luxury real estate for sale Windham, United States

This classic Greek Revival farmhouse on Beaver Hill Road in Gilboa NY is surrounded by 111 acres of fields and meadows and is ready for a new generation of farmer with its sunshine and alluvian soil at the foothills in the Northern Catskills. Boasting 6 bedrooms and 3 full bathrooms, a crowd can gather here to reap the bounties this rural land can produce. This late 19th century farmhouse with its pretty blue metal roof is giving rustic country character to the pretty surroundings and boasts an hallmark barn, a swimming pool and potting shed. Situated in the heart of Schoharie County, and featuring one of the rare qualities of no zoning laws in Gilboa NY, this country estate is an unusual opportunity to reinvent a farmland fantasy. This gorgeous rural pocket of the Northern Catskills delivers all the scenery you'd expect, plus the additional feeling just a little off the beaten path in the best possible way. Take time to have lunch at the wonderful Yellow Deli in Oak Hill and shop the gorgeous style at Pidgin. Or ski nearby Windham Mountain Club and make a day of it.

Discover the opportunity to own 59 acres of prime land offering the perfect balance of open space, privacy, and natural beauty. Whether you're an investor, developer, farmer, or someone looking to build a dream home or retreat, this property provides the foundation for a wide range of possibilities. There are trails throughout the property which are ideal for hunting, hiking, horseback riding, or ATV use. Relax and enjoy the panoramic countryside and Mountain views. The property also includes a well-maintained 30'x55' barn with electrical. Great for storage of farm equipment, workshop, or convert to stables. If you enjoy skiing, the property is only fifteen minutes from Windham Mountain. Schedule your showing today!

An early 19th Century Greek Revival Church, reimagined into a stunning residence on thirty-seven acres of rolling fields, woods and trails at the foothills of the Catskill Mountains. Inside, the c1837 timber frame structure’s main living space has soaring ceilings and exposed hand hewn beams. The floors are white oak, and windows line the lime-washed walls floor-to-ceiling. A library is perched in the cupola with gorgeous custom bookshelves, and under the stairwell you’ll find a 600+ bottle wine room, temperature controlled and accessed through steel doors. A gas fireplace grounds the large seating area, which looks into the open chef’s kitchen. The space is fabulous for entertaining. In the kitchen there is a 48” AGA induction range, a large center island, and the walk-in pantry houses a second sink and expertly hides the paneled refrigerator. The primary suite has a wing of its own. It is big and bright and like the rest of the house it looks out onto the dramatic mountain view. The primary bath has a large wet room with two showers and a soaking tub, the hardware is beautiful, heavy unlacquered brass. In the opposite wing are two spacious guest rooms, a bunk room with four sweet & custom built-in bunks, and an incredible full bath with a double vanity and radiant heat. A home office space is perched on the third floor with a separate staircase, it is nicely and intentionally tucked in for privacy and quiet. The house is built into the hillside, the lower level is light filled and walk-out and there you’ll find a family/media room, a wet bar, and a gorgeous laundry room with two washer/dryers, a farmhouse sink and lots of storage. Outside, you’re completely immersed in nature with nearly forty acres to explore. Find streams and waterfalls, trails wind through the woods. Potter Mountain is a fabulous retreat for those wanting peace and quiet, but you’re also close to hiking, farm-to-table dining, and Windham Mountain Club is right down the road. Just over 2h to NYC, a furniture package is available.

