303 houses for sale in Camp Witawentin

A Little Whimsy, A Lot of Wow! Step into a bungalow bursting with personality, where timeless Craftsman charm meets thoughtfully curated updates, playful color, and extraordinary style! Beautifully reimagined while preserving its solid bones and original character, this home is anything but ordinary. A gorgeous new kitchen with stainless steel appliances and an island flows into a darling butler's pantry and beautiful dining room. The inviting living room steals the show with its oversized fireplace and rich Craftsman woodwork. Generously sized bedrooms offer incredible closet storage, while an updated bathroom and convenient mudroom add everyday practicality. The enchanting front porch is made for reading, writing, dreaming, and watching the world go by. Out back, a charming patio with a custom privacy screen overlooks a level, fully fenced backyard, creating your own little outdoor sanctuary. Perfectly positioned in a prime Southeast Pittsfield location, this is anything but an ordin

Looking for one level living' Must see ranch in the southeast. This Polo Acres updated home is just over the Lenox line and close to all the Berkshires have to offer. Enter from the covered porch into a spacious welcoming entry. The light-filled living room with fireplace and gleaming wood floors flows into the dining area and three-season sunroom with awning. The large kitchen opens to a flagstone patio for outdoor dining and BBQs. First-floor laundry adds convenience. Primary suite with full bath/walk-in shower plus two additional bedrooms and a second full bath. Enjoy the partially fenced yard, oversized two-car garage, and full basement with a 2nd fireplace and large windows offering the potential for future living or recreation space

A remarkable turn-of-the-century Colonial where timeless architecture, meticulous care, and gracious proportions come together beautifully. Set against a backdrop of sweeping Berkshire views, the home captures a sense of elegance and permanence rarely found today. Rich in character yet beautifully suited to modern living, this is a home that feels as extraordinary as its setting. and cutting-edge modern comfort. Designed for both entertaining and intimate family life, this c1930, 6800 sq. ft Colonial Revival offers 6-bdrms and 4.5-baths. The interior is a treasure of artisan craftsmanship from the formal dining room with its magnificent shell-carved cove, to original cabinetry with rare wood inlays, hand-carved bookshelves, a classic butler's pantry, multiple stately Gracefully sited on pastoral grounds with distant mountain views, this circa-1930 Colonial Revival estate represents the elegance and cultural legacy of the Berkshires' celebrated country-house era. Attributed to prominent

Welcome to this inviting 4-bedroom, 1.5-bath Colonial offering classic charm and comfortable living. The home features a welcoming atmosphere, highlighted by wood floors, and a wood-burning fireplace that creates the perfect setting for cozy evenings. A breezeway connects the home to the oversized attached 2-car garage, providing convenient access and a practical transition between indoor and outdoor spaces. Step outside to the deck while enjoying the partially fenced yard, ideal for outdoor entertaining, gardening, pets, or simply relaxing. With four bedrooms offering flexibility for family, guests, or a home office, this home presents a wonderful opportunity to make this charmer your next home! * Please note - Some photos are virtually staged

Welcome to this inviting 4-bedroom, 1.5-bath Colonial offering classic charm and comfortable living. The home features a welcoming atmosphere, highlighted by wood floors, and a wood-burning fireplace that creates the perfect setting for cozy evenings. A breezeway connects the home to the oversized attached 2-car garage, providing convenient access and a practical transition between indoor and outdoor spaces. Step outside to the deck while enjoying the partially fenced yard, ideal for outdoor entertaining, gardening, pets, or simply relaxing. With four bedrooms offering flexibility for family, guests, or a home office, this home presents a wonderful opportunity to make this charmer your next home! * Please note - Some photos are virtually staged

Welcome to 4 Filomena Drive, where comfort meets the natural beauty of the Berkshires! Tucked away in a peaceful Southeast Pittsfield neighborhood, this inviting home offers a wonderful connection to the outdoors. Enjoy the tranquil backyard, bordered by a year round brook and beautiful views of the surrounding natural landscape. Whether you are grilling on the deck, entertaining on the patio, or simply enjoying the sights and sounds of nature, this property offers a perfect place to unwind. Inside, you'll find welcoming living spaces, an enormous finished basement, and plenty of room to make yourself at home. Enjoy the serenity of your own backyard retreat while staying just minutes from all the Berkshires has to offer!

