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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


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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


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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.


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WILLIAM PITT SOTHEBY'S - LENOX
$975,000
2 BD | 2 BA
Residential - Single Family

9+ Acres on Under Mountain Rd in Lenox!Very rare opportunity to purchase a home with 9.4 acres of cleared, level land on coveted Under Mountain Road in Lenox. This cherished property has been held in the same family for 70 years. Neighboring protected land, this unique parcel boasts distant views of the Berkshire hills.With 650+ feet of frontage, this parcel offers multiple building lot potential! Could also be an equestrian property!A charming 2 bedroom, 2 bath home features a lovely living room with a cozy fireplace and a wall of windows overlooking the expansive backyard. The spacious primary suite has vaulted ceilings and a large bath with laundry. A well maintained home with town water and a backup generator.


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$998,900
4 BD | 2 BA
Residential - Single Family

Come fall in love with this 1990 contemporary, renovated home with every detail in mind! Wide plank, pine floors, vaulted/beamed ceilings and black modern farmhouse fixtures and accents give it a tasteful and unique vibe. A bright and airy and modern kitchen has been designed with an efficient lay out. An expansive island with seating for 5 is the perfect space for entertaining. Custom cabinetry offers ample storage space. Black stainless-steel appliances, white quartz countertops and a beautiful, and functional farmhouse workstation sink provide functionality and enhance the beauty of the space. An expansive, covered, private, back deck is the perfect spot for outdoor living and backyard fun. The first-floor features two bedrooms and a meticulously remodeled bathroom


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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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COHEN & WHITE ASSOCIATES
$1,075,000
4 BD | 3 BA
Residential - Single Family

Enjoy the magic of living in Alford in this Contemporary Cape surrounded by 8+ acres of privacy and the enjoyment of the sound of Scribner Brook running through the front yard from the spacious screened porch. This 4 br, 2.5 bath turn key property is ready for you to walk in and begin your most perfect life in the country. Gather in the Great Room with vaulted ceiling to enjoy the surrounding nature visible from the wall of windows and direct access to the most generous screened porch with connecting deck. Solitude can easily be found on the upper level in the family room with a book. The attention to detail bringing the outside textures to the inside is unmatched....don't miss this most special Alford location !


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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
$1,125,000
9 BD | 9 BA
Multi-Family

Prime Investment Opportunity - Fully Occupied 9-Unit Victorian on 2.5 Acres!This exceptional income-producing property features a beautifully maintained Victorian-style building with nine rental units--a mix of studios, four 1-bedroom units, and one spacious 2-bedroom apartment with open-concept kitchens. Situated on 2.5 acres, the property offers ample off-street parking for 15 cars, a coin-operated laundry, and a storage shed for added convenience.Key updates include a new natural gas furnace (to be installed) and a roof replacement in 2013. With full occupancy and strong rental demand, this is a turn-key opportunity for any savvy investor.


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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.


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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.


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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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CARRIAGE HOUSE REAL ESTATE
$1,245,000
3 BD | 3 BA
Residential - Single Family

Discover Your Dream Retreat!Nestled on 94 acres of pristine land bordering the serene Tolland State Forest, this unique property offers unparalleled privacy and natural beauty. Imagine owning a piece of paradise with hundreds of feet of frontage on the picturesque Farmington River and your very own charming covered bridge.This three-bedroom, two-and-a-half-bath home is a canvas waiting for your personal touch. While the house may need some updates, it presents an incredible opportunity to create the home of your dreams.Key Features:Expansive Land: 94 acres of lush, private landScenic River Frontage: Hundreds of feet along the Farmington RiverCharming Covered Bridge: A unique and enchanting featureProximity to Nature: Adjacent to Tolland State Forest


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ELYSE HARNEY REAL ESTATE
$1,250,000
3 BD | 4 BA
Residential - Single Family

Nestled in the picturesque landscape of New Marlborough, Massachusetts, lies a captivating 1790 dairy farm, boasting an enchanting blend of history and contemporary artistry. This sprawling 94-acre estate features a dynamic terrain, adorned with a sheer rock face, streams, woods, meadow, marsh, beaver pond, stone walls, and a cascading waterfall. Seamlessly integrated into this idyllic setting is a large barn, art studio, and a residence brimming with original details and modern touches. The main house, with its formal front door, welcomes you into a gracious central hall, leading to multiple rooms for entertainment, dining, work, and socializing. The home features four bedrooms, two full bathrooms, two half baths, and four working fireplaces, all warmed by a brand new new furnace.


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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 - 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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HOUSATONIC REAL ESTATE
$1,475,000
1 BD | 2 BA
Residential - Single Family

A total 41 acres includes a 2nd building lot of 26 acres allowing one to build ones own home with mountain views. A 36x52 work shop. One full time residence and a separate summer studio. Some land does go into New Marlborough. Surrounded by conservation land. Passive solar views facing South and West. Property has been a sculpture park for many years. Trails throughout. Views to Connecticut.


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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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THE KINDERHOOK GROUP - PITTSFIELD
$1,590,000
11 BD | 13 BA
Residential - Single Family

The iconic Wainwright Inn, built in 1766, is ideally located on Main Street in Great Barrington, the largest town & hub of the famous Berkshires vacation destination in Western Massachusetts. The Inn consists of a main house with 9 guest suites & a spacious owner's suite, & a carriage house with an apartment & two additional guest suites. In pristine condition, the current owners have improved the property significantly to include: AC system, new kitchen, structural upgrades, new parking lot and landscaping. Solid income and occupancy history. Known for its beauty, the Inn features spacious public rooms with high ceilings, fireplaces and historical details intact, and large suites, each with a bathroom. A short walk to the many restaurants & shops of the town & minutes to Tanglewood.

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