Modern Mountain Retreat with Hunter Mountain Ski Slope Views, Hot Tub & Entertainer's Dream Layout. Perfectly positioned in the heart of Hunter and capturing direct views of the Hunter Mountain ski slopes, this contemporary mountain retreat offers the ultimate combination of style, comfort, and four-season adventure. Designed with entertaining in mind, nearly the entire main level unfolds as one dramatic open living space highlighted by soaring pine vaulted ceilings, walls of glass framing breathtaking mountain and trail views, and a stunning double-sided stone fireplace anchoring the great room, bar area, and recreation space. Multiple sliding doors lead to expansive decking, creating seamless indoor-outdoor living and the perfect setting for après-ski gatherings, summer entertaining, or relaxing while overlooking the slopes. A woodstove adds additional warmth and mountain charm to the already inviting living area. The updated kitchen blends modern design with functionality, featuring crisp white cabinetry, stone countertops, breakfast bar seating, and stainless-steel appliances including Bosch. The beautifully renovated half bath showcases sleek subway tile and offers convenient access from both the main living area and the upstairs bathroom layout. The lower level is thoughtfully designed for hosting large groups, getaways, or future short-term rental potential. Four additional bedrooms -- including two en-suites -- and a common area full bathroom offer plenty of space for guests. A dedicated gym rounds out the amenities, while a separate gear entry provides the perfect landing spot for skis, snowboards, mountain bikes, fishing equipment, and all your outdoor essentials after a day exploring the Catskills. Step outside to your private hot tub retreat complete with privacy enclosure, ideal for relaxing after skiing at Hunter Mountain or hiking nearby trails. Whether you're searching for a stylish ski house, vacation home, Airbnb investment opportunity, or year-round Catskills escape, 109 Botti Drive delivers the mountain lifestyle buyers are searching for just minutes from skiing, dining, hiking, golf, and all that Hunter and the surrounding Catskills have to offer. A 3D Walkthrough Tour is available in the digital Lookbook or by request

Set at the foot of the Catskill Mountains, down a quiet country road in Acra, this c.1850 farmhouse sits on more than fourteen acres of open meadow, mature trees, and rolling countryside. Framed by two classic red barns and surrounded by long views of the landscape beyond, the property feels deeply rooted in its setting—an authentic Catskills homestead that has evolved thoughtfully over time. The original farmhouse retains the warmth and character one hopes to find in a house of this era. Sunlight moves through the interiors throughout the day, highlighting wide-plank floors, historic details, and rooms that feel both comfortable and lived-in. The home strikes a rare balance between preservation and practicality, offering the charm of an old house without feeling precious. At the heart of the home is a dramatic post-and-beam Great Room addition. Vaulted ceilings and handhewn beams soar overhead while a woodstove anchors the space, creating a natural gathering place through every season. Generous in scale yet remarkably inviting, the room is equally suited to large holiday dinners, quiet winter weekends, and evenings spent around the fire after a day outdoors. Large windows frame views of the property and bring the surrounding landscape into everyday life. Outside, the acreage unfolds in a series of open fields, specimen trees, and historic outbuildings. The two barns lend both beauty and utility, reinforcing the property's agricultural roots while offering endless possibilities for creative use. The setting feels private and peaceful, yet remains convenient to the Catskills' most beloved destinations for skiing, hiking, dining, and weekend exploration. 939 Joseph Chadderdon Road is the kind of property that has become increasingly difficult to find—a historic farmhouse with genuine character, meaningful acreage, and a sense of place that feels distinctly upstate.

