540 Chestnut Hill Ave Brookline, MA ^$ 5,000,000

540 Chestnut Hill Ave

^$ 5,000,000

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540 Chestnut Hill Ave

Brookline, MA, 02445

^$ 5,000,000

Bedrooms5 Baths4.1 Sq 6,419

Monthly Estimate*

^$ 31,193

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Single Family Home for sale in Brookline, MA

for $5,000,000 with 5 bedrooms and 4 full baths, 1 half bath. This 6,419 square foot home was built in 1900 on a lot size of 1.03.

Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring five bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with private entrance, perfect for au pair or in law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.

Single Family Active

Price

^$ 5,000,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 59,883

Style

French Colonial

Lot Size

1.03

Year Built

1900

Town/City

Brookline

County/Region

Norfolk

MLS | Web ID

73443227

List By

The Duffy Group

Listing Agent

Compass

Broker

Affordability Calculator

$36,184

Per Month

Monthly Principal & Interest: $31,193
Monthly Property Taxes: $4,990
Monthly Home Insurance: --

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Brookline, MA

Average List Price ^$5,530,600

Percent of Sale Price 11%

About Brookline, MA

59,826 Population

5% Since 2002

^$108,885 Median Income

37.02 Median Age

24% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
10/14/2025	$5,000,000		Listed Price

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540 Chestnut Hill Ave, Brookline, MA, 02445 is a Single Family Home for sale at $5,000,000 with 6,419 sqft and a lot size of 1.03. 540 Chestnut Hill Ave has 5 bedrooms, 4.1 baths, and was built in 1900. The property's zip code is 02445 which is in Brookline, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 12/14/2025.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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 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 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. 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.

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540 Chestnut Hill Ave

Single Family Home for sale in Brookline, MA

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