Stockbridge MA Real Estate & Homes for Sale

NOW UNDER $3M! Light-filled, three stories of stunning open space. First floor includes studio, recording studio, kitchen and bath with adjoining private, walled gardens at each side. 2nd floor comprises of a large gallery space, living room, primary bedroom suite and guest bedroom with private bath. 3rd floor is fully open loft space. Finished basement. Central AC, all updates systems, commercial grade fire systems, residential or commercial use. Seize the moment! Also listed for sale as Commercial. MLS# 73075811

As Summer Nears, the beauty of nature surrounds on a sleepy winding country road, this New and Truly one-of-a-kind single level home-blends modern & rustic seamlessly inside and out. 66 Magical acres w/views in every direction. Beautiful inside and outdoor spaces include a Gunite pool, sauna, outdoor shower, and patio with firepit, 4 beds plus office, 5 baths an open concept filled with natural light. 3 stunning living rooms, pool house/guest wing plus a 3 car garage, all with metal roofing. Plenty of spaces for work or meditation to meet everyones needs. Live in paradise, amazing setting, gently sloping meadow, beautiful flower beds, quiet, peaceful, private with abundant wildlife. A nature lover's dream abutting the Williams River. Build a family compound or guest home on the extra lot.

New master builder's home with a wide opulent wrap-around porch welcomes you into the immense open floor plan bathed in sun-filled light from the wall of glass overlooking a terraced lawn. Entertainment begins here with the fully equipped high-end chef's kitchen with a butler's pantry including its own dishwasher and sink. A magnificent curved staircase leads to the King's Pine flooring of the primary suite with two balconies. Located in the heart of the Berkshires just minutes from the Mass Pike, NY State thruway and Taconic Parkway. All the Berkshires have to offer are literally minutes away including 4 major ski resorts, 7 golf courses, Tanglewood, Jacob's Pillow, Norman Rockwell Museum, Canyon Ranch, Kripalu, Hancock Shaker Village, and several theater companies and countless hiking trails. This custom house was designed with luxury and comfort in mind, including built in sound system, central vac, full house generator, dual head shower, hydrotherapy massage tub, and 4 fireplaces

Welcome to 685 Lee St. Property is a very charming cape that has a ton of potential. Property is on an acre lot with a big 2 car detached garage. Property will be delivered vacant at close.

Pristine condition -move in ready. House sited in low tax Alford, with long winding driveway entrance in Great Barrington VIEWS from every room with floor to ceiling windows! Completely private, not another house in site and IMPECCABLE condition. Located on 17+ acres on desirable Seekonk Cross Rd in Alford sits this remarkable state of the art 7000' contemporary. Designed by famed Calvin Tsao and Zack McKown , the massive floor to ceilings windows capture the postcard panorama from every angle as the sun moves around the C shaped configuration. The winding half mile drive is lined with a long allee of trees and mature landscaping. The setting, views, privacy, landscaping, and architectural significance make 6 Seekonk Cross Road truly a rare Berkshire offering.

Welcome to Wildflower Cottage, a charming hideaway nestled in the woods of upstate New York. This modernized interpretation of a traditional New England bungalow has undergone a complete remodel, optimizing every inch of its footprint. The recent additions of decks, porches, stairs, and planter walls seamlessly blend the cottage with its natural surroundings. Reimagined and designed by Rebecca O'Donnell, founder of The Quiet Botanist, this partially wooded and cleared land features wildflower gardens, diverse birdlife, and a stream. Situated adjacent to the expansive Bebee National Conservation Area, this property offers a secluded haven for nature enthusiasts, while still being conveniently located in charming Columbia County and a short drive to the picturesque Berkshires.

Welcome to Wildflower Cottage, a charming hideaway nestled in the woods of upstate New York. This modernized interpretation of a traditional New England bungalow has undergone a complete remodel, optimizing every inch of its footprint. The recent additions of decks, porches, stairs, and planter walls seamlessly blend the cottage with its natural surroundings. Reimagined and designed by Rebecca O'Donnell, founder of The Quiet Botanist, this partially wooded and cleared land features wildflower gardens, diverse birdlife, and a stream. Situated adjacent to the expansive Bebee National Conservation Area, this property offers a secluded haven for nature enthusiasts, while still being conveniently located in charming Columbia County and a short drive to the picturesque Berkshires.

