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56 Photos
REALTY STREET, LLC
$895,000
4 BD | 5 BA
Residential - Single Family

Nestled on 2.18 acres in Berkshire County, this contemporary Colonial offers the perfect blend of privacy, comfort, and modern living. Thoughtfully designed, this home is a private sanctuary ready for you to move in.Upon entry, you're greeted by sweeping views and natural light from the open floor plan and large windows. The spacious kitchen, with modern appliances and a breakfast nook, flows into a formal dining room, den, and a striking living room. The living room features a floor-to-ceiling fireplace and 24-foot ceilings, ideal for everyday living and entertaining.The second floor features a primary suite with an oversized walk-in shower, soaking tub, walk-in closet and a private balcony.


37 Photos
STEEPLEVIEW REALTY - ADAMS BRANCH
$895,000
6 BD | 4 BA
Residential - Single Family

Nestled in the Berkshires, this historic, colonial home sits on 55 gorgeous pasture/meadow and woodland acres with beautiful mountain views, trails, private pond, babbling brooks, & a three story barn. With 1042.9 ft of frontage, the property holds endless possibilities for subdividing, or to be repurposed for your needs. The house, dating back to 1796, features many outstanding architectural details, including handcrafted cherry wood floors and woodwork, curved staircases, antique doorways, wide board floors, fireplaces, in harmonious combination with many modern updates, efficient windows, as well as a spacious wing which could serve as an in-law apartment or a private haven for visiting family and friends. Just miles away from Jiminy Peak Resort and Ski Area, Taconic Golf Club,


51 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$899,000
5 BD | 4 BA
Residential - Single Family

This impressive Victorian Mansion is a true masterpiece, blending timeless elegance with modern upgrades. Its stunning Italianate architecture features 7 exquisite marble fireplaces, intricate crown molding with acanthus leaf brackets, soaring 12-foot ceilings, grand floor-to-ceiling windows, and elegant Newel post lamps. The home boasts oversized master suites both upstairs and downstairs, each with luxurious master baths and their own marble fireplaces. Significant updates have been made to this home, including a partial roof replacement and re-coating of the rubberized sections. The heating system was fully upgraded with a new boiler, hot water tank, and thermostats, ensuring comfort throughout the home. Electrical updates provide peace of mind and efficiency. (see more remarks)


45 Photos
ALTON & WESTALL REAL ESTATE AGENCY, LLC
$920,000
3 BD | 2 BA
Residential - Single Family

The opportunity of a lifetime! Absolutely breathtaking 360 degree views from this singular hilltop property! Situated at the turn of Stratton and Blair Roads, adjacent to 80+ acres of conserved land and close by and with access to hundreds more which ascend the flank of Mount Greylock Reservation's Prospect Mountain, this incomparable parcel is available for public sale for the first time in generations. A lovely 3 bedroom Cape graces the 2.51 acres with charm as the extraordinary panorama unfolds before it. Sharing an expansive space overlooking the Taconic Range and the setting sun to the west, the living/dining room, warmed by woodburning fireplace, offers hardwood flooring, strap ceilings, a bay window, and built-in shelving and cabinet. Adjacent to the first floor primary bedroom is


54 Photos
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.


42 Photos
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.


78 Photos
MACCARO REAL ESTATE
$949,000
4 BD | 3 BA
Residential - Single Family

Renovated beautifully in 2023, this contemporary home is on 3.31 acres , includes a .22-acre parcel on Lake Garfield. Built in 1987 this four bedroom, 3 bath contemporary home is nestled in a wooded grove approximately 1/2 mile from the public beach at Lake Garfield. Enter the light filled living area with 1/2 cathedral ceiling and fireplace. There is an efficient kitchen layout with access to a charming, screened porch and an incredibly spacious deck. Two bedrooms and a full bath complete this main floor. The second floor consists of two spacious bedrooms each with its own bath. The primary bedroom has a large walk-in closet and a Juliet balcony overlooking the backyard. Please read the Supplemental Remarks to learn more about the house & lake lo


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.


47 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$955,000
4 BD | 2 BA
Residential - Single Family

Welcome to Blue Spruce Farm, a magnificent 23-acre estate rich in history and brimming with enchanting features. Nestled in a serene setting, this certified wildlife habitat offers a sanctuary for nature lovers and a retreat from the bustle of everyday life. Enjoy leisurely walks on the maintained trails that meander through the 23 acres, offering tranquil views and a connection with nature. A low-maintenance wild garden of perennial flowers and shrubs produce a kaleidoscope of colors during the spring and summer seasons. A large, private office area with high speed internet provides a productive ''work from home'' environment.


40 Photos
Compass Massachusetts, LLC
$995,000
4 BD | 3 BA
Residential - Single Family

A stylish four-bedroom, three-bath home located at the top of a sweeping drive. The traditional exterior gives way to a fresh, contemporary open floor plan, with a dedicated dining room that could also serve as a den or office. A large screened porch and sunny deck off the great room expand the living space, ideal for large gatherings and enjoying the landscaped five-acre property. All bedrooms are on the second floor, including an en-suite primary and three guest rooms, plus a renovated guest bathroom. The home also features an attached 2-car garage, powder room, ample closet space, and dry storage in the clean basement. One can hike their own property to higher elevations. Nearby Great Barrington center. Furnishings available outside escrow.


