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53 Photos
ENGEL & VOLKERS WELLESLEY
$495,000
3 BD | 3 BA
Residential - Single Family

Spectacular contemporary home in the Berkshires boasting views to Mount Greylock. 3 bedrooms with private primary suite on second floor and open floor plan on main level with grand great room with floor to cathedral ceiling wood burning fireplace insert. Enjoy a tasteful mix of hardwood floors, tile and carpet making this a warm yet inviting home to entertain. Incredibly expansive lower level basement ready to be finished or simply use for all the storage one could want. Located in near Mass MoCA, The Clark Art and everything Berkshires within a short drive. Over an acre of privacy bordering a farm lands.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$499,000
2 BD | 1 BA
Residential - Single Family

Turnkey Berkshire Retreat Near Stockbridge Bowl & Tanglewood - Embrace effortless seasonal living in this beautifully maintained, vintage three-season cottage. Nestled on a quiet, unpaved lane in the desirable Mahkeenac Heights community, this two-bedroom home offers the quintessential Berkshires getaway. Recent thoughtful updates include fresh flooring and an opened-up floor plan that maximizes natural light and flow. Step outside onto expansive decking designed for alfresco dining. Whether you are spending your mornings at the local lake beach or your evenings taking in world-class music at nearby Tanglewood, this private haven offers prime proximity to the best of Lenox and Stockbridge.


24 Photos
PREFERRED COUNTRY PROPERTIES
$499,000
3 BD | 2 BA
Residential - Single Family

NEW TO MARKET. Immaculate mid-century home on coveted Payn Avenue in Chatham Village NY. Rarely do homes in this neighborhood come available. Established, quiet, and family-friendly. Memorial Fields recreational area, shopping, schools within a half-mile. Central A/C and hardwood floors throughout incl parquet kitchen. 3BR/2BA (3rd BR currently laundry rm), LR w/FIREPLACE, large dining area off user-friendly modern kitchen. Primary BR w/primary bath. Glass sunroom overlooks the fully fenced, large backyard ideal for large gatherings. Solid covered canopy great for BBQing or reading in the warm breeze. Add'l lot included for a total .67 acre. Attached 2-car garage, full basement and paved driveway among amenities. 1 mile to Taconic Parkway. Owners relocating; home I


52 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$515,000
3 BD | 4 BA
Residential - Single Family

Set within one of Southeast Pittsfield's most desirable neighborhood settings, 53 Greenings offers an exceptional blend of privacy, space, and effortless everyday living. Set on a beautifully landscaped 1.07-acre double lot, this spacious ranch style residence feels wonderfully secluded while remaining connected to the conveniences and amenities of the surrounding community. Mature landscaping, established flower beds, and expansive lawn create a truly park-like setting, an inviting backdrop for morning coffee, summer gatherings, or simply enjoying the quiet of home.


27 Photos
POINT HOUSE REAL ESTATE LLC
$529,000
4 BD | 3 BA
Residential - Single Family

Tucked away at the end of a quiet dead-end street with zero through-traffic, this newer, expansive Colonial offers grand scale, total privacy, and an unbeatable location just 20 minutes from the New York border. It truly feels like your own hidden retreat, yet you are just minutes from the lake, a local dog park, shopping, and dining.The exterior boasts incredible curb appeal with its premium, freshly stained redwood-toned cedar siding and a brand-new roof. Step out into your backyard paradise, featuring a newly stained dark green entertaining deck, a sparkling aboveground pool with its own custom surrounding deck, and a spacious matching shed for all your outdoor storage needs. Quality finishes throughout the Interior!


60 Photos
BISHOP WEST REAL ESTATE
$529,000
6 BD | 3 BA
Residential - Single Family

Welcome to 16 Maple Street, Adams, MA--a breathtaking, recently renovated luxury Victorian estate that perfectly pairs timeless Victorian charm and grand architectural heritage with high-end, modern income functionality.From the moment you arrive, the home's striking historical presence captivates you. The exterior showcases beautiful, classic awnings and crisp white trim that beautifully accentuates its authentic Victorian silhouette. This beautiful, fully furnished luxury property is an absolute masterpiece, thoughtfully curated to preserve its original character and elegant craftsmanship--while offering premium upgrades for modern living.Boasting a versatile layout with 3 full bathrooms, the home is meticulously configured to generate exceptional income on both sides as an active Airbnb


56 Photos
COHEN & WHITE ASSOCIATES
$535,000
3 BD | 2 BA
Residential - Single Family

MOTIVATED SELLER'S! This property has an immaculate fenced in back yard for all your summer activities. Inside boasts beautiful hardwood floors, Full bath on the 1st and 2nd Level. Large mudroom from the main entrance for all you winter and mud season needs. A paved driveway with plenty of private parking. A walkout from the lower level to the parking area with a tuck under car port. Recently painted exterior and a screened in porch in the back. 3 large bedrooms and a perfect den for office space or media room. Centrally located in the Berkshires within close proximity to Shopping, Groceries Stores and Tanglewood!


