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.

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.In the past two years, the residence has undergone a complete remodel down to the studs, marked by meticulous attention to detail. Enhancements encompass a brand-new kitchen, bathroom with heated floors, fresh interior and exterior paint, and the installation of entirely new systems and windows. Throughout these updates, endearing elements such as the original wallpaper in the entryway have been thoughtfully preserved. The cozy layout comprises two bedrooms, additional sleeping loft, bathroom, living room, dining area, and kitchen seamlessly extending into a covered porcha versatile space ideal for storage and use as a mudroom.Venturing outside, Wildflower Cottage offers seclusion on cleared land and cultivated gardens surrounded by woods and intersected by a babbling stream. A gardener's shed and barn provide ample storage and potential for additional structures. Adjacent to the vast Bebee National Forest, the property opens up to hundreds of acres ripe for exploration and outdoor adventures.Despite its secluded ambiance, Wildflower Cottage is conveniently located near a host of sought-after destinations. The property is an 8 minute drive to West Stockbridge,15 minutes to Chatham, 20 minutes to Great Barrington, and 35 minutes to Hudson, providing an array of year-round attractions and activities. This rare, approachable find offers turnkey convenience and the compelling invitation to slow down and enjoy the quiet life.

Located in a gated community of large acreage land holders and highlighted in Interior Design Magazine, sits this exquisite and truly special property. The main house is a stunning post and beam contemporary masterpiece built with the highest quality materials and a curated aesthetic that draws the outdoors within. Glass, wood, steel and textiles compliment each other to create a space that is inviting and cozy while also being edgy and hip. A gunite pool encased by stone walls sits just beyond a wall of glass. Two equally designed and inviting guest cottages sitting just steps away are perfect for friends and family. Continue beyond the complex, past a couple crystal clear swim ponds and you'll end up at one of the most jaw dropping premier building sites in the Hudson Valley with views overlooking three states. Situated between the Berkshires and Hudson, this is a property you come across once in a lifetime.

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.

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.

Nestled amidst the picturesque embrace of Great Barrington, where the harmonious blend of nature and small-town charm unfolds, The Laurel beckons you into a realm of opulence and refinement. As you step inside, a grand two-story glass atrium lobby welcomes you with a breathtaking display of contemporary design and lavish furnishings. Lush plants and waterfalls adorn the walls, seamlessly integrating the surroundings of the natural world. This luxurious three-story residential enclave comprises 30 condominium units, including 13 one-bedroom and 17 two-bedroom residences. The units offer breathtaking mountain-views with private balconies or secluded terraces, providing optimal space for both entertainment and tranquil relaxation.

Welcome to Meadow Wood. This elegant property on a secluded reach of the Green River epitomizes the concept of indoor/outdoor living. The graceful and meticulously maintained 30 acre estate features specimen trees, established gardens, a lilypond, terraces, pastoral views, and wonderful privacy. The custom home, built by one of the region's premiere builders, has been featured in design magazines, garden tours & has received a Garden Club of America award for its ethos & thoughtful use of building materials. The house was constructed using sustainable & recycled low maintenance building materials designed to last a lifetime. In addition to the light-filled main house, the property includes the gardens, fenced fields, a 2 car garage w/ potting room and a studio space. The Gunite pool is surrounded by an espaliered apple tree fence & generous stone terrace. The large screened pool house includes 1/2 bath, outdoor shower, kitchenette & massive fireplace. Further from the house is the barn complex consisting of a 2 bedroom apartment with yard & patio, separate studio apartment and 4 garage bays. A barn, cutting gardens, and a separate private drive complete this part of the estate. Hidden from the road, the main house is approached by a long drive lined with mature Scarlet Oaks & daffodils. A courtyard filled with specimen crabapple trees, stone walls & walkways creates the welcome entry to this one level home.The exterior walls are planted w/ climbing hydrangea that blur the

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

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!

Imagine a space where the hustle of the world fades into the background, and the serene whispers of nature beckon you to relax, gather, and reflect. This is not just a dream but a tangible reality awaiting your presence. Here, amidst the natural splendor, you'll find your own personal sanctuary, a place designed for moments of stillness and the joyous laughter of company. As you step onto the property, you are immediately greeted by sweeping views that capture the essence of pastoral beauty. Picture yourself being enchanted by the borrowed vistas of sprawling meadows that stretch out before you like a living tapestry. Adjacent to this picturesque setting is a delightful play field, offering an open canvas for recreation and enjoyment. The property abuts conservation land inviting you and your guests to embark on scenic explorations along the coveted Green River. Note too, the attic is large and ripe for expansion.

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.

