The agencies at Pownal
These agencies offer a selection of luxury properties vente at Pownal. Feel free to contact them for personalized assistance.
Custom-built and truly exceptional, this phenomenal home is set on 5.81 wooded acres, offering privacy, space, and room for everyone. With 12 rooms, 4 bedrooms, and 4 bathrooms, this spacious home is designed for comfortable living and effortless entertaining. The first-floor primary suite features a beautiful private bath, and adjacent laundry room. The inviting family room offers cathedral ceilings and a gas fireplace, while the impressive kitchen showcases maple cabinetry, granite countertops, and a large island. The expansive great room is perfect for entertaining, featuring a full bar and abundant space for gatherings. The second floor offers three additional bedrooms and a full bathroom. The finished lower level provides even more living space with a large recreation room, two versatile office spaces that can be used for whatever your needs may be, a 3/4 bathroom, and utility room. Outdoor living is equally impressive, with an above-ground pool and deck, stamped concrete patio, and beautiful TREX-covered porches. A separate detached one-car garage and large outbuilding provide additional storage and workspace. This exceptional property offers privacy, space, and amenities both inside and out. A must-see home!
…By Four Seasons Sotheby's International Realty
Located in the Chimney Hill community, this four-bedroom, two-bath home offers the perfect Southern Vermont retreat for every season. The open-concept living, kitchen, and dining area creates a welcoming space for gathering with family and friends after a day of skiing, boating, hiking, or exploring the area. Warm wood accents and comfortable living spaces create a relaxed Vermont atmosphere that feels inviting year-round.Step outside to the front porch and enjoy the seasonal mountain views while taking in the peaceful surroundings. Set on a wooded lot, the property offers a balance of privacy and convenience, with easy access to the extensive amenities of Chimney Hill and the recreation opportunities that make Southern Vermont such a sought-after destination.As a homeowner in Chimney Hill, you'll enjoy access to a wide range of community amenities, including an indoor pool, outdoor pool, fitness and community center, pickleball courts, ice skating, tennis courts, and an extensive network of hiking and recreational trails. Whether you're looking for outdoor adventure or a place to relax with family and friends, Chimney Hill offers activities for every season.Just minutes from Lake Whitingham, Mount Snow, The Hermitage Club, and downtown Wilmington, this home is ideally located for year-round enjoyment. Spend your summers boating, paddling, and swimming on the lake, and your winters skiing and snowboarding at nearby resorts. Whether you're looking for a primary residence, vacation home, or investment property, this four-bedroom getaway provides the space, location, and lifestyle that Vermont buyers are seeking.
…By Four Seasons Sotheby's International Realty
Green Meadows Farm is a rare Southern Vermont estate where timeless character, modern comfort, and exceptional recreational amenities come together across more than 16 picturesque acres. Just minutes from Lake Raponda, downtown Wilmington, Mount Snow, and The Hermitage Club, this remarkable property offers sweeping mountain views, stunning sunsets, and the space to create lasting memories for generations.At the heart of the property is a beautifully maintained six-bedroom farmhouse that blends classic New England charm with thoughtful, energy-efficient upgrades. Warm wood floors, inviting gathering spaces, updated kitchens and baths, and period details throughout create a home that is both elegant and welcoming. A post and beam three-season room with a hot tub provides the perfect place to unwind while taking in the surrounding landscape.The property also includes a separate three-bedroom guest cottage, ideal for extended family, guests, caretakers, or rental opportunities. For entertaining on a grand scale, the impressive party barn features an expansive gathering space with kitchen facilities, an indoor basketball court, and room for everything from family celebrations to recreation and hobbies. The lower level, once the dairy barn, offers abundant storage for vehicles, recreational equipment, tools, and toys.Equestrian enthusiasts will appreciate the horse stables, fenced pasture areas, and open grounds, while outdoor lovers will enjoy the property's proximity to Lake Raponda, skiing, hiking, snowmobiling, and year-round recreation. Multiple outbuildings and flexible spaces create endless possibilities for agricultural use, workshops, or a private family compound.Whether envisioned as an equestrian estate, multigenerational retreat or four-season Vermont getaway, Green Meadows Farm presents an extraordinary opportunity to own one of the Deerfield Valley's most distinctive properties.
