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540 Chestnut Hill Ave Brookline MA 02445

Active

$4,250,000

6,419 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 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.

Property Details for 540 Chestnut Hill Ave

Total Rooms: 12

Bedrooms: 5

Bathrooms: 4Full 1Half

Living Area: 6,419

Lot Size (Acres/SF): 1.03/ 44,950

Lot Features:

Levels:

Total Parking Spaces: 8

Garage Spaces: 2

Parking Features: Attached, Garage Door Opener, Paved Drive

Listing ID: 73504708

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 system in basement 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: 25,000

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: 2026-04-21

Off Market Date:

Under Agreement Date:

Sold Date:

List Office: Compass

Listing Agent: The Duffy Group

Original List Price: $4,250,000

Sold Price: ()

Square Feet Disclosures:

Last Updated on: 2026-04-22 00:01:30 from: mls-pin

Buyer’s Office:

Buyer’s Agent: