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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.


19 Photos
ROBERTS & ASSOC. REALTY, INC
$819,000
3 BD | 2 BA
Residential - Single Family

Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include pool, tennis, clubhouse with fitness center. Centrally located to all Berkshire attractions and right around the corner from Pontoosuc Lake. HOA fee is $520.00 per month


19 Photos
ROBERTS & ASSOC. REALTY, INC
$819,000
3 BD | 2 BA
Residential - Condo/Townhouse

Great opportunity to design your 2000 sq ft free-standing condo home at Berkshire Country Meadows! This is one of only three remaining homesites in this established condo community. Select from a several floor plans with contemporary design, featuring one-level living. Primary suite, one-two additional bedrooms, central a/c, gas heat, screened porch, two car garage. On-site amenities include pool, tennis, clubhouse with fitness center. Centrally located to all Berkshire attractions and right around the corner from Pontoosuc Lake. HOA fee is $520.00 per month.


53 Photos
BISHOP WEST REAL ESTATE
$825,000
4 BD | 3 BA
Residential - Single Family

Set on over 3 acres abutting protected land, this Executive Ranch is the only single-level, ranch style home in the gated community of Woodmont Estates. 3,400 sq ft of expansive, easy living, featuring 4bd/2.5ba, a renovated primary bath, updated kitchen, and light-filled four-season sunroom w/ new Andersen windows. Designed for comfort & flexibility, the layout includes a private office, as well as a library w/ custom built-ins. Wide hallways & generously scaled rooms enhance the sense of space & accessibility. Enjoy sunrise views, a seasonal brook, beautiful gardens, & peaceful surroundings. Walkout lower level offers expansion potential. Natural gas heat, central air, central vac, radon mitigation, & major system upgrades already complete.


63 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$889,900
5 BD | 4 BA
Residential - Single Family

Pride of ownership reasonates through this disctinctive Georgian-style brick home proudly set atop a hill in this coveted enclave of stately residences. Live on this historic Crofut St. near the esteemed Pittsfield Country Club, BUpstreet Cultural District and is ideally just 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 over this long term owners' commitment to preservation and restoration. This prominent manor style home MAY BE coupled with the neighboring guest house featuring 3 bedrooms, 1 bath plus a first floor in-law bedroom suite and a 2 car garage, if one so chooses to accommodate extended family, friends or caregiver


3 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

12.84 Acres of Prime development Land. Ideal for possible Commercial and/or Residential projects. Close to Shopping and Transportation. Curb cut and some engineering done.


3 Photos
WILLIAM PITT SOTHEBY'S - GT BARRINGTON

LAND. 12.84 Acres of Prime Development Land. Abuts several Commercial Properties. High Traffic. Centrally located. Lot not cleared. Some engineering done.


78 Photos
STEEPLEVIEW REALTY - N. ADAMS
$975,000
3 BD | 3 BA
Residential - Single Family

Your dream oasis awaits! Nestled on 19.2 private, bucolic acres, this meticulously maintained 3-4 bedroom/3 bath log home is being offered with numerous upgrades, all within the past 3 years. 1st floor features an open floor plan with hardwood floors, vaulted ceilings, an abundance of natural light, along with the convenience of a 1st floor laundry and full bath. 2nd floor is home to a generous loft, spacious primary bedroom w/ensuite bath, 2 additional bedrooms and full bath. Entertain year-round on your new trex deck and throughout manicured grounds; enjoy N.E. winter nights fireside by your new gas fireplace and bluestone/cultured stone hearth! All representations are from the seller or public source; broker has not verified same. Recommended buyer independently verify all information.


70 Photos
LAMACCHIA REALTY, INC
$989,000
5 BD | 5 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.


79 Photos
LAMACCHIA REALTY, INC
$995,000
4 BD | 4 BA
Residential - Single Family

Welcome to one of Southeast Pittsfield's most coveted neighborhoods, where this exceptional Colonial seamlessly blends timeless elegance with modern luxury. Offering 4 bedrooms and 3.5 baths, the home showcases a simply stunning interior highlighted by a chef's kitchen with Omega cabinetry and commercial-grade appliances. Expansive windows bathe every room in natural light, creating effortless indoor-outdoor flow. Outside, unwind to unforgettable sunsets from the private backyard abutting Canoe Meadows, complete with a large wraparound deck, in-ground swimming pool, and pool house. The finished walkout lower level features a second kitchen, full bath, home gym, and generous recreation space ideal for teens, guests, or extended stays. A truly rare offering in an irreplaceable setting.


