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43 Photos
BISHOP WEST REAL ESTATE
$583,000
3 BD | 2 BA
Residential - Single Family

Enjoy Pontoosuc Lake views year round in this peaceful Lanesborough home with walkable lake access! Thoughtfully updated throughout, this move-in-ready 3 BR, 2 Full Bath home offers additional flex space with a first floor bath to suit your needs. The large lot with patio & firepit are excellent for entertaining, while leaving plenty of yard space for gardening & other hobbies. Ideally located, you'll also be just minutes from some of the Berkshires' most popular ski areas, easy access to hiking, golf, pickle ball, shopping, dining, and the world-class arts & cultural attractions that make the Berkshires such a special place to call home.


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$584,900
4 BD | 4 BA
Residential - Single Family

OPEN HOUSE CANCELLED! Experience the perfect blend of professional utility and luxurious comfort at 1 Almon Ave., a beautifully constructed and impeccably maintained retreat located in a BG-zoned area. This home offers an exceptional opportunity for those looking to operate a business or maintain a home-office setup without sacrificing lifestyle quality. The main residence provides four spacious bedrooms, including a convenient first-floor bedroom w/ a walk-in closet, complemented by four full bathrooms. At the heart of the home, the gourmet kitchen showcases custom hickory cabinetry paired with solid granite countertops. The second floor--which, along with the stairs, will feature new carpet--includes three additional bedrooms, a family room, a full bath with laundry, and a


3 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$585,000
4 BD | 3 BA
Residential - Single Family

Build to suit. This new ranch construction modular home offers an open concept on a double lot. The home features sun-filled spaces with an open floor plan that is designed to capture Pontoosuc lake and mountain views from the dinning, living & primary bedroom. 4 bedrooms 2.5 baths. Lower level ready for additional finished space. Purchase as specked or chose upgrades to finish home to your desires. Lake access available within walking distance. Building plans available at request.


24 Photos
HOUSATONIC REAL ESTATE
$615,000
4 BD | 2 BA
Residential - Single Family

'ON THE HILL' Cozy 4 bedroom 1925 Cape, OPEN HOUSE JULY 25, Saturday 2:00-3;30 WALK TO CENTER OF GREAT BARRINGTON AND LAKE MANSFIELD. Living room with mini split, custom built in cabinets in dining room, Large primary bedroom with mini split, large family room, OPEN FRONT PORCH WITH VIEWS. BACK YARD PATIO FOR COOK OUTS. Attached 1 car garage, TOWN WATER AND SEWER. So much charm, house needs updating. DONT MISS THIS GEM !!


62 Photos
STONE HOUSE PROPERTIES, LLC
$625,000
5 BD | 4 BA
Residential - Single Family

Beautifully tucked away in one of Pittsfield's most established neighborhoods, this stately 5-bedroom, 5-bath home is a rare offering filled with warmth, character, and endless potential. From its gracious proportions to its timeless architectural details, this is a home that makes a lasting impression. Sun-filled living spaces, generously sized rooms, and a thoughtful layout provide the perfect balance of elegance and everyday comfort. Whether you're gathering with family, entertaining friends, or simply enjoying a quiet evening at home, there's room for every occasion. Rich in original character and beautifully maintained, this home also offers an exciting opportunity for its next owner to add their own style and create something truly extraordinary.


64 Photos
STONE HOUSE PROPERTIES, LLC
$649,900
3 BD | 3 BA
Residential - Single Family

Just over the hill from Tanglewood, down a quiet country road, this year-round Richmond retreat blends privacy, rustic character, and expert craftsmanship. The heart of the home is the vaulted great room, where exposed beams, a loft balcony, and a wood stove create a warm gathering space that flows seamlessly into a beautifully crafted three-season porch with interchangeable glass and screen panels overlooking the woodland. Thoughtfully designed to preserve the home's original rustic charm, the spacious primary suite is a private retreat featuring vaulted ceilings, a sitting area with a gas stove, an ensuite bath with a soaking tub, and laundry. Wraparound decks further extend the living space outdoors, embracing the natural landscape. The walk-out lower level provides excellent storage


86 Photos
Lamacchia Realty, Inc. - Dalton
$690,000
4 BD | 2 BA
Residential - Single Family

Beautiful early 1900's colonial farm house with deeded agricultural and horticultural rights offering 2,104 sq ft of classic charm on a picturesque 2.3-acre lot. This spacious 4-bedroom, 2-full-bath home is close to the state forest with access to mountain biking and hiking trails. The main level includes a bright living room, formal dining room, and a generous kitchen with great storage. High ceilings, original details, and large windows bring warmth and character throughout. Upstairs are four well-sized bedrooms and a second full bath, plus bonus unfinished space in the attic ideal for an office, studio, or playroom. Enjoy the expansive private yard with pastoral views and a pond. The back deck is perfect for outdoor dining or relaxing. Very private but also close to downtown.


