Step into the allure of the past with this turn-of-the-century cattle/horse barn located amongst the rolling hills of New Marlborough, a canvas ready for transformation into a captivating residence. Brimming with historical charm, the expansive layout beckons creative possibilities for a one-of-a-kind living space. Recently equipped with a new 4-bedroom septic system, this rustic gem invites you to craft your dream home while immersing yourself in the serenity of the Berkshire landscape. Discover the unique character and potential within the walls of this captivating barn. Additional abutting land/building parcel is available, inquire for additional details.

Looking for a truly spectacular & special home to call home? This magnificent property has 53+ acres of unparalleled natural beauty in every direction. Family owned for generations, 153 Kinnebrook Road consists of impeccably maintained main house, oversized detached garage w/loft space, barn w/ lodging area, wood shed barn, breathtaking views & extensive acreage for a wide variety of uses. As you enter the charming 3 bedroom, 2 bathroom home, you will be greeted by the inviting kitchen & welcoming dining area to enjoy w/ family and friends. The spacious living room w/ stunning floor-to-ceiling stone fireplace lends itself to relaxing and creating memories. Spacious bedrooms & first floor laundry.

This appealing Richmond Cape, with a delightful two story renovated pole barn, is conveniently located on a country lane minutes from the Village of West Stockbridge and just over the hill to Lenox & Tanglewood. Surrounded by 2+ acres of privacy, with mature trees and landscaping, it's the perfect spot to enjoy every season! From the rocking chair front porch to the deck overlooking the backyard you will find living spaces that can be adapted to your individual style with 3 bedrooms and 2.5 baths....come find out if this is your perfect future Berkshire home!!

Nestled on a corner lot in the quaint village of Ashley Falls, this c. 1900 New England farmhouse blends timeless charm with modern comfort and energy efficiency. This completely renovated 4-bedroom 3-bath home preserves its classic allure with numerous modern upgrades and all new mechanicals. Step onto the white-washed front porch and into the front parlor, where a wood-burning fireplace and engineered oak floors greet you with warmth and character. The bright open kitchen/dining area with exposed original beams and vaulted ceiling invites gatherings of family and friends. Sliding doors offer sunshine from the south-facing patio. Rounding out the first floor is a spacious 1st-floor bedroom and full bath, plus a side entry mudroom.

Country Living-private & quiet - Equine Property. Just under 3 private, gated & fenced acres. Beautifully updated & freshly painted this Contemporary Cape Home open floor plan is bright & roomy as kitchen opens up to cathedral ceiling living/dining area w/ wood burning fireplace. 1st floor Primary Bedroom w/ en-suite, 2 story foyer leading up to the spacious 2nd floor bedrooms. Entertain-cooking with Pizza oven in the GREAT Room that includes a kitchen/bar area.Outdoors enjoy the enclosed front porch views or relax in the Hot Tub on the back deck. This property also has an 1800 Sq.ft heated Barn that is meticulous & can be used for anything that suits you, as well as paddocks for Horses, or other loved animals4 miles from center of town, walking distance to State Forest

WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family or to benefit from rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's Rock College, and Main Street Restaurants and Shops. So much potential and plenty of room for home office.

WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family or to benefit from rental income. The backyard is an oasis to find peace after a busy day. Extensive perennials, and a beautiful mountain and pasture view.. Simplicity defined when relaxing on the rocking chair front porch. Detached barn and workshop. Close proximity to the Waldorf School, Simon's Rock College, and Main Street Restaurants and Shops. So much potential and plenty of room for home office.

Embrace the timeless elegance of this 1800s antique home nestled in the quaint village of Egremont. Offering a prime location, and situated on nearly 2 acres of lush, manicured grounds, this enchanting property offers a rare opportunity to own a piece of history in a picturesque setting. As you approach the residence, you'll be captivated by its historic charm and character, from the classic architecture to the meticulously maintained perennial beds and apple trees that adorn the landscape. A screened porch provides the perfect vantage point to admire the scenic views, along with the large carriage barn which provides additional storage and space. Inside, the home features 5 bedrooms with multiple inviting living spaces that beckon you to unwind and relax.

Birch Brook Lodge! Own a Piece of History! Exceptional Location on Prestigious Tyringham Road, Immerse yourself in the Charm of this Historic (8) Bedrooms, (3) Kitchens, (4) Full Baths Gem Spanning 3,740 sq. ft., on .96 acres, Cozy Fireplace w/Woodstove Insert, Offering Unparalleled Character and Brook Access and Your Own Clean Private Trout-Stocked Haven! An 1850's Wells Fargo Stagecoach Inn! Embrace Tranquility with Acres of Protected Land. The Carriage Barn Opens Doors to Endless Possibilities, Oversized One Car Garage, Excellent Investment Opportunities for Seasonal Short-Term or Long-Term Rental, Perfect for Family Reunions, Events or Owner Occupied w/In-Law or Rental Income Opportunities, etc., A Timeless Blend of Elegance & History!

Birch Brook Lodge! Own a Piece of History! Exceptional Location on Prestigious Tyringham Road, Immerse yourself in the Charm of this Historic (8) Bedrooms, (3) Kitchens, (4) Full Baths Gem Spanning 3,740 sq. ft., on .96 acres, Cozy Fireplace w/Woodstove Insert, Offering Unparalleled Character and Brook Access and Your Own Clean Private Trout-Stocked Haven! An 1850's Wells Fargo Stagecoach Inn! Embrace Tranquility with Acres of Protected Land. The Carriage Barn Opens Doors to Endless Possibilities, Oversized One Car Garage, Excellent Investment Opportunities for Seasonal Short-Term or Long-Term Rental, Perfect for Family Reunions, Events or Owner Occupied w/In-Law or Rental Income Opportunities, etc., A Timeless Blend of Elegance & History!

1836 Colonial in the Village of Kinderhook. Set back from the road with a private yard planted with specimen trees and lovely gardens. Freshly painted exterior and interior. Covered rocking porch extra deep for summer nights. Double doors welcome up to a lovely staircase and banister. Double parlors with high ceilings and wonderful detail. Wood burning fireplace. Wood floors throughout. Butler's pantry with original built ins and wainscoting . Perfect for coffee bar, wine bar or plants. New kitchen with handmade Dutch tiles, white cabinetry and great working island. Pantry with new penny tile. Four bedrooms upstairs. Large primary with upstairs balcony perfect for morning coffee. Office and dressing room in primary. Lovely gardens. Post and beam barn. Backs up to preserved land

Welcome to Blue Spruce Farm, a magnificent 23-acre estate rich in history and brimming with enchanting features. Nestled in a serene setting, this certified wildlife habitat offers a sanctuary for nature lovers and a retreat from the bustle of everyday life. Enjoy leisurely walks on the maintained trails that meander through the 23 acres, offering tranquil views and a connection with nature. A low-maintenance wild garden of perennial flowers and shrubs produce a kaleidoscope of colors during the spring and summer seasons; a string trimmer allows garden paths to be cleared and plant invasions to be managed with minimal effort.

This is an opportunity to own a piece of history set on 55 gorgeous acres with perennial gardens, views, a huge barn and your very own pond. The home built in 1796 is a dream to own for anyone who values history, charm and craftsmanship. The architectural detail remains throughout with many modern updates. The home would be perfect to have an in-law apartment or just live in the entire house and enjoy the fireplaces, beautiful wood floors and views from every window. The 3 story barn is just waiting for you fill with your hobby. Make memories and walk up the hill just a short way behind the barn to the pond and get ready for swimming and picnics.Located in the country but just a short drive to all the nearby recreational and cultural activities in the area.

Own a piece of History in this pristine setting. A Charming 4-Bedroom 3-Bathroom home situated adjacent to hundreds of preserved land on one of Southern Berkshires most revered scenic roads. The current owners have preserved and updated the property with Marvin triple-grazed windows, new cotton insulation, energy efficient heat pumps and 2-zone forced air furnace. The exterior has new cedar clap board siding and standing seam Metal roofs. The home includes a 4-car heated garage with ample space above, in-ground salt water swimming pool, and a custom post and beam barn.Additional acreage and converted timber-frame available.

This unique property has everything you can imagine.It really needs to be seen to appreciate. There are multiple levels. The main living area (which can be accessed via the elevator from the heated garage) is open with gleaming wood floors, natural woodwork & stunning views. There are french doors leading to the huge wrap around screened deck which has water, a stone fireplace and multiple gas hook ups for grilling or heaters. The living room has vaulted ceilings an inviting stone fireplace and wonderful views. The kitchen is well laid out with 2 pantries, upgraded appliances and a wet bar compete with a dishwasher and wine cooler. Enjoy dining in front of the brick fireplace or in the cozy breakfast area.

Dating back to 1791, this beautifully maintained Colonial features many outstanding period architectural details including wide board pine and marble floors, exposed posts and antique doors in harmonious combination with efficient modern widows, updated kitchen and baths, and a spacious art studio space that can be repurposed for your needs. The main residence provides three bedroom suites, including a lovely primary suite with with dressing room and spacious bath with steam shower. A handsome stairway continues to the third floor offering two additional rooms and untold possibilities for use. Scenic and inviting, this magical homestead includes a splendid barn with a summer apartment and ample storage, ready to be finished off as a year round accessory dwelling, a corn crib once used a

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.

Majestic oak trees line the road and driveway to this home which ends surrounded by perennial gardens and gorgeous stone work. The stone steps and patio, the timber framed entry and beautiful contrast colors are just the right amount of drama for this colonial farmhouse. Although this home is a spacious home, from the second you enter you feel wrapped in it's warmth and coziness. Picture the snow beginning to fall as the fire is burning in the woodstove insert in the the brick fireplace of the living room. Or settle in for a homemade meal in the dining room next to the wood burning antique oven where the homeowners have actually cooked Thanksgiving dinner. The kitchen is lined with understated, shaker style built ins some with glass paned cabinets which provide lots of storage

Quintessential historic waterfront property in the charming village of S. Egremont. This lovingly maintained, spacious antique home retains gorgeous period details -- wood floors, beautiful woodwork, original windows with vintage glass throughout. Country kitchen with pantry, washed in morning light. Fireplaces in dining and living rooms, large family room with French doors to spacious back deck for entertaining. Sun-filled artist studio (or office), quietly tucked away from the 3 large bedrooms upstairs.A generous wraparound front porch gets lovely evening light, while the large back deck is bathed in sun all day.The 1.7acre lot includes a large barn, expansive lawns, a picturesque woodland path, and a magical tree house. Karner Brook winds through the village and wraps around land

49 Bow Wow - A Gilligan Brothers Masterpiece on 30+ Acres!Set on over 30 acres of stunning meadows, mountain, pond access, and forest, the Gilligan family home at 49 Bow Wow Rd comes to the market for the first time.In the second half of the 20th century, the Gilligan Brothers name was synonymous in southern Berkshire County with a quality built home. Founded by three brothers - Matthew, William, and Earl - in the 1940s, Gilligan Brothers homes were often a showcase for the ingenuity and craftsmanship of their founders. And perhaps no home better illustrates their innovative streak than Matthew's family home at 49 Bow Wow Road. Built in 1941 for his family - and retained by them to this day - 49 Bow Wow was stylistically and functionally ahead of its time.