Found 89 Listings

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35 Photos
STONE HOUSE PROPERTIES, LLC
$609,000
4 BD | 3 BA
Residential - Single Family

Total seclusion, scant minutes from Tanglewood, and a beautiful town beach for swimming and kayaking. Quiet and completely private country living at it's best, a rare-to-find in Stockbridge.There is wildlife abound, wild turkeys crossing the yard, owls hooting in the big oak tree and acreage to hike in the woods. Watching birds flock to the feeder in winter. Cardinals, sparrows, finches to list a few.With 2,240 square feet, this Colonial home boasts bright and natural lighting, every window looking out to beautiful greenery, and a seasonal water view of Stockbridge Bowl. Oversized and insulated 2-car garage with high ceilings and 2nd level storage for all your summer and winter toys!This home will fit all your needs all year round!


21 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$625,000
3 BD | 3 BA
Residential - Single Family

Live in true Berkshires splendor with magnificent mountain views! This contemporary 3 bedroom has it all. Open floor plan with loads of sunlight, gourmet kitchen &large deck for entertaining. Level property with tranquil meadows. Ideally located very close to Tanglewood & Stockbridge Bowl town beach. Very close to vibrant downtown Lenox & so many of the Berkshires' world class cultural attractions. Don't miss this gem!


30 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$639,000
8 BD | 9 BA
Residential - Single Family

1828 Brick Colonial that has been well maintained and restored. Huge great room addition with chef's kitchen, loft and screened porch. The main house has 5 bedrooms and 4 1/2 baths and a sleeping loft and screened porch. Large three story barn complete with a garage, storage space and work shop space on the lower level, 3 private guest bedrooms each with their own private bath on the first floor and a completely private (square footage) apartment with a kitchen, full bath, open concept living area and an amazing sleeping loft, all over looking the gardens and mountains from private decks. Pool and professionally landscaped gardens. Convenient location between Stockbridge, Lenox and Lee.


39 Photos
ROBERTS & ASSOC. REALTY, INC
$649,000
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.


37 Photos
COHEN & WHITE ASSOCIATES
$649,000
3 BD | 2 BA
Residential - Single Family

This main level living home, located within minutes of Tanglewood and abutting Wheatleigh, has a wonderful vintage mid century open common living plan with two-sided fireplace all with direct access to a spacious screened porch overlooking the heated pool and private backyard. Lower level finished family room with fireplace, attached two car garage and deeded rights to the White Pines beach on Stockbridge Bowl.


26 Photos
COHEN & WHITE ASSOCIATES
$685,000
4 BD | 4 BA
Residential - Condo/Townhouse

Rare White Pines Brookside Villa ready for your enjoyment with Har Tru tennis courts, clubhouse, exercise room, indoor pool and private association beachfront on the Stockbridge Bowl for swimming and boating. Wonderful open common spaces...Great Room with fireplace open to dining and kitchen with direct access to a generous screened porch. Main level master bedroom en suite, three guest bedrooms, family room, spacious decking and an attached one car garage. Very private end unit on a dead end drive....WALK TO TANGLEWOOD!!


46 Photos
BERKSHIRE HATHAWAY HOMESERVICE BARNBROOK REALTY
$685,000
4 BD | 4 BA
Residential - Single Family

An opportunity to purchase this Beautiful, Spacious & Immaculate Stockbridge home on nearly 2 landscaped acres with distant mountain views. Offering a spacious Open Plan Living space with Fireplace, Central A/C, 4 Bedrooms, 4 Full Baths, Gourmet Kitchen plus the Separate Private Suite with private entry, full basement with Washer & Dryer and the oversized 2-car garage, both with high ceilings. There is also a beautiful, architect designed Screened-in Porch and the charming Antique Barn/Stable with a private driveway. Located in the desirable Glendale section of Stockbridge, served by Public Utilities, within an easy distance from Tanglewood, from swimming & boating on Stockbridge Bowl, from Shopping, Restaurants, Galleries & from all Berkshire activities.. Please View ''Virtual Tour''


32 Photos
LANCE VERMEULEN RE, INC., LENOX
$698,000
4 BD | 4 BA
Residential - Single Family

Built in 2002, this beautiful contemporary home located on a quiet country lane in Stockbridge is ready for you to enjoy. Enter the foyer, hang up your coat and settle in. Relax by the fire in the beautiful great room with cathedral ceiling and beautiful two-story stone-clad chimney. When it's cold out, drive into your attached garage and enter through the kitchen with your groceries. Just behind the fireplace is the master bedroom suite with a lovely bathroom including double sinks, a large jet tub and tiled shower with dual shower heads. There's plenty of room for family and friends upstairs with three bedrooms, two full baths and ample closet and storage space. Utilities are located in the garage and easily accessible. Close to everything Berkshire... This is a must see property!


