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Currently listing 1231 sales properties. |
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35 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$635,000
4 BD |
3 BA
Residential - Single Family Located in one of Southeast Pittsfield's most sought-after neighborhoods, this well-maintained home offers a versatile layout, great natural light, and comfortable living spaces designed to fit a variety of needs. The open living, dining, and kitchen area creates an easy flow for everyday living and entertaining, while two first-floor bedrooms and a full bath provide the convenience of single-level living. A recently added sunroom brings in even more natural light and offers the perfect spot to relax and enjoy the changing seasons. A mudroom, laundry room, and half bath just off the attached two-car garage add everyday functionality and convenience. Upstairs, two additional bedrooms and a full bath provide plenty of room for family or guests, while the finished basement offers valuable |
31 Photos MONARCH REALTY, INC. |
$215,900
2 BD |
1 BA
Residential - Condo/Townhouse MOTIVATED SELLER LOOKING TO STRIKE A DEAL! LISTING PRICE REDUCED TO REFLECT NEEDED TLC. Rarely available ground-floor end unit offering privacy, abundant natural light, and spectacular Berkshire mountain views. The open living/dining area features a dramatic picture window, while the fully applianced galley kitchen includes a convenient serving window to the private covered patio. Enjoy outdoor dining, morning coffee, or evening cocktails overlooking beautifully landscaped grounds. Two spacious bedrooms, full bath, in-unit laundry, 2 parking spaces & lockable basement storage. Community pool & beautifully maintained grounds. Minutes to Williams College, The Clark Art Institute, dining, shopping, hiking & all that charming Williamstown has to offer. Pet policy, 2 cats allowed, no dogs. |
45 Photos THE KINDERHOOK GROUP |
$648,800
4 BD |
4 BA
Residential - Condo/Townhouse Stylish and chic custom condo at Lenox Woods. Spacious great room with open living. Four bedrooms 3.5 baths. Screened porch and stone patio bordering on Kennedy Park. This centrally located condo is right in the midst of all the culture that the Berkshires offer. Restaurants, theater, Tanglewood. Steps to hiking, a short drive to skiing. |
67 Photos Lamacchia Realty, Inc. - Dalton |
$299,900
4 BD |
3 BA
Multi-Family OPEN HOUSE 11/14/26 11am - 12:30pm Enjoy the perfect blend of convenience, privacy, and versatility in this spacious Pittsfield home! Ideally located close to town yet tucked away in a peaceful, private setting, this property features a generous yard with mature, manicured landscaping and a spacious deck perfect for outdoor entertaining or simply relaxing. Originally built as a two-family residence and thoughtfully converted into a single-family home, the property remains zoned as a two-family in city records, offering exciting possibilities for future use. With 3+ bedrooms, 4 bathrooms, two staircases, and beautiful original yellow pine floors, this home provides an abundance of space and flexibility for extended or multigenerational living. |
67 Photos Lamacchia Realty, Inc. - Dalton |
$299,900
4 BD |
3 BA
Residential - Single Family OPEN HOUSE 11/14/26 11am - 12:30pm Enjoy the perfect blend of convenience, privacy, and versatility in this spacious Pittsfield home! Ideally located close to town yet tucked away in a peaceful, private setting, this property features a generous yard with mature, manicured landscaping and a spacious deck perfect for outdoor entertaining or simply relaxing. Originally built as a two-family residence and thoughtfully converted into a single-family home, the property remains listed as a two-family in city records, offering exciting possibilities for future use. With 3+ bedrooms, 4 bathrooms, two staircases, and beautiful original yellow pine floors, this home provides an abundance of space and flexibility for extended or multigenerational living. |
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21 Photos REAL BROKER |
$649,900
3 BD |
2 BA
Residential - Single Family Welcome to this beautifully remodeled ranch in the heart of Egremont! Offering 3 bedrooms, 2 full bathrooms, and approximately 2,100 square feet, this home combines modern finishes with peaceful country living. The stunning kitchen features crisp white shaker cabinets and gorgeous waterfall quartz countertops. You will love the stunning oak hardwood floors throughout the home that add warmth and character. Enjoy the peace of mind of a brand-new septic system. Set on approximately one acre, the property offers the perfect combination of privacy, natural surroundings, and convenience. Enjoy the quiet setting while remaining close to everything that makes the Egremont area so desirable, including charming local towns, outdoor recreation, and the best of the Berkshires. Wont last long! |
84 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$1,650,000
7 BD |
7 BA
Residential - Single Family Just 3 miles from Tanglewood and moments from the heart of Lenox, this 36+ acre estate offers rare scale, privacy, and flexibility in one of the Berkshires' most sought-after settings. A long, tree-lined driveway creates a strong sense of arrival, unfolding into two separate residences surrounded by woods, open land, and long-range possibility. The acreage offers both seclusion and the ability to selectively open views toward October Mountain State Forest. The main residence is thoughtfully configured for multi-generational living. The first floor centers around a large living and dining room anchored by an oversized stone fireplace, an eat-in kitchen with oak cabinetry and granite counters, and multiple access points to the outdoors. |
50 Photos ROBERTS & ASSOC. REALTY, INC |
$449,000
3 BD |
3 BA
Residential - Single Family This property is sure to please those who are seeking privacy, land, and room for all the toys! Over three acres accompany this privately sited ranch home. Scenic and mountain views form the covered front porch. Living room w fireplace; eat-in kitchen, 3 bedrooms, 2.5 baths. Partially finished lower level with family room and second fireplace. The back yard has a generously fenced section. The attached/oversized two-car garage is heated for multi-purpose use. The first outbuilding includes two garage bays, has power and heat; there is an additional spacious storage shed, too. Enjoy the private rear patio and take in the open cleared lawn, ready for your own gardens, orchard, recreational space. |
32 Photos HARSCH ASSOCIATES |
$1,550,000
5 BD |
4 BA
Residential - Single Family PUBLIC OPEN HOUSE: Saturday October 10 from 10-1. See you there!! Enjoy the relaxing Berkshire lifestyle on a friendly cul-de-sac within walking distance of town and Lake Mansfield. As the first house built on the street, the property has matured beautifully -- seasonal flowering trees and pollinator-friendly gardens bring color and life to the yard from spring through fall. Cedar columns frame a distinctive front door that opens into 3,800 square feet of tastefully designed living space, where soaring ceilings, a linear gas fireplace, and built-in bookcases set the tone. The living room flows out to a screened-in porch with a treehouse-like view of the wooded backyard -- the perfect spot for morning coffee or summer evenings. |
33 Photos NOCHER REALTY |
$259,900
2 BD |
1 BA
Residential - Single Family This log home in Leisure Lee offers two bedrooms and one bathroom in a woodland setting with authentic character. Built with natural woodwork throughout, the property provides a retreat for those seeking genuine timber construction with established community appeal. Inside, the kitchen anchors the dining room, with a rear addition for a family room. While a loft adds functional sleeping or storage area above. Wood finishes carry through the interior, reinforcing the home's authentic aesthetic. A private deck extends the living area outdoors, ideal for morning coffee or evening relaxation overlooking the property. The setting includes access to Goose Pond and tennis courts within the community, offering recreational opportunities for residents. |
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46 Photos WILLIAM RAVEIS - BERKSHIRE |
$829,000
1 BD |
2 BA
Residential - Single Family Brand new, never occupied, pristine new build on over 4 acres in beautiful Sandisfield. This home was built with a keen eye for detail and a focus on beautiful finishes and materials that harmonize with the landscape. Bright, airy, and filled with positive energy, the space invites you in and makes you feel right at home. There are soaring ceilings in the great room and a cozy gas fireplace, which leads to a stone patio overlooking the peaceful woodland setting. A cook's kitchen with stunning marble counters, stainless steel appliances and a walk through pantry will awaken your inner chef. Each floor has a full bath, providing options for a first floor bedroom if so desired. Upstairs, there is a large loft space with tons of light, and a lovely primary bedroom with luxurious ensuite |
50 Photos Lamacchia Realty, Inc. - Dalton |
$295,000
3 BD |
2 BA
Residential - Single Family Welcome to 85 Clarendon, where there is much more space than meets the eye! Tucked away on a quiet street, this deceptively spacious home offers plenty of room to spread out. The first floor features a large eat-in kitchen, a den that could easily serve as a fourth bedroom, & 2 full bathrooms. The living room is complemented by an additional space with a large picture window, offering a wonderful opportunity for a dining space. Upstairs, you'll find three generously sized bedrooms along with a central space that could be utilized as additional living space. Outside, enjoy a sprawling yard with plenty of room for recreatio or gardening,The property also includes two large sheds for excellent storage. If you're looking for a home with flexible space, this home is worth a look! |
84 Photos COMPASS MASSACHUSETTS , LLC GB |
$3,250,000
4 BD |
4 BA
Residential - Single Family Come tour this extraordinary double-dome home, privately sited in New Marlborough, MA, with sweeping westerly views toward East Mountain. Completed in 2025, this remarkable four-bedroom, four-bath residence was created in collaboration with Natural Spaces Domes, offering 5,700 square feet of dramatic, light-filled living space. Soaring ceilings and expansive windows create an extraordinary interplay of volume, light, and landscape. The main dome feels both embracing and expansive, drawing the eye outward to the distant views, while the adjoining guest dome offers a more intimate atmosphere. Generously proportioned spaces throughout include a screening room, exercise room, spacious studio or family room and a sauna. A singular architectural experience in a private Berkshire setting. |
50 Photos COMPASS MASSACHUSETTS , LLC GB |
$1,150,000
4 BD |
4 BA
Residential - Single Family Set on 22 private acres, this Monterey retreat offers a peaceful escape from city and suburban life. Freshly painted this spring, it's near Lake Garfield and Monterey Town Beach, and across from Beartown State Forest. The bright, expansive home features four ensuite bedrooms, including a spacious primary suite, large entertaining areas, and cathedral & vaulted ceilings. Outdoors, enjoy a 16' x 40' heated gunite pool, an outdoor enclosed shower, a large stone patio, and the year-round Loom Brook flowing through the woods. The lower level includes a sauna, exercise pool, and utilities. A two-car garage connects to a mudroom with laundry, half bath, and outdoor shower, plus a large bonus room above. A rare opportunity at this price in scenic, convenient Monterey, with fiber internet. |
56 Photos BURNHAM GOLD REAL ESTATE, LLC |
$343,888
4 BD |
2 BA
Residential - Single Family Step into the charm of this beautifully maintained 1880s home, where historic character meets numerous thoughtful updates and versatile living spaces. Located in close proximity of Mass MoCA, shopping, North Adams' vibrant arts scene, Windsor Lake, and nearby outdoor adventures, this property offers an ideal blend of convenience and Berkshire lifestyle. The property also has a beautiful large deck with terraced views to enjoy the outside space. The recently updated kitchen is both stylish and functional, featuring a full suite of stainless-steel appliances (cooking stove, refrigerator, range, exhaust vent and dishwasher were purchased in 2025), a deep farmhouse sink, honed black granite countertops, and thoughtfully curated cabinetry. |
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