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
9 hours
 on site
$2,749,000
Click to open the pre-gallery to get the direction
Size
-
Lot size
3325 sqft
Street frontage
-
Possession
60-89 days
Price per sqft
$1,100 - $1,375
Taxes
$11,869 (2025)
Parking Type
-
Style
3-Storey
See what's nearby
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
Wednesday, Mar 25th
5:30pm - 7:30pm
Add to calendar
Saturday, Mar 28th
1:00pm - 5:00pm
Add to calendar
Sunday, Mar 29th
1:00pm - 5:00pm
Add to calendar
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:
133 Ft
Listed on:
Mar 24, 2026
Show all details
Rooms
LevelNameSizeFeatures
Main
Living Room
13.8 x 11.3 ft
Instant estimate:
orto view instant estimate
$263,847
higher than listed price
i
High
$3,138,998
Mid
$3,012,847
Low
$2,838,875
Have a home? See what it's worth with an instant estimate

Use our AI-assisted tool to get an instant estimate of your home's value, up-to-date neighbourhood sales data, and tips on how to sell for more.

80 Hogarth Avenue
1/46
$2,599,000
1 day
80 Hogarth Avenue
3+2BD
4BA
2 Parking
2,000-2,500 sqft
MLS#: E12908978
REAL ESTATE HOMEWARD
1 day
34 River Street
1/50
$2,699,900
36 days
34 River Street
4+2BD
5BA
3 Parking
2,000-2,500 sqft
MLS#: C12791164
RE/MAX HALLMARK REALTY LTD.
36 days
101 Bertmount Avenue
1/31
$2,429,000
32 days
101 Bertmount Avenue
5+1BD
3BA
0 Parking
2,000-2,500 sqft
MLS#: E12805942
REAL ESTATE HOMEWARD
32 days
34 Winchester Street
1/18
$2,449,000
19 days
34 Winchester Street
4+1BD
5BA
0 Parking
2,000-2,500 sqft
MLS#: C12850868
RE/MAX NOBLECORP REAL ESTATE
19 days

About 21 Simpson Avenue

21 Simpson Avenue is a Toronto detached house for sale. 21 Simpson Avenue has an asking price of $2749000, and has been on the market since March 2026. This detached house has 4+1 beds, 5 bathrooms and is 2000-2500 sqft. Situated in Toronto's Riverdale neighbourhood, Riverside, Regent Park, Blake-Jones and Cabbagetown are nearby neighbourhoods.

21 Simpson Ave, Toronto is only steps away from Akia King Cafe for that morning caffeine fix and if you're not in the mood to cook, Good Cheese, Pho East and Hanoi-3 Season are near this detached house. Nearby grocery options: Phoenix Bakery is only steps away.

If you are reliant on transit, don't fear, 21 Simpson Ave, Toronto has a public transit Bus Stop (Gerrard St East at Broadview Ave) nearby. It also has route Carlton, and route Carlton close by. Residents of 21 Simpson Ave also have easy access to Don Valley Parkway, which is only a 2-minute drive