Windham, NY Homes

/26
Not Listed For Sale

15 W Wind Dr, Windham, NY 12439
- 2 Beds
- 2 Baths
- 1,192 Sq Ft
- Built 1981
15 W Wind Dr, Windham, NY 12439

Last Sold Summary
- $124/SF
- 511 Days On Market
Last Sold Price $148,000

Last Listing Agent Siobhan Scanlan Win Morrison Realty-K

/47
$169,900
- Land
- 6.17 Acres
- $27,536 per Acre
TBD Lot 8 Boulder Brook Rd, 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 Lot 8 Boulder Brook Rd, Windham, NY 12496
/7
$750,000 Sold Oct 29, 2025

234 South St, Windham, NY 12496
- 6,932 Sq Ft
- Built 1900
Last Sold Summary
- 32% Below List Price
- $108/SF
- 83 Days On Market
Last Listing Agent Irene Pinto Brainard Ridge Management

234 South St, Windham, NY 12496

/5
Not Listed For Sale

0 Old Rd Unit 132994, Windham, NY 12496
0 Old Rd Unit 132994, Windham, NY 12496

Last Sold Summary
- 214 Days On Market
Last Sold Price $152,000

Last Listing Agent Sheila Word Coldwell Banker Village GreenW

/14
$75,000
- Land
- 1 Acre
- $75,000 per Acre
0 Mountain View Rd, Windham, NY 12496

Your 1 Acre in Windham Awaits! For everyone who's ever called us and said, "I just want a small piece of land to hold onto, "maybe build on it someday." This one is for you! This 1-acre wooded lot on a private country road offers the ideal setting for your next project. Whether you're planning to build a cozy cabin, dream home, or vacation rental, this mostly level property is ready for you to

Regina Tortorella Coldwell Banker Village GreenW

0 Mountain View Rd, Windham, NY 12496
/26
$150,000 Sold Feb 24, 2026

384 New York 296, Hensonville, NY 12439
- 3 Beds
- 1.5 Baths
- 1,200 Sq Ft
- Built 1835
Last Sold Summary
- 30% Below List Price
- $125/SF
- 82 Days On Market
Last Listing Agent Brian Kozloski Century 21 New West

384 New York 296, Hensonville, NY 12439

/7
Not Listed For Sale

0 Boulder Brook Rd, Windham, NY 12496
0 Boulder Brook Rd, Windham, NY 12496

Last Sold Summary
- 203 Days On Market
Last Sold Price $400,000

Last Listing Agent Regina Tortorella Past Member

/13
$120,000
- Land
- 1 Acre
- $120,000 per Acre
L19.11 South St, Windham, NY 12496

Build your Catskills getaway on this 1acre 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 1.2 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

L19.11 South St, Windham, NY 12496
/57
$740,000 Sold Nov 14, 2025

720 Mill St, Windham, NY 12496
- 4 Beds
- 2 Baths
- 2,442 Sq Ft
- Built 2003
Last Sold Summary
- 4% Below List Price
- $303/SF
- 66 Days On Market
Current Estimated Value $765,934

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

720 Mill St, Windham, NY 12496

/11
Not Listed For Sale

0 Schrader Rd, Windham, NY 12496
0 Schrader Rd, Windham, NY 12496

Last Sold Summary
- 202 Days On Market
Last Sold Price $110,000

Last Listing Agent Dorothy Cooke Past Member

/44
$1,175,000
- 5 Beds
- 3 Baths
- 4,489 Sq Ft
32 Glennamaddy Rd, Windham, NY 12496

STUNNING LOCATION! Situated above Windham Ridge this Custom designed & built (by one of Windham's top builders) Contemporary style home has direct ski slope views in a special setting. Conveniently just 2 minutes to Windham Village & 5 minutes to Windham Mountain. Extraordinary mountain home. Efficient & economical design. Upon entering, a bit of a WOW, with 25ft. Beamed, vaulted ceilings &

Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

32 Glennamaddy Rd, Windham, NY 12496
/46
$585,000 Sold Dec 22, 2025

183 County Road 65, Hensonville, NY 12439
- 5 Beds
- 3 Baths
- 2,644 Sq Ft
- Built 2003
Last Sold Summary
- $221/SF
- 245 Days On Market
Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

183 County Road 65, Hensonville, NY 12439

/3
Not Listed For Sale

421 County Route 56, Windham, NY 12496
421 County Route 56, Windham, NY 12496

Last Sold Summary
- 620 Days On Market
Last Sold Price $90,000

Last Listing Agent Sheila Word Coldwell Banker Village GreenW

/44
$159,900
- Land
- 8.72 Acres
- $18,337 per Acre
TBD Boulder Brook Rd Unit Lot 12, 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 12, Windham, NY 12496
/51
$999,999 Sold Jul 03, 2025

39 White Way, Windham, NY 12496
- 6 Beds
- 4 Baths
- 3,260 Sq Ft
- Built 1996
Last Sold Summary
- 26% Below List Price
- $307/SF
- 540 Days On Market
Current Estimated Value $1,060,309

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

39 White Way, Windham, NY 12496

/34
Not Listed For Sale

256 County Road 65, Hensonville, NY 12439
- 4 Beds
- 2 Baths
- 1,948 Sq Ft
- Built 1930
256 County Road 65, Hensonville, NY 12439

Last Sold Summary
- $185/SF
- 218 Days On Market
Last Sold Price $360,000

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

/48
$565,000 Pending
- 4 Beds
- 2 Baths
- 1,052 Sq Ft
31 Koonan Rd, Windham, NY 12496

Take advantage of this meticulously refreshed winter escape in the heart of Windham. Step inside to a bright and inviting layout featuring newly added hardwood floors, fresh paint inside and out, and a brand-new washer and dryer. The main living level is anchored by a charming wood stove that sets a cozy tone for the whole group to enjoy after a day of outdoor activities. Four bedrooms and two

Brandon Oot Core Real Estate Team

31 Koonan Rd, Windham, NY 12496
/64
$780,000 Sold Mar 19, 2026

78 Mitchell Hollow Rd, Windham, NY 12496
- 3 Beds
- 3.5 Baths
- 2,324 Sq Ft
- Built 2019
Last Sold Summary
- 1% Below List Price
- $336/SF
- 44 Days On Market
Current Estimated Value $784,420

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

78 Mitchell Hollow Rd, Windham, NY 12496

/27
Est $690,081 Not Listed For Sale

310 Mill St, Windham, NY 12496
- 6 Beds
- 6 Baths
- 3,600 Sq Ft
- Built 1988
310 Mill St, Windham, NY 12496

Last Sold Summary
- 25% Above List Price
- $153/SF
- 18 Days On Market
Last Sold Price $550,000

Last Listing Agent Brandon Oot Core Real Estate Team

/28
$339,000
- 2 Beds
- 2.5 Baths
- 1,295 Sq Ft
274 Route 65 Unit 41, Windham, NY 12496

Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as

Mary Donovan Gallagher & Company

274 Route 65 Unit 41, Windham, NY 12496
/82
$522,500 Sold Jul 03, 2025

231 County Route 65, Windham, NY 12496
- 6 Beds
- 3.5 Baths
- 4,014 Sq Ft
- Built 2004
Last Sold Summary
- 8% Below List Price
- $130/SF
- 141 Days On Market
Last Listing Agent Ted Banta RVW Select Properties

231 County Route 65, Windham, NY 12496

/2
Not Listed For Sale

516 Route 40, Windham, NY 12454
- 3 Beds
- 1 Bath
- 1,544 Sq Ft
- Built 1940
516 Route 40, Windham, NY 12454

Last Sold Summary
- $174/SF
- 24 Days On Market
Last Sold Price $268,000

Last Listing Agent Tracy Boomhower Country Views Realty, Inc.

