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Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
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MLS® C14127394For SaleDetached

442 Heath St

Leaside, Toronto, Ontario M4G 1B5

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442 Heath St, Toronto, photo 1
Asking$9,495,000
Bedrooms
4+1
Bathrooms
5
Size
3,500–5,000sq ft
Per sq ft
$2,234at the range’s middle
Lot
43 x 240 ft
Tax a year
$25,0372026 tax year
Built
0-5
Parking
31 built-in
Days on market
Members

The brief

About 442 Heath St

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.

Insights

  • Condition Score

    Good

    6 condition-related facts documented

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

  • Cashflow Quality

    Shortfall

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

    Source: Median of 127 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 home

Key facts

Tax
$25,037 / 2026
MLS® number
C14127394
Board
TRREB MLS®
Property Type
Detached
Building Age
0-5
Days on market
Size
3500-5000 sqft
Lot Size
43 x 240 ft
Listed on
Parking
1 Built-In, 3 Parking
Listing brokerage: ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAMData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Property details

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

Additional

Foundation
Poured Concrete
Roof
Flat, Membrane
Fireplace
Yes
Pool
Inground
Den
Yes
Family room
Yes
Extras
See Schedule B

Rooms

RoomSizeFeaturesLevel
Foyer2.43 × 7.13 mHeated Floor, B/I ClosetMain
Living4.26 × 4.52 mCombined W/DiningMain
Dining3.4 × 4.26 mCombined W/LivingMain
Kitchen2.89 × 7.41 mCombined W/FamilyMain
Breakfast2.97 × 0.33 mFireplace, W/O To PatioMain
Family0.5 × 6.83 mFireplace, B/I Shelves, W/O To PatioMain
Office2.64 × 2.84 mHeated Floor, Pocket DoorsMain
Primary3.99 × 6.88 mHeated Floor, W/I Closet, 5 Pc Ensuite2nd
2nd Br3.55 × 3.68 mHeated Floor, Double Closet, Semi Ensuite2nd
3rd Br3.58 × 4.97 mHeated Floor, Double Closet, Semi Ensuite2nd
4th Br3.58 × 5.02 mHeated Floor, Double Closet, Semi Ensuite2nd
Rec6.78 × 8.56 mHeated Floor, Built-In SpeakersLower
5th Br3.42 × 4.19 mAbove Grade WindowLower
Exercise6.73 × 7.77 mBuilt-In Speakers, Above Grade WindowLower
Utility3.17 × 4.44 m—Lower

Listing history

Buy/sell history for 442 Heath St, Toronto, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

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

Members see the full history. Prices are hidden from signed-out visitors.

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $1,899,000

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$1,899,000
Total mortgage amount
$7,596,000
Total interest payment
$5,399,400
Total purchase cost
$14,894,400
Mortgage payment
$43,318/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

95%

Monthly carrying cost

$45,404
−$40,404per month
  • Rent $5,000
  • Shortfall $40,404

Rental income opens at $5,000, the median asking rent of 127 comparable homes for lease in Toronto. Type over it with the rent you expect. This is a planning tool, not advice.

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.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

The land

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 and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

17 records · 9 on fileRead 2026-11-04
250 m500 m1 km2 kmBeyond · area-wideNot in Toronto and Region Conservation Authority’s mapped regulated areaNo mapped wetland within 120 mNo water-supply well recorded within 250 mOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasMapped parcel: about 10,400 sq ft57 building permits issued within 250 m in the last 2 years2 open development applications within 250 mNearest airport: 6.8 kmNearest rail line: 460 mA trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Toronto Hydro-Electric System LimitedWired internet 50/10 Mbps or faster is listed at a household 40 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation3

  • Not in Toronto and Region Conservation Authority’s mapped regulated areaAt the address
  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m25 test or monitoring holes also recorded.250 m