91 Photos
BISHOP WEST REAL ESTATE
$999,000
4 BD | 3 BA
Residential - Single Family

BE THE FIRST TO LIVE IN THIS HOME!!! This thoughtfully designed contemporary home offers quality construction, energy efficiency, and a rare opportunity for customization--without the lengthy build process. Built with comfort and performance in mind, the home features spray-foam insulation in the walls and attic, fiberglass insulation between floors, energy-efficient windows, and Central Air/Heat system. The walkout basement provides excellent potential for future expansion of living space. The builders are open to conversations with buyers regarding modifications and finishing details, allowing you to personalize the home to suit your needs while moving into a substantially complete, quality structure. Driveway and landscaping will be installed in early Spring 2026.


11 Photos
BISHOP WEST REAL ESTATE
$1,101,800
4 BD | 4 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 8.94-acre lot (MLS #248342), featuring a private well, installed septic system, underground electric, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. 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.


28 Photos
NOCHER REALTY
$1,200,000
14 BD | 14 BA
Multi-Family

14 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, and the Colonial Theater. Classic brick exterior and excellent off street parking. All units feature one bedroom and separate utilities. Coin-op laundry located on site for additional income.


77 Photos
STONE HOUSE PROPERTIES, LLC
$1,200,000

Commercial

Historic 9-Unit Bed & Breakfast | +/-10,560 SF on +/-0.33 AcresExceptional opportunity to own a beautifully maintained three-story historic bed & breakfast offering approximately 10,560 square feet on a +/-⅓-acre lot. Within walking distance to the downtown theater/business district. This well-appointed property features nine unique guest suites, each with private baths and kitchenettes, blending classic charm with modern amenities. Large parking lot in the rear of the property also offers a separate right of way directly onto East Housatonic St.Guests are welcomed through an elegant entry foyer, leading to inviting common spaces including a parlor, formal dining room, and fully equipped common kitchen. The first floor also includes two spacious guest suites.


38 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,200,000

Commercial

A rare opportunity to own a well-established and respected auto parts store and full-service mechanic shop in the heart of Pittsfield. Located in a high-visibility, high-traffic area, this centrally situated property offers convenience, strong customer reach, and excellent brand recognition built over many decades.With over 11,000 square feet of space, the property features ample off-street parking, multiple service bays, dedicated retail areas, and offices for clerical and accounting functions. This well-organized layout supports efficient operations across both parts sales and mechanical services, including inspections, diagnostics, and general repairs.


5 Photos
BERKSHIRE COUNTY REALTY
$1,299,000

Commercial

Large area behind temple for parking.Seller will install new roof.Full commercial kitchenElevatorSanctuary + several officesSeating for 300


20 Photos
WILLIAM PITT SOTHEBY'S - LENOX
$1,299,900

Commercial

Professional Light Industrial Office Park located in Central Berkshire County for ease and 7 mnute access to Major Routes 7 & 20 and Routes 8 & 9. Heavy Trucking Hauling, Ideal for Mail Distribution, Customer Service Offices & Entrance, Warehouse Space, Two Loading Docks, Room for Expansion on the Second Level. 23' -26' Ceiling Height. Refurbished Front End Office Space, Conference Room, Lunch Room, Private Offices, Conference Room, Employee Break Room, Mechanic Room in Warehouse. Redesign Options available for Individual Use upon Request. City Water,Sewer, Natural Gas. Rear Loading Docks, Reception Area, Bus Line and close to Major Routes for Ease of Transportation to Albany or Northhamptom 40 miles Pittsfield Amtrak Station 3.5 Miles.


14 Photos
STONE HOUSE PROPERTIES, LLC
$1,347,500
16 BD | 16 BA
Multi-Family

Excellent 8-Unit Investment Opportunity-5 minute walk to the Lake!Clean, well-maintained multifamily property featuring 8 total units with separate utilities. Each unit includes central A/C. Property offers private, dedicated parking for tenants. Prime location--just minutes from major hospitals, large employers, shopping, and public transit. High-demand rental area with strong occupancy history. Ideal for investors seeking turnkey income with upside potential. Great long-term hold in a desirable neighborhood.


33 Photos
BERKSHIRE HOMES AND CONDOS
$1,349,000
3 BD | 2 BA
Residential - Single Family

Easy living Ranch home on beautiful Onota Lake. Fantastic views of the Lake and Distant Berkshire Hills. Enjoy westerly sunset views from your expansive, manicured lawn and almost every room in the house. A quiet setting with comparable homes and easy access to all the Berkshires has to offer. Needs a little TLC, but well worth it for this sought after location and lifestyle. Hardwood floors refinished and interior recently painted.


68 Photos
STONE HOUSE PROPERTIES, LLC
$1,350,000
5 BD | 5 BA
Residential - Single Family

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5 private acres along prestigious Crofut Street, the estate offers 5 bedrooms and 5 baths, including twin primary suites ideal for hosting friends and family year-round. Gracious living and dining rooms, a peaceful sunroom, a cozy study, and a large eat-in kitchen with Viking range and butler's pantry combine period elegance with modern comfort. This turn-key estate is offered fully furnished and

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