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36 Photos
COMPASS MASSACHUSETTS , LLC GB
$499,000
6 BD | 2 BA
Residential - Single Family

Duplex in the hills of Housatonic. Three bedroom, one bathroom on each side. Enclosed front porches and open back porches, large garage, all on a corner lot. Located on the Grove St turn overlooking the village of Housatonic and only a few short steps from the Flag Rock conservation area, this is both in town and in a lovely mountain setting. Both units have large walk-up attic and basement spaces. On-site laundry, updated heating system and electrical, newer roof, and solar. This home is an excellent owner-occupied or investment opportunity. One side currently vacant.


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


26 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$500,000
2 BD | 2 BA
Residential - Single Family

Charming and ideally located in the heart of Lenox, 24 Franklin Street offers an inviting open-concept layout with two bedrooms and one and a half baths. An open front porch welcomes you into a comfortable home where the kitchen, dining, and living spaces flow naturally together. The generously sized kitchen is equipped with a range, refrigerator, and dishwasher, making it both functional and ready for everyday living. Electric heat with individual room controls provides flexibility and efficiency, while town water and sewer add to the ease of ownership. The open front porch offers a welcoming spot to relax and enjoy this quintessential Lenox setting.


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COHEN & WHITE ASSOCIATES
$515,000
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!


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MACCARO REAL ESTATE
$525,000
3 BD | 2 BA
Residential - Condo/Townhouse

Enjoy light filled living in this prime end unit at beautiful October Mountain. ''Gateway to the Berkshires'', Lee, Ma. Open concept living and dining area features a two-sided wood burning fireplace shared with a vaulted family room, where skylights add to the abundant natural light throughout the home. Mini splits provide heating and cooling for year-round comfort. First floor bedroom and full bath and walk in shower. Second floor offers two additional spacious bedrooms and full bath. Primary bedroom offers two generous closets and newer carpeting. A full, unfinished basement offers ample storage and potential for future use. Great location across from the community pool and tennis courts. Easy access to I-90 & cultural venues, dining and attractions that make the Berkshires so special!


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!


61 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


31 Photos
STONE HOUSE PROPERTIES, LLC
$529,000
3 BD | 2 BA
Residential - Single Family

Welcome to Peggy's Cottage. The owner, a cellist, originally chose this Queechy Lake home for its proximity to Tanglewood and the cathedral ceilings in the family room, which served as her music room. She quickly grew to love the lake community's friendly neighbors, walking trails, and private beach. This cozy log cabin sits on a level .36 acre lot, offering rare privacy with lovely gardens, a latticed entertainment deck, and two sheds. Relax in the living room in front of the stone fireplace, perfect for a quiet conversation or reading. Step into the spacious family/music room and enjoy movie night and the view of the gardens. The open kitchen and dining area connect to a first-floor bedroom with laundry and a full bath. Upstairs, you will find two large bedrooms with skylights and...


51 Photos
NOCHER REALTY
$529,900
4 BD | 4 BA
Residential - Condo/Townhouse

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with


21 Photos
WILLIAM PITT SOTHEBY'S - SALISBURY
$535,000
2 BD | 1 BA
Residential - Single Family

Opportunity awaits in the Berkshires! Situated on 6+ private, sun-bathed acres, this 2 BDR single-level home is a quiet & special spot ready for your updates & personal touch. Rolling lawns, open pastures, & pine trees grace the property's exterior, offering a rare blend of tranquil country living & space to breathe. Ideal for hobby farmers & horse enthusiasts, complete with a small horse paddock, versatile outbuildings, & open fields framed by beautiful views of the surrounding hills. Whether you are dreaming of an equestrian haven or a serene retreat, this quiet, sun-filled property offers unlimited possibilities. Bring your vision & elevate it to the next level. Minutes away from world-class Berkshire cultural attractions - Tanglewood, Berkshire Theatre, local farmers markets & hiking.


57 Photos
OCTOBER MOUNTAIN REAL ESTATE
$537,000
3 BD | 2 BA
Residential - Single Family

On a quiet country road shared with a roving gang of wild turkeys, sits a proud reproduction saltbox that graciously honors its colonial heritage. Practicing the fine craftsmanship of another era, this 3BR, 2 BA home was built in 1980 by the original owner. Perfectly sited on 8 wooded acres and across from conservation land, privacy and abundant wildlife are assured. An English Herb Garden greets you at the kitchen door, a screened porch soothes with birdsong and sunsets and a nature trail beckons. This exceptional property inspires exploration of the grounds, barn/garage/workshop, along with neighboring treasures--Becket Arts Center, Becket Town Beach, Jacobs Pillow, October Mountain State Forest, and many fine restaurants. Half hour to Lenox, Stockbridge, Chester Theatre and Tanglewood!


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NON-MEMBER / RECIPROCAL
$549,000
3 BD | 2 BA
Residential - Single Family

Escape to the Berkshires in this charming 3-bedroom, 2-bath home near Otis Reservoir! Featuring vaulted ceilings, abundant natural light, a stunning stone fireplace, spacious bedrooms, a versatile loft, and a bright kitchen, this home blends rustic charm with modern comfort. Relax on the front porch, gather around the fire pit, and enjoy deeded access to Otis Reservoir for boating, fishing, swimming, and year-round recreation. Currently a successful Airbnb, it offers excellent income potential or the perfect vacation retreat or full-time home. Showings require confirmation due to active short-term rental occupancy.