…By Four Seasons Sotheby's International Realty
Set on eight acres, between the Hudson Valley and the Berkshires, this idyllic, light-filled house offers ample opportunity for living, work, and entertaining. With three bedrooms, four full baths, and a recent addition, the property has stunning views of the surrounding hills, a large deck, a two-car garage, a creative studio, and a picturesque pond. Enter through a breezeway with floor-to-ceiling windows and a tiled floor. The foyer leads into the living room, with a wood burning fireplace, and a large dining area. The kitchen and the adjacent great room make it easy to host gatherings. Wide-board floors are throughout the house. French doors open from the great room to the large deck outside, overlooking the pond. The first floor bedroom, which is currently used as an office, has an ensuite full bath. Upstairs, comfort and convenience are a priority for both the primary bedroom and the guest bedroom, which have ensuite bathrooms and large walk-in closets. The primary bedroom looks out over the Berkshire hills, including views of Jiminy Peak. The recent two-story, 1,433 square-foot addition conveniently connects via the breezeway to the main section of the house. The first floor of the addition has a very large, flex room, which can be additional living or work space or as a place for entertaining. It opens to a separate area that is currently being used as an exercise room. Upstairs is a spectacular studio space with vaulted ceilings, walls of windows, and features a full bath that includes a Japanese style soaking tub. It has been used as an artist's studio, but could easily be repurposed for meditation, yoga, music--the possibilities are endless. Outside, you can relax on the deck, looking out at the pond, enjoying the hot tub or walking the trails on the property; a small bridge leads you to a gazebo. Just minutes away is the farm market store and The Blueberry Café for delicious breakfast, lunch and dinner. Chatham Village has restaurants, The Crandell movie theater, bookstore, along with many other shops. A short drive into The Berkshires for music and theater or head the other direction to Hudson for the vibrant scene on Warren Street and access to Amtrak. Only a two-and-a-half-hour car ride to NYC. This peaceful, scenic and spacious house offers so much for the next owner.
…By William Pitt Sotheby's International Realty
Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peacefulness. Follow the gently curved stone stairway to the covered front porch and enter into an open and spacious entry with an intriguing glimpse of flowers exquisitely private. Be welcomed into a graciously sized formal living and dining rooms ideal for entertainment, memories and laughs to be shared. Relax in comfort and warmth of the brick fireplace fully framed with wall to wall windows balancing light while inviting the outdoors in. Adjoined to the expansive cooks kitchen topped with granite countertops, triple windows for full backyard viewing, and spacious everyday dining which leads to a private and expansive rear deck and screened sunroom. Step inside and ascend a half flight of stairs to the bedroom level, where four generously sized bedrooms offer both comfort and ample space. These rooms share a spacious full hall bath. The private, king-sized primary suite welcomes you each morning with cheerful and soothing sunrise views over the October Mountain ridgeline. Descend to the walk-out entry level, which features a versatile home office or guest suite, a third full bath, and a convenient shared laundry area all situated on the lower entry level close to the oversized two-car garage. The next lowest level remains unfinished, providing an excellent opportunity for large-scale storage, a workshop, or additional creative uses. This is a unique opportunity in this glorious Berkshire Summer market, situated close to Lenox for enriched entertainment, Pittsfield's Guido's Fresh Marketplace for gourmet, farm-fresh foods. Enjoy lake activities at Pontoosuc or Onota Lake within 20 minutes or indulge in hiking and mountain biking at October Mountain and kayaking or hunting at Canoe Meadows Wildlife Sanctuary. With incredible views at home and endless outdoor adventures nearby, this residence offers the best of Berkshire living.
