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Currently listing 874 sales properties. |
| Found 92 Listings | Sort: |
6 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$1,000
Commercial This new commercial property offers 2 available units for lease, 700 sp ft per unit, easy access, visibility to road, radiant heat, security cameras, fiber optics, 3 phase power, custom buildout options like mezzanine, bathroom or kitchen potential, lease 1 or both spaces, unlimited potential. Need more space, an additional 11 units are planned for this facility. |
20 Photos BERKSHIRE BUYER BROKERS |
$235,900
2 BD |
2 BA
Residential - Condo/Townhouse Coveted end unit with vaulted ceiling, deck and western views to private pool and hills beyond. Two full baths, garage, high quality window treatments, light fixtures and ceiling fan. Dramatic stone fireplace with Pellet stove. Flower garden. Very desirable unit in a safe, quiet, beautifully maintained association! |
21 Photos Compass Massachusetts, LLC |
$250,000
Commercial Discover an incredible opportunity with this historic post-and-beam building, showcasing stunning original charm and character. Built in 1820, this structure was originally established as a Methodist church, proudly serving the community for many years. It later became the town's Grange Hall, a center for local gatherings and events, and is now home to a skilled craftsman's workshop, teeming with creativity and craftsmanship.Nestled in a quaint, idyllic country village, this property boasts a prime location just minutes from from Great Barrington. Imagine the possibilities as you transform this architectural gem into a business or residence.ALL HEAT AND ELECTRIC ARE CURRENTLY DISCONNECTED. BEING SOLD AS IS. EXTERIOR OF BUILDING IS PROTECTED. CHANGES SHALL BE APPROVED BY THE TOWN. |
9 Photos THE KINDERHOOK GROUP - PITTSFIELD |
$250,800
1 BD |
1 BA
Residential - Condo/Townhouse Live in a stylish renovation of an important historical building. Spacious rooms with high ceilings, exposed beams but up to date amenities. High quality fixtures and fittings. Walk in closet. In unit washer, dryer and storage. Sunny southern exposure. Building has natural gas heating, high tech a/c. Roof deck with great views of Pittsfield and a well appointed gym. Must be seen. |
16 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$275,000
Commercial Dorothy's Estaminet, a prominent Bar and Restaurant in the heart of downtown is available for individual purchase. 15 Tables, Full Bar and Large Commercial Kitchen. All turn-key and ready to reopen. Additional space may be availble. *Sale is for the business, fixtures, furniture and equipment only-does not include real estate. Sale subject to approval by Landlord. |
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16 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$275,000
Commercial Dorothy's Estaminet, a prominent Bar and Restaurant in the heart of downtown is available for individual purchase. 15 Tables, Full Bar and Large Commercial Kitchen. All turn-key and ready to reopen. Additional space may be availble. *Sale is for the business, fixtures, furniture and equipment only-does not include real estate. Sale subject to approval by Landlord. |
11 Photos LANCE VERMEULEN RE, INC |
$375,000
Commercial What an incredible opportunity! This is a successful, turn-key business for someone looking to own their own liquor store. Trotta's Fine Wine and Spirits offers great exposure and parking. Inventory not included. |
25 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$375,000
4 BD |
2 BA
Residential - Single Family Spacious and adaptable, this Pittsfield home offers exceptional flexibility for today's lifestyle. The first floor features a sun-filled living room with hardwood floors and a bay window, a generous kitchen with an island and large dining area, and a mudroom with convenient first-floor laundry. A full bath and two bonus rooms on the main level provide versatile options for home offices, guest space, or additional bedrooms, allowing for the ease of one-level living if desired. Upstairs, a large landing creates the perfect spot for a home office or play area, while the primary bedroom boasts a walk-in closet and private exterior balcony. Three additional bedrooms and a full bath complete the second floor. Outside, enjoy a fenced-in backyard, one-car garage, solar panels, and |
34 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$375,000
Commercial INVESTMENT OPPORTUNITY. BEAUTIFULLY-MAINTAINED PROFESSIONAL BUILDING FOR SALE. PHYSICIAN, DENTIST, ATTORNEY, ARCHITECT, ENGINEER, ACCOUNTANT OR OTHER PROFESSIONAL OFFICE USE. Centrally located in high-traffic area. Ample private off-street parking in rear, handicap accessible. Features employee kitchen and break room. Six private offices and large conference room configured to support cable and fiber. Convenient storage in dry basement and full walk-up finished attic. |
44 Photos BARNBROOK REALTY, INC. |
$439,000
6 BD |
3 BA
Residential - Single Family *Brand new roof January 2026* Beautifully renovated multi-use building has multiple possibilities. From office space, Dental or Medical offices to Residential. Centrally located and just minutes to downtown Pittsfield and all Berkshire cultural venues. This fabulous building has been updated with modern amenities and chic decor! This property offers an enormous kitchen area with washer & dryer, 6 bedrooms, 3 full baths, 4 fireplaces and oversized spaces that flow from one room to the next. Superb for entertaining large groups! Flooded with natural light. Original hardwood flooring and quality craftsmanship throughout. New mechanicals & electric.Nothing to do but move in! Has outstanding Rental history as well! Ample private parking in rear of building.Being sold completely turnkey. |
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2 Photos BLOOMBERG REALTY, INC. |
$459,000
Commercial Yes, the Jim's House of Shoes building is for sale! Great location in the heart of North St, downtown Pittsfield. 4 large front display windows, 3 entrances and exits, full, usable 5,500 sq. ft. basement with inside access. Start a business here; move a business here; be part of Pittsfield's rejuvenation! |
