Nestled deep inside the Taylor Creek Ravine and far away from O'Connor Dr, your private road leads to a sprawling oasis, away from the hustle and bustle of Toronto yet only a short drive from downtown. An extraordinary 100ft x 300ft sized lot offers you tremendous privacy while you enjoy breathtaking ravine views from anywhere on the property. No need to head to the cottage - the backyard offers direct access to four seasons of hiking, biking and strolling through the ravine. Inside boasts 3 working fireplaces, stunning large living room, formal dining room with custom shelving, beautiful study with two walkouts to deck, Premium cherry wood kitchen cabinets with Jenn-Air appliances plus 3 well-appointed bedrooms including the over-sized primary + ensuite and a sprawling second floor outdoor terrace. The renovated basement rec room offers north and west ravine views and is the ultimate setting to relax and unwind. There are an incredible 8 separate walkouts covering every side of the home and level. Entertain the largest of parties on the massive multi-tiered backyard deck. The driveway is large enough to park a small fleet of cars! Come and walk around the property and feel yourself instantly relax! There is nothing like this on the market today so don't miss out on this once in a lifetime home! * Please note that staging furniture has been removed from the home.
Single-familyProperty Type
6 spacesParking
Source:TREB #E9296056
Market trends in Woodbine Heights, ON
Last updated October 2026
Sale-to-list price
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Median sale price
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Provided by Redfin
Sale history for 738 O'Connor Dr
Date
Event
Price
TREB #E9296056
Jan 6, 2025
Delisted
—
Nov 1, 2024
Listed
$2,779,000
Nov 1, 2024
Delisted
—
Sep 3, 2024
Listed
$2,779,000
Nestled deep inside the Taylor Creek Ravine and far away from O'Connor Dr, your private road leads to a sprawling oasis, away from the hustle and bustle of Toronto yet only a short drive from downtown. An extraordinary 100ft x 300ft sized lot offers you tremendous privacy while you enjoy breathtaking ravine views from anywhere on the property. No need to head to the cottage - the backyard offers direct access to four seasons of hiking, biking and strolling through the ravine. Inside boasts 3 working fireplaces, stunning large living room, formal dining room with custom shelving, beautiful study with two walkouts to deck, Premium cherry wood kitchen cabinets with Jenn-Air appliances plus 3 well-appointed bedrooms including the over-sized primary + ensuite and a sprawling second floor outdoor terrace. The renovated basement rec room offers north and west ravine views and is the ultimate setting to relax and unwind. There are an incredible 8 separate walkouts covering every side of the home and level. Entertain the largest of parties on the massive multi-tiered backyard deck. The driveway is large enough to park a small fleet of cars! Come and walk around the property and feel yourself instantly relax! There is nothing like this on the market today so don't miss out on this once in a lifetime home! * Please note that staging furniture has been removed from the home.
As the MLS and public records start to fill up, we'll list the details here.
Property details
Public facts
Beds: —
Baths: —
Sq. Ft.: —
Stories: —
Lot Size: —
Style: Single Family Residential
Year Built: —
Year Renovated: —
Region: —
Home facts updated by public records on Aug 9, 2023
Around this home
Schools
0.3km
Canadian Martyrs Catholic School
Public, JK-8 • Assigned
0.8km
East York Collegiate Institute
Public, 9-12 • Assigned
Provided by Local Logic
Lifestyle
Provided by Walk Score and Local Logic
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