Windham NY Real Estate & Homes for Sale

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Beds:
13
Baths:
12.00
Sq.Ft.:
10,900
Status:
NEW LISTING
MLS#:
20265730
Type:
Single Family
Lot size:
2.5 Acres
Year built:
1835
A broker reciprocity listing Courtesy: Win Morrison Realty - W 845-679-9444
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ADDITIONAL INFORMATION

WINDHAMERE 1835 · Catskills Greene County Historical Register Historic Inn Windham, NY. Some properties are bought. This one is claimed. For nearly 190 years, Windhamere has had only two private owners. Built in 1835 and listed on the Greene County Historical Register, it was rebuilt from 1998 to 2001 as a modern compound: landmark bones, contemporary systems, and town-approved multi-unit use -- steps from the Windham Mountain ski lifts. From the wraparound porch, Windham Mountain is the view. The house faces the slopes and borders Windham Country Club. 2.5 open, usable acres at the seam of village and mountain. South Street is Windham's ski-and-village spine: lifts, golf, tubing, and trails on one side and Main Street a short stroll on the other. Nearly 11,000 sq ft finished. Main residence sits at 7,000 sq ft: 8 bedrooms (6 ensuite), 6.5 baths. A 1,200 sq ft great room opens to the golf course. Three private, town-approved accessory apartments -- a 1BR, a 2BR, and a 2BR -- each with its own entry. Use them for family, staff, or income. The units are currently income-producing and season-tested. A landmark that can host a crowd and help pay its own way year-round. Windham Mountain Club's owners have invested tens of millions into lifts, snowmaking, dining, golf, and year-round amenities, with more still to come. Plenty of room to expand and grow with access to municipal water and sewer.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,572
Status:
NEW LISTING
MLS#:
20265733
Type:
Single Family
Lot size:
5 Acres
Year built:
1990
A broker reciprocity listing Courtesy: Keller Williams Realty HV Nort 845-481-2700
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ADDITIONAL INFORMATION

Just minutes from the slopes of Windham and Hunter Mountains, this contemporary Catskills retreat sits tucked away on five secluded acres, offering privacy, space and that true mountain getaway feeling, all about 2½ hours from New York City. Step inside to an open floor plan with a sunken living room, soaring ceilings and a freestanding wood stove at the heart of the home. Two sets of sliding glass doors, one from the living room and another from the dining room, connect the living spaces to the outdoors and bring the surrounding woods into view. Three bedrooms and two full baths provide plenty of room for company. The extensive decking, while in need of repair, offers plenty of outdoor space to dine, gather and unwind among the trees. A full unfinished basement provides generous storage and additional possibilities, while a newer roof adds an important update. There's an authenticity to this home that's increasingly hard to find in Windham. It has been enjoyed as a mountain retreat for years and is ready for its next owner to bring a fresh perspective and make it their own. Offered with its current character and future possibilities in mind, the price creates an opportunity to own five private acres this close to the mountain and add value along the way. Whether you envision a ski house, weekend escape or full-time Catskills home, 50 Mount Greenery puts you close to hiking, golf, farm-to-table restaurants, antique shops, wineries and breweries, with Catskill, Hudson and Woodstock all within reach. Come for the mountains, stay for everything else the Catskills have to offer.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,702
Status:
NEW LISTING
MLS#:
20265654
Type:
Townhouse
Lot size:
0.21 Acres
Year built:
1985
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

Turnkey! Brainard Ridge Large 3 bedroom 2.5 bath plus sleeping alcove, end unit with room to expand if needed on large property foot print, see map. Lovely renovation, Enter to Ski entrance with radiant heated floor, gorgeous hardwood floors, freshly painted and quality carpet. Open and airy floor plan, upgraded appliances, and wine bar. Great room has extra windows to bring in the natural light, cathedral ceilings, striking gas fireplace, with barn beam mantle. Roomy dining area, with sliding doors to private extended deck. Large primary ensuite complete with cathedral ceilings, large loft with large built-in desk and glass privacy wall. Lower level offers 2 spacious bedrooms, one having private door amazing second deck complete with hot tub, classic red Windham triple chair, fenced in dog run, hot-cold water spigot, dual heat/AC, hunter Douglas window treatments and much more. This is a must see. Being sold with all basic furnishings. Also, possibly available for season rental

