Active
2 Days on market
381 Warren Street Brookline — Photo 1 of 35

381 Warren Street Brookline — Photo 1 of 35

$23,000,000

Investment Analysis — 381 Warren Street

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 -0.34% cap rate and $-79,062/yr in estimated NOI at the $23,000,000 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

7

Baths

10.5

SqFt

16,856

Style

Single Family

Built

1920

An extraordinary opportunity to own one of Brookline's most prestigious estates, set on nearly 1.75 acres in the most coveted location. This majestic brick Georgian Colonial has been masterfully renovated with museum-quality craftsmanship and timeless architectural detail. Offering over 16,000 sq. ft. of elegant living space, the home features a grand two-story foyer, 7 bedrooms, 9 full and 3 half baths, a gourmet kitchen, oversized fireplaced living room, formal dining room, Parisian-inspired bar, tea room, mahogany library, and a dramatic two-story family room with a spiral staircase leading to a private office and guest suite. The exceptional primary suite offers dual spa-like baths, two walk-in closets, and a private office.The lower level features a media room,50's billard and bar area,wine cellar ,en suite bedroom with sitting area,fitness room and indoor pool. Resort-style grounds include professionally landscaped park-like gardens, a 4-car garage, 3 swimming pools, a pool house, and a lighted tennis court. A truly iconic estate offering unparalleled luxury and timeless elegance.

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 16,856 sq ft principal dwelling). Lot size: 76,352 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$23,000,000
Annual Taxes$126,851

Parking

Garage4
Off-Street10

Interior Specifications

Total Rooms22
Fireplaces8
FlooringWood, Tile, Carpet, Marble, Hardwood, Stone / Slate, Parquet
BasementFull, Finished, Garage Access, Sump Pump

Climate & Utilities

HeatingForced Air, Humidity Control, Natural Gas, Hydro Air
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionFrame, Brick
RoofSlate
FoundationConcrete Perimeter
ZoningS40

Property & Lot

Acres1.75
SqFt Lot76,352
Lot FeaturesCorner Lot, Wooded

Amenities & Appliances

Gas Water Heater • Water Heater • Range • Oven • Dishwasher • Disposal • Microwave • Indoor Grill • Refrigerator • Freezer • Washer • Dryer • Wine Refrigerator • Vacuum System • Range Hood • Plumbed For Ice Maker

Neighborhood

Public Transportation • Shopping • Pool • Tennis Court(s) • Walk/Jog Trails • Stable(s)

Geography

Floorplan Breakdown

Structural Layout

Second
OfficePrimary BedroomBedroom 2Bedroom 3Bedroom 4Bedroom 5Bathroom 1Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily Room
Living Room
Lvl First
Dining Room
Lvl First
Kitchen
Lvl First
Office
Lvl Second
Family Room
Lvl First
Primary Bedroom
Lvl Second
Bedroom 2
Lvl Second
Bedroom 3
Lvl Second
Bedroom 4
Lvl Second
Bedroom 5
Lvl Second
Bathroom 1
Lvl Second
Bathroom 2
Lvl Second
Bathroom 3
Lvl Second
Listing Provided By

Listing Agent: The Jeff Groper Group

Listing Office: Coldwell Banker Realty - Newton

MLS® Number: 73576839