…By William Pitt Sotheby's International Realty
If you love to drive long gravel roads through maplewood forests dotted with antique farmhouses and barns, we have this offering located in the corner of Columbia County that serves mountaintop views across the Hudson Valley. The impressive drive into the property through the gate is uphill past three meadows ablaze in native wildflowers across three seasons and through its own maple stock. The residence is a J.L. Ramirez, Architect PC (NYC) designed and built 4 bedroom 2.5 bathroom 3200 square foot center hall colonial with an open downstairs floor plan, high ceilings on both floors, grand porches on both front and back with sunlit, expressive Pella paned windows highlighting the Catskills to Berkshires views surrounding this tippy top sited spot. The estate, constructed in the year 2000, has 89 acres in total, with 20 acres mowed and lovingly maintained over 25 years to provide a lawn for lounging and entertaining. Afternoon breezes and birdwatching become the cocktail hour calling with a built in bar for service. The kitchen, with its bank of paned windows and buzzed by hummingbirds all day long, is adorned with heirloom custom cabinetry that is passed through the generations whether the countertop material de rigueur changes or not. A flock of turkeys wanders by and the yellow warbler works a tree branch while you stir bolognese for the evening supper and star gazing is absolutely magnificent from this spot. The house includes an office downstairs currently used as the media room, a mudroom with a floor of native stone off the kitchen, a wood burning fireplace and a barn. All of the bedrooms are off the center hall upstairs and all 4 enjoy good size proportions with the primary on the rear en suite. Situated in the quaint hamlet of East Chatham, this residence enjoys proximity to Chatham village and the Old Chatham Country Store with its delightful, local fare menu, the Massachusetts attractions of Stockbridge including the talent featured at Tanglewood and the convenience of I-90 to Boston or Maine at hand.
…By Four Seasons Sotheby's International Realty
The Kemble, a registered Great Estate built in 1881, is set in the heart of downtown Lenox. Originally a Gilded Age estate, it has been updated and is now offered fully furnished as a turnkey luxury rental. The property is designed for groups, with multiple gathering spaces, a well-equipped kitchen, a mahogany bar, and 13 en-suite bedrooms. It comfortably accommodates 20+ guests and has been a strong performer for weddings, corporate retreats, and multi-generational stays. The grounds feature open lawns, established gardens, and west-facing views. Fully ADA compliant and walkable to Lenox's restaurants, shops, and cultural venues. A rare opportunity to own a large-scale, income-producing property in one of the Berkshires' most established locations.
…By William Pitt Sotheby's International Realty
Welcome to Red Rock House, a remarkable architectural compound privately set on 16 acres in the historic hamlet of Red Rock in East Chatham, New York. Designed by Anmahian Winton Architects with landscapes by Studio Reed-Hilderbrand, this extraordinary retreat seamlessly blends contemporary design with the surrounding natural landscape, creating an exceptional sanctuary. A winding driveway through the forest leads to the main house and guest house, both clad in darkened cedar wood with latticed privacy screens that blend effortlessly into their surroundings. A bluestone pathway connects the structures, leading to a terraced pergola with multiple seating areas, a wood-burning fireplace, sweeping meadow views, and a 60-foot heated saltwater pool. Just beyond, a secluded cottage overlooks a rushing creek, while a woodland trail leads to an elevated treehouse-perfect for yoga, meditation, or quiet reflection. Spanning three levels, the main house is a masterclass in modern minimalist design. Crisp white interiors create a gallery-like backdrop for art while framing spectacular four-season views through expansive walls of glass. A stone-paved foyer leads to a dramatic loft-like entertaining space anchored by a double-height living room with floor-to-ceiling windows overlooking the treetops. Nearby, a cozy lounge with a wood-burning fireplace opens to a wraparound terrace cantilevered into the forest. The windowed chef's kitchen with center island flows seamlessly into the dining area and features Vermont Danby marble countertops, abundant custom cabinetry, premium appliances by Wolf, Sub-Zero, and Miele, plus a balcony overlooking the pool and meadow. A tasteful powder room completes this level. A sculptural staircase leads up to the private primary suite level, an airy retreat filled with natural light. The king-sized bedroom includes a sitting area with a gas fireplace and a spa-like bathroom with double vanities, a rain shower, and a deep soaking tub for two. A spacious dressing room with custom built-ins offers exceptional storage, while a hallway with a laundry closet leads to a comfortable media room featuring a fireplace and custom bookshelves. The walk-out lower level opens directly to the pool and includes two bedrooms, a study, and a full bathroom. These flexible spaces can also serve as a gym, home office, or studio. A large mechanical room is also located on this level. Privately positioned from the main residence, the contemporary guest house offers bright open living spaces, oversized picture windows, two spacious bedrooms, a full bathroom, and a kitchenette. Below, a two-car garage provides abundant storage and a Tesla charging station. The entire compound is meticulously maintained and offers exceptional privacy and premium amenities, including multi-zone HVAC, radiant heated floors, custom architectural lighting, a central vacuum system, and a 22KW generator for the ultimate in comfort and security. This unique and remarkable offering is ideal for those who appreciate world-class modern architecture and are seeking a true refuge from the world outside. Though completely immersed in nature, the property sits just 10 minutes from the town of Chatham and 25 minutes from Hudson and the Berkshires, with easy access to renowned restaurants, farmers markets, Tanglewood, P.S. 21, and the highly anticipated Art Omi Pavilions. Red Rock House: not just a home, but a holistic and restorative experience!
