luxury houses with terrace for sale Sandisfield, United States

Welcome to NEWGRANGE, a grand 1920s Manor House capturing the golden age of lakeside country living. This historic estate echoes the effortless elegance of an early 20th-century summer retreat. Imagine hosting lavish gatherings in the formal dining room, or retiring by original, roaring stone fireplaces after a leisurely day on the water or the slopes. Encompassing over 10,000 sqft, the sprawling residence boasts ten spacious bedrooms, a classic country kitchen, and sweeping living areas. Stroll the 7.7-acre grounds--past the guest house, pond, and gardens originally designed by Frederick Law Olmsted--down to your private dock on Lake Garfield. Ideally located near Tanglewood and premier skiing, and low Monterey taxes, this Berkshire gem is a rare invitation to reclaim a masterpiece.

Tucked away on five private acres in Monterey, this singular handcrafted Berkshire cottage feels as though it emerged from a storybook. Natural-edge wood siding, steep rooflines, a massive fieldstone chimney and a tower-like upper level rise from a landscape of hydrangeas, woodland and a grape-covered arbor. Inside, the house is an irresistible mix of rustic character and thoughtful updates. Original wood floors, reclaimed hand-hewn beams, paneled walls, arched doors and unexpected architectural details give each room its own identity. The dramatic great room is the heart of the house, where soaring volume, exposed beams, richly paneled walls and an immense fieldstone fireplace create a space that feels far removed from everyday life. French doors open to a stone patio, while an open staircase rises through the room to the upper level, adding to the home's storybook quality. A sun-filled pink living room offers a dreamy contrast - soft, light-filled and wrapped in windows overlooking the hydrangeas and surrounding woods. A pleasing counterpoint to the darker, more rustic great room, it is an inviting place to read, relax or gather. A remodeled kitchen combines form and function, with white cabinetry, stone counters, a farmhouse sink, center island and a stunning commercial-style range beneath a stainless-steel hood. The adjoining dining room creates an easy flow for entertaining. Four bedrooms are arranged in two separate wings, offering privacy and flexibility. The south wing begins with a first-floor bedroom and bath, continues upstairs to a second bedroom with a newly added bath, and culminates in a third-floor office tucked beneath the peaked roof. On the opposite side of the house, in the north wing, two additional bedrooms each enjoy their own bath. Thoughtful bathroom updates, including the addition of the upstairs bath, bring modern comfort while remaining true to the character of the home. The story continues outdoors. Hydrangeas spill across the front of the house, mature grapevines climb the arbor, and lawns fade into woods and wild garden areas. The west-facing hillside brings seasonal mountain views through the trees, along with places to dine outdoors, wander, garden or simply enjoy the quiet. Private and quietly tucked away, yet only about 15 minutes from Great Barrington, with access to Monterey's Lake Garfield town beach and close to the lakes, trails, and outdoor recreation that make this part of the Berkshires so appealing. Low Monterey taxes and high speed internet on site.

Down a long private drive, this light-filled, artisan-built Cape blends over 5 acres of meadow and woods with Haystack Mountain views into a rare setting-complete privacy and close to town, summer music concerts, and the local swimming hole. Native cherry hardwood floors, solid wood doors, and wood trim run throughout. A central chimney anchors two fireplaces, while the main-floor primary suite allows for easy one-level living. Efficient mini-split heating and cooling provide year-round comfort, with a furnace for the coldest winter days. The upper level offers two bedrooms, a full bath, abundant storage, and an unfinished skylit room with potential for a studio, office, or additional living space. A mostly finished, dry walkout basement adds valuable living space with a recreation room, full bath, and French doors leading outdoors. Another room offers numerous possibilities. Featuring a 2021 roof and an oversized Western red cedar deck completed in 2024, this well-maintained home is move-in ready.

