Single Family Residence at 40 Heath Hill, Brookline MA 02445, Brookline
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$4,995,000

40 Heath Hill, Brookline MA 02445
Brookline, MA 02445
Listed by Hilary Maddox Team
Bedrooms
7
Bathrooms
6.5
Living area
6,560 sqft
Year built
1901

About this home

Perched on a private cul-de-sac, this commanding 7BD, 5FB & 3HB 6,560SF property sits on .72AC of landscaped grounds, offering rare space & privacy minutes from the city. Built in 1901, this home was reimagined to respect the original architecture while introducing a modern sensibility, including geothermal heating. Intricate millwork, crown moldings, 6 fireplaces, & expansive windows fill the interiors with light. Nearly every room captures sweeping views of the Brookline Reservoir and Boston skyline. Window-lined living room w/ patio access & dining room w/ bay window & butler’s pantry. Sun-filled eat-in kitchen opens to family room, bluestone patio, & backyard. 2nd floor features en-suite primary plus 3 bedrooms & 2 baths. 3rd floor w/ 2 bedrooms & full bath. Walkout lower level w/ great room, game room, & en-suite guest room. Attached heated four-car garage. Tennis court and sweeping bluestone terraces. Minutes from Chestnut Hill’s ‘The Street’ & quick drive to Boston/Cambridge.

Highlights

ViewFireplace

Property details

MLS #
73481620
Property type
Single Family Residence
Subdivision
Estate Area
Status
Active
Days on market
220
On market date
March 2, 2026
Stories
N/A
Total bathrooms
6.5
Garage spaces
4
Parking spaces
8
Lot size
0.72 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
Heath
0.4 mi away · Grades 0-8
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
457
Student:teacher ratio
12.0:1
District
Brookline
Middle
James P Timilty Middle
2.59 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
0.82 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 220 days -- 119 more days than Brookline's current average of 101 days.
For reference, the median list price across 838 active listings in Brookline right now is $9,600.

Mortgage calculator

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

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Est. monthly payment
$30,230/mo
$999,000 down
$3,996,000 loan
Principal & interest$25,918
Property tax (est.)$4,163
Home insurance (est.)$150

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Data source: Listing information provided by MLS Property Information Network via Trestle/CoreLogic. Last updated June 14, 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.