Windham NY Real Estate & Homes for Sale

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Beds:
4
Baths:
4.00
Sq.Ft.:
3,400
Status:
NEW LISTING
MLS#:
20264802
Type:
Single Family
Lot size:
0.45 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

On Windham Mountain. This Stunning and Immaculate, Contemporary, Log and Stone, shows Pride of Ownership in this 4 bedroom, 3.5 bath. Stunning entrance and large heated ski room with custom built ins for all your gear plus heated boot warmers, Opens to a Grand and Spacious living area with vaulted ceilings, with wonderful large windows to take in the views and lovely floor to ceiling stone fireplace. Spacious working kitchen with granite counters, Stainless-Viking appliances, raised bar counter with stools for that quick cup of coffee in the morning. Large wood dining table and 8 upholstered chairs, for family dinners and plenty of room for guests. Opening through sliding glass doors to large wrap around deck, (Trex). Railings just 3 years old. Primary bedroom suite has large custom built-in closet and enters to a lovely bathroom, with Tub and shower. Lower level there are 3 nice-sized bedrooms, one is a bunk room, there is also a large den, with separate office space and a large laundry room. Come be a part of Windham year round, something for everyone, spas, movie theater, miniature golf, great restaurants, 2 beautiful golf courses, there is also hiking, biking, walking path and of course skiing during ski season.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,414
Status:
NEW LISTING
MLS#:
20264801
Type:
Single Family
Lot size:
0.5 Acres
Year built:
1955
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

There's something instantly welcoming about this refreshed 4-bedroom, 2-bath Country Cape located in the village of Hensonville--small-town charm, a backyard of your own and all that Windham and the Mountaintop have to offer just minutes away. A stone patio welcomes you at the front entrance, with plenty of opportunity to add your own personal touches with planters, seating or seasonal color. Step inside to an easy-flowing floor plan with hardwood floors throughout the first level. The cheerful country kitchen features painted cabinetry, a center island and plenty of room to gather around the table. From there, move naturally into the living room, where the gas fireplace makes it easy to cozy up and unwind after a day spent enjoying the Catskills. Two bedrooms and a full bath on each floor create an easy, flexible layout with plenty of space to spread out, host guests or set up a home office. Upstairs, new carpeting adds a fresh, comfortable finish. The TV room just may become your favorite spot in the house. Windows frame the backyard and fill the room with natural light, while a gas woodstove adds warmth and that cozy country feel when the temperatures drop. A convenient side entrance provides a natural drop zone for coats and outdoor gear, while a tucked-away laundry closet adds everyday function without taking away from the room. Comfortable and practical, it's a space that works in more ways than one and connects conveniently to the attached one-car garage, complete with a workbench, electric heater and extra storage. Open the back door and step onto the small patio overlooking a flat, easy backyard shaded by mature trees. A firepit and picnic table are already in place, and the patio can easily be expanded to create a larger outdoor living area. Add gardens and landscaping, create more privacy or find the perfect spot for a hammock--there's plenty of room to personalize and make this outdoor space your own. Recent improvements include a basement waterproofing system and a new high-efficiency IBC boiler and hot water system for added comfort and efficiency. With an updated kitchen and baths, town water and a convenient Hensonville location, you're close to CD Lane Park, Windham-Ashland-Jewett School, Windham Mountain Club, Main Street and year-round recreation. Turnkey, comfortable and easy to enjoy, this sweet Cape works equally well as a primary residence or an affordable Catskills getaway. Priced right and ready to go--don't wait on this one. It won't last long!

Beds:
16
Baths:
19.00
Sq.Ft.:
10,000
Status:
NEW LISTING
MLS#:
1040802
Type:
Single Family
Lot size:
17 Acres
Year built:
1898
A broker reciprocity listing Courtesy: Atelier WM LLC 917-817-5576
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ADDITIONAL INFORMATION

