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43.73° N · 79.40° W — Toronto & nearby · 9,742 homes for sale today43.73° N · 79.40° W — 9,742 homes today(647) 554-7436Saved

43.6947° N · 79.3739° W — Leaside, Toronto — MLS® #C14127394

442 Heath St

$9,495,000

Leaside, Toronto, Ontario M4G 1B5

4+1
BedroomsBeds
5
BathroomsBaths
3500-5000 sqft3500-5000
SizeSq ft
43 x 240 ft
Lot sizeLot

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In short · from the listing record

442 Heath St is a 4+1-bedroom, 5-bathroom detached house in Leaside, Toronto, listed for sale at an asking price of $9,495,000 (MLS® C14127394).

Welcome to 442 Heath Street East, an architecturally distinctive contemporary residence offering more than 6,000 square feet across three levels in coveted Bennington Heights, with interiors by Ashley Botten. Set on an extraordinary lot, this sun-filled home pairs luxurious finishes, thoughtful built-ins, in-floor heating throughout and a heated driveway for year-round comfort. A sleek and stunning entryway features extensive storage and introduces the elegant living and dining room, complete with show-stopping floor-to-ceiling windows. The stunning modern kitchen features a large island and adjoining breakfast area. The expansive family room overlooks the landscaped backyard, while a main-floor office, powder room and attached garage add everyday convenience. Upstairs are four spacious bedrooms, a family library and laundry room, including a spectacular primary retreat with backyard views, a skylit walk-in closet and luxurious five-piece ensuite. The lower level offers a generous recreation room, fifth bedroom, full bathroom, fitness and Pilates studio, infrared sauna and ample storage. And then there is the backyard, which is reminiscent of the most exclusive resorts in the world. Discover a gorgeous swimming pool, expansive entertaining patio, outdoor cooking area, children's play treehouse, butterfly garden, outdoor table tennis and additional green space beyond the pool. Expansive windows bring exceptional natural light into the home and frame its lush surroundings. Enjoy proximity to Moore Park Ravine, the Beltline Trail, Evergreen Brick Works, parks and Bayview Avenue's shops, cafes and restaurants. Nearby schools include Bennington Heights Elementary, Bessborough Drive Elementary and Middle School and Leaside High School (subject to school board policies), with convenient TTC connections, access to downtown and the Don Valley Parkway. A rare blend of modern architecture, family comfort and resort-inspired outdoor living, this home is truly exceptional.

Listing readings

How it measures up

Scores from the listing record and the market around it.

  • 68Good

    Condition score

    6 condition-related facts documented

    Listing age, structured features and disclosed update language; not an inspection.

  • 5Shortfall

    Cash flow quality

    −$40,404/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Median of 129 detached homes with 5 bedrooms for lease in Toronto right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

The data table

Every fact

Everything the board publishes for this home.

Tax
$25,037 / 2026
MLS® number
C14127394
Board
TRREB MLS®
Property Type
Detached
Building Age
0-5
Time on market
Size
3500-5000 sqft
Lot Size
43 x 240 ft
Listed on
Parking
1 Built-In, 3 Parking

Listing history

Listing activity for 442 Heath St, Toronto, Ontario

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$9,495,000N/AFor SaleC14127394

Inside

Room by room

From the listing.