…By Annonceur International
Set on six picturesque acres in Stockbridge, this beautiful contemporary home offers privacy, comfort and stunning views. The thoughtfully designed layout features five bedrooms and 4.5 baths, including a spacious main-level primary suite with an en-suite bath. The chef's kitchen is equipped with premium Wolf and Sub-Zero appliances, perfect for entertaining or everyday living. An oversized three-car garage and finished lower level provide ample storage, while expansive windows showcase the surrounding landscape. Just down the road from Tanglewood and close to downtown Lenox and Stockbridge, the location is ideal for enjoying the best of the Berkshires. Available furnished, this exceptional property is move-in ready and an ideal Berkshire retreat.
…By William Pitt Sotheby's International Realty
Storybook-worthy and wonderfully unique, this charming Manchester property is a little oasis tucked away just minutes from downtown. Inspired by the feel of an English cottage with a clean, Scandinavian-influenced aesthetic, the property combines warmth, character and thoughtful design with an unusual amount of flexibility. The main house is an inviting one-bedroom, 1.5-bath cottage (1142 sq ft) filled with natural light and cozy details. The beautifully designed kitchen is both stylish and highly functional, with an excellent layout and new upscale appliances (2025). Recent improvements include a generator (2023), propane fireplace insert (2023), all new windows and exterior doors (2025), interior and exterior painting (2024-2025), and an updated driveway with a gorgeous bluestone walkway (2024). Across the slate patio is The Makery, a wonderful flexible studio space (240 sq ft) that could serve as an office, creative studio, gym, or an incredible game or party room. A separate renovated (2026) three-season guest cottage (192 sq ft) offers a bedroom and full bath and provides the perfect cozy space for guests, a home office or family members, just across the yard. The beautifully landscaped, fenced backyard feels remarkably private and secluded, creating a true oasis. The front yard features peach and apple trees, creating a charming mini orchard. With three distinct buildings arranged around the property, it feels more like a tiny compound than a traditional home. All of this, yet you are just minutes from Manchester's shops, restaurants and amenities, with the convenience of town water and sewer. A truly special property that feels both tucked away and connected-full of charm, flexibility and possibilities.
…By Four Seasons Sotheby's International Realty
An extraordinary opportunity to build one of Saratoga Springs' most distinctive luxury residences--without spending the next year navigating design and permitting. 36 Jenna Jo presents a fully envisioned custom home opportunity in one of Saratoga Springs' most sought-after neighborhoods, Oak Ridge. Occupying one of the community's premier ridge homesites, this shovel-ready property includes building permits already issued, eliminating the time and uncertainty of the approval process. The offering includes a custom residence, professional interior design, an in-ground pool, curated landscaping, and thoughtfully planned hardscape, all conceived as one cohesive vision. The proposed home showcases refined architectural details, expansive living and entertaining spaces, and seamless indoor-outdoor living, with every element carefully considered to create a timeless, functional, and elegant home. This exceptional collaboration between Plan Architecture, Maxwell Tyler Interiors, and Caruso Builders brings together award-worthy architecture, curated interiors, and the craftsmanship of one of the Capital Region's premier custom builders. Photos shown are design renderings.
