Colonial Homes for Sale on the South Shore

MLS Number 73584015

• Residential
• Next Open House: Sun 10/4 12:00 pm. to 1:30 pm.
• Bedrooms 6
• Bathroom 7
• Square Feet 4,891

A rare, generational opportunity to own an exceptional turn-of-the-century shingle-style residence in Brookline's coveted Fisher Hill neighborhood, offering 6 bedrooms, 4 full bathrooms, and three half-baths. The home blends wonderful period character, architectural details, and thoughtful modern updates, with abundant natural light throughout. An oversized front porch welcomes you into a gracious foyer highlighted by a handsome period staircase. The main level features a fireplaced living room with built-in bookcases and window seats, a fireplaced dining room with built-in china cabinets, a library/home office, and a first-floor den/family room. The large eat-in kitchen offers generous space for everyday living and entertaining. The upper levels offer well-proportioned bedrooms and en-suite bathrooms. Additionally, the third floor provides flexibility for guests, in-law/au pair suite, recreation or working from home. With a separate entrance, the basement level includes spaces for an office or gym and storage/workshop/recreation space. A new slate roof and copper gutters were completed in 2016. A distinctive, meticulously maintained Fisher Hill home offering gracious scale, exceptional period detail, and versatile living space in one of Brookline's most desirable neighborhoods.

Listed by Eileen Strong O Boy of Hammond Residential Real Estate

MLS Number 73583997

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 1,896

For the discerning buyer with vision, a spacious 9-room home in desirable East Milton awaits. Set on a residential side street, this well-loved property features 4-5 bedrooms, two full bathrooms, a two-car garage, and a level, fenced backyard on nearly a quarter-acre. The house lives considerably larger than you might expect, with generously proportioned rooms and abundant space at every turn. The main level features a huge front-to-back living room with a center fireplace, a kitchen brimming with possibility, a separate dining room with a built-in hutch, and a bright sunroom with an adjoining deck. The expansive, fenced 9,500+sf backyard provides ample room for gardening, sports, entertaining, or simply enjoying the outdoors. An office on this level offers flexibility and could serve as a fifth bedroom if desired, while a full bathroom adds convenience. Upstairs, you'll find four exceptionally large corner bedrooms with excellent closet space, along with a second full bathroom. All hardwood floors throughout the home have just been refinished, and much of the interior has been freshly painted. Additional features include a large, wide-open unfinished basement with tall ceilings, along with an attached two-car garage. Situated minutes from the restaurants and shops of East Milton Square, Cunningham Park, top schools, and major commuting routes, this is your chance to make a property with character and an enviable location truly your own.

Listed by Donna Charpentier of William Raveis R.E. & Home Services

MLS Number 73583928

• Residential
• Next Open House: Sun 10/4 1:30 pm. to 3:00 pm.
• Bedrooms 6
• Bathroom 3
• Square Feet 2,608

Welcome to 71 Dwinell Rd! This move-in ready home offers 6 bedrooms, 2.5 baths, and 2,608± sq ft of living space on a private 1.23-acre lot. Inside, you'll find hardwood floors, an updated kitchen, renovated baths, central A/C, and a finished basement perfect with a family room, 2 bedrooms, and a full bathroom perfect guest space. Major updates include a new roof, heating system, electrical, and plumbing, providing peace of mind for years to come. Outside, enjoy a spacious yard ideal for entertaining, gardening, or relaxing, plus an oversized driveway with parking for 6+ vehicles. Conveniently located near shopping, restaurants, schools, and Routes 24, 44, 140, and I-495, this home offers the perfect combination of space, comfort, and convenience. Don't miss this exceptional opportunity-schedule your private showing today!

Listed by Luis Martins Realty Team and Luis Reyes of RE/MAX Synergy

MLS Number 73583909

• Residential
• Next Open House: Sun 10/4 12:00 pm. to 1:30 pm.
• Bedrooms 3
• Bathroom 2
• Square Feet 2,069

The Set Is Ready. A home provides the set for all the theater of our lives. The quiet mornings. The long dinners. The friends. The solitude. The ordinary days that turn out to matter most. This one has been carefully staged for all of it. The kitchen is well-designed, light and bright. Slants of light move across it through the day, and the work of the room feels easy. Beyond, the dining area opens to a stone terrace and a yard that is truly private. In warm months the doors stay open, and the living extends outside. A furry friend is safe and happy with the fully fenced space. A home office overlooks the backyard … work with a view of something green and inspiring. Three bedrooms offer rest and room to grow. Both baths are updated and just what you would have picked. Every good stage needs a wing. The mudroom is it: a place to leave boots, bags, and the day's weather before the next scene begins. Much of the best work here is behind the scenes. Updated roof, plumbing, electrical, HVAC, recessed lighting, hot water heater. The structure has been attended to, so the life inside can carry on. Outside the neighborhood does the rest. Cunningham Park is close by, with its fields, pool, and paths. East Milton's shops and restaurants are a short trip away where the Square has become, quietly, the new cool. There are many houses. 37 Century Lane is one of one. A place to settle in, and to create where you belong. The set is built. The lights are up. The rest of the story is yours to write. This must be the place.

