Found 44 Listings

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53 Photos
LANCE VERMEULEN RE, INC
$699,000
3 BD | 3 BA
Residential - Single Family

Architect-designed home with open floor plan for today's modern living. Primary bedroom/bath and sauna suite with separate laundry room on first floor. Two bedrooms and bathroom are on the second floor. Central air and municipal services along with natural gas for heating/cooking complete this low-maintenance platform. Great storage in closets, attic or basement with living space expansion possibilities. There are two private courtyards to enjoy morning coffee on one and pre-dinner refreshments on the other. Lovely lawn and perennial gardens with breathtaking views of the Historic Naumkeag Estate and pastures, especially magical during the Christmas Winter Lights, The Pumpkin Show, and the Spring Tulip Festival. Easily accessible to the center of town and the historic Red Lion Inn.


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BERKSHIRE PROPERTY AGENTS, LLC
$795,000
3 BD | 4 BA
Residential - Single Family

Stockbridge Contemporary with 3 bedrooms built in 2018. Light filled open space with gas fireplace in living room. Laundry room off kitchen. White Oak herringbone flooring. First floor main bedroom with walk in closet, private bath. Lower level family room and two bedrooms, one with private bath and one more with a shared full bath. Walkout to hot tub and large lawn that is partially fenced in with an awesome firepit. High speed internet, whole house generator, irrigation system and only a couple of minutes into downtown Stockbridge. Virtual listing only - no in person showings at this time. Check the virtual tour!


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COHEN & WHITE ASSOCIATES
$798,500
3 BD | 2 BA
Residential - Single Family

This Circa 1930's colonial w/classic gambrel roof located on one of the most picturesque roads in the Berkshires is just minutes from Main St. Stockbridge, the Stockbridge Bowl beachfront and Tanglewood just down the road. The addition of a Great Room where all can gather with direct access to a vaulted ceiling dining area overlooking the fabulous acreage with mountain view make this a most welcoming home. Wonderful spacious decking is the perfect spot to enjoy the privacy and magnificent mature trees and landscaping with a backdrop of rolling hills. Formal living and dining rooms, spacious eat in country kitchen, three bedrooms and two full baths with lovely pastoral vistas from all, offer you the opportunity to enjoy living in a most comfortable home in a fantastic Berkshire location!


8 Photos
BERKSHIRE PROPERTY AGENTS, LLC

WATERFRONT: A rare opportunity to build a dream home on very private property with 460 ft of waterfront and panoramic views of Lily Pond, a renown unspoiled body of water that was cherished by the Gilded Age crowd. Extensive permitting in place for the driveway, dwelling and septic location. Located in Stockbridge within walking distance of Tanglewood, nearby Lenox village center, and the private beach at White Pines on Stockbridge Bowl. PRIME LOCATION AND VERY PRIVATE.


25 Photos
STONE HOUSE PROPERTIES, LLC
$839,000
4 BD | 3 BA
Residential - Single Family

Magnificent federal style brick home on 4+- acres. A school house in 1848 and returned to original owners in 1873. The home has been expanded and lovingly cared for by the original owners for several generations. It is located in a spectacular, private and peaceful setting, with a large outdoor stone terrace with mature perennial gardens designed by a registered landscape architect. The interior boasts wood floors almost throughout, a kitchen with open common living area, a gorgeous cozy brick fireplace in the den, large sun filled dining room, and a stately living room with a wall of bookcases. High ceilings throughout the first floor. Plenty of closet space and a game room downstairs. The likes of Judy Garland and Mike Wallace and his sisters spent time staying summers at this home.


48 Photos
LANCE VERMEULEN RE, INC
$875,000
5 BD | 3 BA
Residential - Single Family

1780's colonial set on over 12 beautiful acres. Few like this left in the Berkshires. Originally a Stagecoach stop between Hartford and Albany, this spacious home has those special details not found in modern buildings today. Built in cabinets, wide plank floors and fireplaces, one complete with bread ovens and usable hanging cooks pot. Dutch door looking out to lovely view. Recently updated kitchen leads into a greenhouse with fountain and radiant floors for year round use. Dining room table is the original to the home & is included in the sale to be passed onto the next family to make their own memories. There is a separate guesthouse with a full open kitchen, LR, bath, laundry room & loft. Several outbuildings including Tack room, chicken coop/playhouse, & much more. Can be sub-divided.