Beds:
9
Baths:
8.00
Sq.Ft.:
10,611
Status:
NEW LISTING
MLS#:
1044804
Type:
Single Family
Lot size:
5.52 Acres
Year built:
2009
A broker reciprocity listing Courtesy: Keller Williams Village Sq Rlt 201-445-4300
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ADDITIONAL INFORMATION

Set on 5.52 private acres amid the mountains of Windham, this extraordinary nine-bedroom estate offers a rare combination of architectural character, impressive scale, and resort-style living. Dramatic timber framing, soaring ceilings, expansive windows, and seven interior fireplaces create a warm yet grand atmosphere throughout. The open-concept kitchen and generous gathering spaces are designed for effortless entertaining, while multiple levels provide exceptional flexibility for guests and extended stays. At the heart of the home is an indoor in-ground pool, complemented by a private theater, separate recreation room, dedicated gym, and highly efficient mechanical systems designed to support the home’s substantial scale. Expansive wraparound decks extend the living experience outdoors with a hot tub, outdoor fireplace, and firepit surrounded by a wooded mountain setting. Located just five minutes - approximately 1.7 miles from Windham Mountain Club and Windham Mountain, the estate is ideally positioned for year-round recreation. Whether envisioned as a private mountain retreat, multigenerational residence, or income-producing luxury rental, this is a truly distinctive Catskills offering.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,276
Status:
Active
MLS#:
20265510
Type:
Single Family
Lot size:
5.2 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Bunce Realty 518-734-4461
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ADDITIONAL INFORMATION

Contemporary Mountain Retreat Near Windham Mountain Welcome to this charming contemporary mountain-style ski home, ideally located just minutes from Windham Mountain. Built in 1987 and lovingly maintained by its original owners, this three-bedroom, two-bath home offers a peaceful and private setting bordering state land and surrounded by the natural beauty of the Catskills. The light-filled interior features a spacious kitchen and dining area that flows into an open living room with vaulted ceilings and a beautiful stone, wood-burning fireplace--creating a warm and inviting space for relaxing after a day on the slopes or enjoying time with family and friends. The home offers three comfortable bedrooms and two full baths, including one with a sauna and another with a jacuzzi for the ultimate in relaxation. Step outside onto the private deck, perfect for morning coffee, outdoor dining, entertaining, or simply enjoying the tranquil surroundings. An oversized attached garage provides excellent space for vehicles, recreational equipment, and storage. The property is being offered fully furnished and move-in ready, providing an easy opportunity to enjoy the Windham lifestyle from day one. Just minutes from everything Windham has to offer, including skiing, fine dining, hiking, golf, and year-round outdoor recreation, this inviting mountain getaway is ready to become your Catskill retreat.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,824
Status:
Active
MLS#:
20265467
Type:
Single Family
Lot size:
3.6 Acres
Year built:
2004
A broker reciprocity listing Courtesy: Keller Williams Realty HV Nort 845-481-2700
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ADDITIONAL INFORMATION

Nestled just outside the Town of Windham, this striking contemporary retreat is set on 3.6 serene acres boasting magnificent, panoramic mountain views, surrounded by state land and just 7 minutes from sought-after Windham Mountain skiing. Designed to effortlessly combine architectural style with rustic comfort, the light-filled main living space features soaring vaulted ceilings and a cozy pellet stove that creates an inviting centerpiece for year-round relaxation. The functional layout flows seamlessly from the spacious dining area into a generous kitchen tailored for entertaining, complemented by an essential mudroom that provides practical access for outdoor gear and seasonal equipment. The primary suite serves as a peaceful sanctuary, complete with a generous ensuite bathroom featuring a luxurious deep soaking tub. In addition to the primary, two other spacious bedrooms and full bathrooms ensure ample room for family and guests. Further expanding the living space, the total walk-out lower level offers an expansive family room, dedicated space for a home gym, and a versatile extra room ideal for a fourth bedroom or flexible guest quarters. Outside, a grand wrap-around deck provides the ultimate vantage point to take in the breathtaking mountain backdrop, while an impressive, custom-built garage constructed by the owners easily houses four-plus cars with ample room left for a workshop or extra storage. This standout Catskills property presents an exceptional opportunity for those seeking privacy, versatile living space, and modern mountain living.

