Homes