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Currently listing 1294 sales properties. |
| Found 1267 Listings | Sort: |
46 Photos ASHMERE REALTY, INC. |
$475,046
3 BD |
2 BA
Residential - Single Family DON'T JUDGE A BOOK BY IT'S COVER! This is a must see. Beautifully renovated from 2020-2025, this 3-bedroom, 2-bath Ashmere Lake cottage offers an ideal blend of modern updates and timeless lake-house appeal. The open living, kitchen, and dining layout provides bright, flexible space, complemented by an enclosed front porch for additional seasonal enjoyment. Located just a short walk to the private association beach, this property also features an indoor wood stove and an inviting outdoor firepit area, making it a perfect year-round or seasonal getaway. |
42 Photos REALTY STREET, LLC |
$479,000
4 BD |
2 BA
Residential - Single Family This four bedroom two bath log home with deeded rights to Ashmere lake has several updates including the furnace, garage and Generac generator. Property includes an extra lot for possible expansion or just privacy. First floor laundry for ease and convenience, as well as hook ups in the basement.. The property includes lot 13 that the home is on and Lot 12 is a 75.03 X 215.41 extra lot. |
49 Photos MOCKINGBIRD REAL ESTATE |
$479,000
4 BD |
3 BA
Residential - Single Family Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat & hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable living space with a family room, bar area, surround sound and separate storage room with built-in cabinets. Relax outdoors on the deck with a new awning (2026), framed by an arbor & private setting. Additional highlights include metered water, an attached 2-car garage with auto openers and rear storage room. Move-in ready and ideal for everyday living and entertaining! |
29 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$479,000
3 BD |
2 BA
Residential - Single Family Experience idyllic country life and the best this area has to offer in this charming wood shingled house. Situated on two acres, this three-bedroom cape has an updated kitchen with stone counters which opens into the dining room. The spacious living room has a brick fireplace, built-in shelves and lovely French doors that open into a four-season heated sunroom with a vaulted ceiling and large windows that look out onto the property. Glass doors open onto a small porch that leads to the backyard. Enjoy days and evenings relaxing or entertaining outdoors with the firepit, stone patio and the clawfoot tub converted into an outdoor shower. Upstairs are three bedrooms and a full bath. The large primary bedroom has double closets. Additional finished space adjacent to one bedroom could be used |
34 Photos WILLIAM RAVEIS - BERKSHIRE |
$485,000
3 BD |
2 BA
Residential - Single Family Welcome to 5 Pomeroy St. in the heart of charming West Stockbridge, where small-town New England character meets the beauty of the Berkshires. Ideally located just moments from local shops, galleries, restaurants, and cultural attractions; this property offers convenient access to Tanglewood, hiking trails, skiing, and year-round recreation. Enjoy a peaceful setting with easy access to major routes, making weekend getaways or everyday living equally appealing. Whether you're searching for a primary residence, seasonal retreat, or investment opportunity, this property offers exceptional potential in one of Berkshire County's most desirable communities. Don't miss the opportunity to own a home in this sought-after location. |
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11 Photos COMPASS MASSACHUSETTS , LLC GB |
$485,000
Land The drive to this beautiful parcel takes you off the main road, past farms, cottages, and estates—all within a mile or two. Hidden away in one of the most scenic parts of Monterey and surrounded by larger holdings and hundreds of acres of conserved, trust-protected land, this property offers peace and privacy rarely found. The land is mostly level before gently sloping down to a brook on the east and a stream and pond to the south. Located just down the road from the Gould Farm Harvest Barn and the beloved Roadside Store Café, this is a great area for walking a dog, on the surrounding roads or on nearby hiking trails. With conservation lands and established homes all around, this is a truly exceptional and enduring setting. |
46 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$485,000
4 BD |
2 BA
Residential - Single Family Envision waking up in this beautifully renovated New England farmhouse in quaint Lenoxdale Village. Enjoy morning sunrises on the front patio and quiet evening dinners on the terrace, all just minutes from the world-class culture of Tanglewood and the iconic downtowns of Lenox and Stockbridge. Inside, original hardwood floors flow throughout a versatile layout featuring 3-4 bedrooms, a cozy office space, and a spacious, freshly updated kitchen with a breakfast nook and extra pantry space. Outside, the large open yard is anchored by a charming car barn--ideal for summer projects, kayaks, bicycles, and flexible loft space. Come make this home your Berkshire dream! |
39 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$485,000
3 BD |
2 BA
Residential - Single Family Introducing 444 Pomeroy Ave, a true neighborhood icon! This one ticks all the boxes: Curb appeal to the max with mature perennial plantings, gracious front yard, private side yard with hot tub, and the true star of the show--the screened porch, which you won't want to leave in the summer. The home is spacious with a cooks kitchen and dining room, ample fire placed living room w/ built-ins galore. First floor 1/2 bath, & period details & charm that cannot be replicated today. Upstairs, 3 sizable bedrooms, & a fully renovated bathroom w/ Italian marble counters, tiled walk-in shower & radiant heat. The partially finished lower level features another bedroom for extended family and guests. A large two car garage was added, with exceptional loft storage space above. Be ready to fall in love! |
5 Photos DONOVAN REAL ESTATE |
$485,000
Land Wonderful opportunity to own 19 acres in Stockbridge for your dream home! The parcel features acres of deciduous trees with an abundance of peacefulness and tranquility. Gentle upward slope from the street then levels off. Providing several options for building. Freestanding fireplace/chimney remains from a former homestead. Norman Rockwell Museum, Chesterwood and Berkshire Botanical Gardens down the street. Charming downtown Stockbridge within 3 miles. Close proximity to Tanglewood, Lenox and Great Barrington. Presently in Chapter 61 for tax benefits. Sellers to complete a perc test upon accepted offer. |
