95 Union Street offers a rare downtown Pittsfield infill land opportunity within the Downtown Creative District. The parcel is approximately 0.18 acres / 7,661 SF and is currently land only, with frontage on Union Street near the Center Street extension. Flexible DCD zoning supports a vibrant mix of potential uses, including arts and creative uses, retail, restaurant/food and beverage concepts, office, live/work, multifamily residential, studio/gallery, hospitality, and mixed-use redevelopment, subject to City review. A compact, well-located site ideal for an owner-user, investor, or developer looking to activate a visible downtown location in Pittsfield's growing arts, cultural, and commercial corridor.

Opportunity awaits! A mature apple tree greets you at the entrance, setting the tone for this spacious older home full of untapped potential. The property offers generous living space with room to reimagine the layout to suit your vision. Set on an approximate quarter acre lot, the yard provides plenty of room to garden, expand, or simply enjoy some outdoor space of your own. This home requires significant renovation from top to bottom, making it a strong fit for investors, contractors, or hands on buyers ready to restore character and build real equity. With good bones and a solid footprint, this is a rare chance to create something special in a convenient Pittsfield location. Bring your tools, your vision, and your work boots. This one is ready for a comeback.

Experience refined country living on this immaculate 2.14-acre estate parcel, mostly cleared prepared with an installed private well, 3 bedroom septic design and underground electric in place. There is an existing RDA plan approved which has expired and would need renewing for nearby wetlands on common land. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum 2,000 sq ft residences, two-car garages, and timeless neutral exteriors. An exclusive, estate-like setting for an exceptional custom home awaits. Additional Lots Available!

This immaculate two bedroom, two bathroom manufactured home offers comfortable living that includes a deck and shed that makes a great workshop.

Attention developers! This is a great opportunity to own two adjacent buildable lots totaling 2.34 acres near downtown In Pittsfield, zoned RM (High Density Multifamily Residential). The lot with Parcel ID:I100002301 has 1.32 acres. The lot with Parcel ID:I100002026 has 1.02 acres.

Experience refined country living on this immaculate 3.59-acre estate parcel, mostly cleared prepared with an installed private well, perc test/soil evaluation complete, and underground electric in place. A septic easement benefits the property via a neighboring parcel. The HOA provides driveway and common-land maintenance. The restrictions and covenants in place ensure lasting elegance: minimum 2,000 sq ft residences, two-car garages, and timeless neutral exteriors. An exclusive, estate-style setting for an exceptional custom home awaits. Possible owner financing available.

Build your Berkshire dream on this 5.68-acre parcel ideally located on a paved road just moments from Pittsfield State Forest. Offering a beautiful blend of privacy and accessibility, this property provides the perfect setting for a year-round home or weekend retreat. Enjoy easy access to miles of trails, hiking, biking, and outdoor recreation, all while being just a short drive to downtown amenities. With plenty of space to design and build, this is a rare opportunity to own land in a sought-after location surrounded by natural beauty.

Adorable Berkshire Bungalow! Perfect for downsizing or just starting out. A one bedroom, one bath home recently updated. Furnace new in 2021, HW 2024. Privacy screens on deck, look out onto private backyard. The enclosed front porch adds wonderful living space during the warmer seasons. Raised bed gardens are a wonderful for vegetables and flowers.

Seller is offering a 5-acre lot for separate sale from the 15-acre property. The 5-acre parcel does not include the installed electricity, driveway, or building pad, which are located on the 10-acre parcel.Also available with 15 acres MLS#248259

An excellent opportunity to build your dream home on over an acre of land with many of the major improvements already in place. This developed parcel is ready for its next owner, featuring power with meter and panel, city water connected with an on-site shutoff, and operable internet service. A milled blacktop driveway provides convenient access, and city-approved septic designs have already been completed, with a septic tank available to be included but not yet installed. Enjoy a convenient location close to local attractions, ski resorts, Onota Lake, Pontoosuc Lake, and all the natural beauty and beautiful scenery the Berkshires have to offer. With much of the preliminary work already completed, bring your vision and take advantage of this wonderful opportunity to create your dream home!

Sweet & Petite Cozy Colonial Centrally located and easily accessible, this charming 2-bedroom, 1-bathroom Colonial is ready to welcome its next owner. Enjoy peace of mind for years to come with recent improvements, including a new roof (2023), new boiler (2024), and an updated electrical panel (2024). Inside, you'll find a freshly painted interior and a refreshed bathroom (2024). Looking for a little extra flexibility? The lower-level bonus room offers great additional space for a home office or hobby room. Set on a manageable, low-maintenance lot, this home allows you to spend your weekends relaxing rather than doing yard work. Come see for yourself!

