309 houses for sale in Lakewood, Pittsfield city Berkshire County Massachusetts

Gorgeous,Cute,Adorable, All three describe this 2 bedroom 1 bath southeast cape. Located on a quiet street this home offers a big private yard and a 2 car garage. The sunroom has new windows and the washer dryer are newer and staying with the house. Gleaming hardwood floors, fireplace and too many other amenities to mention. Come see iit!

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!

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!

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

Welcome to this charming four-bedroom, three-bath home nestled in a desirable Southeast Pittsfield neighborhood. Lovingly maintained and well insulated through the years, this home offers a warm and inviting atmosphere with a wonderful blend of original character and everyday comfort. Inside, you'll find hardwood flooring, spacious bedrooms, two first-floor bedrooms and 2 full bathroom, and an expansive addition at the rear of the home that provides flexible living space to suit your needs. The generous mudroom offers excellent functionality and storage, while updated windows help enhance efficiency and natural light throughout. The partially finished basement provides additional living or hobby space, along with ample storage opportunities. Outside, enjoy beautiful flowering gardens and mature landscaping that create a welcoming setting throughout the seasons. Filled with charm and ready for your own personal updates and touches, this well-cared-for home offers a wonderful opportunity

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

Designed in 1929 by noted architect Henry Seaver (Berkshire Museum, Lenox Town Hall), this distinguished Georgian Colonial was once the centerpiece of Pittsfield's social scene. The home preserves exquisite 18th-century details - mantels, wainscoting, and finely crafted woodwork salvaged from two of the city's earliest residences, making it a living piece of Berkshire history. Set back on 2.5 private acres along prestigious Crofut Street, the estate offers 5 bedrooms and 5 baths, including twin primary suites ideal for hosting friends and family year-round. Gracious living and dining rooms, a peaceful sunroom, a cozy study, and a large eat-in kitchen with Viking range and butler's pantry combine period elegance with modern comfort. This turn-key estate is offered fully furnished and enhanced by a new heating system. Spend summer days by the heated in-ground pool or evenings on the patio savoring the serenity of the lush, private grounds. Perfectly situated just minutes to Lenox and Tan

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

Income producing 3-family home with almost 4,000 SF of living space, featuring two 3 bedrooms/1 bath apartments and one 3 bedroom/2 bath apartment, each one with its own laundry hookups. All 3 apartments have lead compliance certificate!There are vinyl replacement windows, newer heating systems, newer roof done in 2022, and separate natural gas heat and hot water and electricity for each unit.Hall Place is a dead end street and the property sits on a large corner lot, offering plenty of parking and good yard space.This is a great income producing property with rents totaling $74,472/year. All apartments are rented through Section 8. *Interior photos shown are from 2025 before tenants moving in

Solid investment opportunity featuring a six-unit property comprised of all one-bedroom apartments. Four units are currently rented and in very nice condition, offering immediate income, while two units have been partially gutted, providing a blank slate for upgrades and significant value-add potential. The property offers off-street parking and includes a private deck off Unit 5, enhancing tenant appeal. Ideally located close to downtown amenities, shopping, dining, and local schools, this property is well-positioned for strong and consistent rental demand. Whether you're looking to expand your portfolio or step into a turnkey investment with upside, this asset presents a compelling opportunity to increase revenues by completing renovations on the two vacant units and maximizing revenues

Downtown Creative District Investment Opportunity Positioned in the heart of Pittsfield's vibrant Downtown Creative District, this fully occupied and professionally managed four-family property offers investors a rare blend of stable income and exceptional location. Just steps from the renowned Barrington Stage Company, residents enjoy easy access to some of the city's best entertainment, dining, shopping, and cultural attractions. Each spacious unit features one to two bedrooms, providing comfortable living spaces that appeal to a broad tenant base. The property's prime downtown setting, strong occupancy history, and professional management make it a turnkey investment with immediate cash flow potential. Whether you're looking to expand your portfolio or secure a well-located multifamily asset in one of the Berkshires' most desirable urban neighborhoods, this attractive income-producing property is an opportunity not to be missed

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

Classic two family brick colonial with many possibilities! Including a front/rear porch, two separate yards on each side, and off street parking. Enter each side into a wide, open hallway with the original hardwood floors throughout. The left side has four bedrooms and one bathroom with potential for a second bathroom off the kitchen. The right side has been split into two smaller units with separate kitchens and bathrooms but originally was a three bedroom apartment. Each unit has its own heating, hot water, and electrical systems

Step into timeless elegance in this exceptional 6-bedroom, 3-bath historic residence, where classic architectural details blend seamlessly with thoughtful modern updates. Meticulously maintained and enhanced over the years, this one-of-a-kind home showcases the craftsmanship and character rarely found today. From the moment you enter, you'll be captivated by the grand, sun-filled rooms, gleaming hardwood floors, original built-ins, statement fireplaces, and exquisite stained glass windows that fill the home with natural light. With updated electrical, plumbing, boiler, sewer line and kitchen, this home is designed for everyday living and entertaining. Ideally located near downtown Pittsfield's cultural attractions this is a rare opportunity to own a piece of architectural history

Presenting a distinguished multi-family property located at 53 Orchard St, Pittsfield, MA. This expansive 4 unit spans 2688 square feet of living area, offering a rare opportunity for sophisticated urban living or a strategic investment. This property includes six generously proportioned bedrooms, providing ample private accommodations across its two stories. The property's substantial lot size of 4160 square feet provides a significant footprint within the urban landscape. We invite you to discover the potential and unique character of this Pittsfield address. Three Units are vacant and recently remodeled with market rents averaging about 1395.00 in the area. One Unit is rented month to month at 950.00

