Vintage homes for sale & real estate in South Boston, MA

47 homes

Sort:

Recommended

ABOUT THIS HOME
Vintage Home for sale in South Boston, MA:
Well maintained 12 room home on a pretty street overlooking Medal of Honor Park. Just a short walk to Castle Island, Broadway shopping and The Seaport District. Easy access to Highways, Pike, Airport and Public transportation. Public and Private schools nearby. Originally built as a single family and now a legal 2 family. It could be converted back to a single and span 4 stories at approximately 3100 sq feet if finishing the basement.

$1,800,000

5 beds3 baths2,398 sq ft

37 M St, South Boston, MA 02127

The seaport district • Legal 2 family • Broadway shopping

ABOUT THIS HOME
Vintage Home for sale in South Boston, MA:
Attention all investors and developers: Come see this City Point 3-Family brownstone that needs a total rehab. Sold in “AS IS” condition. It will be delivered vacant.

$1,499,000

4 beds3.5 baths2,406 sq ft

746 E 4th St, South Boston, MA 02127

2,561 sq ft lot • Built 1890 • Listed 5 days

ABOUT THIS HOME
Vintage Home for sale in South Boston, MA:
479 East 6th St, South Boston - a well-maintained multi-family in an unbeatable location, perfect for investors or owner-occupants. The first-floor unit features 1 bedroom and 1 full bath, while the spacious second-floor unit offers 2 bedrooms and 1.5 baths. Both apartments include hardwood floors throughout, updated kitchens with modern finishes, and renovated bathrooms. Ideally situated just blocks from the beach, parks, restaurants, and public transit, this property offers strong rental potential and long-term value in one of South Boston’s most sought-after neighborhoods.

$1,085,000

3 beds2.5 baths1,352 sq ft

479 E Sixth St, South Boston, MA 02127

Renovated bathrooms • Updated kitchens • Unbeatable location

ABOUT THIS HOME
Vintage Home for sale in South Boston, MA:
Introducing 427 East Sixth Street - A high-end three-family renovation that is well-located near historic Dorchester Heights, where Washington’s troops chased the Brits out of Boston 250 years ago. Unit #2 is a middle, floor-through condo with 2 bedrooms, 2 full bathrooms, and a large rear deck. This unit also has spectacular views from inside and from the deck. Other features/amenities include Quartz waterfall countertops, Macarona shaker cabinets, Fisher & Paykel appliance package, custom trim & lighting, Oak hardwood flooring, in-unit laundry, and water views. Ready for occupancy in January 2026.

$999,000

2 beds2 baths960 sq ft

427 E 6th St #2, South Boston, MA 02127

Spectacular views • Large rear deck • Custom trim

ABOUT THIS HOME
Vintage Home for sale in South Boston, MA:
This property consists of two residential units within a single building, sold together as one, located in South Boston. Unit 1 includes 2 bedrooms and 1 bath, while Unit 2 offers 3 bedrooms and 2 baths, each with its own defined layout and living areas. The property is situated near the waterfront, with access to M Street Beach and the South Boston Harborwalk for outdoor recreation. Nearby amenities include dining and retail options along East Broadway and West Broadway, as well as MBTA bus routes and the Andrew Square Red Line Station for convenient transportation throughout the Boston metro area.