Windham, NY Investment Offering: Haus Windham is where the mountain meets the moment. 17+ Acres; Luxury All-Season Resort; Direct-to-Slope Access; Institutional-Grade Asset. There's a new blueprint for what a mountain escape can be — regenerative, revenue-generating, and designed for a generation that demands both intention and edge. Haus Windham is that blueprint, made real: a fully stabilized, fully reimagined luxury resort sitting on 17+ acres in the Northern Catskills, three minutes from the trails of Windham Mountain. This is not a fixer-upper. This is a living, thriving hospitality business — and an irreplaceable development canvas. AT A GLANCE: ANNUAL REVENUE: ~$1M (excluding F&B and group bookings). TOTAL ACREAGE: 17+. Expansion-ready land. CURRENT UNITS: 11 (signature resort mix features multiple room/occupancy capacity). THE PROPERTY: Mountain Luxury Realized. Between 2021 and 2023, Haus Windham underwent a comprehensive two-year ground-up luxury renovation. Every unit was rethought and rebuilt with high-end furnishings, full mechanical upgrades, designer appliances, and spa-caliber bathrooms. The result is a property that guests actually write home about — and return to. SIGNATURE AMENITIES: Private steam showers, Private cinema room, Hot tubs & Jacuzzis, Boutique fitness center, In-suite fireplaces, Fiber-optic WiFi campus, Full-size kitchens, Glass Mirror Haus suites. THE UNIT MIX: Curated variety for maximum RevPAR. A thoughtfully assembled portfolio of accommodation types enables dynamic pricing across seasons and party sizes — from solo remote workers to full group buyouts. Glass Mirror Haus: 2 5-Bedroom Private Chalet: sleeps 12. Duplex Suites: 3. 1-Bedroom Suites. 2-Bedroom Full Kitchen Suites. INFRASTRUCTURE EDGE: Haus Windham represents the utility advantage your competitors can't replicate. Most Catskills properties are tethered to private wells and septic systems — the invisible ceiling that caps density, stalls expansion, and quietly erodes margins. Haus Windham is connected to full municipal water and sewer, a distinction that is genuinely rare in the region and one that removes the single largest barrier to scaling a hospitality concept here. Municipal utilities don't just support the current 11-unit operation — they unlock the full development capacity of 17+ acres in a way that is almost impossible to find elsewhere in the Catskills. DEVELOPMENT POTENTIAL: The Town of Windham has no zoning ordinance. One of only a handful of municipalities in New York State without a zoning code, Windham gives buyers an extraordinary degree of creative control over how this land is developed and used. Add in an existing variance permitting below-minimum-footprint cabin construction — the foundation of a high-density micro-cabin or tiny-home hotel concept — and the development upside here is truly exceptional. Think: a forest of sustainably designed pods, a wellness compound, a four-season glamping destination. The land is ready. The infrastructure is in place. The permission structure exists. LOCATION: Haus Windham is located in the Northern Catskills' most coveted address, just a three minute drive to Windham Mountain Resort — 54 trails, 285 skiable acres — steps away from Windham Path — the region's premier multi-use recreational trail, walking distance from Windham Country Club & Golf Course, a 12 minute drive from Hunter Mountain, in Windham's commercial core featuring world-class dining, boutiques, and apres-ski culture. Haus Windham represents a rare convergence of stabilized cash flow, irreplaceable land, and the uncapped upside of a no-zoning, infrastructure-ready development opportunity at the heart of the Northeast's fastest-growing mountain destination. Ready to own the mountain moment?

Beds:
2
Baths:
1.00
Sq.Ft.:
1,122
Status:
NEW LISTING
MLS#:
20264745
Type:
Single Family
Lot size:
1.4 Acres
Year built:
1963
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Exceptional Opportunity in a Prime Windham Location! property is sub- dividable. Owner is motivated bring offers!!! 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 Mountain and the pleasant walk to the center of Town — location doesn't get better than this!

Beds:
5
Baths:
5.00
Sq.Ft.:
3,150
Status:
Active
MLS#:
20264672
Type:
Single Family
Lot size:
0.07 Acres
Year built:
2023
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-273-1001
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ADDITIONAL INFORMATION

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills' year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed après-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning f ireplaces that bring warmth and character to each home. Townhomes with club membership are offered from 1.4 million to 1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the ''Gem of the Catskills,'' Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention. The complete offering terms are in an offering plan available from sponsor. File No. H23-0004.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,770
Status:
Active
MLS#:
20264671
Type:
Single Family
Lot size:
0.05 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-273-1001
View additional info

ADDITIONAL INFORMATION

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills' year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from 1.4 million to 1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the ''Gem of the Catskills,'' Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention. The complete offering terms are in an offering plan available from sponsor. File No. H23-0004.

