$ 7,100,000 $7,250,000
74 Chestnut Park Road
University Supermarket Costco Subway

74 Chestnut Park Road

Detached
Toronto, Ontario M4W 1W9
7 5 1 2+1(3) 3500-5000 sqft
7 5 1 2+1(3)
3500-5000 sqft
$ 7,100,000
Sold
$ 7,250,000 Down -2.07%
Taxes $21,039 2025
Maintenance None
Estimated Monthly Mortgage $18425
Estimated Closing Costs $--
University Supermarket Costco Subway

History

MLS®# C12466955

MLS®# C12466955

2025.10.22 Sold (-$150,000) $7,100,000
2025.10.16 New $7,250,000

OPEN HOUSE

10-17 / Friday 11:30 AM - 01:00 PM

Details

Interior Rooms
MLS®#
copy
Type
Detached
Style
3-Storey
Size (sqft)
3500-5000
Lot Size
53.83 × 145 Feet
Parking
3 Total Parking Spaces
2 Detached Garage
1 Parking Spaces
Last Update
2025-11-12
Possession Date
60 Days/TBA
Listing Date
2025-10-16
Basement
Unfinished
Fireplace
Y
Heating
Gas
Pool
None
Air Conditioning
None
Broker
FREEMAN REAL ESTATE LTD.
Room(s) Stories
Length x Width ( Size )
Descriptions
Foyer Main
6.8ft x 7.5ft (50.8 ft2 ) 2.06m x 2.29m (4.7 m2 )
Common Room Main
14.7ft x 16.7ft (244.9 ft2 ) 4.47m x 5.09m (22.8 m2 )
Living Room Main
25.9ft x 17.6ft (457.2 ft2 ) 7.91m x 5.37m (42.5 m2 )
Dining Room Main
14.7ft x 17.5ft (257.4 ft2 ) 4.47m x 5.35m (23.9 m2 )
Family Room Main
15.8ft x 17.4ft (276 ft2 ) 4.82m x 5.32m (25.6 m2 )
Mud Room In Between
6.6ft x 10.5ft (68.7 ft2 ) 2m x 3.19m (6.4 m2 )
Kitchen Main
12.6ft x 16.4ft (206.3 ft2 ) 3.84m x 4.99m (19.2 m2 )
Breakfast Main
10.1ft x 8.3ft (83.6 ft2 ) 3.07m x 2.53m (7.8 m2 )
Primary Bedroom Second
15.8ft x 20.1ft (319.2 ft2 ) 4.83m x 6.14m (29.7 m2 )
Bedroom 2 Second
12.6ft x 13.7ft (172.8 ft2 ) 3.85m x 4.17m (16.1 m2 )
Great Room Second
25.9ft x 16.1ft (417.2 ft2 ) 7.91m x 4.9m (38.8 m2 )
Bedroom 4 Second
14.6ft x 17.5ft (256.4 ft2 ) 4.46m x 5.34m (23.8 m2 )
Bedroom 5 Third
9.2ft x 12.5ft (115.2 ft2 ) 2.81m x 3.81m (10.7 m2 )
Bedroom Third
11.4ft x 10.7ft (122.1 ft2 ) 3.48m x 3.26m (11.3 m2 )
Bedroom Third
10.4ft x 14.4ft (149.8 ft2 ) 3.17m x 4.39m (13.9 m2 )
Bedroom Third
16.9ft x 11.7ft (198.1 ft2 ) 5.14m x 3.58m (18.4 m2 )
Recreation Basement
25.9ft x 17.7ft (458.9 ft2 ) 7.91m x 5.39m (42.6 m2 )
Workshop Basement
12.6ft x 17.5ft (221.3 ft2 ) 3.85m x 5.34m (20.6 m2 )
Laundry Basement
12.6ft x 16.4ft (206.3 ft2 ) 3.84m x 4.99m (19.2 m2 )
Other Basement
10.2ft x 18ft (184 ft2 ) 3.12m x 5.48m (17.1 m2 )
Utility Room Basement
15.6ft x 25.2ft (394.8 ft2 ) 4.77m x 7.69m (36.7 m2 )

About

Set on one of Rosedale's most coveted and quietly prestigious streets, 74 Chestnut Park Road represents a once-in-a-generation opportunity to reimagine a grand family home in Toronto's most storied neighbourhood. Built in 1903 by well-known architects Langley & Langley, this stately residence rests on an expansive +8,000 sq.ft. corner lot, offering remarkable width, privacy, and presence. With gracious proportions, high ceilings, and enduring architectural integrity, the home provides a rare canvas for those with the vision to restore, renew, or completely reimagine a landmark property. Extensive front and back gardens and a bricked patio lie behind a century old brick wall and large detached double car garage and private driveway. Its character and scale evoke an era of craftsmanship seldom replicated today, while its setting, just moments from Yonge Street, top schools, parks, and ravines, anchors it among Rosedale's finest addresses. A truly exceptional opportunity, properties of this calibre and potential are increasingly scarce. Prompt viewing is recommended. All electric light fixtures (except those excluded), all existing window coverings, 2nd floor family room built-in wall unit, existing kitchen appliances, washer, dryer, (all as-is), mailbox, natural gas generator, fireplace grates, hardware in basement (door knobs, window locks, hinges, hooks etc), storage units in garage.

The MLS® mark and associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system.
The REALTOR® trademark is controlled by The Canadian Real Estate Association (CREA) and identifies real estate professionals who are members of CREA.

Investment Analysis

Estimated Monthly Costs
--
per month
Estimated Closing Costs
--
Property Tax $21,039 2025 year
Community:Rosedale-Moore Park
DetachedMarket Stat
Avg. Sold Price
$4,463,125.00
YoY +3.79 %
Avg. Rent
$4,500.00
YoY -77.78 %

Schools

JK - Grade12 University/College

Elementary (JK-G8)

Fraser Rank(2018) 643 / 3052 English
Fraser Rank(2018) 42 / 3052 Catholic English
Fraser Rank(2018) 1137 / 3052 Catholic French
Fraser Rank(2018) 1210 / 3052 Catholic English

Secondary (G9-G12)

Fraser Rank(2023) 478 / 747 Secondary English Gifted
Fraser Rank(2023) 178 / 747 Secondary Catholic English
Fraser Rank(2023) 1 / 747 Secondary Catholic English
Fraser Rank(2023) 178 / 747 Secondary Catholic English
University of Toronto - St. Michael's College 1.6 km
81 St. Mary Street, Toronto, ON M5S 1J4
(416)926-1300
University of Toronto - Emmanuel College 1.7 km
75 Queen's Park Crescent, Toronto, Ontario, M5S 1K7
(416)585-4539
University of Toronto - Toronto School of Theology 1.8 km
47 Queen's Park Cres E, Toronto, ON M5S 2C3
(416)978-4039

Neighbourhood

Subway Groceries
Rosedale line: Line 1:Yonge-University 524 m
Summerhill line: Line 1:Yonge-University 622 m
Galleria Supermarket 1.7 km
558 Yonge St, Toronto, ON M4Y 1Y9
Galleria Supermarket 2 km
351 Bloor St W, Toronto, ON M5S 1W7
Costco Thorncliffe Park 4.2 km
42 OVERLEA BLVDTORONTO, ON M4H 1B6
T&T Supermarket 4.9 km
222 Cherry Street, Toronto, ON. M5A 3L2

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