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)
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.
Schools in & Around Leaside
Elementary
Public & Catholic options with French programs nearby. Use the official school locators to confirm your address.
Secondary
Strong midtown choices with diverse programs; easy commutes via Eglinton.
Programs
Sports, arts & STEM. Ask us about boundaries and specialty programs before you buy.
Explore Nearby
Bennington Heights • Thorncliffe Park • Mount Pleasant East • Lawrence Park South
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.
Are Leaside bungalows good for top-ups or rebuilds?
Many are — but lot width, depth, grading and ravine/rail setbacks matter. We assess feasibility before you offer.
Which streets are closest to Bayview shops?
Streets west of Sutherland to Bayview offer the quickest walk. Ask us for a block-by-block rundown.
Anything to know about buying near the ravine?
Confirm table land, drainage and potential conservation requirements; some properties back onto rail corridors.
Last updated:
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(SEP 08, 2025 - OCT 08, 2025)
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