/11
$300,000
- Land
- 7.52 Acres
- $39,894 per Acre
1 Galway Rd, Windham, NY 12496

Welcome to Windham Luxury Estates, where an exceptional opportunity awaits you with a fully approved, SHOVEL-ready 7.5 acre residential building lot. This prime parcel includes comprehensive engineering, topographical & survey maps, and a fully approved DEP septic design suitable for an estate-like home, ensuring compliance with environmental regulations for a streamlined building process.

Patrick Dunn KW Platform

1 Galway Rd, Windham, NY 12496

/35
Not Listed For Sale

Lot 2 New York 23, Windham, NY 12496
Lot 2 New York 23, Windham, NY 12496

Last Sold Summary
- 225 Days On Market
Last Sold Price $150,000

Last Listing Agent Leighton Ashley Coldwell Banker Timberland

/43
$259,000 Under Contract
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
113 Windham Ridge Rd, Windham, NY 12496

ALL ARE WELCOME!!! JOIN ME THIS WEEKEND, SATURDAY & SUNDAY, FEBRUARY 14 & 15, FROM 12:30-2:30 PM AT 113 WINDHAM RIDGE RD, UNIT 19E, WINDHAM, NY Your mountain getaway is calling. This beautifully renovated and fully furnished two bedroom, two full bath townhouse offers comfort, character, and convenience, located only minutes from the Windham ski area. Whether you are seeking weekend adventures or

Ellen Boldis Berkshire Hathaway HomeService

113 Windham Ridge Rd, Windham, NY 12496

/2
Not Listed For Sale

11365 New York 23, Windham, NY 12496
- 7 Beds
- 6.5 Baths
- 5,800 Sq Ft
- Built 1886
11365 New York 23, Windham, NY 12496

Last Sold Summary
- $172/SF
- 194 Days On Market
Last Sold Price $999,900

Last Listing Agent Daniel Weinheimer Past Member

/2
$59,000 Pending
- Land
- 14.9 Acres
- $3,960 per Acre
L17 Birchwood Dr, Windham, NY 12496

14. 9 acres of wooded privacy for you in a fantastic location. This land consists of two separate parcels being sold together (61.3.- and 61-3-11) Land is unimproved, with no well or septic in place. Located on road with only a few homes so if privacy and nature are what you seek, this may be the ideal spot. Limited information on boundaries of property, land is owned by a trust.

Brian Brosen eXp Realty

L17 Birchwood Dr, Windham, NY 12496

/63
Est $651,710 Not Listed For Sale

442 Mitchell Hollow Rd, Windham, NY 12496
- 3 Beds
- 2.5 Baths
- 2,004 Sq Ft
- Built 1969
442 Mitchell Hollow Rd, Windham, NY 12496

Last Sold Summary
- 59% Above List Price
- $205/SF
- 170 Days On Market
Last Sold Price $410,000

Last Listing Agent Pearl 'Ruby' Torres Keller Williams Realty Hudson Valley North

/35
$780,000 Pending
- 4 Beds
- 3 Baths
- 1,839 Sq Ft
91 Beaver Hill Rd, Windham, NY 12496

Enchanting Windham 4 bedroom, 3 bath home on a serene private setting. From the moment you enter the driveway, you know you have found something special. This sun-drenched home offers classic modern design. The open vaulted living area with wood burning fireplace, built in bookcases offers plenty of room to relax and contemplate the peaceful views through the expensive windows and sliding doors

Patricia Charbonneau Brainard Ridge Management

91 Beaver Hill Rd, Windham, NY 12496

/12
Not Listed For Sale

5220 New York 23, Windham, NY 12496
- 2 Beds
- 2 Baths
- 900 Sq Ft
- Built 1960
5220 New York 23, Windham, NY 12496

Last Sold Summary
- $239/SF
- 60 Days On Market
Last Sold Price $215,000

Last Listing Agent Claudia Zucker Living Structures

/34
$1,800,000 Pending
- 4 Beds
- 4 Baths
- 2,030 Sq Ft
11 Whisper Creek Dr Unit 503, Windham, NY 12496

