Windham NY Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
2,294
Status:
Active
MLS#:
156772
Type:
Single Family
Lot size:
1.7 Acres
Year built:
2003
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

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 and vaulted ceilings adorned in pine create an airy and inviting atmosphere, with tons of glass ensuring each room is bathed in natural light. Two cozy fireplaces further complement the ambiance. A spacious kitchen equipped with stainless steel appliances, double ovens, granite countertops, and a large breakfast bar is open to a spacious dining room with sliding glass doors that lead to an expansive deck, patio and firepit area making indoor and outdoor entertaining seamless. Four generously sized bedrooms, including two ensuite sanctuaries on the second floor, offer comfort and relaxation. The primary ensuite features a jetted tub, a fireplace, and French doors leading to a bright, flexible space that is currently used as a home office. This home is the perfect package featuring central air conditioning, a generator, a paved driveway, and an attached 2-car garage leading to a full unfinished basement. The property's landscaping is designed to enhance its woodland setting, with stone walls, walkways, and a patio blending seamlessly with the forest backdrop. 429 Mill Street isn't just a home; it's an invitation to enjoy life's simple pleasures in a setting of unmatched beauty and privacy. With its emphasis on natural landscapes, luxurious amenities, and proximity to recreational activities, it represents the ideal fusion of comfort and adventure. Schedule an in-person viewing today!

Beds:
3
Baths:
1.00
Sq.Ft.:
1,486
Status:
Active
MLS#:
156712
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1847
Courtesy: Coldwell Banker Village Green 845-331-5357
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ADDITIONAL INFORMATION

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 perfect for playing, gardening or gathering around a fire pit under the stars. Inside, the cottage welcomes you with hardwood floors throughout and a practical layout, designed for relaxed mountain living. The first floor features a bedroom, a spacious bathroom with Moroccan-inspired tile and jetted tub, a laundry room and a sunny kitchen with a built-in banquette and ample storage. The kitchen opens onto a deck with seasonal mountain views and a hot tub ideal for al fresco dining or a soak after a day on the slopes. A cozy living room with a wood-burning stove and a formal dining room complete this level. Upstairs, you'll find two additional bedrooms and a sun-drenched reading nook overlooking the backyard. A classic rocking-chair porch completes the picture. Outside, an original 1800's post-and-beam barn offers endless potential: use it for storage or as a garage or bring your vision to life by converting it into a studio, game room or guest space. Sold fully furnished, this move-in-ready retreat is just minutes from Windham's restaurants, shops and outdoor activities and just 2.5 hours from NYC. Optional membership to a nearby pool club offers even more ways to unwind. Whether you're seeking a personal escape, an income-generating rental or a bit of both, Hemlock Cabin offers a stylish and serene mountain getaway with room to grow.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,950
Status:
Active
MLS#:
156676
Type:
Single Family
Lot size:
0.72 Acres
Year built:
1946
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Welcome to your peaceful sanctuary in the heart of Windham, a rare blend of convenience, natural beauty, and endless potential. Just a short stroll from Main Street and less than half a mile from the slopes, this rambling ranch sits in the perfect spot to enjoy everything Windham has to offer while feeling miles away from it all. Surrounded by lush Macintosh apple and pear trees, grape arbors, blueberry bushes, and framed by stunning mountain views, the property feels like a private retreat. Spend your mornings fishing or relaxing by the tranquil Batavia Kill stream that winds gently through your backyard, and your evenings taking in views of Windham's ski slopes from one of three decks. Inside, the home invites you to make it your own. With four bedrooms, four baths, and a separate one-bedroom accessory apartment, it offers incredible flexibility. You can live in the main home while renting the apartment to offset your mortgage, or operate it as a vacation rental for added income. The possibilities are endless. Every room tells a story from the sunroom with its warm pine ceiling and vaulted design to the cozy family room anchored by a floor-to-ceiling stone fireplace handcrafted by local artisan Bill Hoyt. The primary bedroom overlooks the soothing sights and sounds of the Batavia Kill, creating a true retreat after a long day on the mountain. The home has been lovingly cared for with thoughtful updates over the years new siding (2018), a new garage roof (2019), 13 replaced windows (2018), updated apartment flooring (2022), and a beautiful sunroom addition completed between 2012 and 2015. A detached two-car garage, a charming sap house, and manicured landscaping add even more to its appeal. Whether you imagine a modern mountain retreat, an income-producing rental, or a cozy getaway for family and friends, this property delivers it all. With just a few updates, it could easily become your dream home in one of Windham's most desirable locations. Schedule your visit today and experience the rare serenity and potential this one-of-a-kind Windham property offers.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,287
Status:
Active
MLS#:
156627
Type:
Single Family
Lot size:
1.1 Acres
Year built:
2024
Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Welcome to this stunning new construction home in the sought-after town of Windham, NY! This contemporary, sun-drenched home features 3 spacious bedrooms and 3.5 baths, with an expansive layout perfect for modern living.On the Main floor, Enjoy a large, beautiful primary bedroom with an en-suite bath, providing a luxurious and private retreat. Vaulted ceilings throughout the main level enhance the open, airy feel of the home. A well designed floor plan for easy livingThe large, custom eat-in kitchen is a chef's dream, featuring double ovens, an 8-burner stainless steel gas stove, and a generous kitchen bar, perfect for entertaining and family meals.Up the stairs is a A huge bonus loft area with a private deck offers additional living space for relaxation or activities along with 2 more bedrooms and bath. The walk-out finished basement provides a large family room, a rec room, and an extra bonus room/office, with a full bath, offering flexible space for your needs.Windham is a vibrant 4-season community, offering endless opportunities for outdoor activities and local entertainment. Enjoy world-class skiing, golf, hiking, and walking paths, or explore the local music venues, breweries, and restaurants that cater to all tastes. A beautiful Country retreat just one mile from the Village.This property is a fantastic investment, ideal for your family and friends, or as a rental with tremendous potential.Don't miss out on this gem. Call for appt today.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,222
Status:
Active
MLS#:
156603
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1986
Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Lovely two bedroom, 2 full bath Townhouse in Windham Mt. Village. Step into a mudroom, great for boots, skis, poles, jackets, etc. Lovely open floor plan, living room with stone fireplace and dining room both with sliding doors to a deck, open to kitchen with breakfast bar. There is a large bedroom, laundry and full bath on this level. Walk upstairs to a loft, great for home office or extra sleeping space, large bedroom with two closets and full bath. Walk to the slopes from this development. Close to town. This development has a new pool house with hot tub and bathrooms. There is a new club house with new functional kitchen, bar and plenty of space to celebrate special occasions. Two tennis courts, one with a basket ball hoop. Lovely pond located in the middle of the development. Being sold furnished except for personal items and ding room furniture.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,814
Status:
Active
MLS#:
156445
Type:
Single Family
Lot size:
0.33 Acres
Year built:
1900
Courtesy: Bunce Realty 518-734-4461
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ADDITIONAL INFORMATION

