Windham, NY Homes

/39
$2,500,000 Pending
- 6 Beds
- 6 Baths
- 4,228 Sq Ft
18 White Way, Windham, NY 12496

LOCATION!!!Welcome to the ultimate mountain retreat! This exceptional home offers the rare opportunity to ski right out your back door onto the slopes of Windham Mountain. With 6 spacious bedrooms and 6 well-appointed bathrooms, this home is perfect for large family gatherings or hosting friends and guests.The open-concept kitchen, living, and dining area flows seamlessly, providing the ideal

Carol Shaw

Shaw Country Realty, Inc.

(518) 671-8708

18 White Way, Windham, NY 12496
/35
$6,900 per month
- 3 Beds
- 3 Baths
- 1,211 Sq Ft
- Condo for Rent
28 Loo Bridge Ln, Windham, NY 12496

Beautiful 3-Bedroom, 3-Bathroom Condo in Windham Ridge Community!Available for seasonallong-termrentals!Discover comfort and convenience in this spacious, two-story corner condo located in Windham an ideal year-round destination offering activities for every season.The first floor features two well-appointed bedrooms and two full bathrooms, with the primary bedroom offering direct access to a

Yaroslava Tkachuk Gordon Hunter Mt Realty LLC

28 Loo Bridge Ln, Windham, NY 12496
/16
$1,900,000 Sold May 02, 2025
- 3,148 Sq Ft
- $604/SF
- 0 Days On Market
- 5 Beds
- 4.5 Baths
28 Stonewall Ln, Windham, NY 12496

Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356

Pamela King-Belfor Four Seasons Sotheby's Int.

28 Stonewall Ln, Windham, NY 12496

Est $2,153,763 Not Listed For Sale
- 4 Beds
- 4.5 Baths
- 4,300 Sq Ft
502 County Route 10, Windham, NY 12496

502 County Route 10, Windham, NY 12496

/22
$385,000
- 3 Beds
- 2.5 Baths
- 1,520 Sq Ft
69 Windham Ridge Rd Unit 16F, Windham, NY 12496

Windham Ridge Townhouse with Ski Slope Views in the ever growing and popular town of Windham.This charming townhouse offers expansive ski slope views and a spacious, open living area that seamlessly flows into the kitchen, complete with a cozy fireplace. It features three bedrooms, including one ideally suited for small children or as a nursery, conveniently located adjacent to the primary

Carol Shaw

Shaw Country Realty, Inc.

(518) 897-3745

69 Windham Ridge Rd Unit 16F, Windham, NY 12496
/59
$2,500 per month
- 4 Beds
- 3 Baths
- 2,608 Sq Ft
- House for Rent
5 Club Rd, Windham, NY 12496

Ski Season may be over but Windham is still the place to be and this slopeside chalet offers the opportunity to experience Spring, Summer and Autumn in classic Windham style.Enjoy all the seasons from this Windham Mountain home with plenty of room for a family and friends. 4 bedrooms, 3 renovated baths (one on each level) living room with wood burning fireplace, family room, well stocked kitchen

Sharri Cunningham Bunce Realty

5 Club Rd, Windham, NY 12496
/28
$550,000 Sold May 01, 2025
- 984 Sq Ft
- $559/SF
- 132 Days On Market
- 2 Beds
- 2 Baths
- Built 2006
10 Enclave Dr N Unit 309, Windham, NY 12496

Welcome to the Enclave at Windham Mountain. With its premier location, amenities, trailside location. see why for 15 years families and guests choose the Enclave Club Condominium for their 4-season retreat. Now offering this move in ready, freshly painted, newly tastefully furnished 2 bedroom, 2bath unit. Primary bedroom offers king bed, en suite bath with steam shower, bunk room with 2 sets of

Irene Pinto Brainard Ridge Management

10 Enclave Dr N Unit 309, Windham, NY 12496

/41
Est $612,844 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,924 Sq Ft
11 Mitchell Hollow Rd, Windham, NY 12496