Beds:
1
Baths:
1.00
Sq.Ft.:
458
Status:
Active
MLS#:
20265434
Type:
Condo
Year built:
1960
A broker reciprocity listing Courtesy: Compass Greater NY, LLC 838-877-8283
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ADDITIONAL INFORMATION

This is your mountain getaway that offers ease, amenities, and an affordable price - a second-floor condo with views of Windham ski mountain and a rental option allowing you to bring in income when you aren't there. The unit is part of the updated Winwood complex at the Windham Mountain Club. Easily accessible to the village of Windham's many shops and restaurants, it is also just a few minutes away from the slopes with free shuttle service provided during ski season. In the summer, you can enjoy the large saltwater pool or venture to some of the Catskills finest hiking and mountain biking trails or golf courses. The condo comes fully turn-key - all furniture and effects are included. Efficiently using space, there is a kitchenette with ample cabinetry, microwave, dishwasher and a cooktop. The cozy living room also has space for a dining table and connects to the balcony where you can take in the mountain views. The separate bedroom and full bath are all you need to rest and recharge for another day out on the mountain. Amenities - in addition to what was already mentioned - include guaranteed access to lift tickets for Windham Mountain, on-site parking with EV charger, as well as an on-site fitness center, game room, movie theater, and laundry area. Let this be your Catskills homebase so you can use your time away for what it's meant for - time to explore and recharge.

Beds:
4
Baths:
3.00
Sq.Ft.:
3,304
Status:
Active
MLS#:
20265394
Type:
Single Family
Lot size:
1 Acres
Year built:
1987
A broker reciprocity listing Courtesy: Compass Greater New York, LLC 845-334-0227
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ADDITIONAL INFORMATION

Mountainside Retreat with Panoramic Views in Windham, NY. Perched on a quiet private road that truly lives up to its name, on the east side of Windham Mountain, this move-in-ready 4-bedroom, 3-bath chalet delivers the four-season Catskills lifestyle you've been searching for -- minutes to skiing, golf, dining, and shopping. Welcome to 52 Panarama Lane, a seemingly secluded home that offers more than you expect, with beautiful hardwood floors, a great room with a soaring ceiling anchored by a stunning stone fireplace, a wrap-around deck, and an updated kitchen featuring a designer Fireclay tile backsplash, all framed by sweeping panoramic views. Two generously sized bedrooms with new hardwood flooring, a full bathroom, and a foyer with an ample ski closet complete the main level, offering flexible living for all. Ascend to the second floor, dedicated to a private primary suite retreat complete with a primary bathroom, a spacious walk-in closet, wool carpeting, and a Juliet balcony overlooking the mountains. The lower level is made for entertaining, featuring a large family/living space, an additional bedroom, a full bath, and a laundry/utility room, plus a walk-out to a blue stone patio and Sundance Spa hot tub, perfect for stargazing après-ski or unwinding after a day of exploring. Wrap-around decking, freshly refinished, ties the home together, offering multiple vantage points to soak in the ever-changing mountain scenery. Additional peace-of-mind updates include a new roof and gutter system, new front door and side windows, a new hot water heater, and a rebuilt retaining wall with fresh landscaping. Whether you're seeking a weekend escape, a savvy investment, or a full-time residence, this Windham Mountain chalet offers endless possibilities. Your mountainside retreat awaits.

Beds:
5
Baths:
2.00
Sq.Ft.:
1,900
Status:
Active
MLS#:
20265408
Type:
Single Family
Lot size:
0.76 Acres
Year built:
1957
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Beautifully Renovated Two-Family Ranch - Income Potential & Flexible Living! Located in the charming Village of Maplecrest, Township of Windham, this completely renovated side-by-side two-family ranch offers a wonderful combination of location, versatility and income potential. One side features 3 bedrooms while the adjoining unit offers 2 bedrooms, making it ideal for rental income, a mother-daughter setup, extended family, home office, or the opportunity to live in one side and rent the other. Tastefully renovated throughout and move-in ready. Enjoy four seasons of outdoor recreation right outside your door, with Windham and Hunter ski areas both within 10 minutes, CD Lane Park just up the road, and hundreds of acres of state land and hiking trails nearby. Lakes, golf courses, wedding and entertainment venues, skiing, hiking and year-round recreation surround you. With ski season right around the corner, now is the time to buy and enjoy your own Mountain Top retreat instead of renting! Become part of the wonderful Maplecrest community and enjoy everything the Windham area has to offer. Whether you're looking for a primary home, weekend escape, extended-family property or income-producing investment, this beautifully renovated and versatile property is ready to enjoy.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,457
Status:
Active
MLS#:
20265361
Type:
Single Family
Lot size:
0.36 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Dugo Realty 518-719-5926
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ADDITIONAL INFORMATION