Whether your search is for personal use or investment property, this Windham Farmhouse, just steps from the center of town, offers versatility and plenty of room for the whole family. A unique three floor layout allows for everyone to have their own space. The first and lowest level is the main living area: Kitchen, Dining, Living Room as well as a bedroom and full bath. The sunroom is an added bonus, expanding the living space and providing opportunity to enjoy the changing weather - the warmth of the sun, raindrops, snowflakes and all shades of the Windham sky.The second floor has another comfortable living area, a second bath and a large bedroom. Up one more flight of stairs are two bedrooms and a third bathroom. There is plenty of living and sleeping space for family & friends or to accommodate a substantial number of rental guests.An attached garage, mudroom and laundry offer convenient and practical entry and storage spaces for shoes and coats, summer and winter gear and more. There's even a storage shed to hold any overflow items.Enjoy your morning coffee on the deck or your evenings around the fire - the landscaped yard is large enough to enjoy but not too much to maintain. A whole house generator takes the worry out of power outages. Municipal sewer and water means there is little for you to do but move in and enjoy. With Windham Mountain as a backdrop, the location of this home is terrific - walk to restaurants, shops or other local businesses and establishments. Call for your appointment today - this home may be the opportunity you have been looking for!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
156471
Type:
Single Family
Lot size:
0.02 Acres
Year built:
1986
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Nestled within the Brainard Ridge development on Windham Mountain, this gorgeous townhouse offers a blend of comfort and luxury, perfect for snow sports enthusiasts and nature lovers alike. This unique corner unit, is a rarity in the Brainard Ridge community, featuring a one of a kind expanded floor plan of 4-5 bedrooms and 3.5 bathrooms thoughtfully designed to accommodate large gatherings, making it an ideal retreat for loved ones and friends.The beautifully remodeled kitchen boasts an enlarged breakfast bar, custom cabinetry, SS appliances, granite counters, built-in bar and wine refrigerator, setting the stage for memorable entertaining experiences. The main living room exudes a warm rustic vibe highlighted by an authentic blue stone fireplace and vaulted wooden ceilings. Mid-level is a second living room/den with another woodburning fireplace providing a quiet place to relax, home office or used for overnight guests. The mid-lower level is a dedicated ensuite bedroom with its own private bath, and 2 good sized closets providing privacy and comfort.On the top floor is the spacious primary bedroom showcasing vaulted ceilings with skylights and a luxurious tiled bath complete with a jacuzzi tub and steam shower. An inviting loft has been partially enclosed to create a safe play area, and a cozy alcove with skylight and built-in shelves offers a charming sleeping spot.This fully furnished home, complete with quality bedding and kitchenware, promises a seamless transition to a vacation lifestyle, embracing all four seasons of fun that the area is renowned for. Heated mud room for all the outdoor gear and easy access to the base lodge and trails, its easy to immerse yourself in the vibrant community at Windham Mountain Club in this exceptional slope side townhouse. Great rental potential too! Don't miss out on this rare offering.