Welcome to 140 Orchard Street, an inviting three-bedroom, one-bathroom Lee home that effortlessly combines everyday convenience with a warm, relaxed atmosphere. Bathed in natural sunlight, the cozy interior features an easy-flowing floor plan anchored by a desirable first-floor bedroom and full bathroom, creating a comfortable and welcoming layout the moment you step through the front door and offering a wonderfully bright canvas ready for your personal touch. The home's exterior is an outdoor lover's delight, featuring an expansive, partially fenced yard that provides a serene setting for summer barbecues, lawn games, or simply relaxing in the fresh Berkshire air. An attached one-car garage offers convenient shelter from New England winter weather along with extra storage space. Ideally situated within easy walking distance of Lee's charming storefronts, local dining, and everyday essentials, this sweet property also offers quick access to Route 20 and the Turnpike, making commuting and weekend exploring a breeze. Property is subject to a 72-hour (3-day) Right of First Refusal (ROFR) by designated party.

Enchanting Riverside Retreat in Falls Village Nestled along the banks of the Hollenbeck River, this contemporary home at 185 Route 63 offers a serene sanctuary where nature and architecture become one. With approximately a quarter-mile of river frontage, a large pond and extensive walking trails that meander through fields and woodlands this 18-acre property is a haven for tranquility and outdoor adventure. As you step inside, the home's expansive windows frame the picturesque landscape, inviting the beauty of the surrounding woodlands and river into every room. the home features a modern design with 3 well-appointed bedrooms and 2 baths. . The deck is the perfect vantage point for observing the river's twists and turns forming natural swimming and fishing holes. Anglers will delight in the proximity to the Hollenbeck Club, with the benefit of a stocked preserve of trout migrating downriver to your doorstep. Located in the picturesque town of Falls Village, this property is a rare offering that combines the best of contemporary living with the allure of a natural paradise. Don't miss the opportunity to own this enchanting riverside retreat.

Perched high on Baldwin Hill! Set far back from the road on a beautiful 2.5-acre lot, this thoughtfully updated South Egremont residence offers a rare balance of scenic tranquility and unbeatable convenience. Positioned to capture sweeping mountain views, the property places you seconds from charming Egremont village, minutes from vibrant downtown Great Barrington, and right down the road from Prospect Lake and French Park. The owners have completed major updates so you can simply arrive and unpack. Recent improvements bring fresh energy throughout the home, including brand-new siding, new windows that flood the spaces with natural light, and a refreshed kitchen featuring new flooring and brand-new appliances. Outdoor living is seamlessly woven into the home's design. A lovely, quiet screened-in porch provides a private sanctuary to enjoy gentle breezes and peaceful mornings. Whether you are seeking a turnkey primary residence or an effortless Berkshire retreat, this Baldwin Hill gem places you moments from acclaimed dining, local parks, and cultural destinations. A distinctive property offering fresh updates and a setting that feels worlds away, yet sits close to everything that makes the region so desirable.

A Premier Estate Parcel Ready for Immediate Construction This exceptional 33.9 acre property on Beaver Dam Road-one of the most scenic addresses in Salisbury-offers a rare opportunity to create a private estate of lasting beauty and value. Surrounded on two sides by protected land, the property enjoys a remarkable sense of privacy and quiet, while being just minutes from the town center. The land itself is a harmonious blend of open hayfields and mature trees, highlighted by a historic copse originally commissioned over a century ago by Frederick Law Olmsted, the renowned landscape architect of Central Park. The setting is both pastoral and refined, with long views, curated plantings, and a serene natural character that evolves beautifully through the seasons. Over the past two years, the current owners have undertaken an extensive series of improvements. A private homesite has been carefully positioned deep within the property, far from the road, offering the ideal location for a one- or two-story residence. A foundation has already been poured, and all the essential infrastructure is in place-underground electric, a high-yield well, approved septic systems for both the main house and a separate carriage house, propane tanks, and whole-house generators-allowing for immediate construction. A stucco carriage house, thoughtfully designed to complement neighboring architecture, stands near the entrance to the property. It's perfectly suited for use as a guesthouse, caretaker's quarters, or rental. A professionally cleared and graded driveway winds nearly a mile through the woods, where foresters have preserved and pruned a remarkable collection of native trees including oaks, maples, cherries, basswood, and pines. New landscaping adds visual interest and seasonal color, with plantings such as scarlet oaks, hornbeam, crabapples, hydrangeas, and roses. A hoop house on the property allows for year-round gardening and plant overwintering. With ample space and infrastructure to support additional structures-whether a swimming pool, tennis court or barns,-this property offers unmatched potential. The hard work is done and it is ready for you to build your dream estate. This is a rare offering in one of Litchfield County's most desirable locations-a chance to realize your vision immediately on a property that's already prepared to welcome it.