Welcome to this inviting 3-bedroom, 2-bathroom home offering a spacious and comfortable layout with plenty of room to make it your own. Set on approximately 0.36 acres, the property offers outdoor space to enjoy along with ample off-street parking for multiple vehicles. Inside, you'll find versatile living spaces suited for everyday living, entertaining, or relaxing at home. Whether you're looking for a full-time residence or a Catskills getaway, this home offers a great opportunity to enjoy all that the area has to offer. Schedule your private showing and come see it for yourself!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,200
Status:
Active
MLS#:
20265368
Type:
Townhouse
Lot size:
0.03 Acres
Year built:
1979
A broker reciprocity listing Courtesy: RHR Realty Group 518-610-1281
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ADDITIONAL INFORMATION

Interesting & captivating, this triplex mountain escape is special! Discover the perfect blend of alpine adventure and easy living in this incredible 2 bd 2 ba triplex townhouse condominium. Minutes to the slopes, snowmobiling, incredible fly-fishing, biking and some of the greatest hiking trails a short distance away. Wheather you are seeking a lucrative short term rental, a peaceful weekend escape or a place to lay down permanent roots, this home delivers! A multi level layout centers around a stunning wood burning fireplace, the ultimate center piece for warming up and sharing stories after a trilling day on the slopes. There are multiple private decks to enjoy your morning coffee or enjoy the stress free life style. Low common charges 244 per month, with swimming and tennis courts available on the premises. A quick 2.5 hr drive from NYC.

Beds:
3
Baths:
1.00
Sq.Ft.:
1,739
Status:
Active
MLS#:
20265354
Type:
Single Family
Lot size:
7 Acres
Year built:
1850
A broker reciprocity listing Courtesy: Windstar Realty Group, LLC 518-734-6600
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ADDITIONAL INFORMATION

Set on 7 acres along a quiet, well-maintained country road in the Windham area, this charming circa-1850 farmhouse offers character, comfortable updates and plenty of potential. The home sits in a beautiful, open park-like setting surrounded by mature trees and plantings, with wooded acreage beyond, providing privacy. The approximately 1,739-square-foot home offers three bedrooms, an updated kitchen and bath, a warm living area with brick fireplace, and inviting outdoor spaces, including a covered front porch and rear deck overlooking the grounds. A major highlight is the substantial detached two-car garage, offering generous space for vehicles, recreational equipment, a workshop, hobbies or storage. The acreage provides numerous possibilities for the nature lover, including watching abundant wildlife, gardening, outdoor recreation, or even creating a hobby farm, while the existing cleared area keeps the property easy to maintain. There are also plenty of opportunities for a new owner to further develop and personalize the property over time. Conveniently located approximately 6 minutes from Windham Mountain Club and 15 minutes from Hunter Mountain, with Windham's restaurants, shops and year-round activities nearby. An appealing opportunity to own acreage with privacy, versatility and room to grow in a highly desirable Catskills location.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
20265288
Type:
Single Family
Lot size:
0.91 Acres
Year built:
1970
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Turn-Key, Fully Furnished & Ready to Enjoy in Windham! Just bring your bags! This beautifully maintained Windham ranch is being offered fully furnished, making it an ideal primary residence, weekend getaway or four-season Catskills retreat. The inviting main level features charming beamed ceilings and a beautiful stone fireplace in the living room, creating that warm mountain-home feel. The open kitchen with bar flows easily into the dining area, making it perfect for entertaining. With 3 bedrooms and 2 baths on the main level, there's plenty of room for family and guests. Step from the dining area onto the deck overlooking a lovely yard--ideal for morning coffee, summer barbecues or relaxing after a day on the mountain. The finished lower level adds even more living and entertaining space, featuring a family/game room with bar, 1 additional bedroom, a full bath and a versatile flex room for extra sleeping accommodations. It's a great setup for family, friends and weekend guests. For more storage, there is an attached (under) 2 car garage Best of all, you're just 5 minutes from Windham Village and close to skiing, golf, hiking, restaurants, shops and year-round outdoor recreation. Whether you're searching for a full-time home or an easy-to-maintain mountain escape, this turn-key property lets you start enjoying the Windham lifestyle from day one. Very reasonable taxes. Fully furnished. Turn-key. Great location. Plenty of room for guests. Your Windham four-season getaway is ready and waiting!