46 Photos
ENGEL & VOLKERS WELLESLEY
$535,000
3 BD | 3 BA
Residential - Single Family

This impeccably maintained contemporary home is sited on four acres of manicured grounds, bordered by Massachusetts Fish and Game conservation lands. Nestled within a portion of the 4,500 +/- protected acres in Hinsdale, the setting provides a private and serene natural backdrop with easy access to recreation at the nearby 287-acre Ashmere Lake, located just 1.6 miles away. Inside, the home we find a sophisticated balance of open common areas for entertaining and secluded spaces for quiet retreats. The main level features a designer kitchen equipped with granite countertops, a Wolf range, and breakfast bar seating that flows seamlessly into the dining area...


53 Photos
NOCHER REALTY
$539,000
3 BD | 2 BA
Residential - Single Family

Welcome to easy single floor living in a highly desirable Southeast Pittsfield neighborhood! Built in 2003, this exceptionally well-maintained contemporary home features 3 spacious bedrooms, 2 full baths, soaring vaulted ceilings, and beautiful hardwood floors. The light-filled primary suite includes a private ensuite bath, while the enclosed 3-season room and front porch offer ideal spots to relax overlooking a low-maintenance yard. Complete with a newer roof, central air, a massive unfinished basement with endless potential, and city-maintained street access, this move-in-ready property is a standout Berkshire home!


29 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$540,000
4 BD | 3 BA
Residential - Single Family

Welcome to the historic Simmons Cottage located at 2 Melrose Street in Adams, MA. This Victorian gem, completed in 1901, perfectly blends its 19th-century character with modern convenience. Situated on a .24-acre lot in the heart of Adams, the 2,406-square-foot residence features 4 bedrooms, three bathrooms, office, and full attic. The home's historic elegance shines through its preserved curved front porch, original woodwork, stained-glass windows, and rare Lincrusta ceilings. This home has been updated to provide efficiency, including a new roof, upgraded heating system, and a modernized kitchen with top appliances. A standout feature is the unique historic carriage barn, relocated and repurposed into an incredible five-car detached garage for your vehicles and hobbies!


24 Photos
RAYNARD AND PEIRCE REALTY LLC
$540,000
3 BD | 2 BA
Residential - Single Family

Enjoy the peace and privacy of country living on this spacious 1.75-acre property, beautifully set back from a quiet country road. The level backyard offers plenty of room to relax, entertain, and enjoy the outdoors, with established fruit trees, blueberry and raspberry bushes, a fire pit, and a deck overlooking the expansive yard. A hot tub adds the perfect touch for unwinding at the end of the day. This raised ranch features 3 bedrooms and 2 full baths, with a comfortable and functional layout. The main level boasts brand-new laminate flooring throughout, new exterior doors, and a bright kitchen equipped with new appliances, abundant cabinetry and counter space, plus a convenient breakfast bar. The spacious primary suite offers his-and-her closets and a private full bath featuring


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WILLIAM RAVEIS - BERKSHIRE
$549,000
5 BD | 3 BA
Multi-Family

Historic village living at its finest. This expansive Turn-of-the-Century Sheffield home is rich with original detail, from its warm wood floors to a magnificent fieldstone fireplace. The property boasts a large, private yard, offering ample space for gardening, recreation, or outdoor entertainment. A substantial barn on the property provides excellent potential for a workshop, studio, or extra storage. Inside, enjoy abundant natural light in the glassed-in sunroom or relax on the multiple porches and decks. A key feature is the large, private in-law apartment, perfect for multi-generational living or rental income. Ideally located in the heart of Sheffield village, you'll enjoy the comforts of downtown just steps from your doorstep.


47 Photos
STONE HOUSE PROPERTIES, LLC
$549,900
5 BD | 3 BA
Residential - Single Family

Move-in ready and filled with upgrades, this southeast Pittsfield colonial home offers five bedrooms and flexible living space. The first floor includes a bedroom and full bath, while the second floor features a primary ensuite plus three additional spacious bedrooms. Enjoy a beautifully landscaped, very private backyard with an above-ground pool and convenient access from the kitchen deck--perfect for summer entertaining. The finished basement recreation room w/660 sq.ft. is included in total sq.ft. Centrally located, the home is approximately 10 minutes from major shopping centers and less than 10 minutes to Lenox center and Tanglewood.