To be built-Single level townhouse in a well established neighborhood. This home will offer 3 bedrooms, 2 full bathrooms, Living room, Kitchen/Dining room, Laundry room, Utility room, attached garage and front and back porches. Home will be built with the new SIP (Structural Insulated Panel) construction. This system is highly energy-efficient and has better performance against wind and seismic forces, making it ideal for high-performance, sustainable, and resilient homes. The asking price includes stock amenities and fixtures, upgrades and or changes may be subject to price adjustments. Specifics of interior finishes are availible upon request. Now is your chance to own this brand new home! The construction has begun and this home will be move in ready in no time

Welcome to this charming 4-bedroom, 2-bath home offering the perfect blend of comfort, updates, and extra living space. The updated kitchen and renovated first-floor bath provide modern style and convenience, while the finished lower level adds versatile space for a family room, home office, gym, or guest area. A bright and inviting sunroom fills the home with natural light and offers the perfect place to relax year-round. Outside, enjoy a spacious fenced backyard ideal for entertaining, pets, or play, along with an oversized garage providing ample storage and workspace. As an added bonus, the property includes deeded lake rights with private access to Onota Lake, giving you access to enjoy nearby water activities and scenic surroundings

Charming 4-Bedroom, 2 bath, Cape in the Heart of the Berkshires Welcome to this delightful, move-in-ready white Cape Cod home, perfectly situated on a quiet, low-traffic dead-end street. Offering the ideal blend of peace, privacy, and convenience, this property places you just moments away from local schools, parks, and everyday shopping. This home has been extensively updated within the last two years, offering modern comfort with classic appeal. Step inside to discover floors of a mix of wood, laminate, and carpet, puck lighting in the living room, new lighting throughout, brand-new interior and exterior doors throughout, and cozy living space anchored by a recently inspected and updated chimney that is fully ready for wood-burning fires on chilly Berkshire evenings

Welcome home to this beautifully renovated 3-bedroom Cape, perfectly set just minutes from Onota Lake and Taconic High School. Blending classic charm with fresh, modern upgrades, this home is completely turn-key. Step inside to find gleaming, newly refinished original hardwood floors and a bright, painted interior. The main floor features a spacious wraparound formal living and dining area, a convenient first-floor bedroom, and a fully remodeled kitchen boasting crisp newer cabinetry, granite countertops, and stainless steel appliances. Upstairs offers two additional light-filled bedrooms. Complete with a freshly painted exterior and brand-new energy-efficient vinyl windows, all that's left to do is unpack and move right in!

A truly one-of-a-kind opportunity in Pittsfield! Originally built as a church, this distinctive property offers incredible character, generous space and exciting potential for a buyer with vision. The dramatic former sanctuary is the centerpiece, with soaring ceilings, original pews and an expansive open layout unlike anything you'll find in a typical home. Additional spaces throughout offer flexibility for renovation and reimagining. Set on approximately.40 acres with a spacious yard, this unique property is ready for its next chapter. Property is being sold as-is; buyers are encouraged to perform due diligence regarding permitted use, occupancy and room configuration

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

Investment Opportunity with Owner-Occupant Potential! This well-maintained two-family home offers spacious 3-4 bedroom apartments in each unit, making it an excellent opportunity for investors or buyers looking to offset their mortgage with rental income. One unit is currently vacant, allowing for immediate occupancy or the ability to secure a new tenant at current market rents. The occupied unit features separate utilities, all paid by the tenant, helping to maximize your return. The property offers low-maintenance vinyl siding, most replacement windows, and a convenient location close to schools, parks, shopping, and everyday amenities. Whether you're expanding your investment portfolio or searching for a home with built-in income potential, this versatile property is one you won't want to miss

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

Welcome to 8 Lucille! This traditional Colonial offers 4-5 bedrooms, 2 full baths, hardwood floors, and a spacious rear addition providing plenty of room and flexibility. Enjoy the charm of the wraparound porch and the possibilities of the large, level lot. Handicap-accessible features add convenience, while the home's layout offers potential for a variety of needs. This property needs some TLC but is full of promise for someone ready to bring their vision and creativity. With its amazing location and classic Colonial character, this is your opportunity to make this diamond in the rough shine!

