40 Singletree Rd, Brookline, MA, 02467
About This Home
Set on over 1.2 acres with a 1.62-acre experience via a neighboring easement, this exceptional Chestnut Hill estate offers a tranquil oasis on one of the area’s most coveted and secluded streets. Originally built in 1900 and thoughtfully renovated over time, the residence spans more than 9,300 square feet with six bedrooms, six full bathrooms, and three half bathrooms. Its richly detailed living spaces were designed for both elegant entertaining and everyday comfort. Gracious formal rooms, soaring ceilings, and exquisite millwork overlook beautifully landscaped grounds featuring a heated, in-ground pool, a basketball court, and ample parking. Once home to Alvan T. Fuller, the 50th Governor of Massachusetts, the property carries remarkable historic provenance. The grounds were originally designed by Frederick Law Olmsted, further contributing to the property’s timeless character. This is a rare opportunity to own a historic estate of this scale in an unbeatable location.
Getting Around
Car-Dependent
Some Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1900
Materials
- Foundation: Concrete Perimeter
- Roof: Slate
- Construction materials: Frame
Type & Style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Range,Oven,Dishwasher,Disposal,Microwave,Refrigerator,Freezer,Washer,Dryer
Basement
- Has basement: Yes
- Basement: Full
Bedrooms & Bathrooms
- Bedrooms: 6
- Bathrooms: 9
- Full bathrooms: 6
- 1/2 bathrooms: 3
Features
- Walk-up Attic
- Door features: French Doors
- Flooring: Wood,Tile,Carpet
- Number of fireplaces: 6
- Fireplace: Yes
- Finished area below ground: 1,672
- Finished area above ground: 7,629
Heating & Cooling
- Heating features: Forced Air,Natural Gas
- Cooling features: Central Air
Interior Area
- Total structure area: 9,301
- Total interior livable area: 9,301 sqft
Master Bathroom
- Features: Yes
Property
Details
- Parcel number: B:437 L:0052 S:0000,43503
- Zoning: S25
Features
- Private pool: Yes
- Pool features: Pool - Inground Heated
- Patio & porch: Patio
- Exterior features: Patio,Pool - Inground Heated
Lot
- Lot size: 1.24 Acres
- Features: Wooded,Easements
Parking
- Total spaces: 8
- Parking features: Paved Drive,Paved
- 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 | $41,463 | $497,556 |
| Home Insurance * | $1,633 | $19,596 |
| Property Taxes | $6,606 | $79,272 |
| Electricity | $1,834 | $22,009 |
| Total | $51,536 | $618,432 |
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 |
|---|---|---|
| 2026-05-29 | Listed for sale | $8,200,000 |
| 2000-09-01 | Sold | $1,200,000 |
| 1999-11-03 | Sold | $1,630,000 |
| 1999-08-03 | Sold | $1,000,000 |
| 1996-08-16 | Sold | $2,800,000 |
| 1989-11-28 | Sold | $3,800,000 |
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