…By Annonceur International
Some properties announce everything at once. Others reward the buyer w/ discernment to see what is quietly waiting to be realized. Set along the rise of Morse Hill Road, this Dorset home is a rare opportunity: a substantial residence on 10 acres where value extends beyond what exists today into what the land could become. Beyond a beautiful Vermont home, there is potential to shape an estate-scale setting w/ expanded lawns, layered gardens, paths, terraces, recreation areas & a more park-like relationship between house & land. Inside, the home is substantial & highly spacious. Numerous bedrooms, generous living areas, fireplaces, high ceilings, & a large family room designed for life's gathering. The layout suits quiet weekends, holidays, movie nights, guests, remote work, & longer Vermont stays. A enormous "mudroom" provides the practical transition every four-season home needs, w/ room for boots, coats, ski gear, & outdoor equipment. The full basement adds exceptional storage and flexible recreation or hobby space. Outdoors, cottage perennial gardens, raspberry bushes, mature trees, hillside contours, and a private atmosphere create meaningful room to evolve. The property offers privacy, scale, and a strong sense of place, yet its greater opportunity lies in the ability to open, shape, and elevate the land into something intentional, polished, and luxurious. Recent practical improvements, including a standing seam roof by Iron Horse, updated mechanicals, water softener, pellet furnace, water heater, and exterior paint, add to a confident investment. Dorset Village, Manchester, hiking trails, Bromley, & Stratton are within easy reach, allowing the home to live as a full-time residence, weekend retreat or four-season Vermont base. For the buyer with vision- it is a rare opportunity to get way more than meets the eye.*Photo Disclosure: Some images are virtually staged or digitally modified to illustrate design possibilities; the home is currently unfurnished.
…By Four Seasons Sotheby's International Realty
Rare, renovated Berkshire investment compound on 0.59 acres in pedestrian-friendly Housatonic. This turnkey property features two separate legal duplexes (4 units total) offering stellar cash flow. The front home (392 Park St) features a 5BR/2BA unit, a sleek 2BR flat, and a prominent street-front walk-out lower level with incredible commercial/addition potential. The rear Swiss-Gothic home (394 Park St) hosts two updated 2BR units. Enjoy a sprawling backyard with mountain views, a community garden, and fruit-bearing trees. Fully insulated and optimized for easy management with 4 separate heating/electric systems, town sewer/water, and off-street parking for 10+ cars. Moments from Berkshire Mountain Bakery; minutes to downtown Great Barrington and Tanglewood. A rare, turnkey find!
…By William Pitt Sotheby's International Realty
Tucked into the beautiful hills of Townshend, Vermont is a truly special property, offered to the market for the first time. Beautifully crafted in the timeless tradition of timber-frame construction, this exceptional 3 bedroom, 2.5-bath home showcases classic mortise-and-tenon craftsmanship, warm natural materials, and expansive views south down the West River Valley.At the heart of the home, a magnificent Finnish Tulikivi soapstone fireplace anchors the great room, creating a warm and inviting gathering space beneath soaring cathedral ceilings. A dramatic wall of windows fills the room with natural light and brings the surrounding Vermont landscape indoors. Thoughtfully positioned throughout the home, the windows allow the beautiful valley views to be enjoyed from nearly every room.The home's distinctive timber frame construction creates an atmosphere that is both grand and welcoming, with exposed beams and carefully considered details throughout. The home has a great flow through the spacious custom cherry kitchen through all the open, light-filled living spaces. This property was designed for everyday comfort as well as entertaining, while 3 bedrooms, a loft, and a large finished walkout basement provide ample room for family and guests.Set amid the natural beauty of southern Vermont, this property offers a rare combination of craftsmanship, privacy, and panoramic scenery. Whether enjoying the changing seasons from the great room, gathering around the soapstone fireplace, or simply taking in the expansive West River Valley views, 395 School Marm Lane offers an authentic Vermont lifestyle in a home built to be cherished for generations.
…By Four Seasons Sotheby's International Realty
“You want land, privacy, and a home that costs less to run. This is it. Seven acres with a pond. Solar panels make about twice the electricity the home uses today, with plenty left over to charge an electric car, run power tools, and power electric fencing. Fully renovated in 2024. New roof. New heating system. New engineered septic. Whole house water treatment. 3 bedrooms and 2 full baths on one level, 1,156 square feet. Dry basement, partially finished. A 30x40 barn with a new roof, electrical, stalls, and storage. Large fenced area for horses and animals. End of a quiet cul de sac. 15 minutes to Moreau Lake and Glens Falls. 20 minutes to Saratoga Springs. The work is done. The land is yours.
