Google street view image for 244 Winona Dr, York, ON M6C 3S2

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244 Winona Dr, York, ON M6C 3S2

About this home

This home is currently off market and not for sale.

Single-familyProperty Type

1 spaceParking

Source:Public Records

Market trends in Oakwood-Vaughn, ON

Last updated October 2026

Sale-to-list price

Median sale price

Avg. days on market

Recently sold homes

Provided by Redfin

Sale history for 244 Winona Dr

Date

Event

Price

TREB #C12149556

Sep 15, 2025

Delisted

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May 14, 2025

Listed

$1,712,000

+40

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.

Public record

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Single Family Residential

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Last updated by owner on Aug 9, 2023.

Property details

Around this home

Schools

0.2km

St Alphonsus Catholic School

Public, JK-8 • Assigned

1.0km

Loretto College School

Public, 9-12 • Assigned

Provided by Local Logic

Lifestyle

Provided by Walk Score and Local Logic

Sell confidently with a local market expert in York. 3 minutes to get started.

Nearby similar homes

Sorry, we don't have any nearby similar homes to display. See all homes for sale in Oakwood-Vaughn

Home values near 244 Winona Dr

Data from public records.

Address
229 Winona Drive Apartment 2, York, ON - Beds \| - Baths \| - Sq. Ft.
232 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
252 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
248 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
229 Winona Drive Floor 1, York, ON - Beds \| - Baths \| - Sq. Ft.
237 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
229 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.

Address
228 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
236 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
240 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
241 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
244 Winona Drive Apartment 1, York, ON - Beds \| - Baths \| - Sq. Ft.
224 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
235 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.

Address
230 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
227 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
254 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
243 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
234 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
250 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.
258 Winona Drive, York, ON - Beds \| - Baths \| - Sq. Ft.

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