On over eight acres of woodlands in the hills of Austerlitz sits this picturesque cabin. Connected to hundreds of acres of state land, you can hike Harvey Mountain right out your front door. The recent renovations make this light & bright home a completely move-in-ready proposition. The original beams have been left untouched throughout and create warmth in tone, while the rest of the home has been finished with a clean, neutral palette. The kitchen has an English style range, marble countertops and lovely deep red cabinetry, and a farmhouse sink looks out over the property. The adjacent living area is anchored by a wood stove. There are two bedrooms and two baths on the main floor, one is ensuite and the other, with an antique clawfoot tub, is shared. Both are finished with beautiful Moroccan zellige tile. Upstairs, there is a cozy, private living space and a large light filled third bedroom. You'll find a large two car garage outside for parking & hobbies. The home borders the Hudson Valley/Berkshire border and is equidistant to both Chatham and West Stockbridge and just over 2h to NYC.

Offered turnkey, this renovated modern log cabin blends rustic charm with contemporary comfort surrounded by birch trees. Located on the NY MA border. 15 min to Stockbridge MA & a short drive to ski resorts. Featuring a brand-new kitchen. The open living room boasts a beautiful stone fireplace & hardwood floors. The primary bedroom suite has a gorgeous private bath with a soaking tub & soaring 13' shower. The guest bath was not forgotten in design. This contemporary cabin would be a perfect retreat or great for everyday living. A clean dry basement could be transformed into additional living space. Don't miss your opportunity to make this modern log cabin your own slice of paradise. Just over 2 hr to NYC. Broker is owner

This contemporary 1990 home has a new vibe. Come fall in love with the wideplank pine floors, vaulted/beamed ceilings and black modern farmhouse fixtures and accents. The exquisite open floor plan and updates add up to an exciting and fresh look! Imagine entertaining in the bright, modern, and efficiently designed kitchen with seating for 5 at the huge kitchen island. The gorgeous cabinetry is ample with storage for everything, black stainless appliances, white quartz countertops, and beautiful and functional farmhouse workstation sink. Walk out to the enormous, covered deck for BBQ and backyard fun. This home boasts 2 first floor bedrooms and a meticulously remodeled main bath, home office, and large living room. On the 2nd floor both bedroom ceilings are vaulted and spacious. The vibrant 2nd floor bathroom is remodeled with exquisite and stylish tile work. Walk out to the large private balcony off the master bedroom to enjoy amazing sunrise views. New furnace, AC, & newer roof!

This beautiful updated condo is move in ready. White cabinets with white countertops. Wood floors. Ceiling fans and overhead lighting is just waiting for the new owners. Large media / playroom in the basement for overflow people. Has a full bathroom and laundry room. Door for privacy to that space. Nice deck for summer outside space.

Opportunity Knocks! Expansive Lenox parcel with frontage on East Street and New Lenox Road with Subdivided lots. Build your dream home or take advantage of this unbeatable development opportunity in highly sought after location! Well maintained Lenox 3 Bed 2 Full Bath conventional home is your ideal getaway to take advantage of all that the Berkshires has to offer. Features hardwood floors, spacious rooms, & wood burning fireplace. DON'T MISS OUT!!!

Tullar Farm represents a rare opportunity to own a piece of history where timeless elegance meets modern comfort amidst the serenity of South Egremont's charming landscape. With its rich architectural heritage, generations of proud stewardship, and unrivaled natural beauty, this distinguished estate stands as a testament to the enduring legacy of its past and the promise of the future for generations to come. Set on 67 +/- park-like acres this property offers 3 unique residences, a mature specimen tree farm, a spring-fed pond, wooded walking trails, and captivating views of the distant mountains all just a stone's throw away to restaurants and shops. At the heart of the estate stands The Tullar House; a well-preserved and substantial 6-bedroom 5,000+ sq ft antique Dutch Gambrel dating back to 1761, reported to be the 2nd oldest house in Egremont. Retaining much of its original charm and detail, this historic jewel boasts ample-sized rooms for gatherings and entertaining, a renovated chef's kitchen, a formal dining room, 3 grand fireplaces, 2 primary suites, and plenty of room for guests. Enjoy sweeping views of the grounds from the porch laid with locally sourced marble or relish in the shade of 'The Champion', a 250+-year-old Black Walnut Tree standing as the oldest in the state and serving as a living testament to Tullar Farms' rich past. The exterior is a sight to behold with ornate and symbolic details that capture the attention of all who pass by.

