+19 photos

540 Chestnut Hill Ave Brookline MA 02445

EXP

$5,000,000

6,419 sqft Square Feet

5 Bedrooms

4 Bathrooms

1 Half Bathrooms

8 Parking

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.

Property Details for 540 Chestnut Hill Ave

Total Rooms: 12

Bedrooms: 5

Bathrooms: 4Full 1Half

Living Area: 6,419 sqft

Lot Size (Acres/SF): 1.03/ 44950

Lot Features:

Levels:

Total Parking Spaces: 8

Garage Spaces: 2

Parking Features: Attached, Garage Door Opener, Paved Drive

Listing ID: 73443227

Postal Code: 02445

Neighborhood: Fisher Hill

Elementary School District: John D. Runkle

Elementary School Buffer Zone:

High School: Brookline High School

Year Built: 1900

Architectural Style:

Basement: Full, Walk-Out Access, Interior Entry, Sump Pump, Concrete, Unfinished

Features for 540 Chestnut Hill Ave

Heating: Forced Air, Natural Gas

Heating Zones:

Fireplaces: 4

Accessibility Features:

Association: False

Association Fee:

Fee Frequency:

Association Fee Includes:

Association Amenities:

Management Type:

Optional Fee:

Optional Fee Includes:

Elevator: False

Cooling: Central Air

Cooling Zones:

Private Pool: False

Pool Features:

Waterfront: False

Waterfront Features:

Pets Allowed:

Entry Level (Floor):

Entry Location:

Complex Complete: False

Total Units in Building:

Owner Occupied Units:

Utilities & Financials for 540 Chestnut Hill Ave

Electric:

Water Source: Public

Sewer: Public Sewer

Utility Connections:

Annual Tax: $59,883

Assessed Value: $6,067,200

Tax Year: 2025

Disclosures for 540 Chestnut Hill Ave

Disclosures: House has a new 2025 water remediation systyem with french drain and sump pump

Exclusions:

Property Attached: True

Historic District:

Zoning Code: S-25

Zoning Description: SINGLE-FAMILY

Zoning Category: single_family

Zoning FAR:

Zoning Min Lot: 25000

Lead Paint: Unknown

SqFt Includes Basement: False

Square Feet Disclosures:

Voting Precinct: 14 Located at Heath School Gymnasium, 100 Eliot Street

Listing Lifecycle for 540 Chestnut Hill Ave

List Date: October 14, 2025

Off Market Date: December 31, 2025

Under Agreement Date:

Sold Date:

List Office: Compass

Listing Agent: The Duffy Group

Original List Price: $5,000,000

Sold Price: ()

Square Feet Disclosures:

Last Updated on: February 7, 2026 at 1:50 PM from: mls-pin

Buyer’s Office:

Buyer’s Agent: