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30 Photos
BIRCH PROPERTIES
$925,000
4 BD | 4 BA
Residential - Single Family

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$925,000
3 BD | 3 BA
Residential - Single Family

Architect designed Mid Century home with spectacular western views from every window. Multi level living has been updated with new roof, Pella windows, entry and sliding doors, interior doors, refinished wood floors, modern primary bathroom, heat pump and mini-splits controlled remotely, a whole house generator and recently painted interior and exterior. There is a lovely two sided fireplace which anchors the dining room on one side and a very alluring interior fire pit on the other. Extensive decking for enjoying gorgeous sunsets, perched on 15 lightly wooded acres with rock outcroppings. A winding drive leads you to privacy and beauty. There are two one car garages, one with a loft above, + another outbuilding. Within minutes of Lenox, Great Barrington, West Stockbridge and Stockbridge


31 Photos
ALLEGRONE REAL ESTATE, INC
$934,000
4 BD | 4 BA
Residential - Single Family

Welcome to your dream home! This beautifully maintained Allegrone custom built home offers 4 bedrooms and 2 full baths, perfect for families or those who love to entertain. As you step inside, you'll be greeted by a cathedral foyer that leads to an open concept first floor. The open floor plan seamlessly connects the living space to the dining room and eat in kitchen that featuring stainless steel appliances, granite countertops, and ample storage. The primary bedroom with ensuite bath and ample closet space round out the first floor. The lower level boasts an additional 2000 sq ft that includes a family room, game room and wine cellar. Enjoy the tranquil outdoor space with a 650sq ft masonry patio and landscaped backyard.


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COHEN & WHITE ASSOCIATES
$939,000
5 BD | 5 BA
Residential - Condo/Townhouse

This unit is absolutely stunning! It has breathtaking views of the mountains and spacious open common areas filled with natural light. The main Great room has soaring ceilings, a cozy gas fireplace, wood floors, and direct access to your private screened porch and deck. The kitchen, dining area, and first-floor primary en-suite are all open and inviting. Additionally, there is a main level laundry room and an oversized garage with ample storage. The second level has an office/balcony, a second primary en suite, two guest bedrooms, and a full guest bath. The finished lower level walk out has a gracious family room, a bonus/media/exercise room, a guest bedroom, and a full bath. All conveniently located near the association pool.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$945,000
4 BD | 3 BA
Residential - Single Family

Fully restored Historic Mountain View Home with deeded access to Lake Garfield. Living Room w/ Fireplace, sunny Den (potential conversion to primary suite), panelled Dining Room and half Bath w/ laundry. The Second Floor has 4 Bedrooms /2 full Baths, plus a Sleeping Porch. A finished Attic offers ample storage and room for a Home Office and Gym. Two story 2 car Garage with EV charger and a partially finished 2nd floor that can be converted into a separate apartment. Lovingly updated with new windows, doors and fixtures throughout, refurbished floors, a backup Generator, and comprehensive lead abatement. Enjoy the large outdoor deck complete with Outdoor Shower and Hot Tub. Low, low Monterey Taxes. Close to Skiing, Shopping, Tanglewood and everthing Berkishires.


52 Photos
COHEN & WHITE ASSOCIATES
$950,000
6 BD | 9 BA
Residential - Single Family

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.


42 Photos
PAULA MCLEAN REALTORS INC.
$975,000
3 BD | 4 BA
Residential - Condo/Townhouse

Nestled within the breathtaking grounds of the former Cranwell Resort, now the renowned Miraval Resort, 4 Woods Lane offers the perfect blend of luxury, tranquility, and modern comfort. This exceptional 3-bedroom, 3.5-bath home boasts stunning distant views, bringing the beauty of nature right to your doorstep.The spacious first-floor primary suite ensures effortless living, with no stair entry for added convenience. Whether you're enjoying a peaceful retreat or entertaining guests, the thoughtfully designed layout provides a harmonious flow throughout. From the moment you step inside, you'll be captivated by the serene surroundings and the unparalleled quality of this exquisite residence. Wyndhurst Club offer indoor and outdoor pools, tennis, fitness and more at reduced rates.


