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29 Photos
BERKSHIRE PROPERTY AGENTS, LLC
19 Hawthorne Rd
Berkshire - South
Stockbridge > MA > 01262
$579,000
3 BD | 3 BA
Residential - Condo/Townhouse

BEST INVESTMENT IN WHITE PINES. A premier condo community with a private beach on Stockbridge Bowl. Access to two tennis courts, and a wonderful indoor pool and pool house. Walking distance to Tanglewood. The first floor has a spacious open living/dining area with a wood-burning fireplace, kitchen with plenty of cabinets, half bath, and master bedroom and bath. Upstairs are two guest bedrooms which share a full bath. Lots of closet space. Located in ''The Meadows,'' this unit has pastoral views and a screened porch to enjoy summer evenings.


14 Photos
BERKSHIRE PROPERTY AGENTS
14 Wheatley Dr
Berkshire - South
Stockbridge > MA > 01262
$599,000
3 BD | 2 BA
Residential - Single Family

SOPHISTICATED COMPACT DESIGN IN A FRIENDLY STOCKBRIDGE NEIGHBORHOOD.Tucked in ...out of sight...walk to Tanglewood, access to White Pines Private Beach, a boat mooring on Stockbridge Bowl and downtown Lenox minutes away; this exceptional 2016 renovated cottage is move-in ready. New septic, new well, new extension & rear deck, house gutted, insulated and re-imagined. Three bedrooms and two full bathrooms, fireplace, screened in dining porch, outdoor fire-pit, year-round bliss. (see floor-plans in Docs)


51 Photos
KELLER WILLIAMS BERKSHIRE
6 Goodrich St
Berkshire - South
Stockbridge > MA > 01262
$649,000
4 BD | 3 BA
Residential - Single Family

This beautiful home has all of the charm of yesterday and enjoys todays updates! The kitchen is huge and has gorgeous counters and appliances and loads of cabinet space. The kitchen overlooks back ''sitting room'' and barn yard. Floors are wide plank wood and beautifully maintained. Large living spaces flow beautifully one to the next. Upstairs has four bedrooms, one a master with it's own en-suite bath. Outside is a great deck to enjoy warm summer nights and the animals! And then there are the barns and apartment. Studio type space with loft, kitchen and a bath - this space could be a barn manager's space or rental space.


16 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
1 Old Tree Farm Rd
Berkshire - South
Stockbridge > MA > 01262
$650,000
3 BD | 3 BA
Residential - Single Family

It's all about location! Stockbridge home on 4 acres on a quiet dead end street. The 1979 home has been meticulously maintained. A spacious floor plan. L shaped living room with fireplace, mud room entry, open kitchen with family space for dining or entertaining. Updated appliances, granite counter, copious storage, dining room is light filled and spacious. Screen porch steps away. There is a full bath on the main level. Second floor offers two guest bedrooms and full bath, over-sized master onsuite. Company coming? We have just the spot for them above the detached two car garage is a charming studio apartment. Our current home owner rents this very special space on weekends all year round! A perfect full time or second home minutes to Tanglewood, Shakespeare and Company and Kripalu.


20 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
23 Hawthorne #14B Rd
Berkshire - South
Stockbridge > MA > 01262
$675,000
3 BD | 3 BA
Residential - Single Family

Lake views from every room at this tastefully updated White Pines condo. Situated directly across from the Association's private beach on the Stockbridge Bowl, this Lakeside Villa offers a sunny and open floor plan, with hardwood floors, a gas fireplace, and an updated kitchen. The upstairs master bedroom features breathtaking views of the lake, custom California Closets, and a fully renovated en-suite bath. Downstairs you will find two additional bedrooms (one is currently used as an office with a Murphy bed), a shared bath, and a laundry room. Amenities include an indoor pool, Har-Tru tennis courts, a fitness center, kayak storage, a dock and mooring buoys. Minutes to Tanglewood, Stockbridge, and Lenox, this home is an exceptional value in a coveted location.