…By Four Seasons Sotheby's International Realty
This new-construction Craftsman Contemporary on private Terra Ferma Drive delivers sharp lines and bright living spaces. Anchored by vaulted ceilings and custom details, the open-concept layout flows directly to an expansive deck overlooking serene wooded wildlife. The five-bedroom, three-bath footprint provides a highly flexible layout for remote work, hosting, and modern living, supported by an attached two-car garage and a large yard, perfect for outdoor summer entertainment. Situated on a premier South Egremont cul-de-sac, the roadway connects directly to the Karner Brook Wildlife Management Area for instant trail hiking access, while keeping you minutes from Catamount skiing, Great Barrington, and low Egremont taxes. Clean, current, and highly efficient.
…By William Pitt Sotheby's International Realty
Versatile mixed-use property pairing a sophisticated second-floor apartment with a flexible first-floor residence that doubles as an ideal commercial or gallery space. Overlooking a tranquil year-round brook and a private backyard, the offering sits right downtown Egremont and includes the convenience of an ample garage. | Property Highlights | Second-Floor Apartment: Sophisticated, charming living quarters featuring high-quality finishes, total privacy, and serene views of the brook and grounds. First-Floor Mixed-Use Space: Currently configured as a comfortable residential apartment while offering incredible potential for an art gallery, retail boutique, or commercial enterprise. Ample Garage: Generous garage space providing excellent storage, parking, or workshop potential. Exceptional Septic Infrastructure: Robustly engineered system designed to service a 35-seat restaurant. First floor has been a restaurant, bookshop, and now a residence.
…By William Pitt Sotheby's International Realty
This beautiful 1810, meticulously maintained, village home and 4 car barn have been lovingly restored from top to bottom and inside to out by the current talented owners. And yes, the heat pump is considered a heating system and has heated this home year-round. Air conditioning in the summer and heat source in the winter with the Harmon pellet stove for additional heat. The open kitchen overlooks the spacious dining area and sun filled entrance. A very welcoming room for family and friends to gather during each season of the year. The rooms flow from the kitchen/dining area to the living room with the pellet stove, to the den and then the fully insulated sunroom. The first floor 3/4 bathroom has a step in shower and laundry area. The two interior stairways lead to three bedrooms upstairs and another 3/4 bathroom that overlooks the gardens and beautiful stonewalls (hand built by the seller) that are throughout the property. Beautiful perennial gardens accent the yard. The front, two car garage (16x24) has a stairway up to a full storage or game room area and a car port for additional exterior storage. The back two car garage (20x22) has been fully insulated for a year-round workshop! This beautiful home had the siding removed, insulation added and all new exterior composit LP Smart Siding with a 50 yr. warranty. Basement and sunroom fully insulated also. The home has been thoughtfully plumbed for a conventional furnace if desired. A tranquil setting and a tastefully renovated home that has all the expensive, hard work completed for you. Located in this picturesque town of Middletown Springs with a village green and nearby lakes, rivers, and mountains for outside recreation in any seasons.
…By Four Seasons Sotheby's International Realty
Welcome to this versatile and well maintained mixed-use property offering three-unit potential in an excellent in town location, just minutes from the mountain. The property currently features two beautifully updated residential apartments plus a commercial office space, with the potential to convert the commercial space to a third residential unit, offering even greater income potential. The two existing apartments are in excellent condition and move in ready. The lower level apartment features two bedrooms, including a primary with an en suite bath, and has been completely updated with quality finishes. The additional one bedroom apartment is also nicely updated and offers comfortable, turnkey living. The building itself has been extensively renovated over the years, with improvements made from the ground up, providing a solid foundation for an owner occupant or investor. Live in one unit while renting the others, use the property as a full investment, or explore the possibilities of creating a third residential unit. With its convenient in town location, proximity to the mountain, local amenities, and strong income potential, this property offers flexibility and opportunity in one attractive package. Come take a look at this gem and discover the possibilities!