Beds:
5
Baths:
4.00
Sq.Ft.:
4,056
Status:
Active
MLS#:
20264601
Type:
Single Family
Lot size:
0.34 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Windstar Realty Group, LLC 518-734-6600
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ADDITIONAL INFORMATION

Contemporary design blends with historic character in this thoughtfully renovated single-family classic colonial home located on charming Main Street in Windham. Originally built in 1930 and fully redesigned in 2024, this turnkey home creates the perfect environment for hosting lavish get-togethers and unforgettable family memories. Gaze into the skies to celebrate summer fireworks from your enclosed balcony or sip hot cocoa as you follow skiers as they slalom down Windham Mountain trails from your generous eat-in-kitchen. The distinct layout of this home design features a 2nd level entertainer's paradise with sprawling kitchen island, custom beverage center, and unobstructed mountain views. An insulated covered deck off the great room and kitchen brings the outside into your entertainment space. After the sun goes down, the gas fireplace is a perfect place to cozy up and enjoy listening to music from one of the 4-zone multimedia systems. Downstairs, five spacious and bright bedrooms encircle the center staircase on the 1st level with 2 well-appointed full baths, a powder room, and laundry room equipped with an oversized washer and dryer. Enter through the elegant front foyer with its grand staircase or trudge around the side entrance into a massive snow room to remove and store all your winter gear. Soaring high ceilings on both sleeping and living floors. Rear barn with plumbing, electric, and metal roof is ready to become your studio, workshop, or recreation space. The covered wrap-around front porch with exterior recessed lighting completes the picture and invites you sit, relax, and unwind. A perfect blend of style, comfort, lifestyle, and modern luxury. All this is just steps away from dining, shopping, and all the wonderful reasons why people have sought out Windham for generations. A rare opportunity to own a home of this quality and location. Come create the memories your family will enjoy for a lifetime!

Beds:
5
Baths:
5.00
Sq.Ft.:
3,150
Status:
Active
MLS#:
1037351
Type:
Single Family
Lot size:
0.04 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-723-6800
View additional info

ADDITIONAL INFORMATION

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention. THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004.

Beds:
4
Baths:
4.00
Sq.Ft.:
2,770
Status:
Active
MLS#:
1037361
Type:
Single Family
Lot size:
0.04 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Douglas Elliman Real Estate 914-723-6800
View additional info

ADDITIONAL INFORMATION

Set within the natural beauty of the Windham Mountain Club, Stonewall Glen is a private mountain enclave defined by thoughtful design, understated luxury, and a deep connection to its surroundings. Conceived as a retreat for those who value privacy, craftsmanship, and a slower rhythm of living, the community offers a refined setting for gathering, entertaining, or quiet escape amid the Catskills’ year-round landscape. Ownership at Stonewall Glen includes membership to Windham Mountain Club, providing access to skiing, golf, fishing, hiking, and horseback riding, along with wellness amenities, curated programming, and elevated dining experiences. From relaxed apres-ski moments to destination-worthy culinary offerings, life here is shaped by comfort, quality, and a sense of belonging. The community features a limited collection of custom three-, four-, and five-bedroom townhomes, each designed with expansive, light-filled interiors ranging from approximately 2,770 to 3,150 square feet. Residences are finished with a carefully considered palette of premium materials, including heated attached garages, Bertazzoni stainless steel appliances, custom bath vanities, seven-inch white oak flooring, bespoke tilework, solid pine doors, refined trim, central heating and air, nine-foot ceilings, and wood-burning fireplaces that bring warmth and character to each home. Townhomes with club membership are offered from $1.4 million to $1.9 million. Residents enjoy access to a private clubhouse designed as a social and wellness hub for the community. Amenities include a fitness center, game and lounge spaces, meeting and entertaining areas, a fully equipped kitchen and bar, outdoor decks, and a great room anchored by a fireplace. Outdoor amenities extend the experience year-round, with a pool, hot tubs, tennis courts, and a traditional Swedish sauna, all integrated into the natural setting. Located in Windham, long known as the “Gem of the Catskills,” Stonewall Glen offers a four-season lifestyle just over two hours from New York City. More than a place to live, it is a setting designed for living well, where home, landscape, and community come together with intention. THE COMPLETE OFFERING TERMS ARE IN AN OFFERING PLAN AVAILABLE FROM SPONSOR. FILE NO. H23-0004

