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123 Days on market
9 Singletree Rd Brookline — Photo 1 of 18

9 Singletree Rd Brookline — Photo 1 of 18

Recent Drop: $203,500

$4,998,500
$4,795,000

$4,795,000

Investment Analysis — 9 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 4-bedroom in 02467 carries an estimated $5,380/mo in gross rent — about a -0.08% cap rate and $-3,691/yr in estimated NOI at the $4,795,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

4

Baths

4.5

SqFt

6,790

Style

Single Family

Built

1970

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef’s kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level with separate entrance offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb Chestnut Hill location with easy access to Boston, shopping, dining and Medical Centers.

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 6,790 sq ft principal dwelling). Lot size: 40,345 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.

Open Houses

Property Details

Financials

Original Price$4,998,500
Annual Taxes$52,757

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms13
Fireplaces1
FlooringTile, Carpet, Hardwood
BasementFull

Climate & Utilities

HeatingForced Air, Radiant, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame, Stone
Roof--
FoundationConcrete Perimeter
ZoningS40

Property & Lot

Acres0.93
SqFt Lot40,345
Lot Features--

Amenities & Appliances

Gas Water Heater • Range • Oven • Dishwasher • Disposal • Refrigerator • Washer • Dryer

Neighborhood

Shopping • Park • Golf • Medical Facility • Conservation Area • Highway Access

Geography

Property History

Price Drop
$4,795,000

Was $4,998,500

Sep 16, 2026

MLS® 73520842

Listed
$4,998,500

May 18, 2026

MLS® 73520842

Listing Provided By

Listing Agent: Deborah M. Gordon

Listing Office: Coldwell Banker Realty - Brookline

MLS® Number: 73520842