Active
27 Days on market
52 Clinton Road Brookline — Photo 1 of 40

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.

View Standard Listing

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

Original Price$2,999,000
Annual Taxes$27,697.22

Parking

Garage1
Off-Street3

Interior Specifications

Total Rooms10
Fireplaces1
FlooringTile, Carpet, Laminate, Hardwood
BasementFull, Finished, Walk-Out Access, Interior Entry, Garage Access

Climate & Utilities

HeatingCentral, Baseboard, Hot Water, Radiant, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

ConstructionBrick
RoofSlate
FoundationBlock
ZoningS10

Property & Lot

Acres0.33
SqFt Lot14,550
Lot Features--

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

Second
Primary BedroomBedroom 2Bedroom 3Bedroom 4Bathroom 2Bathroom 3
First
Living RoomDining RoomKitchenFamily RoomBathroom 1
Living Room
Lvl First
Dining Room
Lvl First
Kitchen
Lvl First
Family Room
Lvl First
Primary Bedroom
Lvl Second
Bedroom 2
Lvl Second
Bedroom 3
Lvl Second
Bedroom 4
Lvl Second
Bathroom 1
Lvl First

Bathroom - Half

Bathroom 2
Lvl Second

Bathroom - Full, Bathroom - Tiled With Tub & Shower

Bathroom 3
Lvl Second

Bathroom - Full

Property History

Listed
$2,999,000

Aug 18, 2026

MLS® 73565107

Terminated
$3,258,000

May 19, 2026

MLS® 73501510

Listed
$3,258,000

Apr 14, 2026

MLS® 73501510

Listing Provided By

Listing Agent: Maxine Malka Freedman

Listing Office: Hammond Residential Real Estate

MLS® Number: 73565107