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Careers

21 Simpson Avenue
North Riverdale Toronto M4K 1A1

$2,749,000
Residential Freehold beds: 4+1 baths: 5.0

Main Photo: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 1: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 2: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 3: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 4: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 5: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 6: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 7: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 8: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 9: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 10: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 11: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 12: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 13: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 14: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 15: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 16: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 17: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 18: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 19: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 20: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 21: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 22: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 23: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 24: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 25: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 26: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 27: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 28: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 29: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 30: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 31: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 32: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 33: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 34: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 35: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 36: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 37: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 38: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 39: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 40: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 41: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 42: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 43: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 44: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 45: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 46: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 47: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 48: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 49: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Photo 50: 21 Simpson Avenue in Toronto: North Riverdale House for sale (Toronto E01)  : MLS®# E12916744
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
E12916744
Bedrooms:
4+1
Bathrooms:
5
This is the one. And I don't say that lightly. A true Riverdale landmark. Detached. 3-storey Victorian. Circa 1885. And quite honestly... nothing like this has come to market here in a very, very long time. From the moment you arrive, your heart starts racing. The scale. The presence. The history. The feeling. Inside, it only gets better. Soaring ceilings. A grand foyer that stops you in your tracks. Original mouldings and trims, beautifully preserved. Custom millwork woven seamlessly throughout. Every inch of this home has been thoughtfully reimagined with no expense spared, no detail overlooked. The custom staircase, handcrafted by Europerfect (yes, the same artisans behind the AGO and the Royal Conservatory), is a true work of art. White oak floors run throughout, grounding the home in warmth and elegance. And then... the living spaces. A formal living room that feels like something out of a magazine, herringbone floors, custom built-ins, architectural windows, and a marble-wrapped gas fireplace that anchors it all. The custom kitchen? A dream. Oversized island. Endless storage. Top-of-the-line appliances. This is where life happens, morning coffees, late-night glasses of wine, unforgettable dinners with the people you love. Upstairs, the home just keeps giving. A second-floor retreat that redefines how a family lives, including a stunning open-concept family room that invites you to slow down and stay awhile. The primary suite is pure sanctuary. Custom closets. A spa-inspired ensuite with soaker tub and heated floors. You won't want to leave. The third floor offers two expansive bedrooms filled with natural light and a beautiful 5-piece bath perfect for kids, guests, or both. And the lower level? Fully finished. Bright.Versatile. With a separate entrance, second kitchen, and additional bedroom, ideal for a nanny suite, guests, or income potential. And yes...2 legal front pad parking spaces (with room for up to 4 ). You're going to fall in love!
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
3-Storey
Approx. Age:
100+
Total Approx Floor Area:
2000-2500
Lot Depth:
133'
Lot Frontage:
25'
Direction Faces:
South
Bedrooms:
4+1
Bathrooms:
5.0
Water supply:
Municipal
Kitchens:
2
Kitchens in Basement:
1
Bedrooms Above Grade:
4
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
8
Rooms Below Grade:
3
Fractional Ownership:
No
Assignment:
No
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
1
Foundation:
Unknown
Roof:
Asphalt Shingle
Basement:
Finished, Finished with Walk-Out, Separate Entrance
Fireplace Features:
Natural Gas
Fireplace/Stove:
Yes
Garage:
None
Garage Spaces:
0.0
Parking Features:
Front Yard Parking
Parking Spaces:
2
Total Parking Spaces:
4.0
Family Room:
Yes
Possession Details:
60/90/TBD
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Assessment Year:
2025
Taxes:
$11,869 / 2025
Assessment:
$- / 2025
Toronto
Toronto E01
North Riverdale
Library, Park, Place Of Worship, Public Transit, School, Fenced Yard
In-Law Suite, Built-In Oven, On Demand Water Heater, Bar Fridge
Tankless water heater
S/S Bosch 5 burner gas cooktop, S/S Bosch double oven, double S/S door fridge, built-in dishwasher, wine fridge, washer and dryer. Fridge in basement, built-in dishwasher, microwave. GB&E, CAC, electric light fixtures
Brick
Floor
Type
Size
Other
Main
Living Room
13'9¾" × 11'3"
Hardwood Floor, Gas Fireplace, Formal Rm
Main
Dining Room
17'3" × 7'1"
Hardwood Floor, Open Concept, W/O To Yard
Main
Kitchen
28'8" × 14'11"
Hardwood Floor, Centre Island, Open Concept
Second
Primary Bedroom
15' × 13'2¼"
Hardwood Floor, 4 Pc Ensuite, W/W Closet
Second
Bedroom 2
16'10" × 13'7"
Hardwood Floor, B/I Closet, Picture Window
Second
Family Room
21'1½" × 13'8"
Hardwood Floor, Pot Lights, Large Window
Third
Bedroom 3
20'4½" × 13'5"
Broadloom, Window, Closet
Third
Bedroom 4
13'7¾" × 13'5"
Broadloom, Picture Window, Closet
Lower
Recreation
22'2½" × 6'8"
Hardwood Floor, Pot Lights, Window
Lower
Bedroom 5
10'11" × 8'4"
Hardwood Floor, 3 Pc Ensuite, Closet
Lower
Kitchen
12'8" × 6'11"
Walk-Out, Tile Floor, Pot Lights
Green Property Information Statement:
No
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Upper Level
Date Listed:
Mar 24, 2026
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Listed by RE/MAX HALLMARK REALTY LTD.
Data was last updated March 25, 2026 at 12:15 AM (UTC)
Area Statistics
Listings on market:
25
Avg list price:
$1,589,888
Min list price:
$749,900
Max list price:
$2,888,000
Avg days on market:
22
Min days on market:
0
Max days on market:
202
These statistics are generated based on the current listing's property type and located in Toronto E01. Average values are derived using median calculations. This data is not produced by the MLS® system.
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