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MLS® listing

442 Heath Street E: detached house for sale

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$10,495,000

5 bedrooms, 5 bathrooms, Detached · Leaside · near Bayview Ave & Moore Ave

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From the listing brokerage

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, cafés 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.

Facts on the listing

Square feet3500-5000
Approximate age0-5
Style2-Storey
BasementFinished
Lot width43
Lot depth240
Lot measured inFeet
FacesNorth
Parking spaces3
GarageBuilt-In
HeatingForced Air
CoolingCentral Air
Kitchens1
Rooms14
Property tax$25,037
Tax year2026
ParkingPrivate
Interior featuresStorage
FeaturesFenced Yard, Park, Public Transit, Rec./Commun.Centre, School

Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES HEAPS ESTRIN TEAM. MLS® C14095932.

About this detached house

442 Heath Street E is a 5 bedroom detached house in TRREB's Leaside community in Toronto, listed for sale at $10,495,000. The listing shows 5 bathrooms and 3500-5000 square feet. The style is given as 2-storey. The lot is listed as 43 by 240 feet. The listing gives the basement as finished. It comes with 3 parking spaces and a built-in garage according to the listing. The nearest main intersection given is Bayview Ave & Moore Ave. The age is listed as 0-5 years.

These details come from the listing brokerage through TRREB's MLS® System. Room sizes, the lot, the taxes and what is included in the sale should all be confirmed before an offer is firm.

What it costs to buy 442 Heath Street E

At the asking price of $10,495,000, a buyer pays two land transfer taxes on closing: the Ontario tax and the City of Toronto's municipal tax. Both apply to every home inside the City.

Asking price$10,495,000
Ontario land transfer tax$248,850
Toronto municipal land transfer tax$522,348
Both taxes$771,198
First-time buyer relief, if you qualifyup to $8,475
Minimum down payment$2,099,000

The down payment figure is the federal minimum: 20 percent, because a home at $1.5 million or more cannot carry mortgage default insurance. A lender can ask for more. These figures use the asking price, so they change if you pay more or less. The rates above $2,000,000 used here are the ones for a home with one or two single family residences. A property with more units is taxed differently. Legal fees, title insurance and adjustments are extra: ask your lawyer for a written quote. This is general information, not legal or tax advice. Confirm the figures with a lawyer or accountant. You can change the price in our land transfer tax calculator and our mortgage calculator.

What it costs to own each month

Property tax (2026)$25,037 a year, about $2,086 a month

That is before a mortgage payment, home insurance and utilities. The listing shows no monthly maintenance fee, so upkeep of the building and the lot is the owner's own cost.

How the asking price compares

TRREB recorded 550 detached house sales in the City of Toronto in August 2026, at a median price of $1,170,000 and an average of $1,525,749. This home is listed at $10,495,000, which is $9,325,000 above that median.

The median covers every neighbourhood, size and condition in the City of Toronto, so it is a reference point and not a valuation of this home. Location, size, lot, parking and condition all move the price. Our Toronto house prices page has the figures for every home type.

What to check before you make an offer

  1. Book a home inspection. An inspector looks at the roof, foundation, wiring, plumbing and heating. The listing gives the heating as forced air.
  2. Have a lawyer search the title. A title search shows mortgages, liens and easements registered against the property. Ask whether a survey exists and whether it matches the lot on the listing, 43 by 240 feet.
  3. Ask about permits. Ask which renovations had building permits and whether those permits were closed.
  4. Confirm what is included. Appliances, light fixtures and window coverings are included only if the agreement says so. Ask whether the water heater or furnace is rented.
  5. Get your financing in writing. A lender looks at the property tax and heating costs as well as the price.
  6. See it in person. Photos do not show noise, light at different hours or the state of the street and the homes beside it.

Our first-time home buyer guide and our page for buyers walk through each step. This is general information, not legal advice. Confirm the details with a lawyer.

About Leaside

A detached-house neighbourhood along Eglinton Avenue East with three Line 5 Eglinton stations. From April to June 2026 the median sale across all property types was $1,850,000 (TRREB).

Transit: Line 5 Eglinton at Leaside, Laird and Sunnybrook Park stations, with Mount Pleasant station at the west edge. TTC buses 11 Bayview, 51 Leslie, 88 South Leaside and 124 Sunnybrook

Property typeMedianSales and average
All property typesMedian $1,850,00063 sales, average $2,141,130
DetachedAbout $2,500,00041 sales, average about $2,675,000
Semi-detachedAbout $1,455,00010 sales, average about $1,467,000
Condo apartmentAbout $560,00011 sales, average about $702,000
Freehold townhouse (TRREB att/row/townhouse)No price reported1 sale

Source: TRREB community housing market reports, as set out in the guide.

Questions about Leaside

Is Leaside a good place to live?

That depends on your budget and how you get around. Leaside is mainly detached houses, with a median detached sale of about $2,500,000 from April to June 2026 (TRREB). It has three Line 5 Eglinton stations, a public library branch on McRae Drive and a City arena and pool on Millwood Road.

How much does a house cost in Leaside?

From April to June 2026 TRREB recorded 41 detached sales in Leaside with a median of about $2,500,000. The 10 semi-detached sales had a median of about $1,455,000.

Is Leaside on the subway?

Line 5 Eglinton has opened with Leaside, Laird and Sunnybrook Park stations along Eglinton Avenue East. Service began on February 8, 2026. Line 5 connects to Line 1 at Eglinton station, two stops west of Leaside station.

Are there condos in Leaside?

Some. TRREB recorded 11 condo apartment sales from April to June 2026 with a median of about $560,000. In the 2021 Census 8.0% of private dwellings in Leaside-Bennington were in apartment buildings of five or more storeys.

Is Leaside a heritage conservation district?

No. The City of Toronto's list of heritage conservation districts does not include a district in Leaside. Individual properties can still carry heritage designations, so check the exact address with the City.

Read the Leaside neighbourhood guide · All Leaside homes for sale

Similar homes for sale in Leaside

Questions about 442 Heath Street E

How much is land transfer tax on 442 Heath Street E?

At the asking price of $10,495,000 the Ontario tax is $248,850 and the Toronto tax is $522,348, $771,198 in total. A first-time buyer who qualifies can get up to $8,475 back. Confirm the final figures with your lawyer.

What is the minimum down payment for 442 Heath Street E?

$2,099,000 at the asking price of $10,495,000, under the federal minimum down payment rules. A lender may require more.

How much is the property tax on 442 Heath Street E?

The listing shows $25,037 a year for 2026, about $2,086 a month.

Is 442 Heath Street E priced above or below the median?

It is listed at $10,495,000. The August 2026 median for detached house sales in the City of Toronto was $1,170,000 across 550 sales, so the asking price is $9,325,000 higher. The median covers all sizes and neighbourhoods.

How do I book a showing for 442 Heath Street E?

Use the form on this page or call us. Quote MLS® C14095932. We will confirm the listing is still available and arrange a time with the listing brokerage.

Is 442 Heath Street E still for sale?

This page is refreshed from TRREB's MLS® System through the day. If the listing sells or is withdrawn the page says so. Contact us to confirm before you make plans.

Ask about this home or book a showing

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