540 Chestnut Hill Ave, Brookline MA 02445

Brookline, MA 02445
$5,000,000
Est. $30,473/month
5
Beds
4.5
Baths
6,419
Sq Ft
$779
Price/Sq Ft
1.03
Acres
1900
Year Built
53
Days on Market
Active Listed Oct 14, 2025 • MLS# 73443227 Copied!

About this home

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 Overview

Property Type
Single Family Residence
Listing Type
For Sale
Year Built
1900
Bedrooms
5
Full Bathrooms
4
Half Bathrooms
1
Living Area
6,419 sq ft
Total Rooms
12

Facts & Features

2 Car Garage
Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 1900
Living Area 6,419 sq ft
Lot Size 1.03 acres
Bedrooms 5
Full Baths 4
Half Baths 1
Total Rooms 12

Interior

Heating Forced Air, Natural Gas
Cooling Central Air
Flooring Wood, Tile, Carpet, Hardwood, Flooring - Hardwood
Appliances Gas Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Fireplace Family Room, Living Room, Bedroom
Fireplaces 4
Basement Full, Walk-out Access, Interior Entry, Sump Pump, Concrete, Unfinished
Laundry In Basement
Features Closet/cabinets - Custom Built, Lighting - Overhead, Crown Molding, Bathroom - Full, Recessed Lighting, Bathroom - Half, Entrance Foyer, Bathroom, Entry Hall, Office

Exterior

Construction None
Architecture French Colonial
Roof Slate, Rubber
Features Patio, Rain Gutters, Professional Landscaping, Sprinkler System
Pool None
Spa None
Fencing Fenced/enclosed
Patio/Porch Patio

Parking

Garage Spaces 2
Has Garage Yes
Features Attached, Garage Door Opener, Paved Drive
Total Spaces 8

Utilities

Electric None
Water Public
Sewer Public Sewer
Gas None
Other None

Financial

Annual Tax $59,883
Assessed Value $6,067,200

Interior Features

Flooring: Wood, Tile, Carpet, Hardwood, Flooring - Hardwood
Appliances: Gas Water Heater, Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Interior Features: Closet/Cabinets - Custom Built, Lighting - Overhead, Crown Molding, Bathroom - Full, Recessed Lighting, Bathroom - Half, Entrance Foyer, Bathroom, Entry Hall, Office
Windows:
Basement: Full, Walk-Out Access, Interior Entry, Sump Pump, Concrete, Unfinished
Laundry: In Basement
Security: Security System

Construction & Materials

Style: French Colonial
Year Built: 1900
Structure Type:
Exterior Materials:
Roof: Slate, Rubber
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

Heating: Forced Air, Natural Gas
Heating Zones: 3
Cooling: Central Air
Cooling Zones: 3
Hot Water:
Water Source: Public
Sewer: Public Sewer
Energy Features:

Exterior & Lot

Exterior Features: Patio, Rain Gutters, Professional Landscaping, Sprinkler System
Patio & Porch: Patio
Fencing: Fenced/Enclosed
Other Structures:
Lot Features:
Road Surface:

Parking & Garage

Garage Spaces: 2
Garage Type: Attached
Total Parking Spaces: 8
Parking Features: Attached, Garage Door Opener, Paved Drive

Special Features

Fireplaces: 4
Fireplace Type: Family Room, Living Room, Bedroom
Community Amenities: Public Transportation, Shopping, Park, Walk/Jog Trails, Highway Access, Private School, Public School, T-Station

Location

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Neighborhood

540 Chestnut Hill Ave, Brookline MA 02445

Brookline, MA 02445

Walkability

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Schools

Elementary School
Runkle
Rating information coming soon
High School
Brookline High School
Rating information coming soon

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $4,990
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Market Insights

Property Timeline

🏠
Listed for Sale
Oct 14, 2025
$5,000,000
Original listing
Agent: The Duffy Group Office: Compass
🏠
Listed for Sale
Oct 14, 2025
$5,000,000
Original listing
Office: Compass

Price & Status History

Date Event Price Change
Oct 14, 2025 New Listing Added $5,000,000
Oct 14, 2025 New Listing Added $5,000,000

Market Statistics

Days on Market
53 days
Price per Sq Ft
$779

Tax History

Year Taxes Assessment
2025 $59,883 $6,067,200

Financial Details

Annual Property Tax
$59,883
Tax Year 2025
Assessed Value
$6,067,200

Listing Information

Listing Agent The Duffy Group
Listing Office Compass
Agent MLS ID TM361214
Office MLS ID AN3337
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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