2 Family - 2 Units Up/Down at 189 W Brookline St, Boston MA 02118, Boston
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$7,750,000

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

An entire South End brownstone. Newly reimagined, move-in ready & yours to define. A truly distinctive opportunity to acquire an entire, newly renovated bow-front brownstone on one of the South End’s most coveted tree-lined streets. Thoughtfully transformed to near-new construction standards, the property brings together timeless architecture, elevated contemporary design & exceptional flexibility within one complete building. Comprised of two meticulously designed residences, a penthouse triplex & garden duplex, the offering can be enjoyed exactly as it is today or reimagined for years to come. Live in one residence while generating income from the other, create a private arrangement for extended family, guests, or an au pair, or combine both homes into a substantial single-family residence, with conversion plans available for review. Few South End properties offer this level of immediate livability alongside such compelling long-term flexibility. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths, soaring ceilings, abundant natural light, custom millwork, gas fireplaces, a beautifully integrated designer kitchen & generous spaces for living & entertaining. A private balcony extends from the kitchen, while the upper levels culminate in an expansive private roof deck with Boston skyline views, built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two thoughtfully designed levels. Generous living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & refined finishes create a warm, tailored interior, while the living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences offer approximately 4,320 SF of beautifully finished interior space, two distinct private outdoor spaces & 2 direct-access parking spaces. Moments from acclaimed restaurants, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to own an entire turnkey South End building, the income potential of a multi-family, the privacy of two distinct residences & the possibility of one remarkable single-family home.

Highlights

Fireplace

Property details

MLS #
73574727
Property type
2 Family - 2 Units Up/Down
Subdivision
N/A
Status
Active
Days on market
21
On market date
September 9, 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 21 days -- 95 fewer 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
$46,821/mo
$1,550,000 down
$6,200,000 loan
Principal & interest$40,213
Property tax (est.)$6,458
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 17 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.