Set on an extraordinary 50 ft x 292 ft ravine lot with spectacular park-like vistas, this architecturally distinct 5-bedroom home in South Rosedale blends classic heritage charm and modern design. It offers exceptional privacy and tranquility in the heart of the city. Behind its stately Rosedale façade lies an extraordinary interior where light, scale, and playful sophistication converge. The main floor features a gracious living room with fireplace and an oversized dining room. The dramatic two-storey atrium forms the heart of the home, seamlessly connecting indoor and outdoor living. Complementing the atrium, a nearby room with a second wood-burning fireplace adds warmth and versatility perfect as a media room, office, or creative space. The lower level opens onto a stone patio that flows seamlessly into the landscaped gardens. Beyond lies a generous stretch of tableland offering endless possibilities a soccer field, hockey rink and other recreational uses, or simply left in its natural state for a serene, nature conservation-style retreat. The upper floors offer five spacious bedrooms and include a primary suite with a sitting area, bay windows, wood-burning fireplace, and ensuite bath. Topped off with a private driveway, this home delivers rare convenience and charm. Located just minutes from Yonge, Rosedale, Summerhill, and some of Torontos top schools, this property is a truly rare opportunity to own a piece of architectural artistry in one of the citys most coveted neighbourhoods.
Single-familyProperty Type
2 spacesParking
Listed by JENNIFER ROTHSCHILD• RE/MAX WEST REALTY INC.
Source:TREB #C12102765
Market trends in Rosedale, ON
Last updated October 2026
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Sale history for 23 South Dr
Date
Event
Price
TREB #C12102765
Jul 25, 2025
Delisted
—
Apr 24, 2025
Listed
$7,654,000
+13
Set on an extraordinary 50 ft x 292 ft ravine lot with spectacular park-like vistas, this architecturally distinct 5-bedroom home in South Rosedale blends classic heritage charm and modern design. It offers exceptional privacy and tranquility in the heart of the city. Behind its stately Rosedale façade lies an extraordinary interior where light, scale, and playful sophistication converge. The main floor features a gracious living room with fireplace and an oversized dining room. The dramatic two-storey atrium forms the heart of the home, seamlessly connecting indoor and outdoor living. Complementing the atrium, a nearby room with a second wood-burning fireplace adds warmth and versatility perfect as a media room, office, or creative space. The lower level opens onto a stone patio that flows seamlessly into the landscaped gardens. Beyond lies a generous stretch of tableland offering endless possibilities a soccer field, hockey rink and other recreational uses, or simply left in its natural state for a serene, nature conservation-style retreat. The upper floors offer five spacious bedrooms and include a primary suite with a sitting area, bay windows, wood-burning fireplace, and ensuite bath. Topped off with a private driveway, this home delivers rare convenience and charm. Located just minutes from Yonge, Rosedale, Summerhill, and some of Torontos top schools, this property is a truly rare opportunity to own a piece of architectural artistry in one of the citys most coveted neighbourhoods.
TREB #C9396263
Oct 24, 2024
Pending
—
Oct 15, 2024
Listed
$6,995,000
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
0.2km
Rosedale Junior Public School
Public, JK-6 • Assigned
1.3km
Jarvis Collegiate Institute
Public, 9-12 • Assigned
Provided by Local Logic
Lifestyle
Provided by Walk Score and Local Logic
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