Toronto 2 Valleyanna Drive | ?m | 8s | ? | Richard Wengle

[AlbertC]

Interesting looking contemporary addition to the Annadale Gatehouse at Valleyanna Dr & Bayview, which is just north of Sunnybrook Hospital:

2 VALLEYANNA DR
Ward 15 - North York District

Zoning By-law Amendment Application to permit a three storey (9.6 metre) residential building containing five 3-bed units on the north and east portions of the property. The existing two-storey heritage building on the site would be retained in its entirety. The proposed development includes 10 resident and 2 visitor parking spaces, with vehicular access from Valleyanna Drive.

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The existing building dates back to 1921:

Toronto Architectural Conservancy - TO Built = Annadale Gatehouse

www.acotoronto.ca

Renderings and more historical context here:

At the corner of Bayview Avenue and Valleyanna Drive is a stately Arts and Crafts style residence designed by Eden Smith, one of Toronto’s most prolific architects of the early twentieth century. Originally designed as a service garage and gatehouse to the Annandale Estate, the historic building and site has since seen several transformations. In the 1930’s, the estate changes hands and is subdivided into smaller lots. To facilitate the subdivision, the original landscaping is dramatically altered as access through the carriageway and tree-lined path is replaced by Valleyanna Drive. In the 1960’s, architect Frederick E. Fletcher transforms the building into his principal residence. The historic carriageway is enclosed with fixed windows; the garage renovated into living quarters. A long corridor extending from the northeast corner connects the original building with an octagonal addition. Today, even though the original Eden Smith gatehouse stands as a testament to Toronto’s built heritage, it is currently obscured by the thick brush of an overgrown landscape.

Amantea Architects

A small design studio with enormous ambition.

www.amarchitects.ca

 

[Edward Skira]

Looks great.

 

[AlbertC]

Preliminary Report - Zoning Amendment Application - 2 Valleyanna Drive

This item will be considered by North York Community Council on September 10, 2020. It will be considered by City Council on September 30, 2020, subject to the actions of the North York Community Council.

Agenda Item History - 2020.NY17.6

 

[Northern Light]

This one was appealed to the OLT and the City subsequently adopted a Settlement offer at its meeting of May 2022.

The revised proposal increased a number of setbacks and cut the unit total from 5 to 4.

Settlement offer here:

https://www.toronto.ca/legdocs/mmis/2022/cc/bgrd/backgroundfile-225389.pdf

 

[Urban Watcher]

Looks nice but not sure it's an easy sell given how close it is to Bayview.

 

[Northern Light]

Looks nice but not sure its an easy sell given how close it is to Bayview.

The property is in fact for sale, as-is, w/permissions.

https://www.realtor.ca/real-estate/25828851/2-valleyanna-dr-toronto-bridle-path-sunnybrook-york-mills

 

[AlbertC]

Probably gonna need to double or triple the density here to make the numbers work.

 

[Paclo]

New early concept design for this site by Richard Wengle Architect, looks to be 8 storeys:

Richard Wengle on Instagram: "Modern Flatiron by Richard Wengle Architect Inc. A residential development for international medical staff, students and patient’s families located adjacent to an international research hospital. Adjoined to a Heritage l

340 likes, 18 comments - richardwengle on August 11, 2025: "Modern Flatiron by Richard Wengle Architect Inc. A residential development for international medical staff, students and patient’s families located adjacent to an international research hospital. Adjoined to a Heritage listed coach...

www.instagram.com

Modern Flatiron by Richard Wengle Architect Inc. A residential development for international medical staff, students and patient’s families located adjacent to an international research hospital. Adjoined to a Heritage listed coach house by famed architect Eden Smith, this early concept is an exciting start to our architectural journey.

 

[cranehunter123]

New early concept design for this site by Richard Wengle Architect, looks to be 8 storeys:

Richard Wengle on Instagram: "Modern Flatiron by Richard Wengle Architect Inc. A residential development for international medical staff, students and patient’s families located adjacent to an international research hospital. Adjoined to a Heritage l

340 likes, 18 comments - richardwengle on August 11, 2025: "Modern Flatiron by Richard Wengle Architect Inc. A residential development for international medical staff, students and patient’s families located adjacent to an international research hospital. Adjoined to a Heritage listed coach...

www.instagram.com

View attachment 673067

change to pre-construction?