20 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
23 Hawthorne Rd
Berkshire - South
Stockbridge > MA > 01262
$675,000
3 BD | 3 BA
Residential - Condo/Townhouse

Lake views from every room at this tastefully updated White Pines condo. Situated directly across from the Association's private beach on the Stockbridge Bowl, this Lakeside Villa offers a sunny and open floor plan, with hardwood floors, a gas fireplace, and an updated kitchen. The upstairs master bedroom features breathtaking views of the lake, custom California Closets, and a fully renovated en-suite bath. Downstairs you will find two additional bedrooms (one is currently used as an office with a Murphy bed), a shared bath, and a laundry room. Amenities include an indoor pool, Har-Tru tennis courts, a fitness center, kayak storage, a dock and mooring buoys. Minutes to Tanglewood, Stockbridge, and Lenox, this home is an exceptional value in a coveted location.


26 Photos
STONE HOUSE PROPERTIES, LLC
9 South St
Berkshire - South
Stockbridge > MA > 01262
$679,000

Commercial

Central Stockbridge apartment building with 6 apartments (five 1-bedroom and one three-bedroom) and 2 offices spaces. Just down the street from the Red Lion Inn. Ample off street parking for all. Well maintained building with steady renters. Recent upgrades to electrical systems and heating.Currently fully occupied with longer term tenants. Would be great VRBO or Airbnb location.


37 Photos
ROBERTS & ASSOC. REALTY, INC
176 Old Stockbridge Rd
Berkshire - South
Stockbridge > MA > 01262
$689,000
3 BD | 4 BA
Residential - Condo/Townhouse

One-of-a-kind Winden Hill condo with magnificent westerly views! Come inside; prepare to be wowed! Open plan with cathedral ceiling in living/dining great room features gas fireplace, exposed beams, two sliders to large private deck. First floor master suite and spacious front entry. Upper level is a second full master suite complete with balcony and private sitting area. The lower level affords great privacy for family/guests - spacious bedroom/sitting/family room with two sliders out to patio taking in the meadow and mountain views beyond. Third full bath, storage and cabinetry abound. Winden Hill community features pool, tennis/pickle ball and close proximity to Lenox village.


26 Photos
BARNBROOK REALTY, INC.
10 Westdale Rd
Berkshire - South
Stockbridge > MA > 01262
$689,000
3 BD | 2 BA
Residential - Single Family

The epitome of single level living. There are no steps to get in to this gorgeous brand new home. The home was designed for anyone, however it does have features that would make it possible to stay in the home longer as one grows older. Doorways are wider as well. Open floor plan with hardwood floors and beautiful fixtures. Centrally located and easy to get to the Masspike or the New York State Thruway. Tanglewood is a five minute drive away!


20 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
4 Castle Hill Rd
Berkshire - South
Stockbridge > MA > 01262
$695,000
5 BD | 4 BA
Residential - Single Family

Perched above the Housatonic River on 8.9 acres, find quietude and serenity in this beautiful contemporary Stockbridge home. Minutes from Tanglewood, this home speaks to lovers of art, music, and nature. A sense of space, simplicity, and style define the interior, which features open living and dining areas, fabulous fireplaces, picture windows, and a superb master bedroom with sparkling en suite bath. From the living area, step into a stunning screened porch with radiant floor heating and hear the sounds of the river below. An interior spiral staircase leads to guest quarters, a rec room, and an office. Exquisite grounds feature a pool, hot tub, rock garden, grassy lawn, and perennial gardens. In the same family for 40 years - a rare opportunity in the heart of the Berkshires.