18 Photos
STONE HOUSE PROPERTIES, LLC
$985,000
2 BD | 2 BA
Residential - Condo/Townhouse

New York style living in the Berkshires! This last unit available in this fabulous setting! Poised above Main Street Great Barrington, this Southworth Penthouse Condo offers 1,974 sq ft comprised of 2 bedrooms, 2 full baths, kitchen, laundry, storage, dining and living rooms with high ceilings and, views of East Mt. Walk to the heart of town, shopping, Coop market, restaurants, movie theater and, The Mahaiwe Performing Arts Center and more! Elevator access. Interior will be newly constructed beginning in Fall 2024! Proposed finished interiors included in photos.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY

The owners are retiring so this is an opportunity for a new generation to take over this 3 acre parcel with a two large buildings, Was a winery. One building is a beautiful tasting room with a kitchen and two half baths. The other is a heated and air conditioned storage room. See the grapevines and the beautiful scenery. Bring your friends, sit in the gazebo and enjoy the local wine . Minutes to town, Stockbridge and Lenox. Around the corner from Butternut Ski area. Could easily be a full fledged winery again or there are so many possibilities.


26 Photos
STONE HOUSE PROPERTIES, LLC
$999,000
3 BD | 4 BA
Residential - Condo/Townhouse

First time on the market this impeccably maintained townhome at Fairwynds II, is set on the grounds of Miraval, a luxury wellness resort and spa. It is just off the golf course at the end of a cul-de-soc. Open living plan on the first floor is great for gathering with others or just having a nice airy feel. This home is thoughtfully designed with 3 en suite bedrooms and each guest room having it's own dedicated sitting room as well as access to the second floor deck. Never rented, original owner. Discounts at Wyndhurst Golf Club and the gym/spa are available to Fairwynds owners.


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BERKSHIRE COUNTY REALTY
$999,000

Commercial

Large area behind temple for parkingFull commercial kitchenElevatorSanctuary + several officesSeating for 300


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WILLIAM PITT SOTHEBY'S - LENOX
$1,059,000
5 BD | 4 BA
Residential - Single Family

Discover this exceptional contemporary home located just outside Williamsburg Center, only 15 minutes from Northampton. Set on over 4 acres, it combines privacy with easy access to restaurants and shops. Recently refreshed, this 4-bedroom home features a ground-floor private suite, a spacious home office with its own entrance, and expansive living areas with high-quality finishes.A standout attraction is the two-story hillside cottage/studio with year-round access, a hot tub, and a sauna for your guests to enjoy. The barn/workshop, built by renowned contractor Jim Locke, offers access to a fenced-in paddock. Home has multiple decks for relaxation, this property is your serene oasis waiting to be claimed!


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,100,000
4 BD | 2 BA
Residential - Single Family

Exceptionally well kept family homestead being offered for the first time in almost 60 years with an amazing mix of open meadow and forestlands. Your land stretches to Hawley and Berkshire East Mountain Resort! the home has been restored and updated over the years including electrical, plumbing/heating, structural and cosmetic . The expansive road frontage offers more options as to the properties potential uses and just steps away you'll enjoy seeing the Deerfield River offering white water rafting, kayaking, fishing or just relaxation slow tubing to the sounds of running water. It's not often this type of property presents itself so close to all things outdoors including downhill skiing around the corner and the Berkshires and Northampton just 30-40 minutes away for so much more.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,229,000
4 BD | 4 BA
Residential - Single Family

Berkshires Sanctuary - A Fully Renovated Retreat with Appalachian Trail Access & Nearby Three Mile Pond.Tucked away in a landscape of towering trees and rolling hills, this exquisite four-bedroom and three-bathroom, retreat has been reimagined with over $650,000 in premium renovations, offering the perfect balance of luxury and nature. With direct access to Appalachian trail and Three Mile Pond, just minutes away, this home is a haven for those who crave both serenity and adventure.Where Modern Elegance Meets Natural Beauty A Grand Welcome - A wraparound deck, inground pool, and upper balcony invite you to take in the forested surroundings, framed by black aluminum railings and Trex boards built for beauty and longevity.


