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41 Photos
LAMACCHIA REALTY, INC
$329,000
3 BD | 3 BA
Residential - Single Family

Lots of space to spread out. Come check out this centrally located Enormous 3 bedroom 3 bath home in Pittsfield. Tons of potential to convert it into a two family home and/or use it for your business. The first foor has an open space concept with large kitchen / Dining Room and grand living room area. the second floor has a primary suite, 2 large bedrooms and a full bathroom. The third floor is a finished space that can be used for a large rec-room or addtional bedrooms. The finished walkout basement adds even more livable space to this already oversized home.


52 Photos
BISHOP WEST REAL ESTATE
$450,000
4 BD | 2 BA
Residential - Single Family

Look no further, this charming farmhouse nestled on almost four acres is waiting foryou. Relax on the screened back porch or have morning coffee in the skylight drenched sunroom, you may view the wildlife that travels through the state forest, which borders the property. The home features a living room fireplace, skylights and sunroom, cedar closet and central vac. The grounds offer lots of privacy. Blueberry bushes, apple trees, raspberry bushes, dot the property. Plenty of space for an herb garden, flower garden, or vegetable garden. Although the original structures may have vanished, the signs in the town give us a tangible connection to the rich history of the area. One such sign is located on the property representing #9 School.


42 Photos
LAMACCHIA REALTY, INC
$509,900
4 BD | 3 BA
Residential - Single Family

Set on the shores of the beautiful Ashmere Lake this pristine condo is ready for you to move right in! This wonderfully maintained home offers 4 bedrooms & 3 bathrooms, a spacious screend in porch, two car oversized garage, finished basement amongst many others. As you walk in you are greeted by the high ceilings, and an open concept first floor. Floor to ceiling cabinets in the kitchen, first floor laundry, spacious primary suite with full bath on one side and 2 bedrooms & guest bath on the other side. The basement is nicely equipped with a large family room, bedroom and full bath. On the exterior a large deck and expansive rear yard with plenty of wildlife. The assocation offers an inground pool, pickle ball court, tennis court & deeded private beach access!


36 Photos
NON-MEMBER / RECIPROCAL
$615,000
4 BD | 3 BA
Residential - Single Family

Welcome to 304 Dalton Division Road in Pittsfield! This charming property blends country living with city access, set on over 6 acres of land offering privacy, outdoor space, and beautifully landscaped grounds. It includes three sheds, one a wood shed, for ample storage. The home features a mudroom, first-floor laundry, and a kitchen with quartz countertops and sliding doors to the backyard. The living room boasts a fireplace and wood floors, while the dining area opens to a four-season porch and back deck. Additional first-floor features include a den, half bath, and central vacuum. Upstairs, the primary bedroom includes an en-suite bath, with three additional bedrooms and a second full bath. The partially finished basement offers extra living space


50 Photos
BERKSHIRE ACCESS REALTY, INC
$630,000
6 BD | 4 BA
Multi-Family

MOTIVATED SELLERS! This delightful home on 1.3 acres with convenient access to Laurel Lake, Mass Pike, and NY Thruway boasts 6 total bedrooms and 4 total bathrooms. The main part of the home consists of gorgeous interior spaces tastefully renovated by a master craftsman including the renovated gourmet kitchen with handmade custom cabinetry along with 4 bedrooms, 2 full baths, 2 fireplaces, a screened rear porch, deck, and a front porch that is lovingly shared by 2 of the 4 bedrooms. The large and sunlit filled master bedroom enjoys private access to the screened rear porch. The impressive lower level boasts a spectacular Den with impressive custom woodwork throughout, a professional workshop, and two separate guest studio spaces with private entrances. A VERY RARE FIND!


56 Photos
LAMACCHIA REALTY, INC
$649,900
3 BD | 4 BA
Residential - Single Family

Nestled in one of Dalton's most desired neighborhoods, this stunning reproduction of a 300-year-old bowed roof Cape seamlessly blends timeless charm with modern living. Set on a 0.64-acre lot, this home features a beautifully updated kitchen with ample storage, perfect for culinary enthusiasts, new engineered hardwood flooring throughout the first floor and Offering three bedrooms with the potential for a fourth on the main level, this residence provides flexibility for various living arrangements. The first floor also includes a convenient half bath with laundry.A bifurcated staircase adds to the home's distinctive character, gracefully leading to the second level, where you'll find two bedrooms, a full bathroom, and a luxurious primary suite complete


72 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$799,000
5 BD | 4 BA
Residential - Single Family

Standing proudly on one of the loveliest streets in the Berkshires,this home is just a short distance to the Pittsfield Country Club,downtown Pittsfield & Lenox,and many Berkshire venues and cultural attractions. This classic Federal style Colonial has been meticulously renovated for the modern buyer with respect for maintaining its historic character with period details restored & preserved.The first floor,with wood floors throughout,is designed perfectly for entertaining.The large foyer leads to a living room with wood burning fireplace & sunrm/study; a dining room meant for gathering; full bathroom; & a chef's kitchen with custom cabinetry,granite counters,six burner gas stove,two dishwashers and a butler prep station.A majestic staircase leads to.....(CLICK ON ''MORE'' to read on)


