Leaside Toronto Real Estate
Historic, family-friendly living with Bayview Avenue shopping, top schools, and miles of ravine trails — all minutes to midtown transit.
📍 Bayview Ave (W) • Eglinton Ave E (N) • Don Valley / ravines toward Leslie (E) • Bennington Heights / Moore Ave (S)
Leaside
From Railway Town to Ravine-Side Living
⭐ Heritage & Architecture
Leaside takes its name from the Lea family and evolved from early farms and rail industry into a leafy, upscale neighbourhood. Expect Tudor, Cape Cod and Revival influences alongside tasteful renovations and new custom builds.
⚡ Modern Transformation
North along Eglinton, new mid-rise and condo projects add convenience, while Bayview Avenue retains its independent-shop character. The Crosstown LRT improves east-west access across midtown.
Leaside Homes & Real Estate
Detacheds on generous lots, semis and bungalows, plus custom new-builds. Parking is at a premium on some streets; due diligence matters on ravine-adjacent properties.
🏡 Classic Bungalows & Semis
Mature streetscapes
Tree-lined blocks with family-sized yards and established curb appeal.
Flexible footprints
Renovation-friendly plans that adapt to modern living.
🏠 Custom Two-Storeys & New Builds
Modern luxury
Open concepts, high ceilings, premium finishes and smart-home tech.
Maximized footprints
Efficient two-storey plans tailored to wider lots.
🌲 Ravine Properties
Scenic outlooks and privacy. Table land depth and grading vary block-to-block.
🏘️ Townhomes / Mid-rise
Convenient, lower-maintenance living near Eglinton and Bayview nodes.
🚗 Parking Notes
Private drives are common but not guaranteed; garages vary by street and lot.
⚠️ Expert Ravine & New-Build Guidance
Not all lots are equal. We help you assess table land, grading, rail setbacks and redevelopment potential — before you offer.
Get An Expert ConsultationLifestyle: Parks, Programs & Bayview Shopping
🏞️ Parks & Recreation
Local favourites include Trace Manes Park, Leaside Memorial Gardens, and Serena Gundy Park — with splash pads, rinks, tennis, trails and year-round programs.
🛍️ Bayview Avenue
Independent restaurants, cafés and specialty retail along Bayview-Leaside BIA keep weekends lively and walkable.
🏥 Nearby Health & Transit
Sunnybrook Hospital, Toronto Rehab facilities, and improved midtown access via the Eglinton Crosstown LRT.
Leaside Map (Sample)
Boundaries (Quick Take)
West: Bayview Avenue
North: Eglinton Avenue East
East: Don Valley ravine system toward Leslie Street
South: Bennington Heights / Moore Avenue
Close to Bayview shops and the Sunnybrook ravine network with easy midtown connections.
Ready to Call Leaside Home?
Let Jacquie guide you to the right property with local expertise and on-the-ground insight.
Leaside Real Estate FAQ
What home types are common?
Detacheds, semis and original bungalows — plus many custom two-storey rebuilds on generous lots.
What are current prices?
Original homes vary by lot/condition; recent custom builds and larger homes often trade in the mid-$2M+ range.
Is it family-friendly?
Yes — excellent parks, rinks and programs; strong local schools and a walkable main street.
How about commuting?
Convenient midtown access, with the Crosstown LRT improving east-west travel across Eglinton.
Where do locals shop & dine?
Bayview Avenue’s independent cafés, bakeries and specialty shops are weekend go-tos — all walkable.
Ravine lots — what to watch?
Table land and grading vary; some lots back onto rail corridors. Expert guidance helps you evaluate risk and value.
MARKET SNAPSHOT
(AUG 18, 2025 - SEP 17, 2025)
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