Beds:
4
Baths:
3.00
Sq.Ft.:
1,948
Status:
Active
MLS#:
20265273
Type:
Townhouse
Lot size:
0.06 Acres
Year built:
1971
A broker reciprocity listing Courtesy: Brainard Ridge Management 518-734-5333
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ADDITIONAL INFORMATION

The Alpine House at Windham! Luxury Turnkey Alpine Retreat Steps from Windham Mountain Club - Fully Furnished Some homes offer a place to stay, The Alpine House at Windham offers a way to live. Perfectly positioned just steps from Windham Mountain Club's mid-mountain access trail, this exceptional four-bedroom, three-bath luxury alpine residence has been thoughtfully designed to deliver effortless mountain living in every season. Whether you're searching for a private family retreat, a weekend escape from the city, or a place where generations can gather, this remarkable home is ready to exceed every expectation. Designed for creating unforgettable moments, every space balances timeless mountain character with refined modern comfort. A spacious boot room with custom boot dryers and heated storage welcomes you home after a day on the slopes, while the inviting family room provides the perfect setting for movie nights, board games, or quiet afternoons with your favorite book. Upstairs, natural light fills an expansive open-concept living area anchored by a magnificent floor-to-ceiling brick wood-burning fireplace. The chef's kitchen features premium Bosch appliances, abundant custom cabinetry, a generous entertaining island, and air conditioning in the main living and kitchen areas for year-round comfort. Two additional spacious bedrooms and a third full bathroom comfortably accommodate family and guests, making every visit feel like a special occasion. Step outside onto the oversized deck and enjoy beautiful mountain views while sharing morning coffee, outdoor dinners, evenings around the firepit, or a relaxing soak in the hot tub beneath a canopy of stars. Every season brings a new adventure--from skiing and snowboarding to championship golf, hiking, mountain biking, fly fishing, and the spectacular colors of autumn. Adding to its exceptional value, the home features a new roof and is being offered fully furnished and completely turnkey. Designer furniture, artwork, premium bedding, towels, cookware, kitchenware, dishes, wine glasses, cutlery, and thoughtfully selected accessories are all included. Simply arrive with your suitcase and begin enjoying your mountain lifestyle from the very first day. For owners seeking additional flexibility, The Alpine House at Windham has also demonstrated proven success as a luxury vacation rental, offering the opportunity to generate premium rental income. It is a rare combination of an exceptional family retreat and an established luxury mountain property with demonstrated rental appeal. Some homes are owned. The exceptional ones become part of a family's story. Welcome to The Alpine House at Windham.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,650
Status:
Active
MLS#:
202625598
Type:
Single Family
Lot size:
2.4 Acres
Year built:
2003
Courtesy: Gilcrest Properties Judith Gregory 518-965-5212
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ADDITIONAL INFORMATION

Your Ultimate Catskills Escape! Set on 2.4 private, beautifully landscaped acres, this 3-bedroom, 3-bath meticulously maintained home offers year-round mountain living just minutes from Windham Mountain Resort. Step into a bright, open floor plan anchored by a modern kitchen and a dining area that flows seamlessly to the rear deck and patio--ideal for entertaining. Features include a main-level primary suite with ensuite bath, main-level laundry, and a partially finished basement with a cozy family room. Walk to CD Lane Park for swimming, boating, and fishing, or explore hiking and biking trails in the nearby Catskill Forest Preserve. Perfectly designed as a full-time residence, seasonal getaway, or high-income turn-key short-term rental/Airbnb which is currently set up to sleep up to 12 people. Nearby CD Lane Park information. https://townofwindhamny.gov/community/cd-lane-park/

Beds:
3
Baths:
3.00
Sq.Ft.:
2,161
Status:
Active
MLS#:
20265191
Type:
Single Family
Lot size:
2.4 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Gilcrest Properties 518-610-8121
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ADDITIONAL INFORMATION

