West Stockbridge MA Real Estate & Homes for Sale

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.

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

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.

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.

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.

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!

On a road less traveled, and the first time on the market in a century, is this 93 ACRE property with an updated 2 bedroom 1950's cottage. Lots to explore from lightly wooded land to hilltop views The well constructed and updated cottage has a living room with WB fireplace, a large kitchen with a dining area, 2 bedrooms, a screened porch and updated bath. The lower level is newly finished for studio, office , gym or guest space.. Perfect location and land to build an additional home or more or a ready to use hunting refuge. Both parcels are included in the sale( 49.-2-60 and 49.-2-72.1)Close to the Berkshires, Chatham, 30 minutes to Hudson, Queechy Lake rights too.

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.

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.

**Open House Saturday, May 4 from 1-3PM!The perfect weekend home in move-in condition for under $300k? Yes it does exist! Come see this lovely, low maintenance cottage situated just minutes from Queechy Lake. So much is packed into this property - a large chef's kitchen is the center of the home, with a separate living room, dining room and bathroom making up the first floor. Upstairs finds a primary bedroom that fits a king bed, a 2nd small bedroom for guests and a cozy office space. A laundry center in the finished basement along with a tool shop and a small bonus room complete the inside. Outside, you will find 2 decks to enjoy the outdoors along with mature perennial gardens, a waterfall, a fire pit and an above ground pool! Easy maintenance of this small lot. Queechy Lake rights.

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.

River Road, set amongst the rolling hills of picturesque Hillsdale you'll find this turn of the century farmhouse set on 20 acres of sprawling meadows and wildflower fields. The storybook approach follows River Road alongside the rushing Green River and up a private drive overlooking mountain ridges and whimsical tall pines. The c1890 farmhouse welcomes you with its wraparound porch and fieldstone front steps. Inside the rooms are large, the living room and master bedroom are both anchored by a magnificent stacked stone fireplace, recently restored and in use. The dining room opens to the wrap around porch through french doors, and when opened the sound of the rushing Green River flows through the house. Tucked around a corner you'll find an outdoor shower overlooking the water. The kitchen is recently redone with brand new appliances and herringbone countertops, and the ground floor features an office and a full bath, which could be used as a fourth bedroom. Upstairs, all three bedrooms have ensuite baths with wonderfully deep soaking tubs, each with beautiful views of forest, pond and river. Windows, siding, roof, insulation, HVAC and floors are all brand new, allowing the next owner to own a beautiful antique farmhouse with little to no maintenance. A separate studio lies up the hill, used for creative projects by the current owners but open for future possibilities. This incredibly charming property is just 10m to the village of Hillsdale, 15m to Great Barrington and 2h to NYC.

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.

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 off a country lane finds this Contemporary home w/ CENTRAL A/C, 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. Property surrounded by some hidden but most expensive, multimillion dollar estates in the area.. so quiet and beautiful off a winding country road excellent for 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.

Well-maintained home on 19 country acres with easy access to Chatham, NY, or the Berkshires. Open bright floor plan and cathedral ceilings with plenty of natural light. 3 bedroom, 2 baths with two family rooms. One could become a fourth bedroom. You could make a ground level in law apartment. Over sized attached two-car garage and oil heat. Pleasant local hill views from the expansive south-facing deck and from kitchen and living room. Screened-in porch and fenced yard for kids or pets. Close to skiing, cultural events, antiquing, restaurants, and shopping.

Nestled amidst the serene landscapes of East Chatham, NY, 562 New Concord Rd beckons with an aura of timeless elegance and luxury. This meticulously crafted chalet, spanning 18 acres of picturesque countryside, offers a sanctuary of unparalleled comfort and sophistication. Step inside to discover a efficiently designed interior boasting three bedrooms, including two en-suites, and three bathrooms, ensuring ample space for relaxation and rejuvenation. The heart of the home unfolds with an inviting open floor plan, where an inclusive kitchen, living, and dining area awaits. Bathed in natural light streaming through large windows, this welcoming space exudes warmth and tranquility. Hardwood Oak floors grace the interiors, adding a touch of refinement to every step. Ascend to the second floor and be captivated by the enchanting loft area, overlooking the living space below. Perfect for quiet reflection or intimate gatherings, this loft serves as a versatile retreat within the home. French patio doors off the living area beckon you to step outside onto the expansive partially covered deck, where breathtaking views of rolling hills and pastures unfold. Whether savoring morning coffee or hosting soirees under the open sky, this outdoor oasis offers the epitome of al fresco living. Meticulously manicured lawns envelop the residence, creating a verdant backdrop for outdoor pursuits and leisurely strolls. The private primary bedroom beckons with its serene ambiance and thoughtful amenities. Discover a spacious sanctuary complete with a large walk-in shower, walk-in closet, and French doors that open onto the covered deck, inviting the beauty of the outdoors in. Modern comforts abound, with new efficiency mini-split heat and A/C ensuring optimal climate control throughout the seasons. Additionally, hot water baseboard heating provides backup, ensuring comfort and convenience year-round. Beyond the confines of the home, far-reaching 18 acre grounds awaits exploration. Whether basking in the tranquility of nature, partaking in outdoor activities, or simply enjoying the idyllic surroundings, this property offers an opportunity to embrace a lifestyle of luxury and leisure.