…By Four Seasons Sotheby's International Realty
Historic Rowen Farm is an extraordinary Vermont country property, where 87.92 private acres across 2 separately deeded parcels of reclaimed meadow, woodland, brooks and mountain views surround an exceptionally restored circa-1812 Federal farmhouse. Restored stone walls trace the land, woodland trails invite exploration, and open meadows extend toward the ridgeline, creating a setting that feels both expansive and intimate.Inside, exceptional historic preservation meets refined modern comfort. Original wide-plank floors, exposed beams, doors, period details and 4 wood-burning fireplaces are complemented by updated kitchen, baths and lighting by Teaselwood Designs. The home unfolds with a welcoming flow as the renovated kitchen opens to breakfast, dining and living spaces filled with natural light and views. Porches and decks extend living outdoors, while a mudroom, ski/gear room, laundry and outdoor shower make returning from mountain or trail effortless.The 4-bedroom, 5-bath layout is equally suited to quiet weekends or a full house. A first-floor ensuite guest room offers privacy, while a library/office leads to a separate wing with bonus room, 3/4 bath and exterior entrance, creating flexibility with potential for a private first-floor suite.Outside, the property becomes its own four-season retreat, with room to hike, bike, explore or simply enjoy the quiet. A farmer maintains the meadows, preserving the pastoral setting, while the relocated town road enhances setback and privacy. A barn/garage with loft and lean-to adds storage and character.A comprehensive 2003 restoration by skilled craftsmen included major system upgrades and a full basement excavated beneath the original house. A 4-bedroom wastewater system was permitted in 2022 and a new shingle roof completed in 2026. High-speed fiber internet keeps you connected. Offered largely furnished with limited personal exclusions. Just 8 miles from Okemo, with easy access to Woodstock and Killington.
…By Four Seasons Sotheby's International Realty
A RARE RIVERFRONT COUNTRY ESTATE - 38.9 ACRES OF BEAUTY, PRIVACY & HISTORY. Set along the Hollenbeck River, this extraordinary 1820 Colonial offers a rare opportunity to own nearly 39 acres in one of Litchfield County's most beautiful settings, surrounded by open meadows, mature woodland, and picturesque river frontage. Thoughtfully updated while preserving the warmth and character of its historic architecture, the 3,421-square-foot residence is both timeless and inviting. Beautiful wood floors, a stunning updated kitchen with Viking appliances, and a screened porch overlooking the landscape create a home equally suited for quiet country living and entertaining. An in-ground pool completes the setting for unforgettable summer days and weekends with family and friends. Beyond the main residence, a classic two-story barn adds tremendous character and possibility. Closer to the river, a beautifully renovated outbuilding is a destination of its own-an inspiring, private space surrounded by nature and ready to become whatever its next owner imagines: a studio, office, guest retreat, creative space, or something entirely unique. The 38.9 acres are what make this property truly exceptional. Sweeping meadow, mature woodland, privacy, and river frontage come together in a setting increasingly difficult to find in Northwest Connecticut. From the river and pool to the historic home, barn, and renovated outbuilding, every part of the property offers something special. Ideally located near the Metro-North train station and within easy reach of the region's most celebrated destinations, including Music Mountain, Tanglewood, Yale School of Music in Norfolk, Lime Rock Park, and the Appalachian Trail. Mohawk Mountain, Butternut, and Catamount offer nearby skiing, while the restaurants, galleries, shops, and outdoor pursuits of Litchfield County and the Berkshires are all within easy reach. A remarkable Litchfield County estate where river, meadow, woodland, and historic New England architecture come together-an idyllic year-round home or country retreat offering extraordinary privacy, character, and a setting that simply cannot be replicated. Listing agent is related to Seller.
…By William Pitt Sotheby's International Realty
Modern Mountain Luxury | Windham, New York Experience contemporary mountain living at its finest in this exceptional new-construction residence, perfectly positioned just one mile from the Village of Windham. Thoughtfully designed and impeccably built, this light-filled retreat captures the essence of refined modern living in the heart of the Catskills. The home’s sophisticated open layout features four spacious bedrooms and four and a half baths, each space designed with comfort and style in mind. The main-level primary suite serves as a serene escape, complete with a spa-like en-suite bath and tranquil views of the surrounding landscape. Vaulted ceilings and expansive windows fill the home with natural light, seamlessly blending indoor and outdoor living. A custom chef’s kitchen anchors the main living space, appointed with premium appliances including double ovens and an eight-burner range. The large center island invites gathering and conversation, creating a natural flow between cooking, dining, and entertaining.. The walk-out lower level extends the home’s versatility with a generous family room, den, wet-bar entertainment area, recreation space, or office, three additional bedrooms and baths — ideal for hosting guests or enjoying quiet relaxation. Set within one of New York’s premier four-season destinations, this residence offers effortless access to Windham Mountain Club, world-class skiing, golf, hiking, and a vibrant arts and dining scene. Whether enjoyed as a private retreat or an investment with strong rental potential, this property embodies the timeless sophistication and natural beauty that define Windham living.