Location and Convenience await you at Windham's Luxury Condominiums Whisper Creek! Unique, Custom designed, plenty of room (2030 sq ft) for family or friends, with outstanding slope side views of Windham Mountain, just begins to describe this 4-bedroom, 4 bath, with an additional Den as well. A stunning and spacious Primary ensuite with gracious bath and king bed, Queen guest room, Bunk room

Irene Pinto Brainard Ridge Management

11 Whisper Creek Dr Unit 503, Windham, NY 12496

/35
Not Listed For Sale

18 Evergreen Ln, Maplecrest, NY 12454
- 4 Beds
- 3 Baths
- 2,600 Sq Ft
- Built 1991
18 Evergreen Ln, Maplecrest, NY 12454

Last Sold Summary
- $135/SF
- 126 Days On Market
Last Sold Price $350,000

Last Listing Agent Doina Dewell Past Member

/40
$1,900,000
- 5 Beds
- 4.5 Baths
- 3,150 Sq Ft
19 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

19 Stonewall Ln, Windham, NY 12496

/12
Not Listed For Sale

5576 State Route 23, Windham, NY 12496
- 6 Beds
- 2 Baths
- 2,164 Sq Ft
- Built 1908
5576 State Route 23, Windham, NY 12496

Last Sold Summary
- $67/SF
- 40 Days On Market
Last Sold Price $144,000

Last Listing Agent Mary King Past Member

/57
$169,900 Under Contract
- Land
- 6.17 Acres
- $27,536 per Acre
Tbd Boulder Brook Lot 8 Rd, 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 Lot 8 Rd, Windham, NY 12496

/35
Est $1,421,291 Not Listed For Sale

50 Larsen Rd, Windham, NY 12496
- 4 Beds
- 3.5 Baths
- 2,625 Sq Ft
- Built 2017
50 Larsen Rd, Windham, NY 12496

Last Sold Summary
- 114% Above List Price
- $253/SF
- 125 Days On Market
Last Sold Price $665,000

Last Listing Agent Laurie Hanenberg Past Member

/26
$690,000
- 5 Beds
- 3.5 Baths
- 2,500 Sq Ft
5355 New York 23, Windham, NY 12496

Legal Four Family Mixed Use Building on Main Street in the Center of Historic Windham Mountain Resort Area. Located in the heart of the Town amongst all the Restaurants and Bars makes this Building Very Attractive. Live in one and rent the other 3 units. Rent the three residential apartments and operate out of the commercial space, or savy Investors may Rent all 4 for Passive Income, AirBNB,

Anthony Guglieri PRIME TIME REAL ESTATE INC

5355 New York 23, Windham, NY 12496

/35
Not Listed For Sale

340 1 High Peak Rd, Hensonville, NY 12439
- 4 Beds
- 2 Baths
- 2,340 Sq Ft
- Built 1976
340 1 High Peak Rd, Hensonville, NY 12439

Last Sold Summary
- 161% Above List Price
- $106/SF
- 110 Days On Market
Last Sold Price $247,500

Last Listing Agent Regina Tortorella Coldwell Banker Village GreenW

/25
$459,000
- Land
- 0.68 Acre
- $675,000 per Acre
0 Club Rd Unit 20256096, Windham, NY 12496

Welcome to Windham Mountain, where this .68-acre homesite offers an unparalleled opportunity to build your dream getaway just steps from the ski trails. Perfectly situated for both privacy and convenience, this property captures the essence of true mountain living.With its gently sloping terrain, the lot is ideally suited for a tri-level home design with a finished walkout basement, allowing

Regina Tortorella Coldwell Banker Village GreenW

0 Club Rd Unit 20256096, Windham, NY 12496

/35
Est $946,091 Not Listed For Sale

194 Vining Rd, Windham, NY 12496
- 3 Beds
- 3 Baths
- 2,162 Sq Ft
- Built 2018
194 Vining Rd, Windham, NY 12496

Last Sold Summary
- 82% Above List Price
- $241/SF
- 217 Days On Market
Last Sold Price $520,000

Last Listing Agent Laurie Hanenberg Past Member

Showing Results 241 - 280, Page 7 of 18

New York Greene County Windham

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