WELL MAINTAINED FARM HOUSE WITH THE BONUS OF A SEPARATE APARTMENT! Ideal for friends, family, plus the benefit of 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 with the added 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.

Experience the ultimate lakeside retreat in this beautifully renovated, turn-key 4+ sleeping loft home featuring two full bathrooms. Nestled along the picturesque Berkshire waterfront at Long Bow Lake, this custom-built contemporary property boasts over 200 feet of prime lakefront. Perfectly designed for outdoor enjoyment, it includes multiple decks, one of which features a hot tub and a charming screened-in porch. Enjoy kayaking directly from your property, with a sandy private community beach just a short stroll away. The stunning great room is adorned with floor-to-ceiling windows and impressive vaulted ceilings, creating an inviting atmosphere. Gather in this grand room with a cozy fireplace or entertain in the open-concept kitchen and dining area.

OPEN HOUSE 11-1:00, 11/23! ''ON THE HILL'', in the loveliest of neighborhoods, this beautifully renovated home is ideally located just a short walk to Lake Mansfield & minutes to the town center. Comfortable living with an open flowing floor plan. A well designed Chef's kitchen has quartz counters, stainless appliances and a substantial Island with seating.The open Dining/Living area is warmed by the Gas Fireplace. Light filled living area with skylights and large windows. Off the hall are 3 bedrooms, a full bath & powder room. The finished lower level with walk out, houses a Den with fireplace, Laundry, Full bath, Office and a perfect Mud Room. The covered front Porch takes in the mountain view. In the back, a private deck for relaxing and dining. MOVE RIGHT IN!

Impressive short term rental history. Enjoy quick access to ALL Berkshire attractions! Don't miss this move-in ready cabin on 1 acre, so close to downtown Great Barrington and Lake Mansfield's lovely beach. Gaze at breathtaking city and distant mountain views from your spacious living room with vaulted ceilings and a stunning free-standing stone gas fireplace. The open kitchen features an eat-in area and deck access for grilling. Enjoy one level living w/ a primary suite on the first floor. A half bath w/laundry completes the main level. Upstairs, two bedrooms boast tall ceilings and windows looking out onto trees & letting in natural light. The bonus loft area has the best view in the house! Ample storage in the partially finished basement and heated two-car garage.

1.8 acre site. Zoned Commercial/Industrial. Several buildings on the site.

Charming Victorian. A Remarkable Opportunity to own this charming Victorian era in-town home for the first time in 54 years! So loved and cherished and now ready to be passed to the next fortunate and appreciative owners for years to come. Built in the 1880s, the original house was moved to this location around 1910 drawn by a team of oxen or horses on logs across the Hemlock Brook. Many changes and additions later, the 4-bedroom home has embraced families, and more recently guests as a favorite Airbnb being so private yet so close to the center of the village. This lovely home has all the hallmarks of its original pedigree including the two-sided covered porch and bay window living room. The first floor Principal Bedroom Suite was added in recent years, as was the family room.

Stunning lakefront retreat on serene Center Pond. With an open floor plan, soaring cathedral ceilings, & rich hardwood floors, this home exudes warmth & charm. The living area features a cozy wood-burning fireplace & breathtaking lake views.Enjoy two main-level bedrooms & a full bath, plus a luxurious primary suite on the 2nd floor with landing & water vistas. The finished lower level offers additional living space, perfect for a game room or hangout space. A wrap-around deck & screened porch provide cozy spots to unwind.Just a 30-second walk to the association beach & town lifeguard-staffed beach. It borders town land that can't be built on, ensuring privacy. The best of lakeside living-your own sanctuary close to Jacob's Pillow, Tanglewood & Berkshire attractions. A must see!

This 1700s Dutch farmhouse is filled with history and was originally utilized for farming and wagon manufacturing. The residence boasts spacious, well-lit rooms with stunning wide plank wood flooring, offering a grand setting for gatherings and entertainment. The sizable kitchen and dining area, along with four bedrooms and two fully renovated bathrooms, provide ample living space. A highlight of the property is the beautiful sunroom that overlooks the backyard, complete with a heated gunite pool. Additional features include a workshop, seasonal living room, bonus room and studio within the carriage barn, offering potential for further customizable living spaces.

Situated on one of the finest lots on the street, offering backyard privacy and distant mountain views, is this thoughtfully renovated Colonial-style home with an in-law suite. From the properties landscape and pool to the in-law suite addition, this owner has thought through every detail updating and making a more sustainable home for someone to enjoy for many years to come! The first floor of this center hall colonial includes a formal living room; formal dining room; eat-in kitchen with breakfast nook; and cozy den with new wood floors and slider to the screened porch. Off the kitchen, a new mudroom expansion with a laundry room connects to the in-law suite addition. The in-law suite with expansive views of the backyard boasts a large vaulted open room with a walk-in

Meticulous and charming and recently renovated 4 bedroom, 4 bath antique cottage situated in a private story book setting along the banks of the Kampoosa Brook in a desirable Stockbridge location. Thoughtful attention to detail at every turn creates a perfect marriage of old and new, making this jewel box a delightful surprise, and well suited for modern living. The house offers several cozy places to sit by the fire, overlook the garden and enjoy the sounds of the babbling brook. Exposed beam ceilings, original oversized fireplace and wide floor boards are just a few of the nods to the original roots of the house. The unique layout of the house provides two potential options for either guest or inlaw suites, each with their own entrances. The yard is beautifully landscaped to create

This unique property features many tasteful finishes, paired alongside entertaining spaces showcasing the rare brookside views. With four levels, a wrap around driveway, an outdoor shower, and many other high end touches, this is an ideal home to experience all New England has to offer throughout the year.

