3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 2 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 3 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 4 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 5 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 6 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 7 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 8 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 9 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 10 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 11 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 12 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 13 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 14 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 15 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 16 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 17 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 18 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 19 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 20 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 21 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 22 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 23 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 24 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 25 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 26 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 27 of 28
3 Family - 3 Units Up/Down at 55 South St, Boston MA 02130, photo 28 of 28
28 photos

$2,595,000

55 South St, Boston MA 02130
Boston, MA 02130
Listed by Riley Walters
Bedrooms
8
Bathrooms
2.5
Living area
3,996 sqft
Year built
1900

About this home

Rare mixed-use investment opportunity in the heart of Jamaica Plain’s vibrant South Street corridor. This three-unit condominium building features a well-established bakery/café operating since 2004 with a licensed 20x20 patio, alongside two spacious four-bedroom residential units with covered porches. Property offers flexible use and strong income potential, with projected rents of $15,000–$18,000/month with business in place. Commercial space includes walk-in freezer and high-ceiling basement with expansion potential. Additional highlights include updated 400-amp electrical, FHA gas heat, two-car garage, and option to deliver with or without business. Business can be relocated and residential units can be delivered vacant. Plans for four units plus rear townhouse to transfer. Prime location near the Monument, Arboretum, and local shops. Ideal for investors, end users, or redevelopment.

Property details

MLS
MLS Property Information Network
MLS #
73520401
Property type
3 Family - 3 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
161
On market date
May 17, 2026
Stories
4
Total bathrooms
2.5
Garage spaces
2
Parking spaces
5
Lot size
0.09 acres
Loading map…

Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
Mission Hill School
0.08 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
223
Student:teacher ratio
10.6:1
District
Boston
Middle
Higginson/Lewis K-8
1.72 mi away · Grades 3-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
188
Student:teacher ratio
7.5:1
District
Boston
High
Margarita Muniz Academy
0.09 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
323
Student:teacher ratio
12.9:1
District
Boston

Walkability

Blended score for Boston's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

79
Walkable
out of 100
EPA National Walkability Index
12.8 / 20 -- Above average walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores13
Parks20
Schools20
Transit stops20
Pharmacies2

Market position

How this listing compares to current activity in Boston, from live MLS data.

On the market 161 days -- 36 more days than Boston's current average of 125 days.
For reference, the median list price across 8,979 active listings in Boston right now is $80,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$15,777/mo
$519,000 down
$2,076,000 loan
Principal & interest$13,465
Property tax (est.)$2,163
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated May 21, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.