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$229,900
2 Beds 2 Baths 73573584 MLS
Escape the hustle and bustle and enjoy the beauty of the Berkshires! Located in the peaceful town of Savoy, this charming ranch offers 2 bedrooms, 1 full bath, and approximately 3 acres of land to enjoy. Features include hardwood floors, a cozy wood stove, full basement with walkout access, and a convenient one-car attached garage. A new septic system is currently being installed, providing added peace of mind for the next owner. Surrounded by nature yet just a short drive to the Berkshires' many attractions, dining, hiking, recreation, and cultural destinations. Whether you're looking for a year-round home, weekend getaway, or peaceful retreat, this property offers a wonderful opportunity to enjoy country living while still being close to all the area has to offer.

304 Chapel Rd, Savoy

$3,695,000
4 Beds 6 Baths 73568631 MLS
STILL HOUSE brings a new level of contemporary design to the Berkshires—quietly luxurious, exquisitely detailed, and made to be lived in. Minutes from the center of Great Barrington, this newly completed 5,148-square-foot home pairs the distinctive vision of acclaimed Brooklyn studio Me & General Design with exceptional craftsmanship and materials throughout. Four bedrooms, five-and-a-half baths, a heated saltwater pool, bespoke spa and fitness spaces, solar energy and exceptional privacy make this as much a retreat as a home.Preserved stone walls from the original structure bring history, texture and a distinctly Berkshire character to the new architecture. The main living level opens into a dramatic kitchen, dining and living space with cathedral ceilings, two stories of glass and views into the surrounding landscape. The custom Porcelanosa kitchen features richly veined stone, a substantial island, induction cooking, double ovens, integrated refrigeration, microwave drawer, dedicated coffee station and breakfast nook. A separate stone-walled sitting room offers a restored wood-burning fireplace and a more intimate place to gather.The main-level primary suite makes true one-floor living possible, with direct deck access, a walk-in closet and private bath. Upstairs are two additional bedrooms and two full baths, plus a library/sitting area overlooking the great room. The light-filled lower level includes a private fourth bedroom suite, home cinema, office, yoga/Pilates studio, traditional Canadian red cedar sauna, full bath and laundry.High-efficiency multi-zone heat pumps, radiant lower-level heat and solar energy support year-round comfort. Outside, the heated saltwater pool is set against mature trees, with decks, paths, stonework and an outdoor fireplace creating places to gather throughout the seasons. Landscape design by Windy Hill Farm complements the natural setting.Lake Mansfield, Monument Mountain, Ski Butternut, Tanglewood, Jacob's Pillow and the restaurants, shops and cultural life of Great Barrington are all within easy reach.STILL HOUSE is the inaugural residence of NUESTRA Collection, a series of design-led Berkshire homes created around a simple idea: exceptional contemporary design should feel as good to live in as it is to look at.

114 Christian Hill Rd, Great Barrington

$2,295,000
31 Beds 29 Baths 73567764 MLS
A singular opportunity to reimagine one of Lenox's historic Berkshire estates. Set on 11.90± acres just minutes from downtown Lenox and the cultural attractions of the Berkshires, Overlee was built in 1903 for Samuel Frothingham and designed by Adams & Warren in an Elizabethan/Jacobean Revival style.The original mansion remains at the heart of the property, surrounded by broad lawns and buildings added during its later evolution into an educational campus. Much of the character of the original country house remains, including handsome woodwork, substantial fireplaces, gracious rooms, and a beautiful ballroom. Most recently used for classrooms and administrative functions, the mansion was originally designed as a residence, with bedrooms on its upper floors.Beyond the main house are two dormitory residences with approximately 24 bedrooms and shared common spaces, a separate multi-level building with commercial kitchen and dining facilities, classrooms, offices, library, conference and infirmary spaces, a substantial gymnasium, and additional support buildings. For a residential buyer, this unusual collection offers possibilities for guest and staff accommodations, studios, offices, recreation, wellness, or a multi-generational Berkshire estate, subject to applicable approvals.The gymnasium could accommodate fitness, indoor tennis, pickleball, squash, or other private amenities. Existing infrastructure includes public water, multiple electrical services, mixed heating systems, central air in the dormitories and gymnasium, commercial sprinklering in select buildings, extensive parking, and established internal circulation.Hillcrest currently operates on the campus under a lease through June 2027 and presently anticipates vacating in February/March 2027.This offering is for 349 Old Stockbridge Road only. The property is also marketed as part of a combined offering with 40 Frothingham Crossing; see MLS #73518284.For its next steward, Overlee offers the rare chance to inherit not simply a house, but an entire Berkshire estate—historic architecture, expansive grounds, and a collection of buildings ready to support a new vision.Offered at $2,295,000.