Main7 rooms
  • Foyer2.43 × 7.13 mHeated Floor, B/I Closet
  • Living4.26 × 4.52 mCombined W/Dining
  • Dining3.4 × 4.26 mCombined W/Living
  • Kitchen2.89 × 7.41 mCombined W/Family
  • Breakfast2.97 × 0.33 mFireplace, W/O To Patio
  • Family0.5 × 6.83 mFireplace, B/I Shelves, W/O To Patio
  • Office2.64 × 2.84 mHeated Floor, Pocket Doors
Lower4 rooms
  • Rec6.78 × 8.56 mHeated Floor, Built-In Speakers
  • 5th Br3.42 × 4.19 mAbove Grade Window
  • Exercise6.73 × 7.77 mBuilt-In Speakers, Above Grade Window
  • Utility3.17 × 4.44 m
2nd4 rooms
  • Primary3.99 × 6.88 mHeated Floor, W/I Closet, 5 Pc Ensuite
  • 2nd Br3.55 × 3.68 mHeated Floor, Double Closet, Semi Ensuite
  • 3rd Br3.58 × 4.97 mHeated Floor, Double Closet, Semi Ensuite
  • 4th Br3.58 × 5.02 mHeated Floor, Double Closet, Semi Ensuite

Property

Property Type
Detached
Style
2-Storey
Community
Leaside
Municipality
Toronto

Building

Size
3500-5000 sqft
Building Age
0-5
Construction
Brick

Inside

Bedrooms
4+1
Bathrooms
5
Bathroom Details
1 × 2pc Main, 2 × 5pc 2nd, 1 × 3pc 2nd, 1 × 3pc Lower
Basement Type
Finished
Kitchens
1

Parking

Driveway
Private
Garage Type
Built-In
Garage
1
Additional Parking
2
Total Parking
3

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
43 ft
Depth
240 ft
Lot Size
43 x 240 ft

Where it sits

The street and the area

Asking prices on the map.

Map and tour

Transit nearby

StationLinesDistance
St Clair StationTTC subway: Line 1 Yonge-University1.7 km
Leaside StationTTC light rail: Line 5 Eglinton1.8 km
Davisville StationTTC subway: Line 1 Yonge-University1.9 km
Summerhill StationTTC subway: Line 1 Yonge-University1.9 km
Mount Pleasant StationTTC light rail: Line 5 Eglinton2 km

The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: TTC schedule data (GTFS) from the Toronto Transit Commission under the Open Government Licence – Toronto, downloaded October 18, 2026. Contains information licensed under the Open Government Licence – Toronto.

Around it

Detached in Leaside

Active listings only, today.

Detached homes for sale in Leaside right now

For sale now
26
Median asking price
$3.46M

Middle half: $2.16M to $3.97M

New in 7 days
3

15 in 28 days

Price cuts
15%

4 listings

This home is asking 174% above the median, higher than three quarters of them.

See all homes in Leaside

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Site report

What the record says

What the City and the conservation authority have on file for this address.

  • Heritage and ravineNone foundNot found on the Heritage Register
  • Heritage and ravineNone foundNot in a mapped Heritage Conservation District
  • Heritage and ravineNone foundNot in the mapped ravine protection area
  • ZoningRD (f12.0; a370; d0.6)Residential Detached zone (RD) · Chapter 10, section 10.20 of By-law 569-2013
  • Permits4 clearedBuilding Permit Related(MS) Issued August 10, 2017 · Building Permit Related(PS) Issued April 13, 2015 · New Building Issued April 13, 2015 · Building Permit Related (DR) Issued April 13, 2015
  • Signals nearby2 to note28 EVERGREEN GDNS, Condominium, 220 m away · 32 EVERGREEN GDNS, Condominium, 240 m away
  • ca regulatedNone in rangeNot in Toronto and Region Conservation Authority’s mapped regulated area
  • provincial plansNone in rangeOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areas
  • wetlandNone in rangeNo mapped wetland within 120 m
  • aggregateNone in rangeNo licensed pit or quarry within 2 km
  • wellsNone in rangeNo recorded oil, gas or salt well within 250 m
  • railOn recordNearest rail line: 460 m
  • trailOn recordA trail on the Ontario trail network within 1 km
  • permitsOn record58 building permits issued within 250 m in the last 2 years
  • devappsOn record2 open development applications within 250 m An application is a proposal: it may change, be refused or never be built.
  • airportOn recordNearest airport: 6.8 km
  • parcelOn recordMapped parcel: about 10,400 sq ft Measured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.
  • water wellsNone in rangeNo water-supply well recorded within 250 m 25 test or monitoring holes also recorded.
  • npriNone in rangeNo facility within 1 km reports pollutant releases to Environment Canada The nearest is City of Toronto — North Toronto Treatment Plant, 1.5 km away. Only facilities above the inventory’s reporting thresholds are listed.
  • fcsiNone in rangeNo federal contaminated site within 1 km The federal inventory covers federal land only; it says nothing about provincial or private sites.
  • electricityOn recordElectricity is distributed here by Toronto Hydro-Electric System Limited
  • internet speedOn recordWired internet 50/10 Mbps or faster is listed at a household 40 m away Fixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (40 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.
  • broadbandOn recordAcross the surrounding area: fibre to the home, cable, DSL internet listed Fibre to the home: Beanfield Metroconnect, Bell, Dotto One, FibreStream, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.