Welcome to 26 Crosier Ave--charming character meets creative opportunity! Nestled in the heart of Pittsfield, this delightful colonial-style home offers a bright, spacious layout with classic charm! With 3 bedrooms and 2 baths, cozy living room, a functional kitchen, and generously sized rooms filled with natural light. The unfinished third-level space whispers ''potential,'' while the off-street parking and sunny porch add convenience and curb appeal. While this home has been lovingly maintained, it does need some cosmetic refresh--think fresh paint, updated fixtures, and modern touches to let its personality truly shine.

A rare opportunity to acquire one of Pittsfield's most established and recognizable cocktail destinations. For more than a decade, Methuselah Bar & Lounge has served as a neighborhood gathering place known for its craft cocktails, themed events, live entertainment, and a loyal following. The sale includes a fully operational, turnkey business with an extensive inventory of owned equipment, transferable liquor license, a built-out bar, prep kitchen, walk-in cooler, commercial refrigeration, sound system, and POS infrastructure. Originally transformed from a nearly empty space through a substantial investment , the venue offers an inviting atmosphere that has become a fixture of Pittsfield's nightlife scene.

This Colonial style home features hardwood floors throughout. The property offers potential for buyers ready to personalize and update. A covered front porch welcomes you at the entry, and a three car attached garage off the back yard provides ample parking. The first floor includes a formal living and dining room, kitchen, den, and a bedroom with an adjacent full bathroom, creating the possibility for a main-level primary suite. Second level includes three bedrooms and another full bathroom. Large closets provide storage in multiple bedrooms. The location near Onota Lake positions this home within reach of outdoor recreation.

Experience refined country living on this immaculate 8.93-acre estate parcel, fully cleared and impeccably prepared with a private well, installed 4 bedroom septic system, underground electric tied in, and a 1,000-gallon underground propane tank. A proposed septic easement accommodates an abutting lot. The HOA provides driveway and common-land maintenance, with restrictions and covenants ensuring lasting elegance: minimum 2,000 sq ft residences, two-car garages, and timeless neutral exteriors. An exclusive, estate-like setting for an exceptional custom home awaits. Additional Lots Available!!! Owner financing available.

Two-family flat offering strong potential for investors or owner-occupants seeking rental income. Located close to town, this property features a 3-bedroom, 1 bath first-floor unit with a de-lead certificate that will soon be vacant and a 2-bedroom 1-bath second-floor unit that has been de-leaded but has no certificate and is currently on a month-to-month lease. An enclosed front porch adds charm and additional usable space, while the small yard keeps exterior maintenance manageable. Updates include a new roof in 2022, some vinyl replacement windows, updated plumbing and a new auto-fill system added to the boiler along with additional radiators in 2025. With solid income potential this property offers a practical opportunity for buyers looking for a multi-family investment.

Enjoy carefree condo living in this charming historic home, where timeless character meets modern convenience. Beautiful hardwood floors and thoughtful updates blend seamlessly with the home's original charm, creating a warm and inviting atmosphere. Nestled in a peaceful community, this unique property is just a short stroll from downtown dining, local shops, art galleries, and cultural attractions. A rare opportunity to own a home that perfectly combines charm, comfort, and convenience.

Unlock the potential in this spacious two-family property ideally located near Berkshire Medical Center, local schools, and downtown Pittsfield amenities. Perfect for experienced renovators and investors, this property offers tremendous opportunity to restore and build equity. The lower unit features two bedrooms and a well-designed kitchen with a functional layout, though the bathroom ceiling has sustained damage and will require repair. The upper unit is generously sized with four bedrooms and two full bathrooms, offering strong rental or resale potential once the cosmetic updates and plumbing repairs are completed. Priced below assessed value, this is a rare chance to add value, expand your investment portfolio, or complete a rehab project in a convenient in-town location.

*Accepting Back Up Offers* ''The Castle'' on Lincoln! Distinctive architecture and generous living spaces give this home incredible potential. The striking stone exterior, curved bay windows, second-floor balcony, hardwood floors, and vintage details create character that's hard to find. The spacious interior offers a flexible layout with an open connection between the living, dining, and kitchen areas. The second bedroom was in the process of converting two separate closets into one grandiose closet. Outside, the fenced yard provides plenty of room for gardening, entertaining, or creating a private urban retreat. Some renovation and finish work remain, making this an exciting opportunity for a buyer ready to bring their vision to a truly unique property! Roof was done in 2017