Your Ultimate Catskills Escape! Set on 2.4 private, beautifully landscaped acres, this 3-bedroom, 3-bath meticulously maintained home offers year-round mountain living just minutes from Windham Mountain Resort. Step into a bright, open floor plan anchored by a modern kitchen and a dining area that flows seamlessly to the rear deck and patio--ideal for entertaining. Features include a main-level primary suite with ensuite bath, main-level laundry, and a partially finished basement with a cozy family room. Walk to CD Lane Park for swimming, boating, and fishing, or explore hiking and biking trails in the nearby Catskill Forest Preserve. Perfectly designed as a full-time residence, seasonal getaway, or high-income turn-key short-term rental/Airbnb which is currently set up to sleep up to 12 people. Nearby CD Lane Park information. https://townofwindhamny.gov/community/cd-lane-park/

Beds:
5
Baths:
4.00
Sq.Ft.:
3,434
Status:
Active
MLS#:
20265091
Type:
Single Family
Lot size:
2.5 Acres
Year built:
2005
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Your Windham Mountain Escape--Made for Entertaining! Just 1 mile up the hill from Windham Village, this spacious 5-bedroom, 3.5-bath Catskills retreat combines comfort, versatility and fabulous indoor-outdoor living on approximately 2.5 acres with an expansive open yard and desirable southern exposure. Step inside to soaring ceilings and a bright, open layout where the living room flows effortlessly into the dining area and kitchen. Just beyond is one of the home's standout features--an incredible covered entertaining porch equipped with a large stainless-steel grill, pizza oven and propane heaters for those crisp mountain evenings. An adjoining open deck adds even more room to dine, gather and relax outdoors. Back inside, a cozy family room with a wood-burning fireplace creates the perfect après-ski retreat. A first-floor bedroom and bath offer added flexibility for guests, extended family or convenient main-level living. Upstairs, you'll find a loft/office, a versatile room currently used as a dressing and makeup room that can easily serve as the fifth bedroom, and a charming nook leading to the impressive primary suite. Generously sized and inviting, the primary features its own sitting area and propane fireplace -a private retreat within the home. And there's more! An oversized 2-car garage provides plenty of room for vehicles, mountain gear and storage, while the full unfinished basement with impressive 10-foot ceilings offers tremendous potential for future living space--think game room, home gym, media room, additional family room or recreational space. Along with a full attic space for additional storage or use , Whether you're searching for a full-time residence, mountain getaway, large family home or investment property, this home checks the boxes. Plenty of room to gather, plenty of space to spread out,and a location that puts you minutes from skiing, golf, restaurants, wedding venues, hiking and all the year-round recreation the Windham area is known for. Whole house is equipped with a nest heating system. Radiant heat in primary bath and in the full basement as well as a filtration water system to supply the house . Come for the mountains. Stay for the lifestyle. This is Windham living at its best!

Beds:
4
Baths:
4.00
Sq.Ft.:
3,360
Status:
Active
MLS#:
20265074
Type:
Single Family
Lot size:
1.89 Acres
Year built:
2003
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained Colonial, perfectly situated in a quiet dead-end neighborhood just minutes from Windham's slopes, golf courses, wedding venues, hiking trails, walking paths, and all the year-round recreation the area has to offer. A welcoming covered front porch, nicely landscaped grounds, blacktop driveway, and attached 2-car garage create wonderful curb appeal and set the tone for this inviting home. Inside, this spacious 4-bedroom, 3.5-bath residence offers a comfortable and versatile layout. The open kitchen flows seamlessly into the living room, where sliding glass doors lead to a rear deck overlooking the private backyard--perfect for outdoor dining, entertaining, or simply enjoying the peaceful setting. A separate dining room, additional family room/den, and convenient half bath on the main level provide plenty of space for everyday living and entertaining. Upstairs, the large primary suite features a walk-in closet and spacious private bath. Three additional bedrooms and an additional full bath provide plenty of room and privacy for family and guests. The full finished walkout basement adds an entirely separate dimension to the home, featuring a cozy propane fireplace, family room, additional sleeping quarters, and full bath. With its walkout access and generous living space, this level offers excellent potential for extended family, guests, mother/daughter-style living, a recreation area, or additional entertaining space. Beautifully maintained inside and out, this property combines generous living space, a finished walkout lower level, attached 2-car garage, landscaped and private yard, a house generator for added peace of mind.,and a peaceful neighborhood setting--all within minutes of everything that makes Windham such a desirable four-season destination. An ideal choice for a full-time residence, mountain getaway, or investment property.

