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Photo 1 of 26 — 1 Chestnut Place, Brookline, MA 02445
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1 Chestnut Place, Brookline, MA 02445

Norfolk County

Key Facts

6Beds
8Baths
7,780Sq Ft
2006Year Built
0.57Lot (acres)
3Garage

Description

A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

Property Information

Property Type

Residential

Sub-Type

Single Family Residence

Style

Colonial / Shingle

Year Built

2006

Living Area

7,780 sq ft

Lot Size

0.57 acres

Garage Spaces

3

Parking Spaces

13

Zoning

S25

Days on Market

92

MLS® Listing#

73487838

Property Features

Interior

Central VacuumWet BarWired for Sound

Exterior

BalconyRain GuttersOutdoor GrillGas GrillLighting

Appliances

Gas Water HeaterWater HeaterRangeOvenDishwasherDisposalMicrowaveRefrigeratorFreezerWasherDryerWine RefrigeratorRange HoodWater SoftenerPlumbed For Ice Maker

Cooling

Central AirZoned

Heating

Natural GasForced AirRadiantHumidity ControlZoned

Flooring

Wood

Basement

FullFinishedWalk-Out Access

Pool

In GroundHeatedPrivate

Parking

PavedAttachedGarage Door OpenerHeated GarageOff StreetGarage

Laundry

Electric Dryer HookupWasher Hookup

Patio

PorchPatioCoveredDeck

Fencing

FencedStone

Lot Features

WoodedLevelLandscaped

Construction

Frame

Foundation

Concrete Perimeter

Roof

Shingle

Windows

Insulated Windows

Security

Security System

Community

Park

Sewer

Public Sewer

Water Source

Public

Schools

Elementary:
Lincoln
Middle:
Lincoln
High:
Brookline Hs

Financial Details

HOA

None

Annual Taxes

$67,511

Tax year 2025

Assessed Value

$6,840,000

Parcel Number

B:329 L:0013 S:0000,41225

Directions

Chestnut Street to Chestnut Place.

Affordability Calculator

$1,500,000

Estimated monthly payment

$39,918/mo

Principal $6,000,000 · Est. interest $8,370,534 over 30 yrs

Neighborhood Market Statistics

How this home compares to active listings in Brookline, MA

$1,000,000
Median Listing Price
63
Median Days on Market
2,116
Median Sq Ft
$819
Median Price / Sq Ft
190
Active Listings
  • This home’s price is 650% above the area median.
  • Its price per sq ft is 18% above the area median.

Market statistics compiled from active EXIT Realty® and MLS listings in Brookline, MA.

Location

Map showing the location of 1 Chestnut Place, Brookline, MA 02445

Points of Interest in Brookline, MA

Showing the Brookline area map.

Nearby Schools

  • William H Lincoln School

    Elementary · 0.2 mi away

  • Brookline Town of

    Elementary · 0.2 mi away

  • Maimonides School

    Secondary · 0.3 mi away

  • Lincoln School

    School · 0.4 mi away

  • Brookline Chinese School

    School · 0.5 mi away

  • Brookline High School

    Secondary · 0.5 mi away

  • Public Schools of Brookline

    School · 0.6 mi away

  • Pierce

    Elementary · 0.7 mi away

  • St. Mary of the Assumption Elementary School

    Elementary · 0.7 mi away

  • Park School

    School · 0.8 mi away

  • James M Curley Elementary School

    Elementary · 0.9 mi away

  • John D. Runkle School

    Elementary · 0.9 mi away

  • Curley K-8 School SPC

    Elementary · 0.9 mi away

  • Manville School

    Elementary · 0.9 mi away

  • Russian School of Mathematics

    School · 1.0 mi away

  • Hennigan K-8 School

    Elementary · 1.0 mi away

  • Elc - West Zone

    School · 1.0 mi away

  • Michael Driscoll School

    Elementary · 1.0 mi away

  • Compass School

    School · 1.0 mi away

  • Torah Academy

    School · 1.1 mi away

Commute Calculator

Travel mode

Nearby Homes

Similar Homes Nearby

Similar Home Values

Comparable nearby listings and their asking prices.

AddressPriceBedsBathsSq Ft
15 Catlin Road, Brookline, MA$5,500,000557,058
19 Linden Street, Brookline, MA$5,750,000634,253
180 Ivy St, Brookline, MA$5,850,000678,326
97-103 University Rd, Brookline, MA$5,900,0001287,308
142 Crafts Road, Brookline, MA$6,750,000879,400
75 Goddard Avenue, Brookline, MA$6,800,000796,000

Moving Cost Estimate

EXIT Agents in Brookline

Listing Courtesy: MGS Group Real Estate LTD - 6177144544

Presented by: Maggie Gold Seelig

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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. Copyright ©2026 MLS Property Information Network, Inc. All Rights Reserved.

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Data provided by MLS Property Information Network. MLS® Listing#73487838. © 2026EXIT Realty®. All rights reserved.