Windham NY Real Estate & Homes for Sale

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Beds:
2
Baths:
3.00
Sq.Ft.:
1,295
Status:
Active
MLS#:
20255819
Type:
Townhouse
Lot size:
0.02 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Enter this lovely Townhome and feel right at home. This is an end unit, lovely setting. There is a storage shed for skis and bikes outside, enter the unit into a mud room, The first floor has a half bath/laundry room, lovely galley kitchen with a window, plenty of light. This is open to the living an dining areas. Living room has a large bay window, sliding doors to a patio, plenty of privacy, as well as a stone wood burning fireplace. The second floor has two main bedrooms, one with a vaulted ceiling and large window overlooking the yard. The second bedroom is equal in size with a large closet, the bath has a skylight. Both bedrooms are full and have bathtubs. This development has an in-ground pool, and shuttle bus to the ski slopes, it sits on 20 landscaped acres with two ponds and a stream. Being sold furnished, move right in, enjoy the winter and holidays in Windham.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,438
Status:
Active
MLS#:
20255740
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1975
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Excellent location with ease of access to Windham Mountain Club and town of Windham! Tucked up amongst the tress at the foot of Windham Mountain you will find this truly picturesque and enchanting home featuring 2 bedrooms and 2 full bath, plus extra sleeping loft and a 2 car garage with a cozy 1 bedroom apt! This home is brimming with character; the gable roof lines and classic detailing add visual interest and charm. The unique floor plan makes for an ideal mountain get away. Relax in the cozy sitting area, the sun filled, well-appointed kitchen offers plenty of counter space to create memorable meals to enjoy around the banquet styled table, with sliding doors out to the beautiful, private patio. The timber frame vaulted ceilings in the living area create an open airy feeling, while the warm woodstove adds to the rustic charm. The main floor also offers an elegant, full bath with a tastefully tiled walk in shower. The second floor offers a comfortable, bright primary bedroom, a cheerful bunkroom, an additional loft sleeping area and a large full bath with jetted tub, large walk-in closet and reading nook adding to the charm and functionality of this offering. The spacious 2 car garage offers a lovely 1 bedroom apt. with kitchenette, full bath and cozy living area with extra sleeping to use for guests or rental opportunity. The property will delight you with its striking circular stone fire pit with wood and stone seating, prominent attractive gazebo, stone walkways, flowering trees and evergreen shrubs. This offering may be the closet you'll come to stepping inside a storybook setting. A nature lovers paradise where you will enjoy skiing, snowboarding, hiking, biking, golf, yoga, day saps, indie bookstore, walking the Windham Path, fine restaurants, seasonal farmers markets and so much more.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,739
Status:
Active
MLS#:
20255700
Type:
Single Family
Lot size:
7 Acres
Year built:
1850
A broker reciprocity listing Courtesy: Century 21 Alliance 845-297-4700
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ADDITIONAL INFORMATION

Skiers and Hunters! 7 glorious acres 8 minutes to Windham Mountain! Charming Updated Home with mature trees, beautiful plantings and landscapes. Welcome to this inviting 3-bedroom, 1-bath home set on 7 beautiful acres offering privacy, space, and stunning natural surroundings. Located only 8 minutes from the local ski area, it's the perfect retreat for outdoor enthusiasts or anyone seeking a peaceful country setting with convenience. Inside, you'll find a home that blends comfort with thoughtful updates. The kitchen has been tastefully updated, featuring modern finishes and improved functionality, while the updated bath offers a clean, contemporary feel. The bedrooms are cozy, ideal for simple living, guest rooms, or a home office. A standout feature is the family room, providing extra space for relaxing, entertaining, or creating a dedicated media area. Outside, the property truly shines. With 7 acres of open land and wooded areas, you'll enjoy endless opportunities for gardening, recreation, or simply taking in the scenic views. Whether you're looking for a year-round residence, a vacation getaway, or an investment property, this home brings together charm, convenience, and outdoor lifestyle. 7 acres with a mix of open and wooded land. Peaceful, private location. There is also a two car detached garage with plenty of room for a snowmobile or ATV for touring your property. Don't miss your chance to own this cozy mountain-area home with room to roam!