Beds:
4
Baths:
3.00
Sq.Ft.:
2,150
Status:
Active
MLS#:
20264531
Type:
Single Family
Lot size:
2.3 Acres
Year built:
1980
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Windham Gem - Timeless Catskill Living. Discover a beautifully updated farmhouse where classic country character meets refined modern comfort, privately nestled on 2.3 beautifully landscaped acres in one of Windham's most desirable four-season destinations. Lovingly maintained and truly move-in ready, this distinctive home showcases beautiful wide-plank wood floors, exposed wood-beamed ceilings, custom built-in bookcases, and the warmth of a wood-burning fireplace and two additional wood-burning stoves. At the heart of the home is an inviting country kitchen with a charming breakfast nook and old-style wood stove with stovetop, creating an atmosphere that feels both authentic and welcoming. Offering 4 bedrooms and 2.5 baths, (easy to expand to a full bath) the home provides wonderful flexibility for family and guests. An upstairs bedroom is enhanced by sunny built-in window seats, while main level offers a front flex room and/or 4th bedroom with access to a bath which is ideal as a private home office, den, additional family room, or guest space. Outdoors, a beautiful stone patio opens to the landscaped grounds, providing a peaceful setting for summer dining, entertaining, and relaxing in the fresh mountain air. A 2-car garage with loft area offers additional storage, workshop, or studio possibilities. Thoughtful improvements, including an updated roof, windows, and electrical system, complement the home's original character while providing modern-day peace of mind. Just up the road from the renowned **Windham Manor** wedding venue, the property also presents an attractive opportunity for those seeking vacation or wedding-related rental potential. Minutes to Windham Mountain Ski , championship golf, Windham Village, fine dining, hiking trails, and year-round Catskill recreation. A rare offering that captures everything buyers love about Windham--timeless character, beautiful grounds, exceptional location, and an unmistakable sense of home.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
S1704723
Type:
Ranch
Lot size:
0.5 Acres
Year built:
1870
A broker reciprocity listing Courtesy: REALHome Services & Solutions 888-876-3372
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ADDITIONAL INFORMATION

Opportunity awaits in the heart of the Catskills. This bungalow-style home offers approximately 1,456 square feet of living space with 3 bedrooms and 2 full bathrooms situated on an approximately 21,780-square-foot lot. The property also includes a detached garage, full basement, private well, and septic system. Located along Route 296 in Windham, the property enjoys convenient access to outdoor recreation, local services, dining, shopping, and year-round Catskills attractions. The area offers proximity to Windham Mountain, hiking trails, parks, and other recreational amenities while maintaining a rural setting

Beds:
4
Baths:
4.00
Sq.Ft.:
4,280
Status:
Active
MLS#:
1031149
Type:
Single Family
Lot size:
1.36 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Four Seasons Sothebys Intl 518-822-0800
View additional info

ADDITIONAL INFORMATION

Modern Mountain Luxury Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features four spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium appliances including double ovens and an eight-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining.. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
20264345
Type:
Condo
Lot size:
0.01 Acres
Year built:
1986
A broker reciprocity listing Courtesy: Gallagher & Company 518-734-3300
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ADDITIONAL INFORMATION

Lovely, well maintained condo situated in Windham. This condo is ready for its new owners. Situated close to the Windham Mountain Club, State hiking and biking trails as well as golf, dining, movies and all that the Windham area has to offer. A 15 minute drive to Hunter Mt. as we.. The first level has ann eat in kitchen, half bath, living room with fireplace, sliding doors to a lovely deck with view of the woods, nice privacy on the deck. The second floor has two nicely sized bedrooms, with sky lights and vaulted ceilings, also a full bath. This development is situated on 10 well maintained acres, tennis courts as well as pickle board, fire pit and lovely pool. There is a shared laundry facility. This development allows rentals. Don't mss out on this condo!. Low maintenance, come and relax.

Beds:
4
Baths:
4.00
Sq.Ft.:
4,280
Status:
Active
MLS#:
20264366
Type:
Single Family
Lot size:
1.36 Acres
Year built:
2025
A broker reciprocity listing Courtesy: Four Seasons Sotheby's Int. 518-822-0800
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ADDITIONAL INFORMATION

Modern Mountain Luxury Windham, New York. Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home's sophisticated open layout features four spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef's kitchen anchors the main living space, appointed with premium appliances including double ovens and an eight-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining.. The walk-out lower level extends the home's versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York's premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.

