Saturday, June 21, 2025

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Homes for the Holidays

Perfect homes for celebrating holidays —or any other occasion — in the Berkshires.


Completely Renovated Post-and-Beam Contemporary
197 Great Barrington Road
West Stockbridge, Mass

3 Beds/ 2 Baths/2400 Sqft/3.09 Acres
$875,000
Offered by Suzann Ward, 413-329-3031, Berkshire Hathaway Homeservice Barnbrook Realty

Completely renovated 2016 Post and Beam custom built contemporary home on 3 acres. The architectural woodwork has been finished in a mixture of cherry, walnut and white oak. The kitchen cabinets are made out of hand-picked cherry and maple with granite counters. The bathroom and kitchen have been completed with Italian porcelain tile. Ceilings are 9-10 ft. in this open floor plan with floating kitchen ceiling. Many details not to be missed. Additional loft and separate office gives plenty of space to work from home with high speed internet. Wide doorways for handicap access.

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Stockbridge Bowl/ Private Lake Access
29 Mahkeenac Road
Stockbridge, Mass.

3 Beds/ 3 Baths/2105 Sqft/0.83 Acres
$710,000
Offered by Tom Doyle, 646-438-1329, Lance Vermeulen Real Estate

A convenient location in Stockbridge with Lenox nearby, too! This property is part of the Mahkeenac Terrace association on the east shore of Stockbridge Bowl. Single level living. Large master suite with sitting area, gas fireplace. Open kitchen living room with 14!ft eating island, floor to ceiling windows, gas fireplace. Large private patio with built in grill and refrigerator. Out building provides additional entertainment space plus storage for winter months. Swim or dock boat ( annual fee) at private association beach.

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Ideally Located Between the Village Centers of Lenox and Stockbridge!
31 Interlaken Road
Stockbridge, Mass.

2 Beds/ 2 Baths/ 2146 Sqft/ 1.9 Acres
$519,900
Offered by Susan Calkins, 413-441-3796, and Sheila Thunfors, 413-441-5005, Stone House Properties

Stockbridge Bowl Town Beach, the boat ramp and Tanglewood are all nearby. Close to walking trail at Yokun Ridge and Gould Meadows. Bright, sunny and open with flexible floor plan. Excellent kitchen with granite countertops and stainless appliances. Wonderful four-season room. Separate den with propane fireplace off the foyer that could also serve as an office or bedroom. First floor laundry. Central AC. Room over the garage ready to be finished. Beautiful sunny backyard with pear, peach, cherry and apple trees, raspberry and blueberry bushes, and vegetable garden. All in excellent condition, ready to move right in. Don’t miss this one!

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Gorgeous Rustic Contemporary with Light, Bright, Open Spaces
1249 Churchill Road
Pittsfield, Mass.

4 Beds/ 4 Baths/ 5676 Sqft/ 8.1 Acres
$1,150,000
Offered by Victoria Ross Standring, 413-822-5363, Stone House Properties

This gorgeous rustic contemporary boasts light, bright, open spaces for all to enjoy and views from nearly every room. Two fabulous stone fireplaces grace the upstairs living room and lower level family room. The beautiful kitchen with ample cooking and prep spaces, commercial grade appliances, and custom cabinetry will delight any cook. 4 bedrooms, 3 full, and 2 half baths, professional home gym, formal dining room OR home office overlooking the spectacular heated in-ground pool with waterfall and Goshen stone patio surround. Huge two-story barn, Goshen stone walls, regulation baseball field, and an additional 4 shared acres of conservation land whereby you can hike, snowshoe, ATV, and horseback ride the trails to Pittsfield State Forest. THIS IS A SPECTACULAR PROPERTY!

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Masterful Renovation, Stylish Home, Move-in Ready
270 Great Barrington Road
West Stockbridge, Mass.

3 Beds/ 2 Baths/ 1820 Sqft/4.5 Acres
$569,000
Offered by Susan Calkins, 413-441-3796, and Lori Rose, 413-822-0912, Stone House Properties

Masterful renovation with attention to light, quality, and the beautiful wooded setting. Set nicely off the road and down a long driveway, this stylish home is move-in ready and offers privacy, convenience, and 4.5 acres of land to hike, enjoy the outdoors, and even capture a mountain view. Desirable open plan with a gorgeous kitchen offering custom cabinetry, polished concrete countertops, stainless appliances, ample storage, & welcoming breakfast deck with pergola to enjoy the morning light. The living room and first floor bedroom lead out to a spacious deck that overlooks the grounds. Lower level offers 2 additional bedrooms, including a primary ensuite, radiant heat in the floor, and a walkout. Versatile floor plan. Great location mid-way between Great Barrington and West Stockbridge. Great curb appeal.