44 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$499,000
Commercial Dottie's Coffee Lounge & Dorothy's Estaminet, a beloved staple in the heart of Berkshire County, is now presenting a rare opportunity for new ownership. Renowned for its commitment to sustainability and locally sourced offerings, this legendary establishment has served as a community hub for food enthusiasts, coffee connoisseurs, and art and music lovers alike. This ethos has cultivated a loyal customer base and contributed to a sustainable community that values the connection between local produce, culinary excellence, and culture. This is more than a business transaction; it's a chance to carry on a legacy that has been an integral part of Berkshire County's fabric. *Sale is for the business & fixtures only-does not include real estate. |
44 Photos WILLIAM PITT SOTHEBY'S - LENOX |
$499,000
Commercial Dottie's Coffee Lounge & Dorothy's Estaminet, a beloved staple in the heart of Berkshire County, is now presenting a rare opportunity for new ownership. Renowned for its commitment to sustainability and locally sourced offerings, this legendary establishment has served as a community hub for food enthusiasts, coffee connoisseurs, and art and music lovers alike. This ethos has cultivated a loyal customer base and contributed to a sustainable community that values the connection between local produce, culinary excellence, and culture. This is more than a business transaction; it's a chance to carry on a legacy that has been an integral part of Berkshire County's fabric. *Sale is for the business & fixtures only-does not include real estate. |
40 Photos SIGNATURE ASSOCIATES |
$499,500
2 BD |
2 BA
Residential - Condo/Townhouse Birchwood Village in Lenox! Conveniently located near the center of Lenox, Tanglewood and Miraval. This home offers two upstairs bedrooms, a great room with vaulted ceilings and a fireplace, a large kitchen/dining space, walk out flex space downstairs, deck and an attached garage. |
35 Photos BARB HASSAN REALTY, INC |
$499,900
3 BD |
2 BA
Residential - Single Family This lovely homestead, set on 14+ acres offers the perfect blend of open fields, wooded surroundings, and a meandering brook--ideal for enjoying the outdoors in every season. Walk, hike, snowshoe, sled, ski or simply relax & take in the natural setting.Built in 1991, this bright & inviting home features new laminate flooring installed in November 2025 and classic 8-over-8 windows that fill the space with natural light. The generously sized kitchen offers ample cabinet storage and countertop space, making it both functional and welcoming.The main living area is complemented by a comfortable den, separated by pocket doors, with an adjacent bathroom for convenience. Upstairs, you'll find three well-proportioned bedrooms, including a primary bedroom with an en-suite bathroom |
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36 Photos COHEN & WHITE ASSOCIATES |
$575,000
3 BD |
3 BA
Residential - Single Family This Contemporary Ranch offers easy living with interesting open common spaces and all three bedrooms and two and a half baths on the main level. The expansive kitchen with European styling, giving you the washer & dryer in this space for convenience. It has wonderful storage, a generous center island that is open to the dining area and the living room. Enjoy the amazing deck with the bonus amenity of a hot tub adding lovely ambiance surrounded by 3 + acres of tranquil nature. This home has an impressive 4 bay garage, 1 leads into a large workshop, 3 additional bays for winter parking or vintage car storage. A large open basement that is partially finished contributes to the open space this property offers. The solar panels are owned and working effectively. |
45 Photos PAULA MCLEAN REALTORS INC. |
$575,000
3 BD |
2 BA
Residential - Condo/Townhouse Welcome to South Pond Farm Condominiums, a serene waterfront community nestled on the shores of Richmond Pond. This beautifully maintained residence offers effortless living with the perfect blend of privacy, comfort, and natural beauty.Enjoy woodland views, an inviting interior, and access to exclusive community amenities -- including a private beach, tennis, pool, and walking trails. Whether you're seeking a peaceful year-round home or a Berkshire getaway, South Pond Farm is your invitation to relax, unwind, and live surrounded by nature's finest.Experience lakeside living at its best -- just minutes from Tanglewood, Lenox, and the cultural heart of the Berkshires. |
35 Photos STONE HOUSE PROPERTIES, LLC |
$575,000
3 BD |
3 BA
Residential - Single Family Welcome to this stunning one level living, 3 bedroom, 3 bathroom home on a serene 4 acre lot. Designed for comfort and style, it features a bright first floor living area with large picture windows and a charming fireplace. The spacious kitchen offers a skylight, breakfast nook, and access to a screened porch perfect for relaxing. Cherry Floors flow throughout (except the kitchen and baths), and the large dining room is ideal for entertaining. Enjoy a generous deck, two car garage, brand new Buderus Boiler, and new air conditioning system.This Berkshire escape could be yours to enjoy and is minutes from Tanglewood, Norman Rockwell, Chesterwood, Berkshire Theatre, and minutes to the charming towns of Stockbridge, Great Barrington, Lee, Lenox, West Stockbridge! |
34 Photos HOUSATONIC REAL ESTATE |
$589,000
4 BD |
4 BA
Multi-Family
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30 Photos HOUSATONIC REAL ESTATE |
$589,000
Commercial Welcome to a rare opportunity to own or rent a thriving commercial business that has been family owned and operated since 1966. This unique property offers a range of possibilities, including a full-service auto garage, an auto shop with a two-bay garage, and two separate apartments for rental opportunities. With ample storage for up to six cars and additional parking, this property is a dream come true for entrepreneurs and investors alike. As you step onto the premises, you are immediately greeted by a sense of history and longevity. For over half a century, this gas station and auto service center has been a trusted resource for the local community. |
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