Imagine your own private getaway. Noble Lodge is a playground for nature walks, all-terrain vehicle and snow mobile adventures, swimming and paddleboarding, and hosting the grandest of parties. Have it all, on almost 300 acres in one of the prettiest places in the Hudson Valley and have the rare opportunity to design and develop your own perfect farmhouse or modern marvel. You will be enchanted with the charm of this highly sought-after hamlet and the close-knit community of Hillsdale, nestled in the hills near the Massachusetts boarder. All the locals meet up at Roe Jan Brewery, a wonderful brew pub located in a restored mercantile building that dates to 1850, and shop at the Hillsdale Country Store, an old-time country emporium. The focal points of Noble Lodge are the pond with its own little island where mallard ducks relax, and the creek that runs through the property. Cross the bridge and find the perfect site to build your dream home. The property includes a nicely appointed, 4-bedroom ranch, that is the perfect place to congregate with friends to plan your day of fun. Noble Lodge is only 15 minutes from Great Barrington and 35 minutes from Hudson, offering the best of everything. 300 acres in the Hudson Valley is an exceptional opportunity.

Nestled on a country hillside with expansive views and abundant sunshine sits this contemporary charmer. Entertain on the large deck and absorb the peaceful surroundings. The living room and open kitchen complete the main level of the home along with a bedroom full bath. Upstairs you will find two additional guest suites and another full bathroom. The walk out lower level guest suite features a bedroom, den/office space as well as a bathroom and full kitchen. The home is located just 15 minutes from Tanglewood, the summer home of the Boston Symphony and under 5 minutes from Queechy Lake where you enjoy lake rights.

ANOTHER LOT ADDED!!! 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!!!

Embrace the tranquility of a newly constructed modern oasis perfectly nestled on 10 acres in the foothills of the Berkshires. Step into luxury in this stunning 2,600 square foot home that features 4 bedrooms, 3.5 bathrooms, 21-foot ceilings in the great room, open-concept living, and a primary suite on the main floor.Escape to your own private retreat that boasts soaring 10-foot ceilings, custom finishes, high-end appliances, and an abundance of natural light that brings the beauty of the outdoors in.Located on a private street in the coveted high-end community of Briarcliff Estates, you will love entertaining on the bespoke patio, nestling up in front of the cozy fireplace, cooking in your gourmet kitchen, and recharging in your own personal refuge. With vibrant communities just outside your doorstep, and only a 2.5-hour drive from Manhattan, this home is your gateway to trendy eateries, cultural hotspots, museums, farmers markets, skiing, hiking, art galleries and more.The perfect blend of lavish living in the midst of nature's wonders, the estate will be a sanctuary you will never want to leave.Listing agent is part owner of the LLC that is selling the property.

Welcome to Longview! Situated in the Shaker Ridge Estates in beautiful Canaan, this home was built with a modern design and overlooks the Berkshire landscape from its perch on the hill. From the great room with its vaulted ceiling and wall of windows, to its two sided wood burning fireplace that flows nicely into the den and open kitchen area, its perfect for entertaining. You'll enjoy the open, contemporary styling it offers. Crafted with upscale detailing that includes German cabinets, Viking and Sub-Zero appliances as well as American Cherry hardwood, marble, and French limestone floors, it was built to the highest standards. All the bedrooms are en suite and include private deck/balcony entrances. The ground level offers extra bedroom space and a large family room with a stone fireplace.Recently refreshed and new carpeting in place.Private 8 acresQueechy Lake rightsClose to Tanglewood , ski areas, and all the cultural activities that the Berkshires have to offerEasy drive from the Taconic State Parkway and the Mass Pike, minutes to the village of ChathamAvailable immediatelyEnjoy the quiet and privacy you deserve!

Discover unparalleled sophistication and privacy with this magnificent estate, introduced to the market for the very first time. Situated on more than 17 acres of pristine land, this gorgeous home is enveloped by a magical outdoor sanctuary featuring a crystal clear swim pond and intricately designed gardens bursting with a variety of plantings and flowers. Enjoy peaceful moments wandering through these stunning gardens or lounging on the sophisticated bluestone patio, a perfect spot for soaking in the tranquil surroundings or gathering fresh flowers for your home.This expansive home includes four bedrooms and 3.5 baths, providing ample space for family and guests. The kitchen features rich Cherry cabinetry with matching hardwood floors and a welcoming wood burning fireplace, creating a warm inviting atmosphere.The primary suite is a retreat unto itself, featuring a fireplace to unwind in front of at the end of the day, dressing area and a spacious bathroom.Connecting through a sunny and airy breezway, guests are treated to their own private haven complete with a cozy sitting area, sleeping loft and separate entrance, ensuring comfort and privacy.This estate is a rare find, combining grandeur with the intimacy of detailed design and natural beauty. It provides a lifestyle marked by tranquility and luxury, making it an ideal sanctuary. Experience this exceptional home and all its offerings by scheduling your private tour today.

Incredible opportunity to locate a business on high-traffic route 22, near exit B-3 on I-90 and Love's Travel Stop. Flat acreage with a large barn ready for conversion. Flat Brook creek on property. 200 amp electricity in place with additional transformer for more power if needed. Ample room to add buildings or a home.