11 Mitchell Hollow Rd, Windham, NY 12496

/40
$899,500
- 5 Beds
- 4.5 Baths
- 4,220 Sq Ft
8 Evans Rd, Windham, NY 12496

Experience the charm and comfort of this meticulously maintained property located in the heart of Windham. Nestled in a private setting, this home offers serene living while being just moments away from the village, ski mountain, golf courses, and hiking trails, fabulous restaurants, making it a perfect four-seasons community.This expansive home is perfect for a large family and guests, featuring

Carol Shaw

Shaw Country Realty, Inc.

(518) 684-5981

8 Evans Rd, Windham, NY 12496
/25
$1,200,000 Sold Apr 30, 2025
- 6,400 Sq Ft
- $188/SF
- 0 Days On Market
- 3 Beds
- 3 Baths
- Built 1975
5344 Main St, Windham, NY 12496

One of the most iconic pieces of Real Estate in Windham, New York is Back on the Market!! Seller Financing Available! Nestled in the Heart of Windham on bustling Main Street, this unique mixed-use property offers a blend of commercial & retail opportunity plus income generating apartments. The perfect investment that is fully rented and generating great returns that could easily carry a

Phil Uhrik Win Morrison Realty - Catskill

5344 Main St, Windham, NY 12496

/5
Not Listed For Sale
- 4 Beds
0 Cardinal Dr, Windham, NY 12496

0 Cardinal Dr, Windham, NY 12496

/38
$374,500
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
4 French Park Dr Unit 2, Windham, NY 12496

Discover this charming townhouse in Windham, ideally positioned to offer stunning views of the slopes and boasting a desirable southern exposure. This inviting property features 3 bedrooms and 2 baths, perfect for a family or as a rental investment. The loft area provides additional space, suitable for a home office or extra sleeping quarters. The third bedroom is small but perfect for sleeping 2

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 712-6643

4 French Park Dr Unit 2, Windham, NY 12496
/51
$1,117,500 Sold Apr 29, 2025
- 3,643 Sq Ft
- $307/SF
- 59 Days On Market
- 5 Beds
- 5.5 Baths
- Built 2021
292 South St, Windham, NY 12496

The Investment Opportunity of a Lifetime! Looking for a property that works just as hard as you do? Whether you're dreaming of the perfect mountain retreat or seeking a high-performing addition to your investment portfolio, these stunning units deliver a trifecta of luxury, convenience, & income potential. Priced competitively at $1,149,000 per unit (or a discounted price of $3,000,000 for all

Regina Tortorella Coldwell Banker Village Green

292 South St, Windham, NY 12496

/16
Not Listed For Sale
- 2 Beds
- 1 Bath
- 889 Sq Ft
605 Old Rd, Windham, NY 12496

605 Old Rd, Windham, NY 12496

/39
$374,500
- 3 Beds
- 2 Baths
- 1,392 Sq Ft
4 French Park Dr Unit 2A, Windham, NY 12496

REDUCED: Discover this charming townhouse in Windham, ideally positioned to offer stunning views of the slopes and boasting a desirable southern exposure. This inviting property features 3 bedrooms and 2 baths, perfect for a family or as a rental investment. The loft area provides additional space, suitable for a home office or extra sleeping quarters. The third bedroom is small but perfect for

Carol Shaw

Shaw Country Realty, Inc.

(518) 712-6390

4 French Park Dr Unit 2A, Windham, NY 12496
/29
$1,650,000 Sold Apr 24, 2025
- 2,700 Sq Ft
- $611/SF
- 0 Days On Market
- 4 Beds
- 3.5 Baths
25 Stonewall Ln, Windham, NY 12496

Nestled against the breathtaking backdrop of Windham Mountain Club, Stonewall Glen, offers a perfect blend of modern mountain living and serene country life. Whether it's for family, friends, or your own getaway, this community surrounds you with year-round recreational opportunities.Our 3, 4, and 5-bedroom custom townhomes feature spacious, thoughtfully designed floor plans, ranging from 2,356

Pamela King-Belfor Four Seasons Sotheby's Int.