Beds:
1
Baths:
1.00
Sq.Ft.:
435
Status:
Active
MLS#:
20264331
Type:
Condo
Lot size:
0.01 Acres
Year built:
1960
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Rare Turnkey Income Producer! 2nd-Floor Winwood End Unit with Ski Slope Views Welcome to The Winwood, where affordability meets premium four-season Catskills living. This unique and well-appointed second-floor end unit condominium offers one of the most accessible and value-packed opportunities to own in the highly desirable Windham market. Whether you are searching for a carefree weekend retreat, a smart full-time mountain residence, or a high-yielding investment property, this rare turnkey gem delivers location, lifestyle, and proven income potential. The Residence: Step inside this premium end unit to discover a relaxed, sun-drenched layout designed for effortless living. The bright, comfortable living area flows seamlessly to your own private balcony, where you can sip your morning coffee or unwind with an evening beverage while taking in breathtaking, picturesque views of Windham's ski slopes. Exclusive Mountain Perks: Winwood owners and guests enjoy top-tier convenience, including: Guaranteed lift tickets to the mountain. Free shuttle service directly to the ski slopes. On-site parking equipped with Tesla EV charging stations. Resort-Style Amenities: The Winwood offers an impressive collection of on-site amenities rarely found at this price point. Just outside your door, enjoy a refreshing outdoor saltwater pool and a community firepit for cool mountain nights, a fully equipped fitness center to keep you active, a private on-site movie theater and a dedicated game room, plus convenient coin-operated laundry facilities. The Location: Positioned perfectly for four-season adventure, you are just a short, scenic stroll from town. Immerse yourself in everything the local area has to offer, from championship golf courses and alpine hiking/biking trails to local farmers' markets, antique shopping, and fabulous dining. Value, location, and a turnkey income stream come together perfectly here. Welcome home to your ultimate mountain getaway! **Monthly HOA fee 425.38 **

Beds:
3
Baths:
3.00
Sq.Ft.:
2,236
Status:
Active
MLS#:
20264252
Type:
Single Family
Lot size:
5.2 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Nestled at the end of a long private driveway in the heart of Windham, NY, this quintessential log cabin offers the perfect blend of mountain charm, privacy, and breathtaking views. Set against a backdrop of mountain and ski slope vistas, this exceptional retreat captures everything buyers dream of when searching for a Catskills getaway, full-time residence, or second home just a short drive from New York City. A welcoming covered timber and stone front porch sets the tone before stepping inside to an impressive open floor plan highlighted by soaring pine-clad vaulted ceilings, a dramatic floor-to-ceiling stone wood-burning fireplace, and a spectacular wall of glass that fills the home with natural light while framing the surrounding mountain scenery. The kitchen, dining area, and great room flow seamlessly together, creating an inviting space for entertaining or relaxing after a day on the slopes. One of the home's most memorable features is the heated four-season sunroom. Complete with its own wood stove, this cozy retreat is the perfect place to enjoy your morning coffee, read a book, or unwind while taking in the changing seasons. Outdoor living is equally impressive. Enjoy both front and rear decks, with the rear deck stepping down to a beautiful stone patio featuring a built-in fire pit--an ideal setting for evenings under the stars surrounded by friends. Designed with comfort and flexibility in mind, the home offers three bedrooms, including a desirable first-floor primary suite with its own private bath, allowing for convenient one-level living. Two additional full bathrooms provide ample accommodations for guests. The walkout lower level expands the living space with a spacious family room, third full bathroom, and kitchenette, creating an ideal guest suite, private quarters for guests, home office, recreation room, or media space. Approximately half of the lower level is finished, while the unfinished section offers exceptional storage with direct outdoor access, making it perfect for lawn equipment, outdoor gear, skis, bikes, and recreational vehicles. Whether you're searching for a weekend escape, a year-round residence, or the perfect Catskills ski home, this property delivers the mountain lifestyle you've been waiting for. Located in Greene County's premier four-season resort town, you're just minutes from Windham's skiing, golf, hiking, mountain biking, restaurants, shops, festivals, and countless year-round outdoor adventures. Experience the timeless beauty, warmth, and tranquility that only an authentic log home can offer. This is Catskills living at its finest. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,893
Status:
Active
MLS#:
20264147
Type:
Single Family
Lot size:
4.54 Acres
Year built:
1930
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
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ADDITIONAL INFORMATION

