756 properties for sale in Pittsfield city, Berkshire County Massachusetts

NO SHOWINGS WITHOUT LISTING AGENT APPROVAL - 2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling pool, tennis court, and beautifully maintained grounds that enhance the sense of retreat. Private, serene, and wonderfully convenient. Easy to show and easier to fall in love

Welcome to 144 Elberon Ave. This home is close to Golf, Shopping, Dining, Parks, Down town and so much more yet its on a lovely side street. Three bedroom Garrison Colonial offers formal dining room, formal living room with fire place and nice den. Under the carpet you will find blond oak floors. The back yard offers nice views, a patio and hot tub. The home was converted to gas approximately 5 years ago

Move right into this charming and spacious Colonial located in desirable Southeast Pittsfield. This well-maintained home features beautiful hardwood floors, high ceilings, original moldings, and generously sized rooms throughout.The first floor offers a bright and inviting living room, formal dining room, a large kitchen with a spacious pantry, main-level laundry, a full bathroom, and two enclosed porches that provide additional living space.The second floor features three spacious bedrooms, a full bathroom, and a small bonus room. The walk-up third-floor attic offers excellent storage and outstanding potential for future expansion or additional living space.Outside, enjoy the fenced backyard and detached garage/shed for extra storage

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

Beautiful combination of modern renovations with historic character! The first floor boasts an easy living circular flow with kitchen, dining and living room with stunning floors and washed with fabulous natural light. Family room tucked away for a more intimate space, large laundry room, mudroom and half bath. The second level includes a primary bedroom with an updated en suite full bath and walk in closet, two guest bedrooms, art deco full bath and additional flex space over the garage. Gracious front porch that overlooks ample level lawn on over a half of an acre, including both an attached and detached garage. Located in a convenient location on the Southeast side of Pittsfield. Major updates include, roof, kitchen, bathrooms, electrical, heating, plumbing, central AC and more Truly a turn key home with updated amenities!

Spacious and thoughtfully designed, this executive ranch located on coveted Mountain Drive offers the perfect balance of comfort and functionality. Featuring three bedrooms and three full bathrooms, the home's expansive layout provides room to gather, relax, and spread out with ease. At the heart of the home, a generously sized living room with a wood-burning fireplace creates a warm and inviting gathering space. The eat-in kitchen is equipped with stainless steel appliances, granite countertops, and ample cabinetry, making meal preparation a pleasure. A versatile additional living space, complete with a second fireplace, offers endless possibilities like a cozy den, family room, or formal dining room. The oversized mudroom serves as a practical everyday entry and includes laundry, a full bathroom, and direct access to the backyard. Tucked away at the rear of the home, the primary suite provides a peaceful retreat with privacy from the main living areas. Two generously sized bedrooms a

37-acre, ROCK RIDGE FARM, with early mid 20th century roots. Built in 1785, steeped in local history, Property has remained a working and residential farmstead today and reflects the regions long tradition of working farms. Offering a blend of local heritage and timeless New England character. Along with the main house there are several outbuildings that could be renovated, repurposed or redesigned to your vision. Original house boasts multiple living quarters. Continue this as a working farm, wedding venue, country inn or primary residence. Frontage on Dublin Rd and State Rd. Close to Tanglewood, Bousquet Ski-Sport and other cultural attractions. Easy access to routes in and out of the Berkshires. 37 acres that offer a rare freedom to build, invest or preserve something truly lasting

Discover the perfect blend of charm, space, and value in this well-maintained Colonial. Offering 3 bedrooms, 1 full bath, and over 1,500 square feet of living space. Hardwood floors, comfortable room sizes, and natural light create a warm and inviting atmosphere throughout. The dining area opens to a deck overlooking a spacious backyard, providing the ideal setting for outdoor leisure. Additional highlights include a detached garage, full basement, walk-up attic, and numerous opportunities for storage. Conveniently located near downtown Pittsfield and Berkshire cultural attractions, this home offers an exceptional opportunity to anyone seeking affordable homeownership in The Berkshires

Discover the exceptional lakefront lifestyle in this beautifully renovated, move-in ready 2-bedroom, 2-bath residence on Onota Lake. Bathed in natural light, expansive walls of windows frame captivating water views from the living room, dining area, and kitchen, creating a seamless connection to the outdoors. A welcoming fireplace adds warmth and charm, while efficient mini-split systems provide year-round comfort. The spacious primary suite offers a private bath and a serene retreat. Outdoors, a lakeside deck, fire pit and private dock create an inviting setting for entertaining, boating, and relaxed Berkshire living. A truly special waterfront offering