25 Stonewall Ln, Windham, NY 12496

/47
Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 2,404 Sq Ft
50 County Rd, Windham, NY 12496

50 County Rd, Windham, NY 12496

/35
$649,000
- 3 Beds
- 2 Baths
- 2,250 Sq Ft
16 Hickory Hill Rd, Windham, NY 12496

This gem has direct views of Windham slopes, proximity to golf courses, Windham Village, restaurants, and walking paths, makes it a captivating endeavor. Renovated in 2022 with new roof, skylights and custom kitchen, This property boasts a prime location in a vibrant 4-season community. Offering 3 bedrooms and 2 baths, it includes a sunroom, a fully equipped kitchen featuring a 6-burner

Carol Shaw

Shaw Country Realty, Inc.

(518) 667-9038

16 Hickory Hill Rd, Windham, NY 12496
/28
$280,000 Sold Apr 24, 2025
- 1,211 Sq Ft
- $231/SF
- 75 Days On Market
- 2 Beds
- 2.5 Baths
- Built 1987
36 Loo Bridge Ln, Windham, NY 12496

Windham Ridge Townhouse:Nestled in the heart of Windham's sought-after 4-seasons community, this beautifully renovated townhouse offers the perfect blend of comfort, style, and convenience. With views of the slopes and a prime location just a short stroll to the village, this property is ideal for year-round enjoyment or as a lucrative investment opportunity2 spacious bedrooms with a bonus room

Carol Shaw Shaw Country Realty, Inc.

36 Loo Bridge Ln, Windham, NY 12496

/35
Est $1,549,055 Not Listed For Sale
- 5 Beds
- 3.5 Baths
- 5,580 Sq Ft
241 Campbell Rd, Windham, NY 12496

241 Campbell Rd, Windham, NY 12496

/29
$599,500
- 3 Beds
- 2.5 Baths
- 1,900 Sq Ft
215 Siam Rd, Windham, NY 12496

Nestled in the scenic beauty of Windham, NY, this unique octagon house offers a truly one-of-a-kind retreat close to skiing, golf, and hiking adventures. Set on over 5 acres of parklike surroundings, this property provides plenty of space for relaxation and exploration. The main home features 3 bedrooms and 2.5 baths, offering comfort and charm with stunning mountain views. The perfect country

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 674-9897

215 Siam Rd, Windham, NY 12496
/17
$195,000 Sold Apr 22, 2025
- Land
- 7 Acres
- $27,083 per Acre
- 181 Days On Market
70 Begley Rd, Windham, NY 12496

Welcome to Lot 70 at Windham Vista Six-your gateway to peaceful living and breathtaking views. This surveyed 7.2-acre lot boasts approximately 1,239 feet of road frontage on Begley Road and an additional 226 feet of road frontage on a private road off Begley Road, providing multiple access options into the lot.(Carving a driveway off of the private road will maximize the privacy of the building

Regina Tortorella Coldwell Banker Village Green

70 Begley Rd, Windham, NY 12496

/35
Est $462,416 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
2677 County Route 10, Windham, NY 12496

2677 County Route 10, Windham, NY 12496

/20
$329,000
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
54 Loo Bridge Ln Unit 13D, Windham, NY 12496

This charming townhouse offers a perfect blend of comfort and convenience, nestled just a mile from the bustling Windham Village. With 2 spacious bedrooms and 2.5 modern bathrooms, this property is ideal for small families, couples, or as a lucrative rental.The living area features a cozy fireplace, perfect for warming up after a day on the slopes or enjoying a quiet evening at home. The open

Carol Shaw

Shaw Country Realty, Inc.

