140 Dudley St Brookline — Photo 1 of 26
Recent Drop: $242,000
$2,698,000
Investment Analysis — 140 Dudley St
Brookline, MA 02445 — Estate Area
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 5-bedroom in 02445 carries an estimated $5,240/mo in gross rent — about a 0.75% cap rate and $20,170/yr in estimated NOI at the $2,698,000 list price. Adjust every assumption in the calculator below.
Beds
5
Baths
3.5
SqFt
3,738
Style
Single Family
Built
1925
This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.
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 3,738 sq ft principal dwelling). Lot size: 14,370 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.
Open Houses
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Range • Dishwasher • Refrigerator • Washer • Dryer
Neighborhood
Public Transportation • Shopping • Park • Walk/Jog Trails • Medical Facility • Bike Path
Geography
Property History
$2,698,000
Was $2,940,000
May 2, 2026
MLS® 73492578
$2,940,000
Mar 26, 2026
MLS® 73492578
$3,198,000
Nov 23, 2025
MLS® 73410677
$3,198,000
Jul 29, 2025
MLS® 73410677
Listing Agent: Deborah M. Gordon
Listing Office: Coldwell Banker Realty - Brookline
MLS® Number: 73492578
Open Houses
Related Insights
Brookline Property Tax Break Owner-Occupants Need
Brookline Property Tax: Owners vs Investors
Brookline Launch Plans for Runkle, Ridley & Lincoln
After the Grant Window: Massachusetts First-Time Buyers
Massachusetts Buyers Face a Supply Crunch, Not a Crash