23 Photos
COHEN & WHITE ASSOCIATES
28 Lake Dr
Berkshire - South
Stockbridge > MA > 01262
$775,000
3 BD | 2 BA
Residential - Single Family

STOCKBRIDGE....Live in this unique modernized country style log house, located with a direct access dock on the Stockbridge Bowl outlet. Huge picture windows in most rooms frame woods and water views. This delightful year-round home with a 2 sided open fireplace, has a spacious country kitchen featuring a BBQ grill set in the fireplace and a large kitchen for family dining, plus 3 bedrooms and a 4th bedroom/office. Close to Tanglewood, ski areas, and Lenox, with bike and hike areas nearby.Come see the house of your dreams. Come see Shangri Log


40 Photos
ROBERTS & ASSOC. REALTY, INC
2 Laurel Ln
Berkshire - South
Stockbridge > MA > 01262
$799,000
5 BD | 6 BA
Residential - Single Family

One of a kind opportunity in Stockbridge!! This gracious colonial features 3800+ sq ft. Integrated living spaces work nicely for entertaining with formal living, dining, parlor and a large country kitchen. Fueled with natural gas. Accommodate family and guests with 5 BRs and 5.5 BAs; finished 3rd floor game room. Take in this .69 acre property from the large screened porch - rare to a village home. A private tranquil site with a easy stroll into town and abuts town trails leading to Ice Glen and Laura's Tower.


28 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
29 Mahkeenac Rd
Berkshire - South
Stockbridge > MA > 01262
$875,000
3 BD | 3 BA
Residential - Single Family

Stunning 3BR contemporary located in desirable Mahkeenac Terrace Stockbridge Bowl lake community. Deeded lake & boat access. Huge master suite, spacious great room with cathedral ceiling and loads of sunlight, 3 gas fireplaces. Large backyard w/ in-ground exercise pool, patio w/ built-in bbq. Less than 5 minutes to Tanglewood & close to the Berkshires' best cultural & recreational attractions. The ultimate year round country home. Don't miss this lake-living gem!


30 Photos
BERKSHIRE PROPERTY AGENTS
4 Cove Ln
Berkshire - South
Stockbridge > MA > 01262
$995,000
3 BD | 1 BA
Residential - Single Family

A once in a lifetime opportunity to own a slice of paradise. Privately situated on a peninsula in the heart of Beachwood on the Stockbridge Bowl boasting a stunning 90 feet of lake frontage and dock. Unobstructed sunrise and sunset views over the water. The rustic cabin dates from 1939 and has a double volume living/dining room graced by a charming stone fireplace and views of the garden and the lake. Bonus enclosed sitting room/study off the living room. The cabin has been updated with modern amenities such as a custom Blue Star Prof. range, and split-system air-conditioning/heating. 3 bedrooms and 1 bathroom. Sensitively landscaped easy-to-maintain garden with River Birch and Black Walnut trees and 2 separate stone patio dining areas. Outdoor shower. Pontoon. Sold As Is.


25 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY, LENOX
1 Main St
Berkshire - South
Stockbridge > MA > 01262
$1,100,000
4 BD | 5 BA
Residential - Single Family

One Main Street, Stockbridge features not only one of the most evocative addresses in America but also one of the finest golf course locations in Berkshire County. Ideally situated adjacent to the 2nd green of the Stockbridge Golf Course with no immediate neighbors this lovely historic colonial home is private yet convenient to everything. Stroll up Norman Rockwell's Main Street for coffee or a cocktail on the porch of the Red Lion Inn. Walk to the clubhouse or the tennis courts of the Stockbridge Golf Club. Minutes to Tanglewood. Four bedrooms, four and one half baths. Tastefully decorated throughout. Large private flat yard with plenty of room for a pool or gardening. Truly a unique opportunity.