8 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$798,000
9 BD | 7 BA
Multi-Family

Outstanding opportunity to own a fully rented 5-unit multifamily rental property in the heart of downtown Stockbridge. Electric is submetered. New boiler installed 4 years ago. Pre-painted siding means no need to paint exterior. Ideally located - walk to everything! Only 1 block from post office, library, restaurants, shopping & Red Lion Inn. Building is also across the street from Stockbridge Town Park & Housatonic River and great hiking trails are right down the block. For financials, please call listing agent.


48 Photos
LANCE VERMEULEN RE, INC
$895,000
5 BD | 3 BA
Residential - Single Family

1780's colonial on beautiful property. 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.


35 Photos
STONE HOUSE PROPERTIES, LLC
$895,000
4 BD | 4 BA
Residential - Single Family

Beautiful Mike Shiels built home bathed in sunlight and absolutely private. Tasteful finishes and a great floorpan - one floor living for one or two people with the remaining bedrooms (each with private bath) on the lower lever. Large guest suite is substantially separate from the rest of the house. Large kitchen opens to the deck. Set on 6.65 acres with an additional 20 subdividable acres available. Perfectly located central to all the venues that make the Berkshires great.


38 Photos
STONE HOUSE PROPERTIES, LLC
$949,000
3 BD | 4 BA
Residential - Single Family

Big Views, Privately Sited, and Dramatic Sunsets. It's easy to enjoy the beautiful approach on scenic Ice Glen Road to this nicely maintained home. The floor plan is open and comfortable and allows for one level living and most rooms enjoy the spectacular western views. Gourmet kitchen with high end appliances, including a Wolf cooktop and Bosch oven and dishwasher. Spacious living/dining with gas fireplace and sliding doors to the deck which overlooks the swimming pool and landscaped grounds and takes in the big views. A lovely, spacious solarium, which also opens to the deck is a wonderful room to enjoy all seasons. The lower level is finished with 2 bedrooms, yoga/exercise room/kitchenette and an easy walk out to the grounds. Great location, mid-way between Great Barrington and Lenox!


37 Photos
HELEN MULLANY REAL ESTATE, LLC
$1,149,000
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 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.


36 Photos
STONE HOUSE PROPERTIES, LLC
$1,150,000
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!


35 Photos
STONE HOUSE PROPERTIES, LLC
$1,195,000
4 BD | 4 BA
Residential - Single Family

Beautiful Mike Shiels built home bathed in sunlight and absolutely private. Tasteful finishes and a great floorpan - one floor living for one or two people with the remaining bedrooms (each with private bath) on the lower lever. Large guest suite is substantially separate from the rest of the house. Large kitchen opens to the deck. There are 6-7 potential lots total with this parcel.


43 Photos
LANCE VERMEULEN RE, INC., LENOX
$1,295,000
4 BD | 4 BA
Residential - Single Family

Stunning lake views are abundant at this contemporary country home. Situated atop a rolling meadow on 9.71 acres overlooking Stockbridge bowl, this unique home masters easy casual living. Large windows throughout perfectly frame the picturesque views. With nearly 3,000 sq. ft, this home features a first-floor master suite open to a lovely deck with lake views. A bright lower level featuring a bonus room, guestroom & full bath make this home the perfect size for your family & guests. Additional features include central air, a new Viessmann propane fired system, Wi-Fi capable thermostats, and a whole-house generator making this home efficient & easy to manage while out of town. Right around the corner from Tanglewood & Kripalu, the best of the Berkshires is right at your doorstep.


38 Photos
COHEN & WHITE ASSOCIATES
$1,350,000
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!!


37 Photos
WILLIAM PITT SOTHEBY'S INTERNATIONAL REALTY
$1,495,000
4 BD | 6 BA
Residential - Single Family

An exquisite traditional Georgian-style brick manor house is the centerpiece of this rare 36-acre Stockbridge estate, which offers both privacy and proximity to Lenox village, Wheatleigh, Tanglewood, and myriad Berkshire amenities. In a jewel-like setting with mature landscaping and views of lawns and hills, the residence combines 21st-century conveniences with impeccable architectural details, including elements from historic Georgian and Federal homes. Conveying quality and luxury, these details--a welcoming arms staircase, graceful columns and mantels, Palladian windows--epitomize the finest in traditional American design and create an ideal place for entertaining. The photos, virtual tour and floor plans are helpful, but, for the discerning buyer, this property is a must see.


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.


3 Photos
LANDVEST, INC.

Longfellow's Oxbow consists of 45 acres within walking distance of the center of Stockbridge. This large undeveloped parcel offers Views, Privacy, Open Space and a mile of River Frontage. Ideal for a premiere home or homes with vast open maintained hayfields, and views to Naumkeag, the back meadows of Norman Rockwell Museum and overlooking the Stockbridge Golf Club. Once used as a polo field, there is a run-in shed for horses. Longfellow's Oxbow is named after the poet Henry Wadsworth Longfellow , who once owned the land.With high conservation potential, it is possible to both build and conserve in this highly desired Stockbridge location.

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