19 Photos HOUSATONIC REAL ESTATE |
$489,000
3 BD |
2 BA
Residential - Single Family This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light--ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back. |
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57 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$489,900
6 BD |
4 BA
Residential - Single Family Gracious colonial style home in the heart of the southeast historic neighborhood minutes to upstreet cultural art and theatre district with museums, galleries, theatres, eclectic dining, and more. This home awaits your finishing touches is search of a new homeowner with a sense of style and interior design to make this beauty the show piece it deserves to be. Abundance of living spaces on multi levels, finished attic for six bedrooms boasting three full baths and one half bath. Modern kitchen and primary bath give you the start you need. New hot water baseboard heating system and incredible front yard that is edged in custom cut marble for easy care maintence. Lower level walk out offers more space for exercise, crafting and workshop space. Incredible oversized yard for fun and enjoyment |
24 Photos COLDWELL BANKER COMMUNITY REALTORS |
$494,000
4 BD |
2 BA
Residential - Single Family Country Living at its best! Discover the perfect blend of space, comfort and opportunity with this large 4-bedroom, 2-bath home on 10 acres (consisting of two 5-acre lots). The welcoming layout includes a first floor bedroom and a convenient first floor laundry, making daily living easy and accessible. The great room boasts cathedral ceilings, creating an open and airy feel, perfect for gatherings. The spacious kitchen features ample counter space and cabinetry. Upstairs are three more bedrooms and a full bath. Need even more room? Theres an unfinished room over the 3-car garage just waiting for your finishing touches. Outside is a large fenced backyard with plenty of room for gardens, play and pets. |
47 Photos STREAMLINE COMMUNITIES |
$495,000
1 BD |
1 BA
Residential - Condo/Townhouse Cable Mills consists of three former industrial mill buildings restored into beautiful homes featuring 12ft to 16ft tall ceilings, massive windows, and exposed brick and beam, steel and timber throughout, stainless steel appliances, granite countertops, gas-fired ranges, generous closets and in home laundry. Cable Mills offers stunning views of the famed 'Purple Mountains' and the rolling Green River. Homes are one, two or three bedrooms in single level flats, lofts and townhome styles totaling 61 residences. Outdoor spaces including the Outdoor Living Room with a fire pit, grills and seating along the river walk. The main building offers a community lounge, fitness center, interior bike storage, package delivery room, dog wash and on-site professional management. |
2 Photos WILLIAM PITT SOTHEBY'S - GT BARRINGTON |
$495,000
4 BD |
4 BA
Multi-Family 2 Duplex Buildings with 4 Apartments. Ideal investment in downtown Dalton. 3 of 4 Units Rented. 1 Unit under construction. Long term tenancies.Better Photos coming soon! |
38 Photos BIRCH PROPERTIES |
$495,000
1 BD |
1 BA
Residential - Condo/Townhouse Loft 303 at Greylock WORKS is a beautifully scaled, south-facing 1BR | 1BA Berkshires residence offering 940 SF of refined living, complemented by a rare 50 SF private loggia. Set within the region's most celebrated mill conversion, this luminous third-floor home blends the architectural integrity of the original mill with thoughtful, custom architectural finishes. With nearly 12-foot ceilings and oversized south-facing windows, the open living, dining, and kitchen area is filled with natural light. Restored hardwood floors, hand-burnished structural elements, and regionally sourced materials anchor the space in its industrial heritage while creating a warm, modern loft environment. |
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38 Photos STONE HOUSE PROPERTIES, LLC |
$495,000
Commercial Excellent investment or owner-user opportunity in a highly convenient Pittsfield location. This exceptionally well-maintained, multi-tenant professional office building is in excellent condition and offers approximately 7,128 square feet across three levels. The flexible layout includes private offices, reception areas, conference rooms, workspaces and storage, along with an accessible entrance and front and rear egresses for convenient access and circulation. The property features central air conditioning, a new roof installed in 2019, attractive professional curb appeal and private off-street parking for approximately 25 vehicles--a significant advantage in a downtown location. Situated in the Downtown Creative District and within walking distance of downtown, banks, grocery stores, |
38 Photos BIRCH PROPERTIES |
$495,000
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. |
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. |
17 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$495,000
2 BD |
2 BA
Residential - Single Family Stone steps rise through a hillside of pachysandra to a midcentury modern home nestled among the trees. Inside, the living room pairs high ceilings and warm wood paneling with beautiful ceramic tile floors and a wood-burning fireplace. Wide windows look into the surrounding branches, bringing the landscape into view. The living room opens to the kitchen and dining area, giving the main spaces an easy flow. A hallway leads to one bedroom with a full bath across from it. The bedroom at the back of the house has its own en suite bath, and a stackable washer and dryer are tucked into the layout. Outside, a slate patio offers a place to gather, while a one-car garage and off-street parking add convenience. |
31 Photos ENGEL & VOLKERS WELLESLEY |
$495,000
2 BD |
1 BA
Residential - Single Family Near Lee and Lenox, this Berkshires waterfront cottage offers two bedrooms and a full bath on the main level, plus a bonus room in the lower-level walkout. An open floor plan--kitchen, dining, and living--opens to a screened-in porch with western views over Little Robin Lake. Enjoy the quiet of this no-motor lake: kayak, swim off your dock, or fish until sunset. Evening dinners or a glass of wine belong on the expansive lower stone patio. A gentle slope leads to lake access and an expansive shoreline--ideal for a fire pit and s'mores--plus an attached garage for winter storage of boats and water gear. Hike October Mountain State Forest and Becket Quarry, ski Otis Ridge or Canterbury Farm, and reach Lee and Lenox restaurants, Tanglewood, and Jacob's Pillow in minutes. |
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