Beds:
5
Baths:
4.00
Sq.Ft.:
4,044
Status:
Active
MLS#:
20255691
Type:
Single Family
Lot size:
0.53 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Walk to the Slopes! Nestled on the scenic slopes of Windham Mountain and just over two hours from NYC, this mountain haven beautifully marries opulence with rustic allure. The home's exterior, featuring cedar shakes and stone, harmonizes with its lush, landscaped surroundings, creating impeccable curb appeal. Inside, a grand two-story great room welcomes you with a magnificent wall of glass showcasing panoramic mountain vistas and flooding the space with natural light. A wood-burning fireplace set in floor-to-ceiling stone, along with vaulted pine ceilings and custom live-edge woodwork, exudes warmth and character. Luxurious details flow throughout, with glistening wood and bluestone flooring in the main living areas. The chef's kitchen is a culinary delight, equipped with stainless-steel appliances, granite countertops, a breakfast bar, and a wine refrigerator. It seamlessly connects to the dining room, offering views and access to a large deck perfect for relaxation or entertainment. The residence boasts five spacious bedrooms and three-and-a-half bathrooms, including two ensuite bedrooms. The primary suite, located on the first floor, features a generous walk-in closet and a private balcony. Additional spaces include a large family/game room and a versatile loft that might serve as a home office, studio, gym or extra sleeping quarters. Split unit air conditioning ensures year-round comfort throughout the home. The outdoor living space is equally inviting, featuring a spacious deck with twig railings, a hot tub perfect for relaxation, and a firepit area. You can access the heated gear room through the side entrance, which leads from the covered porch adorned with recessed lighting, or via the grand formal entryway. Buying on Windham Mountain affords you the option of buying into the private club or not. It's your choice! But either way, you'll be buying into a mountain lifestyle, a lively atmosphere, and a growing community. This location right near Windham Mountain Club's slopes offers the perfect blend of excitement and tranquility. Offering spectacular views and luxurious living, this is a rare find. With winter approaching, seize the opportunity to own your dream retreat at Windham Mountain. Buyers may opt to purchase the home fully furnished through separate negotiation. Don't miss out on this remarkable chance! A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,914
Status:
Active
MLS#:
20255650
Type:
Single Family
Lot size:
0.33 Acres
Year built:
1900
A broker reciprocity listing 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 nice addition, 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:
3
Baths:
2.00
Sq.Ft.:
1,249
Status:
Active
MLS#:
20255439
Type:
Townhouse
Lot size:
0.07 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Brainard Ridge Charmer! Ready for 4 season active life style. Charming 3 bedroom, 2 bath plus extra sleeping alcove, Brainard Ridge Townhome. Open and airy floor plan, lots of natural light! Cozy living room with large wood burning fireplace, nice dining area, cheery kitchen, Primary bedroom with ensuite bath, plus extra sleeping alcove. Lower level with bunkroom, and guest bedroom, second full bath and laundry room. Enjoy the AC/ Heat splits. Be a part of Windham Mountain Club with its 4-season outdoor living adventures! Take a walk on the Windham Path along the Batavia Kill Creek, Skiing, snowshoeing, biking, golf, excellent hiking trails, fishing, swimming at CD Lane Park lake, restaurants, indie bookshop, day spa, yoga, theater, shops, and so much more. Being sold furnished.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,190
Status:
Active
MLS#:
20255420
Type:
Townhouse
Lot size:
0.03 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Not your ordinary townhouse—this Crystal Pond ''builder's special'' is one of only a few that were ever built with this expanded three-level, 3,190 sq ft floor plan. Designed for comfort, space, and easy living, this corner unit is a true standout in the development. From the covered entry, step into a welcoming heated mudroom with built-in cubbies, hooks, and bench seating—ideal for ski gear and winter coats. A convenient half bath and laundry closet are located nearby. The main living area offers an open, social flow—perfect for gatherings. The full-size kitchen with center island provides ample prep and seating space and opens to the dining area, where a large farmhouse table easily seats up to eight. After a day on the slopes, cozy up by the wood-burning fireplace, curl up in a rocking chair, and enjoy mountain views through large windows. Convenient and versatile, the first-floor suite is currently styled as a cozy home office or den—perfect for homework, reading, or remote work. The attached bath showcases custom tilework, a natural stone walk-in shower, and a Wood-Mode vanity that adds a refined rustic charm. Upstairs, you'll find three spacious en-suites, each with its own bathroom. The primary suite includes his-and-hers walk-in closets, a beautifully tiled bath with glass shower, custom sink and vanity. Abundant closets throughout the home offer exceptional storage for all seasons. The third-level loft is a flexible space—ideal as a fifth bedroom, studio or game room. Outdoors, relax on the back deck overlooking panoramic mountain views and the beautifully maintained 20-acre Crystal Pond grounds. The development features impeccable landscaping, an outdoor pool for summer fun, and shuttle service to Windham Mountain Club—offering true door-to-door convenience for your ski weekends. Park your car for the weekend and enjoy the ease of resort living. This turnkey townhouse is being sold fully furnished ready for the upcoming ski season. Professionally managed HOA ensures easy-care ownership and peace of mind. A rare opportunity—these double units seldom come to market. Come see why this one-of-a-kind Crystal Pond home is one of Windham's best-kept secrets. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,075
Status:
Active
MLS#:
20255369
Type:
Single Family
Lot size:
3 Acres
Year built:
1976
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Price Cut! Don't be fooled by first impressions — this ranch-style home is far more expansive than it appears from the road. Step inside and be truly enthralled by this beautifully expanded and thoughtfully reimagined residence, set in a quiet residential cul-de-sac where peaceful neighborhood living meets country charm, just minutes from Windham Village. A rare find for the area, the property offers desirable privacy without feeling remote — an ideal balance that makes this location truly exceptional. Set on 3 private acres, the home is surrounded by tall evergreens that create a natural privacy screen. Since 2003, the property has undergone a remarkable transformation, evolving into a stylish single-level living layout with smart room additions, central air conditioning, easy-care vinyl siding, expansive outdoor decking, and a heated inground pool — delivering a true resort-style living experience. Inside, the chef's kitchen anchors the home with a huge center island perfect for gathering friends and loved ones. The primary suite features a luxurious bath, while two generously sized bedrooms share a Jack-and-Jill bath. A fabulous bar room sets the stage for game nights, and a stunning sunroom with vaulted ceilings and a wall of glass opens to the wrap-around deck overlooking the private backyard. Architectural details such as arched walls and crown moldings throughout lend the home a refined, polished feel. Additional highlights include a spacious mudroom off the garage with custom built-ins, a living room with the original bluestone wood-burning fireplace, and a finished lower level ideal for a gym, recreation space, or guest quarters complete with a private bath. Modern comforts include top-of-the-line mechanicals, a whole-house generator, an outdoor storage shed, and a freshly paved driveway creating a clean, welcoming entrance. The 3 acres of flat, usable land offer ample space for a garden, firepit, and playset, bordered by mature trees and adjoining private lands for a truly peaceful setting. Move-in ready and meticulously maintained, this home is ideal as a full-time residence or four-season Catskills escape. Picture summer days poolside, deck parties that linger into golden evenings, and cool nights in the hot tub under the stars — all just minutes from one of the Catskills' most favored towns. A must-see property where quality, comfort, and location come together seamlessly. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
20255264
Type:
Single Family
Lot size:
0.25 Acres
Year built:
1835
A broker reciprocity listing Courtesy: Century 21 New West 518-943-2620
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ADDITIONAL INFORMATION