Beds:
9
Baths:
7.00
Sq.Ft.:
6,859
Status:
Active
MLS#:
156438
Type:
Single Family
Lot size:
0.62 Acres
Year built:
2001
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Luxury Slopeside Living at Windham Mountain Club- This is a rare opportunity to own the most competitively priced slopeside home at Windham Mountain Club, close to the lodge and lifts. With 6,859 sq. ft. of high-end living space and direct access to the slopes, this home is a dream for anyone looking for adventure and a smart move for investors seeking strong rental potential in the Catskills. Designed for Mountain Living The great room is a dramatic centerpiece with soaring 20-foot pine ceilings, a wall of windows, and unobstructed views of the trails. The chef's kitchen is built to impress and to perform featuring granite countertops, a Viking range, dual dishwashers, and seamless access to two spacious dining areas, perfect for hosting dinners or large groups. Outdoor and Indoor Entertaining Made Easy Step out onto the expansive wraparound deck with a BBQ grill ideal for gathering after a day on the mountain. Inside, there's a high-end home theater that can be converted back to a garage if needed, a spacious game room for guests, and four wood-burning fireplaces that add warmth and charm throughout the home. A Private Primary Suite with a View The second-floor primary suite is tucked away in its own wing for complete privacy. It features dual walk-in closets, a cozy fireplace, and a private balcony with panoramic slope views everything you want in a luxury mountain retreat. Comfort and Convenience, Year-Round The home includes radiant heat in the dedicated gear room, central A/C for the summer months, a backup generator, and a full security system ensuring comfort, safety, and peace of mind no matter the season. Rental-Ready and Spacious With room to comfortably sleep 20+ guests, this home is ideal for short-term rentals, corporate retreats, or large group getaways. The layout and amenities are perfectly suited for high occupancy and maximum rental income potential. Selling Turnkey The property is offered furnished, making it easy to move in or start renting right away. Schedule Your Private Showing Whether you're looking for slopeside convenience or an investor targeting premium rental returns, this property offers location, luxury, and unbeatable value. Don't miss your chance homes in this prime location, of this size, and in this price point rarely come to market at Windham Mountain Club.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,792
Status:
Active
MLS#:
156435
Type:
Single Family
Lot size:
5.1 Acres
Year built:
2005
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Ideal country getaway with beautiful mountain views located just steps away from premier hiking and biking trails and minutes from the charming Village of Windham, you'll find endless opportunities for outdoor exploration and leisure here. Step inside this cozy log sided Chalet and be captivated by open floor plan, where vaulted pine wood ceilings and a wall of glass fill the space with an abundance of natural light. The home exudes warmth with its rustic log and pine wood accents throughout. The seamless flow between the living room, kitchen, and dining area ensures effortless entertaining, highlighted by a center island. Enjoy the convenience of a first-floor laundry and pantry.Two guest bedrooms and a full bath complement the main level, while the expansive loft above offers endless possibilities for recreation, creativity, or work. The finished basement is a true retreat, featuring a second living area, workout space, and a primary bedroom with a luxurious spa-like bathroom, complete with a jacuzzi whirlpool and shower. Double glass sliding doors lead to covered stone patio that extends living space outdoors. Outside, your private oasis awaits. Beautiful mountain views all around, a spring-fed pond invites swimming, fishing, and winter ice skating. The open lawn is perfect for relaxation or gardening, with a gentle slope leading to down to the pond which has the benefit of bordering protected state land, preserving the natural beauty and peaceful setting. The wrap-around deck is the ideal space for sunny barbecues and nighttime stargazing.This home comes fully furnished, including a whole house generator and high-speed internet connectivity, detached garage for dry storage, ensures peace of mind and functionality.On the doorstep of the Elm Ridge Forest Preserve, minutes to Windham Mountain Club, just 2.5 hours from NYC, this property is your gateway to a lifetime of cherished memories. Don't let this one pass you by!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,700
Status:
Active
MLS#:
156146
Type:
Single Family
Lot size:
0.07 Acres
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
View additional info

