Dimensions11.75 x 11.166666666
FeaturesCloset, Closet/Cabinets - Custom Built
LevelSecond
185 Warren Street, Brookline MA 02445
Brookline, MA 02445
$3,495,000
$3,295,000
Est. $19,796/month
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.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
5.7%
Price Range
Property Timeline
Price Reduced
Jun 2, 2026
$3,295,000
$200,000
(-5.72%)
From $3,495,000 to $3,295,000 (-5.7%)
Listed for Sale
Apr 28, 2026
$3,495,000
Original listing
Agent: Hilary Maddox Team
Office: Compass
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 06/02/2026 | ↓ Price Reduced | $3,295,000 | $200,000 | - | From $3,495,000 to $3,295,000 (-5.7%) |
| 04/28/2026 | 🏠 Listed for Sale | $3,495,000 | - | - | Original listing |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $35,219 | $3,760,300 |
Financial Details
Annual Property Tax
$35,219
Tax Year 2026
Assessed Value
$3,760,300
Facts & Features
2 Car Garage
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
1850
Living Area
2,834 sq ft
Lot Size
0.92 acres
Bedrooms
5
Full Baths
3
Total Rooms
9
Interior
Heating
Forced Air, Electric Baseboard, Natural Gas
Cooling
Central Air
Flooring
None
Appliances
Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Fireplace
Dining Room
Fireplaces
3
Basement
Full, Partially Finished, Walk-out Access, Interior Entry, Garage Access
Laundry
Second Floor
Features
Mud Room, Wet Bar
Exterior
Construction
None
Architecture
Contemporary
Roof
Shingle
Features
Patio, Rain Gutters, Fenced Yard, Garden
Pool
None
Spa
None
Fencing
Fenced/enclosed, Fenced
Patio/Porch
Patio
Parking
Garage Spaces
2
Has Garage
Yes
Features
Attached, Under, Storage, Garage Faces Side, Off Street
Total Spaces
8
Utilities
Electric
None
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range
Financial
Annual Tax
$35,219
Assessed Value
$3,760,300
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Seller Disclosures
Roof Is 2008. Older Windows. Hayes/lincoln Buffer Zone.
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Measured
Documents
None
County
Norfolk
Total market time (incl. prior listings)
39 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1850
Bedrooms
5
Full Bathrooms
3
Living Area
2,834 sq ft
Total Rooms
9
Floor Layout
Interactive room guide
Floor Layout
Finished Area
2,834 sq ft above grade
Dimensions15.25 x 12.25
FeaturesFireplace
LevelSecond
Dimensions9.583333333 x 4.833333333
FeaturesBathroom - Full, Bathroom - With Tub & Shower, Skylight
LevelSecond
Dimensions7.666666666 x 6.416666666
FeaturesBathroom - Full, Bathroom - With Tub & Shower
LevelSecond
Dimensions15.25 x 11.166666666
FeaturesBathroom - Full, Walk-In Closet(s)
LevelSecond
Dimensions8.666666666 x 6.166666666
FeaturesBathroom - Full, Bathroom - With Shower Stall
LevelFirst
Dimensions13.666666666 x 11.166666666
FeaturesBathroom - Full, Closet, Recessed Lighting
LevelFirst
Dimensions18.75 x 12.166666666
FeaturesExterior Access, Recessed Lighting
LevelFirst
Dimensions12.583333333 x 11.583333333
FeaturesExterior Access, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Gas Stove, Peninsula
LevelFirst
Dimensions12.5 x 11.166666666
FeaturesBathroom - Full, Closet, Recessed Lighting
LevelFirst
Dimensions15.5 x 15.166666666
FeaturesVaulted Ceiling(s), Closet/Cabinets - Custom Built, Exterior Access, Recessed Lighting, Slider
LevelFirst
Dimensions12.583333333 x 11.583333333
FeaturesCloset/Cabinets - Custom Built, Exterior Access, Recessed Lighting
LevelFirst
FeaturesYes
Display Options
Outdoor Areas
Patio & porchPatio
Room Markers
BABathroom (4)
BRBedroom (5)
DDining (1)
KKitchen (1)
LLiving (2)
OOffice (1)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Appliances:
Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Interior Features:
Mud Room, Wet Bar
Windows:
Basement:
Full, Partially Finished, Walk-Out Access, Interior Entry, Garage Access
Laundry:
Second Floor
Security:
Security System
Construction & Materials
Style:
Contemporary
Year Built:
1850
Structure Type:
Exterior Materials:
Roof:
Shingle
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Electric Baseboard, Natural Gas
Heating Zones:
2
Cooling:
Central Air
Cooling Zones:
2
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio, Rain Gutters, Fenced Yard, Garden
Patio & Porch:
Patio
Fencing:
Fenced/Enclosed, Fenced
Other Structures:
Lot Features:
Wooded
Road Surface:
Parking & Garage
Garage Spaces:
2
Garage Type:
Attached
Total Parking Spaces:
8
Parking Features:
Attached, Under, Storage, Garage Faces Side, Off Street
Special Features
Fireplaces:
3
Fireplace Type:
Dining Room
View:
Yes
View Type:
City View(s)
Community Amenities:
Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University
Nearby Schools
School information not available for this location.
Monthly Payment Calculator
Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
$0
After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$2,935
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
$0/mo
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
185 Warren Street, Brookline MA 02445
Brookline, MA 02445
Listing Information
Listing Office
Compass
Office Phone
617-752-6845
Agent MLS ID
TM347380
Office MLS ID
AN3337
Listing Data Updated
Jun 6, 2026 3:05 AM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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