Handyman special in the heart of the Catskills! This 3-bedroom, 2-bath, 1.5-story home is ready for your finishing touch. Great location just minutes to Windham Mountain, hiking trails, golf, and year-round outdoor fun. Perfect for renovation, investment, or a mountain getaway—bring your vision and make it shine! Perfect for second home, Rental or AirBnB!

Beds:
6
Baths:
4.00
Sq.Ft.:
4,104
Status:
Active
MLS#:
20255113
Type:
Single Family
Lot size:
0.48 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Experience mountain luxury at its finest in this stunning post-and-beam home at Windham Mountain Club's exclusive Village East community just a little over two hours from New York City. Designed for those who love the outdoors but don't want to sacrifice comfort, this 6-bedroom, 3.5-bath retreat spans more than 4,100 sq ft and combines timeless craftsmanship with breathtaking views of the Catskills. Step inside to a dramatic two-story great room where walls of windows frame the mountain landscape and a floor-to-ceiling stone fireplace adds cozy warmth after a day on the slopes. Exposed beams, a vaulted pine ceiling, cherry paneling, and a coffered dining room ceiling create a sense of elegance and calm that's both rustic and refined. The chef's kitchen is designed for gathering featuring granite countertops, a Viking stainless-steel appliance suite, and a large center island perfect for après-ski evenings with friends and family. Multiple dining areas flow seamlessly into the living space, creating a warm, open feel for entertaining or quiet moments by the fire. Each bedroom feels like its own private sanctuary. The first-floor primary suite includes a tiled walk-in shower and classic clawfoot tub, while the upstairs suite offers a private balcony, sitting area, and jetted tub overlooking a peaceful stream the perfect place to unwind with a view. The walk-out lower level adds even more living space, with a family room, game room, guest bedroom, and full bath. Outside, a stone patio with a private hot tub is surrounded by natural beauty, while a heated boot room with custom built-ins keeps ski days simple and organized. This home has been lovingly maintained, with freshly repainted exterior, deck, and railings giving it a like-new glow. Located beside 400 acres recently acquired by Windham Mountain Club for future expansion, it also offers incredible long-term potential for appreciation and lifestyle value. Whether you're dreaming of a luxurious weekend retreat, a high-end rental, or a full-time mountain escape, this property delivers it all luxury, nature, skiing, and serenity all within easy reach of NYC.