$1,199,000

5 beds3 baths2,057 sq ft

581 East 8th St, Boston, MA 02127

Mbta bus routes • M street beach • Waterfront access

Property at 427 E 6th St #3, South Boston, MA 02127, 3 beds, 3 baths

$1,459,000

3 beds3 baths1,444 sq ft

427 E 6th St #3, South Boston, MA 02127

Property at 220 Dorchester St, South Boston, MA 02127, 4 beds, 3 baths

$947,000

4 beds3 baths2,600 sq ft

220 Dorchester St, South Boston, MA 02127

Property at 427 E 6th St #1, South Boston, MA 02127, 3 beds, 3 baths

$1,569,000

3 beds3 baths1,720 sq ft

427 E 6th St #1, South Boston, MA 02127

Property at 249 A #66, Boston, MA 02210, 2 beds, 1 bath

$860,000

2 beds1 bath1,599 sq ft

249 A #66, Boston, MA 02210

Property at 242 W 5th St #3, South Boston, MA 02127, 2 beds, 2 baths

$775,000

2 beds2 baths872 sq ft

242 W 5th St #3, South Boston, MA 02127

Property at 319 A St #501, Boston, MA 02210, 1 bath

$649,000

0 beds1 bath501 sq ft

319 A St #501, Boston, MA 02210

Property at 653-R E 3rd St, Boston, MA 02127, 3 beds, 3 baths

$2,000,000

3 beds3 baths2,760 sq ft

653-R E 3rd St, Boston, MA 02127

Property at 9 West Broadway #206, South Boston, MA 02127, 1 bed, 2 baths

$950,000

1 bed2 baths1,129 sq ft

9 West Broadway #206, South Boston, MA 02127

Property at 309 Emerson St #14, South Boston, MA 02127, 1 bed, 1 bath

$475,000

1 bed1 bath667 sq ft

309 Emerson St #14, South Boston, MA 02127

Property at 430 E 8th St, South Boston, MA 02127, 2 beds, 2 baths

$1,249,000

2 beds2 baths1,344 sq ft

430 E 8th St, South Boston, MA 02127

Property at 511 E 8th St Unit A, Boston, MA 02127, 2 beds, 1.5 baths

$779,000

2 beds1.5 baths1,070 sq ft

511 E 8th St Unit A, Boston, MA 02127

Property at 34 Vinton St Unit 2A, Boston, MA 02127, 3 beds, 2 baths

$1,300,000

3 beds2 baths1,390 sq ft

34 Vinton St Unit 2A, Boston, MA 02127

Property at 63 Melcher St #404, Boston, MA 02210, 1 bed, 1 bath

$639,000

1 bed1 bath528 sq ft

63 Melcher St #404, Boston, MA 02210

Property at 192 W 5th St #1, South Boston, MA 02127, 1 bed, 1 bath

$559,900

1 bed1 bath615 sq ft

192 W 5th St #1, South Boston, MA 02127

Property at 346 Congress St #508, Boston, MA 02210, 1 bath

$699,000

0 beds1 bath681 sq ft

346 Congress St #508, Boston, MA 02210

Property at 52 O St #3, South Boston, MA 02127, 2 beds, 2 baths

$780,000

2 beds2 baths950 sq ft

52 O St #3, South Boston, MA 02127

Property at 63 Melcher St #307, Boston, MA 02127, 1 bed, 1 bath

$619,000

1 bed1 bath536 sq ft

63 Melcher St #307, Boston, MA 02127

Property at 9 W Broadway #618, Boston, MA 02127, 3 beds, 4 baths

$2,498,000

3 beds4 baths2,603 sq ft

9 W Broadway #618, Boston, MA 02127

Property at 45 Ward St, South Boston, MA 02127, 2 beds, 2.5 baths

$799,000

2 beds2.5 baths988 sq ft

45 Ward St, South Boston, MA 02127

Property at 33 Lennon Ct #39, South Boston, MA 02127, 1 bed, 1 bath

$465,000

1 bed1 bath560 sq ft

33 Lennon Ct #39, South Boston, MA 02127

Property at 697 East 6th #3, South Boston, MA 02127, 3 beds, 1.5 baths

$849,000

3 beds1.5 baths1,200 sq ft

697 East 6th #3, South Boston, MA 02127

Property at 9 West Broadway #314, South Boston, MA 02127, 1 bed, 1.5 baths

$739,000

1 bed1.5 baths818 sq ft

9 West Broadway #314, South Boston, MA 02127

Property at 607 East 7th St, South Boston, MA 02127, 6 beds, 3 baths

$1,800,000

6 beds3 baths3,110 sq ft

607 East 7th St, South Boston, MA 02127