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

Welcome to 35 Danforth Ave. a place full of charm, flexibility, and room to make memories. Starting off with a kitchen that shines! Updated and ready to cook and entertain. 1st floor 1/2 bathroom, large living room and 1st floor choose your own adventure room! This room could be used as a bedroom, office, formal dining, den, anything you want! 2nd floor offers 3 bedrooms, full bathroom and laundry room. No more carrying your laundry down to the basement! Primary bedroom boasts new carpet! 2nd floor also provides a bonus area, perfect for playroom, exercise area, game room. Outside fully fenced in yard with amazing swing set ready for laughs and memories. Garage area with storage as well. Home also has newer siding, windows, insulation and lead compliant. It's ready for it's next chapter!

Ask about the 5.5% rate! Move right into this recently renovated 2-bedroom, 1.5-bath ranch offering comfort, convenience, and inviting spaces inside and out! The bright living room flows into the dining area, while the kitchen features a granite countertop and a spacious island with seating for four-perfect for casual meals and entertaining. Enjoy the convenience of first-floor bedrooms and a full bath, plus central air conditioning for year-round comfort. The partially finished basement adds valuable bonus space with a family room, half bath, and laundry area. Step outside to a huge, private back deck ideal for relaxing, hosting gatherings, or enjoying the outdoors. An enclosed front porch provides additional charm, while a storage shed offers extra space for your outdoor essentials. With its recent updates, functional layout, and welcoming feel, this Pittsfield home is a wonderful opportunity for first-time buyers, downsizers, or anyone seeking easy one-level living. Come discover al

Welcome to 186 Burbank Street! This charming colonial-style home offers two bedrooms, one full bathroom, and 1,158 square feet of living space. Situated on a level corner lot in an residential neighborhood, the home features a functional layout with plenty of potential. The main level includes a spacious kitchen with ample cabinet and counter space, a formal dining room, comfortable living room, and full bathroom. Upstairs, you'll find both bedrooms. A full basement provides plenty of additional storage, while the attached garage and private driveway offer convenient off-street parking. Located near Silver Lake, Lakewood Park, shopping, dining, and other local amenities. Bring your ideas and make this Pittsfield home your own! This property is eligible under Freddie Mac First Look Initiative through 09/06/2026. Only owner occupant, non-profit and Neighborhood Stabilization Program (NSP) offers will be reviewed and considered

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

Built by Thomas Colt in 1865, 42 Wendell Avenue is a striking Italian Villa style property with a rich place in Pittsfield's history. Once owned by Simon England Sr who deeded it in memory of his wife, the building later became the Women's Club of Pittsfield and most recently served as the Whitney Center for the Arts. The arched entrance opens to more than 7,700 square feet across 15 rooms. Soaring ceilings, inlaid hardwood floors, ornate fireplaces, carved wood mantels, and substantial original woodwork lend character throughout. Tall windows bring natural light into the rooms, and a sunroom offers a bright space overlooking the grounds. The property's scale and layout invite a range of possibilities. Rooms on both floors could accommodate professional offices or studios, while the large rooms offer space for meetings, performances, or exhibitions. Multiple apartment spaces upstairs add residential possibilities, complemented by a commercial sized kitchen and an on site parking lot. W

Each unit offers 3 bedrooms and 1 full bathroom, for a total of 6 bedrooms and 2 bathrooms. Both apartments feature natural gas heat and hot water, public water and sewer, and basement washer/dryer hookups for each unit. Enjoy a private, fully fenced backyard. Conveniently located near Berkshire Medical Center, downtown, and local restaurants. A great investment opportunity for those seeking a fully rented, income-producing property in a convenient location!

Now offered at $715,000, exceptional opportunity for spacious, single-level living on 3.04 acres across two lots in desirable Woodmont Estates. This expansive 3,400 sq. ft. executive ranch offers 4 bedrooms, 2.5 baths, and a combination of comfort and privacy. Highlights include an updated kitchen, renovated primary bath, custom library, private office, and inviting four-season sunroom with newer Andersen windows. Recent improvements include retaining wall repairs and selective tree removal, enhancing natural light and curb appeal. Surrounded by mature landscaping, this peaceful Berkshire retreat features a picturesque brook, beautiful sunrise views, central air, and natural gas heat. The expansive walkout lower level provides abundant storage and possibilities for additional usable space

