21 Simpson Avenue

21 Simpson Avenue
21 Simpson Avenue
21 Simpson Avenue
+47
4+1
 bed
5
 bath
4
 parking
2000 - 2500
 sqft
Detached
$2,749,000
For Sale
1 day
 on site
$2,749,000
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Size
-
Lot size
2825 sqft
Street frontage
-
Possession
60-89 days
Price per sqft
$1,100 - $1,375
Taxes
$11,869 (2025)
Parking Type
-
Style
3-Storey
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Description
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!
Broker: RE/MAX HALLMARK REALTY LTD.
MLS®#: E12916744
Open House Times
Saturday, Mar 28th
1:00pm - 5:00pm
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Sunday, Mar 29th
1:00pm - 5:00pm
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Property details
Parking:
4
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
3-Storey
MLS Size:
2000-2500 sqft
Lot front:
25 Ft
Lot depth:
113 Ft
Listed on:
Mar 24, 2026
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Rooms
LevelNameSizeFeatures
Main
Living Room
13.8 x 11.3 ft
Instant estimate:
orto view instant estimate
$277,774
higher than listed price
i
High
$3,153,509
Mid
$3,026,774
Low
$2,851,999
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About 21 Simpson Avenue

Located at 21 Simpson Avenue, this Toronto detached house is available for sale. It has been listed at $2749000 since March 2026. This detached house has 4+1 beds, 5 bathrooms and is 2000-2500 sqft. 21 Simpson Avenue, Toronto is situated in Riverdale, with nearby neighbourhoods in Riverside, Regent Park, Blake-Jones and Cabbagetown.

Want to dine out? There are plenty of good restaurant choices not too far from 21 Simpson Ave, Toronto.Grab your morning coffee at Akia King Cafe located at 387 Broadview Ave. For those that love cooking, Phoenix Bakery is only steps away.

For those residents of 21 Simpson Ave, Toronto without a car, you can get around quite easily. The closest transit stop is a Bus Stop (Gerrard St East at Broadview Ave) and is nearby connecting you to Toronto's public transit service. It also has route Carlton, and route Carlton nearby. For drivers, the closest highway is Don Valley Parkway and is only a 2-minute drive from 21 Simpson Ave, making it easier to get into and out of the city