68 houses for sale in North Settlement

Excellent Opportunity to own 2 HOUSES in your own private Catskills retreat! Stunning, park-like grounds with an impressive Waterfall! The charming Log Cabin has 4 Bedrooms and 2 Full Bathrooms. It offers the perfect blend of rustic character and modern comfort. It has a spacious Country Kitchen with pantry, an inviting Living Room with a Stone Fireplace and a cozy Den with a Wood Burning Stove. The generous Master Bedroom has 2 Closets and a private Full Bathroom. There's also a convenient Laundry Room. Step outside and discover a property that's truly magical. Wander the walking paths and relax beside the picturesque waterfall and year-round stream. Just 15 minutes from skiing, this is an ideal year-round residence or four-season getaway. The Guest House has 1 Bedroom and 1 Full Bathroom. It's perfect for extended family, visitors, rental income, a home office and more. Opportunities like this are rare. 2 Homes, breathtaking natural surroundings and the comfortable country lifestyle

Morning coffee on the deck, days spent exploring the Catskills, and evenings gathered beside the fire-28 McGovern Road captures the relaxed mountain lifestyle that makes Windham such a special place to call home. Privately sited on one acre surrounded by mountains, this cedar-sided saltbox offers a peaceful setting just approximately five minutes from Main Street. Inside, new hardwood floors, a vaulted ceiling with exposed beams, and an open floor plan create a warm, inviting atmosphere. The great room's fireplace anchors the gathering space, setting the scene for cozy après-ski evenings and leisurely weekends. A spacious kitchen with a breakfast bar makes casual dining and conversation easy, while the adjoining dining and living areas provide room to gather and entertain. Sliding glass doors from both the dining and living rooms open onto the deck, creating an effortless flow between indoor and outdoor living. Enjoy summer dinners outside, quiet mornings in the mountain air, pretty se

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

Timeless Timber Frame Townhome Walk to Trails from this Graceful, Timeless Timber Frame Townhome, warmth and charm exudes from this 3 bedroom plus loft, 3.5 bath Windham Beauty. Lovely entrance with sizable ski and boot room, opening to vaulted ceiling living room with plenty of windows to take in the valley views, tasteful furnishings to relax around the impressive stone wood burning fireplace. Spacious kitchen and dining area to entertain friends and family. Wonderful decking to gaze upon the beautiful valley views. The upper level offers an open loft area leading to a tastefully furnished Primary bedroom with spacious ensuite bath. Gracious stairway leads you to lower level with a family room to enjoy movies, games, a full bath, a 2nd bedroom with 2 singles and a 3rd comfortable guest ensuite bedroom. The convenience of an attached heated garage, laundry room, radiant oil heat and A/C splits add to the amenities. Located on Windham Clubs west side, don't miss this opportunity to mak

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

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 five 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 Wolf & Viking appliances including double ovens and an four-burner range. The large center island invites gathering and conversation, creating a natural f

For outdoor enthusiasts, artists, hikers, hunters, or anyone seeking a peaceful country retreat, this Schoharie County property offers over 17 acres surrounded by nearly 100 acres of state land. The older single-wide is in clean condition and provides a comfortable base for enjoying the outdoors. Conveniently located approximately 15 minutes from Windham and Durham, and about 2½ hours from New York City

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

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 excell

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-ou

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. R

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 overloo

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 mo

5 Years New! Stylishly Renovated Townhome in the Heart of Windham Mountain Club. Renovated approximately five years ago and move-in ready, this beautifully updated 3-bedroom, 3-bath townhome offers exceptional value in the heart of the growing Windham Mountain Club community. With 1,566 square feet of living space across three thoughtfully designed levels (includes the finished basement), the unit blends comfort, style, and functionality in a true four-season setting. The entry level welcomes you with a heated ski/boot room featuring a custom-built bench with storage cubbies, bluestone tile flooring and elegant wainscoting creating the ideal space for storing gear after a day on the mountain. The cozy great room is the heart of the home, showcasing gleaming wood floors, a beautiful stone hearth with a Napoleon wood-burning fireplace, and a vaulted ceiling adorned in pine for that warm, mountain-lodge ambiance today's buyers love. Sliding glass doors open to a private deck perfect for m

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!

Wonderful contemporary mountain home built in 1988, tucked away on 6.8 acres of wooded privacy. This retreat features 2 bedrooms, a loft that could easily serve as a third bedroom, and 2 full bathrooms, along with an oversized attached 2-car garage. Soaring cathedral ceilings create an open, airy atmosphere, enhancing the home's spacious design and passive solar gain. The woodstove and pellet stove easily heat the entire house, with baseboard heat as a backup. Perfect as a year-round getaway, it is just a short drive from dining, shopping, golf, hiking trails, and exceptional skiing at Windham and Hunter Mountains. Ideal as a ski house, full-time residence, or private retreat, this quiet, secluded home offers a peaceful setting surrounded by nature with easy access to outdoor adventures

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 u

Imagine starting your mornings with the gentle sound of a flowing creek, and ending the day gathered on the porch as the sun fades over the surrounding landscape. This charming Creekside retreat offers a rare opportunity to embrace the relaxed Catskills lifestyle while keeping everyday conveniences close at hand. Set on 1.77 scenic acres, this recently improved 3-bedroom, 2-bath ranch invites you to relax and unwind. Two covered porches provide the ideal spots to enjoy the peaceful setting, while inside you'll find a warm, inviting interior filled with rustic character. Highlights include a spacious living room with a pine accent wall, cozy fireplace, and sliding glass doors leading to the back porch overlooking the creek. The dining room showcases beautiful pine ceilings and classic wainscoting, while the functional U-shaped kitchen and flexible extra rooms offer comfort and versatility for everyday living, guests, hobbies, or a home office. The expansive owner's suite features a gene

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 addition

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 wi

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 dinne

This 4-bedroom home offers 3 upstairs bedrooms, a main-level bedroom with a walk-in closet, 2 bonus rooms, and a dedicated office space. Kitchen features a stove and dishwasher, plus an in-home washer/dryer. Includes an unfinished basement with cellar, well water, septic, and no HOA fees. Complete with a garage outfitted for wood and auto shop needs! Assignment Listing

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

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

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. R

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

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

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 t

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 i

Nestled in the scenic hills of Gilboa, this unique 6.29-acre property offers a wonderful opportunity to create your own country retreat, homestead, or recreational getaway. The property has been in the same family for many years and is ready for its next chapter. Existing structures require significant rehabilitation and are being sold as-is, making this an ideal opportunity for buyers with the opportunity to renovate, repurpose, or build to suit their vision. Enjoy the peaceful setting, beautiful natural surroundings, and convenient access to outdoor recreation throughout the region. A peaceful creek runs along the property, adding to the tranquil setting, while a charming grove of mature apple trees beside the homesite reflects the property's rural heritage. Existing structures are being sold as-is, presenting buyers with the opportunity to renovate, repurpose, or build to suit their vision. Enjoy the beautiful natural surroundings, privacy, and convenient access to outdoor recreatio