(518) 363-6859

54 Loo Bridge Ln Unit 13D, Windham, NY 12496
/42
$437,825 Sold Apr 22, 2025
- 1,920 Sq Ft
- $228/SF
- 295 Days On Market
- 4 Beds
- 2 Baths
- Built 1969
27 Steephill Rd, Windham, NY 12496

Find your peaceful getaway amidst the Catskill Mountains, where an intimate A-frame cabin seamlessly blends cozy living with the beauty of nature.This property combines rustic charm with modern conveniences in a serene, wooded setting, ideal for a tranquil retreat. The interior features beautiful wood floors, pine walls for an authentic mountain house vibe, and an open-concept kitchen, dining,

Regina Tortorella Coldwell Banker Village Green

27 Steephill Rd, Windham, NY 12496

/28
Est $401,941 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,024 Sq Ft
904 N Settlement Rd, Windham, NY 12496

904 N Settlement Rd, Windham, NY 12496

/28
$730,000 Pending
- 3 Beds
- 3 Baths
- 2,000 Sq Ft
23 New York 23, Windham, NY 12496

Nestled in the heart of Windham, NY, this newly constructed contemporary ranch is the perfect blend of style and convenience. Located just minutes from the ski slopes and the charming village, this home offers breathtaking southern-exposure views of the ski slopes from every window. Thoughtfully designed, the layout features a spacious primary suite on one side and additional bedrooms on the

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 808-3921

23 New York 23, Windham, NY 12496
/25
$775,000 Sold Apr 17, 2025
- 3,200 Sq Ft
- $242/SF
- 103 Days On Market
- 4 Beds
- 4.5 Baths
- Built 1980
68 Club Rd, Windham, NY 12496

Exciting Opportunity!Open and Expansive 4 bedroom, 4.5 bath Contemporary home with views, located on Windham Mountain. Incredible opportunity to create the home of our dreams from this 3,941 Sq Ft. home. Spacious living room with commanding stone fireplace. Good working kitchen and dining area with plenty of seating. Large Primary on upper level offers 2 baths, and second wood burning

Patricia Charbonneau Brainard Ridge Management

68 Club Rd, Windham, NY 12496

/16
Est $740,010 Not Listed For Sale
- 2 Beds
21 County Rd, Windham, NY 12496

21 County Rd, Windham, NY 12496

/30
$999,000 Open Sat 1PM - 3PM
- 4 Beds
- 3.5 Baths
- 3,245 Sq Ft
5 Jacob Strasse Rd, Windham, NY 12496

Modern Mountain Retreat just minutes from Windham Village! Looking for that perfect mix of modern style and cozy mountain living? Welcome to your dream home! This beautifully updated 4-bedroom, 3.5-bathroom escape offers over 3,000 square feet of space, set on five peaceful acres and it's just a few minutes from Windham's village shops, restaurants, and world-class ski slopes.Enter through a

Christine Hinz

Coldwell Banker Village Green

(518) 576-1632

5 Jacob Strasse Rd, Windham, NY 12496
/39
$314,500 Sold Apr 09, 2025
- 1,536 Sq Ft
- $205/SF
- 260 Days On Market
- 2 Beds
- 2 Baths
- Built 1983
4 French Park Dr Unit 4B, Windham, NY 12496

Priced to sell, this Windham Ridge townhome is the best value on the market. Located in a highly desirable development overlooking the village of Windham and the ski slope beyond, this home can turn your dream of owning a vacation getaway into a reality.Vaulted ceilings, a wood burning fireplace and abundant windows and skylights flood the open kitchen, dining and living areas with natural light.

Sharri Cunningham Bunce Realty

4 French Park Dr Unit 4B, Windham, NY 12496

/48
Est $535,798 Not Listed For Sale
- 5 Beds
- 4.5 Baths
- 2,404 Sq Ft
50 County Rd Unit 65, Windham, NY 12496

50 County Rd Unit 65, Windham, NY 12496

/20
$309,000
- 2 Beds
- 2.5 Baths
- 1,211 Sq Ft
76 Loo Bridge Ln Unit 12B, Windham, NY 12496

This charming townhouse offers the perfect combination of privacy and convenience, located just minutes from Windham slopes, village shops, restaurants and golf courses. Nestled at the end of a quiet drive, this 2-bedroom home, each with bath and features an additional loft area, ideal for extra sleeping space or a home office. Cozy up by the fireplace after a day on the slopes, or enjoy the

Carol Shaw

Shaw Country Realty, Inc.

(518) 757-0798

76 Loo Bridge Ln Unit 12B, Windham, NY 12496
/54
$960,000 Sold Apr 07, 2025
- 1,506 Sq Ft
- $637/SF
- 92 Days On Market
- 3 Beds
- 3 Baths
- Built 2019
11 Whisper Creek Dr Unit 601B, Windham, NY 12496

Welcome to 601 Whisper Creek- a slopeside penthouse with breathtaking views, right at the heart of the slopes. Immerse yourself in a lifestyle defined by luxury and elegance, as you enjoy spectacular views and direct ski access from this exceptional unit. Spanning an impressive 1,506 square feet, this recently updated penthouse artfully blends contemporary design with classic elegance. Step into

Regina Tortorella Coldwell Banker Village Green

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

/41
Est $296,864 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,250 Sq Ft
47 Quads Way, Windham, NY 12496

47 Quads Way, Windham, NY 12496

/27
$334,000
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
5359 Main St Unit 2C, Windham, NY 12496

Turn-Key Property - All Furniture Included! On Main Street and 1 minute drive from Windham Mountain! Experience the perfect blend of convenience, character, and charm in this beautifully designed Gallery Condo, located right in MAIN STREET above the Tap House Grille! This spacious 2-bedroom, 2-bath upstairs unit is all on one level and includes an additional office or flexible sleeping

Carol Shaw

Shaw Country Realty, Inc.

(518) 600-2711

5359 Main St Unit 2C, Windham, NY 12496
$255,000 Sold Apr 07, 2025
- 1,008 Sq Ft
- $253/SF
- 140 Days On Market
- 2 Beds
- 2 Baths
- Built 1986
24 Quads Way, Windham, NY 12496

Don't miss this beautifully updated 2 bedroom, 2 bath townhouse, perfect for both comfortable living and investment potential. Featuring brand new windows and sliding glass door, this property is designed for modern living with energy efficiency in mind. Enjoy the proven success of its Airbnb portfolio, making it an ideal opportunity for savvy investors or those seeking a serene getaway.

Lacey Sala Keller Williams Hudson Valley

24 Quads Way, Windham, NY 12496

/16
Est $262,220 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
26 Quads Way, Windham, NY 12496

26 Quads Way, Windham, NY 12496

/21
$319,000
- 2 Beds
- 2.5 Baths
- 1,178 Sq Ft
63 Windham Ridge Rd, Windham, NY 12496

Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge,a 4 Seasons Community that offers a fantastic opportunity for outdoor enthusiasts and those looking for a cozy retreat. Located near the Village, it is close to a variety of amenities, including restaurants, shops and movie theaters while still providing the serenity and access to outdoor activities

Carol Shaw

Shaw Country Realty, Inc.

(518) 559-2918

63 Windham Ridge Rd, Windham, NY 12496
/6
$120,000 Sold Apr 04, 2025
- Land
- 3.58 Acres
- $33,520 per Acre
- 121 Days On Market
80 Begley Rd, Windham, NY 12496

Welcome to Lot 80 at Windham Vista Six, where you can secure one of six premier building lots on one of Windham, NY's most sought-after country roads. This 3.58-acre parcel sits at the end of a tranquil, no-outlet road, offering unparalleled privacy and serenity. Lot 80 is surveyed, offers southern exposure, and is the lot with the highest elevation of the six lots. Potential for magnificent

Regina Tortorella Coldwell Banker Village Green

80 Begley Rd, Windham, NY 12496

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