Listed by Julianne Bridgeman of Ceres Real Estate

MLS Number 73583903

• Residential
• Bedrooms 3
• Bathroom 4
• Square Feet 1,958

Welcome to this huge and beautifully designed single-family home offering the perfect blend of comfort, space and modern finishes throughout. This home features 2 generously sized bedrooms plus a large master suite completed with a private full bathroom showcasing a relaxing soaking tub, stand up shower, and double vanity. The main level offers an expansive living room, a bright and inviting dining room, and a stunning kitchen with soft-close cabinets, granite counter tops, and stainless-steel appliances, perfect for entertainment and everyday living. Downstairs, enjoy a massive, finished family room that provides endless possibilities for recreation, home office or guest space. The basement also includes a convenient 1/2 bath & washer and dryer hook ups. Additional include central A/C for year-round comfort and efficient 3-zone forced hot water heating. Step outside to a huge backyard, ideal for gatherings, gardening, or simply relaxing outdoors. The property also includes 3 sheds for extra storage.

Listed by Luisa Lopes, Fausta Depina and Miguel Gomes of Town Hall Realty,Inc.

MLS Number 73583883

• Residential
• Next Open House: Sun 10/4 12:00 pm. to 1:30 pm.
• Bedrooms 3
• Bathroom 2
• Square Feet 1,538

Perched on a hill at the end of a peaceful dead-end street, just moments from Stony Brook Reservation, this charming move in ready 1900s home offers a blend of original character, thoughtful updates, and inviting spaces for everyday living. From the moment you arrive, the wraparound front porch sets the tone for a home with plenty of personality and timeless appeal. Inside, the living and dining rooms feature beautiful wood floors, while the grand central staircase and dining room ceiling rosette showcase the craftsmanship and architectural details of the era. The kitchen has been thoughtfully refreshed with quartz countertops, updated cabinet doors and hardware, tile flooring, and modern light fixtures, and an added first floor half bath creates ease for entertaining. A large extended sunroom overlooks the back patio and fully fenced in yard. A detached two-car garage offers flexible space for parking, storage, hobbies, or a combination of all three. Set close to the trails and natural beauty of Stony Brook Reservation, this home combines the character of an older property with the convenience of meaningful updates and versatile living spaces.

Listed by Common Ground Collective Team, Kris Hanrahan and Justine Portmann Katz of Compass

MLS Number 73583880

• Residential
• Next Open House: Sun 10/4 12:00 pm. to 2:00 pm.
• Bedrooms 3
• Bathroom 3
• Square Feet 2,728

Set in the heart of Jamaica Plain's coveted pondside neighborhood, this distinguished brick Colonial seamlessly blends timeless architecture with gracious modern living. Crowned by a handsome slate roof and surrounded by lush landscaping and abundant perennial gardens, this sun-filled three-bedroom, two and half bath residence offers an exceptional sense of place just moments from Jamaica Pond, beloved restaurants and shops, and convenient public transportation. Inside, classic elegance unfolds through a beautifully proportioned living and dining room, hardwood floors throughout, a stately library and a sun-drenched eat-in kitchen which provides a warm gathering space. A graceful central staircase rises to the second floor, where an inviting landing with a charming alcove adds both character and function. The spacious primary suite features a private bath and plenty of room to relax. Outdoor living is equally impressive beginning with a light-filled sunroom and a newly screened sun porch. A rich bluestone patio beneath an elegant pergola creates an inviting setting for entertaining, dining, or simply enjoying the beauty of the grounds. Additional highlights include central air, a large walk-up attic offering exciting potential for future expansion, and a spacious basement that presents further possibilities while retaining ample storage. A truly rare amenity in the city, the expansive two-car garage provides exceptional parking and versatility. Elegant, sun-kissed, and rich in architectural character, this exceptional home offers the rare combination of historic beauty, generous space, outdoor living, parking, and future potential-all in one of Jamaica Plain's most desirable neighborhoods.

Listed by Focus Team, Neathery Brenzel and Pierre Vulliez of Focus Real Estate