An exceptional opportunity to own your dream family home in the prestigious Princess-Rosethorn community! This beautifully custom-renovated 4+1 bedroom, 4-bathroom residence showcases exceptional design, superior craftsmanship, and luxurious finishes throughout.The chef-inspired kitchen boasts custom-framed Perola cabinetry, quartz countertops, a stylish backsplash, and an oversized center island overlooking the picturesque backyard and pool. Elegant principal living and dining areas feature a cozy fireplace and custom built-in wall unit, complemented by a dedicated main-floor home office. Upstairs, the spacious primary bedroom suite offers a custom walk-in closet and a spa-like ensuite complete with heated floors.The true highlight is the spectacular private backyard oasis, featuring a sparkling swimming pool and beautifully manicured grounds-an ideal setting for summer entertaining, relaxing poolside, and creating unforgettable family memories.The fully finished lower level is designed for maximum versatility, featuring a spacious family entertainment room, a second home office, and a self-contained nanny suite with its own separate entrance. Perfect for multi-generational living, extended guests, or generating potential rental income!Ideally situated near top-rated schools, parks, and everyday amenities, with convenient access to Highways 427 and 401, TTC transit, and the future Eglinton Crosstown LRT. Just a 10-minute drive to Pearson International Airport. A rare opportunity to enjoy refined family living with an exceptional outdoor retreat in one of Toronto's most desirable neighbourhoods!
4 bedrooms, 3 bathrooms, about 2,000 sq ft, works out to roughly $1,148 per square foot. Chat with Zara if you'd like a deeper read on whether this detached fits your budget and timing.
Inside 49 Winterton Dr
Every detail from the listing, in one place.
Type
Detached
Style
2-Storey
Living space
2000-2500 sq ftas stated on the listing
Parking
4 spacesYes garage
Basement
Finished, Walk-Out
Features & systems
Parking & garage
Garage
Yes
Parking spaces
4
Interior
Basement
Finished · Walk-Out
Exterior & construction
Pool
Yes
Lot & land
Lot size (sqft)
0
Listing & possession
Property style
2-Storey
Property class
Detached
49 Winterton Dr Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® W14034596$2,295,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 49 Winterton Dr Compares to the Toronto Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$11,275
/mo
based on the purchase price of $2,295,000
$459,000 cash
$1,836,000 financed
$1,546,394 total interest
Principal54%$1,836,000
Interest46%$1,546,394
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
For homeowners nearby
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Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Similar homes for sale nearby in Toronto
Other 3–4 bed homes for sale in Toronto around $2.3M.
Average days on market31Homes sold in about 31 days on average.
Sale-to-list ratio5039.8%On average, homes sold at or above asking.
Active listings12,880Homes for sale here right now.
Median vs prior 90 days+2.8%Compared with Apr 18 – Jul 17, 2026: prices up.
Based on 9,411 sales from Jul 17 – Oct 15, 2026 (6,682 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
49 Winterton Dr is listed at $2,295,000 (MLS® W14034596). Summitly updates the price as soon as the MLS® record changes.
Is $2,295,000 a good price for 49 Winterton Dr?
Summitly rates it Well Above Market: the asking price is 15% or more above Zara's estimate, an estimate built from recent sales in Toronto. The rating is an automated opinion, not an appraisal; "What's it worth?" on this page shows how it is worked out. See Zara's estimate
Has the price of 49 Winterton Dr changed?
No — 49 Winterton Dr is still listed at its original asking price of $2,295,000.
How many bedrooms and bathrooms does 49 Winterton Dr have?
49 Winterton Dr has 4 bedrooms and 3 bathrooms, with about 2,000–2,500 square feet of living space. It is a detached home in Toronto.
Is 49 Winterton Dr close to transit?
The nearest rapid-transit station is Etobicoke North GO Station (Kitchener GO), about 3.8 km in a straight line. Islington Station is about 4.2 km, and Kipling Station is about 4.5 km. Distances are straight-line, not walking routes; check the transit agency for routes and schedules.
How much would the monthly mortgage be on 49 Winterton Dr?
About $11,275 a month — principal and interest on $2,295,000 with 20% down ($459,000), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 49 Winterton Dr compare with other homes in Toronto?
Its asking price of $2,295,000 is about 170% above the median sold price in Toronto over the last 90 days, $849,000, across 9,411 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 49 Winterton Dr been sold before?
Summitly has no earlier MLS® sale or lease of 49 Winterton Dr on record from the last two years. Older records aren't shown under TRREB rules.
Where is 49 Winterton Dr?
49 Winterton Dr is in Toronto, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 49 Winterton Dr been on the market?
1 day — 49 Winterton Dr was listed on October 14, 2026.
What is the price per square foot of 49 Winterton Dr?
About $918 to $1,148 per square foot: the asking price of $2,295,000 over the 2,000–2,500 sq ft the listing gives as its size range.
Does 49 Winterton Dr have parking or a garage?
Yes — the listing gives 4 parking spaces. Garage: Yes.
