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$4,250,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 6,419 Sq. Ft.
  • 1.03 Acres
  • 2 Car Garage
  • Updated 3 hours ago

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Open House: 12:00 PM - 1:00 PM

Wednesday 4/22 12:00 PM - 1:00 PM

540 Chestnut Hill Ave,Brookline, MA 02445

540 Chestnut Hill AveBrooklineMA02445

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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 5 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 a 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.

Full Property Details for 540 Chestnut Hill Ave

General

  • Price: $4,250,000
  • Taxes: $59,883 (2025)
  • Status: Active
  • Type: Single Family
  • MLS ID: 73504708
  • Updated: Today (4/21/2026)
  • Added to Site: Today

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Bathroom 1: First
  • Bathroom 2: First
  • Bathroom 3: Second

Bedrooms

  • Total Bedrooms: 5
  • Primary Bedroom: 25.40 x 15.20, First
  • Bedroom 2: 29.80 x 20.00, First
  • Bedroom 3: 16.80 x 12.00, Second
  • Bedroom 4: 13.30 x 13.20, Second

Other Rooms

  • Living Room: 23.80 x 15.00, First
  • Family Room: 30.30 x 21.20, First
  • Kitchen: 26.00 x 7.90, First
  • Dining Room: 17.20 x 11.40, First
  • Office: 13.20 x 11.30, First

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Parking Features: Attached, Garage Door Opener, Paved Drive

Location

  • County: Norfolk

Structural Information

  • Architectural Style: French Colonial
  • Basement: Yes
  • Square Feet: 6,419
  • Year Built: 1900

Lot Features

  • Lot Size (Acres): 1.03

Financial Considerations

  • Tax Amount: $59,883
  • Tax Year: 2025

Disclosures and Reports

  • Disclosures/Rstr.: House has a new 2025 water remediation system in basement with french drain and sump pump
  • Property ID: 38925

Listed by Compass, The Duffy Group and Patricia Duffy

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Listing agents

— 540 Chestnut Hill Ave —

  • The Duffy Group

    Compass

  • Patricia Duffy

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 540 Chestnut Hill Ave

School District:Brookline School District, Brookline, MA
NameGradesDistance
John D Runkle School
50 Druce Street, Brookline, MA 02445
PK-80.3 mi
Brookline High School
115 Greenough Street, Brookline, MA 02445
9-120.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 540 Chestnut Hill Ave Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/21/2026
Listed
$4,250,000
53.15%
MLS
3/12/2013
Sold
$2,775,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 540 Chestnut Hill Ave

Year
Property Taxes
Change
Tax Assessment
Change
2025
$59,883
5%
$6,067,200
4%
2024
$57,077
19%
$5,842,100
21%
2023
$47,966
4%
$4,811,000
6%
2022
$46,102
9%
$4,524,200
4%
2021
$42,460
9%
$4,332,700
5%
2020
$38,842
6%
$4,110,300
5%
2019
$36,680
2%
$3,914,600
3%
2018
$36,073
1%
$3,813,200
6%
2017
$35,542
3%
$3,597,400
9%
2016
$34,515
4%
$3,312,400
7%
2015
$33,059
-3%
$3,095,400
3%
2014
$34,257
—
$3,007,600
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Listed by Compass, The Duffy Group and Patricia Duffy

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540 Chestnut Hill Ave, Brookline, MA 02445 (MLS# 73504708) is a Single Family property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 540 Chestnut Hill Ave is currently listed for $4,250,000 and was received on April 21, 2026. Want to learn more about 540 Chestnut Hill Ave? Do you have questions about finding other Single Family real estate for sale in Brookline? You can browse all Brookline real estate or contact a Coldwell Banker agent to request more information.

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