A rare opportunity to own a fully designed land and build package set on 10 private acres with sweeping views of the Catskills, surrounded by hundreds of acres of rolling, verdant farmland and pristine, untouched landscape in the sought-after Western Catskills region. Privately positioned on a quiet, no-outlet country road, this setting offers exceptional peace, limited traffic, and a true connection to nature--where open skies, mountain vistas, and unspoiled surroundings define the experience.The proposed residence features approximately 3,400 square feet of modern farmhouse design, highlighted by a spacious open-concept layout and a stunning 640 sq ft wraparound porch--perfect for taking in mountain sunsets, entertaining, or simply enjoying the tranquility of the surrounding countryside. Architectural plans and elevations are complete, offering a clear vision while still allowing flexibility to tailor bedroom configurations, layout details, and finishes to your personal style. Buyers may choose to move forward with the thoughtfully designed farmhouse plan or collaborate with the builder to explore a custom design that reflects their own vision.Designed with quality and efficiency in mind, the home includes high-end construction and finishes throughout, such as premium windows, custom cabinetry, hardwood flooring, granite countertops, energy-efficient systems, and a fireplace feature. Low-maintenance materials and thoughtful building practices provide long-term durability and comfort.What truly sets this offering apart is the ability to build with confidence and ease. The project is led by R.A. Tait LLC, a premier local builder-designer with over 70 years of combined expertise, this builder and his team, will oversee the entire process from the ground up. From site work to final finishes, every phase is professionally managed--eliminating the need for buyers to coordinate subcontractors or navigate the complexities of construction. This streamlined approach allows you to enjoy the creative aspects of customization while the build is handled with precision and care.Adding to the appeal, infrastructure is planned and in place, including road access, electric, proposed well, septic design, and site preparation--allowing for a smooth and efficient building timeline.Optional enhancements may include a whole-house generator, underground utilities, a private pond, and additional exterior upgrades--further elevating the property's lifestyle and long-term value.Additional Opportunity:An adjoining 14+ acre parcel located directly across the street is also available, featuring a 6-stall horse barn, rolling open acreage, and a scenic stream--ideal for equestrian use, recreation, or creating a larger Catskills estate.Set just a short drive to Windham, Hunter, and Belleayre Mountains, this property offers the perfect balance of seclusion and accessibility, ideal as a full-time residence, weekend retreat, or investment opportunity.This offering presents an opportunity to establish a true Catskills estate--your custom home set privately on one side, with the option for equestrian facilities and open rolling acreage across the street--an exceptional and seldom available pairing.

Some homes are just houses. This one is a story. Built in 1885 and lovingly stewarded across generations, Clover Valley Farm is a rare Italianate Victorian fully on 20.67 acres of open meadow, woodland, and mountain views — complete with a private pond and a heritage carriage barn standing since the property's earliest days. The hand-painted sunburst porch panels, ornate bracketed cornices, and grand forward-facing double porch set the tone before you ever step inside. The porches were rebuilt, the roof renewed, and 26 windows replaced — all without disturbing a single detail of what makes this place extraordinary. Picture your morning: coffee in hand, the Catskills spread wide, nothing but birdsong to interrupt the quiet. Through the original mahogany double entry doors, a grand turned-spindle staircase and refinished wide-plank pine floors carry the kind of warmth only time itself can build. Crown molding throughout, rich original woodwork, and sun pouring through tall windows at every hour. The living room gathers around a gas cast iron stove; the formal dining room retains its original butler's pass-through and period-style pendant; the updated kitchen features quartz countertops, new cabinetry, and a stained glass accent window that catches the afternoon light just right. The breakfast room is where tea, a good book, and a scone become a daily ritual. Upstairs, four generous bedrooms with original floors and far stretching Catskill views offer a quiet retreat. A sun-drenched sitting nook tucked off the hall invites a candle and whatever you've been meaning to read for months. The showpiece bath features a clawfoot tub, antique brass fixtures, pedestal sink, and beadboard wainscoting. Every practical need has been thoughtfully addressed — renovated second bath, main-floor laundry, updated electrical, new well, tankless water heater, and low-profile radiators — so nothing stands between you and simply living here. Beyond the door, the land opens up to a stone patio warmed by afternoon sun, a fenced yard made for quiet evenings, a private pond, open fields, and a heritage carriage barn that has earned its place in the landscape. Wake to mist lifting off the mountains. Let spring bring its wildflowers and fall set the hillsides on fire. Grow what you love, harvest what you planted, and bring it to the table still warm from the sun. When you're ready to venture out, the Schoharie Beverage Trail winds through the hills with local cideries, wineries, and craft breweries worth lingering over. Mine Kill State Park and Windham Mountain keep the adventurous fed year round. And when the world calls you back — Saratoga Springs is just an hour away, Albany under 90 minutes, Hudson and its Amtrak connection to the city under two. New York City is 2.5 hours from your front porch. Near enough to everything that matters. Far enough to finally breathe. Most furnishings convey. Arrive and simply live. This is the home people spend a lifetime looking for.

