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185 Warren Street — Photo 11 / 25

$3,295,000

Active

185 Warren Street

Brookline, MA 02445

5Beds
3Baths
2,834Sq Ft
$1,163$/Sq Ft
40,000 sqftLot
1850Built
8Days on Market

Listed by Hilary Maddox Team at Compass

Listing courtesy of Hilary Maddox Team, Compass

Location

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About This Property

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.

Property Details

Key Facts

Property Type

Single Family

Style

Colonial

Year Built

1850

Living Area

2,834 sqft

Lot Size

40,000 sqft

Rooms

9

Bedrooms

5

Bathrooms

3 (3 full)

Construction

Basement

Full Basement

Parking Spaces

8

Garage Spaces

2

Systems & Utilities

Heating

Hot Water Baseboard, Heat Pump, Coal

Cooling

Central Air

Water

City/Town Water

Sewer

City/Town Sewer

Financial

Taxes (2026)

$35,219/yr

Price / Sqft

$1,163/sqft

MLS #

73508555

Days on Market

8

Price History

Listed

Jun 2, 2026

$3,295,000

Price

Jun 2, 2026

$3,495,000

$3,295,000

Explore the Neighborhood

Schools Nearby

Public Schools of Brookline

13 schools · 12:1 student-teacher ratio

A+8/10

Elementary Schools

Amos A. Lawrence School (K-8)9/10
Pierce School (K-8)8/10
Edith C. Baker School (K-8)8/10

High Schools

Brookline High School (9-12)9/10
School-Within-A-School (SWS) alternative programAlternative Choices in Education (ACE)New STEM building (ranked 50th nationally for STEM)18 AP subjects at Brookline High School

Ratings from GreatSchools & Niche

Full school details →
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Listing Courtesy Of

Hilary Maddox Team · Compass
(617) 752-6845

MLS #73508555

Listing information provided by MLS Property Information Network, Inc. (MLS PIN). Data last updated June 10, 2026. Information deemed reliable but not guaranteed. © 2026 Steinmetz Real Estate Professionals at William Raveis Real Estate. Equal Housing Opportunity.

Home Value