South Boston Homes with Colonial Style

Welcome to South Boston, a vibrant neighborhood nestled in the heart of Boston, Massachusetts. Known for its rich history and dynamic community, South Boston offers a unique blend of urban living and coastal charm. With its picturesque waterfront along the Boston Harbor, residents enjoy stunning views and a plethora of recreational activities, from leisurely strolls along the promenade to kayaking in the harbor.

South Boston is renowned for its diverse architectural landscape, but one style that stands out is the classic Colonial home. These charming residences, characterized by their symmetrical facades, gabled roofs, and classic brick or wood exteriors, evoke a sense of timeless elegance. Many Colonial-style homes in South Boston have been thoughtfully updated, merging traditional aesthetics with modern conveniences. Inside, you’ll find spacious layouts, inviting living areas, and often, original details like crown moldings and hardwood floors that tell a story of the past.

Beyond the homes, South Boston is a hub of activity. The neighborhood boasts a thriving arts scene, eclectic eateries, and lively bars, making it a hotspot for social gatherings. Families will appreciate the proximity to parks, excellent schools, and community events that foster a close-knit atmosphere.

Whether you’re looking to invest in a Colonial-style home or simply explore all that South Boston has to offer, this neighborhood is a delightful blend of history, culture, and community spirit. Discover your place in South Boston, where charming homes meet the vibrant pulse of city life!

Newest South Boston Homes with Colonial Style

$3,097,000

5 Beds ⋅ 4 Baths ⋅ 73538258 MLS

This is a rare South Boston home offering single-family scale, private garage parking for three cars, Best in Class outdoor space with ocean views and premium yard space on a premier Columbia Road address. The top-floor living and entertainment room is the showpiece of the home, with expansive, unobstructed ocean views and a bar counter with seating for eight. On this level, you will be able to host unforgettable sporting, political, children or fundraising events. Your events will be the talk of the town. With nearly 3,000 square feet of thoughtfully designed living space, this home lives large and offers exceptional flexibility for today’s lifestyle. The layout can easily function as a true five-bedroom, four-bath residence, with room for family, guests, home office space, entertaining, and future growth.

1674 Columbia, Boston

Listing courtesy of Listing Agent: Jim Fitzgerald from Listing Office: RE/MAX Realty Plus.

$799,000

3 Beds ⋅ 2 Baths ⋅ 73530683 MLS

Telegraph Hill Location! Lovingly lived in by the same family for more than 60 years, this home is ready for a new chapter. This is the first time that this property is being offered for sale since being built in 1962. Three bedrooms and 1.5 bathrooms with a large living room and kitchen/dining area and 2 large rooms (540 sq. ft) in the dry basement that are waiting to be finished. This home has nice front yard and a private fenced in rear yard. Gas heat and hot water, some newer windows, sump windows, basement laundry, hardwood floors (under carpet). Great option for someone looking to renovate this and and make it their own or a possible developer flip or maybe an investment rental. The property is being sold "as is" Open houses Saturday and Sunday 1:30-3pm

445 E 5th St, Boston

Listing courtesy of Listing Agent: Douglas Bosse from Listing Office: Olde Towne Real Estate Co..

$899,900

3 Beds ⋅ 1 Baths ⋅ 73522886 MLS

Single family (attached) home in the heart of South Boston for under $1M- 463 E 6th Street is an exceptional opportunity for development, expansion, or an end user seeking renovation potential, situated three blocks from Carson Beach and the Harborwalk. Lovingly maintained by the same family for over 65 years, this home offers a spacious, sun-filled, eat-in kitchen which opens to a generously sized deck—perfect for relaxing outdoors. Currently 3 bedrooms and 1 full bath, with a bonus "water closet" on the upper level, a walkout basement with laundry, ample storage, and direct exterior access - ideal for future expansion, a home office or gym. A unique value-add opportunity in a prime South Boston location. Come see!!

463 E 6th St, Boston

Listing courtesy of Listing Agent: Hayley Merra from Listing Office: The Merra Group.

$2,399,000

4 Beds ⋅ 4 Baths ⋅ 73511761 MLS

Steps from the Ocean. A rare South Boston luxury residence offering the scale, design, and coastal lifestyle the neighborhood has been waiting for. Enjoy your ocean-facing oasis deck with morning coffee or an evening cocktail overlooking the beachline, with six miles of shoreline literally at your front door.This sprawling, impeccably designed 4-bedroom, 4-bath, three-level townhouse-style home offers 2,252 square feet of refined living space, with two-car garage parking. The interior features impressive 9.5-inch wide-plank white oak floors, 9-foot+ ceilings, an abundance of south-facing natural light. A true chef’s kitchen is anchored by a 48-inch Thermador double-oven range, the perfect blend of luxury, function, and entertaining space.Spa-inspired bathrooms with marble tilework, custom vanities Winter? two-car garage parking, elevator access, and a heated driveway—so you can forget about shoveling and focus on living on living the Beachfront South Boston lifestyle.

244 L St Unit 3, Boston

Listing courtesy of Listing Agent: Jim Fitzgerald from Listing Office: RE/MAX Realty Plus.

$1,149,000

4 Beds ⋅ 2 Baths ⋅ 73499669 MLS

Investment Single Family located in South Boston’s coveted East Side, There are currently four large bedrooms and two full bathrooms, an eat-in-kitchen, and oversized living room, spanned over the top two floors. Large back yard and deck finishes out this oversized home. Phenomenal value-add potential in renovating the garden level and adding another bedroom or two, and a full bathroom.

659 E 6th St, Boston

Listing courtesy of Listing Agent: Ryan Foley from Listing Office: Greater Metropolitan R. E..

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