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49 Photos
MACCARO REAL ESTATE
$527,000
4 BD | 3 BA
Residential - Single Family

Welcome to this beautifully renovated raised ranch located in a highly desirable neighborhood with convenient access to city amenities and cultural attractions. Thoughtfully updated from top to bottom, this home is move in ready offering the perfect blend of style, comfort and flexibility for the Berkshire lifestyle. The open floor plan showcases new engineered wood flooring and a beautiful kitchen designed for gathering, featuring cherry cabinets, stainless appliances and a wonderful large island with butcher block counter and breakfast bar. The main living area is spacious and inviting, centered around the woodburning fireplace. Three bedrooms & two baths on the main floor including a large primary bedroom and primary bathroom. Fully finished in-law space.


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$535,000
4 BD | 3 BA
Residential - Single Family

Escape to this stunning four-bedroom contemporary retreat, nestled on 4.7 serene acres along a quiet country road. The open-concept living area boasts soaring cathedral ceilings, rich hardwood floors, and French doors that lead to an expansive upper deck. The sleek kitchen features stainless appliances, quartz countertops, and a bay window with picturesque views of the wooded backyard. The luxurious primary suite showcases double closets, a jetted tub, double sink vanity, and spacious tiled shower. 2 additional bedrooms on the upper level share a bathroom with a full tub and separate tiled shower. The second level offers flexibility with a 4th bedroom or office and a full bathroom, flowing seamlessly into the expansive 35-foot family room with French doors to the lower deck.


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KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$549,900
3 BD | 2 BA
Residential - Single Family

Completely renovated contemporary home on almost 10 acres of marvelous land. The home sits back from the road, offering tranquility and privacy. The first floor features two bedrooms and an additional room with a wood-burning fireplace which can be used as a recreation room or a third bedroom. Downstairs you will also find a large laundry room with epoxy flooring, and a brand new full bathroom. The second floor offers an open concept and features a brand new kitchen with quartz countertops, a great room with a wood stove, a cozy dining area and a new full bathroom with a jetted tub. You will feel like you are at a spa! Relax and enjoy nature from your tub or step outside to the new deck that wraps around the home.


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HOUSATONIC REAL ESTATE
$595,000
3 BD | 1 BA
Residential - Single Family

Beautifully renovated one-level ranch offers the perfect blend of modern convenience and cozy charm. With 3 spacious bedrooms and a well-appointed bathroom, this home is designed for comfort and easy living. Step inside to discover a sunlit living space showcasing modern upgrades throughout, including energy-efficient fixtures and a sleek, new kitchen equipped with top-of-the-line appliances. The open floor plan is perfect for entertaining, seamlessly connecting the living, dining, and kitchen areas.One of the highlights of this home is its commitment to sustainability, featuring solar panels that significantly reduce energy costs. Lots of outdoor space and 2 separate outbuildings with car port. Additional plans available. Separate Screened in porch


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$595,000
5 BD | 4 BA
Residential - Single Family

Tucked at the end of a peaceful cul-de-sac, this 3,300+sqft Cape is a rarity in today's market - a sprawling main home with the addition of a separate in-law/guest apartment. The main wing shines with refinished wide-plank wood floors, gas fireplace, and premium renovations, including a new chef's kitchen and bathrooms. Upstairs features three gracious bedrooms, including a primary suite with massive walk-in closets, en-suite full bath, and secret bonus room awaiting your imagination. The private in-law apartment--with its own entrance, full kitchen, and 2 bedrooms, boasts a proven rental history, ideal for guests or income. Enjoy proximity to downtown Lee's dining and golf, all while being under 10 minutes to downtown Lenox and Stockbridge. A multi-generational gem in a prime locale!


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$595,000
2 BD | 3 BA
Residential - Condo/Townhouse

Charming Condominium at South Pond Farm. 2 bedrooms 2-1/2 baths, brand new kitchen. Panoramic views of Richmond Pond from the living room/dining room and bedrooms. The community offers tennis, heated gunite swimming pool, private beach, kayak, /canoe racks, water aerobics, organized book groups and active social environment.