Property at 520 East Broadway #2, Boston, MA 02127, 4 beds, 4.5 baths

$2,399,000

4 beds4.5 baths2,958 sq ft

520 East Broadway #2, Boston, MA 02127

Property at 647 East 3rd #2, Boston, MA 02127, 4 beds, 2.5 baths

$1,299,000

4 beds2.5 baths1,959 sq ft

647 East 3rd #2, Boston, MA 02127

Property at 21 Wormwood St #218, Boston, MA 02210, 1 bed, 1 bath

$699,000

1 bed1 bath608 sq ft

21 Wormwood St #218, Boston, MA 02210

Property at 480 East 4th St #3, Boston, MA 02127, 2 beds, 2.5 baths

$1,229,000

2 beds2.5 baths1,378 sq ft

480 East 4th St #3, Boston, MA 02127

Property at 21 Wormwood St #310, Boston, MA 02210, 1 bed, 1 bath

$735,000

1 bed1 bath783 sq ft

21 Wormwood St #310, Boston, MA 02210

Property at 262-264 West Broadway, South Boston, MA 02127

$4,600,000

0 beds— baths6,500 sq ft

262-264 West Broadway, South Boston, MA 02127

Property at 45 Ward St #45, South Boston, MA 02127, 2 beds, 2.5 baths

$799,000

2 beds2.5 baths988 sq ft

45 Ward St #45, South Boston, MA 02127

Property at 49 Melcher St #405, Boston, MA 02210, 1 bed, 1 bath

$799,000

1 bed1 bath831 sq ft

49 Melcher St #405, Boston, MA 02210

Property at 33 Sleeper St #508, Boston, MA 02210, 1 bed, 1 bath

$1,375,000

1 bed1 bath1,320 sq ft

33 Sleeper St #508, Boston, MA 02210

Property at 258-270 K St, South Boston, MA 02127, 5 beds, 3.5 baths

$5,250,000

5 beds3.5 baths3,228 sq ft

258-270 K St, South Boston, MA 02127

Property at 647 E 3rd St, South Boston, MA 02127, 8 beds, 3.5 baths

$2,199,000

8 beds3.5 baths3,782 sq ft

647 E 3rd St, South Boston, MA 02127

Property at 309-311 Emerson St #8, South Boston, MA 02127, 1 bed, 1 bath

$649,000

1 bed1 bath707 sq ft

309-311 Emerson St #8, South Boston, MA 02127

Property at 400-R K #17, Boston, MA 02127

$150,000

0 beds— baths180 sq ft

400-R K #17, Boston, MA 02127

Viewing page 1 of 2

Vintage Homes for Sale in South Boston

There are currently 47 vintage homes for sale in South Boston at a median listing price of $1.2M. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in South Boston stay on the market for 64 days and receive 2 offers. Popular neighborhoods include Dorchester, Jamaica Plain, Back Bay, Charlestown, and Beacon Hill. This map is refreshed with the newest listings in South Boston every 15 minutes.

In the past month, 43 homes have been sold in South Boston. In addition to houses in South Boston, there were also 202 condos, 7 townhouses, and 22 multi-family units for sale in South Boston last month. Find your dream home in South Boston using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in South Boston are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in South Boston. If you're looking to sell your home in the South Boston area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in South Boston with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

More real estate resources for South Boston, MA

Cities

Nearby Neighborhoods

Nearby Neighborhoods with Vintage Homes

Nearby Cities with Vintage Homes

More to explore in South Boston, MA

How to buy a house in South Boston, MA

How much house can I afford?

How to buy a house in 10 steps

First-time homebuyer's guide

See more home buying guides

Popular Markets in Massachusetts

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Why Redfin?

Community Impact

Diversity & Inclusion

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.