Wonderful opportunity close to the Berkshires. Quiet dirt road with usable land finds this mid century country retreat. Open floorplan with great room to kitchen. Fireplace for the cozy winter and late spring fires. Double sets of doors to a huge screened porch and deck. Warm wood floors and high ceilings with beams. Three bedrooms. One en suite. Primary has great storage and light. Lower level with 3/4 bath, and two other rooms. Media and studio rooms, or whatever you imagine. Recently renovated and used as a year round country retreat. Attached garage with shelves for skis, mountain bikes and hiking gear. Chicken coop to round out the country feel. A usable piece of land for summer picnics, and yard games. Maples to tap and rock out croppings to climb. Charming.

At the end of a meandering dirt road in northern Columbia County sits the Farmhouse on Goetz Road, a 109-acre former farm that evokes a bygone era. Transporting you back in time, the farmhouse, two beautiful antique barns, rolling fields, mature forest, and a pristine natural pond complete this pastoral property. The house itself is a sweet hybrid of farmhouse-meets-woodsy-cabin: tongue and groove wood paneling lines the walls, ceiling beams are exposed throughout the house, and two large fireplaces set the scene for warm and cozy fireside evenings. There's also a first-floor bedroom in the farmhouse - a rarity for a home originally constructed in 1810. The first-floor bathroom was recently renovated and is complete with a glass-enclosed walk-in shower. On the opposite side of the house is a large, eat-in kitchen with vaulted ceilings, exposed beams, a chef's range, and granite countertops. A wood-fired hearth was also preserved in the kitchen, paying homage to the antique roots of this charming home. Upstairs, there are two more bedrooms and another renovated bathroom. The bedrooms are all of ample size, and one of the bedrooms upstairs features a built-in workspace with shelving and a desk. The land this home sits on is truly special. 109 acres on both sides of Goetz Road envelops the farmhouse and buffers it from any visible neighbor, ensuring absolute privacy. The two stunning antique barns on the property are just across the street from the farmhouse and have been well-maintained by the current owners. The larger of the two barns has a new, corrugated metal roof and red painted exterior, while the smaller of the two barns would make an ideal guest house or studio space, if finished. The barns are also eligible for historic preservation tax credits through New York State. Just beyond the barns is an open, rolling field, a charming gazebo, and a large pond perfect for a rowboat in summertime and ice-skating in the colder months. The house has operated as a successful AirBnB, and the multiple meadows on the property are well suited for solar panels, if desired. Located just 11 minutes away from the Village of Chatham, enjoying a meal out or stocking up on local fare is easy to do. Some highlights in Chatham include: Bimi's Cheese Shop, Brown's Emporium and Our Daily Bread bakery. Tanglewood is 23 minutes east, just over the Massachusetts border, and Jiminy Peak Mountain Resort is 30 minutes away, making this location ideal for ski weekends.

Sophistication in the country. Vast open views and fields abound where you can soak up the calm vibe of the country while being a stones throw to cultural venues, fine restaurants, shops, farmers markets, skiing and so much more! Prefect for farming with two barns, ponds, and many fields. This custom built home welcomes you with the warmth of wood beams, a fireplace built with local stones, and a view of the lush hills of Columbia County. Enjoy your primary suite on the first floor with large walk-in closet and full bath; an eat-in-kitchen with two dishwashers, gleaming quartzite countertops, double wall ovens, Wolf cooktop and range- a true home chef's dream; the great room where dining and living are centered around the fireplace; a powder room; laundry and craft room; mud room with reclaimed wood, brick and a sink-perfect for coming in from gardening; plus a full bath completes the first floor. Upstairs you'll find two ample sized quest bedrooms with a shared generous sized full bath with tub. Plenty of room for parking in the driveway plus a three car garage with bonus space. Outside you'll find a fenced in seasonal garden, a heated Gunite pool with Bluestone decking, perennial plantings around the pool and home, and two barns reminiscent of days long ago. Multiple fields perfect for grazing animals, a 40'X60' pole barn and a 5,400sf dairy barn. Stay cool inside your home with central AC, and have peace of mind with a security system and whole house generator. Pack only your clothes if you wish, as this property could be sold fully furnished. A total of 50.95 acres of bliss, waiting for you...

Sophistication in the country. Vast open views and fields abound where you can soak up the calm vibe of the country while being a stones throw to cultural venues, fine restaurants, shops, farmers markets, skiing and so much more! This custom built home welcomes you with the warmth of wood beams, a fireplace built with local stones, and a view of the lush hills of Columbia County and beautiful barns and fields. Enjoy your primary suite on the first floor with large walk-in closet and full bath; an eat-in-kitchen with two dishwashers, gleaming quartzite countertops, double wall ovens, a Wolf cooktop and range- a true home chef's dream; the great room where dining and living are centered around the fireplace; a powder room; laundry and craft room; mud room with reclaimed wood, brick and a sink-perfect for coming in from gardening; plus a full bath completes the first floor. Upstairs you'll find two ample sized quest bedrooms with a shared generous sized full bath with tub. Plenty of room for parking in the driveway plus a three car garage with bonus space. Outside you'll find a fenced in seasonal garden, a heated Gunite pool with Bluestone decking, perennial plantings around the pool and home. Stay cool inside with central AC, and have peace of mind with a security system and whole house generator. Pack only your clothes if you wish, as this property could be sold fully furnished. Also available as 50+ acres with 2 barns and fields for $1.6M.