2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 2 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 3 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 4 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 5 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 6 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 7 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 8 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 9 of 10
2 Family - 2 Units Up/Down at 66 Pleasant Street, Boston MA 02125, Boston, photo 10 of 10
10 photos

$1,100,000

66 Pleasant Street, Boston MA 02125
Boston, MA 02125
Listed by Danielle Canty
Bedrooms
9
Bathrooms
2
Living area
3,204 sqft
Year built
1928

About this home

Welcome to this spacious 3,200+ sq. ft. home in the historic Savin Hill area of Dorchester, proudly owned by the same family for 35+ years. With generous space and flexibility, this property offers the opportunity to use it as a single-family home or explore a multi-family setup to suit your needs. The basement, not included in the listed square footage, has high ceilings and a partially finished bathroom, come finish the job and create additional living space or potential rental income. Move right in and make it your own, or bring your vision and creativity as an investor or developer. Conveniently located close to schools, the train station, beaches, and all that the Savin Hill/Dorchester area has to offer. A unique opportunity with space, history, and plenty of potential, come see what you can create!

Property details

MLS #
73583097
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
7
On market date
September 27, 2026
Stories
3
Total bathrooms
2
Garage spaces
N/A
Parking spaces
2
Lot size
0.1 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 (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
Edward Everett
0.04 mi away · Grades -1-6
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
270
Student:teacher ratio
12.3:1
District
Boston
MiddleCharter
Helen Y. Davis Leadership Academy Charter Public School
0.87 mi away · Grades 6-8
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
138
Student:teacher ratio
6.9:1
District
Helen Y. Davis Leadership Academy Charter Public (District)
HighCharter
Boston Collegiate Charter School
0.54 mi away · Grades 5-12
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
702
Student:teacher ratio
9.4:1
District
Boston Collegiate Charter (District)

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).

92
Highly walkable
out of 100
EPA National Walkability Index
17.2 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores20
Parks20
Schools20
Transit stops20
Pharmacies9

Market position

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

On the market 7 days -- 110 fewer days than Boston's current average of 117 days.
For reference, the median list price across 8,365 active listings in Boston right now is $35,000.

Mortgage calculator

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

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Est. monthly payment
$6,774/mo
$220,000 down
$880,000 loan
Principal & interest$5,708
Property tax (est.)$917
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 2 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.