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HOUSATONIC REAL ESTATE
$595,000
3 BD | 2 BA
Residential - Single Family

Enjoy lake access to Prospect Lake in a desirable low-tax area! This beautifully maintained contemporary home offers a first-floor primary bedroom with full bath, an open-concept kitchen, dining, and living area, plus an additional sitting room for flexible living space. Cherry wood floors, central air conditioning, and multiple skylights fill the home with natural light. Double French doors lead out to a spacious deck perfect for outdoor entertaining, with serene views of the lake. The second floor features two additional bedrooms and a full bath. Mature perennial gardens surround the property, creating a private backyard oasis ideal for relaxation. Close proximity to Cliff House restaurant, close to French Park, just 5 minutes to Catamount Ski Resort 10 minutes to Great Barrington.


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BIRCH PROPERTIES
$610,000
1 BD | 2 BA
Residential - Condo/Townhouse

Loft 208 at Greylock WORKS is a beautifully proportioned 1BR | 1.5BA + Study Berkshires residence set within the region's most celebrated mill conversion, offering 1,150 SF of refined, light-filled living. With 12.5-foot ceilings, expansive volume, and an elegant L-shaped living and dining area, the home blends the character of the original mill with elevated contemporary detailing to create a warm and versatile modern loft.The open kitchen and main living space feature restored hardwood floors, hand-burnished structural elements, and regionally sourced schist countertops selected to heighten the building's material richness.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$630,000
4 BD | 3 BA
Residential - Single Family

A Berkshire landmark ready for its next chapter. Once home to the beloved BONDHU and Mill on the Floss restaurants, this multi-use property offers endless opportunity -- from a charming single-family residence to a live/work haven, a boutique inn, or a luxury destination dining experience reborn. The second-floor living quarters feature four bedrooms, including a primary suite, plus an open living and dining area. A chef's kitchen with granite countertops and high-end stainless steel appliances completes the space. Perfectly situated along the scenic Route 7 corridor between Williamstown and Pittsfield, this one-of-a-kind property invites vision and imagination to bring it to life once again. Call today for a private tour!


31 Photos
JIMINY REALTY
$639,999
3 BD | 3 BA
Residential - Condo/Townhouse

Step into this beautifully updated 3-bedroom, 3-bathroom with a lretreat nestled in one of Jiminy's most family-friendly neighborhoods. 2 bedrooms and 2 Full baths on the 1st floor. The open-concept living area features floor-to-ceiling windows that flood the space with natural light, highlighting the elegant hardwood flooring and cozy fireplace. The gourmet kitchen boasts quartz countertops and top-of-the-line stainless steel appliances, perfect for entertaining. The primary suite offers a spa-inspired bathroom with a walk-in shower. Outside, the meticulously landscaped, fenced-in patio provides a private sanctuary, complete with plenty of room for al fresco dining. Enjoy the convenience of being just a short walk from the slopes and local shops. Upstairs boosts a spacious loft.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$649,000
3 BD | 2 BA
Residential - Condo/Townhouse

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer.


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WILLIAM RAVEIS - BERKSHIRE
$649,000
4 BD | 2 BA
Residential - Single Family

Renovated, well-maintained, multi-use building perfect for a live-work situation in prime location! All 4 floors offer opportunity for offices, a studio, storage, retail showroom and more! Highlights include: a large parking lot, handicap accessible ramp, 2 half baths & finished 3rd floor attic. Finished basement w/ vault & video security system. The current retail space is bright & sunny with a large quartz sales counter, display shelves, spot lights, fresh paint, with modern pendant lighting. The impressive metal roof & boiler were both installed in 2019, along with the emergency generator & mini splits throughout. The building's total of 3000 sq ft is based upon renovations. (See floor plans in documents.) B2 zoning offers many options for permitted use! (See GB bylaws in documents.)


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$649,000
3 BD | 2 BA
Residential - Single Family

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer.


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STONE HOUSE PROPERTIES, LLC
$650,000
2 BD | 2 BA
Residential - Condo/Townhouse

Beautiful two bedroom, two bath condo perfectly situated in the center of Lenox, Massachusetts-the cultural heart of the Berkshires. Enjoy high Ceilings, beautiful wood floors, large windows, and abundant natural light throughout. The spacious layout features a gas fireplace, granite countertops, and a gas stove in the modern kitchen. The inviting living room opens to a private balcony, perfect for relaxing outdoors. the primary suite includes an ensuite bath. Additional highlights include in unit washer and dryer, on-demand hot water, natural gas heat, and a large storage unit, your own parking space behind the building and access to a beautiful Exercise room for all condo owners. New HVAC in 2026! You will have convenience in one of the Berkshires most desirable towns!