Welcome to an Exquisite Country Retreat where thoughtful perfection, exceptional elegance, and stunning natural beauty converge in a rare offering situated on a private 19.7-acre refuge in magical Hillsdale on a most coveted country road. This property invites you to connect with nature while indulging in luxurious comfort. Arrive to simplistic elegance, where timeless materials blend seamlessly with a brilliant layout and thoughtful design. Every detail reflects a commitment to quality and environmental stewardship while immersing yourself in Mountain Views through walls of windows and doors, seamlessly blending indoor comfort with outdoor splendor. A gracious entry welcomes you to the sanctuary where luxury meets sustainability. Open living spaces with high ceilings create stunning focal points, featuring dramatic finishes such as the iconic Noguchi dining fixture and magnificent Calacatta Viola marble adorning the stove hood, fireplace hearth, mantles, and Porcelanosa vanities throughout. Marvel at the spectacular kitchen with custom designed white oak cabinets by a Brooklyn-based bespoke cabinet maker, complimented by a Forte Italian range Experience the warmth of a wood-burning fireplace in the living room or the cozy ambience of a gas fireplace in the sumptuous primary en-suite featuring its dreamy bathroom. Your office (or additional bedroom) is also in this wing of the home. Three additional bedrooms, including one en-suite, another full bath occupy its own private segment. Escape to a world of comfort and conservation at this exquisite country retreat where every moment is infused with the magic of nature's embrace. Discover the unparalleled beauty of this remarkable property, while enjoying all the Hudson Valley and Berkshire bounty and wonders

Indulge in opulent living in Columbia County, NY! This modern home offers panoramic views of the Berkshire Hills & Catamount Mountains. Enter a grand hallway leading to a dining room with floor-to-ceiling windows showcasing the pool area. The chef's kitchen opens to a spacious Great Room with a fireplace and breathtaking vistas. A loft library offers tranquility. A home office can double as a guest bedroom. The first floor features three guest bedrooms, a gym with sauna, and pool access. The upper level boasts a master suite with a fireplace and private terrace. A grand roof deck overlooks the pool, hot tub, and outdoor kitchen. The lower level features a movie room, laundry, and half-bath. Situated on 10+ acres of landscaped property with lawns and country fields, this is the ultimate country escape. Experience luxury living at its best in Columbia County!

SUPER QUIET location off a country lane finds this Contemporary home w/ CENTRAL AIR CONDITIONING, woodstove opening as fireplace and attached garage.. super solid, bright and happy... LR w/15' ceiling & lots of windows throughout bring the outdoors in for a beautiful country feel.. off dining area are glass drs to open deck overlooking meadowy lawn protected by light forest. 3-4BRS, 2 full baths including double vanity.. large open loft with closets.. principal ensuite complete w/walk-in closet, bright bath and beautiful hardwood floors. Large level yard, private rear deck on 2 acres offer just enough lawn to play badminton or add your inground pool. Surrounded by some hidden but most expensive, multimillion dollar estates in the area..

SUPER QUIET LOCATION .. open loft w/15' ceiling .. CENTRAL AIR CONDITIONING principal ensuite complete w/walk-in closet, bright bath, beautiful hardwood flrs occupy full second flr. Downstairs open floor plan w/ high ceil living room and f/p/woodstove adds to atmosphere of being in the country.. on 2 private acres offering just enough lawn to play badminton or put in your inground pool. Off dining area are glass drs to open deck overlooking meadowy lawn protected by light forest. This home surrounded by some hidden but most expensive, multimillion dollar estates in the area.. so quiet and beautiful off a winding country road excellent to take nice walks or bike rides. Only 5 minutes to center of Chatham and w/in 15-20 min drive arrive in Hudson, Amtrak, movies, restaurants, performing arts and so much more.

Fantastic Barn with Attached Cottage - Ready to Renovate Immaculate 2 bedroom cottage with views of the Spencertown Hills. Wood floors, lovely southern exposure. New deck overlooking your rolling field below. Bounded by stone walls behind. Quiet dirt road for long walks. Attached 4,000 square foot BARN with great potential.10 mins to Chatham or 10 mins to the Berkshires. Ideal!

