Homes in ZIP Code 12496

/28
$549,500
- 3 Beds
- 2.5 Baths
- 1,903 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 with surround windows

Carol Shaw

Shaw Country Realty, Inc.

(518) 757-0479

215 Siam Rd, Windham, NY 12496
/40
$42,000 per month
- 5 Beds
- 4.5 Baths
- 2,765 Sq Ft
- House for Rent
24 Windham View Rd, Windham, NY 12496

Fantastic Winter Rental! A warm abundance of natural light greets you as you enter this beautiful 5-bedroom 4.5 bath Contemporary Home. Situated on a quiet road with outstanding views of Windham Mountain. This home offers you a perfect getaway to enjoy a memorable winter season, less than 5 minutes to the slopes! Perfect share for 2 families, plenty of sleeping, plenty of privacy!The

Patricia Charbonneau Brainard Ridge Management

24 Windham View Rd, Windham, NY 12496
/34
$420,000 Sold Jul 14, 2025
- 1,486 Sq Ft
- $283/SF
- 33 Days On Market
- 3 Beds
- 1 Bath
- Built 1847
296 Mitchell Hollow Rd, Windham, NY 12496

Fully Furnished! | Hemlock Cabin | 296 Mitchell Hollow Road | Windham, NY - Tucked away on a coveted country road just three minutes from the Windham Mountain Club, the Hemlock Cabin blends rustic character with modern comfort in one of the Catskills' most sought-after year-round destinations. Sided with durable hemlock with copper detailing, this charming cape sits on 1.1 acres with a large yard

Allison Morelle Coldwell Banker Village GreenK

296 Mitchell Hollow Rd, 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

/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
/10
$1,300 per month
- 1 Bed
- 1 Bath
- 940 Sq Ft
- Apartment for Rent
105 Cross Rd, Windham, NY 12496

Beautiful Apartment in Windham - Convenient Location!This charming apartment is perfectly situated in Windham, just minutes from scenic hiking trails and right off Route 23, offering easy access to Catskill, Cairo, and Hudson. Whether you're here for work or play, you'll love the peaceful surroundings and unbeatable convenience. Ideal for commuters, nature lovers, or anyone looking to enjoy

Carlos Rodriguez Dugo Realty

105 Cross Rd, Windham, NY 12496
/9
$75,000 Sold Jul 11, 2025
- Land
- 1.70 Acres
- $44,118 per Acre
- 61 Days On Market
611 Old Rd, Windham, NY 12496

This lovely 1.7 acre lot is located on a quiet well maintained road. Close to the Town of Windham, Windham Mt. Club, Hunter Mt., golf, hiking and all that Windham & Hunter areas have to offer. What a spot to build your dream home. This property is mostly flat, making it easy to put a driveway in. There is 250 ft. of road frontage, 100 ft.from a private lake, with a few branches removed there

Mary Donovan Gallagher & Company

611 Old Rd, Windham, NY 12496

/25
Not Listed For Sale
- 3 Beds
0 Route 10, Windham, NY 12496

0 Route 10, Windham, NY 12496

/28
$314,000
- 2 Beds
- 2 Baths
- 1,100 Sq Ft
5359 Main St Unit 2C, Windham, NY 12496

Move-in ready and selling with a fully furnished option! Perfectly positioned on Main Street and only a one-minute drive to Windham Mountain, this beautifully designed 2-bedroom, 2- full bath condo offers a unique blend of character, convenience, and charm. Located above the Tap House Grille with a front facing view of main street and a view of the ski mountain off the back porch! This

Carol Shaw

Shaw Country Realty, Inc.

