540 Chestnut Hill Ave, Brookline, MA 02445

$5,000,000

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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 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.

— MLSPIN #: 73443227

Map of 540 Chestnut Hill Ave, Brookline, MA 02445

540 Chestnut Hill Ave, Brookline, MA 02445
540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445
540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445
540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445
540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445 540 Chestnut Hill Ave, Brookline, MA 02445
List Price:$5,000,000
Status:Active
MLS ID:73443227
Town:Brookline
County:Norfolk
Zip:02445
Property Type:Residential
Property Sub Type:Single Family Residence
Bedrooms:5
Full Baths:4
Half Baths:1
Living Area:6,419 sqft
Acres:1.03
Taxes:59,883
Appliances:Gas Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Cooling:Central Air
Flooring:Wood, Tile, Carpet, Hardwood, Flooring - Hardwood
Heating:Forced Air, Natural Gas
Parking Features:Attached, Garage Door Opener, Paved Drive
Status:Active
Water Source:Public
Year Built:1900
Roof:Slate, Rubber
Directions:Chestnut Hill Ave between Buckminster and Hyslop
Laundry Features:In Basement
Foundation Details:Concrete Perimeter
Fireplace Features:Family Room, Living Room, Bedroom
Listing Contract Date:2025-10-14
Cooling?:Yes
Fireplace?:Yes
Garage?:Yes
Heating?:Yes
Lot Size Area:1.03
Lot Size Square Feet:44,950
Fireplaces Total:4
Rooms Total:12
Architectural Style:French Colonial
Bathrooms Total Integer:5
Attached Garage?:Yes
Basement:true
Basement:Full, Walk-Out Access, Interior Entry, Sump Pump, Concrete, Unfinished
Building Area Source:Measured
Building Area Total:6,419
Community Features:Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station
Door Features:French Doors
Exterior Features:Patio, Rain Gutters, Professional Landscaping, Sprinkler System
Fencing:Fenced/Enclosed
Interior Features:Closet/Cabinets - Custom Built, Lighting - Overhead, Crown Molding, Bathroom - Full, Recessed Lighting, Bathroom - Half, Entrance Foyer, Bathroom, Entry Hall, Office
Living Area Units:Square Feet
Lot Size Units:Acres
Open Parking?:Yes
Parcel Number:38925
Patio And Porch Features:Patio
Property Attached?:Yes
Road Frontage Type:Public
Sewer:Public Sewer
Zoning:S25
Covered Spaces:2
Elementary School:Runkle
Garage Spaces:2
High School:Brookline High School
Year Built Source:Public Records
Disclosures:House has a new 2025 water remediation systyem with french drain and sump pump
Farm Land Area Units:Square Feet
Listing Agreement:Exclusive Right To Sell
Color:white
Mh:Cooling Zones, Cc:Cooling Zones, Mf:Cooling Zones, Sf:Cooling Zones:3
Disclosure:Yes
Dpr Flag:No
Heat Zones:3
Lead Paint:Unknown
Listing Alert:No
List Price Per Sqft:$778.94
Page:148
Price Per Sqft:$778.94
Square Feet Incl Base:No
Uffi:Unknown
Year Round:Yes
Original List Price:$5,000,000
Parking Total:6
Room Bathroom1 Features:Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Closet/Cabinets - Custom Built, Cabinets - Upgraded
Room Bathroom1 Level:First
Room Bathroom2 Features:Bathroom - Full
Room Bathroom2 Level:First
Room Bathroom3 Features:Bathroom - Full
Room Bathroom3 Level:Second
Room Bedroom2 Area:596
Room Bedroom2 Features:Bathroom - Full, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead, Crown Molding
Room Bedroom2 Length:29.8
Room Bedroom2 Level:First
Room Bedroom2 Width:20
Room Bedroom3 Area:201.6
Room Bedroom3 Features:Bathroom - Full, Closet, Flooring - Wood
Room Bedroom3 Length:16.8
Room Bedroom3 Level:Second
Room Bedroom3 Width:12
Room Bedroom4 Area:175.56
Room Bedroom4 Features:Closet, Closet/Cabinets - Custom Built, Flooring - Wood, Attic Access
Room Bedroom4 Length:13.3
Room Bedroom4 Level:Second
Room Bedroom4 Width:13.2
Room Bedroom5 Area:147.459999999
Room Bedroom5 Features:Closet, Closet/Cabinets - Custom Built, Flooring - Wood
Room Bedroom5 Length:14.6
Room Bedroom5 Level:Second
Room Bedroom5 Width:10.1
Room Dining Room Area:$196.08
Room Dining Room Features:Flooring - Wood, French Doors, Exterior Access, Lighting - Sconce
Room Dining Room Length:17.2
Room Dining Room Level:First
Room Dining Room Width:11.4
Room Family Room Area:642.36
Room Family Room Features:Flooring - Hardwood, French Doors, Exterior Access, Recessed Lighting
Room Family Room Length:30.3
Room Family Room Level:First
Room Family Room Width:21.2
Room Kitchen Area:205.4
Room Kitchen Features:Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Cabinets - Upgraded, Recessed Lighting, Remodeled, Stainless Steel Appliances
Room Kitchen Length:26
Room Kitchen Level:First
Room Kitchen Width:7.9
Room Living Room Area:357
Room Living Room Features:Flooring - Hardwood, Window(s) - Bay/Bow/Box, Chair Rail
Room Living Room Length:23.8
Room Living Room Level:First
Room Living Room Width:15
Room Master Bathroom Features:Yes
Room Master Bedroom Area:386.08
Room Master Bedroom Features:Bathroom - Full, Bathroom - Double Vanity/Sink, Walk-In Closet(s), Closet/Cabinets - Custom Built, Flooring - Hardwood, Flooring - Wall to Wall Carpet, Dressing Room
Room Master Bedroom Length:25.4
Room Master Bedroom Level:First
Room Master Bedroom Width:15.2
Room Office Area:149.16
Room Office Features:Flooring - Hardwood, Recessed Lighting, Crown Molding
Room Office Length:13.2
Room Office Level:First
Room Office Width:11.3
Security Features:Security System
Tax Assessed Value:$6,067,200
Tax Year:2025
Year Built Details:Approximate
Waterview Flag:No

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MLS Property Information Network, Inc. data last updated on November 22, 2025 08:23 PM

Property Last Updated: October 18, 2025 03:10 AM

Listing Courtesy of: Compass
Listing Agent: The Duffy Group