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.
Electric light fixtures, window coverings. Appliances; main floor - electric stove, hood vent, fridge, dishwasher, microwave.Upper level - fridge, countertop stove top, built in oven, dishwasher. Basement - fridge, electric oven, clothes washer and dryer
Brick
Floor
Type
Size
Other
Main
Living Room
14'6"4.42 m × 13'3.96 m
Fireplace, Overlooks Frontyard, French Doors
Main
Dining Room
10'7½"3.24 m × 10'4"3.15 m
French Doors, Crown Moulding, Hardwood Floor
Main
Kitchen
18'½"5.50 m × 8'11"2.72 m
Tile Floor
Main
Office
11'7¾"3.55 m × 10'3¼"3.13 m
Large Closet, Hardwood Floor
Main
Bedroom 2
15'5"4.70 m × 12'4"3.76 m
3 Pc Ensuite, Large Closet, Overlooks Backyard
Second
Living Room
14'7"4.44 m × 14'4"4.37 m
Overlooks Frontyard, Open Concept, Vaulted Ceiling(s)
Data was last updated June 25, 2025 at 04:15 AM (UTC)
Area Statistics
Listings on market:
35
Avg list price:
$1,399,000
Min list price:
$649,900
Max list price:
$2,668,000
Avg days on market:
28
Min days on market:
1
Max days on market:
162
These statistics are generated based on the current listing's property type
and located in
Oakwood Village. Average values are
derived using median calculations.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website.
The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.