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Active

185 Warren Street

Brookline, MA 02445

$3,095,000
5Bedrooms
3Bathrooms
2,834Square feet
1850Year built

Residential · Active · MLS #73570606
Listing Courtesy of Compass | Hilary Maddox Team

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MLS PIN data

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.

Property information

Details at a glance

Interior

Rooms
9
Heating
Forced Air, Electric Baseboard, Natural Gas
Cooling
Central Air
Fireplaces
3

Building

Style
Single Family Residence
Year built
1850
Garage
2
Parking
8
Foundation
Concrete Perimeter
Roof
Shingle

Land & utilities

Lot size
0.92 acres
Water
Public
Sewer
Public Sewer
Zoning
S-40

Financial

Annual taxes
$35,219
Assessment year
2026

Listing history

Price and status timeline

  1. Ter

    $3,295,000 · Apr 28, 2026

Property value estimate

An informed starting point

Estimated value$3,328,418

Estimated range $3,086,543$3,570,292

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Automated estimates are not appraisals or guarantees of market value.

Comparable sales

Recent properties for context

Recent comparable sales are not available for this property.

Photo insights

Condition signals

Overall presentationabove average

Generated from listing photography; not a substitute for an inspection.

Local market context

How this home compares in Brookline

MetricThis propertyBrookline
List price$3,095,000$1,497,000107% above local
Price / sq ft$1,092$92918% above local
Days on market45693% below local
Explore homes in Brookline

Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.

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Common questions

About 185 Warren Street

Can I schedule a private showing?

Yes. Request a tour of 185 Warren Street and a Bean Group agent will help coordinate an available time with the listing side.

Can you help me evaluate this property?

Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.

Are property documents available?

Availability varies by property and source. Request the documents you need and we will help obtain what is available.