An Exceptional Opportunity To Build Your Dream Residence On This Premium, Mostly Table, One-Acre Building Lot With 300' Of Frontage, Elegantly Perched Atop Its Ridge And Commanding Picturesque Ravine Vistas Of The Valley Below. This Remarkable Setting Affords A Rare Combination Of Complete Privacy While Simultaneously Showcasing Sweeping City Views, Including The Iconic CN Tower Skyline. Nestled Within The Esteemed Enclave Of Hogg's Hollow, This Distinguished Property Presents An Exquisite Canvas For A Custom Residence Designed In Refined Harmony With Its Natural Surroundings And Serene Seclusion. Conceptual Architectural Renderings By Renowned Architect Stan Makow Illustrate The Extraordinary Potential To Create A Residence Of Approximately 5,300 Square Feet As Of Right, With The Possibility Of Significantly Greater Scale Through A Committee Of Adjustment Application. Whether You Choose To Design And Build A Bespoke Masterpiece Tailored To Your Exacting Standards, Or Thoughtfully Refine And Expand The Existing Residence With Its Current Abundance Of Character And Enduring Charm, The Opportunity Is Truly Exceptional. A Rare And Distinguished Offering For Builders, Investors, Or End-Users Seeking To Craft A Singular Estate In One Of Toronto's Most Coveted Neighbourhoods. Moments To Fine Shops, Upscale Dining, Premier Golf, Subway Access, And Major Highways. Proudly Held By The Same Family For Generations, This Property Awaits Its Owner-An Invitation To Create Something Truly Remarkable.
Located on a golf course and adjacent to a greenbelt
Home design
Detached single family residence
2 stories
Parking
Private parking with 3 spaces
Construction
Stucco and brick exterior
Utilities
Public water
Sale and tax history for 27 Old Yonge St
Sale History
Tax History
Date
Event
Price
TREB #C13697434
Aug 20, 2026
Listed
$5,000,000
TREB #C12935382
Mar 30, 2026
Listed
$5,995,000
TREB #C12419822
Feb 1, 2026
Delisted
—
Jan 29, 2026
Price Changed
$6,250,000
Sep 22, 2025
Listed
$5,888,000
+21
In a city where land is scarce and one-acre parcels are unheard of, this exceptional property offers a unique opportunity to create your dream home on the upper peak of the highly sought-after Hoggs Hollow neighbourhood. Owned by the same family for many decades, it awaits the next chapter in its life. Spanning over an acre of prime land, this property is perched high on a hill, providing an unparalleled level of privacy. The surrounding ravine further enhances the secluded atmosphere, creating a tranquil oasis in the heart of the city. On a clear day, you can see the CN Tower. Ample flat table land. There is even an inground swimming pool (as is condition). The existing residence, a home of considerable scale and gracious character, presents a unique opportunity for the discerning buyer. Whether you envision restoring and renovating the current structure to its former circa 1925 glory, or if you prefer, you can create a brand-new residence tailored to your exact specifications, the possibilities are truly endless. Imagine the potential of this expansive lot, where you can design a home that perfectly reflects your lifestyle and aspirations. Build a grand estate with ample living space, incorporating modern amenities and luxurious finishes. Create a family compound with room for everyone to gather and enjoy. Or perhaps you envision a more intimate retreat, a personal sanctuary where you can escape the hustle and bustle of busy city life. Enjoy convenient access to the vibrant shops and restaurants of North Toronto along Yonge Street, just a short distance away. Commuting is a breeze with the nearby subway station and easy access to the 401 highway. Bring your architect and general contractor to your showing to explore the full potential of this incredible one-acre parcel. Envision the possibilities and begin to imagine the home of your dreams.
TREB #C12123706
Sep 23, 2025
Delisted
—
May 5, 2025
Listed
$6,250,000
TREB #C11996880
Mar 3, 2025
Listed
$7,250,000
TREB #C9309186
Nov 1, 2024
Listed
$8,488,000
Nov 1, 2024
Delisted
—
Sep 10, 2024
Listed
$8,488,000
TREB #C8340484
May 15, 2024
Listed
$8,988,000
TREB #C8191100
Apr 2, 2024
Listed
$9,888,000
TREB #C7294694
Nov 13, 2023
Listed
$9,888,000
As the MLS and public records start to fill up, we'll list the details here.
Public record
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Style
Single Family Residential
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Last updated by owner on Aug 9, 2023.
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