Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 2 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 3 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 4 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 5 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 6 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 7 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 8 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 9 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 10 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 11 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 12 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 13 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 14 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 15 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 16 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 17 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 18 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 19 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 20 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 21 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 22 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 23 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 24 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 25 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 26 of 27
Single Family Residence at 185 Warren Street, Brookline MA 02445, Brookline, photo 27 of 27
27 photos

$3,095,000

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 #
73570606
Property type
Single Family Residence
Subdivision
N/A
Status
Active
Days on market
37
On market date
September 1, 2026
Stories
N/A
Total bathrooms
3
Garage spaces
2
Parking spaces
8
Lot size
0.92 acres
Loading map…

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
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

Walkability

Blended score for Brookline'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).

66
Walkable
out of 100
EPA National Walkability Index
11.7 / 20 -- Above average walkable
Google Places amenity density
78 / 100
Restaurants & cafes11
Grocery stores2
Parks20
Schools20
Transit stops20
Pharmacies0

Market position

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

On the market 37 days -- 64 fewer days than Brookline's current average of 101 days.
For reference, the median list price across 838 active listings in Brookline right now is $9,600.

Mortgage calculator

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

$
%
%
Adjust tax / insurance estimates
% / yr
$
/mo
Est. monthly payment
$18,788/mo
$619,000 down
$2,476,000 loan
Principal & interest$16,059
Property tax (est.)$2,579
Home insurance (est.)$150

Similar homes you might like

Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated 16 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.