None of these City records was found at this address. That does not rule out other approvals, such as a conservation authority permit, so check before you plan work.

Each record is the map at the home’s location, not an inspection. Confirm anything that matters with the municipality, Toronto and Region Conservation Authority or the record’s publisher.

City of Toronto Open Data and zoning map, read at this address. Contains information licensed under the Open Government Licence – Toronto. City of Toronto Open Data — Development Applications and Building Permits (cleared permits since 2017). An application is a proposal: it may change, be refused or never be built. Contains information licensed under the Open Government Licence – Toronto. Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.

Lot

Lot area
10,320 sq ft959 m²
Street frontage
43 ft13.1 m
Depth
240 ft73.2 m
43 × 240 ftHEATH ST

The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.

Source: the MLS® listing record.

Land transfer tax on this home

Ontario land transfer tax
$223,850
Toronto municipal land transfer tax
$388,700
Total land transfer tax
$612,550
First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
−$8,475
Total for first-time buyers
$604,075
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $2,000,000
$32,000
2.5% from $2,000,000 to $9,495,000
$187,375
Ontario total
$223,850

Toronto’s municipal tax has its own higher brackets at this price, so it adds $388,700.

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Schools

Nearest schools

Straight-line distances. Check catchments with the board.

ElementaryEQAO average 2024–25

  • Bennington Heights Elementary SchoolToronto DSBPublic · grades JK–686%Grade 6 average400 m
  • Rolph Road Elementary SchoolToronto DSBPublic · grades JK–693%Grade 6 average850 m
  • Our Lady of Perpetual Help Catholic SchoolToronto CDSBCatholic · grades JK–892%Grade 6 average1.2 km
  • École élémentaire La MosaïqueConseil scolaire ViamondeFrench-language public · grades JK–693%Grade 6 average3.6 km

SecondaryGrade 9 math 2024–25

  • Leaside High SchoolToronto DSBPublic · grades 9–12 · French Immersion79%Grade 9 math1.8 km
  • Northern Secondary SchoolToronto DSBPublic · grades 9–1272%Grade 9 math2.2 km
  • Msgr Fraser College (Isabella Campus)Toronto CDSBCatholic · grades 9–12—2.8 km
  • Collège français secondaireConseil scolaire ViamondeFrench-language public · grades 9–1286%Grade 9 math3.6 km

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

Searches this home is in

Keep looking

The ledger

What it costs to own

Worked out for this home. Change any number.

Price$9,495,000

A month, all in

$45,404

  • Mortgage$43,318
  • Property tax$2,086

A planning figure, not a quote.

Land transfer tax

$612,550

$604,075 for first-time buyers; Toronto adds its own tax.

Rent, similar homes

$5,000

a month, median asking rent of 129 similar homes in Toronto.

Community

Who lives around it

Similar homes

You might also like

For sale nearby at a similar price.

Shemeer Ahmad

Shemeer AhmadVALERY REAL ESTATE INC.

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(647) 554-7436

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