Welcome to this stately raised ranch nestled in one of Pittsfield's most sought-after neighborhoods-Barkerville. Offering 1,896 square feet of thoughtfully designed living space, this home blends comfort, efficiency, and natural beauty in a truly special setting. Set on a cozy, private lot, the property is framed by mature evergreen trees, classic stone walls, and a peaceful brook flowing through the backyard. A grand entrance and custom walkway create a striking first impression, while the home abuts conservation land, providing direct access to scenic hiking trails and a serene, nature-filled backdrop year-round. Ideally located in the heart of the Berkshires, you're just minutes from world-renowned destinations including Tanglewood, the summer home of the Boston Symphony Orchestra as well as vibrant towns of Lenox, Great Barrington, Lee, Sheffield, Egremont, and Williamstown-all offering dining, shopping, arts, and outdoor recreation. Inside, you'll find an open-concept main level f

Pride of ownership shines throughout this beautifully updated ranch situated on a corner lot in a walkable, sought-after neighborhood, close to bike trails, hiking and shopping. This well maintained 3-bedroom, 2 full bath home features central air, a bright modern kitchen with Instaview refrigerator, double oven, 2 filtered water sites and a spacious dining area with cathedral ceiling. The beautifully renovated main bath features a spa style rain shower with dual heads, heated fan, tiled flooring and generous storage. This home offers hardwood floors and cedar closets throughout its comfortable, well-designed space. The private backyard features a pebble epoxy finished patio, a convenient electric awning and a charming stone fire pit for cool evenings, and entertaining

Opportunity awaits in this spacious 4-bedroom, 3-bath Colonial located in the highly sought-after Orchard neighborhood. Offering generous room sizes throughout, this home features a welcoming family room with a fireplace and skylights that fill the space with natural light. The convenient first-floor laundry enhances everyday living. The partially finished basement provides additional flexible space for recreation, a home office, or storage. Recent updates include newer carpeting and a newer roof, offering a solid foundation for future improvements. Outside, enjoy a fenced backyard with a deck. While the home could benefit from some TLC and cosmetic updates, it presents an excellent opportunity to build equity and customize to your taste in a prime location

Welcome to this beautifully maintained Cape Cod-style home, built in 2001 and set on 1.13 acres. Offering 3 bedrooms and 2.5 baths, this inviting home combines charm with a thoughtfully designed floor plan that's perfect for everyday living and entertaining. The main level features a private office with elegant French doors, ideal for working from home or creating a quiet retreat. The spacious living room is warmed by a cozy gas fireplace and opens to an expansive 12' x 30' partially screened deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while enjoying the peaceful backyard. Upstairs, you'll find a primary suite complete with its own private bath and patio. Two additional bedrooms provide plenty of room for family and guests. The walkout basement offers extra space for a playroom, game room or potential in-law apartment. It has plumbing for another bathroom. The private backyard offers beautiful views and a great above ground pool. Please allow

NO SHOWINGS WITHOUT LISTING AGENT APPROVAL - 2 bedroom end unit condo offering the rare ease of true one level living, tucked in Churchill Crest's most private and peaceful building. This special home feels like a quiet Berkshire sanctuary, with a thoughtful layout that flows comfortably and welcomes you the moment you arrive. It's ready for your vision, character allows you to shape the space to your own style. Outside, enjoy a sparkling pool, tennis court, and beautifully maintained grounds that enhance the sense of retreat. Private, serene, and wonderfully convenient. Easy to show and easier to fall in love

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

This lovingly preserved 1845 Cape exudes charm and timeless character. Step inside to find wide-plank floors, hand-hewn beams, and sun-filled rooms that feel warm and inviting from the start. Spring breathes new life into this special home-windows open to fresh country air, birdsong fills the mornings, and soft light pours in as the landscape begins to bloom. It's the perfect season to enjoy peaceful mornings with coffee, gentle breezes, and the beauty of nature awakening all around you. Surrounded by the serene Berkshires, the property offers a daily connection to the outdoors. Deer wander through the yard, flowers begin to blossom, and each day unfolds with the quiet rhythm of country living. This is more than a home-it's a place to slow down, recharge, and truly feel at peace

8 Unit investment opportunity! Located just outside of downtown Pittsfield and within walking distance to shops, restaurants, schools, and parks. Low maintenance exterior with loads of off street parking. All units feature one bedroom/studio setups with separate heat and electricity. Coin-op laundry located on site for additional income

