For sale

$7,500,000

1 Chestnut Pl, Brookline, MA 02445

6beds

7,780sqft

$47,785/mo

Get pre-qualified

Single Family Residence

Built in 2006

0.57 Acres Lot

$6,950,500 Zestimate^®

$964/sqft

$-- HOA

What's special

Outdoor fireplaceFamily roomHot tubTwo office spacesSurrounded by mature landscapingPizza ovenGrand rotunda entry

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!

149 days

940

30

Facts & features

Interior

Bedrooms & bathrooms

Bedrooms: 6
Bathrooms: 8
Full bathrooms: 6
1/2 bathrooms: 2

Primary bathroom

Features: Yes

Heating

Forced Air, Radiant, Humidity Control, Natural Gas, Hydro Air

Cooling

Central Air

Appliances

Included: Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator, Vacuum System, Range Hood, Water Softener, Plumbed For Ice Maker
Laundry: Electric Dryer Hookup, Washer Hookup

Features

Central Vacuum, Sauna/Steam/Hot Tub, Wet Bar, Wired for Sound, Internet Available - Broadband
Flooring: Wood
Doors: French Doors
Windows: Insulated Windows
Basement: Full,Finished,Walk-Out Access
Number of fireplaces: 4

Interior area

Total structure area: 7,780
Total interior livable area: 7,780 sqft
Finished area above ground: 6,155
Finished area below ground: 1,625

Property

Parking

Total spaces: 13
Parking features: Attached, Garage Door Opener, Heated Garage, Paved Drive, Off Street, Paved
Attached garage spaces: 3
Uncovered spaces: 10

Features

Patio & porch: Porch, Deck - Wood, Patio, Covered
Exterior features: Porch, Deck - Wood, Patio, Covered Patio/Deck, Balcony, Pool - Inground Heated, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall, Outdoor Gas Grill Hookup
Has private pool: Yes
Pool features: Pool - Inground Heated
Has spa: Yes
Spa features: Private
Fencing: Fenced/Enclosed,Fenced

Lot

Size: 0.57 Acres
Features: Wooded, Level

Details

Parcel number: B:329 L:0013 S:0000,41225
Zoning: S25

Construction

Type & style

Home type: SingleFamily
Architectural style: Colonial,Shingle
Property subtype: Single Family Residence

Materials

Frame
Foundation: Concrete Perimeter
Roof: Shingle

Condition

Year built: 2006

Utilities & green energy

Electric: Circuit Breakers
Sewer: Public Sewer
Water: Public
Utilities for property: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup

Community & HOA

Community

Features: Public Transportation, Shopping, Park, Private School, Public School, T-Station
Security: Security System

HOA

Has HOA: No

Location

Region: Brookline

Financial & listing details

Price per square foot: $964/sqft
Tax assessed value: $6,840,000
Annual tax amount: $67,511
Date on market: 3/17/2026
Road surface type: Paved

Estimated market value

$6,950,500

$6.60M - $7.30M

$7,763/mo

Price history

Date	Event	Price
3/17/2026	Listed for sale	$7,500,000$964/sqft
Source: MLS PIN #73487838 Report a problem
10/16/2025	Listing removed	$7,500,000$964/sqft
Source: MLS PIN #73429741 Report a problem
9/11/2025	Listed for sale	$7,500,000+525%$964/sqft
Source: MLS PIN #73429741 Report a problem
8/29/2005	Sold	$1,200,000$154/sqft
Source: Public Record Report a problem

Public tax history

Year	Property taxes	Tax assessment
2025	$67,511 +3.5%	$6,840,000 +2.4%
2024	$65,235 +3.9%	$6,677,100 +6%
2023	$62,796 +2.7%	$6,298,500 +5%
2022	$61,126 +8.1%	$5,998,600 +4%
2021	$56,525 +7%	$5,767,900 +3.2%
2020	$52,829 +5.9%	$5,590,400 +5%
2019	$49,888 -1.9%	$5,324,200 -0.9%
2018	$50,836 +1.5%	$5,373,800 +6%
2017	$50,088 +2.8%	$5,069,600 +8.4%
2016	$48,728 +4.4%	$4,676,400 +7%
2015	$46,677 -1.7%	$4,370,500 +4.8%
2014	$47,507 +0.7%	$4,170,900 +3%
2013	$47,176 +2.2%	$4,049,400
2012	$46,163 +6.6%	$4,049,400 +5.6%
2011	$43,322 +3%	$3,833,800
2010	$42,057 +2.7%	$3,833,800 +0.1%
2009	$40,936 +81.9%	$3,829,400 +73.2%
2008	$22,507 +174.5%	$2,210,900 +162.4%
2007	$8,198	$842,600