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105 Days on market
40 Singletree Rd Brookline — Photo 1 of 23

40 Singletree Rd Brookline — Photo 1 of 23

$8,200,000

Investment Analysis — 40 Singletree Rd

Brookline, MA 02467 — Chestnut Hill

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 6-bedroom in 02467 carries an estimated $5,380/mo in gross rent — about a -0.69% cap rate and $-56,573/yr in estimated NOI at the $8,200,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

6

Baths

7.5

SqFt

9,301

Style

Single Family

Built

1900

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.

ADU Potential

Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 900 sq ft (the lesser of 900 sq ft or half the 9,301 sq ft principal dwelling). Lot size: 53,988 sq ft.

Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.

Estimates — not financial advice

These figures are illustrative estimates for informational purposes only — not an appraisal, valuation, or guarantee of rent, income, or returns, and not financial, tax, or investment advice. Rent is either the figure reported on the MLS listing — in-place rent that may differ from market and is not verified against the actual leases — or, where the listing reports none, an estimate from HUD Small Area Fair Market Rents, a government benchmark that may differ from actual market rent. Each figure is labelled with its source. Cap rate, NOI, and returns depend on the assumptions shown, which you can change. MLS and other third-party data may be inaccurate or out of date. Verify all figures independently and consult your own financial, tax, and legal advisors before making any investment decision.

Property Details

Financials

Original Price$8,200,000
Annual Taxes$105,639

Parking

Garage2
Off-Street8

Interior Specifications

Total Rooms15
Fireplaces6
FlooringWood, Tile, Carpet
BasementFull

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame
RoofSlate
FoundationConcrete Perimeter
ZoningS25

Property & Lot

Acres1.24
SqFt Lot53,988
Lot FeaturesWooded, Easements

Amenities & Appliances

Range • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer

Neighborhood

Shopping • Park • Walk/Jog Trails • Golf • Medical Facility • Highway Access

Geography

Listing Provided By

Listing Agent: Maggie Gold Seelig

Listing Office: MGS Group Real Estate LTD

MLS® Number: 73526856