349 Old Stockbridge Rd, Lenox

$180,000
4 Beds 2 Baths 73567609 MLS
Conveniently located near downtown Pittsfield, this home sits on .14 acres with a backyard for entertaining and garage for storage. The first floor offers a living room, dining room, kitchen, bathroom, and a flexible space with many possibilities. Upstairs are 3 bedrooms, a full bathroom, and a walk-up attic. The walk-out basement provides additional potential. Major updates include cellulose insulation and basement air sealing/weatherstripping (2017), new roof (2019), new furnace (2021), furnace cleaning (2025), and chimney reconstruction with stainless-steel liner (2025). Ideal for those looking to bring their own renovations and bring out this home's great potential. Property is being sold AS IS with all contents remaining.

39 Hull Ave, Pittsfield

$349,900
3 Beds 2 Baths 73566643 MLS
Raised ranch with two-car garage, located on a double lot with almost half an acre of land. The main level features 3 bedrooms, full bathroom, living room and kitchen with dining area, with slider opening to deck which was recently painted. The finished lower level offers family room with sliders to the backyard. In addition to the hot water baseboard, this family room also features a pellet stove. In the ground level you will also find an additional bathroom with stand-up shower and washer/dryer. The bathroom has brand new flooring and sink! The lower lever also offers garage access plus an unheated bonus room last used as an office. The backyard is private and there is also a large shed! The home was built in 1995, it has natural gas heat and hot water, city water/sewer and a shed is included. There are two extra parking spaces a little up the street on the adjacent lot that is already being included with the house. *Floor plans available

225 Brown St, Pittsfield

$724,900
5 Beds 4 Baths 73564933 MLS
Tucked away on 3.24 private wooded acres, this one-of-a-kind Contemporary offers 3,744 sq. ft. of living space across three finished levels. Soaring ceilings, exposed timber beams, hardwood floors, and dramatic center chimney create a warm yet impressive setting. The open floor plan is anchored by multiple wood-burning fireplaces, a pellet stove, and abundant natural light. Offering a total of five bedrooms and 3.5 baths, including a private in-law suite above the oversized attached two-car garage, this home provides exceptional flexibility for guests or extended living. Enjoy an owned 9.52 kW solar system, spacious decks, beautifully maintained grounds, and the privacy of a true Berkshire retreat just a short drive from everything the Berkshires and Northampton have to offer.

255 High St Hill Rd, Windsor

$879,000
3 Beds 3 Baths 73563529 MLS
Welcome home to an extraordinary blend of modern style, flexible living, and resort-quality outdoor amenities, perfectly located moments from the heart of downtown Lenox, top-notch dining, Tanglewood, & the local high school on a quiet cul-de-sac. Step inside to a bright, freshly painted open floor plan framed by updated windows that flood the space with natural light. The inviting living area features a cozy gas fireplace, creating a warm focal point for chilly evenings, while the kitchen comes equipped with sleek, modern appliances. This turnkey residence offers 3 spacious bedrooms plus a versatile 4th full-size room that's ideal for a fourth bedroom, dedicated home office, or quiet retreat—along with 2.5 updated bathrooms. Downstairs, a vast, full open basement provides endless possibilities for exceptional storage, a home gym, or a recreation room. Beyond the interior, your ultimate outdoor sanctuary awaits in a professionally landscaped, fully fenced-in yard lined with a lush hemlock hedge for total privacy. Spend sunny summer days lounging by the sparkling in-ground saltwater pool, while the built-in swing set adds ready-to-use fun for family and guests. Complete with major exterior upgrades including an updated roof, newer siding, a spacious 2-car garage, and a shed, this exceptional property delivers total peace of mind and the best of Berkshire living right at your doorstep.