Toronto and Region Conservation Authority · Province of Ontario open data

Planning and building activity5

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
  • 57 building permits issued within 250 m in the last 2 years250 m
  • 2 open development applications within 250 mAn application is a proposal: it may change, be refused or never be built.250 m
  • Nearest airport: 6.8 km6.8 km
  • Mapped parcel: about 10,400 sq ftMeasured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.At the address

Province of Ontario open data · Municipal building permits · Municipal development applications · toronto.parcels

Around the home2

  • Nearest rail line: 460 m460 m
  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is City of Toronto — North Toronto Treatment Plant, 1.5 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Toronto Hydro-Electric System LimitedAt the address
  • Wired internet 50/10 Mbps or faster is listed at a household 40 m awayFixed 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.40 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre 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.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Toronto and Region Conservation Authorityor the record’s publisher.

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.

Heritage and ravine protection

  • Not found on the Heritage Register
  • Not in a mapped Heritage Conservation District
  • Not in the mapped ravine protection area

What this means: 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.

City of Toronto Heritage Register, Heritage Conservation Districts and the Ravine and Natural Feature Protection by-law, read at this address from the City’s maps. Contains information licensed under the Open Government Licence – Toronto.

Zoning

Zone

RD (f12.0; a370; d0.6)

By-law

569-2013

Municipality

Toronto
Residential Detached zone (RD)
  1. 1 f12.0

    Frontage: at least 12.0 m.

  2. 2 a370

    Lot area: at least 370 m² per dwelling unit.

  3. 3 d0.6

    Density: floor area is capped at 0.6 times the lot area.

  4. 4 Where this is written

    Chapter 10, section 10.20 of By-law 569-2013

  5. 5 What that means in practice

    These are the zone’s rules, not permission for this lot. What can be built also depends on the exceptions, overlays and setbacks that apply here. Confirm with the City before you plan.

City of Toronto Zoning By-law 569-2013, read at this address from the City’s zoning map. Open the City’s zoning map. Contains information licensed under the Open Government Licence – Toronto.

Permit history

4 building permits cleared at this address in the City’s file.

  • Building Permit Related(MS)Closed

    HVAC - Two storey dwelling with attached garage at grade

    Issued August 10, 2017

  • Building Permit Related(PS)Closed

    Plumbing - Two storey dwelling with attached garage at grade

    Issued April 13, 2015

  • New BuildingClosed

    Two storey dwelling with attached garage at grade

    Issued April 13, 2015

  • Building Permit Related (DR)Closed

    Drain - Two storey dwelling with attached garage at grade

    Issued April 13, 2015

City of Toronto Open Data — cleared building permits, which begin in 2017. Contains information licensed under the Open Government Licence – Toronto.

Signals around this home

Changing nearby

Changing nearby. 2 open development applications within 800 m of this home.

  • 28 EVERGREEN GDNSCondominiumUnder Review

    Draft Plan of Condo for Common Elements.


    220 m away

  • 32 EVERGREEN GDNSCondominiumUnder Review

    Draft Plan of Condo for Common Elements.


    240 m away

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.

The market

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
5

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.

Market area · filters apply to the charts below

The street

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.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Bennington Heights Elementary SchoolToronto DSBPublic · grades JK–6400 m86%Grade 6 average
Rolph Road Elementary SchoolToronto DSBPublic · grades JK–6850 m93%Grade 6 average
Our Lady of Perpetual Help Catholic SchoolToronto CDSBCatholic · grades JK–81.2 km92%Grade 6 average
École élémentaire La MosaïqueConseil scolaire ViamondeFrench-language public · grades JK–63.6 km93%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Leaside High SchoolToronto DSBPublic · grades 9–12 · French Immersion1.8 km79%Grade 9 math
Northern Secondary SchoolToronto DSBPublic · grades 9–122.2 km72%Grade 9 math
Msgr Fraser College (Isabella Campus)Toronto CDSBCatholic · grades 9–122.8 km—
Collège français secondaireConseil scolaire ViamondeFrench-language public · grades 9–123.6 km86%Grade 9 math

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.

The verdict

Similar Active Listings

Recently sold nearby

Sold prices in Leaside are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record