Residential at 39 Cottage St, Brookline MA 02445, Brookline
Residential at 39 Cottage St, Brookline MA 02445, Brookline, photo 2 of 2
2 photos

$11,000,000

39 Cottage St, Brookline MA 02445
Brookline, MA 02445
Listed by Maggie Gold Seelig
Bedrooms
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Bathrooms
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Living area
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Year built
N/A

About this home

Encompassing just under two acres of wooded, private land, 39 Cottage Street presents an exceptional setting for a custom-built estate in one of Greater Boston's most sought-after communities. Nestled among mature trees and natural landscape, the property offers remarkable privacy and a sense of seclusion while remaining just minutes from Boston and Chestnut Hill's shopping, dining, golf courses, and premier schools. With a scale seldom found in Brookline, the site provides the flexibility to create a truly bespoke residence tailored to your vision. A rare offering where privacy, location, and possibility converge. This lot can also be divided into two buildable lots.

Property details

MLS #
73538903
Property type
Residential
Subdivision
N/A
Status
Active
Days on market
102
On market date
June 19, 2026
Stories
N/A
Total bathrooms
N/A
Garage spaces
N/A
Parking spaces
N/A
Lot size
1.95 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card (e.g. NC Dept. of Public Instruction, SC Report Card).

Elementary
William H Lincoln
0.58 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
471
Student:teacher ratio
9.8:1
District
Brookline
Middle
James P Timilty Middle
2.19 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
205
Student:teacher ratio
8.2:1
District
Boston
High
Brookline High
0.88 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
5.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
2,087
Student:teacher ratio
10.9:1
District
Brookline

Walkability

Blended score for Brookline's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

66
Walkable
out of 100
EPA National Walkability Index
11.7 / 20 -- Above average walkable
Google Places amenity density
78 / 100
Restaurants & cafes11
Grocery stores2
Parks20
Schools20
Transit stops20
Pharmacies0

Market position

How this listing compares to current activity in Brookline, from live MLS data.

On the market 102 days -- 3 more days than Brookline's current average of 99 days.
For reference, the median list price across 795 active listings in Brookline right now is $9,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$66,393/mo
$2,200,000 down
$8,800,000 loan
Principal & interest$57,077
Property tax (est.)$9,167
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 26, 2026.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.