Live, Love, and Play in Blythewood Estates a private enclave near premier Lake Onota to experience idyllic living in the Berkshire hills. This stunning modern 6000+ sf, 5 Bedroom, 5.5 bath colonial is thoughtfully designed and beautifully set on 3.42 manageable acres with sweeping meadow views nestled perfectly to create peace in nature while centrally located minutes to the culture, arts, museums, fine and eclectic dining and central to Tanglewood and The Clark Art. Three levels of living create a blend of fun and entertainment with a degree of separation on levels. First floor offers one level easy living with a dramatic two story primary bedroom suite. Second floor boasts heightened enjoyment with four spacious bedrooms spanning a second story balcony. Lower level offers a theatre, gym gaming space plus a full bath. Looking to store your collection of toys see the 50 x 40 BONUS outbuilding hosting four bays, oversized doors perfect for the RV-boats, your own private collection of an

Beautiful combination of modern renovations with historic character! The first floor boasts an easy living circular flow with kitchen, dining and living room with stunning floors and washed with fabulous natural light. Family room tucked away for a more intimate space, large laundry room, mudroom and half bath. The second level includes a primary bedroom with an updated en suite full bath and walk in closet, two guest bedrooms, art deco full bath and additional flex space over the garage. Gracious front porch that overlooks ample level lawn on over a half of an acre, including both an attached and detached garage. Located in a convenient location on the Southeast side of Pittsfield. Major updates include, roof, kitchen, bathrooms, electrical, heating, plumbing, central AC and more Truly a turn key home with updated amenities!

This renovated home offers two bedrooms and two bathrooms. The first floor features an enclosed front porch, living room, foyer, full bathroom, laundry room and updated kitchen with new quartz countertops and stainless appliances. Upstairs you will find two bedrooms and half bathroom. Both of the bathrooms have been renovated! Other improvements include new roof, flooring and fresh painting throughout. There is an updated electrical panel, natural gas heat and hot water, and vinyl siding! A driveway and shed complete this great home, close to downtown Pittsfield

Motivated Seller! 1121 North St is a well-cared for home offering comfort, convenience with classic style and some modern updates. Fully fenced backyard. Perfect for pets, gardening, entertaining or relaxing in your own private retreat. Unwind in the bright sunroom with its own gas fireplace for chilly evenings and winter days. The oversized garage opens to a mudroom. Updated kitchen and a half bath on the first floor. Wood floors in dining and living area. Easy access to routes in and out of the Berkshires. Just outside of downtown, yet close to medical facilities, shopping, dining, Pontoosuc Lake, outdoor recreation, cultural activities as well as local ski areas. Come experience the warmth, charm and lifestyle that make this a wonderful place to call home

Discover the perfect blend of charm, space, and value in this well-maintained Colonial. Offering 3 bedrooms, 1 full bath, and over 1,500 square feet of living space. Hardwood floors, comfortable room sizes, and natural light create a warm and inviting atmosphere throughout. The dining area opens to a deck overlooking a spacious backyard, providing the ideal setting for outdoor leisure. Additional highlights include a detached garage, full basement, walk-up attic, and numerous opportunities for storage. Conveniently located near downtown Pittsfield and Berkshire cultural attractions, this home offers an exceptional opportunity to anyone seeking affordable homeownership in The Berkshires

Well-maintained two-family duplex offering spacious living accommodations and excellent owner-occupant or investment potential. One unit features 4 bedrooms and 2 full bathrooms, while the second unit offers 3 bedrooms and 1.5 bathrooms, providing flexible living options for extended families or rental income. Walk up attic and full basements add space for storage on each side. Easy outdoor maintenance with the small yard

Stunning and beautifully designed three-level end unit condominium with luxury finishes throughout. Enter into an open-concept main level, highlighted by gleaming hardwood floors, recessed lighting, and expansive windows that flood the space with natural light. The kitchen offers stainless steel appliances, granite countertops, and custom cabinetry. The spacious living and dining areas are perfect for entertaining, with easy access to a private screened in porch. Primary bedroom with en suite offers one level living if desired along with a walk-in closet with ample storage. Upper level includes oversized entry room that allows for a wide-range of functionality. Two additional bedrooms with large closets and a full bathroom. Finishing off in the lower level is a tremendous family room with a kitchenette and walkout to the back yard. An additional bedroom, full bathroom, and room for storage. Don't miss the opportunity to own this exceptional, move-in-ready condo. Schedule your private t

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