Discover a rare Catskills retreat in Round Top, NY, offering 6.3 peaceful acres with open land, wooded edges, and sweeping mountain views. Ideal as a weekend escape or full-time residence, this property includes two beautiful homes, modern amenities, and nearby access to trails, waterfalls, and local dining. It blends total privacy with a prime location close to Hudson, Woodstock, ski resorts, and year-round recreation.The main home is a striking 6,748 sq ft postmodern chalet (including the finished basement) filled with natural light and designed for comfort, creativity, and entertaining. Its dramatic centerpiece is a 2,500 sq ft great room with soaring ceilings and exceptional acoustics—a space once used by opera performers and perfect for gatherings, celebrations, music, or quiet relaxation. With six bedrooms, seven bathrooms, central A/C, and an attached two-car garage, the home delivers spacious living with modern convenience. Zoning for residential and entertainment use offers added flexibility for hosting events or retreats.The residence is equipped with a whole-house generator, security system, and direct-to-station fire alarm, providing peace of mind. The finished basement adds more than 2,000 sq ft of flexible living space, including a sauna, bathrooms, a laundry room, a large flex room suitable for a gym, studio, or recreation area, plus generous storage and a separate entrance that expands layout options even further.Outdoor living is a defining feature. An deck and patio with hot tub beside them, showcases beautiful mountain views, creating a resort-like experience year-round. Below, a stone patio and fire pit offer additional space for relaxing and entertaining. Thoughtful landscaping enhances curb appeal while maintaining a low-maintenance, natural look.A second home, a charming Cape-style guest house, adds significant versatility. With three bedrooms, two bathrooms, and an open kitchen-living layout, it's ideal for multi-generational living, rental potential, private guest accommodations, or a dedicated creative retreat. The dual-home setup makes the property especially attractive for buyers seeking space, privacy, and flexibility.The location elevates the entire lifestyle. A bike trail directly behind the property leads to waterfalls, swimming holes, and wooded stretches perfect for hiking and biking. Round Top restaurants are close enough to walk to, offering convenience with small-town charm. Golfers will appreciate being only minutes from Blackhead Mountain's scenic course, while skiers can reach Hunter and Windham Resorts in about thirty minutes. Nearby towns like Hudson, Ashland, and Woodstock add arts, dining, and culture to your orbit, making this a true four-season destination.Whether you're seeking a private mountain retreat, a luxurious weekend getaway, or a spacious home with room for guests and gatherings, this property stands out as a rare Catskills offering. With two homes, stunning mountain views, extensive indoor-outdoor living spaces, and a prime location near top attractions, this estate delivers a lifestyle of relaxation, beauty, and possibility.A 3D Walkthrough Tour is available in the digital Lookbook or by request.

Refined Equestrian Living on 12 Private Acres Discover the pinnacle of upscale country living at this custom-built log estate, privately sited on over 12 serene acres with no neighboring homes in sight. A long, winding drive welcomes you to a peaceful retreat designed for both refined living and equestrian excellence. Tailored for the discerning horse owner, the property features a pristine 4-stall barn with a spacious hay loft, two expansive pastures with run-in sheds, and a professional outdoor riding arena offering a turnkey setup for training, care, and enjoyment. The 3-bedroom, 2-bath residence impresses with soaring vaulted ceilings, a stunning wall of windows, and a cozy gas fireplace in the main living area. Natural light pours in, highlighting the home’s warm finishes and open design. A heated two-car garage with EV charger adds modern convenience beneath the rustic charm. Stone steps from the paved drive lead to an inviting deck, perfect for morning coffee or evening unwinding. A pristine, never-used Morton building with extra-tall garage doors, concrete pad, Polyurea floors, and full utilities offers endless potential from car collection and workshop space to a dream hobby studio. Outdoor living is a dream, with a built-in kitchen and firepit made for entertaining under the stars. Perfectly located—30 minutes to Windham and Hunter Mountains, 45 minutes to HITS, and just 60 minutes to Saratoga Springs, this exceptional estate blends luxury, privacy, and equestrian lifestyle into one rare opportunity.