41 Photos
EQUINE HOMES REAL ESTATE, LLC
$1,275,000
3 BD | 3 BA
Residential - Single Family

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room and living room area that opens to an expansive composite deck. The great room has endless mountain views, river views and a welcoming fireplace. The lower level also has a main floor bedroom, laundry, office and lots of closet space. Upstairs is the spacious primary bedroom with private bathroom and exterior balcony overlooking horse pastures, rivers and mountains.


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WILLIAM PITT SOTHEBY'S - LENOX
$1,289,900
5 BD | 3 BA
Residential - Single Family

Come to the land at Woodmonte Estates in the Berkshires. Over the bridge into the woods escape to a magical newly constructed modern farmhouse style home with a kings' woodland preserve of 3+ acres: 1 lot for building that dream outbuilding to the east and 1 building lot to the west for incredible peace and privacy or a family compound. Unique living in an exquisitely sited home capturing a country secluded setting in this upscale gated community yet minutes away to the city's conveniences. Thoughtfully designed to enhance nature's preserve with transom topped floor to ceiling doors filling the vaulted ceiling living spaces with natural light morning and eve. Open floorplan to laugh and live . Easy one levlel living with first floor primary suite and guest bedrooms wing with full bath


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,395,000
5 BD | 4 BA
Residential - Single Family

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$1,395,000
4 BD | 4 BA
Residential - Single Family

PRICE IMPROVEMENT! Welcome to your dream oasis! Nestled at the end of a tranquil cul-de-sac, this sprawling home offers everything you have been searching for! This gorgeous upscale property boasts breathtaking gardens, mountain views and a serene creek that creates a private retreat like no other. Enjoy summer days lounging by the sparkling built-in swimming pool and chilly fall evenings relaxing in the hot tub in your meticulously maintained outdoor space. You will look forward to the heron that flies overhead daily to visit the creek and the deer that come to shake some apples from the trees. An amazing place to relax at the end of the day!


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ELYSE HARNEY REAL ESTATE
$1,425,000
4 BD | 5 BA
Residential - Condo/Townhouse

UPDATED AND SPACIOUS CONDO IN PRIME LOCATION JUST A SHORT DISTANCE FROM MAIN STREET STOCKBRIDGE! Premier Unit at Stockbridge Terrace! Enjoy peaceful living on a quiet cul-de-sac with limited number ofunits. The main level living setup is perfect, featuring a large primary bedroom with an en-suite bath and walk-in closet, an open-concept kitchen that has been recently updated complete with top-of-the-line appliances and all new high end cabinetry, Great Room boasting soaring ceilings, an abundance of natural light and a gas fireplace for added ambiance. Enjoy your private backyard views from the 4-season sun porch equipped with both heat and A/C for year-round comfort.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$1,495,000
4 BD | 5 BA
Residential - Single Family

This home has just about everything you're looking for and more!A 4.62 acre private setting, just 5 minutes into Great Barrington and low Egremont taxes! 4 Beds & 4.5 baths with an in law loft apartment. Wide open back yard with plenty of room for a pool if you dont feel like cooling off in the crisp & refreshing Green River at the rear end of the property. First level of home has a primary suite with large jet tub and separate shower. Open the slider and slip onto your screened in porch. Washer dryer on first level as well as den/0ffice. Seperate dining room with open concept living room /kitchen that leads out to the rear deck or screened in porch. Attached over size 3 car garage. Enormous basement. additional barn and plenty of storage wherever you look! Freshly painted and updated!

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