39 Photos
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.


51 Photos
LANCE VERMEULEN RE, INC
$1,145,000
3 BD | 2 BA
Residential - Single Family

Welcome to a place to gather, unwind and recharge. Just 5 minutes from the heart of Monterey, this serene property spans over 13 acres of peaceful woodlands at the end of a quiet country road, providing a true haven for family and friends. Surrounded by perennial gardens, a natural pond, and an expansive forest, this home embraces both indoor and outdoor living. The Great Room is perfect for gatherings and features a grand stone fireplace, a cozy sleeping loft and a wall of windows and doors that lead to a stone patio. A second, more intimate living area with its own fireplace and exposed beams is situated just off the kitchen and dining room, opening onto a deck and a screened porch. The entire length of the house enjoys westerly views of a lush pond fed by the Buck River.


59 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,190,000
4 BD | 3 BA
Residential - Single Family

Idyllic Contemporary Cape on Sprawling 13 Acres in Sheffield - Welcome to 405 South Undermountain Road, where the charm of a classic cape meets the allure of modern living on 13 private acres in Sheffield. Built in 1955 and beautifully updated, this home strikes a harmonious balance between comfort and elegance. Offering an open floor plan with 2 full baths, one 1/2 bath and a functional tiled mudroom. Hardwood floors throughout, with built-ins & two fireplaces adding warmth in the living room & primary suite. The gourmet kitchen shines with an oversized breakfast nook & room for culinary adventures. The vaulted screen porch & roomy heated sunroom offer peaceful retreats. Outdoors, the stone patio & front porch are welcoming spots for entertaining. Mature gardens. 3 car detached garage.


33 Photos
Compass Massachusetts, LLC
$1,195,000
4 BD | 2 BA
Residential - Single Family

A thoughtfully renovated former farmhouse on The Hill, within walking distance of Lake Mansfield and the town center. Flooded with light, the home features an eat-in kitchen with marble counters and Liebherr and Bosch appliances, open to a fully glassed family room and second dining area overlooking the backyard. With four bedrooms, two full baths, and the possibility for a first-floor primary suite, this charming home is located in a friendly and coveted neighborhood. Enjoy the backyard four-season studio with French doors leading to a patio. It could be a home office or guest space, as well. The property includes AC and new metal roofs on both buildings. Furnishings are available. Please call us to view this special property.


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BISHOP WEST REAL ESTATE
$1,200,000
4 BD | 4 BA
Residential - Single Family

Introducing a stunning and spacious ''to be built'' single-story home designed with expandable second floor for comfortable and upscale living. Boasting over 3,400 square feet of well-appointed living space, which includes the finished lower level, this residence offers four bedrooms, three and a half bathrooms, and an array of quality finishes that elevate the living experience. As you enter through the covered front porch, you are greeted by an inviting and elegant interior. The open-concept floor plan seamlessly connects the living room, dining area, and gourmet kitchen, creating a harmonious space ideal for both entertaining and everyday living. 9' ceilings and large windows fill the home with natural light, highlighting the craftsmanship and attention to detail found throughout.


17 Photos
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.


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WILLIAM PITT SOTHEBY'S - LENOX
$1,245,000
4 BD | 4 BA
Residential - Single Family

Introducing Green River Meadows, a new luxury development that prioritizes healthy, sustainable living--ideal for those seeking an eco-friendly lifestyle without sacrificing luxury. Nestled alongside the Green River in Williamstown, just a short distance from the prestigious Williams College and surrounded by the cultural richness of the Berkshires, this community offers an exceptional lifestyle in a prime location.These to-be-built homes reflect a deep commitment to sustainability, seamlessly blending innovative design with environmental stewardship. Built using Passive House principles, the homes are designed to achieve optimal energy efficiency through superior insulation, triple-pane windows, airtight construction, and continuous fresh air ventilation,


40 Photos
COMPASS MASSACHUSETTS , LLC GB
$1,250,000
4 BD | 2 BA
Residential - Single Family

A unique example of repurposing executed to perfection. This wonderful Gambrel style home sits on three private acres and used a lot natures offerings to help bring this home to its present glory. The home was built using the beams from a 200 year old barn that once sat on the property. The floors were milled from cherry trees that grew on the parcel, the fireplace stone is from the foundation dig and the slate floors came from a 150 year old Vermont barn. Tastefully presented, the four bedroom home radiates calm and tranquility with a mountain view you only read about in story books. Catering to all guests with bedrooms and bathrooms on both floors Veeley Rd is only 7 minutes to Salisbury and 14 minutes to Great Barrington. Looking for your country escape? I think you just found it!


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.


70 Photos
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

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