
185 Warren Street Brookline — Photo 1 of 27
$3,095,000
Brookline, MA 02445
Beds
5
Baths
3
SqFt
2,834
Style
Single Family
Built
1850
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.
* Analysis is based on 24 actively listed and recently sold comparable properties strictly within Brookline, MA.
Gas Water Heater • Range • Dishwasher • Microwave • Refrigerator • Freezer • Washer • Dryer
Public Transportation • Shopping • Pool • Tennis Court(s) • Park • Walk/Jog Trails
15.5 x 15.166666666
Vaulted Ceiling(s), Closet/Cabinets - Custom Built, Exterior Access, Recessed Lighting, Slider
18.75 x 12.166666666
Exterior Access, Recessed Lighting
12.583333333 x 11.583333333
Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Peninsula
12.583333333 x 11.583333333
Closet/Cabinets - Custom Built, Exterior Access, Recessed Lighting
15.25 x 11.166666666
Bathroom - Full, Walk-In Closet(s)
12.5 x 11.166666666
13.666666666 x 11.166666666
Bathroom - Full, Closet, Recessed Lighting
15.25 x 12.25
Fireplace
11.75 x 11.166666666
Closet, Closet/Cabinets - Custom Built
8.666666666 x 6.166666666
Bathroom - Full, Bathroom - With Shower Stall
9.583333333 x 4.833333333
Bathroom - Full, Bathroom - With Tub & Shower, Skylight
7.666666666 x 6.416666666
Bathroom - Full, Bathroom - With Tub & Shower
Sep 1, 2026
MLS® 73570606
Aug 27, 2026
MLS® 73508555
Apr 28, 2026
MLS® 73508555
22,560
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
$140K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
47.9%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
1,189 housing units permitted in the last 12 months (+21% vs the prior 12 months) — 706 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 2,834 sq ft principal dwelling). Lot size: 40,000 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Hilary Maddox Team
Listing Office: Compass
MLS® Number: 73570606
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