(518) 600-2711

5359 Main St Unit 2C, Windham, NY 12496
/30
$12,000 per month
- 3 Beds
- 2 Baths
- 786 Sq Ft
- Townhouse for Rent
121 Brainard Ridge Rd, Windham, NY 12496

It's never too early to secure your ski season rental. This bright and cozy 3-bedroom, 2-bath townhouse sits right on the side of Windham Mountain Club, offering easy access to the slopes. Walk to the mountain or take a quick drive into town for dining and shopping.Inside, you'll find an inviting space with plenty of natural light, a wood-burning fireplace, and a deck with beautiful mountain

Alexis Amico Dugo Realty

121 Brainard Ridge Rd, Windham, NY 12496
/82
$522,500 Sold Jul 03, 2025
- 4,014 Sq Ft
- $130/SF
- 141 Days On Market
- 6 Beds
- 3.5 Baths
- Built 2004
231 County Route 65, Windham, NY 12496

A Spectacular Home with 6 Bedrooms, 3 1/2 Baths, & 3 Floors with over 4,000 Sq Ft in Windham with Beautiful Mountain Views! The home could be an extraordinary Airbnb, an impressive family destination near Windham Ski Mountain, or a grand primary home. The main floor features a family room with a pellet stove, a living room with a fireplace, a 1/2 bath, & a kitchen with a dining area. The 2nd

Theodore Banta III RVW Select Properties

231 County Route 65, Windham, NY 12496

/28
Est $411,519 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

/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
/55
$65,000 per month
- 5 Beds
- 5.5 Baths
- 3,643 Sq Ft
- Townhouse for Rent
292 South St, Windham, NY 12496

Your 2024-2025 Windham Vacation Rental awaits! Nestled at the edge of Windham Mountain Club's North Lot, this stunning property offers unparalleled convenience and luxury for large groups and ski enthusiasts alike. Here's why this property is perfect vacation rental for the upcoming 2024-2025 ski season:Key Features & Amenities*Sleeps 12 comfortably with 1 king bed, 3 queen beds, and 2 sets of

Regina Tortorella Coldwell Banker Village GreenW

292 South St, Windham, NY 12496
/51
$999,999 Sold Jul 03, 2025
- 3,260 Sq Ft
- $307/SF
- 540 Days On Market
- 6 Beds
- 4 Baths
- Built 1996
39 White Way, Windham, NY 12496

Location! Location! Location! Looking for a ski-on/ski-off home at Windham Mountain Club? Look no further! Situated on the East mountain, this home has spectacular panoramic views capturing the picturesque mountains, valley and town below. This impressive and sundrenched 6-bedroom, 4-bathroom contemporary home is just 50 ft from trail access. The main level boasts an expansive living area with an

Regina Tortorella Coldwell Banker Village GreenW

39 White Way, Windham, NY 12496

/48
Est $524,188 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

/29
$1,200,000
- 4 Beds
- 3.5 Baths
- 1,614 Sq Ft
490 Mill St, Windham, NY 12496

Windham - ''The Place to Be!''Perched to capture panoramic views of the surrounding mountains and Windham's ski slopes, this beautifully crafted cedar home offers the perfect year-round escape in the heart of the Catskills. Just minutes to Windham Village, you'll enjoy easy access to golf courses, breweries, restaurants, walking paths, live venues, and all the four-season attractions this

Carol Shaw

Shaw Country Realty, Inc.

(518) 759-7415

490 Mill St, Windham, NY 12496
/45
$521,000 Sold Jul 02, 2025
- 1,840 Sq Ft
- $283/SF
- 39 Days On Market
- 4 Beds
- 2 Baths
- Built 1986
13 Boulder Brook Rd, Windham, NY 12496

Location is everything, this home is situated on 3.60 peaceful acres. Wonderful view of Windham Mountain, a lovely swimming, spring fed pond. There are currently 4 homes in this development, plenty of privacy. Beautiful views from every window in this light and bright home There are 2 entrances, each with mudrooms. Two full upgraded baths. Kitchen has lovely breakfast bar, plenty of storage, it

Mary Donovan Gallagher & Company

13 Boulder Brook Rd, Windham, NY 12496

/38
Est $386,904 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,168 Sq Ft
251 County Route 65, Hensonville, NY 12439