22 Post Rd, Lenox

$399,000
2 Beds 2 Baths 73562899 MLS
Close to Garnet Lake!!! Discover this Gorgeous home, constructed in 2007, presenting modern interior details and a Beautiful log exterior. This attractive property offers a unique opportunity for a primary residence or a getaway retreat.. The kitchen is thoughtfully designed with an abundance of fine cabinetry providing both functionality and a central gathering space for culinary endeavors. Open to the kitchen you will find an inviting Dining area and Family Room with impressive high wood ceilings. A first floor bedroom, full bath and a possible additional bedroom or den complete the first level. As you make your way to the second level you will find a comfortable loft area, an additional bedroom and a full bath. The property's exterior showcases a log architectural style, harmonizing with its natural surroundings. A built-in garage provides convenience and secure parking. For outdoor enjoyment. Rear deck extend the living space, offering venues for relaxation and entertaining. Enjoy rights to Garnet Lake a short stroll down the way!! To truly appreciate the distinctive character and lifestyle offered by this property, a personal viewing is highly recommended.

35 South Rd Ext, Peru

$325,000
3 Beds 1 Baths 73561617 MLS
Welcome to this bright and inviting 3-bedroom, 1-bath ranch, ideally located just moments from beautiful Pontoosuc Lake on a spacious double lot. This home features a generous living room with oak hardwood floors, a formal dining room, and an updated kitchen with newer countertops. Additional highlights include a spacious basement with abundant storage, an oversized one-car garage, and an enclosed seasonal porch-the perfect place to relax. The fully fenced backyard offers plenty of space for gardening, entertaining, pets, or simply unwinding. Conveniently located near the lake, shopping, dining, and local amenities, this home offers the perfect blend of comfort, convenience, and outdoor living.Enjoy the convenience of living just moments from Pontoosuc Lake Park, where boating, swimming, kayaking, canoeing, picnicking, and breathtaking sunsets can become part of your everyday lifestyle. One of Pittsfield's most popular recreational destinations, the park also features a public boat ramp and picnic areas.Ideally situated in the heart of the Berkshires, this home is just minutes from downtown Pittsfield, Onota Lake, Jiminy Peak Mountain Resort, scenic hiking trails, museums, acclaimed theaters, restaurants, shopping, and the region's year-round cultural and outdoor attractions.Whether you're looking for a year-round residence or a relaxing Berkshire retreat, this light-filled home offers the perfect blend of comfort, convenience, and outdoor recreation in one of Pittsfield's most desirable lake-area neighborhoods. Don't miss this wonderful opportunity to enjoy the best of Berkshire living.

296 Hancock Rd, Pittsfield

$158,900
2 Beds 1 Baths 73560750 MLS
Welcome to 186 Burbank Street! This charming colonial-style home offers two bedrooms, one full bathroom, and 1,158 square feet of living space. Situated on a level corner lot in an established residential neighborhood, the home features a functional layout with plenty of potential. The main level includes a spacious kitchen with ample cabinet and counter space, a formal dining room, comfortable living room, and full bathroom. Upstairs, you’ll find both bedrooms. A full basement provides plenty of additional storage, while the attached garage and private driveway offer convenient off-street parking. Conveniently located near Silver Lake, Lakewood Park, shopping, dining, and other local amenities. Bring your ideas and make this Pittsfield home your own! This property is eligible under Freddie Mac First Look Initiative through 09/06/2026. Only owner occupant, non-profit and Neighborhood Stabilization Program (NSP) offers will be reviewed and considered.