ADDITIONAL INFORMATION

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 to 3,148 square feet. Each home comes with high-end finishes, including an attached heated garage, Bertazzoni stainless appliances, custom bathroom vanities, 7-inch white oak hardwood floors, custom tile, solid pine doors, molding, trim, central heating and air, 9-foot ceilings, and cozy wood-burning fireplaces.Stonewall Glen also includes exclusive access to a clubhouse, featuring a state-of-the-art fitness center, game room, meeting spaces, kitchen, bar, expansive decks, and a great room with a fireplace. Plus, enjoy our pool, hot tubs, tennis courts, and Swedish sauna.Living here invites you to experience the rich history and natural beauty of the area. Windham, the Gem of the Catskills, offers endless opportunities for outdoor adventures like hiking, biking, golf, skiing, and snowboarding, a little over two hours from New York City.With membership to the Windham Mountain Club, townhome prices range from $1.4 million to $1.9 million. Non-club options are also available. Come see why Stonewall Glen is a nature lover's dream!**Depictions of Stonewall Glen, the Clubhouse with pool and interior models are photos and artists' renderings'' THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004 .

Beds:
5
Baths:
3.00
Sq.Ft.:
2,472
Status:
Active
MLS#:
156394
Type:
Single Family
Lot size:
1 Acres
Year built:
1970
Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Looking for a good investment, this house checks all the boxes. This home sits on one acre, beautiful mountain views, you can see Windham Mt. Club. Close to all amenities. This home is set up to be either a one or two family home, Main level has lovely kitchen/dining area with sliding doors to a large deck. Large living room with fireplace and pellet insert. Three well sized bedroom, main bedroom has two closets and attached bathroom. The other two bedrooms are also well sized, there is a bath with the laundry on this level as well. The lower level can lock off from the upper level. There is a beautiful fireplace with an insert which burns pellets in the family room which is open to a full kitchen with great space for eating. Two bedrooms on this level as well as several storage rooms and a nice mud room entrance. storage building, detached two car garage and a gazebo are included. New appliances in kitchen, general generator included as well as the two pellet inserts, new walkway and retaining wall, new roof, 6 a/c windows units. New Nest thermostats and many other upgrades including new flooring. Looking for a mother/daughter home, rental or just to use for yourself. Conveniently located , don't miss this one.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
156391
Type:
Single Family
Lot size:
0.01 Acres
Year built:
1986
Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Step into this unit and feel yourself relax. This unit has been lovingly cared for. Freshly painted n 2025, crisp and clean looking. All new flooring, carpets and laminates. All windows have been replaced in the past 5 years. New electric heater in 2024, basement has been newly insulated and heater addd. You will be toasty warm in this unit. There are two bedrooms and a full bath on the second floor, first floor has kitchen, bath with shower and lovely living room with sliding doors to a deck, views of the woods for privacy. Currently has an electric fireplace, however, it can easily be a wood burning fireplace, all parts are there to make the change. The development has an in-ground pool, tennis court, pickleball court and a fire pit. There is also an on premise laundry room. Everything you need to enjoy your visits, just 2.5 hrs. from NYC, ten minutes to Hunter Mt., 2 miles to Windham Mt. Club, near hiking, walking path, fishing, breweries, gift shops, everything Windham has to offer. Being sold furnished except for personal items, Skis & snowshoes on wall do not convey. Don't miss out on this unit, call for an appointment.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,211
Status:
Active
MLS#:
156256
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1987
Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

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 serene surroundings year-round as part of a four-season community. The property benefits from reasonable HOA fees and taxes, making it an excellent choice for both seasonal getaways or full-time living. Within minutes of skiing, hiking, venues, golf, this location offers great investment and rental opportunities. Beautifully maintained . Get in before summer season and start enjoying.

