
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.
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
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
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
Living Room
Lvl FirstDining Room
Lvl FirstKitchen
Lvl FirstOffice
Lvl SecondFamily Room
Lvl FirstPrimary Bedroom
Lvl SecondBedroom 2
Lvl SecondBedroom 3
Lvl SecondBedroom 4
Lvl SecondBedroom 5
Lvl SecondBathroom 1
Lvl SecondBathroom 2
Lvl SecondBathroom 3
Lvl SecondListing Agent: The Jeff Groper Group
Listing Office: Coldwell Banker Realty - Newton
MLS® Number: 73576839
Related Insights

Brookline ADU Rules and the Two-Generation Home

South Brookline Single-Family Premium Explained

Brookline Luxury Tested by Chestnut Hill Townhouse

Brookline MA Neighborhoods: Coolidge or Chestnut Hill
