756 properties for sale in Pittsfield city, Berkshire County Massachusetts

Spacious and inviting 4-bedroom, 3-bath home offering comfort, efficiency, and great indoor-outdoor living. Beautiful wood floors run throughout the main living areas, adding warmth and character. The private primary suite features its own bath and sliding doors leading to a deck that overlooks a fully fenced backyard-perfect for relaxing or entertaining. Enjoy the added bonus of a covered patio and a handy storage shed for all your outdoor needs. The partially finished lower level provides flexible space for a home office, gym, or recreation area. Energy-saving solar panels help keep electric costs down,and the convenient close proximity to the lake makes this home as practical as it is appealing

Spacious Southeast Pittsfield Ranch with great bones and endless potential! Generous room sizes and a thoughtful layout provide a wonderful foundation for additional updates that will make this home your own. A brand-new furnace offers added peace of mind, while the unfinished basement is ready for your vision, whether additional living space, a workshop, or recreation area. Outside, you'll find a dreamy backyard with exceptional privacy, perfect for relaxing, entertaining, or gardening. The property's strong fundamentals, desirable location, and setting make it an outstanding opportunity! Dog lovers will delight in nearby Kirvin Park with it's babbling brook and hiking trails just a half mile away

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer

Move right into this beautifully updated Colonial on a quiet, tree-lined street! Thoughtfully renovated and lovingly maintained, this charming home is truly turnkey. Enjoy peace of mind with a new roof and new sewer line, along with a stunning new kitchen featuring stone countertops, upgraded stainless steel appliances, soft-close cabinets and drawers, and abundant workspace. The inviting floor plan is perfect for both everyday living and entertaining. Upstairs, the spacious primary bedroom offers two walk-in closets, providing exceptional storage. Outside, you'll find a fully fenced backyard-ideal for pets, play, or relaxing evenings-as well as a one-car garage. Need extra space' The basement includes a fantastic workshop area, perfect for hobbies, projects, or additional storage. Located in a desirable neighborhood with excellent schools, this lovely Colonial combines timeless character with modern updates, making it a home you'll be proud to own

Beautifully nestled in a gorgeous yard with wrap around deck and patio to enjoy the peace and tranquility of this setting! Pristine in every way with an open kitchen/dining area, which flows into the Living Room with gas fireplace, gorgeous formal dining room with lovely architectural details throughout; fabulous great room with stone, wood burning fireplace and cathedral ceiling plus a private office over the garage; the best mudroom ever with lots of cubbies and closets, updated kitchen and baths, large primary suite plus 2 additional bedrooms and full bath on the 2nd floor. The lower level is an added bonus with three finished rooms and a walk out to the stone patio and fire pit in the side yard. Brand new septic system! Nothing to do but move in and enjoy! Plus Lenox schools!

Tucked into a convenient Pittsfield location, 9 Donovan Street offers a rare opportunity to own a home that has been lovingly held for 36 years. Featuring 3 bedrooms and 2 bathrooms, including a desirable primary en suite, this property offers a functional layout with comfortable living spaces filled with natural light. Step outside to enjoy the back deck overlooking the yard, perfect for relaxing or entertaining, along with the ease of a paved driveway. While the home reflects a more classic style, the bones are fantastic and provide the perfect canvas for a buyer to update and make it their own. Ideally situated near local amenities, shopping, dining, and just a short drive to the NY State line, this home blends everyday convenience with regional accessibility

Welcome to this beautifully built new construction home offering the perfect blend of style, efficiency, and comfort. Featuring 2 spacious bedrooms and 1.5 bathrooms, this thoughtfully designed home boasts an open-concept layout with bright natural light, modern finishes, and quality craftsmanship throughout. The main living area flows seamlessly into the kitchen and dining space, creating an inviting atmosphere ideal for everyday living and entertaining. The kitchen offers sleek cabinetry, contemporary fixtures, and ample counter space. Upstairs, you'll find two generously sized bedrooms and a full bathroom designed with clean, modern touches. Enjoy the convenience of a first-floor half bath, energy-efficient systems, low-maintenance construction, and a first-time live-in experience

This well-maintained mixed-use property offers excellent flexibility for both commercial and residential use. The building is currently configured as two separate units. The first floor features a bright commercial space with large front-facing windows that provide excellent visibility and natural light-ideal for office or retail use. The space includes a private bathroom, dedicated heating and air conditioning, and a water filtration system for added convenience. The second floor offers a comfortable three-bedroom residential unit with a full bathroom, an open-concept kitchen and dining area, and attractive wood flooring throughout. The property is equipped with two separate heating systems to efficiently serve each unit. Additional highlights include ample parking in front and back

Beautifully maintained 4-bedroom, 2.5-bath Colonial set on a quarter acre lot with privacy and curb appeal. Enjoy a spacious floor plan featurning a wood-burning fireplace, natural gas heat and hot water and newer replacement windows throughout, including new living room windows in 6/2026. The primary suite offers his-and-hers closets and a private bath. The finished lower level adds valuable living space with a family room, bar area, surround sound and separate storage room with built-in cabinets. Relax outdoors on the deck with a new awning (2026), framed by an arbor and private setting. Additional highlights include metered water, an attached 2-car garage with auto openers and rear storage room. Move-in ready and ideal for everyday living and entertaining!

