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342 Warren St, Brookline MA 02445

Brookline, MA 02445
$7,775,000
Est. $46,672/month
4
Beds
4
Baths
5,352
Sq Ft
$1,453
Price/Sq Ft
2.23
Acres
1928
Year Built
2
Garage Spaces
59
Days on Market
Active Listed May 12, 2026 • MLS# 73516629 Copied! • Updated Jun 19, 2026

About this home

Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.

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Recently Sold Nearby

Property History

Property Timeline

🏠
Listed for Sale
May 12, 2026
$7,775,000
Original listing
Agent: Chamberlain Group Office: Coldwell Banker Realty - Brookline

Tax History

Year Taxes Assessment
2025 $85,890 $8,702,100

Financial Details

Annual Property Tax
$85,890
Tax Year 2025
Assessed Value
$8,702,100

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1928
Living Area 5,352 sq ft
Lot Size 2.23 acres
Bedrooms 4
Full Baths 3
Half Baths 2
Total Rooms 12

Interior

Heating Steam, Natural Gas
Cooling Central Air
Flooring Tile, Hardwood
Appliances Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Fireplace None
Fireplaces 5
Basement Full, Partially Finished
Laundry Second Floor
Features Study, Gallery, Wine Cellar

Exterior

Construction Stone
Architecture None
Roof Tile
Features Patio, Balcony, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting
Pool None
Spa None
Fencing None
Patio/Porch Patio
Garage Spaces 2
Has Garage Yes
Features Attached, Paved Drive, Off Street
Total Spaces 7
Electric None
Water Public
Sewer Public Sewer
Gas None
Other None
Annual Tax $85,890
Assessed Value $8,702,100
Fee Includes None
Amenities None
Optional Fee Includes None
Seller Disclosures None
Possession None
Accepted Financing None
Structure Type []
Sq Ft Source Public Record
Documents None
County Norfolk
Total market time (incl. prior listings) 38 days

Property Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1928
Bedrooms
4
Full Bathrooms
3
Half Bathrooms
2
Living Area
5,352 sq ft
Total Rooms
12

Room Details

First Floor

Bedroom4
Dining Room
Kitchen
Living Room
Bathroom3
Family Room

Second Floor

Bathroom1
Bedroom3
Bathroom2
Bedroom2
Master Bedroom

Other Floor

Bedroom5
Office
Master Bathroom
Yes

Interior Features

Flooring: Tile, Hardwood
Appliances: Range, Oven, Dishwasher, Disposal, Refrigerator, Freezer, Washer, Dryer
Interior Features: Study, Gallery, Wine Cellar
Windows:
Basement: Full, Partially Finished
Laundry: Second Floor
Security:

Construction & Materials

Year Built: 1928
Structure Type:
Exterior Materials: Stone
Roof: Tile
Foundation: Stone

Heating, Cooling & Utilities

Heating: Steam, Natural Gas
Cooling: Central Air
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio, Balcony, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting
Patio & Porch: Patio
Fencing:
Other Structures:
Lot Features: Corner Lot, Gentle Sloping
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 7
Parking Features: Attached, Paved Drive, Off Street

Special Features

Fireplaces: 5
Fireplace Type:
Community Amenities: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Private School, Public School
School District
Brookline School District local
A+
School Safety 2024-25
0.4% Low
0.3% Suspensions 0.6% In-School 0.1% Emergency
5.1% below state avg
E

Elementary Schools

10 schools
The Park School
0.4 mi
Grades PK-09
A+
William H Lincoln School
0.7 mi | #19 of 352 | Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
494 students Very Diverse
Rising School Diverse Student Body
Grades K-08
Maimonides School
0.7 mi
Grades K-12
A
Roland Hayes School
0.7 mi | #39 of 352 | Score: 58.5
Improved 28 spots from last year
+0.3 above state avg
418 students Diverse
Rising School Diverse Student Body
Grades PK-08
A
John D Runkle School
0.9 mi | #44 of 352 | Score: 58.0
Dropped 36 spots from last year
-0.2 below state avg
476 students Diverse
Diverse Student Body
Grades PK-08
Dexter Southfield, Inc.
1.0 mi
Grades PK-12
Torah Academy Inc.
1.2 mi
Grades PK-08
A+
Pierce School
1.3 mi | #27 of 352 | Score: 60.5
Dropped 16 spots from last year
+2.3 above state avg
592 students Very Diverse
Diverse Student Body
Grades K-08
A+
Michael Driscoll School
1.3 mi | #30 of 352 | Score: 60.1
Improved 10 spots from last year
+1.9 above state avg
567 students Diverse
Diverse Student Body
Grades PK-08
St. Mary of the Assumption School
1.3 mi
Grades PK-08
H

High Schools

3 schools
Beaver Country Day School
1.5 mi
Grades 06-12
JRI Bay Cove School
2.0 mi
Grades 07-12
A+
Brookline High School
0.9 mi | #1 of 346 | Score: 82.5
Improved 18 spots from last year
+24.3 above state avg
2,181 students Diverse
21 sports • 3,004 athletes
Strong AP Program High Graduation Rate College Ready Curriculum Strong Athletics
Grades 09-12
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $7,158
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

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Payment Over Time

Interest
Principal
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

342 Warren St, Brookline MA 02445

Brookline, MA 02445

Listing Information

Listing Agent Chamberlain Group
Listing Office Coldwell Banker Realty - Brookline
Office Phone 617-731-2447
Agent MLS ID TM311622
Office MLS ID AN6199
Listing Data Updated Jun 19, 2026 10:17 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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