South Shore Homes with Easy Commute to Boston

MLS Number 73579060

• Residential
• Bedrooms 2
• Bathroom 2
• Square Feet 1,554

Simply lovely describes this sunny, freshly painted home with high ceilings and multiple windows with tree views and gleaming hardwood floors. As you approach the front yard, an abundance of perennial flowers and a maple tree greet you. The spacious living room offers period wood detail, a wood-burning fireplace, built-in bookcases, and coffered ceilings. Off the living room is a sunroom and an adjacent dining room complete with china cabinet and wood panel wainscoting. The efficient kitchen has a newer cooktop and electric convection oven. There is a half bath off the kitchen. On the second floor, you will find a large primary bedroom with an adjacent space to be used as a home office or creative space. The second bedroom overlooks the large backyard. The third bedroom could be a separate nursery or guest room. The exterior was painted approximately 12 years ago, adding to the home's well-maintained appeal. Set in Boston's vibrant Roslindale, the home puts you close to Stony Brook, the Arnold Arboretum, local restaurants, coffee shops, and the commuter rail. This charming home offers both character and flexibility in a wonderfully connected Boston location.

Listed by Laurie Crane of Gibson Sotheby's International Realty

MLS Number 73579046

• Residential
• Bedrooms 3
• Bathroom 1
• Square Feet 1,566

CHARM, SPACE & OUTDOOR LIVING! Welcome to this inviting 3-bedroom home set on a desirable corner lot! Featuring beautiful hardwood floors throughout, a spacious eat-in kitchen, and central air conditioning for year-round comfort. The third level offers fantastic flexibility and can be used as a home office, sitting room, or creative space. Step outside and enjoy the oversized deck-perfect for summer entertaining, morning coffee, or relaxing at the end of the day. Off-street parking adds even more convenience. With great curb appeal, versatile living space, and plenty of outdoor enjoyment, this is one you won't want to miss! No Showings until Open Houses on Saturday, September 19, 2026 from 2:30PM - 4:00PM and Sunday, September 20, 2026 from 11:30AM - 1:00PM.

Listed by David Greenwood of Insight Realty Group,Inc.

MLS Number 73578963

• Residential
• Bedrooms 5
• Bathroom 4
• Square Feet 3,578

Extraordinary Location directly on the Training Field! Step into a piece of living history with this magnificent, single family masterpiece located in the heart of historic Charlestown. One garage parking space included! Originally constructed in 1800 as the legendary Old Salem Turnpike Hotel, this rare property seamlessly blends centuries of architectural heritage with the outstanding updates for sophisticated modern living. Boasting an impressive 3,578 square feet of meticulously maintained space, this grand 12-room estate offers an unparalleled lifestyle just across from the Training Field and minutes to downtown Boston. Boasting 4-5 Bedrooms and 4 full baths, plus a library, family room, and sunroom, it spreads comfortably across multiple stories. Expansive formal first floor living room, dining room, and gourmet kitchen! Enormous sun-filled yard is a gardener's paradise! Flexible floor plan for any lifestyle! This home retains its grand presence, timeless wood-siding exterior, and striking architectural character. Amazing intact wide-plank pine flooring throughout, plus multiple period fireplaces, one in almost every room! Perfect for New England winters. Situated on a generous 3,485 sq. ft. parcel, this home offers a rare blend of historic neighborhood charm and private outdoor space. Multi-zone heating and central air, plus premium updates throughout, ensure effortless comfort without sacrificing historic integrity. Located in one of Boston's most coveted and historic enclaves, it offers top-tier convenience. Close to vibrant local dining, boutique shopping, and the historic Charlestown Navy Yard. Enjoy seamless access to the visual charm of gas-lit streets and quick transit to downtown Boston. This is a true once-in-a-generation legacy property. By appointment only.

Listed by Frank Celeste of Gibson Sotheby's International Realty

MLS Number 73578918

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 1,925
• High School Bps

Tucked off Monument Square on a gas-lit private way, this beautiful, 3+BR/2.5BA, single family home features 1,925+/- sf, an ideal open layout, sunny corner exposure and 1 car parking. The main level features an open concept “great” room with elegant living room with gas fireplace, with handsome white mantel, crown molding, and freshly sanded hardwood floors; an updated chef's kitchen with white shaker cabinetry, quartz countertops, brand new stainless appliances, including gas range; and dining space with glass slider to a large private deck. Two generous bedrooms, each with corner exposure, and a well-appointed full bath with tub/shower make up the second level. A spacious and loft-like primary bedroom is located on the top level and features two sets of double closets and an updated full bath with glass enclosed shower with stone surround and white quartz-topped vanity. It also provides the perfect nook for a home office. The finished lower level offers a playroom/media room space, a half bath, storage, laundry center and direct egress to parking. This home is located close to everything Charlestown has to offer, including wonderful parks, shopping, restaurants and transportation, and the tucked away location gives it a suburban feel.