Welcome to 246 Dalton Ave, a charming colonial-style home nestled in the heart of Pittsfield, MA. This delightful residence features four spacious bedrooms and one and a half baths, perfect for families or those seeking extra space. The home does offer potential for a 1st floor bedroom as well. The classic architecture is complemented by modern updates, providing a cozy yet stylish living environment. Conveniently located, this home is just minutes away from local amenities, parks, and schools, making it an ideal choice for busy lifestyles. The detached two-car garage offers ample storage and parking, adding to the home's functionality. Enjoy the inviting backyard, perfect for gatherings or relaxation. Don't miss the opportunity to make this lovely property your own!

Welcome home to this sweet split-level in desirable Southeast Pittsfield neighborhood. Offering 3 bedrooms and 1.5 baths, this well-maintained home features a spacious, well-appointed kitchen with granite countertops, abundant cabinetry, and great functionality for everyday living. Cozy up by the wood-burning fireplace or unwind in the inviting four-season room overlooking the deck and backyard. A walk out lower level is perfect as a home office, mudroom, or home gym, and there is and abundance of storage in the basement. Generously sized yard offers space to garden, play, or entertain. Just a short distance to nature tralis at both Brattlebrook Park, Kirvin Park and Canoe Meadows, this is a wonderful opportunity to enjoy comfortable living in a location you'll love

'A Perfect Place Farm' - a Berkshires Masterpiece on 17+ Acres The one you've been waiting for. a preeminent build in a premier location. 37 Main Rd checks off the wish list: sweeping views, modern comforts, privacy, location, and colonial era character, but in an immaculately kept turnkey 2002 home. Located in Tyringham valley, one of the Berkshires' most majestic locations, 37 Main Rd is idyllically sited on the northern slope of Tyringham valley, and faces to the southwest. The expansive front porch, sunroom, and living and sleeping quarters all are positioned to track the sun's daily arc across this picturesque east-west valley

Spacious and inviting 4-bedroom, 3-bath home offering comfort, efficiency, and great indoor-outdoor living. Beautiful wood floors run throughout the main living areas, adding warmth and character. The private primary suite features its own bath and sliding doors leading to a deck that overlooks a fully fenced backyard-perfect for relaxing or entertaining. Enjoy the added bonus of a covered patio and a handy storage shed for all your outdoor needs. The partially finished lower level provides flexible space for a home office, gym, or recreation area. Energy-saving solar panels help keep electric costs down,and the convenient close proximity to the lake makes this home as practical as it is appealing

This 3-bedroom, 2-bath ranch sits on a quiet street in one of Pittsfield's most desirable areas. The home has been meticulously maintained with an efficient layout and no wasted space. The kitchen was fully updated with quartz countertops. The basement has also been updated, adding real living space, not just storage. Both bedrooms have California Closet built-ins. Outside, a 32x16 inground pool with a new gas heater anchors the backyard. A newly installed front patio adds another spot to sit outside. There's also a 2-car garage. Meticulously maintained, right down to the details, this is a rare find on Pittsfield's East Side

Immaculate and beautifully updated free-standing home offering effortless one-level living. The open-concept floor plan seamlessly connects the living, dining, kitchen, and den areas, all enhanced by abundant windows that fill the space with natural light. The chef's kitchen features quartz countertops, stainless steel appliances, and a generous center island ideal for entertaining. Three spacious bedrooms and two full baths provide comfort and flexibility. Highlights include gleaming wood floors, a gas fireplace, and an oversized two-car garage. Enjoy exceptional amenities including a clubhouse, swimming pool, tennis courts, and a fully equipped fitness center. Ideally located with convenient access to all that the Berkshires have to offer

Rare, renovated Berkshire investment compound on 0.59 acres in walkable Housatonic. This turnkey property features two separate legal duplexes (4 units total) offering stellar cash flow. The front home (392 Park St) features a 5BR/2BA unit, a sleek 2BR flat, and a prominent street-front walk-out lower level with incredible commercial/addition potential. The rear Swiss-Gothic home (394 Park St) hosts two updated 2BR units. Enjoy a sprawling backyard with mountain views, a community garden, and fruit-bearing trees. Fully insulated and optimized for easy management with 4 separate heating/electric systems, town sewer/water, and off-street parking for 10+ cars. Walk to Berkshire Mountain Bakery; minutes to Great Barrington and Tanglewood. A rare, turnkey find!

