Windham, NY Homes for Sale with Garage

Welcome to an unparalleled luxury living experience at this exquisite post-and-beam residence, expertly crafted to captivate the most discerning of high-end homebuyers, luxury vacationers, and ski enthusiasts. Spanning over 4,100 square feet, this six-bedroom, six-bathroom marvel is a testament to superior craftsmanship and sophisticated design. Step into the grand great room, where a two-story

Regina Tortorella Coldwell Banker Village GreenW

The Mountains Are Calling and I Must Go.'' P.S., I plan to be VERY comfortable when I get there!Welcome to 33 Elm Ridge - the best of the Catskills - the ultimate in mountain opulence. This shingled contemporary makes quite the impression on its incredible setting; 3,900sqft of living space spans over 3 floors which include 5 bds, 3.5 bths & a walk-out basement that's ready to party. It's set on

Regina Tortorella Coldwell Banker Village GreenW

Showing by Appointment Only Saturday 8/16. Please RSVP today! Stunning Contemporary Mountain Retreat with Panoramic Views in Windham, NY Welcome to your dream mountain getaway! Perched above it all and offering breathtaking panoramic views of the Catskill Mountains and Windham's renowned ski slopes, this newly built (2023) contemporary masterpiece is the perfect blend of rustic charm and modern

Regina Tortorella Coldwell Banker Village GreenW

Welcome to the ultimate ski-in/ski-out escape at Windham Mountain Club, where modern design, four-season mountain living, and front-row slope access come together in a way that feels both luxurious and totally effortless. This brand-new, custom-built home is perched just steps from the chairlift, making it one of the most desirable on-mountain properties available at WMC today. Designed to bring

Regina Tortorella Coldwell Banker Village GreenW

Privately nestled down a long driveway off one of Windham's most sought-after roads, this custom 2003 Timberframe home offers rustic elegance, modern updates, and exceptional privacy. Less than 4 miles from both town and the renowned Windham Mountain Club/Ski Resort, the property is the perfect balance of convenience and seclusion. Set on over five lush acres, the home provides a peaceful,

Regina Tortorella Coldwell Banker Village GreenW

Cozy Up in This Fully Renovated Mountain Home- Just in Time for Fall Colors and Winter Skiing!Welcome to your serene mountain retreat—fully renovated, turnkey, and ready for you to enjoy this fall's vibrant foliage and hit the slopes at Windham or Hunter Mountain this winter. Whether you're looking for a peaceful full-time residence, a weekend escape, or a strong-performing short-term

Regina Tortorella Coldwell Banker Village GreenW

Located just minutes from the heart of Windham, NY, this inviting 3-bedroom, 1.5-bath ranch is the perfect base for four-season living in the Catskills. Set on a spacious, tree-lined lot with a detached two-car garage and generous backyard, the home offers the ideal balance of privacy, convenience, and potential.Step inside to find a warm and welcoming layout featuring a large living area

Regina Tortorella Coldwell Banker Village GreenW

Custom Log Cabin with Modern Finishes, The Feel of a New Build, and Stunning Mountain Views- Nestled on nearly 2 acres, this breathtaking custom log cabin combines luxury, charm, and nature. Built with meticulous attention to detail, the home shows as if it is new construction, exuding a fresh and pristine feel throughout, making it indistinguishable from a brand-new build. With 5 bedrooms, 3.5

Regina Tortorella Coldwell Banker Village GreenW

Peaceful Sanctuary in the Heart of WindhamStep into a unique opportunity to own a stunning property perfectly balancing convenience, tranquility, and potential. Located less than half a mile from Windham Ski Resort and tucked just behind Main Street, this rambling ranch offers the best of both worlds easy access to dining, shopping, bars, skiing, festivals, and concerts, while feeling like a

Regina Tortorella Coldwell Banker Village GreenW

Incredible Investment Opportunity - Proven Short-Term Rental Income!Welcome to 292 South St, Windham - a luxury townhouse with exceptional income potential, already generating 85,000-110,000 annually while being rented for just a small portion of the year. This high-performing vacation rental has significant upside for buyers active on platforms like Airbnb, Vrbo, and AirDNA. With full-time

Regina Tortorella Coldwell Banker Village GreenW

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

Regina Tortorella Coldwell Banker Village GreenW

Windham Mountain Retreat - situated in a prime location just minutes to town and Windham Mountain Club. Designed with comfort and relaxation in mind, this space is also ideal for entertaining guests. Enjoy breathtaking mountain views from nearly every vantage point. Enter the home into the spacious mudroom, ideal for ski gear storage. The open concept living space, accentuated by a the grandeur

Richard Vizzini Corcoran Country Living

Welcome to Round Haus Chalet, a high design retro retreat set on five acres with spectacular 360-degree views, just minutes from Windham Mountain. Built in 1986, this distinctive three-bedroom, two-and-a-half-bath residence pairs playful, postmodern geometrical architecture with mid-century design. From cozy apres-ski gatherings, to chic summer soirees, this home was designed for every season of

