South Boston Real Estate

For many, South Boston (‘Southie’ to locals) is Boston’s soul: deep-rooted, thrumming with energy, forever reinventing itself. Ringed by ocean and sky, flanked by the South End, Seaport, Dorchester and Roxbury, South Boston mixes historic homes with new, luxury architecture—and a healthy dose of neighborhood pride.

The South Boston Real Estate Market

Waves of development throughout the years have given South Boston a truly eclectic look. Originally a peninsula, South Boston was annexed to Boston at the beginning of the 19th century. Plans in 1805 established its street grid (which still exists today) and with landfill, a thriving neighborhood of wood-frame houses.

The coming of railroads and the Civil War brought foundries, machine shops and shipyards. Row houses and two-family homes followed, and by the turn of the 20th century, triple deckers and public housing. Mansions came too, in a variety of revival styles. Today many vintage gems, often beautifully restored, live comfortably amidst breathtaking modern buildings.

Famously gritty in its not-so-distant past, South Boston was once—and in areas still is—densely-populated and very urban. Yet with its reawakened waterfront and stunning new architecture, ‘Southie’ has also become an emblem of Boston’s sparkling, 21st century style.


Sports-mad, tavern-filled and host to a world-famous St. Patrick’s Day parade, South Boston is known for its Irish roots and cheeky attitude. Traditional ‘Southie’ homes and families go back for generations.

But there’s more to this Boston story. Ever since the Big Dig relocated the Central Artery (and restored waterfront access to the city) professionals and young families have flocked to South Boston. Here, within easy reach of downtown Boston, they’ve discovered a big area rich with possibilities: the West Side’s Andrew Square and Polish Triangle, the East Side’s City Point and Dorchester Heights/Telegraph Hill, Fort Point’s historic warehouses, Seaport’s luxury construction.

And South Boston continues to look forward to what’s next. From its three miles of beaches and beautiful Castle Island to its great restaurants, pulsing nightlife and cultural landmarks, it’s a place of powerful charm. Tap into South Boston and like so many others, you could find yourself permanently at home.

Is Now A Good Time To Buy In South Boston?

Increasingly, the answer is yes. In fact, South Boston has become one of Boston’s modern success stories. Driven by smart investment in cutting-edge industries like clean tech, information technology and mobile media, property values have soared in the past 15 years. And the trend shows no sign of fading. Today, South Boston presents everything from condos to single and multi-families, plus many “gut” renovations. It’s big enough, varied enough and appealing enough for anyone who wants a great urban experience.

South Boston Properties

135 University Road Brookline MA

65 G Street
South Boston

List Price: $1,899,000
4 Bed / 3 Full Baths / 1 Half Bath
2700 SqFt

525 East 7th Street #9 South Boston

525 East 7th Street #9
South Boston

Sale Price: $1,115,000
2 Beds / 2 Full Baths
1546 SqFt

584 East 3rd Street #2

584 East 3rd Street #2
South Boston

Sale Price: $690,000
2 Beds / 1 Full Bath
860 SqFt

Some of the other Greater Boston neighborhoods we specialize in include:

South End

The epitome of a diverse neighborhood, the South End has something for everyone. With some of the hottest restaurants and most happening nightlife spots in Boston, the real estate market in the South End ranges from modern luxury condos to renovated historic brownstones and everything in-between. Browse current listings and recent sales in the South End, and let us know if we can help you navigate this competitive market!

More about South End real estate.


Having experienced a development boom over the past decade, the Seaport is constantly evolving. This seaside neighborhood is known for modern, upscale living, and is home to much of the thriving Boston tech scene. And with some of the most popular restaurants and bars in Boston, the Seaport is attracting a diverse array of buyers and investors.

More about Seaport real estate.


Brookline features abundant green space and a thriving cultural community. From historic Coolidge Corner to iconic restaurants and bars, Brookline combines the convenience of city living with the serenity of the suburbs.

Learn more about Brookline real estate.


Charlestown combines the charm and tranquility of small-town New England with the excitement and convenience of Boston. Just minutes from downtown, families and young professionals flock to Charlestown to get more space for their money while still maintaining easy access to the city via public transportation.


Located near the heart of the financial district in downtown Boston, Midtown is home to some of the most luxurious lifestyle condo buildings in the city. Buyers seek out Midtown for quintessential city living, with ample public transportation and many of Boston’s attractions within easy walking distance to the theater district.


Perhaps best known as the home of Harvard University, Cambridge has a European, intellectual feel to it. With plenty of green space and some of the best running and biking paths near the city, Cambridge sits just across the river from downtown Boston.

Back Bay

Located alongside the picturesque Charles River, the Back Bay is one of the most sought-after parts of downtown Boston. From Newbury Street shopping to summer afternoons in the Public Garden, many of Boston’s well-known landmarks can be found within this charming and historic neighborhood.

More about Back Bay real estate.

Beacon Hill

Beacon Hill is perhaps the most historic neighborhood in Boston. Situated under the golden dome of the State House, and a short walk from the Boston Common, charm permeates the cobblestone streets of this quintessential Boston district.

More about Beacon Hill real estate.