61 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$699,900
4 BD | 3 BA
Residential - Single Family

Gracefully situated on a gentle sloping hillside street this distinctively designed multi-level home offers distant and seasonal Berkshire mountain views. Abutting the rolling meadows of Arrowhead, Melville's historic home and grounds, you can embrace the vast privacy, open land and natural beauty much like the famed author. Surrounded by artfully designed gardens, this architecturally refined residence is a private enclave offering 4-5 bedrooms, 3 full bath, masterfully landscaped set on 1.5 acres with unique tree selection, blooming shrubs and pollinator flowering perrenials. Just 10 minutes to the culture, cuisine and art offerings of Lenox especially the sounds of Tanglewood. Minutes to all that is Berkshire while being immersed in renowned peacefulness.


68 Photos
COMPASS MASSACHUSETTS , LLC GB
$735,000
4 BD | 3 BA
Residential - Single Family

This move-in-ready 4-bedroom, 2.5-bath Colonial in Southeast Pittsfield sits on over half an acre and blends classic charm with thoughtful updates. The welcoming chefs kitchen opens to a screened porch and flows into a generous dining room with built-in cabinetry, perfect for everyday living and entertaining. A light-filled living room anchored by a wood-burning fireplace creates a warm and inviting gathering space. Upstairs offers four comfortable bedrooms, two full baths, a large cedar closet, and abundant storage. A two-car garage and partially finished basement with a second wood-burning fireplace complete this exceptional home. Outside, the professionally landscaped, fully fenced backyard offers exceptional privacy and outdoor living space.


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

Don't miss this hard to find single floor living opportunity in the highly sought after town of Stockbridge. Offering nearly 2500 sq ft of thoughtful living space, this 3 bedroom, 2 full bath home blends main level convenience and genuine rustic warmth and modern versatility. Inside the home features multiple cozy heat sources for New England winters, including a classic wood burning fireplace as well as two seperate wood stoves. Outside, the property sits on almost 6 acres of private land just 3 minutes from downtown Stockbridge. Open lawn areas offer plenty of room for vibrant flower beds, rich vegetable gardens, or custom outdoor entertaining spaces. Complete with an oversized garage providing ample room for vehicles, storage or workshop. Close to everything the Berkshires offer.


7 Photos
BISHOP WEST REAL ESTATE
$789,900
3 BD | 2 BA
Residential - Single Family

To Be Built - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 2.14-acre lot (MLS # 248343), featuring a private well, 3-bed septic design, and underground electric. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.


58 Photos
COMPASS MASSACHUSETTS , LLC GB
$799,000
4 BD | 5 BA
Residential - Single Family

Set in a peaceful West Pittsfield neighborhood, 35 Meadow Ridge is a sophisticated contemporary home with spacious thoughtfully designed living. Soaring 12 foot ceilings and cherry hardwood floors welcome you inside. The main level features a family room with built-ins, living room with gas fireplace, dining room, eat-in kitchen and access to the outdoor deck. The second floor offers an expansive primary suite, 2 additional bedrooms, 2 full baths, and flexible fourth room for use as bedroom, den or gym.A finished walk-out basement includes a family room and ensuite bedroom adding valuable space. This versatile home offers exceptional comfort and flexibility.Moments from Pittsfield State Forest, Onota Lake, downtown dining and short drive to Tanglewood. This is Berkshire living at its best!


62 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$799,900
5 BD | 3 BA
Residential - Single Family

Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character boasting five bedrooms, two and half baths thoughtfully improved by this long term owners' commitment to preservation and restoration. This prominent manor style home MAY BE coupled with the neighboring Little Red Guest House with 3 bedrooms, 2 bath, first floor in-law suite and 2 car garage to host family, friends. Enjoy carefree ownership central to all that is Berkshire!


11 Photos
BISHOP WEST REAL ESTATE
$814,900
3 BD | 2 BA
Residential - Single Family

To Be Built Home - Create your custom, energy-efficient, low-maintenance home with flexible floor plans! Photos, prices, and layouts are for display only and subject to change with market and site conditions. Plans may be modified, changed and repriced. You'll select all colors and most finishes for a fully personalized build. Home price includes the 3.59-acre lot (MLS # 248344), installed private well, perc test/soil evaluation complete, and underground electric in place. Lots may be purchased separately. HOA maintains driveway and common land. Covenants require a minimum 2,000 sq. ft. home with two-car garage. Taxes shown are for land only.