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Beautiful Transformation – Exceptional Design, Craftsmanship and Materials
33 Pixley Hill Road
West Stockbridge, Mass.

4 Beds/ 4 Baths/ 2800 Sqft/ 3 Acres
$1,275,000
Offered by Patricia Andrew, 413-841-6883, Stone House Properties

The final stages are underway of a remarkable transformation by a noted builder using the best materials and craftsmanship. Great location on a backcountry road equi-distant to the center of Great Barrington and the village of West Stockbridge. Full of natural light. The great room with exposed timber beams, cathedral ceiling and brick fireplace (with ”pizza” oven) is open to the dining room and the kitchen outfitted with exquisitely crafted cabinetry of figured maple and marble countertops. There is a first floor master bedroom/bath suite. Details include white oak floors, central AC, beaded board siding, copper gutters & flashing. The covered porch runs along the front of the house. Two-bay Carriage Garage with workshop space is nearly complete with superior details. A must see!

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Brand New Light and Bright Home
13 Norwalk Acres
Monterey, Mass.

3 Beds/3 Baths/1800 Sqft/ 1.5 Acres
$485,000
Offered by Mary White, 413-329-6342, Berkshire Hathaway HomeService Barnbrook Realty

Never Lived In-Brand New Light and Bright Home with privacy in beautiful Monterey where there is plenty of clean fresh air. Open plan living with gleaming wood floors and glass doors to a deck and open back yard. First floor master suite, 2 additional bedrooms, or office or exercise room and a full bath on the second level, central air, full basement and a two car garage. Minutes to lake Garfield, Benedict Pond and miles of hiking trails. Bike, swim, hike, boating, all minutes from your door. This is pure value.

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1862 Greek Revival, B&B
Stockbridge, Mass.

7 Beds/ 7 Baths/ 4977 Sqft/ 0.33 Acres
$998,500
Offered by Cortney Dupont, 413-429-5000 , and Nancy Kalodner, 413-446-1111, Cohen+White Associates

What a beautiful home for TODAY! Set in the heart of Stockbridge — that most gracious and iconic of Berkshire towns — ”Seasons” is a New England classic, a lovingly detailed, superbly renovated 1862 Greek Revival mansion, warm and welcoming. From the restful length of its shady porch to the elegantly appointed front parlor, from the serene formal dining room to its secluded bedroom retreats, ”Seasons” manages to both welcome the world, while offering friends and family a perfect refuge. This spectacular all-season ”Getaway” home, part 19th century, part 21st, generously arranged, with elegantly designed public rooms, and the pleasures of a spacious modern chef’s kitchen with Multi-zone air conditioning throughout. In perfect order, it’s waiting for YOUR fortunate family!

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Renovated 1860s Greek Revival
Lee, Mass.

7 Beds/ 9 Baths/ 4695 Sqft/ 7.01 Acres
$1,495,000
Offered by Cortney Dupont, 413-429-5000 , and Mary Jane White, 413-429-7611, Cohen+White Associates

Stunning Circa 1850’s renovated with seven bedrooms and nine full baths. Classic Greek Revival with strong lines and lovingly preserved details; three period fireplaces, generous gourmet eat-in cook’s kitchen and the comfort and style of today’s living in the perfect location just a short drive to Tanglewood and in between Stockbridge and Lenox!! This property offers gracious common spaces and six en-suite guest bedrooms. New first floor guest suite with separate entrance.

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Unique Home in Leisure Lee Community
62 Moose Drive
Lee, Mass.

3 Beds/ 3 Baths/ 3480 Sqft/1.12 Acres
$575,000
Offered by Marc Digrigoli, 413-822-6904, Fox Realty

Berkshire Hills Leisure Lee Unique home in great condition. Suitable for large family, space for lots of guests or separate in-law apartment. Located on double lot with privacy. Main floor has everything an owner would need. Access to private beach on Goose Pond, tennis courts, and boating access. To many great features to mention. Must see.

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Luxury living in the heart of the Berkshires

Make your own history in this brand new 4,200 sf home, easy maintenance and great location, offered by Maureen White Kirkby of Berkshire Hathaway HomeServices Barnbrook Realty.

Amazing Move-in-Ready Contemporary!

Helen Mullany of Helen Mullany Real Estate offers a high-quality, move-in-ready contemporary in a great location.

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But Not To Produce.