244 Winona Drive

244 Winona Drive
244 Winona Drive
244 Winona Drive
+42
4
 bed
4
 bath
0
 parking
2000 - 2500
 sqft
Detached
$1,712,000
For Sale
50 days
 on site
$1,712,000
Click to open the pre-gallery to get the direction
Size
-
Lot size
2814 sqft
Street frontage
-
Possession
90+ days
Price per sqft
$685 - $856
Taxes
$5,772.38 (2024)
Parking Type
-
Style
1 1/2 Storey
See what's nearby
Description
Looking for a property that pays you to live in it? Congratulations, youve hit the real estate jackpot. This gem in the heart of Toronto has three separate units, meaning you can live in one and let the others foot the bills. Thats right collect rent while lounging in your pajamas. The top floor is already pulling its weight with $5,000/month in rent, so youre off to a strong start. Plus, theres a generous rear addition that gives you plenty of room to stretch out, host friends, or finally start that indoor herb garden youve been talking about. With recent updates, the home is fully move-in ready. Theres even a legal front parking pad, because circling the block in Toronto traffic is so 2020. Just steps to St. Clair Wests shops and restaurants, this location is hotter than your neighbors Wi-Fi signal. So whether youre an investor, a savvy house-hacker, or just someone who loves the idea of tenants paying your mortgage 244 Winona Drive is ready to make you laugh all the way to the bank.
Broker: KELLER WILLIAMS REFERRED URBAN REALTY
MLS®#: C12149556
Property details
Parking:
No
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
1 1/2 Storey
MLS Size:
2000-2500 sqft
Lot front:
27 Ft
Lot depth:
102 Ft
Listed on:
May 15, 2025
Show all details
Rooms
LevelNameSizeFeatures
Main
Kitchen
8.9 x 18.0 ft
Second
Living Room
14.6 x 14.3 ft
Second
Office
9.8 x 10.4 ft
Show all
Instant estimate:
orto view instant estimate
$46,123
lower than listed price
i
High
$1,735,630
Mid
$1,665,877
Low
$1,569,684
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.

157 Glenholme Avenue
1/47
$1,749,900
21 days
157 Glenholme Avenue
5+2BD
5BA
2 Parking
2,000-2,500 sqft
MLS#: C12218008
REAL ONE REALTY INC.
21 days
1798 Dufferin Street
1/39
$1,499,900
43 days
1798 Dufferin Street
6+1BD
5BA
4 Parking
2,000-2,500 sqft
MLS#: W12165035
ELEVATE REALTY INC.
43 days
312 ATLAS Avenue
1/10
$1,499,000
87 days
312 ATLAS Avenue
2+1BD
3BA
4 Parking
2,000-2,500 sqft
MLS#: C12067607
RE/MAX ESCARPMENT GOLFI REALTY INC.
87 days
312 Atlas Avenue
Create an account
$999,999
Sign up
 or 
Log in
  to view

About 244 Winona Drive

244 Winona Drive is a York detached house for sale. 244 Winona Drive has an asking price of $1712000, and has been on the market since May 2025. This detached house has 4 beds, 4 bathrooms and is 2000-2500 sqft. Situated in York's Humewood-Cedarvale neighbourhood, Hillcrest | Bracondale Hill, Corso Italia, Fairbank and Christie Pits are nearby neighbourhoods.

There are a lot of great restaurants nearby 244 Winona Dr, Toronto.Grab your morning coffee at L & L Cafe located at 931 St Clair Ave W. For groceries there is Luciano's No Frills which is a short distance away.

Living in this Humewood-Cedarvale detached house is easy. There is also St Clair Ave West at Winona Dr Bus Stop, a short distance away, with route St.clair-junction Night Bus, and route St. Clair nearby. If you're driving from 244 Winona Dr, you'll have decent access to the rest of the city by way of Allen Rd as well, which is within a few minutes drive using on and off ramps on Lawrence Ave W.