30 Photos
BIRCH PROPERTIES
$925,000
4 BD | 4 BA
Residential - Single Family

Luxe Mediterranean-inspired Home in Private Woodmonte EstatesNestled within the exclusive enclave of Woodmonte Estates, this lovely Mediterranean-inspired home (1995) offers a seamless blend of elegance, warmth, and modern convenience. Set against the picturesque backdrop of Pittsfield State Forest, outdoor enthusiasts will delight in direct access to hiking, skiing, and nature trails, making this an ideal home for all seasons. Located on the west side of Pittsfield recently listed as one of the top 10 places to retire by Forbes Magazine, the home is close to the city's bustling downtown, schools, renown Barrington Stage Theater and all the year-round delights of life in the Berkshires.


37 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$995,000
3 BD | 3 BA
Residential - Single Family

Set atop a serene hill along a quiet, winding county road, this charming New England saltbox home perfectly blends classic elegance and modern comfort. Built in 1995 by a contractor as a spec project, the residence was customized to feature two spacious bedrooms, a cozy den that doubles as a ground-floor bedroom, three baths, a dining room that spills into the living room, an expansive great room that is ideal for both entertaining and everyday living, and tons of storage space throughout.A thoughtfully designed addition constructed in 2005 enhances the home's comfort-factor by introducing a bright and airy family room, a bonus space that could easily be converted to an exercise room, and a delightful second-floor artist's/craft studio.


41 Photos
EQUINE HOMES REAL ESTATE, LLC
$1,275,000
3 BD | 3 BA
Residential - Single Family

It's no wonder why this property is the home of Berkshire county's oldest elm tree! The abundant sunshine, quietude and peace would make anybody want to set down roots and stay a while. This light filled home has refinished wood floors throughout the main level. Kitchen has granite counters, ample cabinet space, pantry and large island. As part of the open floor plan there is a bright dining room and living room area that opens to an expansive composite deck. The great room has endless mountain views, river views and a welcoming fireplace. The lower level also has a main floor bedroom, laundry, office and lots of closet space. Upstairs is the spacious primary bedroom with private bathroom and exterior balcony overlooking horse pastures, rivers and mountains.


55 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,395,000
5 BD | 4 BA
Residential - Single Family

Executive colonial sited on over 1.3 acres bordering 17 acres of conservation lands. Hike off your property on Parsons Brook Conservation area or relax in your professionally landscaped backyard with fire pit, waterfalls, 35/70 yd tee boxes w/ synthetic putting greens and 18x36 inground saltwater pool and pool house w/ kitchen. The expansive main residence offers a balance between open concept entertaining, yet offering quiet, cozy areas when needed. Bonus spaces include a 4-season sunroom, home gym, media room and for the ultimate in game day gatherings, the third floor has an expansive entertainment room with custom 8-person wet bar, three tv's, and pool table. High level technology with Solar, 17kw backup generator, 52 speakers in/out Sonos system and whole property security system


66 Photos
KEMPF-VANDERBURGH REALTY CONSULTANTS, INC.
$1,395,000
4 BD | 4 BA
Residential - Single Family

PRICE IMPROVEMENT! Welcome to your dream oasis! Nestled at the end of a tranquil cul-de-sac, this sprawling home offers everything you have been searching for! This gorgeous upscale property boasts breathtaking gardens, mountain views and a serene creek that creates a private retreat like no other. Enjoy summer days lounging by the sparkling built-in swimming pool and chilly fall evenings relaxing in the hot tub in your meticulously maintained outdoor space. You will look forward to the heron that flies overhead daily to visit the creek and the deer that come to shake some apples from the trees. An amazing place to relax at the end of the day!


34 Photos
STONE HOUSE PROPERTIES, LLC
$1,475,000
4 BD | 6 BA
Residential - Single Family

A grand two-story foyer with a beautifully crafted staircase welcomes your entrance to this stately home. The spacious rooms are bathed in natural light. Wonderful details include two fireplaces, French doors, butler's pantry, back staircase, beautiful wood floors. Large eat-in kitchen and formal dining room. Gracious back porch off the family room looks out to the lovely meadow and woods. Impressive second floor balcony with lovely sitting area. Primary suite with office (could be a 5th bedroom). Second floor and lower-level laundries. Finished lower level with 3 additional rooms and full bath. Walk to all that Shakespeare and Company has to offer. Restaurants, shopping, Canyon Ranch, Miraval, hiking and more are only mere minutes away.


45 Photos
Compass Massachusetts, LLC
$1,695,000
4 BD | 4 BA
Residential - Single Family

Nestled in East Mountain State Forest on a private road yet minutes from downtown and Ski Butternut, this meticulously maintained home is move-in ready. A heated sidewalk leads to a foyer mudroom with radiant heat. Cathedral ceilings with a wood-burning fireplace and large windows in the living room, overlooking a wonderful patio with a fire pit. An open kitchen with eat-in granite counter, formal dining room, screened porch with additional gas fireplace; powder room, two ensuite bedrooms plus an additional bedroom upstairs; another ensuite bedroom at garage level, with a laundry room and huge basement storage space. Two-car attached garage, HVAC system plumbed for oil, propane, or solar. Hike miles of wooded trails accessible from the back yard. Some furnishings are available separately.


