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363 Brookline Street Newton — Photo 1 of 31

363 Brookline Street Newton — Photo 1 of 31

Recent Drop: $200,000

$2,999,999
$2,799,999

$2,799,999

Investment Analysis — 363 Brookline Street

Newton, MA 02459

Based on HUD Small Area Fair Market Rent for Boston-Cambridge-Quincy, MA-NH HUD Metro FMR Area, a 4-bedroom in 02459 carries an estimated $4,540/mo in gross rent — about a 0.63% cap rate and $17,562/yr in estimated NOI at the $2,799,999 list price. Adjust every assumption in the calculator below.

View Standard Listing

Beds

4

Baths

4.5

SqFt

3,840

Style

Single Family

Built

1985

This stunning Contemporary-style residence, designed with exceptional craftsmanship, features 4,554 square feet of refined living space and is set on a 29,377 sq ft lot. The main level is suited for entertaining with a state-of-the-art kitchen opening to a grand family and flowing into the living and dining rooms with 19' ceilings. The living spaces overlook the rear grounds, where a deck spans the length of the home, providing views of the beautifully landscaped yard with sitting and dining areas. ATTENTION TENNIS PLAYERS - there is a clay tennis court with lighting. An en-suite bedroom and mudroom with entry into the three-car garage complete this level. The second level is comprised of a primary bedroom suite with a new spa-like bathroom and expansive closets; two other bedrooms; full bathroom; and versatile gathering room that could be converted to a bedroom. Lower level: gym, media room, office, bedroom, and playroom. This remarkable property is in a sought-after neighborhood.

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 3,840 sq ft principal dwelling). Lot size: 29,377 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$3,195,000
Annual Taxes$23,843

Parking

Garage3
Off-Street9

Interior Specifications

Total Rooms13
Fireplaces1
Flooring--
BasementFinished

Climate & Utilities

HeatingCentral
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationConcrete Perimeter
ZoningSR1

Property & Lot

Acres0.67
SqFt Lot29,377
Lot FeaturesOther

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

Floorplan Breakdown

Structural Layout

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

Property History

Price Drop
$2,799,999

Was $2,999,999

Aug 26, 2026

MLS® 73503275

Price Drop
$2,999,999

Was $3,195,000

May 6, 2026

MLS® 73503275

Listed
$3,195,000

Apr 16, 2026

MLS® 73503275

Listing Provided By

Listing Agent: Mona And Shari Wiener

Listing Office: Hammond Residential Real Estate

MLS® Number: 73503275