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HOUSATONIC REAL ESTATE
$695,000
3 BD | 3 BA
Residential - Single Family

A Berkshire dream home! Nestled in a quiet private setting to enjoy the outdoors. This 3 bedroom 3 full bath home is empty and ready to go. Great lighting nice open kitchen dining/living area. Additional room can be used as a den or 1st floor bedroom. Wood stove insert for chilly fall nights while enjoying your 3 seasoned screened porch. Oversized 2 car garage. Full basement could be completed as extra space. Handicap accessibility


20 Photos
BIRCH PROPERTIES
$730,000
1 BD | 2 BA
Residential - Condo/Townhouse

Loft 309 at Greylock WORKS is a distinctive north-facing 1BR | 1.5BA Berkshires residence with a generously scaled study, offering approximately 1,340 SF of thoughtfully designed living space. Set on the third floor of the region's most celebrated mill conversion, this home is defined by its warm wood ceilings, varied ceiling heights, and refined blend of historic character and modern finishes.The open living, dining, and kitchen area creates an inviting central gathering space, grounded by restored materials and an easy, functional flow for everyday living and entertaining. Energy Star appliances, Kohler and Grohe fixtures, energy-efficient windows, and an in-unit washer and dryer support both comfort and sustainability.


32 Photos
WILLIAM RAVEIS - BERKSHIRE
$734,900
3 BD | 2 BA
Residential - Condo/Townhouse

Experience the ease of downtown living in this immaculate Maple Grove condominium. Positioned just a short walk from Main Street, this residence offers immediate access to local shops, restaurants, and town amenities. The main level centers on a modern, open floor plan defined by beautiful wood floors and abundant natural light. An open kitchen anchors the living space, allowing for seamless interaction during meals and gatherings. The living area extends outward to two distinct private spaces: a screened-in porch for three-season relaxation & separate private deck. Designed for convenience and longevity, the first floor features a primary bedroom suite complete with a spacious en-suite bathroom and laundry.


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COMPASS MASSACHUSETTS , LLC GB
$749,000
4 BD | 3 BA
Residential - Single Family

Steps from the Association beach on Otis Reservoir--the largest recreational lake in Massachusetts--this mint-condition 2005 home offers 4 bedrooms and 3 baths over three levels. Large windows and glass doors open to a deck and a bedroom balcony for year-round enjoyment. The first floor features an open kitchen, dining and living room with a fireplace; a primary bedroom; a full bath and laundry. Upstairs are two bedrooms and a full bath. The walkout lower level has a family room with a fireplace and wet bar, a fourth bedroom, a full bath and a utility room. Impeccably maintained by the sellers and offered furnished with central A/C and fiber internet. Association fee: $100/year for access to two nearby lake lots. A lovely community on a beautiful Berkshire lake, just in time for summer.


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WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$750,000
2 BD | 2 BA
Residential - Single Family

Renovated modern country retreat near Prospect Lake and Catamount Mountain Ski Resort. This stylish home blends contemporary comfort with natural surroundings. The open living and dining room features a wood-burning fireplace, while the eat-in kitchen boasts high-end appliances, stone countertops and laundry. Two bedrooms and two full baths provide comfortable accommodations. The primary suite offers a brand-new full bath and walk-in closet. Glass doors open to a spacious deck overlooking the private backyard and gentle stream--ideal for morning coffee or evening relaxation. Additional highlights include a detached garage, garden shed, efficient heating and central A/C. New roofs on both the house and shed ensure peace of mind. Available fully furnished and equipped for turnkey enjoyment.


44 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$789,000
3 BD | 3 BA
Residential - Single Family

Fantastic opportunity to own a home in a peaceful cul-de-sac within the desirable Cornwall Estates. This lovely home sits on a level lot w/ almost 2.5 bucolic acres. Spanning just over 2,000 square feet, the home features a convenient first-floor primary bedroom and bathroom, vaulted ceiling in the living room and a screened in porch that leads to a large, partially fenced in backyard. Many recent updates and upgrades including kitchen,bathrooms as well as furnace and central AC system replacement. All of this and a heated community pool nearby and Great Barrington just minutes away, make this home ready for the next owners to create their own Berkshire journey and memories.

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