LIKE LIVING ON YOUR OWN PRIVATE LAKE!Step outside to the beautifully designed terraced yard and enjoy breathtaking water views in every direction.With only a few homes on Hayden Pond and none in sight of this property,it feels like your own private lake.Since 2017 many improvements have been made on this lovely property:metal shingle 100 yr roof,newly created lower level in-law apt w/kitchen,full bath & gas fireplace.Fully reimagined yard along the waterfront w/Goshen stone patio & steps,walkways along the water w/landscaping,a drilled well & an auto generator.There's plenty of room w/3 full baths,3 bdrms + a spacious living rm w/expansive lake views & deck,gas fireplace w/ gorgeous rustic stone & reclaimed wood surround.A few minutes to Jacobs Pillow,Otis Ski Ridge & Otis Reservoir.Schedule your showing now!

Private country setting, contemporary design, and energy efficiency all come together in a serene landscape setting with beautiful views of Catamount Mountain. 3500 SF, stained cedar sided home, 4-bedroom, 3.5-bathroom. Home is sited to maximize long distant views. This certified passive home is industry leading, with its triple insulated floor to ceiling windows and doors, high R-value walls and ceiling and an energy recovery/ventilation system. Finished three-car garage can easily accommodate EV charging stations and an abundance of additional storage needs. The centerpiece of the home is a large open floor-plan kitchen/dining/living space with 13' + high ceilings. Oversized sliding doors from this space make the connection to the concrete paver patio, meadows and woodlands, second nature. Close to the Berkshires, Great Barrington and Stockbridge, 30 minutes to Hudson and minutes to the hamlet of Hillsdale, and Catamount. Experience true green living.

Calling all investors and ski enthusiasts! Don't miss out on this charming 3-bedroom, 1-bath home waiting for you to come in and make it your own. On 8 acres and located just 2 minutes from Catamount Mountain Resort, this property offers easy access to skiing & snowboarding adventures in a private setting with mountain views. This property has great potential as a short-term rental investment or transform it into your dream ski retreat! Possibility to subdivide. Sold as-is.

Welcome to this incredible investment opportunity! This spacious property features 6 units with 7 beds and 6 baths, providing ample space for potential tenants. The property also includes a convenient 3-stall detached garage, perfect for storage or additional rental income. Attention investors: This is your chance to add a lucrative property to your portfolio. While this gem may not pass all types of financing, the potential for high returns is undeniable. Don't miss out on this exciting opportunity.

Have you dreamed of living in the Berkshires? Do you like privacy yet still close to ponds for boating, kayaking, fishing, swimming and mountains for skiing and hiking? Hayes Pond is just up the road. Your next adventure is here. This beautiful ranch home showcases an open concept between the living, dining and kitchen areas. The kitchen boasts generous Corian countertops for food preparation and ample oak cabinets. The home office could be a 4th bedroom. One level living exemplified including the convenience of a separate laundry room. Fully finished walk out basement with large rec room, bathroom, mud room and workshop. Utility room separate off the garage with a new propane furnace (2021). Enjoy time in the private backyard gardening, swimming in the pool or grilling on the deck. Summer fun awaits you. Solar panels provide low electric costs. Another budget pleaser is Otis' low property taxes. This is a unique home built, loved and cared for by 1 family. Now it is your turn.

Nestled on a deeded 1/3 acre lot behind a shelter of trees, this 2 bedroom getaway can be your summertime home away from home! With a modern 2011 well cared for interior, this 34' trailer has a large screened porch for summer evenings and rainy day entertaining. The attached deck overlooks woods. This cozy lot also has a fire pit & 2 sheds! For extra guests, the kit table unfolds into a bed. Klondike is a gated community which has a large clubhouse w/many amenities, a large newer pool w/poolside cafe, community fire pit, picnic area, playground, exercise room, tennis & pickle ball courts, onsite ponds for kayaking, and more! Numerous organized events also give this gated campground a true sense of community! Klondike is a great place to call home from 5/1 to 10/15, and a wonderful place to visit year-round to enjoy local trails, skiing, fishing, & the outlet mall. Come view this opportunity today!

Freshly renovated condo. New butcherblock counter tops with tile backsplash, appliances, flooring and paint throughout. Huge bedrooms with double closets. Upgraded bathroom with cool cabinets, mirror and fan. Super quiet unit 4 is in a 4 unit building. It has a very functional and spacious floorplan. The building has common laundry and off street parking. Located next to a park and elementary school. Very low HOA expenses and taxes.