185 Warren St

Brookline, MA 02445

Contact Agent
Price
5
Beds
2,834 Sq. Ft.
— / Sq. Ft.
2,834
Sq. Ft.
—
per Sq. Ft.
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Compass Coming Soon
Compass Coming Soon

Description

Set on .92 acres in Brookline’s Estate neighborhood, this five-bedroom, three-bath home was ahead of its time in all the right ways. Originally built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family residence and extensively reimagined. Open living spaces, expansive walls of glass, and a seamless connection to the surrounding landscape define the home—modern features that still shape how it lives today.
Enhanced by a southwest exposure, the 2,834 square...Set on .92 acres in Brookline’s Estate neighborhood, this five-bedroom, three-bath home was ahead of its time in all the right ways. Originally built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family residence and extensively reimagined. Open living spaces, expansive walls of glass, and a seamless connection to the surrounding landscape define the home—modern features that still shape how it lives today.

Enhanced by a southwest exposure, the 2,834 square foot home is filled with natural light throughout. Long sight lines run through the house to the landscape beyond. The first floor is open and easy, with spaces that feel distinct but flow naturally together. Oversized windows and glass doors open directly to the backyard.

The kitchen connects easily to the dining area, where a fireplace anchors the space for everyday meals or gathering. Just beyond, a more intimate family room with custom built-ins offers a comfortable place to sit and relax. A vaulted living room, filled with light from multiple exposures and centered around a second fireplace, provides flexible living space with direct access to the backyard. Two main-level bedrooms with a shared bath add flexibility for guests, family, or one-level living.

An open central staircase lined with skylights leads to the second floor, where the primary suite is set apart with treetop views, a vaulted ceiling, and an en-suite bath. Two additional bedrooms, a full bath, and laundry complete the upper level. The lower level adds practical space with a mudroom and ample storage. Two car garage on either side of the house and plenty of driveway parking.

Outside, the setting is what really stands out. Mature trees, open lawn space, and long views create a sense of privacy and calm. In the spring, daffodils spread across the yard, while layered plantings bring color and texture through the seasons. Just miles from downtown Boston, this is a home where history, architecture, and landscape come together in a way that is rarely found in Brookline.

Listing Agents

  1. Hilary Maddox Team

    Hilary Maddox Team

    Listing Agent

    Compass

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  2. Hilary Maddox

    Hilary Maddox

    Alternative Listing Agent

    Compass

    hilary.maddox@compass.com

    P: (617)-646-9003

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  3. Taylor Lattari

    Taylor Lattari

    Alternative Listing Agent

    Compass

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Property Details for 185 Warren Street

Town
Brookline
Area
MA-Brookline
Garage Spaces
2
Open Parking Spaces
6.00
Parking Spaces Total
8
LISTING UPDATED: 04/24/2026 03:34 PM

Property Details for 185 Warren Street

StatusComing Soon
Days on Market-
Taxes-
HOA Fees-
Condo/Co-op Fees-
Property TypeSingle Family
MLS Type-
Year Built1850
Lot Size0.92 AC / 40,000 SF
CountyNorfolk County
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Location

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Building Information for 185 Warren Street

Stories-Year Built1850Building Size-Lot Size0.92 AC / 40,000 SF

Property Information for 185 Warren Street

Features
Interior Features
  • Num of Full Baths: 3
  • Num of Half Baths: 0
Building / Association Information
Living Characteristics
  • Beds Total: 5

Public Records for 185 Warren Street

Taxable ValueLand$2,970,900Additions$532,800Total$3,503,700
Tax Record2025$34,582 ($2,882 / month)
Home Facts
Beds3Baths3.5Total Finished SqFt2,571 SqFtAbove Grade Finished SqFt2,571 SqFtUnfinished Basement SqFt1,194 SqFtStories2Lot Size40,001 SqFtStyleSingle Family ResidenceYear Built1968ZoningS40CountyNORFOLKAPNBROO B:334 L:0006 S:0000Fireplace TypeHas Fireplace

Schools near 185 Warren Street

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
Roland Hayes School
Public - PK to 8
Brookline High School
Public - 9 to 12
Maimonides School
Private - PK to 12
Southfield School
Private - PK to 12
Rating
School
Distance
Roland Hayes School
PublicPK to 8

Brookline High School
Public9 to 12

Maimonides School
PrivatePK to 12

Southfield School
PrivatePK to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

Brookline
Brookline
A thriving, socially-minded town surrounded by greenery. Surrounded by greenery, Brookline is a haven for nature-lovers with a tight local community. The town has thriving small businesses and a grassroots arts scene, with all the attractions of Boston and Cambridge just next door.
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More information about 185 Warren Street, Brookline, MA 02445

185 Warren Street is a single family home Coming Soon in Brookline, MA 02445. This listing's school district is Brookline School District. Nearby schools include Roland Hayes School, Brookline High School and Maimonides School. 185 Warren Street is a 5-bed, 3-bath, 2,834 sqft single family home built in 1850.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.