61 Photos
MOCKINGBIRD REAL ESTATE
$850,000
3 BD | 2 BA
Residential - Single Family

Wake up to breathtaking panoramic waterfront views & end every day with spectacular sunsets from this exceptional ranch offering approx. 170' of waterfront frontage.This well-maintained home features 3 bedrooms, 2 full baths & an inviting open layout designed to showcase the stunning scenery.The sunroom, with walls of glass sliders, opens to an expansive deck-perfect for entertaining, relaxing or simply enjoying the peaceful waterfront setting.Inside, a beautiful stone gas fireplace creates a warm focal point, while radiant heat in the upper level & basement floors provides year-round comfort.Additional features include central a/c, new windows throughout & a walkout basement offering easy access to the outdoors & possibility of an ADU. The business zoning provides added flexibility for


69 Photos
Lamacchia Realty, Inc. - Dalton
$899,000
5 BD | 4 BA
Residential - Single Family

Set within one of the Berkshires most coveted communities, 9 Eastbrook Lane is a masterclass in refined living, where thoughtful design meets impeccable care. Beautifully and intentionally sited, this distinguished residence offers 5 bedrooms, 3 full and 2 half baths across a gracious, light-filled layout designed for both elegant entertaining and everyday comfort. The stunning kitchen showcases rich maple cabinetry, a premium Viking range, dual refrigerators and exceptional workspace, perfectly suited for the discerning cook. The renovated primary bathroom evokes a true spa experience, blending luxury and serenity with timeless finishes. Every detail has been meticulously maintained, from the seamless indoor-outdoor flow to the expansive Trex decking ideal for al fresco gatherings.


56 Photos
Lamacchia Realty, Inc. - Dalton
$899,000
4 BD | 4 BA
Residential - Single Family

Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate first floor office with French doors for privacy. The first-floor primary suite boasts a walk-in closet and en suite bath while the walkout lower level expands the living space with a generous family room, two additional bedrooms, full bath and private patio. With 4 bedrooms, 4 full baths, and exceptional space throughout, this home is simply gorgeous and ready to enjoy. Clubhouse, pool, tennis.


56 Photos
Lamacchia Realty, Inc. - Dalton
$899,000
4 BD | 4 BA
Residential - Condo/Townhouse

Move right into this stunning single-family home at highly desirable Berkshire Country Meadows. Nearly new and impeccably maintained, this spacious home offers the ease of condominium living with the feel of a private residence. The open-concept design features a beautiful kitchen, dining area, and living room with a cozy gas fireplace, perfect for entertaining or everyday living, and a separate first floor office with French doors for privacy. The first-floor primary suite boasts a walk-in closet and en suite bath while the walkout lower level expands the living space with a generous family room, two additional bedrooms, full bath and private patio. With 4 bedrooms, 4 full baths, and exceptional space throughout, this home is simply gorgeous and ready to enjoy. Clubhouse, pool, tennis.


37 Photos
LAMACCHIA REALTY, INC
$910,000
4 BD | 2 BA
Residential - Single Family

Welcome to life on beautiful Pontoosuc Lake, where breathtaking sunrise views and year-round waterfront living await. This charming, move-in-ready home offers the perfect combination of comfort, thoughtful updates, and low-maintenance living in a truly special lakefront setting. The open and airy living room features soaring vaulted ceilings, expansive windows that capture stunning lake views, abundant natural light, and a cozy gas fireplace, creating a warm and inviting space to relax or entertain. The well-designed floor plan includes spacious first-floor bedrooms with generous walk-in closets, updated bathrooms, newer flooring, Anderson windows, skylights, and multiple heating zones for added comfort.


73 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,099,900
5 BD | 6 BA
Residential - Single Family

Live, Love, & Play in Blythewood Estates priced favorable $250,000 less than assessed value for a quick sale to allow you enjoyment this beautiful Berkshire season. A private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills while creating lasting memories. This stunning 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42 manageable acres with sweeping meadow views nestled perfectly to create peace in nature while centrally located minutes to the culture, arts, museums, eclectic dining and central to Tanglewood and The Clark Art. Three levels of living create a blend of fun and entertainment with a degree of separation on levels. First floor offers one level easy living with a dramatic two story primary bedroom suit

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