Beds:
5
Baths:
5.00
Sq.Ft.:
3,148
Status:
Active
MLS#:
156004
Type:
Single Family
Lot size:
0.07 Acres
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
View additional info

ADDITIONAL INFORMATION

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 to 3,148 square feet. Each home comes with high-end finishes, including an attached heated garage, Bertazzoni stainless appliances, custom bathroom vanities, 7-inch white oak hardwood floors, custom tile, solid pine doors, molding, trim, central heating and air, 9-foot ceilings, and cozy wood-burning fireplaces.Stonewall Glen also includes exclusive access to a clubhouse, featuring a state-of-the-art fitness center, game room, meeting spaces, kitchen, bar, expansive decks, and a great room with a fireplace. Plus, enjoy our pool, hot tubs, tennis courts, and Swedish sauna.Living here invites you to experience the rich history and natural beauty of the area. Windham, the Gem of the Catskills, offers endless opportunities for outdoor adventures like hiking, biking, golf, skiing, and snowboarding, a little over two hours from New York City.With membership to the Windham Mountain Club, townhome prices range from $1.4 million to $1.9 million. Non-club options are also available. Come see why Stonewall Glen is a nature lover's dream!**Depictions of Stonewall Glen, the Clubhouse with pool and interior models arephotos and artists' renderings'' THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004 .

Beds:
2
Baths:
2.00
Sq.Ft.:
1,100
Status:
Active
MLS#:
156200
Type:
Single Family
Lot size:
5 Acres
Year built:
2008
Courtesy: Shaw Country Realty, Inc. 518-734-3500
View additional info

ADDITIONAL INFORMATION

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 spaceperfect for working remotely or hosting guests.Step inside to find gorgeous hardwood floors, an open and inviting layout, and your own private balcony with stunning views of the slopes.Embrace four-season living with skiing, mini-golf, breweries, restaurants, a movie theater, and coffee shops just steps away. Relax by the creek or catch the NYC bus right outside your door for effortless getaways. This property has lucrative rental history and it's prime location make this an excellent investment.Don't miss this rare opportunity to own a piece of Windham's past and future. Schedule your showing today!

Beds:
5
Baths:
5.00
Sq.Ft.:
3,148
Status:
Active
MLS#:
156002
Type:
Single Family
Lot size:
0.07 Acres
Year built:
2024
Courtesy: Four Seasons Sotheby's Int. 518-822-0800
View additional info

ADDITIONAL INFORMATION

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 to 3,148 square feet. Each home comes with high-end finishes, including an attached heated garage, Bertazzoni stainless appliances, custom bathroom vanities, 7-inch white oak hardwood floors, custom tile, solid pine doors, molding, trim, central heating and air, 9-foot ceilings, and cozy wood-burning fireplaces.Stonewall Glen also includes exclusive access to a clubhouse, featuring a state-of-the-art fitness center, game room, meeting spaces, kitchen, bar, expansive decks, and a great room with a fireplace. Plus, enjoy our pool, hot tubs, tennis courts, and Swedish sauna.Living here invites you to experience the rich history and natural beauty of the area. Windham, the Gem of the Catskills, offers endless opportunities for outdoor adventures like hiking, biking, golf, skiing, and snowboarding, a little over two hours from New York City.With membership to the Windham Mountain Club, townhome prices range from $1.4 million to $1.9 million. Non-club options are also available. Come see why Stonewall Glen is a nature lover's dream!**Depictions of Stonewall Glen, the Clubhouse with pool and interior models arephotos and artists' renderings'' THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004 .