Beds:
6
Baths:
6.00
Sq.Ft.:
4,928
Status:
Active
MLS#:
20265064
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

Location, lifestyle and opportunity converge at 19 Twin Maples, a 6-bedroom luxury mountain retreat just a short walk from Windham Mountain Club trail access. Offering more than 4,900 sq ft with 6 bedrooms and 5.5 baths, including two private en-suite bedrooms--one on the first floor and another on the second floor--this exceptional post-and-beam home combines timeless Catskills craftsmanship with an increasingly desirable location in Windham Mountain Club's Village East community, just over two hours from NYC. The heart of the home is a spectacular two-story great room where soaring pine-clad ceilings, rich cherry paneling and exceptional custom millwork showcase the craftsmanship of this true post-and-beam retreat. A massive stone fireplace rises through the space, while expansive walls of glass capture the surrounding mountain landscape and fill the room with natural light. It's a setting made for the best parts of mountain life--fireside cocktails after a day on the slopes, long dinners that stretch late into the evening, and weekends filled with guests and entertainment. The adjoining chef's kitchen is every bit as impressive, with a premium Viking appliance suite, granite countertops and an oversized center island that naturally becomes the gathering place. Multiple dining and entertaining spaces flow together beautifully, allowing the home to feel equally suited to an intimate weekend escape or a house full of visitors. Substantial, warm and beautifully detailed, the level of woodwork and craftsmanship throughout gives this home a character and sense of luxury that simply cannot be replicated by today's typical new construction. The first-floor en-suite features a tiled walk-in shower and classic clawfoot tub, while the second-floor en-suite offers another private retreat with its own balcony, sitting area and jetted tub overlooking a peaceful stream. Four additional bedrooms provide plenty of space for everyone. The walk-out lower level adds even more room to gather with a family room, game room, guest accommodations and full bath. Outside, enjoy the private hot tub surrounded by Catskills scenery. A heated ski and boot room with custom built-ins keeps mountain gear organized, while an attached one-car garage adds year-round convenience. The exterior, deck and railings have also been freshly painted. The location may be one of this property's greatest assets. 19 Twin Maples borders land where Windham Mountain Club is developing new luxury homes, positioning this property in the heart of an expanding luxury resort community and offering compelling potential for future appreciation as the surrounding development takes shape. With walkable trail access, proximity to Windham Mountain Club, six bedrooms, expansive entertaining spaces and strong short-term rental potential, 19 Twin Maples offers an appealing combination of personal enjoyment and investment opportunity. Whether envisioned as a luxury Catskills ski home, NYC weekend retreat, STR investment property or full-time mountain residence, this is a home to enjoy now with exciting potential for the years ahead. A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,250
Status:
Active
MLS#:
20264906
Type:
Single Family
Lot size:
1.13 Acres
Year built:
2001
A broker reciprocity listing Courtesy: Shaw Country Realty, Inc. 518-734-3500
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ADDITIONAL INFORMATION

Discover the perfect mountain lifestyle in this beautifully renovated, fully furnished, 3-bedroom, 2-bath home with direct slope views and seamless access to world-class recreation. Completely renovated in 2022 with a new roof, skylights, and custom kitchen featuring a professional 6-burner Vulcan stove, this property blends modern comfort with outdoor living. Inside, you'll find stainless steel appliances, a bright sunroom, spacious living room, family game room, and a charming Dutchwest wood-burning stove. Smart Nest thermostats provide modern climate control, while outside, a large entertainment deck and cozy fire pit overlook the slopes, tubing park, and Batavia Kill Creek. Located in vibrant Windham Village, you're minutes from golf courses, renowned restaurants, scenic walking trails, and year-round mountain activities including skiing, tubing, mountain biking, and fishing. The property is offered fully furnished and turnkey--perfect for a primary residence, mountain escape, or vacation rental investment. With Ski Season coming soon, now is the time .

Beds:
3
Baths:
2.00
Sq.Ft.:
1,008
Status:
Active
MLS#:
R1709698
Type:
Ranch
Lot size:
2 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! Minutes from ski slopes !

