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355 Buckminster Road Brookline — Photo 1 of 32

355 Buckminster Road Brookline — Photo 1 of 32

$9,500,000

Investment Analysis — 355 Buckminster Road

Brookline, MA 02445

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 7-bedroom in 02445 carries an estimated $5,240/mo in gross rent — about a -0.35% cap rate and $-32,921/yr in estimated NOI at the $9,500,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

7

Baths

7

SqFt

9,500

Style

Single Family

Built

1912

Magnificent estate on one of Brookline’s most beautiful residential streets, blending timeless architecture with modern luxury. Expansive first floor features elegant period details, grand entertaining rooms, an impressive foyer, custom chef’s kitchen, and spacious family room, with a covered porch and large deck extending the living space outdoors. The home offers a palatial primary suite with fireplace, multiple closets, & a spa-like bath, along with additional en-suite bedrooms and a third-floor recreation space.The fully finished lower level includes a kitchen, gym, theater, recreation room, additional bedrooms, and full bath. Additional highlights include radiant heated floors, smart home technology, and an oversized double-depth garage accommodating up to six cars. Set on nearly one acre of beautifully landscaped grounds w/ a swimming pool, clay tennis court, and heated driveway and walkways for snowmelt. An exceptional residence offering luxury, privacy, extraordinary amenities.

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 9,500 sq ft principal dwelling). Lot size: 37,309 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$9,500,000
Annual Taxes$80,710

Parking

Garage6
Off-Street10

Interior Specifications

Total Rooms20
Fireplaces5
FlooringFlooring - Stone/Ceramic Tile, Flooring - Hardwood
BasementFinished, Walk-Out Access, Interior Entry

Climate & Utilities

HeatingRadiant, Fireplace
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningS25

Property & Lot

Acres0.86
SqFt Lot37,309
Lot FeaturesCorner Lot, Wooded

Amenities & Appliances

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

Neighborhood

Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • House of Worship

Geography

Floorplan Breakdown

Structural Layout

Third
Bedroom 4
Second
Primary BedroomBedroom 2Bedroom 3Bathroom 1Bathroom 2Bathroom 3
First
Kitchen
Main,First
Living RoomDining RoomFamily Room
Main
Office
Main,Third
Bedroom 5
Living Room
Lvl Main,First

19 x 20

Flooring - Hardwood, Window(s) - Picture, French Doors, Cable Hookup, Recessed Lighting, Crown Molding, Decorative Molding

Dining Room
Lvl Main,First

27 x 18

Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Lighting - Pendant, Crown Molding, Decorative Molding

Kitchen
Lvl First

27 x 16

Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Crown Molding, Decorative Molding

Office
Lvl Main

11 x 13

Flooring - Hardwood, Window(s) - Picture, French Doors, Lighting - Pendant, Crown Molding, Decorative Molding

Family Room
Lvl Main,First

20 x 25

Flooring - Hardwood, Window(s) - Picture, Cable Hookup, Recessed Lighting, Crown Molding, Decorative Molding

Primary Bedroom
Lvl Second

23 x 18

Bathroom - Full, Bathroom - Double Vanity/Sink, Flooring - Hardwood, Window(s) - Picture, Cable Hookup, Recessed Lighting, Crown Molding, Decorative Molding

Bedroom 2
Lvl Second

19 x 15

Bedroom 3
Lvl Second

19 x 20

Bathroom - Full, Fireplace, Closet, Flooring - Hardwood, Window(s) - Picture, Cable Hookup, Recessed Lighting, Crown Molding, Decorative Molding

Bedroom 4
Lvl Third

18 x 21

Bathroom - Full, Fireplace, Closet, Flooring - Hardwood, Window(s) - Picture, Cable Hookup, Recessed Lighting, Crown Molding, Decorative Molding

Bedroom 5
Lvl Main,Third

18 x 11

Bathroom - Full, Fireplace, Closet, Flooring - Hardwood, Window(s) - Picture, Recessed Lighting, Crown Molding, Decorative Molding

Bathroom 1
Lvl Second

Bathroom - Full

Bathroom 2
Lvl Second

Bathroom - Full

Bathroom 3
Lvl Second

Bathroom - Full

Property History

Listed
$9,500,000

Mar 11, 2026

MLS® 73485408

Terminated
$9,500,000

Jul 15, 2025

MLS® 73224039

Listed
$9,500,000

Apr 15, 2024

MLS® 73224039

Listing Provided By

Listing Agent: Samantha Stumpo

Listing Office: New Brook Realty Group, LLC

MLS® Number: 73485408