Beds:
5
Baths:
6.00
Sq.Ft.:
3,460
Status:
Active
MLS#:
156125
Type:
Single Family
Lot size:
0.06 Acres
Year built:
2021
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Turn-Key Furnished Investment Opportunity Across from Windham Mountain Club with Existing Bookings Ready to Transfer to the New Owner for Immediate Income Proven Short-Term Rental Investment directly across from Windham Mountain Club. Perfectly positioned within walking distance to town and ''The Valley,'' Windham Mountain Club's exciting new amenities expansion, this luxury townhouse offers unmatched convenience and year-round appeal. Owners who choose to join the WMC can enjoy walking access to pools, tennis, pickleball, spa amenities, golf, and more. This unit is being offered as a turnkey opportunity with the option to be sold furnished and may include the transfer of future bookings already secured for the 2026-2027 ski season--providing the new owner immediate income and return on investment from day one. The unit features 5 bedrooms, 4 en-suite baths, an open-concept layout, chef's kitchen, fireplace, heated garage, central air, and a massive deck with stunning slope views. Located just 2.5 hours from NYC, this is the ideal combination of luxury retreat and high-performing investment property. Schedule a private viewing today!

Beds:
5
Baths:
4.00
Sq.Ft.:
4,834
Status:
Active
MLS#:
156103
Type:
Single Family
Lot size:
4.23 Acres
Year built:
1996
Courtesy: Coldwell Banker Village Green 518-734-4200
View additional info

ADDITIONAL INFORMATION

Designed by a renowned Manhattan architect known for $20M Aspen ski homes, this 4,834-square-foot Catskills estate offers world-class design and unparalleled craftsmanship. Built as the architect's personal residence, it's a sanctuary for relaxation, entertaining, and year-round mountain living. Set on over four private acres bordering the protected Bataviakill Watershed, the home seamlessly integrates stunning Windham Mountain views with vaulted ceilings, floor-to-ceiling windows, and tiered decks. The property boasts five spacious bedrooms, three full baths, and a half bath, all thoughtfully designed to balance comfort and effortless entertaining. The sunken great room is a centerpiece, featuring a dramatic floor-to-ceiling wall of glass framing breathtaking mountain views. A striking stone fireplace adds warmth, while the formal dining area and chef's kitchen complete with custom cabinetry and stainless-steel appliances offer an ideal space for hosting. Additional highlights include a cherry-paneled office with bespoke built-ins, a glass-enclosed gym with panoramic views, and an indoor sauna for post-workout relaxation. The standout four-season circular porch, lined with windows and equipped with a wood stove, ensures uninterrupted connection to nature, making it the most enchanting space in the home. The first floor includes a guest suite, while the second floor features a private primary ensuite wing with a balcony overlooking Windham's slopes. The finished basement offers a family room and billiards lounge. Radiant in-floor heating, custom built-ins, cedar closets, and split-unit air conditioning enhance comfort and luxury. Outdoors, tiered decks, patios, lush landscaping, and a manicured yard create a serene setting, while a covered path leads to a three-bay garage perfect for vehicles and recreational gear. Tucked off a private road, this home offers true seclusion while being just minutes from Windham's town center and Windham Mountain activities. Combining stunning views, luxurious custom finishes, and unmatched craftsmanship, this estate stands apart from today's new constructions. Schedule a private viewing and experience mountain living redefined. Your perfect oasis awaits!

Beds:
4
Baths:
2.00
Sq.Ft.:
2,270
Status:
Active
MLS#:
156087
Type:
Single Family
Lot size:
1.8 Acres
Year built:
1972
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

New Price! Swiss Chalet-inspired home close proximity to Windham's Main Street and Windham Mt Club Resort. This cozy fully furnished 5-bedroom, 2-bath home spans 2,270 sq ft offers an inviting blend of rustic warmth with a touch of modern sophistication. The moment you step inside, you'll be captivated by 2- authentic bluestone fireplaces and wood beamed ceilings that imbue that alpine vibe. The recently renovated open concept living area upstairs features hardwood laminate floors, fresh paint and tasteful decor. 4 large skylights fill the space with natural light and a wall of glass frames panoramic mountain views, inviting the surrounding beauty indoors. Set on almost two acres, this property provides ample space for relaxation and recreation. The detached two-car garage adds convenience and functionality. Located just minutes from town, this home offers easy access to the year-round activities Windham is renowned for. With its prime location in a highly desirable area known for high-end homes, this property presents an incredible turnkey opportunity for future equity growth. Whether you're seeking a quiet full time or vacation home or a savvy investment, this Windham gem is sure to impress.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,178
Status:
Active
MLS#:
156068
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1986
Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

