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$3,295,000

185 Warren Street, Brookline MA 02445
Brookline, MA 02445
Listed by Hilary Maddox Team
Bedrooms
5
Bathrooms
3
Living area
2,834 sqft
Year built
1850

About this home

Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.

Highlights

ViewFireplace

Property details

MLS #
73508555
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
N/A
On market date
April 28, 2026
Stories
N/A
Garage spaces
2
Lot size
0.92 acres
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Nearby schools

Within 10 miles · public school directory data (NCES)

Elementary
William H Lincoln
0.43 mi away · Grades 0-8
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
471
Student:teacher ratio
9.8:1
District
Brookline
Middle
James P Timilty Middle
2.13 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
Brookline High
0.73 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
2,087
Student:teacher ratio
10.9:1
District
Brookline

Mortgage calculator

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Est. monthly payment
$19,993/mo
$659,000 down
$2,636,000 loan
Principal & interest$17,097
Property tax (est.)$2,746
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 6, 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.