Anthony D'Argenzio Houlihan Lawrence

Turn-key opportunity for business or private use, this successful Guest Favorite short term rental is perfectly located between Hunter and Windham Mountains, secluded yet close to everything you need! Completely renovated, this post-and-beam style log home home has been fully restored and outfitted to embrace modern-rustic design choices. The sunny ground floor entry features ceramic tile floors

Jessica Surbeck WINDSTAR REALTY GROUP LLC

Location is everything, This home sits on 1.80 acres/ Beautiful views in ever direction. The perfect location of skiing, golfing, walk to town, library, movies, restaurants. Watch the fireworks at /Windham, Mt. Club. Upper level boasts a stone fireplace w/wood insert, wood floors, even a bar, eat in kitchen, plus dining room with a wall of windows, to enjoy the views. Kitchen has been redone

Mary Donovan Gallagher & Company

Premier Trailside Location at Windham Mountain Club! Rarely does the opportunity to experience an Enclave Townhome come along. The Enclave Townhomes located at the base of Windham Mountain Club offers Slopeside living at its best. Timeless elegance awaits you in this distinctive 4 bedroom, 4.5-bath large end unit with double car heated garage. The open and airy kitchen affords you plenty of

Patricia Charbonneau Brainard Ridge Management

Escape to the mountains in this tastefully renovated 4-bedroom, 2-bath home just outside Windham. Designed with open, easy living in mind, the upper level is centered around a wood stove that adds warmth and character. Recent improvements include newly installed hardwood floors, updated interior and exterior paint, upgraded drainage, and a brand-new washer and dryer. Outdoor spaces were made for

Brandon Oot Core Real Estate Team

Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

Kathy Shumway Win Morrison Realty

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

Patricia Charbonneau Brainard Ridge Management

Stunning Enclave 3 bedroom, 3 bath, inspired full renovation, impeccably furnished with slopeside views!Enjoy trailside living at its best, natural sunlight abounds in the gorgeous living area with stunning gas fireplace, modern decor, contemporary sleek kitchen with farmhouse sink, elegant cabinetry and counter tops. A separate wonderful dining area with plenty of seating for friends and

Irene Pinto Brainard Ridge Management

Classic Timber frame Construction, on Windham Mt., Walk to trails. Enjoy the convenience of location in this 4 bedroom 3.5 bath with attached garage to enter a large ski room with all the storage needed. Large formal entrance gives way to Spacious and Comfy Great room with large stone fireplace, vaulted ceilings and plenty of windows to let in the light and the lovely views, leads to a sizable

Irene Pinto Brainard Ridge Management

Exceptional Opportunity in a Prime Windham Location!Transform this property into a true showpiece — take this Chevy and turn it into a Rolls Royce!Situated directly across from the Windham Country Club, enjoy unobstructed views of the golf course. This property also offers potential for subdivision, adding long-term investment oppertunity.Just a short walk (2,500 feet) to Windham

John Pumilia Shaw Country Realty, Inc.

Charming 4-Bedroom Ranch on 1.6 Acres in Windham, NYDiscover your dream retreat in the heart of the Catskills! Nestled in the picturesque village of Windham, just minutes from vibrant downtown and the renowned Windham Mountain Resort with its array of restaurants and shops, this spacious 4-bedroom, 2-bathroom ranch offers the perfect blend of comfort and charm.Situated on a

Fred Mazza Bunce Realty

Perched above the road on a private and wooded1.50 acres, opposite the Windham Path, sits this thoughtfully renovated 3 bedroom, 2.5 bath . this home is ready for you to enjoy year round! The bright and airy professional kitchen offers GE Cafe appliances 8-9 years old,, striking granite counters and island. The generous dining area affords plenty of room for family and friends. Enjoy lush green

Irene Pinto Brainard Ridge Management

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

Sharri Cunningham Bunce Realty

Charming 2-bedroom 2 full bathroom ranch in Windham, New York. Sits on an acre with panoramic views of the Catskills. Relax in the backyard along the seasonal creek listening to the sounds of chirping from the many varieties of wild birds in the area. Entertain friends, family and pets from the back deck under a beautifully constructed gazebo. Enjoy the warmth of a winter fire in your striking

Kathy Shumway Win Morrison Realty-K

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

Regina Tortorella Coldwell Banker Village GreenW

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.

Sheila Word Coldwell Banker Village Green

Renovated Mountain Retreat house on 2.4 landscaped acres.! This beautifully renovated 3-bedroom, 2-bath home, updated in 2022, Located within walking distance to CD Lane Park for swimming, boating, and BBQs, and close to the Catskill Forest Preserve for hiking and biking, this property is perfect for outdoor enthusiasts. Inside, you'll find a spacious open floor plan with a modern kitchen and

Serena Shi Sany Realty Group LLC

To be built. Experience unparalleled luxury in this custom-built mountain retreat. Situated on 10.5 private acres in the heart of the Catskills, Windham Luxury Estates offers an extraordinary opportunity to own a meticulously designed 3 level, 5k+ sq ft retreat. Built by Vaughn Construction, this 5 bed, 5.5 bath will showcase an open concept that connects the kitchen, dining & living areas-with

Patrick Dunn KW Platform

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.

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.

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.