4 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

Build your perfect home on this land sited along one of the most prestigious roads in Stockbridge.The property encompasses the entire corner running along Prospect Hill, Larrywaug and to North Church St. or divide into three lots. Four acre zoning and this property has enough frontage and acreage for three building lots. With clearing there is the possibility of views from different sites on the property.


39 Photos
COHEN & WHITE ASSOCIATES
$985,000
3 BD | 4 BA
Residential - Condo/Townhouse

WHITE PINES COUNTRY VILLA WITH DEEDED STOCKBRIDGE BOWL BEACHFRONT! This sought after end unit has over 3,200 sq ' of open living space with a stunning great room that has a wall of windows that lets in wonderful natural light and overlooks the meadow view from every vantage point, vaulted ceiling, fireplace with raised hearth and direct access to outdoor decking. Primary bedroom en suite with a wall of closets plus walk-in and half guest bath as well as direct access to the attached garage are all on the main level. A Nutone Radio -Intercom System is throughout the house, with radio access to speakers in all bedrooms, kitchen and deck. Two additional guest bedrooms, one with an en suite bath, the other with a hallway full bath, wonderful family room with access to private ground level


38 Photos
HELEN MULLANY REAL ESTATE, LLC
$995,000
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 three 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.


4 Photos
HELEN MULLANY REAL ESTATE, LLC
$995,000
4 BD | 3 BA
Multi-Family

A gracious Main Street property with four rental apartments, a main house with four bedrooms, double parlors, country kitchen, two full baths, a wonderful screened porch and a three bay garage. The yard has wonderful out door spaces for the residents, and all a short walk to everything the town offers. Perfect for an investor owner occupier.


34 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$1,095,000
4 BD | 3 BA
Residential - Single Family

Beautifully renovated, spacious antique home on over half an acre, with river and golf course views, and within easy walking distance of historic Stockbridge. This home offers four bedrooms and three full baths and is the perfect home for a family or couple looking to escape the city. The location is minutes from Tanglewood and allows for easy travel to all the Berkshires has to offer.


32 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,195,000
4 BD | 4 BA
Residential - Single Family

Magnificent contemporary in spectacular setting. This move-in ready home has it all! Sun filled living room w/ double height, cathedral ceilings & floor to ceiling windows, great room that opens to a 4 season, enclosed, heated porch plus a large outdoor deck, perfect for entertaining friends. 1st floor also includes large first floor master suite w/ luxurious master bath & a state-of-the-art, open chef's kitchen. 2 spacious bedrooms upstairs plus an office. Fully finished, walk-out lower level w/ bedroom & full bath. Beautifully manicured grounds w/ mature plantings, lush lawns & waterfall. Deeded access to pvt. dock on Stockbridge Bowl, just across the road - perfect for a kayak or paddleboard. Plus, additional deeded rights to private Beachwood beach, just a short walk away.


44 Photos
PAULA MCLEAN REALTORS INC.
$1,200,000
4 BD | 3 BA
Residential - Single Family

Gorgeous water's edge views of Lily Pond from this privately set Contemporary Ranch with finished walk out lower level. Walk to Tanglewood and enjoy deeded rights to a private Stockbridge Bowl beach. Inside find updated kitchen and baths, two wood burning fireplaces for cozy winter nights. This setting simply can't be beat on a private and admired country lane. Enjoy one level living with lower level guest quarters. Property can be sold fully furnished.


16 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,500,000
3 BD | 2 BA
Residential - Single Family

Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous worldwide. Classic Victorian Style with acres of charm. 3 Stories with on-site Parking. 3 'Main Street' Retail Spaces, a large (and vacant) Second Floor Residential / Office space and an income producing Third Floor. Owned and well-maintained by the same family since the 1960's and steps away from The Red Lion Inn and former ''Alice's Restaurant''. Minutes to Tanglewood and all Berkshire Attractions. Ideal for Investment, Office, Residential or Retail use. A true 'once in a life-time opportunity' to be part of Stockbridge History.


