185 Warren St, Brookline, MA, 02445
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.
Getting Around
Car-Dependent
Some Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1850
Materials
- Foundation: Concrete Perimeter
- Roof: Shingle
Type & Style
- Home type: SingleFamily
- Architectural style: Contemporary
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Gas Water Heater,Range,Dishwasher,Microwave,Refrigerator,Freezer,Washer,Dryer
- Laundry features: Second Floor
Basement
- Has basement: Yes
- Basement: Full,Partially Finished,Walk-Out Access,Interior Entry,Garage Access
Bathroom1
- Features: Bathroom - Full, Bathroom - With Shower Stall
- Level: First
- Area: 53.444444444
Bathroom2
- Features: Bathroom - Full, Bathroom - With Tub & Shower, Skylight
- Level: Second
- Area: 46.319444444
Bathroom3
- Features: Bathroom - Full, Bathroom - With Tub & Shower
- Level: Second
- Area: 49.194444444
Bedroom2
- Features: Bathroom - Full, Closet, Recessed Lighting
- Level: First
- Area: 139.583333333
Bedroom3
- Features: Bathroom - Full, Closet, Recessed Lighting
- Level: First
- Area: 152.611111111
Bedroom4
- Features: Fireplace
- Level: Second
- Area: 186.8125
Bedroom5
- Features: Closet, Closet/Cabinets - Custom Built
- Level: Second
- Area: 131.208333333
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 3
Dining Room
- Features: Exterior Access, Recessed Lighting
- Level: First
- Area: 228.125
Family Room
- Features: Closet/Cabinets - Custom Built, Exterior Access, Recessed Lighting
- Level: First
- Area: 145.756944444
Features
- Mud Room,Wet Bar
- Number of fireplaces: 3
- Fireplace features: Dining Room
- Fireplace: Yes
- Finished area above ground: 2,834
Heating & Cooling
- Heating features: Forced Air,Electric Baseboard,Natural Gas
- Cooling features: Central Air
Interior Area
- Total structure area: 2,834
- Total interior livable area: 2,834 sqft
Kitchen
- Features: Exterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Peninsula
- Level: First
- Area: 145.756944444
Living Room
- Features: Vaulted Ceiling(s), Closet/Cabinets - Custom Built, Exterior Access, Recessed Lighting, Slider
- Level: First
- Area: 235.083333333
Master Bathroom
- Features: Yes
Master Bedroom
- Features: Bathroom - Full, Walk-In Closet(s)
- Level: Second
- Area: 170.291666666
Property
Details
- Parcel number: 41445
- Zoning: S-40
Features
- Patio & porch: Patio
- Exterior features: Patio,Rain Gutters,Fenced Yard,Garden
- Fencing: Fenced/Enclosed,Fenced
- Has view: Yes
- View description: City View(s)
Lot
- Lot size: 0.92 Acres
- Features: Wooded
Parking
- Total spaces: 8
- Parking features: Attached,Under,Storage,Garage Faces Side,Off Street
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
- Uncovered spaces: 6
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Inland Flooding
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $16,661 | $199,932 |
| Home Insurance * | $434 | $5,208 |
| Property Taxes | $2,654 | $31,848 |
| Electricity | $558 | $6,706 |
| Total | $20,307 | $243,684 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-28 | Listed for sale | $3,495,000 |
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