New York style living in the Berkshires! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,566 sq ft comprised of 2 bedrooms, 2 1/2 baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views to the West. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! (#13)

Unique lakefront living on Pontoosuc Lake Cove where you may seek serenity, breathtaking mountain and sky views, surrounded by sounds of wildlife living in your own preserve. Enjoy Fall as the season is closing and the lake drawndown begins and the leaves have all fallen. Await the chilly evenings as you soak up the peaceful sunsets to wrap up your day. The quiet cove is a haven for cove or main lake kayaking, paddleboarding, swimming and floating by day or in the moonlight in the shallow depth cove water. Imagine living like you are on vacation everyday watching the morning sunrise over the new bridge and wrap up the day by the campfire at the water's edge and magnificent sunsets in the eve. Escape to the fun and excitement on the open waters of the main lake way with

Inviting Otis Wood Lands home, where relaxation & nature come together. Enjoy the heated in-ground pool, lounge on the spacious deck, or relax on the large 3-season porch in this serene setting. This elegant & spacious home has a large living room with cathedral ceiling, stone fireplace & is open to the kitchen & dining area. Beautiful kitchen w/granite-topped island & top-of-the-line appliances. The 1st floor also has a large primary suite featuring a bath w/radiant heat, & 2nd BR suite. Lower level has a large family room w/stone fireplace, 3rd BR, BA, library, & access to the heated 2-car garage. Central A/C, broadband, outdoor shower, Hardie board siding & security system offer everything you need for easy living. Community amenities. $4,000 reserve fee due from buyer at closing.

Sited on a large lot on one of the loveliest streets in Pittsfield,this gracious,one of a kind home exemplifies classic elegance and sophistication.Step into the grand main hallway w/impressive staircase,soaring ceilings,ornate crown moulding & exquisite hardwood flooring throughout.The main floor w/generous rooms is perfect for large gatherings w/formal dining room,an expansive living room w/a fireplace w/carved wood mantel,a stunning kitchen w/endless cabinets & counter space w/professional range,two dishwashers & breakfast nook.Relax & take in the large back yard from the reimagined sun room and screened porch.Climb the majestic staircase to the dramatic second floor landing w/4 comfortable guest bdrms & a wonderful primary bdrm w/en suite bath.Convenient,private,close to all.

Totally renovated contemporary colonial with views west over the valley tree farm. Two story entry with formal living and dining room leads into the completely updated eat in kitchen with lots of working space and storage. Powder room off garaged entry, den off kitchen and new deck off the eat-in area. Upstairs has two guest rooms, hall bath, hall laundry, office and a generous primary suite with walk-in closet. Lower level has finished space for playroom or gym as well as utility area. Just over 2 acres abutting state land, with new generator this home has much to offer and very conveniently located; less than 10min to Catamount Ski and less than 20 to Great Barrington MA and 30min to Hudson.

BEAUTIFUL 38 ACRE PARTIALLY CLEARED WEST FACING PARCEL WITH NEWLY BUILT BARN. THE LAND ABUTS CONSERVATION PROPERTY AND REACHES TO APPROXIMATELY 1900 FT AT THE EASTERN BOUNDARY. BEAUTIFUL OLD MARBLE QUARRY ONSITE AND VARIED TERRAIN. THE POLE BARN (POWERED BY SOLAR) MIGHT BE USED AS A GARAGE, WORK OUT SPACE, ARTIST'S STUDIO. WHETHER YOUR DESIGN DIRECTION IS RUGGED OR REFINED THIS PROPERTY HOLDS EXCEPTIONAL POTENTIAL FOR YOUR FUTURE BERKSHIRE HOME. THIS IS A PRIVATE PROPERTY - PLEASE DO NOT ENTER UNACCOMPANIED.

A rare & authentic 1842 post & beam farmhouse w/ many original details. This one-of-a-kind antique home awaits the reinvention & stewardship of it's next owners. In the same family for the last 125 years, and with just two prior owners since being built, the structure features post & beam construction, two original fireplaces, antique hardware, woodwork and doors that exemplify early American craftsmanship. The home offers a spacious first floor with two kitchens (once used as a two-family), dining room & parlor, and 2nd floor offers 4 bedrooms and two baths. The 1.5 acre parcel offers extraordinary western sunset views towards Mt. Everett overlooking the Housatonic river valley. A once-in-a-lifetime opportunity to own and restore an iconic home.

Nestled in the Berkshires, this historic, colonial home sits on 55 gorgeous pasture/meadow and woodland acres with beautiful mountain views, trails, private pond, babbling brooks, & a three story barn. With 1042.9 ft of frontage, the property holds endless possibilities for subdividing, or to be repurposed for your needs. The house, dating back to 1796, features many outstanding architectural details, including handcrafted cherry wood floors and woodwork, curved staircases, antique doorways, wide board floors, fireplaces, in harmonious combination with many modern updates, efficient windows, as well as a spacious wing which could serve as an in-law apartment or a private haven for visiting family and friends. Just miles away from Jiminy Peak Resort and Ski Area, Taconic Golf Club,