51 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$1,795,000
5 BD | 4 BA
Residential - Single Family

Delicately sited at the end of your 1,100+ foot approach meandering through forestlands until the tree tops open to blue skies and breathtaking views that stretch to the east for morning sunrises and to the north for views of Mt Snow! This custom-built masonry style colonial home has been updated in recent years with a spectacular designer kitchen, mechanicals and so much more. Sun-drenched spaces throughout pull the outdoors in and afford a retreat not often found this close to the Five College area and major corridors for easy access to many points north, south west and certainly east to Boston in less than 2 hours. Enjoy 5 bedrooms, 3.5 baths set on 17 acres backing up to a staggering 4,880+ protected forestlands. Truly unique in every way and ready for its next steward.


75 Photos
NOCHER REALTY
$2,399,990
6 BD | 6 BA
Residential - Single Family

Discover Stevens Lake! This incredible property offers you a lifestyle that is unmatched in the modern world. The residence is perched overlooking the lake to experience spectacular sunrises. Entering from the garage there is a mud/laundry room which opens to the kitchen fit for any Chef. The kitchen features granite counters, Subzero and Viking appliances, a large pantry with an additional fridge. Expansive back deck and screened in patio area. Relax in the new jacuzzi tub overlooking the lake! Massive great room with cathedral ceilings and wood burning fireplace, primary suite and guest suite on the main level. Formal dining room takes advantage of afternoon light. Upstairs are three more bedrooms, a Jack and Jill bath and a full bathroom.


61 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,500,000
4 BD | 5 BA
Residential - Single Family

The ULTIMATE LIVE-WORK-PLAY RETREATStep onto a property as striking as the Berkshires themselves--where innovative design meets natural splendor, creating an extraordinary canvas for your ideal lifestyle. The 13,738 sq ft retreat fondly known as ''The Factory'' spans 5+ acres with views of rolling hills & protected fields. 10,000 sq ft of versatile commercial and creative space below and flanked by 3,000-sq ft of stunning living spaces that seamlessly blend design, sophistication, comfort. From the glass walls that open to sweeping views, to its bespoke kitchen or design forward guest suite, every inch has been crafted to inspire. Host gatherings on the spacious screened deck, unwind by the 360 glass fireplace, find solitude in the ''Tower'' - and redefine living, creating, & thriving.


65 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$2,750,000
7 BD | 6 BA
Residential - Single Family

Great Barrington Compound! Custom built salt box home situated the end of a town dirt road on 32 acres. Bear Town State Forest abuts the property. Heated gunite pool and stunning view of Monument Mountain. Enjoy established gardens including an apple orchard, lilies, peonies, etc. Main house with living room, library, dining room, eat in kitchen, laundry, two powder rooms, attached two car garage. Amenities include a screen porch, 4 wood burning fireplaces, wood floors and views! Second floor with 4 bedrooms, 2 baths, large primary bedroom with views, third floor with two additional bedrooms and full bath. A finished lower level for gym, ping pong, screening room. New oil -fired boiler and HWH Free standing 3 bdr. caretaker house A little piece of heaven!


93 Photos
LANCE VERMEULEN RE, INC
$4,200,000
5 BD | 7 BA
Residential - Single Family

Discover unparalleled luxury and serenity in this extraordinary 5-BR, 7-BA estate nestled in the heart of New Marlborough. Spanning over 6,000 square feet, this stunning residence is set on expansive grounds, 70+ acres, featuring a harmonious blend of wooded areas, open fields & distant mountain views. Designed by renowned architect Allan Shope, this architectural masterpiece is an uplifting retreat, seamlessly integrating modern design with nature's beauty. The home's thoughtful design takes full advantage of the sloping hillside, offering dramatic views from every angle. Inside, you'll find meticulous attention to detail, from the finest materials to timeless craftsmanship. The modern open floor plan flows effortlessly, with an indoor lap pool for year-round enjoyment.


69 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON
$5,500,000
6 BD | 7 BA
Residential - Single Family

AUCTION BIDDING OPEN! Bidding ends March 1st, 2025. Previously Listed $9,995,000. Current High Bid $5,500,000. Showings by Appointment. In the heart of the Hudson Valley, this expansive 133-acre estate Near Copake Lake, New York, epitomizes luxury and refinement. The property boasts serene water frontage on the 46-acre Chrysler Pond, lush woodlands, and farm facilities, all offering breathtaking mountain vistas. The handcrafted six-bedroom lodge, constructed with timber from British Columbia, spans over 8,000 square feet, featuring a chef's kitchen, an elegant dining room, and a grand living area with a commanding fireplace of local stone and vaulted beamed ceilings. Additional amenities include a breakfast nook, sunroom, outdoor kitchen, and a spa jacuzzi overlooking the Berkshire



  

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