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

Renovated 4-family home, located on a corner lot in a great location in Pittsfield. There are two units on the first floor and two units on the second floor. The upstairs units also feature additional bonus space in the finished attics. Major updates were done in 2023-2024, with improvements that include new roof, new windows, new exterior doors, new second egresses for both upstairs unit, and new custom made fence. This is a solid building with 3,280 Sq ft and lots of character, and one of the most beautiful ones in the city! *Since the property sits on a corner, it is also known as 4 Courtland Pl. Pittsfield, MA 01201

Discover a fantastic investment opportunity at 96-98 Brown Street, Pittsfield. This two-family home features a cozy 2-bedroom, 1-bath unit on the first floor, perfect for easy living, and a spacious 3-bedroom, 1-bath unit on the second floor, ideal for owner occupied or Investors alike. Recent upgrades include a new roof, some fresh paint, updated 100 amp electrical panels, new windows, and a recently installed boiler, ensuring peace of mind for years to come. Each unit has separate utilities, enhancing convenience and efficiency. Enjoy the added benefit of off-street parking. With the property being vacant at closing, this gem is ready for your personal touches or rental potential!

Welcome to 22 Wealthy Ave located in the desirable Yankee Orchards neighborhood. Fresh, bright, and move in ready, this thoughtfully renovated home features beautifully refinished hardwood floors, a main level bedroom and full bath, plus two additional bedrooms upstairs with cedar lined closets, built in dresser drawers, and a newly renovated full bath. The updated kitchen includes a farmhouse sink, dishwasher, refrigerator, and oven/range. An attached garage with a new epoxy floor offers direct access to both the home and basement, where laundry hookups are conveniently located. Close to shopping, parks, schools, and downtown Pittsfield

Beautifully maintained inside and out, this move-in ready 3-bedroom Ranch offers the perfect blend of comfort, updates, and outdoor living. Gleaming hardwood floors, abundant natural light, and a stunning floor-to-ceiling stone fireplace create a warm, inviting living space. The finished lower level with custom bar adds exceptional bonus space for entertaining, hobbies, or relaxing. Outside, enjoy an expansive composite deck overlooking a beautifully landscaped, fully fenced backyard with fire pit and storage shed. Recent improvements include a new transferable 50-year roof (2025), fence (2025), remodeled bath, finished basement, deck, updated flooring, and more. Every room reflects the pride of ownership this home has received. Simply unpack, settle in, and enjoy

Located on the edge of Pittsfield's Downtown Creative District, this versatile colonial has served as professional office space for 20+ years and offers endless possibilities. Features include 6 private offices, a reception/waiting area, half bath, bonus room, handicap-accessible ramp, off-street parking, and a detached 4-bay garage with income potential. Ideal for medical, professional, nonprofit, wellness, counseling, mental health or substance abuse programs with residential living (subject to approvals), artist studios, or rental income. Restore it to a charming residence or continue its commercial use. Convenient to downtown and major routes in and out of the Berkshires. Bring your vision to where opportunity, location and flexibility come together. Talk to Tony

Charming Condominium at South Pond Farm. 2 bedrooms 2-1/2 baths, brand new kitchen. Panoramic views of Richmond Pond from the living room/dining room and bedrooms. The community offers tennis, heated gunite swimming pool, private beach, kayak, /canoe racks, water aerobics, organized book groups and active social environment

Welcome to this charming and low-maintenance ranch offering 1,131 square feet of comfortable single-level living. Situated on a quiet street in a desirable Pittsfield neighborhood, this two-bedroom, one-bath home is just minutes from Onota Lake and Pontoosuc Lake, providing easy access to boating, fishing, swimming, and year-round outdoor recreation. Inside, you'll find a functional floor plan designed for easy living, with bright, welcoming spaces that make everyday living and entertaining effortless. Step outside and enjoy your morning coffee on the inviting front deck or relax on the side patio surrounded by beautiful perennial gardens and colorful landscaping. The backyard offers additional outdoor space complete with a storage shed for gardening tools and seasonal equipment

Beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, character, and country charm. The updated kitchen with quartz countertops flows into the dining area featuring a stunning floor-to-ceiling stone fireplace. Enjoy a spacious living room with wood stove and mini-split, a bright sitting area, and a first-floor office/flex room ideal for work, hobbies, or guests. Relax on the covered front porch or expansive rear deck overlooking the peaceful surroundings. Enjoy the tranquility of Savoy with convenient access to Adams (approx. 10 min), Hoosac Valley High School (approx. 5 min), North Adams (approx. 15 min), Pittsfield and Lenox (approx. 25 min), I-90 (approx. 40 min), and I-91 (approx. 50 min). Savoy's small community elementary school adds to the appeal of this welcoming location