Listed by Nancy Roth and Colin Boylan of Gibson Sotheby's International Realty

MLS Number 73578901

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,790
• High School Brooke Charter

Welcome to 25 Bexley Rd, a versatile Roslindale home offering a flexible layout designed to accommodate a variety of lifestyles. The upper level features an eat-in kitchen, comfortable living room, three bedrooms and a full bathroom. The lower level offers a half bathroom, additional living space with a family room and a separate area currently used as an office, providing flexibility for work, hobbies, fitness, or everyday living. Step outside to a private, enclosed backyard surrounded by mature greenery, creating a peaceful retreat in the city. A raised patio provides an inviting space for outdoor dining, relaxing, or entertaining, while the yard offers established garden areas and a detached shed for additional storage. Ideally located near Roslindale Village, the Farmers Market, and the Arnold Arboretum, with easy access to neighborhood shops, restaurants, parks, and community amenities. 25 Bexley Rd offers a flexible floor plan, inviting outdoor space, and the opportunity to create a home that fits your lifestyle today and into the future.

Listed by Darren Franco of Spectrum Real Estate,LLC

MLS Number 73578828

• Residential
• Bedrooms 3
• Bathroom 1
• Square Feet 1,580

Rare opportunity in East Boston's desirable Eagle Hill neighborhood! Built in 1910 and lovingly held by the same family for generations, this charming Colonial-style single-family home offers approximately 1,580 sq. ft. of living space on a 2,187 sq. ft. lot. Rich with character and history, the home features a comfortable open floor plan, a charming three-season porch, and endless possibilities for its next chapter. This is an incredible opportunity for contractors, investors, renovators, or buyers with a vision to restore and reimagine a classic home while preserving the charm that makes it so special. Bring your creativity and transform this well-loved property into a beautiful blend of timeless character and modern living. Conveniently located near bus routes and the MBTA Blue Line, with easy access to restaurants, shops, parks, schools, and all that East Boston has to offer.After generations with the same family, 150 Falcon Street is ready to welcome its next owner and begin a brand-new chapter!

Listed by Louise Touchette Team and Alexa Gale of Coldwell Banker Realty - Lynnfield

MLS Number 73578822

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,560
• High School Bps

This charming and well-cared-for Cape is the home you have been waiting for on a tree-lined street in West Roxbury. First floor has a wood fireplace living room with picture window, open staircase allows you to see the dining room which is open to the kitchen that has glass doors to a wooden deck and the fenced-in manicured yard. 1st floor also has a full bath and bedroom that is being used as a den. 2nd floor has 2 generous vaulted ceiling bedrooms with skylights, large closets and good storage and the 2nd floor full bath is completely renovated. Loads of natural light inside and out. Windows tilt in for easy cleaning. Systems in great shape and there are 3 heat pumps w/ AC for alternative heating and cooling. Forced hot air system is gas, appliances in kitchen are newer, cabinets are original. Basement has interior access to the large finished room, utility room w/laundry & garage with automatic door. There is a bulkhead for direct access to the yard. Parking for 2 cars (1 garage/ 1 driveway) On street parking for guests. This seller has taken care of this house for the last 27 years and is ready to pass it on to the next owner.

Listed by Mary M. Wallace of Gibson Sotheby's International Realty

MLS Number 73578681

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 1,690

Exceptional opportunity on the Brighton/Newton line! Ideally positioned directly across from Newton Commonwealth Golf Course, this charming single-family ranch offers an appealing combination of space, comfort, parking, and city convenience. The sun-filled main level features hardwood floors, central heat and air conditioning, and an updated eat-in kitchen with stainless steel appliances, newer cabinetry, and granite countertops. Four well-appointed bedrooms, a full bath, and a spacious living room with vaulted ceilings and a decorative fireplace complete the main living level. Downstairs, two versatile flex spaces provide endless possibilities for a home office, gym, playroom, or guest space, along with a second full bath, storage room, and washer/dryer. Outside, a serene backyard creates a welcome retreat, while two driveway spaces plus garage parking offer a rare convenience. Enjoy a residential neighborhood feel with Newton, Brighton, shopping, dining, recreation, and city amenities all within easy reach. A fantastic opportunity in an exceptionally convenient location. Square footage is approximate.