251 County Route 65, Hensonville, NY 12439

/35
$699,000
- 5 Beds
- 3 Baths
- 2,640 Sq Ft
134 Magda Ln, Windham, NY 12496

Charming Country Retreat Just Minutes to Windham Nestled on a private dead-end road just minutes from Windham's slopes, golf courses, and vibrant village, this beautifully renovated 5-bedroom, 3-bath home sits on 5.5 acres of peaceful country setting. Blending timeless country charm with modern style, the home features warm wood floors, an inviting open kitchen and dining area, and multiple

Carol Shaw

SHAW COUNTRY REALTY INC

(518) 413-0731

134 Magda Ln, Windham, NY 12496
/30
$490,000 Sold Jun 20, 2025
- 1,916 Sq Ft
- $256/SF
- 96 Days On Market
- 4 Beds
- 2 Baths
- Built 1922
3 Begley Rd, Windham, NY 12496

Price Improvement!! Who doesn't want to live in the house on the hill, minutes to the Windham Mountain Club? Perched high above the road with views of Windham Mountain, this classic country house has been a beloved family vacation home for over 20 years and a well-reviewed short term rental. Will you be the one to write its next chapter? Spacious and yet cozy (think Hygge!) the flexible floor

Jessica Surbeck WINDSTAR REALTY GROUP LLC

3 Begley Rd, Windham, NY 12496

/17
Est $540,015 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,017 Sq Ft
120 Mount Greenery Rd, Windham, NY 12496

120 Mount Greenery Rd, Windham, NY 12496

/16
$249,000
- 2 Beds
- 2 Baths
- 1,008 Sq Ft
40 Quads Way, Windham, NY 12496

Mountain Retreat Just Minutes from Windham Slopes!Welcome to your perfect four-season getaway! This spacious 2-bedroom, 2-bath condo offers the ideal mix of comfort, convenience, and recreation in one of the Catskills' most sought-after communities.Enjoy après-ski evenings by the cozy fireplace, summer mornings on your private deck, or a relaxing soak in the hot tub after a day of hiking. The

Carol Shaw

Shaw Country Realty, Inc.

(518) 601-3455

40 Quads Way, Windham, NY 12496
/59
$875,000 Sold Jun 20, 2025
- 2,342 Sq Ft
- $374/SF
- 196 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1940
216 New York 296, Windham, NY 12496

Discover the perfect blend of modern comfort and serene seclusion in this 2,342 sq ft, 3 bed/3 bath contemporary Cape. Located in the heart of Windham yet offering complete privacy, this home is a tranquil retreat. Renovated in 2005, it features a chef's kitchen, a comfortable living room with a wood-burning fireplace, and French doors that lead to a stone patio ideal for entertaining. The main

Beth Alfeld Keller Williams Realty HV Nort

216 New York 296, Windham, NY 12496

/57
Est $1,134,997 Not Listed For Sale
- 4 Beds
- 3 Baths
- 3,316 Sq Ft
38 Galway Rd, Windham, NY 12496

38 Galway Rd, 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
/44
$840,000 Sold Jun 20, 2025
- 2,294 Sq Ft
- $366/SF
- 31 Days On Market
- 4 Beds
- 3.5 Baths
- Built 2003
429 Mill St, Windham, NY 12496

Discover serenity in this exquisite cedar contemporary home with seasonal slope views nestled in a private wooded setting, just 5 minutes from the charming resort town of Windham and a mere 2.5 hours outside of New York City. This stunning property offers a harmonious blend of rustic charm and modern amenities. Step inside to find a home that radiates warmth and sophistication. Hardwood floors

Regina Tortorella Coldwell Banker Village GreenW

429 Mill St, Windham, NY 12496

/7
Est $182,368 Not Listed For Sale
- 2 Beds
32 Hickory Hill Rd, Windham, NY 12496

32 Hickory Hill Rd, 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
/28
$340,000 Sold Jun 13, 2025
- 1,440 Sq Ft
- $236/SF
- 188 Days On Market
- 3 Beds
- 1.5 Baths
- Built 1969
34 Old Rd, Windham, NY 12496

Escape to this warm and inviting3+-bedroom, 1.5-bath home, just minutes from Windham Village and the ski slopes. Boasting a country-style kitchen with granite countertops, a cozy Harmon pellet stove insert, and beautiful hardwood floors, this home blends comfort with charm. An office space provides extra flexibility, and the laundry area can easily function as a 4th bedroom. Step outside to enjoy

Carol Shaw Shaw Country Realty, Inc.