Enjoy this beautiful property on Williams St. Large yard consisting of 2 lots with pastoral views across the street. This 4 large bedroom, 1 full and 2 half bath home is just waiting for your interior decorating ideas Hardwood floors in most rooms, fireplace living room, large dining room. Central air conditioning, Basement partially finished, including 1/2 bath. New roof in 2020 and solar panels replaced. Updated electrical, furnace serviced 2/25. New sewer line this month Solar Panels are owned and for hot water only

Turnkey Investment Opportunity in a Prime Pittsfield Location! Discover this meticulously renovated four-family property where every detail has been thoughtfully updated to deliver strong returns and low-maintenance ownership for years to come. Updates completed in 2024 include: roof, siding, windows, decks/egresses, wiring/service/panels including owners' meter, four new heating systems, four new water heaters, kitchens/baths, LVP flooring, refinished wood floors and tile, plumbingdoors/trim sheetrock paint etc. Each unit is serviced by its own brand-new gas heating system and water heater, providing efficiency and convenience for both owners and tenants. Located within walking distance of Downtown Pittsfield, Berkshire Medical Center, dining, shopping, and entertainment, this property also benefits from its position within the Tyler Street Transformative Development Initiative District-an area experiencing exciting growth and revitalization. Whether you're expanding your portfolio or

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

Don't be late for this redevelopment opportunity! 18,000 Sqft on 1.1 Acres. Structurally sound property offers a rare opportunity to transform a historic space into a vibrant new community. Preliminary estimates suggest the potential for 12 residential units, with ample room for parking and green space. Featuring solid brick construction. Expansive windows, high ceilings, and open floor plans, this property is ideal for adaptive reuse into loft-style apartments, townhomes, or mixed-use development. Conveniently located in a growing area with access to local amenities, schools, and transportation. this site is primed for investors and developers seeking their next project. Don't miss this A+ Investment. schedule your private tour today! This Property can be bundled with 48 Brown and 242 Wahconah st

Investment opportunity or owner-occupied two-family flat close to town! This property features a 2-car detached garage, large backyard, and a scenic setting along the Southern Branch of the Housatonic River. The first-floor unit offers 2 bedrooms, 1 full bath, and in-unit laundry, while the second-floor unit includes 1 bedroom and 1 bath. Recent updates include a new roof on both the house and garage in 2022, and a new forced hot air heating system installed in 2020. Additional features include some vinyl replacement windows. A convenient location with easy access to town amenities. This is a solid option for investors or buyers looking to live in one unit and rent the other

Bring your vision and creativity to this spacious side-by-side duplex that's been stripped down and prepped for its next chapter. Much of the heavy lifting has already been completed, including extensive demolition work and rough electrical installation. The exterior has also received a 1st of coat of paint. Originally intended to be converted into townhouses and sold separately, the owner's plans have changed, creating an exciting opportunity to customize a property to their needs. One unit offers 4 bedrooms and 1.5 baths, while the second features 3 bedrooms and 1.5 baths. Both units include private enclosed front porches, open rear porches, and spacious layouts ready to be transformed. The walkout basement opens to the backyard and offers additional possibilities. Whether you're looking to create income-producing rentals, pursue a townhouse conversion, or design your dream multi-generational property, this diamond in the rough is packed with potential

Charming two-family flat offering space, flexibility, and great updates throughout. The first-floor unit features a beautifully updated kitchen and bath, a spacious living room perfect for relaxing or entertaining, and an enclosed front porch filled with natural light. A partially finished basement provides additional living, recreation, or storage space. The second-floor unit offers 2 bedrooms, a bright sunny enclosed front porch, and access to attic space for extra storage. Separate utilities and lead paint compliancy make this property ideal for owner-occupants or investors, while ample off-street parking adds everyday convenience. A wonderful opportunity for rental income, multi-generational living, or investment potential

Own Pittsfield History in this distinctive solidly built Georgian-style brick estate set proudly atop a hill in this coveted enclave of stately residences. Live on historic Crofut St. near the esteemed Pittsfield Country Club, Up Street Cultural Art District and ideally minutes to Lenox to experience the harmonic complexity of Tanglewood. Experience this solid design, rich in traditional detail and character boasting five bedrooms, two and half baths thoughtfully improved by this long term owners' commitment to preservation and restoration. This prominent manor style home MAY BE coupled with the neighboring Little Red Guest House with 3 bedrooms, 2 bath, first floor in-law suite and 2 car garage to host family, friends. Enjoy carefree ownership central to all that is Berkshire!

Spacious and freshly updated West Side single-family offering 4 bedrooms and 2 full baths across 1,408 sq ft. Bright, functional layout with generous room sizes, fresh interior paint, and new laminate flooring throughout. Modern kitchen features brand-new appliances and clean, updated finishes. Enjoy a charming wraparound porch with dual entry, ideal for relaxing or entertaining, plus a level backyard on a 6,969 sq ft lot. Efficient gas steam heat. Move-in ready and thoughtfully improved for comfortable everyday living

Charming, Move-In Ready Side Hall Colonial - A True 'Dollhouse!' Welcome home to this absolutely stunning, meticulously maintained side hall colonial nestled in a super quiet, peaceful neighborhood. Combining classic charm with a long list of modern, high-ticket upgrades, this home is the definition of a turnkey property and is ready for its next chapter. Step inside to find a warm and inviting living space featuring a cozy wood-burning fireplace, perfect for chilly evenings. Classic hardwood floors run throughout the home, currently protected by brand new, plush carpeting that offers a fresh feel while preserving the beautiful wood underneath. The beautifully updated kitchen and dining area flow seamlessly together, creating an entertainer's dream space that is sure to please hosting f family and friends. Through the sliding glass doors off the dining area, you will discover your own private outdoor oasis. The brand new deck overlooks a quiet, beautifully landscaped backyard that offe