The Dean House, a/k/a The Horsford Homestead, a/k/a The Howe's Home is arguably the oldest residence in Falls Village (Canaan), CT. The original structure was built in 1735, with a major, two story addition added in 1804. Many details have withstood the test of time, and this home is a stunning statement for any old-house enthusiast. If you envy the history as a preservationist, conservationist, or restorationist, you just found your personal Xanadu. From the original fireplaces and paneling to the structural "bones" in the attic and basement, all the right features are here, as spacious rooms, cozy environs, and heartfelt warmth are the mantras. Much of the original trim, flooring, doors, and moldings are prevalent, and that impact speaks volumes. The bathrooms are recently updated, and there are newer appliances. The cedar roofs are no more than 7 years old. The outdoor environment is lush and well maintained. There's a kidney shaped in-ground pool, beautiful gardens, and even a large flat lawn that once served as a home to a full-sized English croquet court. The large old barn dates well back in time, and there's a gazebo for quiet reflection and outdoor meals. Several other smaller buildings exist for all types of storage. And then there's the newer building (1997) - a combination of a two-car garage, a huge studio/workshop, a smaller storage room, and a roughly 1700 sq. ft. in-law apartment on the second floor. Approximately 30 acres of farmland is organic. Drive-bys are welcomed, but please do not pull in the driveway without a confirmed appointment.

Quitessential 1831 side hall Colonial. Charming home located in the village of Interlaken in the town of Stockbridge, MA. Just minutes to Lenox, downtown Stockbridge, and the Berkshire Botanical Center. Listen to the babbling water from the Larrywaug Brook and visit the nearby town park. Sit on the deck or around the firepit to soak in the atmosphere of privacy and peace. This 3 bedroom, 1.5 bath house has been meticulously updated. These updates include: roof, windows, deck, painting, kitchen, baths, cement clapboard, wood flooring, laundry on main level. Full walkout basement, oil heat, central air, town water, town sewer. Garage is partitioned for a workshop but can easily be converted to a one-car garage again.

Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.

This 1850 Antique home has been proudly cherished and meticulously cared for by the same family for 59 years. It is ready to be passed on to the next owner to enjoy all the beauty, cultural activities & outdoor recreation the coveted NW corner of Litchfield County provides. Proximity to the renowned Lime Rock Park Racetrack is sure to please automotive enthusiasts. Nearby prestigious private schools make this an ideal primary dwelling, or a weekend escape to rest & recharge. Upon entering the large living room, one immediately feels the warmth with wall to wall carpeting and a fireplace. An additional den/sitting room w/fireplace compliments the living area. A country styled, eat-in kitchen w/pantry area, tile floor, ample cabinets & large picture window is inviting. For more lively family gatherings, there is a formal DR w/french doors leading to a spectacular sun porch with walls of windows creating a tranquil, relaxing ambiance, flooded with natural sunlight. The upper floor has a primary bedroom with large, built in closets, a full bathroom with tub and a 2nd bedroom. The concrete floor basement has a full bathroom w/shower stall, utility sink & laundry with entrance to a one car attached garage. Oil steam boiler recently rebuilt & serviced regularly, chimneys repointed, heightened & capped, new water tank 2024. There is an outdoor storage shed on the property. Come see for yourself this special property & all it has to offer!

The Wheatleigh: A Gilded Age masterpiece on over 21 pristine acres overlooking the Stockbridge Bowl. Designed in 1893 by Peabody and Stearns, this Florentine palazzo features stunning grounds by Frederick Law Olmsted. Former home to the Boston Symphony Orchestra and moments from Tanglewood, this 25,000+SF architectural sanctuary seamlessly marries timeless grandeur with 21st-century luxury. The majestic layout boasts a soaring Great Hall, a formal dining room, a refined wine cellar (6,500-bottle capacity), and 19 uniquely curated bedroom suites. Breathtaking porticos frame panoramic vistas, while rolling lawns and mature gardens present paths to the pool and tennis court. This iconic estate offers utmost privacy, a deeply rich cultural heritage, and unmatched Berkshire elegance.

