
52 Clinton Road Brookline — Photo 1 of 40
$2,999,000
Investment Analysis — 52 Clinton Road
Brookline, MA 02445 — Cusp of Fisher Hill
Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02445 carries an estimated $5,240/mo in gross rent — about a 0.67% cap rate and $20,092/yr in estimated NOI at the $2,999,000 list price. Adjust every assumption in the calculator below.
Beds
4
Baths
3.5
SqFt
3,265
Style
Single Family
Built
1930
Located on coveted Fisher Hill, this charming residence set on 14,550 square feet of beautifully landscaped grounds, offers thoughtfully designed modern updates, newer systems, and the convenience of an attached garage. The gracious main level features a welcoming living room with fireplace, formal dining room, powder room, and a chef’s eat-in kitchen featuring custom cabinetry outfitted with a Thermador gas cooktop and warming drawer, GE Monogram double ovens, two Bosch dishwashers, two sinks, and a Sub-Zero refrigerator. The kitchen opens to a spacious, sun-filled family room with skylights and direct access to the lush, private backyard. A flag stone patio and gas hookup for grilling create an ideal setting for relaxed indoor-outdoor living. The second level features a generous primary suite with a newly renovated en-suite bath, complete with luxurious heated radiant floors and a skylight, along with three generous closets. Three additional well-proportioned bedrooms with substantial closet space and a full bath complete this level. The finished lower level provides versatile flex space for a gym, office/guest accommodations, playroom/den, along with a full bath, laundry area with refrigerator/freezer, and extra storage, all with 1- car garage access and additional 2 outdoor spaces. Ideally situated near Runkle School, Brookline High School, the Longwood Medical Area, Chestnut Hill Reservoir, and the MBTA Green Line C and D branches, with easy access to nearby shops, restaurants, and Route 9.
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 3,265 sq ft principal dwelling). Lot size: 14,550 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.
Immersive Experience
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Gas Water Heater • Oven • Dishwasher • Disposal • Microwave • Refrigerator • Freezer • Washer • Dryer • Range Hood • Cooktop
Neighborhood
Public Transportation • Shopping • Park • Medical Facility • House of Worship • Private School
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl FirstDining Room
Lvl FirstKitchen
Lvl FirstFamily Room
Lvl FirstPrimary Bedroom
Lvl SecondBedroom 2
Lvl SecondBedroom 3
Lvl SecondBedroom 4
Lvl SecondBathroom 1
Lvl FirstBathroom - Half
Bathroom 2
Lvl SecondBathroom - Full, Bathroom - Tiled With Tub & Shower
Bathroom 3
Lvl SecondBathroom - Full
Property History
$2,999,000
Aug 18, 2026
MLS® 73565107
$3,258,000
May 19, 2026
MLS® 73501510
$3,258,000
Apr 14, 2026
MLS® 73501510
Listing Agent: Maxine Malka Freedman
Listing Office: Hammond Residential Real Estate
MLS® Number: 73565107