2 Family - 2 Units Up/Down at 36-38 St Gregory Street, Boston MA 02125
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$1,350,000

36-38 St Gregory Street, Boston MA 02125
Boston, MA 02125
Listed by Mission Realty Advisors
Bedrooms
5
Bathrooms
3
Living area
3,239 sqft
Year built
1905

About this home

This rare two-family in Dorchester’s Lower Mills sits just one block from the neighborhood’s vibrant business district, with cafes, restaurants, and daily conveniences steps away. Both units are vacant and move-in ready, making it perfect for owner occupancy. Unit 2, a three bedroom duplex on the upper floors with room to spread out, is ideal for an owner’s suite. Rich woodwork brings warmth throughout, and an open kitchen flows into an expanded living area and defined dining space, made for everyday living and easy entertaining. A dedicated home office on the main level and an additional full bath add flexibility. The primary suite claims its own private upper level: a walk-through closet with integrated laundry leads to a spa-like bath with skylights, dual vanities, a pebble stone shower, and separate water closet. Two more bedrooms offer space for guests, work, or hobbies, and two private porches extend your living space outdoors. Unit 1 is a two bedroom, one bath residence full of classic character. Formal living and dining rooms with a built-in china cabinet pair with an updated kitchen and bath. A walk-through pantry with built-ins adds charm and storage, and a bonus room works as a home office or den. An enclosed private porch serves as a mudroom, and new HVAC provides year-round comfort. Both units have their own laundry and basement storage. Outside, enjoy a shared yard and three parking spaces, including one garage space. Close to the Red Line, the Neponset River Trail, parks, and harbor access, this is a chance to own a two-family in one of Boston’s most sought-after neighborhoods.

Property details

MLS
MLS Property Information Network
MLS #
73594273
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
1
On market date
October 22, 2026
Stories
3
Total bathrooms
3
Garage spaces
1
Parking spaces
3
Lot size
0.09 acres
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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.

ElementaryCharter
Conservatory Lab Charter School
0.17 mi away · Grades -1-8
Nearest school -- attendance-zone data not available here
3.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
447
Student:teacher ratio
15.4:1
District
Conservatory Lab Charter (District)
Middle
Charles S Pierce Middle
1.44 mi away · Grades 6-8
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
928
Student:teacher ratio
12.1:1
District
Milton
High
Boston International High School
0.74 mi away · Grades 9-12
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
421
Student:teacher ratio
8.4:1
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). EPA National Walkability Index only -- nearby-amenity data not cached yet for this area.

93
Highly walkable
out of 100
EPA National Walkability Index
18.7 / 20 -- Most walkable

Market position

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

On the market 1 days -- 123 fewer days than Boston's current average of 124 days.
For reference, the median list price across 8,974 active listings in Boston right now is $85,000.

Mortgage calculator

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

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Est. monthly payment
$8,280/mo
$270,000 down
$1,080,000 loan
Principal & interest$7,005
Property tax (est.)$1,125
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 1 days ago.

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.