This property located in the quiet and picturesque town of Maplecrest sits on over four acres of land. It includes three dwellings that are currently being rented along with a 2 garages and a sap house. The front house which sits on the main road has 3 bedrooms/1 bathroom. As you enter the driveway on the left there is a home, garage, sap house, trailer and ranch house at the end. The ranch home built in 1976 is 900 sq ft with 1 bedroom/1 bath and a full basement. Another large 5 bay garage is on the right hand side of the shared driveway.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
20264052
Type:
Single Family
Lot size:
2.01 Acres
Year built:
2002
A broker reciprocity listing Courtesy: Greene County Realty 518-634-7233
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ADDITIONAL INFORMATION

What an amazing opportunity! Delightful ranch home with full walk out finished basement. Bright and sunny on 2+ acres with mountain views!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,204
Status:
Active
MLS#:
20263984
Type:
Single Family
Lot size:
5.01 Acres
Year built:
1984
A broker reciprocity listing Courtesy: Venture Fox Realty Group 518-290-1070
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ADDITIONAL INFORMATION

Welcome to 406 Campbell Road, a peaceful Catskills retreat tucked among mature trees just minutes from the heart of Windham. This inviting home offers the perfect blend of privacy, comfort, and year-round recreation. Relax on the spacious covered front porch overlooking beautifully crafted bluestone walkways and landscaped grounds. The setting creates a true mountain-lodge atmosphere while remaining conveniently close to Windham's shops, restaurants, golf courses, hiking trails, and world-class skiing. Inside, you'll find a warm and welcoming layout ideal for weekend escapes, full-time living, or an investment property in one of the Catskills' most desirable destinations. Surrounded by nature and set on a picturesque wooded lot, this property provides the tranquility buyers seek while offering easy access to everything the area has to offer.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,506
Status:
Active
MLS#:
20263965
Type:
Condo
Lot size:
0.01 Acres
Year built:
2016
A broker reciprocity listing Courtesy: Coldwell Banker Village GreenW 518-734-4200
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ADDITIONAL INFORMATION

Rare Ski Slope View Condo True Ski-In/Ski-Out Luxury at Windham Mountain Club! Whisper Creek, one of the few ski-in/ski-out condominiums at Windham Mountain Club, offers coveted ski slope views. This rarely available Whisper Creek unit presents an exceptional opportunity to own in one of the Catskills' most desirable four-season resort communities. Whether you're searching for a luxury mountain retreat, second home, or full-time residence, this premier unit offers an unbeatable combination of location, amenities, and mountain living. Wake up to panoramic ski slope views, step outside, and ski directly onto the mountain without ever getting into your car or waiting for a shuttle. At day's end, simply ski back to the building and store your equipment in your private ski locker, complete with built-in boot and mitten dryers, eliminating the hassle of transporting your gear back and forth. The convenience continues with a heated underground garage and a private storage area, providing ample space for skis, bicycles, seasonal equipment, and everything needed to enjoy the mountain lifestyle year-round. An expansive private balcony overlooking the ski slopes and resort-style pool area offers the perfect place to enjoy your morning coffee, watch skiers glide down the mountain, relax after a day on the slopes, or simply take in the beauty of every season. Inside, the open-concept floor plan is designed for effortless entertaining and comfortable mountain living. Spacious living, dining, and kitchen areas flow seamlessly together while large windows fill the unit with natural light and frame beautiful ski slope and pool views. The thoughtfully designed layout features **three private bedroom suites**, each with its own adjoining full bathroom, providing exceptional comfort and privacy for everyone. **Municipal records classify the condominium as a legal two-bedroom because one sleeping room does not have a window; however, the unit has been thoughtfully configured and enjoyed as a three-bedroom home.** After an unforgettable day on the mountain, enjoy Whisper Creek's exceptional amenities, including a year-round heated outdoor pool, hot tubs, a fully equipped fitness center, and an elegant owners' clubhouse with multiple fireplaces and inviting lounge areas that create the perfect après-ski atmosphere. Outdoor amenities include a **heated poolside patio**, **community fire pits**, and **barbecue grilling areas**, providing wonderful spaces to gather with guests throughout the year. Perfectly located in the heart of Windham, you'll enjoy immediate access to skiing, championship golf, hiking, mountain biking, restaurants, breweries, shopping, and year-round festivals. Less than 2.5 hours from New York City, Windham remains one of the Northeast's premier destinations for four-season recreation. Opportunities combining **true ski-in/ski-out access, rare ski slope views, three private bedroom suites, heated garage parking, private ski storage with boot and mitten dryers, an expansive balcony, and exceptional resort amenities** are exceptionally limited. Whether you're seeking a luxury ski home, an exceptional Catskills second home, or a four-season mountain getaway, this rare Whisper Creek unit offers one of the finest ownership opportunities at Windham Mountain Club. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,974
Status:
Active
MLS#:
20263929
Type:
Single Family
Lot size:
2.75 Acres
Year built:
2007
A broker reciprocity listing Courtesy: Venture Fox Realty Group 518-290-1070
View additional info

ADDITIONAL INFORMATION

Experience an exceptional mountain retreat in one of Windham's most desirable locations. Set on 2.7 private acres and just a short walk to the heart of the village, this remarkable estate offers breathtaking panoramic views of the Windham Mountain Club, the ski slopes, and the surrounding Catskill Mountains. The main residence features 5 spacious bedrooms and 3 full bathrooms, designed for comfortable everyday living and effortless entertaining.The spectacular mountain scenery, filling the home with natural light and creating a seamless connection to the outdoors. Step outside to your own private oasis featuring an outdoor swimming pool, generous entertaining space, and unforgettable views that can be enjoyed year-round. Adding incredible versatility is a charming A-frame guest house complete with 1 bedroom and 1 full bathroom-perfect for hosting family and friends, creating a private workspace, or generating additional rental income. Whether you're searching for a full-time residence, a luxury weekend escape, or an investment opportunity in the heart of the Catskills, this unique property delivers an unmatched combination of privacy, convenience, and iconic mountain views. Just minutes from skiing, golf, hiking, restaurants, and all that Windham has to offer, this is a rare opportunity to own one of the area's most captivating properties.

Beds:
6
Baths:
5.00
Sq.Ft.:
3,080
Status:
Active
MLS#:
R1697474
Type:
Single Family
Lot size:
1.02 Acres
Year built:
1931
Courtesy: Windstar Realty Group LLC 607-442-4000
View additional info

ADDITIONAL INFORMATION

Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather—while still enjoying their own private spaces, a pass through income property with excellent ROI and very low maintenance, or a combination of family home and income property! The Layout: Main Residence; A beautifully appointed duplex featuring a 3-bedroom, 2-bathroom unit and a separate 2-bedroom, 2-bathroom unit. Both units are totally and tastefully renovated to include modern comforts and Catskills warmth. The Guest Cottage; A picturesque, Amish-made studio cabin with a full bath and kitchenette—ideal for guests who appreciate a little extra privacy. Appropriately named the Cutest Cabin. Mountain Living at its Finest: After a day on the slopes, unwind in the hot tub or gather around one of the three separate fire pits and BBQ areas. The property is packed with premium, worry-free upgrades: cozy radiant heating, high-end Kohler fixtures, and a full-property Generac generator for total peace of mind. Minutes from Windham Mountain Club, local dining, and outdoor adventures. Bring the family, bring your vision, and make this Catskills treasure yours.

Open House:

Saturday, 8/22 11:00-1:00PM

More Open House Info >

Beds:
6
Baths:
5.00
Sq.Ft.:
3,080
Status:
Active
MLS#:
R1697474
Type:
Other
Lot size:
1.02 Acres
Year built:
1931
A broker reciprocity listing Courtesy: Windstar Realty Group LLC 607-442-4000
View additional info