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 like skiing, hiking, golfing, lakeside recreation,walking paths, dog park and all just a short drive awayThis charming townhouse features:2 Bedrooms and 2.5 Baths, making it ideal for small families or guests.A spacious living room with a fireplace, providing warmth and a cozy atmosphere with a rustic flair.Enjoy beautiful slope views while sitting in your hot tub, allowing you to take in the stunning scenery throughout the year.Thanks to its prime location its a great investment for rental potentialWhether you're hitting the slopes in winter or exploring hiking trails in warmer months, this townhouse offers a perfect home base in Windham's vibrant community that is very family oriented with Windham slopes offering great childrens programs and an established Adaptive Program along with the Vidbel Foundation just up the road that offers a Junior Farmers summer camp (daily or weekly) with all of the farm animals. What a great place to spend the summer months. Not just a ski area.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,644
Status:
Active
MLS#:
156051
Type:
Single Family
Lot size:
1 Acres
Year built:
2003
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Fully Renovated Mountain Retreat with Two Fireplaces and Stunning Views Just 3 Miles from the Slopes! Welcome to your dream getaway in Windham! This fully renovated 5-bedroom, 3-bath home combines modern luxury with mountain charm, just 2.5 hours from NYC. Whether you crave adventure or relaxation, this 2,700 sq. ft. retreat has it all. Unwind in a private hot tub under a canopy of stars or hit the slopes just 3 miles away at Windham Mountain. Inside, the open-concept living space features hardwood floors, two cozy fireplaces, and a stunning chef's kitchen with crisp white cabinetry, a suite of stainless-steel appliances, and a pass-through to the game room, keeping the chef part of the fun. The main level offers functionality and comfort, with a spacious living room, dining area, well-appointed kitchen, a bedroom, full bathroom, and a heated sunroom wrapped in pine. With three walls of windows, the sunroom provides breathtaking mountain views. Upstairs, each bedroom is designed with comfort in mind, featuring plush new carpeting and cable connections for TVs in every bedroom. The primary suite is a true retreat with its own fireplace and a spa-like bathroom with a jetted tub for ultimate relaxation. Additional bedrooms offer ample space and cozy finishes, while the laundry room includes two sets of washers and dryers for convenience, whether that is for washing and drying all of your gear quickly or to help for speedy turnovers between guests. Central air conditioning ensures year-round comfort. The outdoor space is equally impressive. A spacious deck is perfect for alfresco dining, while the hot tub is ideal for stargazing or unwinding after a day of activities. The private backyard features a lush lawn, a place to host barbecues, or to enjoy sunbathing in the warmer months. A charming wraparound porch with a pine ceiling and lighting adds even more character. Move-in ready, with furnishings negotiable, this home is ideal as a full-time residence, weekend escape, or high-income rental. Close proximity to Hensonville's shops and trendy restaurants. Just minutes from year-round activities, this property is your next adventure waiting to happen. Notable upgrades include: completely gutted and renovated interior, including a new kitchen, new sunroom addition, new hot tub, updated central ac, new water heater and new laundry room. Currently generating around 25k annually as a short time term rental.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,440
Status:
Active
MLS#:
156043
Type:
Single Family
Lot size:
1.1 Acres
Year built:
1970
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Enjoy the summer months taking in the beautiful views from the large Trex decking. Warm up in front of the woodburning fireplace in the winter months. Close to Windham Mountain. A great property to enjoy all four seasons.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
156042
Type:
Single Family
Lot size:
5.3 Acres
Year built:
1998
Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

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 location with an animal farm just up the road to enhance the country stay.Adding even more appeal, on the premises is a cozy tiny house on wheels that can be purchased separately and/or relocated to any part of the land, a whimsical tree house perfect for outdoor adventures, and spacious garages and man cave/she shed for all your storage needs. Situated on a beautiful country road, this property combines tranquility with convenience, making it an excellent investment opportunity for Airbnb enthusiasts or anyone seeking a fun full time or weekend getaway for family and friends. With its unique character and incredible setting and just a little different from the rest, this home is perfect for those looking to escape to the country

Beds:
3
Baths:
3.00
Sq.Ft.:
1,702
Status:
Active
MLS#:
156005
Type:
Single Family
Lot size:
0.07 Acres
Year built:
1988
Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