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HOUSATONIC REAL ESTATE
$569,000
2 BD | 2 BA
Residential - Single Family

El Refugio, ''The Refuge'', a hidden gem minutes from downtown Great Barrington. A 2-bedroom, 2-bath, wood burning fireplace home - with a 46' heated pool and 2-car detached garage. Set back from the road on 7+ private acres with extensive shoreline on the Williams River.


34 Photos
HOUSATONIC REAL ESTATE
$575,000
3 BD | 1 BA
Residential - Single Family

This inviting, move-in-ready Colonial blends classic New England character with comfortable everyday living. Nine-foot ceilings, western exposure, and abundant natural light complement beautiful backyard. The main level features an open kitchen and dining area with stainless steel appliances, plus a cozy living room and family room perfect for entertaining. Enjoy the landscaped yard with a generous patio with pavers and Goshen stone. Recent updates include new gutters, several newer windows, a 10-year-old roof, new upstairs carpeting, and a new front porch with Trex decking. The unfinished attic offers flexibility for a fourth bedroom, office, studio, or additional living space.


41 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$579,000
1 BD | 2 BA
Residential - Single Family

Hidden off a private Egremont drive, this Adirondack retreat is crafted for quiet mountain living. Soaring cathedral ceilings elevate the main floor, centered by a freestanding hearth that warms the open layout. An intimate loft bedroom perches above, while the finished walk-out lower level offers flexible bonus space suited for a media room, home office, or guest overflow--including two finished rooms currently utilized for sleeping (note: larger egress windows needed for official bedroom status). Outside, the large screened porch creates a secluded open-air lounge in total privacy. A South County haven minutes from downtown dining, cultural hubs, and Catamount Skiing / recreation.


41 Photos
WILLIAM RAVEIS - BERKSHIRE
$585,000
3 BD | 2 BA
Residential - Single Family

Welcome to this inviting Lindal Cedar home, nestled in the sought-after Otis Wood Lands community. Open-concept kitchen/living/ dining area with soaring cathedral ceiling, a wall of windows with serene wooded views & easy access to the cedar deck--perfect for relaxing or entertaining. Lovely screened-in porch offers additional space to enjoy the peaceful setting. Main level includes 2 BRs & full bath. Upstairs, a spacious loft area leads to the primary suite. Unfinished, walk-out lower level, with radiant heat, provides potential for an office, rec room, or additional living space. Enjoy the many amenities of Otis Wood Lands: pool, tennis/pickleball courts, fitness room, lodge, playground, Owl Lake for non-motorized watercraft, & beach area. $4K reserve fund fee due from buyer at closing.


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NOCHER REALTY
$595,000
8 BD | 6 BA
Multi-Family

A solid multifamily investment opportunity with potential for future development. Offering six fully occupied units consisting of three 2-bedroom apartments, two 1-bedroom apartments, and a studio, all situated within a 7,172-square-foot building on 0.79 acres. Current rental income is $7,200 per month. Each unit has separate electric and gas heat, while hot water is included in the rents. Hardwood floors throughout most of the units and 10+ off-street parking spaces. The property consists of two parcels comibined into one that is Zoned R-6, offering potential for future development, subject to zoning and site approvals. Built in 1912, this well-established multifamily property provides an opportunity for an


37 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$595,000
3 BD | 3 BA
Residential - Condo/Townhouse

Step into an inviting, beautifully updated 3 bedroom, 3 full bath home in one of Jiminy Peak's most desirable neighborhoods. Offering an exceptional combination of comfort, style, and location, this Mountainside property places you just moments from the slopes, Marketplace, restaurants, pool, and tennis courts; an ideal setting for year-round enjoyment and an especially terrific ski opportunity. The main level features two bedrooms and two full baths, along with a light filled open-concept living space framed by floor-to-ceiling windows. Beautiful ¾'' wood flooring, crafted by the Amish from Homer wood in Pennsylvania, adds warmth and character throughout, while a wood burning fireplace creates a welcoming focal point for cozy evenings.


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BERKSHIRE HATHAWAY HOMESERVICES BARNBROOK REALTY
$599,000
3 BD | 3 BA
Residential - Single Family

Set on a quiet corner lot in the village of Housatonic, this cozy cape has 3 bedrooms 2.5 baths. The first floor has the Primary ensuite bedroom, kitchen, dining room, living room with fireplace, den, half bath and a Hugh sunroom, 2 bedrooms and another full bath on the second floor. Private back yard and minutes from all Berkshire amenities.


38 Photos
HARSCH ASSOCIATES
$599,000
2 BD | 2 BA
Residential - Single Family

The driveway winds through mature woods before opening to an expansive setting that includes the 7.5-acre house parcel plus an adjacent 2.8-acre lot. Approximately one acre of lawn and mowed field surrounds the two-story home, providing sunlight and ample space for gardening, recreation, animals, or simply enjoying open land. Built in 1950, the home features an open floor plan connecting the living, dining, and kitchen areas--an arrangement that can be easily re-imagined or updated to suit a buyer's vision. The great room showcases natural wood finishes, a cathedral ceiling, and a fireplace. A sunken sunspace captures the southeastern light beautifully, especially in the winter months and a 3-season porch for warm summer days.

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