2 Family - 2 Units Up/Down at 189 W Brookline St, Boston MA 02118, Boston
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$8,250,000

189 W Brookline St, Boston MA 02118
Boston, MA 02118
Listed by Ricardo Rodriguez & Associates Group
Bedrooms
6
Bathrooms
6
Living area
4,320 sqft
Year built
2021

About this home

A truly distinctive offering where timeless architecture, elevated design & flexible urban living converge. Set on one of the South End’s most coveted tree-lined streets, this home presents a rare opportunity to acquire two meticulously renovated residences within a classic bow-front brownstone, offered together as a cohesive multi-family property. Comprising a penthouse triplex & garden duplex, the building offers exceptional flexibility for multigenerational living, guest accommodations, income potential or future single-family conversion. The PH features 3+ beds, 3.5 baths, dramatic entertaining spaces, custom millwork, gas fireplaces, private roof deck & skyline views. The garden duplex offers 2 beds, 2.5 baths, study, private patio & refined finishes throughout. Complete w/ 2 direct parking spaces, designer kitchens & curated finishes. Moments from acclaimed dining, parks, SoWa, cafés & premier private schools, boutique shopping & renowned restaurants & galleries.

Highlights

Fireplace

Property details

MLS #
73525662
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
125
On market date
May 28, 2026
Stories
5
Total bathrooms
6
Garage spaces
N/A
Parking spaces
2
Lot size
0.04 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
Blackstone
0.28 mi away · Grades -1-5
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
455
Student:teacher ratio
8.4:1
District
Boston
Middle
James P Timilty Middle
1.15 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
205
Student:teacher ratio
8.2:1
District
Boston
High
Carter School
0.43 mi away · Grades 8-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
24
Student:teacher ratio
24.0:1
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).

91
Highly walkable
out of 100
EPA National Walkability Index
16.8 / 20 -- Most walkable
Google Places amenity density
100 / 100
Restaurants & cafes20
Grocery stores20
Parks20
Schools20
Transit stops20
Pharmacies20

Market position

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

On the market 125 days -- 9 more days than Boston's current average of 116 days.
For reference, the median list price across 8,220 active listings in Boston right now is $12,250.

Mortgage calculator

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

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Est. monthly payment
$49,832/mo
$1,650,000 down
$6,600,000 loan
Principal & interest$42,807
Property tax (est.)$6,875
Home insurance (est.)$150

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