35 Photos
STONE HOUSE PROPERTIES, LLC
1 Lakeview Dr
Berkshire - South
Stockbridge > MA > 01262
$1,255,000
4 BD | 3 BA
Residential - Single Family

This striking lakefront home offers privacy, contemporary design, and an open floor plan allowing for casual Berkshire living. An abundance of windows allows for natural light and picturesque views of the Stockbridge Bowl landscape. The cook's delight kitchen is perfect for easy entertaining and is equipped with soapstone countertops, a center island for hanging out, and a spacious pantry. The screened porch off the kitchen is the perfect respite to enjoy summer evenings while taking in the evening sunset. Kayakers will love the convenience of launching right off the back yard and paddling to the island and around the beautiful 372 acre Lake Mahkeenac. Beachwood is a wonderful community and allows access to the private Beachwood sandy beach. Be in for summer!


61 Photos
MCLEAN REALTORS
1 Devon Rd
Berkshire - South
Stockbridge > MA > 01262
$1,390,000

Commercial

House, 6 Bedrooms, 5.5 Baths, (Sleeps 12 in beds)The General Williams house is located 2 miles from Stockbridge Center and 5 miles from Lenox Center. Only 7 miles from the Mass Pike it is an easy commute from Boston or New York City. The house has 8 foot ceilings and provide a nice 'vacation' like feel with every bedroom but one having its own bath. The common areas are designed for fun and socializing with family and friends.The 6 fireplaces provide ambiance and a feeling of escape into a time long forgotten. Play a game of pool, chess or checkers with your family. Enjoy two kitchens in which to work from, sit together at the 12 person dining area while enjoy a fire in the large hearth as you drink your wine and soak in the feeling of the Berkshires. This home has it all and it is


58 Photos
MCLEAN REALTORS
1 Devon Rd
Berkshire - South
Stockbridge > MA > 01262
$1,390,000
6 BD | 6 BA
Residential - Single Family

The Historic General Williams House circa 1795, has been lovingly restored and improved and now provides modern day comfort in quintessential Stockbridge MA. Featuring 6 inviting bedrooms, 5.5 modern baths, 6 elaborate wood burning fireplaces, two cook's kitchens, spacious dining and living areas, a sparkling new in-ground pool and separate ''Ice House'' that is ideal for group gatherings with it's own kitchen and full bath. Ideally situated on 4 acres this delightful residence is only 2 miles from Rockwell's famous Stockbridge Main Street and only 5 miles to Lenox township and Tanglewood Music Center. Bask in the Berkshire sunshine poolside, invite friends to chat on one of the stone terraces, or simply rock the afternoon away on a tree top porch.One can enjoy this grand property as a


36 Photos
COHEN & WHITE ASSOCIATES
5 Stone Hill Rd
Berkshire - South
Stockbridge > MA > 01262
$1,490,000
5 BD | 5 BA
Residential - Single Family

Stockbridge contemporary with a BIG western view from every room masterfully combining architecture with nature. The moment you enter this ''comfort house'' you are immediately drawn to the panoramic view of the Berkshire Hills. The main level living with an expansive open floor plan, dramatic cathedral ceiling w/exposed beams & fp in Great Room flow beautifully to the dining/kitchen; all w/direct access to the spacious screened porch & stone patio making this a perfect home for entertaining. Separate wing for the MB en suite offers complete privacy from the guest BR's en suite. Site specific architecture of this home has captured the skyline of the Berkshires & offers the owner the opportunity to live in the moment from every vantage point in this special home minutes from Tanglewood!!


47 Photos
LANCE VERMEULEN RE, INC., LENOX
60 Mahkeenac Rd
Berkshire - South
Stockbridge > MA > 01262
$1,495,000
4 BD | 4 BA
Residential - Single Family

The Perfect Trio! Privacy, Stunning Views and Waterfront Access. This contemporary country home was originally designed and built in 1955 by renowned architect John Johansen. Named ''The McNiff House'', it is perched atop a rolling meadow overlooking Stockbridge bowl on nearly 10 acres including its very own 0.07 acre waterfront property just a mere 800 feet across the road. A perfect place to launch your kayak or relax along the shore. With nearly 3,000 square feet, this home features expansive windows looking out to a picturesque view, a first-floor master suite, 2 additional main floor bedrooms and bath, and a bright lower level bonus room.

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