Found 110 Listings


53 Photos
5 BD | 4 BA
Residential - Single Family

Perched above downtown Great Barrington on one of the most coveted streets in town, this architectural gem awaits you. With stunning Westerly views abutting protected town land you will truly enjoy each season through the generous size windows from your open floor plan living.You will find 3 bedrooms on the first level with 2 full baths. Also a large cheffs kitchen and a den with fireplace for those chilly winter nights. Upstairs there is a master bedroom and bath and one additional bedroom. An in law suite is found at the south end of the home with a kitchen and full bath. The basement is partially finished with another fireplace. A brand new Boderus Oil Furnace was installed this year. You wont want to miss this one.

55 Photos
4 BD | 3 BA
Residential - Single Family

Stately elegance yet classic and comfortable and beautifully restored for the 21st century.

38 Photos
6 BD | 3 BA
Residential - Single Family

Gracious 1890 residence with carriage barn income property, graces the charming main street of Stockbridge. The main house is comprised of 4 bedrooms, double parlors w/fireplace, formal dining room, country kitchen and the most delightful screened porch. An attached 2 bedroom apartment with separate entrance, is ideal for extended family and guests. Distanced from the main house by a circular drive, the converted carriage barn sets behind, housing 3 fully rented apartments. Mature landscaping, perennial gardens, stone patios, and a 3 bay garage complete this idyllic compound. Red Lion Inn, Stockbridge Golf Club and theatre nearby.

37 Photos
4 BD | 3 BA
Residential - Single Family

A Perfect Light Filled Family Home, On The Hill. Within walking distance to Lake Mansfield and downtown restaurants, shops, and movies. A dream kitchen with marble, Viking, Wolf, Subzero appliances, a solid brass sink, wine cooler, freezer drawers, pot filler and so much more. Room for kids to play inside and out. Plaster walls, 5 fireplaces, sun room, eat in kitchen, formal dining, office, four bedrooms, large family/game/media room and more. Beautiful back yard with room fir a pool, to throw a ball, a stone patio for grilling and family parties, mature gardens and a beautiful glass conservatory or greenhouse. This is a truly unique and beautiful home with the best of everything.

35 Photos
4 BD | 4 BA
Residential - Single Family

Exceptionally well designed house in the very best Berkshire location. Enjoy the convenience you can only find living in a village - walk to dinner, library & everything else, talk to your neighbors on the sidewalk & enjoy a real sense of community. The floor plan is perfect with it's center kitchen great room anchoring all the first floor common rooms, large living room opening to a spectacular screened porch that becomes the center of the home in summer. Second floor family room, 4 spacious bedrooms - the complete package.

52 Photos
7 BD | 6 BA
Residential - Single Family

Elegant Retreat in the Heart of the Berkshires, with Pool and attached Professional/Studio Building. Grand entry leads to Living Room w/Fireplace. cozy Den, stately Dining Room w/Fireplace, Chef's Kitchen and glorious Great Room. 2 Master Bedroom Suites, one on the 1st Floor and one on the 2nd Floor (2nd Floor Master features His & Her Bathrooms). 5 additional Bedrooms (2 with private Balconies). Garage Space for 3 vehicles, bucolic Grounds and Pool, and room for a Tennis Court. Bonus: Attached Building. Perfect for Professional Office, Art/Music Studio, In-Law or Live-in Help. Ideal for large family and entertaining. There is truly room for everyone! Located minutes from Great Barrington, Tanglewood and all Berkshire Attractions. Easy access from New York, Connecticut, and Boston.

21 Photos
5 BD | 6 BA
Residential - Single Family

THE HILLTOP HOUSEAptly named for its ideal location at the crest of the hill in a quiet neighborhood of stately and historic homes. This Smith College neighborhood is a highly convenient location. W/ 4800+ sq ft there are 2 living options. The lower level has its own kitchen, LR, 2 BRs and walk out terrace- ideal for rental or needed ground floor quarters, The exterior with shingle siding and Goshen Stone resembles an English cottage. The interior is highly contemporary with high domed ceilings, high end kitchen, 5 gas fireplaces, 5 bedrooms and baths,and multiple bay windows. The exterior with a powered stream running to a koi pod is enchanting.

42 Photos
5 BD | 7 BA
Residential - Single Family

Magnificent turn-key, sun filled contemporary close to downtown Lenox, Tanglewood and the Berkshires' world class cultural attractions. Canyon Ranch membership is also available, with Canyon Ranch access via a groomed walking trail behind the property. The gourmet, state-of-the-art, eat-in kitchen & spacious great room make this home ideal for entertaining family & guests. Open floor plan, separate sleeping wing for family & guests, top of the line finishes throughout. The property is beautifully landscaped & the home is on town sewer & water & natural gas. Don't miss this dream opportunity live in the lap of luxury, in the heart of charming Lenox!

46 Photos
6 BD | 7 BA
Residential - Single Family

Complete 2012 rebuild and seamless expansion of a gracious home on The Hill in Great Barrington, into a stunning timeless and modern Federal estate, perched on a notable parcel with a barn and private spa pool. No detail was overlooked inside or out from custom everything to geothermal heating and cooling. Too many amenities to list, including central A/C, full house generator, Pella true divided light windows throughout, Rocky Mountain hardware, Lutron lighting, spray foam insulation, double insulated floors, and most all of the house has radiant heated floors and of course state-of-the-art mechanicals. The three acres are beautifully landscaped and include a spa pool with a waterfall and auto cover, bocci court, invisible dog fence, a seasonal stream, and a barn. Walk to town.

44 Photos
13 BD | 15 BA
Residential - Single Family

Built in 1915 believed to be the last of the Berkshire Cottages. This stunning home on 58.8 acres is just minutes to the village of Stockbridge MA. Restored to its original splendor with black and white marble floor entry, curved marble staircase, loggia with painted ceiling and fountain. The library includes book shelves flanking 3 walls and two fireplaces. The room is used as an office/family space with Tv and electronics hidden behind custom doors. Main salon with fireplace and views of the terrace and eastern light. Dining room with fireplace custom table seats 14 easily. Modern kitchen with Corian topped island and comfortable table spaces. A work area as well as tv space off of kitchen. Nine bedrooms. six baths on second and third floors. SEE ADDITIONAL INFO

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