58 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$549,900
4 BD | 3 BA
Residential - Single Family

Meticulously maintained and lovingly cared for, this spacious four-bedroom, two-and-a-half-bath home offers the perfect combination of comfort, quality, and location. Featuring generously sized rooms throughout, this home provides ample space for both everyday living and entertaining. Pristine wood floors lie beneath the carpeting, offering the opportunity to uncover their timeless beauty. Recent improvements, including a new roof, providing peace of mind, while gas heat and central air conditioning ensure year-round comfort. Set in one of the area's most desirable neighborhoods and within a highly sought after school district, this property offers a truly special connection to its surroundings.


51 Photos
Lamacchia Realty, Inc. - Dalton
$549,900
4 BD | 2 BA
Residential - Single Family

Welcome to 551 Tamarack Road! A beautifully updated and maintained Cape-style home, nestled on 1.28 acres in picturesque Pittsfield, MA!This charming 4-bedroom,2-bath residence boasts a perfect blend of modern amenities and classic charm. Step inside to discover a spacious, light-filled living area, ideal for gatherings and relaxation.The eat in kitchen features contemporary finishes and ample storage, seamlessly connecting to the dining area. Enjoy the convenience of 2 well-appointed bathrooms and generously sized bedrooms, perfect for family and guests.Outside, the expansive yard offers endless possibilities for outdoor activities, gardening, or simply enjoying nature.Meticulously maintained and set in a peaceful setting, this home is a true gem just waiting for you to make it your own!


21 Photos
PREFERRED COUNTRY PROPERTIES
$550,000
4 BD | 3 BA
Residential - Single Family

A peaceful, private retreat bordering protected land with no homes in sight. Enjoy a sparkling swimming pool, a dramatic 20' cathedral-ceiling great room, and seamless access to a deck overlooking the grounds and pool. Total quiet, total privacy, and minutes to the Berkshires for culture, dining, and farm-to-table markets. Includes coveted Queechy Lake rights. Principal en-suite and 3 other generously sized bedrooms - 3 baths - 8 person SAUNA -- must see Owner-occupied. Please allow 24-48 hours' notice.


34 Photos
HOUSATONIC REAL ESTATE
$558,000
4 BD | 2 BA
Residential - Single Family

Ideally located in desirable street in Lee, this well-maintained Cape blends classic charm with thoughtful modern updates. Surrounded by beautiful landscaping, the home features 4 bedrooms and 2 full baths, including 2 bedrooms and a full bath on the first floor for convenient one-level living. The updated 2022 kitchen offers granite countertops, modern appliances, and stylish finishes. Recent improvements include new windows, doors, and boiler. Enjoy warm wood floors throughout, a gorgeous wood-burning fireplace, and a generously sized partially finished basement for added living or recreational space. Relax on the spacious backyard deck overlooking the landscaped yard. An oversized 2-car garage provides ample storage and workspace


34 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$560,000
3 BD | 2 BA
Residential - Single Family

Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods--Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting. Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through the backyard. A grand entrance and custom walkway create a striking first impression, while the home abuts conservation land, providing direct access to scenic hiking trails and a serene, nature-filled backdrop year-round. Ideally located in the heart of the Berkshires, you're just minutes from world-renowned destinations including Tanglewood, the summer home of the Boston Symphony


35 Photos
HELEN MULLANY REAL ESTATE, LLC
$563,000
4 BD | 4 BA
Residential - Single Family

Set along a bucolic country road, this charming New England Farm House offers wonderful space, character, and a host of recent updates. The inviting floor plan features large, comfortable rooms with wood floors throughout. The updated kitchen includes new countertops and appliances, creating a fresh and functional gathering space. Relax on the screened porch or entertain on the deck while enjoying the peaceful country setting. Ideal for outdoor enthusiasts with excellent biking, hiking and walking right from the property. Skiing and town center are just minutes away, offering recreation and convenience.


49 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$565,000
3 BD | 2 BA
Residential - Single Family

On the Dalton/Hinsdale line atop Tully Mountain! A wonderful chalet style raised ranch on just over 5 acres offering the kind of privacy, space, and versatility that makes a home feel truly special! Built and maintained by its original owners, this is a solid, well-constructed home that has been exceptionally well cared for over the years. Generous rooms, abundant closet space, and seasonal mountain views add to its appeal! The main level features an inviting living and dining area centered around a wood burning fireplace with a substantial hearth and sturdy mantel. Sliders from both the living room and dining room open to the wonderful south facing composite deck, creating an effortless connection between the interior and outdoor living spaces.

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