Toronto Island

Map of: Toronto Island — Plan of the subdivision of "The Eastern Point", 1880
By: Unknown

Image courtesy of Toronto Public Library. Source.
Google Maps modern view

Map of: Toronto Island, plan of park improvement and proposed water ways to accompany a report of commissioner of parks, dated Dec. 15th, 1903.
By: Villiers Sankey
Signed by Villiers Sankey, City Surveyor and by John Chambers, Commissioner of Parks.
Published by: Rolph and Clarke

Image courtesy of Toronto Public Library. Source.
Google Maps modern view

High Park

Map of: "Willoughby estate"; plan of the subdivision of part of lot 35, con. II from bay, township of York. 1880.
By: Unwin, Browne & Sankey, Toronto

West Bend neighbourhood, Toronto.

Image courtesy of Toronto Public Library. Source.
Google Maps modern view

Pape Village (Broadview North)—Uptown Park: Pape and Sammon

Map of: Upton Park, 1925(?)
By: The Pape Avenue Land Company Ltd.

Image courtesy of Toronto Public Library. Source.
Google Maps modern view.

I can't quite decide whether this is in 'Old East York', 'Broadview North', or 'Pape Village'.

The cover of the Uptown Park marketing brochure:

Yorkville (plus Seaton Village and Rosedale)

Map of the village of Yorkville and vicinity, compiled from plans & filed in the Registry Office and shewing subdivisions in lots 16 to 28 in the second concession from the bay in the township of York, 1877
By: Silias James

Image courtesy of Toronto Public Library. Source.
Google Maps modern view

It’s interesting that the ‘vicinity’ of Yorkville apparently extends from Seaton Village out to Rosedale.

Map of Yorkville and its vicinity, 1878
By: Alfred T. Cotterell (pub: Ralph Smith & Co.)
From: 1878 Illustrated Historical Atlas of the County of York

Image courtesy of Toronto Public Library. Source.
Google Maps modern view

Note the City Reservoir.

Etobicoke

Map of the township of Etobicoke, in the county of York, compiled by Charles Unwin, Provincial Land Surveyor, Provincial Chambers, Toronto. 1856.
By: Charles Unwin

Image courtesy of Toronto Public Library. Source.
Google Maps modern view.

Weston Village - Denison Estate

Map of: Denison Estate (Village of Weston), plan of the subdivision of part of lots 3 and 4, 5th con west of Yonge St., 1875
By: >[ Signature ]: A.D.
The plan was donated to the library with the Denison family papers in 1989.

Image courtesy of Toronto Public Library. Source.
Google Maps modern view.

Note: St. John's Cemetery

Lawrence Park Estates And Southern Addition Strathgowan

Map of: Lawrence Park Estates And Southern Addition Strathgowan, 1910.
by: Dovercourt Land Building & Savings Company Limited
Image courtesy Toronto Public Library. Source.
Modern view via Google Maps.

Lawrence Park Estates Birds Eye View.

See also this brochure, "Lawrence Park Estates : a formal & artistic grouping of ideal homes" on the new subdivision.