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39 Worthington Rd Brookline — Photo 1 of 40

39 Worthington Rd Brookline — Photo 1 of 40

$8,995,000

Investment Analysis — 39 Worthington Rd

Brookline, MA 02446

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 7-bedroom in 02446 carries an estimated $5,630/mo in gross rent — about a -0.14% cap rate and $-12,842/yr in estimated NOI at the $8,995,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

7

Baths

5.5

SqFt

7,080

Style

Single Family

Built

1919

Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

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 7,080 sq ft principal dwelling). Lot size: 22,529 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$8,995,000
Annual Taxes$64,188

Parking

Garage2
Off-Street6

Interior Specifications

Total Rooms16
Fireplaces5
FlooringHardwood
BasementFull

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
RoofSlate
FoundationConcrete Perimeter
ZoningS-7

Property & Lot

Acres0.52
SqFt Lot22,529
Lot FeaturesCorner Lot

Amenities & Appliances

Gas Water Heater

Geography

Property History

Terminated
$9,995,000

Jul 10, 2026

MLS® 73208962

Expired
$11,500,000

Jul 9, 2026

MLS® 73166469

Listed
$8,995,000

Apr 7, 2026

MLS® 73496969

Listed
$9,995,000

Mar 6, 2024

MLS® 73208962

Listed
$11,500,000

Oct 4, 2023

MLS® 73166469

Listing Provided By

Listing Agent: Rachel Goldman

Listing Office: MGS Group Real Estate LTD

MLS® Number: 73496969