Introducing: Penelope. This home unlocks a new tier of Lakeville living. Set in one of the town's most coveted, close to everything neighborhoods, it places the lake, town parades, bike path, and local dining right at your fingertips. The location is almost secondary to the house itself: this might just be the best-maintained home we've ever seen, with no detail too small to be thoughtfully reimagined. Inside, natural light floods the oversized living room, framing garden views where you can lounge on the couch and watch hummingbirds flit between flowers. The adjacent dining room provides a flexible space, accommodating a boisterous dinner parties just as easily as tea for two. In the kitchen, fresh paint, updated appliances, and pearl hexagon backsplash offer ample workspace for your resident chef. If your chef has unexpectedly retired, dinner at Fern or White Hart are just moments away. Updated floors and fresh paint enhance the main floor, anchored by a primary suite featuring generous closets. Attached is an elegantly designed bath with charming black and white penny tile. Two additional main floor bedrooms and full bath easily give you flexibility as guest quarters or a quiet home office. Downstairs is where you will likely gasp, "There's more?" Positioned right off a heated two-car garage that makes cold New England mornings officially a thing of the past, the laundry room is so cheery you'll actually volunteer for an extra load. A second living room with a wood burning fireplace creates an ideal hideaway, paired with a fourth bedroom and half bath that gives guests-or an ornery teenager-their own private floor with access to the backyard. The real surprise lies in the oversized gym area, lined with rubber floor mats and wall-to-wall mirrors. You don't even need a workout program for friends and family to officially label you a gym rat; when they see this space, they will just assume you have gone deep on the Peloton leaderboard and look for your Aura Ring to confirm their speculations. Outside, the grounds make the interior look like warmup material. A custom pergola frames a generous stone fireplace for outdoor entertaining. Thoughtful and stunning perennial gardens placed around the house. A secondary patio features a giant iron cauldron firepit-perfect for gathering friends on crisp autumn nights or convincing the neighborhood kids you've joined a coven. Convenient to Hotchkiss, Berkshire, IMS, Millbrook, the Appalachian Trail, and the local lakes, this is Lakeville living at its absolute peak.

Beautifully renovated historic farm house available in Lenox, Massachusetts. A charming 1840s clapboard house located on the estate of ''Brookhurst,'' one of the famed Berkshire ''cottages,'' this former guest house has 3 or 4 bedrooms and 2 full baths spread over three floors (primary bedroom and bath on main floor). It has a private gated driveway and an attached 2-car garage. Luxurious traditional decor throughout the home but with all the modern conveniences including AC, wifi, whole house generator and more. A flagstone terrace overlooks the lush backyard and fully planted walled garden. The house benefits from the rolling landscaped vistas of the beautifully maintained estate property it abuts. Minutes to the town of Lenox and to Tanglewood!

Escape to the quiet elegance of Cobble Hill Farm, a 12.96-acre Greek Revival estate that perfectly balances 19th-century soul with modern luxury. Available for the first time in over 48 years, this mint condition historic gem features sun-drenched rooms, original wide-board floors, and four stately fireplaces. While the period character is meticulously preserved, the home is designed for today's comfort with a recently renovated kitchen, family room, and primary suite, plus central air in the east wing. This is the ultimate sanctuary for the modern homesteader, offering endless potential for an organic farm, vineyard, or equestrian facility. The property boasts a 1,950 sq. ft. vintage barn with 8-10 stalls and a classic hay loft, alongside a 4.5-acre meadow ideal for grazing horses or livestock. Enjoy the tranquility of your private 7,000 sq. ft. spring-fed pond, perfect for summer swimming and fishing. Additional outbuildings offer space for a creative studio, home office, or rec shed. B&B approvals are in place. Located 2 hours from NYC and Boston, minutes from Ski Sundown, West Hill Lake, and the Farmington River for kayaking and fishing, yet a world away from the noise. Cobble Hill Farm is a storied heritage estate where land and light unveil a sanctuary of timeless elegance. Get ready to write your life story at this quintessential retreat.