34 Old Rd, Windham, NY 12496

/10
Est $1,143,683 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 3,596 Sq Ft
99 Buckskin Loop, Windham, NY 12496

99 Buckskin Loop, Windham, NY 12496

/24
$319,000
- 2 Beds
- 2.5 Baths
- 1,178 Sq Ft
63 Windham Ridge Rd Unit 16C, Windham, NY 12496

Welcome to the sought after Town of Windham to this beautiful Townhouse complex of Windham Ridge. 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) 559-2706

63 Windham Ridge Rd Unit 16C, Windham, NY 12496
/24
$210,000 Sold Jun 11, 2025
- Land
- 5.00 Acres
- $42,000 per Acre
- 271 Days On Market
359 Begley Rd, Windham, NY 12496

Beautiful 5 acre parcel in a very desirable area just waiting for you to come build your dream home. Located only 5 minutes from the heart of Windham, yet all the privacy, peace and quiet you could ask for. All the foot work has been done so you just need to find your builder. The driveway, well, underground electric and septic have all been approved and installed. The septic was designed and

Sharon Knudsen Coldwell Banker Village Green

359 Begley Rd, Windham, NY 12496

/35
Est $621,308 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,530 Sq Ft
861 County Route 10, Windham, NY 12496

861 County Route 10, Windham, NY 12496

/54
$1,495,000 Pending
- 6 Beds
- 5.5 Baths
- 5,500 Sq Ft
12 Jacob Strasse Rd, Windham, NY 12496

Welcome to High Peak, an exquisite modern retreat perched high above Windham with uninterrupted views of Windham's High Peak mountain, and the surrounding mountains. Custom-built and thoughtfully designed across three expansive levels, this one-of-a-kind home is a rare blend of architectural precision, natural light, and breathtaking landscape. Sited on over 3 acres, the setting is as exceptional

Catherine Quintard

Compass Greater NY, LLC

(518) 667-5945

12 Jacob Strasse Rd, Windham, NY 12496
/26
$66,000 Sold Jun 04, 2025
- Land
- 5.00 Acres
- $13,200 per Acre
- 330 Days On Market
0 Hayden Rd, Windham, NY 12496

The perfect canvas to build your dream home in a picturesque setting close to the village of Windham. Expansive 5-acre parcel of vacant land is a unique property that presents a rare opportunity to build in a location where such options are becoming increasingly scarce. Tucked away on a private road, just off the main route as you enter the village, this wooded lot promises an ideal blend of

Lisa Jaeger Coldwell Banker Village Green

0 Hayden Rd, Windham, NY 12496

Est $572,059 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,248 Sq Ft
543 N Settlement Rd, Windham, NY 12496

543 N Settlement Rd, Windham, NY 12496

/11
$175,000
- Land
- 6 Acres
- $29,966 per Acre
3333 Route 10, Ashland, NY 12407

*SHOVEL READY*. Well Dug, leach fields installed. The property is approximately 5.8 acres in size and has the potential for beautiful mountain views. It's also conveniently located close to a vineyard, Windham ski resort, golf courses, and local hiking trails, Pratts Rock, everything within minutesAdditionally, it has the essential infrastructure of a dug well and a septic system in place, which

Carol Shaw

Shaw Country Realty, Inc.

(518) 313-3652

3333 Route 10, Ashland, NY 12407
/29
$1,900,000 Sold Jun 02, 2025
- 3,148 Sq Ft
- $604/SF
- 1 Day On Market
- 5 Beds
- 4.5 Baths
22 - 5A 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.

22 - 5A Stonewall Ln, Windham, NY 12496

/28
Est $615,000 Not Listed For Sale
- 3 Beds
- 3 Baths
- 1,528 Sq Ft
35 Windham Mount Village, Windham, NY 12496

35 Windham Mount Village, Windham, NY 12496

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