Introducing Roaring Kill Retreat. Tucked among the trees on a secluded parcel, this light-filled 3-bedroom, 2-bath home is a modern Catskills escape where thoughtful, modern architecture meets handcrafted design. Abundant natural light pours through expansive windows, creating the feeling of a treehouse, while warm interiors balance clean lines with inviting character. The newly renovated kitchen is a standout, featuring custom cabinetry, ceramic checkerboard flooring, and a one-of-a-kind backsplash handcrafted by the homeowner, a local artist. Custom built-in cabinetry in the dining room adds warmth and functionality, while a wood-burning fireplace anchors the living space. A generous back deck and private balcony off the primary bedroom place you right in the forest canopy—perfect for entertaining, morning coffee, or simply taking in the peaceful surroundings. Partly wooded and exceptionally quiet, the property offers seasonal mountain views, nearby stream, and walkable access to nearby trailheads leading to some of the Catskills' most beloved hikes and waterfalls. Ideally situated between Plattekill Falls and Roaring Kill, it's also just 20 minutes from Colgate Lake and only 15 minutes to Hunter Mountain. Nature lovers will appreciate the property's remarkable wildlife, with more than 70 bird species observed from the home, including nesting Barred Owls. The surrounding woods and stream offer opportunities for mushroom foraging, while spring brings the unforgettable courtship displays of American Woodcocks nearby. Throughout the seasons, the landscape is constantly changing—from vibrant autumn foliage and mountains that glow red at sunset to soft pink evening skies created by the mountain elevation. In winter, Roaring Kill Retreat becomes an especially cozy escape, with snowy forest views best enjoyed beside the fire.

The Elka Park Studio-Build, Create, Expand. Tucked just beyond the reach of the everyday, in the quiet pocket of Elka Park, this property offers something increasingly rare — a finished, thoughtfully renovated guest house/art studio paired with the infrastructure to grow. Set on two acres along sought-after Platte Clove Road, the groundwork has already been done. A newly improved septic system sized for a four-bedroom home, in-ground electric, drilled well, and whole-house generator allow for a seamless transition to your future build. The existing structure lives beautifully in the meantime — a light-filled studio with vaulted ceilings, a lofted living space, and a wood-burning stove that anchors it all. Below, a one-car garage and flexible workspace lend themselves to creative use or quiet retreat. What sets this property apart is its position. A south-facing orientation captures sweeping mountain views and steady light throughout the day — the kind of setting that draws artists, designers, and those looking to disconnect without disappearing entirely. From your door, access some of the Catskills’ most iconic outdoor destinations, including Kaaterskill Falls and Platte Clove Preserve, with skiing at Hunter Mountain just minutes away. The villages of Woodstock and Tannersville are a short drive for dining, galleries, and everyday ease. A rare opportunity to own a small, meaningful piece of Elka Park — with the hard work complete, and the vision still yours to define.

Just outside the quaint historic village of Rensselaerville, this sweet country creekside setting offers peace, privacy, and the charm of rural living. The property features multiple outbuildings--ideal for storage, hobbies, or small-scale farming--set against a serene natural backdrop. Tucked away in a peaceful creekside setting, this homestead offers a true escape to the countryside. Surrounded by nature and serenaded by the gentle sounds of the creek, the property invites you to slow down and enjoy quiet days and star-filled nights. Full of rustic charm, the home is complemented by multiple outbuildings, perfect for creative pursuits, storage, or a small hobby farm. The setting is both private and picturesque, with plenty of space to garden, relax, or simply take in the beauty of the natural surroundings. Ideally located near some of the area's most beloved outdoor destinations, you'll find easy access to scenic hiking and outdoor recreation at Huyck Preserve and tranquil Lake Myosotis. Nearby Partridge Run Wildlife Management Area offers miles of trails, waterfalls, and fishing spots, while Thompson's Lake and John Boyd Thacher State Park provide additional opportunities for hiking, swimming, and breathtaking escarpment views. Whether you're seeking a weekend retreat or a year-round haven, this inviting cottage captures the essence of simple country living in a truly special setting. Recent improvements include a roof less than three years old, new gas furnace, a new UV water filtration system, and an updated kitchen with new countertops, over-range microwave, refrigerator, and washing machine. Fresh interior paint throughout and new flooring in the living room and primary bedroom complete the updates.