Introducing 422 Barker Road, a charming ranch-style home in Pittsfield! This hidden gem is centrally located to the Pittsfield's Cultural District but tucked away on a rural lot that offers privacy with convenience to all the Berkshires has to offer. The solid and stylish interior layout ideal for starting out or slowing down, there are so many possibilities with this home's thoughtful design. The home features 3 bedrooms and 2 full baths, including a primary en-suite for your convenience on the main living level. An attached one car garage with heated sunroom/ breezeway adds to that convenience as well for those cold Berkshire days. Some of the recent improvements include a new 100 amp electric service and 2 updated bathrooms amongst others

Space, convenience, and an expansive backyard and deck with an above-ground pool come together at 26 Harvard Street! This inviting three-bedroom, one-bath home offers an open floor plan with the living room, dining room, and kitchen flowing seamlessly together. The updated bathroom features an oversized walk-in shower. Vinyl siding and a generously sized, FULLY FENCED backyard provide plenty of space to enjoy the outdoors, garden, play, or entertain. Conveniently located close to Pittsfield's shopping, dining, parks, schools, and other amenities. If you're looking for a home with room to spread out, a private fenced yard, and the opportunity to make it your own, come see the possibilities at 26 Harvard Street!

Beautiful and energy efficient, these are two great features of this home. In 2023 the owners had the property insulated through the MassSave program, and also had solar panels installed. The home offers a great floor plan! First, you will be welcomed by a mudroom that has tile floors, leading to an open floor plan consisting of living room, dining and kitchen with island. This area has glass doors to the side yard. The first floor also offers a renovated bathroom and large primary bedroom. Upstairs you will find to additional spacious bedrooms. The basement is partially finished with bonus rooms. On the back of the home there is a recently replaced deck off the kitchen, bringing you to the partially fenced-in backyard. A shed is also being included! All in a great southeast location, within walking distance to restaurants, pharmacies, businesses, the Elm Street Shops plaza and more!

This newly remodeled 2 family home boast 3+ bedrooms and 1.5 bathrooms on one. The work has been completed and it's ready for either a rental property or an owner occupied home. The renovations include, new kitchens, bathrooms, floors and also a new boiler in 2026. The laundry rooms are conveniently located in units. There is off street parking, a large private back yard with a shed. Conveniently located just a short walk to the Elm St area and Downtown

Southeast brick cape ready for summer fun! This 3 bed 2 bath cape is filled with warmth, character, and inviting spaces ready for memories all season long. Bright open kitchen, which flows to the dining area and family room with vaulted ceilings and doors to the deck. Around the corner a 2nd family room, game room or whatever you decide with wood burning fireplace. 1st floor also offers spacious bedroom and full bathroom. Upstairs 2 more bedrooms with character (one having the cutest nook!)and full bath with skylight! An attached one car garage offering every day convenience. Outside there is a large entertaining deck area with steps down to a patio. Perfect for outdoor BBQ's or smores by the fire at night. Plentiful outdoor space with comfortable living space makes this home a true gem!

Turnkey perfection awaits on Partridge Road in Pittsfield. This beautifully renovated 4-bedroom, 2-bath raised ranch offers effortless modern living with gleaming hardwood floors, crisp interior paint, and an airy, sun-drenched open layout. The main living area flows seamlessly into the dining and kitchen spaces, creating an ideal setting for entertaining and everyday comfort. With four bedrooms and two fully updated bathrooms, there is abundant flexibility for guests, a dedicated home office, or multi-generational living. Step outside to your private backyard oasis, showcasing a spacious yard and a sparkling in-ground pool ready for summer gatherings and weekend relaxation. Highlighted by fresh exterior paint, updated finishes throughout, and true move-in readiness, this home delivers

Welcome to 84 Lillian St a charming 3-bedroom, 2-bath home situated on a corner lot in Southeast Pittsfield. Warm wood floors add character throughout the comfortable and inviting living spaces. The home offers three bedrooms, a garage, and a full basement with a bathroom, providing excellent potential for additional living, recreation, workshop, or storage space. The corner lot offers a nice sense of openness and outdoor space. Conveniently located near shopping, dining, schools, and all that the Berkshires have to offer. A solid home with plenty of opportunity-come see the possibilities and make it your own!