Beds:
6
Baths:
6.00
Sq.Ft.:
5,872
Status:
Active
MLS#:
20255018
Type:
Single Family
Lot size:
20.02 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Secluded Mountain Estate with 20+ Acres, Panoramic Views & Sport Court in Windham, NY. Privately gated at the very end of Sundance Drive, this extraordinary log estate is one of only five luxury homes in this sought-after enclave each on expansive land, but none offering the privacy, scale, or setting of this one. Set on a sweeping tract with panoramic mountain views, this home blends refined craftsmanship with rustic elegance in a way few properties ever do. Inside, you're welcomed by soaring vaulted ceilings clad in pine, wide-plank cherry-stained wood floors, and custom finishes throughout. The open-concept layout centers around a jaw-dropping great room with a two-story wall of glass and a dramatic stone fireplace. From there, the space flows seamlessly into a chef's kitchen outfitted with commercial-grade stainless steel appliances, dual dishwashers, copper farmhouse sinks, stone countertops, and handcrafted copper lighting that echoes throughout the home. Multiple French doors open to a wraparound deck designed for all-season use, complete with an outdoor fireplace and a covered, wired section ideal for enjoying snowfall or rain in comfort. With six spacious bedrooms, several featuring fireplaces and balconies, the home is made for hosting or relaxing in peace. The primary suite includes custom built-ins, a fireplace, and a spa-style bathroom with forest and mountain views. The main level also offers a dedicated office and ski/boot room. Throughout the home, you'll find a rich mix of wide-plank wood, slate, and bluestone flooring, adding to the upscale mountain lodge aesthetic. The finished walkout level expands your living space significantly with additional bedrooms and bathrooms, a beautifully designed wet bar with copper accents and a third dishwasher, and a wine and cigar room. A dual-sided fireplace connects the large family room with a card/game area, and a fitness center is discreetly tucked off to the side. A second laundry area here complements the one on the main floor for added convenience. No detail was overlooked in construction or design. The home includes full surround sound, air conditioning, a whole-house generator, 8-year-old composite slate replica roof with 50-year warranty, composite decking, and both attached and detached garage spaces. The grounds are just as spectacular as the interior. Professionally landscaped with stone walls, walkways, and mature gardens, the property also features a fire pit gathering area, a full-size sport court with basketball and tennis setup, and acres of manicured lawn and private woods perfect for hiking or quiet exploration. This is a once-in-a-lifetime opportunity to own a private mountain estate less than 1.5 miles from town and just 2 miles from Windham Mountain Ski Resort. Designed for comfort, built for generations, and surrounded by nature, this is more than a home, it's a legacy property. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
1
Baths:
1.00
Sq.Ft.:
423
Status:
Active
MLS#:
20254944
Type:
Condo
Year built:
1960
A broker reciprocity listing Courtesy: Weichert Realtors Fontaine 518-945-2125
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ADDITIONAL INFORMATION

Dreaming of a vacation home? This one pays for itself! A turnkey investment opportunity awaits with this one-bedroom, low maintenance condo. Enjoy modern comforts and the benefit of being close to dining, shopping, and the ski slopes. The amenities include a seasonal pool, restaurant& bar, game room, fitness center, movie theater and an on-site coin operated laundry facility. A shuttle bus is also available to take you to the ski slopes.

