27
Map
$3,095,000
●
House -
For Sale
185 Warren Street
Brookline, MA 02445
5 Beds
3 Baths
2,834 Ft²
$18,132
Est. Monthly
About This Property
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.
Unit Size
2,834 Ft²
Days on Market
-
Land Size
0.92 acres
Price per sqft
$1,092
Property Type
House
Property Taxes
$2,935
HOA Dues
-
Year Built
1968
Listed By
Hilary Maddox Team
Compass
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Cap Rate
100% Occupancy
N/A (extreme outlier) What does this mean?
Based on our analysis, the cap rate of this property is 1.25%. A negative cap rate indicates that the property might not be feasible as an income-producing asset. The median cap rate for a near zip code 11238 is 4.23%.
How much can I actually make?
Actual monthly rental income may vary between $4,760 and $7,140 depending on unit-specific characteristics. You can change the amount using the slider to further explore.
How is cap rate calculated?
Cap Rate = Net Operating Income (NOI) / Property Asset Value.
When calculating the cap rate, we assume 100% occupancy. Leverage (mortgage) is not considered.
Cap Rate provided by RealtyHop and RentHop, learn more about cap rate here.
Last updated: 8 days ago (MLSPIN #73570606)
Price History
| Date / Event | Date | Event | Price |
|---|---|---|---|
| Sep 1, 2026 | Temporarily off market | - | |
| Temporarily off market | |||
| Sep 1, 2026 | Listed by Compass | $3,095,000 | |
| Listed by Compass | |||
| Aug 27, 2026 | Withdrawn | - | |
| Withdrawn | |||
| Jun 2, 2026 | Price Decreased |
$3,295,000
↓ $200K
(5.7%) | |
| Price Decreased | |||
| Apr 28, 2026 | Listed by Compass | $3,495,000 | |
| Listed by Compass | |||
   | |||
|
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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Property Highlights
Garage
Parking Available
Air Conditioning
Fireplace
Parking Details
Has Garage
Attached Garage
Parking Features: Attached, Storage, Garage Faces Side, Off Street, Under
Garage Spaces: 2
Open Parking Spaces: 6
Interior Details
Full Bathrooms: 3
Interior Features: Wet Bar, Mud Room
Appliances: Gas Water Heater, Range, Dishwasher, Microwave, Refrigerator, Freezer, Washer, Dryer
Laundry Features: Second Floor
Rooms: 9
Has Fireplace
Fireplace Features: Dining Room
Fireplaces: 3
Basement: Full, Partially Finished, Walk-Out Access, Interior Entry, Garage Access
Exterior Details
Square Footage: 2834
Security Features: Security System
Architectural Style: Contemporary
Year Built Source: Public Records
Year Built: 1850
Building Area Total: 2834
Building Area Units: Square Feet
Patio and Porch Features: Patio
Lot Features: Wooded
Lot Size Area: 0.92
Lot Size Units: Acres
Lot Size Acres: 0.92
Lot Size Square Feet: 40000
Water Source: Public
Financial Details
Tax Assessed Value: $3,760,300
Tax Annual Amount: $35,219
Utilities Details
Cooling Type: Central Air
Heating Type: Forced Air, Baseboard, Natural Gas
Sewer : Public Sewer
Building Info
Data used for valuation calculations is provided by RealtyHop, and other third party sources
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Address: 335 Madison Avenue, New York, NY 10017