ADDITIONAL INFORMATION

Welcome to your private Catskills sanctuary. Perfectly positioned on Main Street in Windham, this unique property offers the ultimate flexible layout that lends itself to multiple situations: a multi-generational family compound, a premium vacation escape where friends and family can gather—while still enjoying their own private spaces, a pass through income property with excellent ROI and very low maintenance, or a combination of family home and income property! The Layout: Main Residence; A beautifully appointed duplex featuring a 3-bedroom, 2-bathroom unit and a separate 2-bedroom, 2-bathroom unit. Both units are totally and tastefully renovated to include modern comforts and Catskills warmth. The Guest Cottage; A picturesque, Amish-made studio cabin with a full bath and kitchenette—ideal for guests who appreciate a little extra privacy. Appropriately named the Cutest Cabin. Mountain Living at its Finest: After a day on the slopes, unwind in the hot tub or gather around one of the three separate fire pits and BBQ areas. The property is packed with premium, worry-free upgrades: cozy radiant heating, high-end Kohler fixtures, and a full-property Generac generator for total peace of mind. Minutes from Windham Mountain Club, local dining, and outdoor adventures. Bring the family, bring your vision, and make this Catskills treasure yours.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,652
Status:
Active
MLS#:
20263905
Type:
Single Family
Lot size:
2 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
View additional info

ADDITIONAL INFORMATION

Welcome to 177 Mill Street: Spectacular views, terrific location and a house ready for new owners and its next chapter! A classic chalet, this cozy home is just the right size - not too big, not too small. The main living area is as one might expect; tall ceilings accented by wood beams and an open floor plan combining living, dining and kitchen areas. Two sets of sliding doors open to the deck. Nestled against the woods, not only is the deck the perfect, peaceful spot to enjoy your morning coffee but it is also a great extension of the living area for outdoor dining and entertaining. Two bedrooms and a full bath complete this level. On the first floor, one finds another full bath, a bedroom and a family room which is currently set up with a small kitchenette. Sliding doors in the family room open to another ground level deck. The attached one car garage is convenient as is but also has potential to add more living space. Set on 2 acres this home is less than a mile from town. Windham is a bustling community offering something for everyone: Skiing at the Windham Mountain Club, hiking, golfing, plentiful restaurants, and the popular Windham Path to name a few. Although Windham is well known as a winter ski destination, it's easy to see why this charming town is the place to be in every season. This home offers you the opportunity to be a part of it all.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,640
Status:
Active
MLS#:
20263904
Type:
Single Family
Lot size:
1.3 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
View additional info

ADDITIONAL INFORMATION

Perched on a hill in one of Windham's premier locations, this two-story chalet/contemporary home offers breathtaking panoramic views of the surrounding mountains and views of Windham Resort. Just minutes from the ski slopes, downtown, and local restaurants, this well-manicured property perfectly combines privacy, convenience, and year-round recreation. The home features three bedrooms and three full bathrooms, with a well-designed layout ideal for both everyday living and entertaining. The main level welcomes you with vaulted wood ceilings and a dramatic wall of windows that fills the home with natural light while showcasing the spectacular mountain scenery. Gather around the wood burning fireplace in the inviting family room, host memorable dinners in the dining room, or relax in the additional living room, offering plenty of space for family and guests. The beautiful sunroom is a true highlight, providing stunning views and warmth from the sun year-round. Access through the sliding glass doors an expansive deck which is an ideal setting for morning coffee, outdoor dining, or taking in the changing seasons. The oversized primary bedroom and primary bedroom are on the main level along with another bedroom and bath. The third bedroom and bathroom are located on the lower level along with an enormous recreational room, currently used as an extra sleeping area. Whether you're searching for a full-time residence, or a vacation home with unbeatable views and location, this remarkable Windham property offers the perfect opportunity to enjoy the very best of the Catskills. The home is move in ready, being sold furnished.

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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.
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 web site comes in part from the Internet Data Exchange (IDX) Program of the New York State Alliance of MLSs (CNYIS, UNYREIS and WNYREIS). Real estate listings held by firms other than Xome are marked with the IDX logo and detailed information about them includes the Listing Broker’s Firm Name. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Xome shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Per New York legal requirement, click here for the Standard Operating Procedures. Copyright © 2026 CNYIS, UNYREIS, WNYREIS. All rights reserved.
Andrea Conner, License #298336, Xome Inc., License #C24582, [email protected], 844-400-9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 7506


The data relating to real estate for sale on this web site comes in part from the IDX Program of the High Country Association of REALTORS®. The data is provided exclusively 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.



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

    $730,000
    24.5%
    change since last quarter
  • # Active listings

    215
    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