A rare opportunity to own a truly custom, never-lived-in modern ranch, thoughtfully designed and masterfully built as a forever home. Completed in 2025, this sprawling residence blends timeless materials with high-performance systems, offering coveted single-level living on just over five acres in Westerlo's picturesque countryside, surrounded by open land and Catskill Mountain scenery.Despite being newly constructed, the home carries a sense of warmth and permanence, feeling exceptionally quiet and filled with natural light. This modern farmhouse-inspired executive ranch balances open flow with intuitive, comfortable living.Features include geothermal HVAC, commercial-grade mechanical systems, smart home functionality, wide-plank white oak flooring with natural pine trim and finishes, a gourmet kitchen, a custom stone fireplace, a walk-in butler's pantry, and a beautifully appointed formal laundry room with cabinetry. The primary suite is thoughtfully connected to an oversized walk-in closet with island. Four bedrooms (including a flexible office or guest space) and 2.5 baths complete the main level.The full basement offers approximately 9-foot ceilings with dual access from the garage and rear patio, presenting exceptional potential for future finished living space. Additional highlights include a three-car attached garage with 13-foot ceilings, new well and septic, and nearly every major component of the home carrying a one-time transferable warranty, providing outstanding peace of mind.Located approximately 30 minutes from downtown Albany and the New York State Thruway, under 40 minutes to Hunter Mountain, and about an hour to Saratoga Springs, this home offers both privacy and accessibility. From its quiet strength and natural light to its thoughtful design and enduring materials, this home delivers a rare sense of comfort, permanence, and ease.

In the sought-after Roxbury Run area of the Town of Roxbury, discover this beautifully renovated two-story multi-use farmhouse-a rare find that blends Catskill Mountain charm with exceptional versatility. Originally built in 1950 and once home to a beloved restaurant with the owners' residence above, this 4,564+ sq. ft. property has been thoughtfully transformed into a spacious and stylish retreat, ready for its next chapter. Set on 2 acres on 2 adjoining parcels, this residence is perfect for a variety of uses: bed & breakfast, small event venue for rehearsal dinners, brunches, or private gatherings, clubhouse for Roxbury Run Country Club, or simply a luxurious home for those who love to entertain. The possibilities are endless. Inside, you'll find 6 bedrooms (5 upstairs, 1 downstairs) and 4 full bathrooms-all beautifully updated. The main-level bedroom connects to a cozy family room with a sliding door to the deck, offering privacy & comfort for guests. The modern gourmet kitchen is a chef's dream, featuring a propane Z-line stove with double oven & hood, microwave drawer, solid hickory cabinets, Silestone countertops, & ample storage. The spacious living room, lined with six new sliding doors, opens to a wrap-around deck-filling the home with natural light and creating seamless indoor-outdoor flow. Outdoors, the wrap-around back deck overlooks a fire pit area w/Cambridge pavers, manicured walkways, & parking for 12+ vehicles-ideal for hosting gatherings. Other notable features include: new siding, exterior lighting, & 49 new Pella windows, Vermont Castings wood-burning stove & fireplace, full-house propane generator, 2 new commercial-size septic tanks, new boiler, mudroom, & laundry room, gym, office space, restaurant bar, & 2 staircases (plus another to the attic), oil & electric heating, well water, & partial basement. Located across from Roxbury Run Country Club with access to tennis courts & swimming pool with a membership fee. Parks, hiking trails, & year-round Catskill adventures are right at your doorstep. Seller is a licensed real estate salesperson.