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540 Chestnut Hill AveBrookline, MA 02445

For Sale

$5,000,000

Smart Buyer Rebate $25,000

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.

Listed by Patricia Duffy

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Compass

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617-953-4646

Listed by Hilary Maddox Team

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Compass

Listed by The Duffy Group

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Compass

Last updated October 18, 2025

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Source: MLSPin #73443227

Listing Facts

  • TypeSingle-family
  • NeighborhoodFisher Hill
  • Bedrooms5
  • Bathrooms5
  • Days on Prevu10
  • Taxes$59,883/year
  • Size6,419 sqft
  • Price per sqft$779

Amenities

  • Dishwasher
  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

Mortgage Calculator

Listing History

10/14/2025
Listed by Compass
$5,000,000

Property Details for 540 Chestnut Hill Ave

Association

Amenities

  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station

Exterior

Construction

  • Property Attached: Yes
  • Roof: Slate, Rubber
  • Year Built: 1900
  • Year Built Details: Approximate
  • Architectural Style: French Colonial
  • Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System

Features

  • Fencing: Fenced/Enclosed
  • Patio And Porch Features: Patio
  • Road Frontage Type: Public

Measurements

  • Building Area Total: 6,419
  • Building Area Units: Square Feet
  • Lot Size Acres: 1.03
  • Lot Size Area: 1
  • Lot Size Square Feet: 44,950
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 38925
  • Tax Annual Amount: $59,883.00
  • Tax Assessed Value: $6,067,200.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
  • Fireplace Features: Family Room, Living Room, Bedroom
  • Fireplace: Yes
  • Fireplaces Total: 4
  • Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Hardwood
  • Interior Features: Closet/Cabinets - Custom Built, Lighting - Overhead, Crown Molding, Bathroom - Full, Recessed Lighting, Bathroom - Half, Entrance Foyer, Bathroom, Entry Hall, Office

Measurements

  • Living Area: 6,419
  • Living Area Source: Measured

Rooms

  • Basement: Full, Walk-Out Access, Interior Entry, Sump Pump, Concrete, Unfinished
  • Bathrooms Full: 4
  • Bathrooms Half: 1
  • Bathrooms Total Integer: 5
  • Bedrooms Total: 5
  • Rooms Total: 12

Parking

Parking

  • Attached Garage: Yes
  • Covered Spaces: 2
  • Garage Spaces: 2
  • Garage: Yes
  • Open Parking: Yes
  • Parking Features: Attached, Garage Door Opener, Paved Drive
  • Parking Total: 6

Schools

Elementary School

  • Elementary School: Runkle

High School

  • High School: Brookline High School

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Forced Air, Natural Gas
  • Has Heating: Yes
  • Laundry Features: In Basement
  • Sewer: Public Sewer
  • Water Source: Public

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, landlords 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, leasing or renting 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, leasing or renting. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.