Beds:
4
Baths:
2.00
Sq.Ft.:
2,240
Status:
Active
MLS#:
20254949
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Price Cut! Windham Creek Lodge is a proven, income-producing short-term rental generating approximately 70K-80K in annual GCI. The recent price reduction enhances the profit margin while offering additional room to scale and maximize returns. Fully renovated in 2023-2024, this modern multi-family chalet is ideally located just minutes from Windham Mountain Club and Hunter Mountain—positioning it as a go-to destination for visitors seeking a mountain escape only 2.5 hours from the NYC metro area. The Catskills attract steady demand for skiing, golf, hiking, weddings, cultural events, and quiet escapes from city life. Proximity to ski resorts, golf courses, wedding venues, hiking trails, and Windham Village supports strong year-round occupancy across all seasons. Designed for flexibility and revenue optimization, the home features two fully self-contained 2-bedroom, 1-bath units, each with open-concept living areas. An interior connecting staircase allows the property to function as two private STR suites or one expansive 4-bedroom retreat, maximizing booking versatility and nightly rate potential. Completely turn-key and professionally decorated, the home offers new modern furnishings, renovated kitchens and baths, wood flooring, and elegant LED fireplaces in both living rooms—allowing a new owner to step in and operate immediately. Guest-favorite outdoor amenities include a hot tub, fire pit, and expansive wrap-around deck with scenic mountain views—key drivers of 5-star reviews and repeat bookings. Additional conveniences include two laundry areas, dual hot-water heaters, and a dedicated electric vehicle charger, catering to today's travelers. A garage currently being converted into a recreation/theater space adds another high-value amenity for group rentals. Beyond current performance, the property offers exceptional room to scale and maximize profit. Set on a level 1.30-acre lot, there is ample space to add high-ROI amenities such as a sauna, playground, outdoor kitchen, or enhanced recreation areas, all proven to increase occupancy, length of stay, and average daily rates in the Catskills STR market. Biggest upside: the property may offer potential subdivision opportunity, subject to town approvals. With access to town water and sewer lines, the right buyer may wish to explore approvals to create a separate ±0.50-acre building lot—unlocking future development value, resale flexibility, or the opportunity for an additional income-producing structure. Buyers should conduct their own due diligence with the Town regarding subdivision and municipal service connections. Currently generating approximately 75,000-80,000 in annual rental income with a 5-star guest rating, Windham Creek Lodge combines immediate income with long-term scalability. For the right investor or owner-operator, this is an exceptional opportunity to acquire a high-performing STR in a prime Catskills location—a true year-round destination offering income today and meaningful upside for tomorrow.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,368
Status:
Active
MLS#:
20254931
Type:
Single Family
Lot size:
0.75 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Charming & Freshly Renovated Cottage in the Heart of Windham — Just 1 mile from skiing at Windham Mountain Escape to the mountains and fall in love with this newly renovated Catskill Mountain cottage, ideally situated just minutes from world-class skiing and golfing at Windham Resort. Nestled in a prestigious yet charming community only about two hours from NYC, this property blends cozy mountain living with stylish, modern comfort — the perfect retreat for second-home buyers, skiers, golfers, and anyone craving a peaceful escape. Step inside and be welcomed by gleaming hardwood floors, vaulted ceilings, and dark exposed beams that strikingly contrast against crisp white walls, creating a sophisticated yet warm aesthetic. The open-concept living area features a light-filled great room, a modern fireplace, and plenty of space to relax after a day on the slopes or the greens. The sun-drenched kitchen is thoughtfully designed and offers a suite of stainless steel appliances, ample cabinetry, and a spacious breakfast bar — perfect for casual meals or après-ski gatherings. From here, step outside to the freshly stained front porch or the private rear deck, ideal for morning coffee or starlit evenings. This cottage offers four bedrooms, including a private en-suite bedroom, as well as a dedicated ski/boot room for effortless winter gear storage. Split units provide efficient heating and air conditioning year-round, ensuring comfort in every season. Large windows throughout the home capture gorgeous mountain views, bringing the outdoors in. A charming and adorable finished attic, accessed via a ladder, offers a private, cozy hideaway with two additional beds — perfect for guests, or anyone seeking a tucked-away retreat within the home. Located within walking distance to the area's most popular restaurants, enjoy stream-side dining, cozy fire pits, and live music just a short stroll away. Specifically, the home is only 0.18 miles from the beloved Chicken Run Restaurant, 1.33 miles from the Windham Mountain Club and Adventure Park, and just 1.5 miles from scenic golfing — making it ideally positioned for both relaxation and recreation. An attached one-car garage provides additional convenience and storage. The complete renovation of the home was just finished this week, allowing you to move right in and enjoy a worry-free Catskills lifestyle. Best of all, this home offers remarkable affordability in one of the region's most desirable communities — making it a rare opportunity for those seeking a second home or a serene full-time residence. Two of the four bedrooms do not have heat elements in them. The split unit in the living room services the living room and two of the three bedrooms on the first floor. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,100
Status:
Active
MLS#:
20254919
Type:
Single Family
Lot size:
0.02 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
View additional info

ADDITIONAL INFORMATION

Just in time for ski season! Make this your base for winter fun at Windham Mountain Club. Beautifully renovated with comfort and quiet luxury in mind, this gorgeous corner townhouse in the desirable Brainard Ridge development offers a rare expanded floor plan featuring 4-5 bedrooms and 3.5 baths — perfect for hosting all of your loved ones and guests. The chef's kitchen has been tastefully upgraded with an enlarged breakfast bar, custom cabinetry, stainless steel appliances, granite counters, and a built-in bar with wine refrigerator. The main living area exudes a cozy mountain vibe with an authentic bluestone fireplace and vaulted wood ceilings, while the mid-level den with a second fireplace provides a private retreat for reading, work, or overnight guests. The lower ensuite bedroom offers privacy and comfort, while the top-floor primary suite impresses with vaulted ceilings, skylights, and a luxurious bath with jacuzzi tub and steam shower. A partially enclosed loft play area and charming sleeping nook with built-ins and skylight add versatility and charm. This home is being sold fully furnished, complete with quality bedding, kitchenware, and décor — making for a seamless transition to your new vacation lifestyle. A heated mudroom keeps outdoor gear organized, and with easy access to the base lodge and trails, you'll enjoy all four seasons of mountain living. Exceptional as a personal retreat or investment, this slope-side property also offers strong rental potential. Don't miss this rare opportunity in one of Windham's most sought-after communities. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
5
Baths:
6.00
Sq.Ft.:
3,643
Status:
Active
MLS#:
20254832
Type:
Single Family
Lot size:
0.06 Acres
Year built:
2021
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Turn-Key Windham Ski Retreat Modern End Unit with 4 En-Suites, Full Furnishing Option & High Income Potential Personal Use or Income Ready and hitting the market just in time for peak rental demand, this modern end-unit townhome at 292 South Street offers an unbeatable opportunity for both investors and second-home seekers. Featuring four en-suite bedrooms, panoramic slope views, and a sleek open layout built in 2021, it's the perfect blend of luxury and earning potential. Want to start generating income the moment you close? The seller is offering the **option to purchase the unit fully furnished** including kitchenware, linens, and drapes — so you can immediately begin short-term renting or using the home for personal enjoyment this fall and winter season. Whether you're looking to lock in a ski escape before the snow hits or secure a turn-key investment, this property is ready to deliver. Currently grossing between ninety and ninety-five thousand dollars annually with only part-time bookings, the home has proven income performance and **plenty of room to grow**. With increased availability, more active marketing, and consistent short-term rental management, there's clear upside for anyone looking to scale the business side. Windham continues to draw strong year-round interest, with ski season, hiking, festivals, and mountain events fueling rental demand throughout the calendar. Designed for group stays and effortless hosting, the layout features five large bedrooms — four with private bathrooms — along with a spa-like primary suite that includes a private terrace and walk-in closets. The main level offers a bright, open concept living space centered around a chef's kitchen, granite counters, stainless steel appliances, and a cozy fireplace. Step outside onto a 720-square-foot deck and take in sweeping mountain views that keep guests coming back season after season. Additional perks include a heated garage and equipment room, two laundry rooms, central air, and nearly door-to-door shuttle access to Windham's North Lot. As an end-unit, the property is bathed in natural light from three sides, further elevating its comfort and appeal. Annual expenses remain low, with insurance around twenty-five hundred dollars, electricity at twenty-one hundred, and heating fuel roughly thirty-one hundred — all primarily tenant usage. With existing income and clear growth potential, this is a strong financial performer. Seller is open to partial owner financing for qualified buyers and contact info for local property managers is available upon request to help ramp up operations immediately. Optional membership to Windham Mountain Club adds access to premium amenities like spa services, a new golf course coming in 2026, tennis, pool, and more — enhancing both the lifestyle and rental value. Whether you're after a high-yield income property, a low-maintenance second home, or both, this turn-key offering stands out in one of the Northeast's most desirable ski and four-season destinations. Private showings are available now. Lock in your mountain investment before the season begins. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
8
Baths:
4.00
Sq.Ft.:
3,350
Status:
Active
MLS#:
912042
Type:
Single Family
Lot size:
210.4 Acres
Year built:
1887
A broker reciprocity listing Courtesy: Serhant LLC 646-480-7665
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ADDITIONAL INFORMATION

Experience Rustic Elegance and Timeless Wonder at 3 Leon Macglashan Road Nestled on over 210 acres of pristine Catskill landscapes, this extraordinary estate offers an unparalleled opportunity to embrace the serenity, privacy, and natural beauty of Windham, NY. From the moment you arrive, the property captivates with its historic charm, panoramic mountain views, and endless possibilities. Every corner of this land tells a story, blending the allure of yesteryear with the comfort and functionality of modern living. The centerpiece is a majestic 10-bedroom farmhouse, meticulously crafted with original hand-hewn beams, expansive living spaces, and timeless architectural details. Each room reflects a careful balance of rustic character and modern convenience, offering the perfect environment for family gatherings, creative retreats, or hosting guests. The home's generous layout includes multiple living areas, formal dining spaces, cozy nooks, and a chef-inspired kitchen ready for culinary adventures. Step outside and discover a landscape of sublime wonder. Two crystal-clear streams meander through open meadows, surrounded by mature forests and wildlife habitats. This property offers a rare combination of seclusion and accessibility, with trails and pathways that invite exploration, reflection, or adventure. With over 210 acres, there is room for equestrian pursuits, hiking, sustainable farming, or a private compound. The land's unrestricted potential makes it a perfect canvas for those seeking a retreat, a creative haven, or even a boutique inn or event venue. Beyond the natural beauty, the property's strategic location allows you to enjoy the cultural and recreational richness of the Catskills. Local attractions, hiking trails, ski resorts, and charming nearby towns provide seasonal and year-round experiences, while the estate's expansive acreage ensures ultimate privacy. Whether watching the sunrise over the mountains, listening to the streams, or entertaining friends in the warm embrace of the farmhouse, every day feels like a retreat into timeless elegance. Additional features include ample outbuildings, stone walls, and scenic viewpoints that further enhance the property's charm. The estate's mix of meadows, forested areas, and waterways provides a rare combination of natural beauty and functional versatility. Whether your dream is a serene family retreat, an artist's sanctuary, a sustainable farm, or a private resort, this property delivers the space, privacy, and inspiration to bring that vision to life. This is a once in a lifetime opportunity to own one of the most distinctive and desirable properties in the Catskills. Its combination of historic elegance, natural splendor, and boundless potential ensures that 3 Leon Macglashan Road is not just a home, but a legacy to cherish for generations. Discover a property where every sunrise feels like a masterpiece, every stream whispers serenity, and every room tells a story. Here, rustic elegance meets timeless wonder, creating an experience unlike any other in the region. For those seeking a rare estate with soul, character, and endless possibilities, this is the address where dreams are realized, adventures begin, and memories last a lifetime.