Beds:
4
Baths:
5.00
Sq.Ft.:
5,055
Status:
Active
MLS#:
20264828
Type:
Single Family
Lot size:
2 Acres
Year built:
2026
A broker reciprocity listing Courtesy: Venture Fox Realty Group 518-290-1070
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ADDITIONAL INFORMATION

Luxury Catskills Estate Designed for Extraordinary Living Where Timeless Architecture Meets the Luxury of the Catskills. Perfectly positioned in one of Windham's most coveted settings situated in a wooded enclave of architectural designed homes, this extraordinary custom-built house is a masterpiece in modern mountain luxury. Designed for those who appreciate exceptional craftsmanship and refined architecture, every detail has been thoughtfully curated to create an unparalleled living experience. From the moment you arrive, the home's striking contemporary exterior with dramatic stonework and its sophisticated yet simple landscaping makes an unforgettable first impression. Inside, soaring ceilings with exposed timber beams, walls of glass with views at every turn, hardwood flooring, and bespoke finishes create interiors that feel both grand and remarkable inviting.The spectacular Great Room with a direct view of Windham Mountain, is flooded with natural light and seamlessly flows from the Living area into a Dining and a kitchen area with a abundance of cabinetry, premium finishes, and an oversized statement island to provide the perfect setting for elegant entertaining and gatherings. Every space has been carefully designed to maximize comfort while framing breathtaking views of the surrounding landscape.A wood burning fireplace anchors the main Living area, while oversized windows blur the line between indoors and outdoors, inviting the beauty of every season into the home.Designed for family and friends' gatherings, there are multitude of areas to be together. The Library, with high ceilings and built-in bookcases, complete the quiet ambiance of the home. The cozy Media room on the upper level is perfect for gaming and streaming.And the Family Entertainment area on the lower level with a bar provides for amble space for comfortable seating, large screen TV, pool and poker tables. A separate space for a gym, on the lower level, for those who need to workout during their stay in Windham. This home has three ensuites and one oversized double bunkroom (for 4 beds), 4 full bathrooms and a powder room, pantry, laundry room and closets galore.Outside, expansive rolling lawns stretch toward picturesque mountain vistas, creating an atmosphere of complete serenity and privacy. Whether enjoying morning coffee, cocktails at sunset or entertaining beneath spectacular evening skies this home becomes magical.Located just minutes from Windham Mountain Club, world-class skiing, championship golf, fine dining, hiking, and the vibrant charm of Windham Village, this property offers a place designed to be experienced, cherished and passed on for generations.Please Note: Some listing photos have been virtually staged to illustrate the property's potential. The home is being offered without the furniture. Buyers are encouraged to view the property in person to appreciate the actual space and layout.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,400
Status:
Active
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

Attractively Priced! 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.

Open House:

Saturday, 10/3 12:00-3:00PM

More Open House Info >

Beds:
4
Baths:
2.00
Sq.Ft.:
1,414
Status:
Active
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
View additional info

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:
Active
MLS#:
1040802
Type:
Single Family
Lot size:
17 Acres
Year built:
1898
A broker reciprocity listing Courtesy: Atelier WM LLC 917-817-5576
View additional info

ADDITIONAL INFORMATION

Windham, NY Investment Offering: Haus Windham is where the mountain meets the moment. Welcome to our 17+ Acre luxury all-season resort nestled in the heart of the Catskill Mountain Range. 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 and expansion-ready development canvas already achieving approximately $1M in annual revenues. 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 include: private steam showers, a private cinema room, a newly built, state-of-the-art boutique fitness center, in-suite fireplaces, fiber-optic WiFi throughout the campus, full-size kitchens, and Glass Mirror Haus suites. The unit mix is thoughtfully assembled portfolio of accommodation types enables dynamic pricing across seasons and party sizes — from solo remote workers to full group buyouts, and is curated for maximum RevPAR. Accommodations: 2 Glass Mirror Haus suites; 5-Bedroom Private Chalet (sleeps 12); Duplex Suites; 1-Bedroom Suites; 2-Bedroom Full Kitchen Suites. 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. The Town of 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. 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. This rare offering represents a rare convergence of stabilized cash flow, irreplaceable land, and the upside of an infrastructure-ready development opportunity at the heart of the Northeast's fastest-growing mountain destination. Ready to own the mountain moment?

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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

© 2026 Greater Capital Association of REALTORS (CRMLSNY). All rights reserved. The data relating to real estate for sale on this website have been downloaded from CRMLS. The IDX logo indicates listings of other real estate firms that are identified in the detailed listing information. Information herein is deemed reliable but not guaranteed, representations are approximate, individual verification's recommended. Per New York legal requirement, click here for the Standard Operating Procedures.

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.



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

    $590,000
    24.5%
    change since last quarter
  • # Active listings

    224
    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