Listed by Elizabeth Gibby and Jessica Laufer of The Charles Realty

MLS Number 73578670

• Residential
• Bedrooms 5
• Bathroom 2
• Square Feet 2,305

Spacious five-bedroom single-family home offering three levels of living space plus a partially finished basement. The home features a generously sized kitchen, living room, dining room, two full bathrooms, and mostly hardwood flooring throughout. The partially finished basement offers additional flexible space and a dedicated laundry room. This home offers plenty of space and potential for the buyer looking to add their personal touch. The property does require TLC and updating, providing an opportunity to bring your vision and finishing touches to make it truly your own. The large yard offers ample space for outdoor entertaining, family activities, gardening, and off-street parking.

Listed by Naomi Malabre of RE/MAX Real Estate Center

MLS Number 73578652

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 2,236

Beloved Historic Training Field/ Winthrop Square Location - Sunny and spacious three bedroom, two and half bath home offers a roofdeck with city views, a deck off the kitchen, and a juliet balcony. Enter from Park Street or Common Street to an open, combination floorplan of living room with wood floors and a gas fireplace, which connects to the dining room with a bay window overlooking the Training Field, plus a wall of three French doors for added light. The kitchen with gas cooking has direct access to an enclosed deck for outside enjoyment and entertainment. The first floor powder room and coat closet add to ease of living. The second floor bedroom/office has a French Door to a juliet balcony overlooking the park, and ample closet space. A hall Library off of the second corner bedroom, and a full bath, complete the second floor. The top floor showcases a Main Bedroom Suite with 7 windows with views overlooking the Training Field and city, a glimpse of the USS Constitution masts, with light from three sides, plus a walk-in closet/dressing room and a full bathroom. The hallway spiral staircase leads to a roofdeck with expansive sky, city and park views. The lower level offers an unfinished basement plus a laundry room, and ample storage. Garage parking available for rent nearby. Close proximity to the bus and walking to Boston and Charlestown restaurants and shops.

Listed by Diane Valle of Boston Portfolio Properties,LLC

MLS Number 73578544

• Residential
• Bedrooms 6
• Bathroom 2
• Square Feet 3,651

MELVILLE/WELLESLEY PARK AREA!! This beauty needs lots of love but it will be worth it in the end. This home has been occupied by the same owner for the 25 years. With all of it`s original character and detail intact, this 11 room 6 bedroom Turn-of-Century Colonial with a Gambrel roof is equipped with a wonderful turret that climbs through 2 of the bedrooms inside the home. The original Victorian Era charm and detail still exists throughout the home with it`s natural woodwork and trim, a dining room fireplace, servants staircase picture moldings, pocket doors, chair rail, wooden doorknobs, and quarter-sewn oak floors. There is also a 2 car garage at the rear of the property and large back yard. This home deserves to be brought back to it`s original glory. Interior pictures coming soon.

Listed by Douglas Bosse of Olde Towne Real Estate Co.

MLS Number 73578066

• Residential
• Bedrooms 3
• Bathroom 3
• Square Feet 1,888

This home is a total vibe! From the moment you walk through the door, you'll find a perfect mix of classic West Roxbury charm, thoughtful updates, and seriously stylish spaces. Warm hardwood floors, beautiful architectural details, and an inviting layout create a home that feels comfortable, collected, and completely your own. Enter through a small vestibule and hang your coat in the spacious front closet. The living and dining spaces flow effortlessly, making everyday life easy and entertaining even better. The kitchen is beautiful and functional, with unique custom cabinetry, a coordinated backsplash, stainless steel appliances, and generous prep space. A full bathroom with tub and two bedrooms complete this floor, with one opening directly to a brand-new, gorgeous back deck, perfect for morning coffee or dining al fresco. Upstairs, the spacious primary bedroom feels like a true retreat, complete with vaulted ceilings, excellent closet space (walk-in + more!) and a stunning custom bathroom that feels more like a boutique hotel than your everyday bath. Gorgeous finishes, a double vanity, skylight, and a luxurious shower make this a space you'll definitely look forward to using. Need more room? The finished basement gives you valuable bonus living space. There's also a convenient half bath and plenty of storage in the utility room, where you'll also find the washer and dryer. And don't miss the secret nook, a fun little space ready to become a favorite hideaway! And then there's the backyard. With a private, freshly sodded yard, gardening spaces, and the incredible new deck, your outdoor space is made for lingering and enjoying. The under the home “garage” is perfect for storing yard tools or utilizing as a home gym space. All of this in an incredible location, just moments from the shops, restaurants, coffee, parks, and neighborhood favorites of Centre Street, with easy access to the commuter rail and everything Boston has to offer. Full of perks and personality, this is one you'll want to experience for yourself.

Listed by Danielle M. O'Brien of Parkway Real Estate,LLC