Beds:
n/a
Baths:
Sq.Ft.:
n/a
Status:
Active
MLS#:
20254648
Type:
Single Family
Lot size:
5.7 Acres
Year built:
1982
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

5.7 Acres with Utilities in Place - Perfect Setting for Your Dream Home This 5.7-acre property offers the ideal blend of open fields and wooded areas, creating a beautiful mix of natural landscapes and privacy. While there is an existing single-wide mobile home on site, it has been vacant for some time, is not considered habitable, and has not been given value. The true value here lies in the land itself and the ease of building, thanks to improvements already in place. The property is equipped with a well, electricity, a driveway, and a septic system. The size and condition of the septic are unknown, and buyers are encouraged to have a septic inspection completed to determine whether it can be used or requires replacement. Offering an impressive 955 feet of road frontage, the property is easily accessible, with trees along the frontage that enhance privacy. A cleared home site, tucked away from the road, creates a private and ready-to-build setting for a future residence. With both open fields and wooded areas, this land offers flexibility for a variety of uses, whether as a year-round residence, a vacation retreat, or a recreational escape. Its location is hard to beat—less than five minutes to shopping, dining, and town conveniences, six to seven miles to skiing at Windham Mountain Resort, and only fifteen to twenty minutes from Hunter Mountain Resort. This property is all about potential. With existing utilities and a private, cleared site already established, it is truly a blank canvas awaiting the next owner's vision.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,088
Status:
Active
MLS#:
20254677
Type:
Single Family
Lot size:
2.2 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Nestled at the end of a tranquil cul -de-sac, this spacious 3+1 bedroom perched on a hill just a short distance to downtown Windham has breathtaking views of the slopes at Windham Mountain. On the main level, floor-to-ceiling glass sliding doors showcase expansive mountain views. An open-concept layout with vaulted ceilings unites the living room, dining room, and kitchen—all oriented toward the serene landscape. The master suite shares these same captivating views. Wake up to breathtaking mountain views while enjoying your coffee on the expansive new deck that spans the full length of the home, where the gentle sounds of the creek below complement your panoramic vistas of the ski slopes. The spacious finished lower level offers versatile entertainment space that can serve as a game room, office, or media room. Large windows flood the area with natural light, while ample storage keeps everything organized. Convenient direct access leads to the oversized single-car garage, plus a walk-out exit for easy outdoor access. An attached one-bedroom suite with a sleeping loft and dedicated washer and dryer provides excellent potential as a rental unit, offering additional income opportunity for the homeowner. A perfect retreat for those seeking tranquility, scenic beauty, convenience and financial advantages. Only minutes to the town of Windham where you have all the entertainment at your fingertips. Not to mention an ideal retreat for the avid skiers. Sold furnished. A 3D Walkthrough Tour is available in the digital Lookbook or by request from the listing agent.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,058
Status:
Active
MLS#:
20254605
Type:
Townhouse
Lot size:
0.02 Acres
Year built:
1992
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Charming 4-Bedroom Townhome Just Minutes from Windham Slopes!Discover this beautifully designed townhome in a vibrant four-season community, just five minutes from Windham's premier ski slopes, golf courses, scenic walking paths, top-rated restaurants, and stunning hiking trails. This thoughtfully crafted three-level home offers:4 Spacious Bedrooms - Plenty of space for family and guestsCozy up after a day of adventure by the stone fireplace or outside by theExpansive Deck which is Perfect for relaxing and entertainingThis unit has a Creative Multi-Level Layout - A unique design that maximizes space and comfortEnjoy the perfect blend of nature, recreation, and modern living in this growing community. Don't miss this opportunity And for the skiers, take advantage of the shuttle bus that brings you directly to the slopes and a private ski closet outside your front door. There's also a inground community pool.

Beds:
3
Baths:
4.00
Sq.Ft.:
3,729
Status:
Active
MLS#:
20254472
Type:
Single Family
Lot size:
4 Acres
Year built:
1988
A broker reciprocity listing Courtesy: Hunter Windham Real Estate 518-965-8439
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ADDITIONAL INFORMATION

Don't miss this unique opportunity to establish a year-round retreat in the Catskill Mountains, ideal for hosting family and friends on two separate lots. The grounds offer apple picking, fishing in the pond, and swimming, while children can enjoy outdoor activities and grandparents relax on the upper deck with scenic mountain views—all accessible from your own front yard. In winter, prepare for days on nearby Windham Ski slopes and return to a spacious chalet featuring an open great room with a warm fireplace in the sunken living area. The property includes ample space for holiday gatherings or casual meals at the kitchen island. The main floor consists of two large bedrooms, a full bathroom, laundry facilities, and a half bath adjacent to the kitchen. Upstairs, a primary suite and loft provide additional privacy and comfort. The sought-after family room is equipped with a supplementary kitchen, wood-burning stove, quality ski furnishings, pool table, dart games, extra office/sleeping space, and another full bathroom. A convenient one-car garage ensures secure late-night arrivals and easy access. The home boasts a new heating system, full-house air conditioning, and high-quality finishes including marble, hardwood and carpet flooring, wood doors and trim, skylights, and vaulted ceilings—creating a true mountain chalet ambiance. Offered furnished and turnkey, this custom-built home has never before been on the market and is ready for its next owners. Located just minutes from Windham Club, it offers access to year-round activities and the potential to become your dream mountain residence.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,290
Status:
Active
MLS#:
20254469
Type:
Townhouse
Lot size:
0.01 Acres
Year built:
2020
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 914-238-0676
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ADDITIONAL INFORMATION