New and Improved Price! Become part of the Windham Family Year Round! from this well cared for Brainard Ridge 3 bedroom 2.5 bath. Enter the heated ski room with plenty of storage for all your gear, opening to the spacious great room, Living room, Dining, updated Kitchen, cabinets-counters and appliances newly painted. Has Vaulted ceilings, skylights and wood burning fireplace, Light and bright yet cozy. Upper level has primary ensuite, upgraded full bath, Large loft set up as office or just relaxing Plus additional sleeping Alcove. Lower level has 2 good size bedrooms, full bath and laundry area. Large rear deck to enjoy being part of the outdoor country surroundings and privacy. Fully Furnished and Ready to go. Enjoy all Windham has to offer, hiking, biking, golf, Skiing, Great Restaurants, Art Gallery, Movies Spas, Bookstore and so much more.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,846
Status:
Active
MLS#:
155995
Type:
Single Family
Lot size:
0.03 Acres
Year built:
1980
Courtesy: Coldwell Banker Village Green 518-734-4200
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ADDITIONAL INFORMATION

Welcome to this warm and cozy FULLY FURNISHED townhome in Elm Ridge. Three levels of living space with a expansive guest suite or income apartment with separate entrance on the lower level. Located in a peaceful Airbnb friendly complex.Enjoy your morning coffee on the upper level covered balcony off each of the bedrooms or in the evening relax and take in the seasonal view from the large open deck with plenty of room for hanging by an outdoor fireplace.There is room for everyone in this spacious townhome. Three large lovely bedrooms tastefully decorated. Two and a half beautifully updated bathrooms.Two living areas each with its own charming gas stove to keep you toasty warm. Open and inviting kitchen with stainless steel appliances. Tons of storage and washer/dryer in the unit.Choose to join the High Ridge Club pool and tennis club for more summer fun just outside your door. Close to skiing and restaurants yet tucked into a quiet very private community.A well run HOA with low fees! Units are well maintained. HOA has recently paved the roads and there are currently no planned assessments. Come relax in your maintenance free home away from home !!

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Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate for sale on this web site comes in part from the Columbia Greene Northern Dutchess MLS. Real estate listings held by brokerage firms other than Xome include the name of the listing broker. Information is deemed reliable but is not guaranteed accurate by the MLS. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 Columbia Greene Northern Dutchess MLS. All rights reserved.
Andrea D. Conner, License 10311208085, Xome Inc., License 10991227159, [email protected], 844-400-XOME (9663), 750 Highway 121 Bypass, Suite 100, Lewisville, Texas 75067


The data relating to real estate on this website comes in part from the IDX of the Hudson Valley Catskill Region MLS. Real estate listings held by brokerage firms other than Xome are marked with IDX logo and the detailed information about them includes the name of the listing broker. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026 by the Hudson Valley Catskill Region MLS and Ulster County Board of Realtors, Inc. All Rights Reserved.



Windham Real Estate

Windham is located in New York. Windham, New York has a population of 1,553. Windham is less family-centric than the surrounding county with 23.28% of the households containing married families with children. The county average for households married with children is 26.95%.

The median household income in Windham, New York is $55,781. The median household income for the surrounding county is $62,810 compared to the national median of $69,021. The median age of people living in Windham is 49.6 years.

Windham Weather

The average high temperature in July is 78.4 degrees, with an average low temperature in January of 10.7 degrees. The average rainfall is approximately 48 inches per year, with 45 inches of snow per year.

Windham Map

Windham Real Estate Market Conditions

  • Median sales price

    $657,500
    24.5%
    change since last quarter
  • # Active listings

    207
    30-day change

Windham Schools and Demographics

Education near Windham, NY

City County
High School Graduates 84.53 87.93
College Degree - 2 year 9.37 11.42
College Degree - 4 year 26.25 25.62
Graduate Degree 8.53 9.07
Expenditures per Student 29,481 29,481
Students per Teacher 9.9 9.9

Elementary Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter Elementary School PK - 06 190 8.6 12442

Middle Schools near Windham, NY

Grades Students P/T Ratio ZIP
Cairo-Durham Elementary School KG - 02 136 13.8 12422

High Schools near Windham, NY

Grades Students P/T Ratio ZIP
Hunter-Tannersville Middle School High School 07 - 12 155 7.2 12485

Ungraded Schools near Windham, NY

Grades Students P/T Ratio ZIP
Gilboa-Conesville Central School PK - 12 339 10 12076
Windham Ashland Central School KG - 12 316 8.8 12496

Demographics near Windham, NY

City County
Neighborhood Type Small Town
Population 1,553 48,026
Population Density 34 74
Median Age 49.6 46.6
People per Household 2.7 2.6
Median Household Income 55,781 62,810
Average Income per Capita 35,661 33,894

Real estate near Windham