…By Four Seasons Sotheby's International Realty
Welcome to 124 Bellevue Avenue, a special home cherished by the same family for nearly 50 years. Now, this distinctive 1930s property is ready for its next chapter and a new owner with the vision to restore its character and make it their own. Step inside to find the details that give homes of this era their enduring appeal: wood floors, woodwork, moldings, built-ins, generous rooms, and timeless charm. A thoughtful layout brings natural light throughout the day, with east and southern exposure brightening the kitchen and main living areas, while the west-facing living room captures afternoon and evening light. The spacious living room features a fireplace and separate entry from the covered front porch. Two bedrooms and a full bath are on the first floor, with two additional bedrooms and a full bath upstairs. A large bonus room, currently used as a family room, offers flexibility for an office, studio, playroom, or additional living space. Storage is abundant, with numerous closets, additional storage areas, a walk-in attic room, and an attached one-car garage. The home will require attention, including repairs, cosmetic updates, and improvements to certain areas that reflect its age and do not meet current code requirements. Solid features include a slate roof with recent repairs, some newer windows, and electrical wiring currently being updated. For the buyer with vision, this is an opportunity to preserve the character of an older home while creating a space suited to today's lifestyle. Known conditions include a leaking pipe, insulated piping in the basement, and peeling exterior paint. Property is conveyed in as-is condition and is best suited for a cash purchase. The lovely yard features perennials, garden beds, a slate walkway, a firepit area ready to be reclaimed, and a large shed. Set in Rutland's historic North East Highlands area, 124 Bellevue Avenue is a home with history, character, and potentialwaiting for someone to take it into its next chapter.
…By Four Seasons Sotheby's International Realty
Sixty-four years ago, an avid outdoor sportsman bought a large parcel of land on a gravel country road in Sharon, CT. Three years later he had split and sold some off, retaining 33.4+ acres for himself where he built the cabin of his dreams on the shore of a beautiful wetlands area with a pond along side. Bathed in peace, quiet, beauty, and serenity, he built a garage and a workshop, then later added some outbuildings to help with his affinity for collectibles. This was all he needed. The sportsman has passed, and today the home and property is being sold by his siblings. The peace, quiet, beauty, and serenity still remain. On the land and in the nearby water, nature awaits the next steward. The property has the potential for at least two additional home sites, and directly across the road is a large parcel owned by the Sharon Land Trust. The bones of the buildings are solid, and the land is a stunning mixture of native broad-leafed hardwoods and tall conifers. If you want to "get away from it all", this is the country place to get away to.
…By William Pitt Sotheby's International Realty
Welcome to Hawksview, an extraordinary private sanctuary nestled amongst the trees with a warm and woodsy feel. Located on a private country road in the prestigious estate section of Kent, this stunning retreat offers low taxes with 26.7 acres of land in forestry (Forestry 490). Prepare to be captivated by amazing views from almost every angle of this home, which features soaring ceilings throughout. The interior boasts a chef's kitchen with granite countertops and gorgeous skylights with an adjacent dining area that feels like a greenhouse. The cozy, yet versatile layout, includes a primary suite with vaulted ceilings, a dressing room, deck access, and an ensuite bathroom with a steam shower and Jacuzzi tub. The living room beckons for gatherings around the wood burning stove and generous windows lend all season distant views of The Appalachian Trail, Macedonia State Park, and St. John's Rock Ledges. Outside, the wraparound deck invites you to entertain and follow the sun. With a lower level workshop and 2 car garage, one can enjoy fun projects right at home. An outdoor enthusiast's paradise, the property features private trails that lead directly to Cobble Brook Vista conservancy trails. Enjoy the ultimate private mountain retreat just 4 minutes to the center of Kent and 6 minutes to Kent Falls. This exceptional location is also just 20 minutes to Mohawk Ski Area (and a short drive to other nearby ski areas) and 20 minutes to Wassaic Station for easy train service to NYC Upstairs landing boasts a beautiful and bright work/office space. Loft/Den doubles as a 3rd bedroom.
…By William Pitt Sotheby's International Realty
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