186 Burbank St, Pittsfield

$113,900
1 Beds 1 Baths 73559009 MLS
Have you been searching for an affordable retreat in the Berkshires? Nature lovers, hikers & outdoor enthusiasts, could this be the one you've been waiting for. Last house before entrance to one of Skyview Association's docks & water. Not waterfront but oh so close, check out the map. Nestled among trees this cottage offers a peaceful escape where mornings begin with birdsong & evenings end around the fire under the stars. The living room features large windows that bring the outdoors in, while the oversized bedroom provides plenty of sleeping space for family & guests. Structure supported on piers; some piers are leaning/settling. Two sheds for extra storage. Bring your vision, your tools, & your love of the outdoors to restore this cabin into the getaway it was meant to be. Skyline Association members have access to several boat launches & beach. EASY to show. Agents use ShowingTime.

26 Bear Hill Rd, Hinsdale

$2,149,000
4 Beds 5 Baths 73558556 MLS
Luxurious, fully-modernized 1850s Victorian in the heart of Great Barrington. Elegant, four-story 3600 sq. ft. newly renovated clapboard and shingle house with covered porch. Meticulous renovation features chef's kitchen, 4+ bedrooms, 4.5 bath, second floor and basement laundry, walk-out finished basement with private entrance and bathroom, perfect for guest suite or professional office. High-end appliances, including 6-burner Wolf stove and Bosch French door refrigerator with two freezer drawers, Bosch dishwasher, wine cooler and microwave in the island. Full-size prep sink in the kitchen island, 36'' farmhouse sink in the main counter. Cabinets are all-wood with soft-close drawers and doors; vented whole-house A/C and heat pump with propane back-up; primary bath with heated floor gas grill. EV charging station in driveway. Walking distance to Lake Mansfield and Main Street shops, restaurants and theaters. House can be sold furnished.

10 Berkshire Heights, Great Barrington

$329,999
3 Beds 2 Baths 73558221 MLS
NEWLY REDUCED — OPEN HOUSE SUNDAY, SEPTEMBER 6TH ??92 East Avenue • North Adams, MAOPEN HOUSE, SEPTEMBER 6TH, 11AM – 1PMA great opportunity to own a beautifully maintained colonial in one of North Adams’ most established and best-kept neighborhoods.This move-in-ready 3-bedroom, 1.5-bath home offers 1,632 square feet of comfortable living space, beautiful hardwood floors throughout, and the character and warmth of a classic New England home, including an amazing view of the mountains.Outside, you’ll find a level, freshly landscaped yard with mature shrubs and easy upkeep — all set in a quiet, well-cared-for neighborhood where the location is hard to beat.Now newly reduced, this home is a wonderful opportunity for buyers looking for a combination of character, location, and value in the Berkshires.

92 East Ave, North Adams

$589,000
3 Beds 1 Baths 73556884 MLS
Escape to your own island retreat where each day is a peaceful, waterfront sojourn. Nestled on an island in Big Pond, this tranquil waterfront property offers extraordinary privacy, natural beauty and modern comfort. Thoughtfully updated, the home features a masterfully renovated kitchen and bath, a first-floor bedroom and distinctive architectural details including cedar shakes, that create warmth and character throughout. All furnishings to stay. Mornings of seasonal birdsong and the delicate beauty of the new day invite ease and comfort both on the screened, full-windowed porch or on the two outdoor decks. Breathtaking views of the lake encourage leisurely relaxation while winding garden paths and natural stone walls enhance the property’s timeless appeal. A large boathouse provides exceptional storage for all your recreational equipment and includes a clothes dryer and refrigerator for added convenience. If you enjoy sailing, paddling or simply exploring the water, the property’s sailboat, canoe, kayaks and motorboat allow you to embrace an active and energetic lifestyle on this 330-acre lake. Tension and stress melt away as you cross the water to your own secluded oasis. Here you’ll discover enduring serenity, stunning scenery and stimulating outdoor activities where privacy and nature surround you. Tanglewood, world-class art museums and theatre, shopping, dining and everyday conveniences remain within easy reach in Otis and the nearby Berkshire hills.