16 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Rare opportunity to own a Berkshire Landmark. Known as ''the Antique Shop'' in Norman Rockwell's Main Street Painting, this iconic Building is famous worldwide. Classic Victorian Style with acres of charm. 3 Stories with on-site Parking. 3 'Main Street' Retail Spaces, a large (and vacant) Second Floor Residential/Office space and an income producing Third Floor. Owned and well-maintained by the same family since the 1960's and steps away from The Red Lion Inn and former ''Alice's Restaurant''. Minutes to Tanglewood and all Berkshire Attractions. Ideal for Investment, Office, Residential or Retail use. A true 'once in a life-time opportunity' to be part of Stockbridge History.


12 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY

RARE BUILDING LOT ON THE BEAUTIFUL STOCKBRIDGE BOWL: Beautiful open water frontage with views across the deep section of the Bowl. Very special parcel. Building site perched above the lake to build your dream lake front home. There could be two homes on this site. Swimming, canoeing, boating, fishing from your waterfront. Very few parcels such as this will ever be available. Watch the Josh Billings from your own home. See concept schematics with the photos which are site specific for this lovely parcel. Over 100 feet of water frontage. More land available. Could be a lovely family compound.


50 Photos
PAULA MCLEAN REALTORS INC.
$1,999,000
4 BD | 5 BA
Residential - Single Family

Imagine a light filled Contemporary home, located on an admired and private country road, with serene waterfrontage on the quintessential Lily Pond. Include deeded beach rights to Stockbridge Bowl, your own private tennis court and all of this within walking distance to Tanglewood. Time to stop imagining and make this your forever place in the beautiful Berkshires. Walls of glass invite the great outdoors within, custom kitchen with Wolf & Sub Zero appliances, private baths for every bedroom, central A/C and 5 acres of peace and serenity to experience and create memories with friends and family for years to come. HOA fee is annual at $1000 approx


19 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$2,200,000
2 BD | 6 BA
Residential - Single Family

Main Street Stockbridge Historic Property - Home to Williams & Sons Country Store and the picturesque shops in ''The Mews'', this building is an adored piece of Stockbridge's historic downtown landscape, and one of the few featured in Norman Rockwell's world renowned 1967 painting - Stockbridge Main Street at Christmas. With a total of 10 units, including a well established restaurant, six retail spaces, two apartments, and one office, this property provides consistent and profitable income with a flexible layout. Two of the retail spaces have Main Street entrances, while the other four and the restaurant are accessed from The Mews. With direct access from the Mews to the courtyard of the Red Lion Inn, these retail shops have plenty of foot traffic throughout each season.


19 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY

Main Street Stockbridge Historic Property - Home to Williams & Sons Country Store and the picturesque shops in ''The Mews'', this building is an adored piece of Stockbridge's historic downtown landscape, and one of the few featured in Norman Rockwell's world renowned 1967 painting - Stockbridge Main Street at Christmas. With a total of 10 units, including a well established restaurant, six retail spaces, two apartments, and one office, this property provides consistent and profitable income with a flexible layout. Two of the retail spaces have Main Street entrances, while the other four and the restaurant are accessed from The Mews. With direct access from the Mews to the courtyard of the Red Lion Inn, these retail shops have plenty of foot traffic throughout each season.


7 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$2,400,000
4 BD | 4 BA
Residential - Single Family

RARE WATERFRONT OPPORTUNITY: A SUMMER PARADISE FOR YOUR FAMILY. Build your dream home. There are beautiful renderings of possibilities on this nearly 5 acres on the beautiful Stockbridge Bowl. Over 300 feet of pristine lake frontage. Amazing mountain and water views in every season.Shared driveway in place. Rare opportunity to have your dream home within 71 feet of the lake. Minutes to Tanglewood, Kripalu, and Canyon Ranch.

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