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185 Warren Street Brookline MA 02445

Active

$3,495,000

2,834 Square Feet

5 Bedrooms

3 Bathrooms

0 Half Bathrooms

8 Parking

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 for 185 Warren Street

Total Rooms: 9

Bedrooms: 5

Bathrooms: 3Full 0Half

Living Area: 2,834

Lot Size (Acres/SF): 0.92/ 40,000

Lot Features:

Levels:

Total Parking Spaces: 8

Garage Spaces: 2

Parking Features: Attached, Under, Storage, Garage Faces Side, Off Street

Listing ID: 73508555

Postal Code: 02445

Neighborhood: Chestnut Hill

Elementary School District: Roland Hayes

Elementary School Buffer Zone: Hayes/Lincoln

High School: Brookline High School

Year Built: 1850

Architectural Style:

Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Garage Access

Features for 185 Warren Street

Heating: Forced Air, Electric Baseboard, Natural Gas

Heating Zones:

Fireplaces: 3

Accessibility Features:

Association: False

Association Fee:

Fee Frequency:

Association Fee Includes:

Association Amenities:

Management Type:

Optional Fee:

Optional Fee Includes:

Elevator: False

Cooling: Central Air

Cooling Zones:

Private Pool: False

Pool Features:

Waterfront: False

Waterfront Features:

Pets Allowed:

Entry Level (Floor):

Entry Location:

Complex Complete: False

Total Units in Building:

Owner Occupied Units:

Utilities & Financials for 185 Warren Street

Electric:

Water Source: Public

Sewer: Public Sewer

Utility Connections:

Annual Tax: $35,219

Assessed Value: $3,760,300

Tax Year: 2026

Disclosures for 185 Warren Street

Disclosures: Roof is 2008. Older windows. Hayes/Lincoln buffer zone.

Exclusions:

Property Attached: False

Historic District:

Zoning Code: S-40

Zoning Description: SINGLE-FAMILY

Zoning Category: single_family

Zoning FAR:

Zoning Min Lot: 40,000

Lead Paint: Unknown

SqFt Includes Basement: False

Square Feet Disclosures:

Voting Precinct: 14 Located at Heath School Gymnasium, 100 Eliot Street

Listing Lifecycle for 185 Warren Street

List Date: 2026-04-28

Off Market Date:

Under Agreement Date:

Sold Date:

List Office: Compass

Listing Agent: Hilary Maddox Team

Original List Price: $3,495,000

Sold Price: ()

Square Feet Disclosures:

Last Updated on: 2026-04-29 00:01:36 from: mls-pin

Buyer’s Office:

Buyer’s Agent: