1 Chestnut Pl

Brookline, MA 02445

$7,500,000
Price
6
Beds
7,780 Sq. Ft.
$964 / Sq. Ft.
7,780
Sq. Ft.
$964
per Sq. Ft.
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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...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!
  1. Listed by Maggie Gold Seelig • MGS Group Real Estate LTD

Property Details for 1 Chestnut Place

Town
Brookline
Area
MA-Brookline
Architectural Style
Colonial, Shingle
Style
Colonial, Shingle
Garage Spaces
3
Open Parking Spaces
10.00
Parking Spaces Total
13
LISTING UPDATED: 03/25/2026 04:09 PM

Property Details for 1 Chestnut Place

StatusActive
MLS #73487838
Days on Market8
Taxes$67,511 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built2006
CountyNorfolk County
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Location

Listing Courtesy of MGS Group Real Estate LTD, Maggie Gold Seelig
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Building Information for 1 Chestnut Place

Stories-Year Built2006Building Size-Lot Size0.57 AC / 24,829 SF

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$42,024 per month

30 year fixed, 6.11% Interest

Principal and Interest

$36,398

Property Taxes

$5,626

HOA Dues

$0

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Property Information for 1 Chestnut Place

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Private School, Public School, T-Station
  • Living Area: 7780.0
  • SqFt with Basement: Yes
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Actual
  • Year Built Source: Public Records
Location/School
  • Grade School: Lincoln
  • High School: Brookline Hs
  • Middle School: Lincoln
Features
Interior Features
  • Appliances: 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
  • Basement Features: Full, Finished, Walk Out
  • Num of Baths: 8.0
  • Num of Full Baths: 6
  • Num of Half Baths: 2
  • Bathrooms Total Decimal: 7.00
  • Bathrooms Total Integer: 8
  • DoorFeatures: French Doors
  • FireplaceYN: Yes
  • Fireplaces: 4
  • Flooring: Wood
  • Interior Features: Central Vacuum, Sauna/Steam/Hot Tub, Wetbar, Wired for Surround Sound, Internet Available - Broadband
  • Interior Features: Central Vacuum, Sauna/Steam/Hot Tub, Wetbar, Wired for Surround Sound, Internet Available - Broadband, French Doors, Security System
  • Laundry Features: Electric Dryer Hookup, Washer Hookup
  • Primary Bath: Yes
  • Spa Features: Private
  • SpaYN: Yes
  • Window Features: Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Porch, Deck - Wood, Patio, Covered, Balcony, Pool - Inground Heated, Rain Gutters, Hot Tub/Spa, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall, Outdoor Gas Grill Hookup
  • Exterior Features: Fenced Yard, Pool - Inground Heated, Balcony, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall, Porch, Deck - Wood, Patio, Covered Patio/Deck
  • Fencing: Fenced/Enclosed, Fenced
  • Lot Description: Wooded, Level
  • Patio And Porch Features: Porch, Deck - Wood, Patio, Covered
  • Pool Features: Pool - Inground Heated
  • Pool Private: Yes
  • Roof Material: Shingle
Parking Features
  • Attached Garage: Yes
  • Carport: No
  • Covered Spaces: 3.00
  • Garage: Yes
  • Garage Parking: Attached, Garage Door Opener, Heated, Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Heated, Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Heated, Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air
  • Cooling: Yes
  • Electric: Circuit Breakers
  • Heating: Forced Air, Radiant, Humidity Control, Natural Gas, Hydro Air
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Gas Range, for Electric Oven, for Electric Dryer, Washer Hookup, Icemaker Connection, Outdoor Gas Grill Hookup
  • Water: Public
Property Information
Property Info
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Private Road
  • Road Responsibility: Private Maintained Road
  • Road Surface Type: Paved
Tax Information
  • Tax ID: B:329 L:0013 S:0000,41225
  • Assessments: $6,840,000
  • Book: 22831
  • Tax Year: 2025
  • Zoning: S25
Building / Association Information
Living Characteristics
  • Beds Total: 6
Other Building Characteristics
  • Foundation: Concrete Perimeter
  • Cooling Zones: 9
  • Heat Zones: 9
Complex & Association Information
  • Association Security: Security System
  • Adult Community: No

Property History for 1 Chestnut Place

DateEvent & SourcePriceAppreciation
Mar 17, 2026

Listed (Active)

MLS PIN #73487838

$7,500,000—
Oct 16, 2025

Canceled

MLS PIN #73429741

$7,500,000—
Sep 11, 2025

Listed (Active)

MLS PIN #73429741

$7,500,000—
Aug 29, 2005

Sold (Public Record)

Public Record #168330130

$1,200,000—
DateEvent & SourcePrice
03/17/2026

Listed (Active)

MLS PIN #73487838

$7,500,000
10/16/2025

Canceled

MLS PIN #73429741

$7,500,000
09/11/2025

Listed (Active)

MLS PIN #73429741

$7,500,000
08/29/2005

Sold (Public Record)

Public Record #168330130

$1,200,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 1 Chestnut Place

Taxable ValueLand$1,827,900Additions$5,012,100Total$6,840,000
Tax Record2025$67,511 ($5,626 / month)
Home Facts
Beds5Baths5.5Total Finished SqFt6,620 SqFtAbove Grade Finished SqFt6,620 SqFtUnfinished Basement SqFt2,701 SqFtStories2Lot Size25,012 SqFtStyleSingle Family ResidenceYear Built2006Year Renovated2010ZoningS25CountyNORFOLKAPNBROO B:329 L:0013 S:0000Fireplace TypeHas Fireplace

Schools near 1 Chestnut Place

This home is within Brookline School District.
Rating
School
Type
Grades
Distance
William H Lincoln School
Public - K to 8
Brookline High School
Public - 9 to 12
Maimonides School
Private - PK to 12
Manville School
Private - 2 to 10
Rating
School
Distance
William H Lincoln School
PublicK to 8

Brookline High School
Public9 to 12

Maimonides School
PrivatePK to 12

Manville School
Private2 to 10

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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More information about 1 Chestnut Place, Brookline, MA 02445

1 Chestnut Place is a single family home for sale in Brookline, MA 02445. This property was listed for sale on March 17, 2026 by MGS Group Real Estate LTD, it's currently listed at $7,500,000. It has been on the market for a total of 8 days and was last sold on August 29, 2005. This listing's school district is Brookline School District. Nearby schools include William H Lincoln School, Brookline High School and Maimonides School. 1 Chestnut Place is a 6-bed, 8-bath, 7,780 sqft single family home built in 2006.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of MGS Group Real Estate LTD, Maggie Gold Seelig

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. 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 or leasing 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 or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS 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.