540 Chestnut Hill Ave, Brookline, MA, 02445
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 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.
Getting Around
Somewhat Walkable
Good Transit
BikeableSchools
Construction
Condition
- Year built: 1900
Materials
- Foundation: Concrete Perimeter
- Roof: Slate,Rubber
Type & Style
- Home type: SingleFamily
- Architectural style: French Colonial
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Gas Water Heater,Oven,Dishwasher,Disposal,Range,Refrigerator,Washer,Dryer
- Laundry features: In Basement
Basement
- Has basement: Yes
- Basement: Full,Walk-Out Access,Interior Entry,Sump Pump,Concrete,Unfinished
Bathroom1
- Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Closet/Cabinets - Custom Built, Cabinets - Upgraded
- Level: First
Bathroom2
- Features: Bathroom - Full
- Level: First
Bathroom3
- Features: Bathroom - Full
- Level: Second
Bedroom2
- Features: Bathroom - Full, Closet, Closet/Cabinets - Custom Built, Flooring - Hardwood, Lighting - Overhead, Crown Molding
- Level: First
- Area: 596
Bedroom3
- Features: Bathroom - Full, Closet, Flooring - Wood
- Level: Second
- Area: 201.6
Bedroom4
- Features: Closet, Closet/Cabinets - Custom Built, Flooring - Wood, Attic Access
- Level: Second
- Area: 175.56
Bedroom5
- Features: Closet, Closet/Cabinets - Custom Built, Flooring - Wood
- Level: Second
- Area: 147.459999999
Bedrooms & Bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Dining Room
- Features: Flooring - Wood, French Doors, Exterior Access, Lighting - Sconce
- Level: First
- Area: 196.079999999
Family Room
- Features: Flooring - Hardwood, French Doors, Exterior Access, Recessed Lighting
- Level: First
- Area: 642.36
Features
- Closet/Cabinets - Custom Built,Lighting - Overhead,Crown Molding,Bathroom - Full,Recessed Lighting,Bathroom - Half,Entrance Foyer,Bathroom,Entry Hall,Office
- Door features: French Doors
- Flooring: Wood,Tile,Carpet,Hardwood,Flooring - Hardwood
- Number of fireplaces: 4
- Fireplace features: Family Room,Living Room,Bedroom
- Fireplace: Yes
- Finished area above ground: 6,419
Heating & Cooling
- Heating features: Forced Air,Natural Gas
- Cooling features: Central Air
Interior Area
- Total structure area: 6,419
- Total interior livable area: 6,419 sqft
Kitchen
- Features: Countertops - Stone/Granite/Solid, Breakfast Bar / Nook, Cabinets - Upgraded, Recessed Lighting, Remodeled, Stainless Steel Appliances
- Level: First
- Area: 205.4
Living Room
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Chair Rail
- Level: First
- Area: 357
Master Bathroom
- Features: Yes
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
- Level: First
- Area: 386.08
Office
- Features: Flooring - Hardwood, Recessed Lighting, Crown Molding
- Level: First
- Area: 149.16
Property
Details
- Parcel number: 38925
- Attached to another structure: Yes
- Zoning: S25
Features
- Patio & porch: Patio
- Exterior features: Patio,Rain Gutters,Professional Landscaping,Sprinkler System
- Fencing: Fenced/Enclosed
Lot
- Lot size: 1.03 Acres
Parking
- Total spaces: 8
- Parking features: Attached,Garage Door Opener,Paved Drive
- Has garage: Yes
- Attached garage spaces: 2
- Covered spaces: 2
- Has uncovered spaces: Yes
- Uncovered spaces: 6
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Hurricane
- Inland Flooding
- Tsunami
How This Home’s Risks Compare
FEMA Declared Disasters Across Massachusetts Counties
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $21,490 | $257,880 |
| Home Insurance * | $560 | $6,720 |
| Property Taxes | $3,423 | $41,076 |
| Electricity | $1,265 | $15,189 |
| Total | $26,738 | $320,856 |
Income You'd Need if You Spent...
Massachusetts FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-21 | Listed for sale | $4,250,000 |
| 2025-12-22 | Listing removed | $5,000,000 |
| 2025-10-14 | Listed for sale | $5,000,000 |
| 2013-03-12 | Sold | $2,775,000 |
| 2012-12-12 | Listing removed | $2,999,000 |
| 2012-10-15 | Listed for sale | $2,999,000 |
| 1999-11-08 | Sold | $1,260,000 |
| 1997-10-15 | Sold | $830,000 |
| 1995-06-30 | Sold | $830,000 |
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