18 Big Pond, Otis

$1,275,000
4 Beds 8 Baths 73552517 MLS
MAGNIFICENT circa 1913 ESTATE. Rare opportunity to own a distinguished Berkshire. The stately main home showcases exceptional craftsmanship, a grand foyer with sweeping staircase, expansive kitchen with butler's pantry, formal living spaces, sun porch, and multiple covered porches. The luxurious primary suite offers a sitting room, balcony, sun porch, and spa-like bath. Three additional bedrooms, two baths and two offices complete the second floor. A finished third floor provides flexible additional space. Attached spacious garage that can park 4 cars in double tandem. Surrounded by mature grounds on 5.7 acres and within walking distance of village of Dalton.See the Stone House Properties web site for further details.

1 Park Ave, Dalton

$1,750,000
6 Beds 5 Baths 73550137 MLS
Own a Living Masterpiece. Meticulously curated by the current stewards since 2006. This Colonial Revival offers rare fusion of 18th-century authenticity and cutting-edge modern comfort. Designed for both grand-scale entertaining and intimate family life, this c1930, 7,894 sq. ft., Colonial Revival offers 6-bdrms & 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal dining room with its magnificent shell-carved cove, to original cabinetry with rare wood inlays, hand-carved bookshelves, a classic butler's pantry, multiple stately fireplaces anchor the formal living spaces. Enjoy panoramic views and privacy from the grand porch overlooking 4 pristine acres. a state-of-the-art kitchen featuring Wolf and Sub-Zero, and no expense spared Geo-Thermal heating/cooling.

500 Williams, Pittsfield

$599,000
3 Beds 1 Baths 73549125 MLS
Vacation all year round! This turnkey lakefront house offers modern comfort and a stunning view of Ashmere Lake. Tucked on the eastern cove side of the lake, it provides a more sheltered stretch of waterfront. The main level features two bedrooms with oak hardwood floors and individual heat pumps for customizable comfort. The kitchen is finished with granite countertops, soft close cabinetry, and a practical open concept layout. The 2nd floor offers additional living space for a bedroom or quiet lounging, with a lovely front facing view of the lake. Mechanical updates include a new hot water heater, electric service panel, heating panels located in both the full bathroom and the basement, as well as heat pumps in the main living area, the 2nd floor and in the bedrooms. A deck off the main level overlooks a sweet "daisy flower yard" which supports pollinators. Dip your feet into the lake off of your own private dock!

36 Tamarack Rd, Hinsdale

$599,900
3 Beds 2 Baths 73548488 MLS
Escape to the beauty of the Berkshires with this charming 3-bedroom, 2-bath retreat near Otis Reservoir! This inviting home features soaring vaulted ceilings, abundant natural light, a stunning stone fireplace, spacious bedrooms, a versatile loft, and a bright kitchen perfect for gathering. Relax on the front porch, enjoy evenings around the fire pit, and take advantage of the storage shed for all your outdoor gear. With deeded rights to Otis Reservoir, you'll enjoy easy access to boating, fishing, swimming, and year-round recreation. Currently operating as a successful Airbnb offering excellent income potential. Whether you're looking for a vacation getaway, investment property, or full-time residence, this home is a must-see. Please note: As an active short-term rental, all showings require confirmation. A group showing will be scheduled, with the date to be announced.

400 Pine Road, Otis

$395,000
3 Beds 3 Baths 73545078 MLS
Modern ranch home perched high above North Street offering views to the east and bordering the approximate 370,000 acre Appalachian trail on two sides! Enjoy direct access for hiking right off your property! Offering 3 bedrooms, 3 full baths and extremely nice mechanicals updated in recent years. The lower level consists of a one bay garage/storage area and a beautiful in-law accommodations. The location is ideal and convenient to all things Berkshire County from cultural, restaurants and attractions with Williamstown / North Adams only 10-16 miles to the north and Tanglewood in Lenox roughly 19 miles to the south. Fishing and boating in Cheshire Lake or Pontoosuc Lake and Jiminy Peak Ski resort within a short drive.

335 North St, Cheshire

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