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11 Days on market
71 Sears Road Brookline — Photo 1 of 18

71 Sears Road Brookline — Photo 1 of 18

$11,750,000

Investment Analysis — 71 Sears Road

Brookline, MA 02445

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 6-bedroom in 02445 carries an estimated $5,240/mo in gross rent — about a -0.40% cap rate and $-47,522/yr in estimated NOI at the $11,750,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

6

Baths

5

SqFt

7,502

Style

Single Family

Built

1929

One of Brookline’s most exceptional offerings in over a decade, this remarkable 1929 Colonial Revival estate is set on two beautifully landscaped acres in the town’s prestigious estate area. The 14-room residence offers 7,500 square feet of living space and showcases timeless architecture and exceptional craftsmanship. Set atop a private drive marked by stately stone pillars, the home is surrounded by sweeping lawns, specimen trees, perennial gardens, and a tranquil man-made freshwater creek. An inviting in-ground pool enhances the serene outdoor setting. Inside are six spacious bedrooms, four full baths, and two half baths, including a luxurious primary suite with a spa-like bath. Elegant formal rooms flow seamlessly into comfortable living areas, ideal for both grand entertaining and everyday living.Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay.

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 7,502 sq ft principal dwelling). Lot size: 88,553 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$11,750,000
Annual Taxes$95,311

Parking

Garage2
Off-Street10

Interior Specifications

Total Rooms14
Fireplaces6
FlooringHardwood
BasementFull

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionBrick
RoofShingle
FoundationOther
ZoningS40

Property & Lot

Acres2.03
SqFt Lot88,553
Lot FeaturesGentle Sloping

Amenities & Appliances

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

Neighborhood

Public Transportation • Park • Walk/Jog Trails • Golf • Bike Path • Private School

Geography

Floorplan Breakdown

Structural Layout

Third
Bedroom 5Bathroom 3
Second
Master BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 1Bathroom 2
First
Living RoomDining RoomKitchenOfficeFamily Room
Living Room
Lvl First
Dining Room
Lvl First
Kitchen
Lvl First
Office
Lvl First
Family Room
Lvl First
Master Bedroom
Lvl Second
Bedroom 2
Lvl Second
Bedroom 3
Lvl Second
Bedroom 4
Lvl Second
Bedroom 5
Lvl Third
Bathroom 1
Lvl Second
Bathroom 2
Lvl Second
Bathroom 3
Lvl Third

Property History

Listed
$11,750,000

Sep 1, 2026

MLS® 73570794

Expired
$11,750,000

Aug 31, 2026

MLS® 73485239

Listed
$11,750,000

Mar 11, 2026

MLS® 73485239

Listing Provided By

Listing Agent: MicéAl & Conor Chamberlain

Listing Office: Historic Homes, Inc.

MLS® Number: 73570794