Built in 2020 and maintained in like-new condition, this end-unit townhome offers contemporary design, lasting quality, and proven versatility. Whether you're looking for a strong short-term rental investment or your own Catskills escape, this property checks every box. The bright, open-concept living and dining area flows easily to a private deck, ideal for outdoor meals or quiet relaxation. The modern kitchen features maple cabinetry, granite countertops, and stainless appliances, combining style and durability. Two well-proportioned bedrooms are complemented by two full baths on separate levels—one with a soaking tub upstairs, the other with a walk-in shower downstairs. Details like solid wood doors, deep closets, and ducted A/C throughout make this home as functional as it is attractive. Situated at the end of the row for added privacy, the condo is just minutes from Windham Mountain, with Hunter close by. Shops, dining, and the Trailways bus stop are within walking distance, making travel and daily living effortless. Already a successful Airbnb, this property is primed to generate income immediately or serve as your low-maintenance home base in the mountains and it's a great property for skiers.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,400
Status:
Active
MLS#:
20254344
Type:
Single Family
Lot size:
3.9 Acres
Year built:
1959
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Up the road from thousands of acres of state hiking trails and from CD Lane Park with swimming, kayaking, and family fun, this location is a true four-season retreat. Minutes to Windham and Hunter ski resorts, golf courses, and local venues, the setting offers year-round recreation at your doorstep. Set back from a quiet country road on nearly 4 acres, this property is all about the outdoors. A large pond with a charming footbridge creates a picture-perfect backdrop, complemented by rolling lawn, trees, and mountain air. Two sheds provide extra storage for gear and toys. The home itself offers 3 bedrooms and 2 baths with an open floor plan and a cozy wood-burning stove along with a den/office off the living room.While the house could use some cosmetic and structural updates, it's perfectly livable as-is—giving you the opportunity to enjoy it right away while planning improvements. there is a new roof on the house. If you're looking for a ''crazy pretty property'' with true country character and endless potential, this one is worth a visit. What a great investment this would be as a home or rental property for people to enjoy the country life. Seller Says: Bring Offers!!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,178
Status:
Active
MLS#:
20254311
Type:
Townhouse
Lot size:
0.03 Acres
Year built:
1986
A broker reciprocity listing 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:
3
Baths:
1.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
20254112
Type:
Single Family
Lot size:
0.51 Acres
Year built:
1972
A broker reciprocity listing Courtesy: Dugo Realty 518-719-5926
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ADDITIONAL INFORMATION

Introducing a treasure in the heart of Windham, where charm and convenience beautifully coalesce. This three-bedroom oasis offers a newly renovated, low maintenance home that encapsulates comfort and serenity. Set amidst the breathtaking mountain views, this property boasts an enchanting creekside grotto. The firepit area is an idyllic spot for tranquil evenings under the stars, a feature so serene you'll forget you're in the heart of town. The harmonious sounds of the backyard creek and nearby Batavia Kill further augment this haven's tranquility. Beyond the allure of nature, the dwelling's prime location can't be ignored. Just a leisurely stroll away from the vibrant town center, you're also in close proximity to culinary delights at Babblers Restaurant and the Union & Post Restaurant. Whether you're in the mood for an intimate dinner or a lively night out, you're always minutes away from top-notch dining options.The world-renowned Windham Ski Resort is just a five-minute drive away, making this the perfect retreat for ski enthusiasts. Adventure or relaxation, this residence accommodates every whim.With potential as a rewarding second home or a lucrative investment property, this dwelling offers a plethora of possibilities. The convenience of the location, combined with the serene setting and the allure of the surrounding mountains, make this property a truly captivating find in the Windham real estate market. Embrace the chance to make it your own today.

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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 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.

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

Listings courtesy of One Key MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of 11/13/2024. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Properties displayed may be listed or sold by various participants in the MLS. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright 2026, OneKey MLS, Inc. All Rights Reserved.



Windham 12496 Real Estate

Windham is located in New York. Windham, New York 12496has a population of 1,553. Windham 12496 is less family-centric than the surrounding county with 21.33% 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 12496 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 12496 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

    $655,000
    24.5%
    change since last quarter
  • # Active listings

    209
    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 12496

Zip Code City
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