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For Sale: 5 Toronto Homes That Are Perfect for Watching the Leaves Turn

Check out these five Toronto homes for sale right now, including a condo across from High Park and a detached home perched on the Scarborough Bluffs.

By Josh Sherman | 3 minute read

Sep 19, 2025

Toronto is known as a city within a park, so there’s no shortage of places to watch the leaves turn. From High Park and the Humber River in the west, to the Scarborough Bluffs in the east — and many destinations in between — natural wonders abound. As the mercury begins to drop, we’ve scanned the Wahi listings for five homes for sale that are perfect for watching the leaves turn. 

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Canadian homes with pools

List price: $5,388,000

 

Check out the stunning riverside scenery from this stately five-bedroom home’s resort-style backyard, which is perched above the Humber River. The in-ground pool is surrounded by a glass enclosure, so the views are unobstructed. From this address, you’re also only a short jaunt to High Park.

 

living room

Photo credit: HappyHouse GTA

List price: $459,000

 

Watch the leaves turn from a unique vantage point on this all-season custom house boat docked within Bluffers Park Marina. “The views are incredible. I live here myself, and the views are partly why,” says listing agent Stefanie Castrilli Carmichael, who purchased a float him at the marina in 2020. Unlike float homes, which have concreted bases and need to be towed, this is a fully functional house boat with condo-like finishes and features, including a chefs kitchen with marble island, stainless-steel appliances,  and heated floors throughout — which will come in handy. Castrilli Carmichael says the Bluffs locale is especially lovely as the temperature starts to dip. “It’s beautiful, serene — you have views of the lake for days.”

 

living room

Photo credit: Sotheby’s International Realty Canada

 

List price: $1,979,000

 

Described in the listing as “a country oasis in the city,” this verdant property, located in the Scarborough Bluffs, overlooks wooded conservation lands and, just beyond the mature canopy of trees, Lake Ontario in all its splendour.

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living room

Photo credit: Sotheby’s International Realty Canada

 

List price: $12,800,000

 

Another home nestled across from the Humber River, here’s a completely redone Tudor home dating back to 1929. 

living room

 

List price: $549,000

 

Condos are known for their views, and this one-bedroom unit directly opposite High Park does not disappoint. From the approximately 500-square-foot unit’s Juliet balcony, Toronto’s largest park — spanning 400 acres — is on full display.  

Josh Sherman

Wahi Writer

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