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Detached for sale at 49 Winterton Drive, Toronto W08 - 5 bedroom, 4 bathroom - Photo 1 of 48
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$2,295,000

49 Winterton Dr

Toronto W08, ON M9B 3G8

49 Winterton Dr, Toronto W08 — Listed at $2,295,000. 5 bedroom, 4 bathroom 2-Storey Detached. MLS® W14034596.

Possession · seller's timeline

120 days - to be negotiated

5Beds
4Baths
2000-2500sqft
Detached
2-Storey
4Parking
$8,332.99Taxes/yr · 2026

What's this home worth?

Get a free estimate for 49 Winterton Dr

Description

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!

Property Details

Property TypeDetached
Style2-Storey
CommunityPrincess-Rosethorn
Rooms9+4
Kitchens2
Washrooms4
Square Feet2000-2500 sqft
Lot Dimensions73.92 × 122.12 ft
Fronting OnSouth
Dir/Cross StEglinton Ave W & Martin Grove Rd
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate
Parking Drive Spaces2
Total Parking Spaces4
ExteriorBrick
RoofAsphalt Shingle
FoundationConcrete Block
BasementFinished, Walk-Out
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
PoolInground
Taxes (2026)$8,332.99
HSTNot Subject to HST
Other StructuresGarden Shed
Listed Date10/15/2026
Days on Market11 days
Possession120 days - to be negotiated
Same-day showings available
5.0Rated 5 stars on Google ReviewsWhatsApp Us About This Listing

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Home Value
Estimate

Listing Courtesy of: RE/MAX WEST REALTY INC.

MLS® #W14034596

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. 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 trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 49 Winterton Drive

This detached (2-Storey) is located in the Princess-Rosethorn neighbourhood of Toronto.

The home offers 5+1 bedrooms, 4 bathrooms.

Features include a finished, walk-out basement, 4 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 73.92 × 122.12 feet.

Listed at $2,295,000 CAD with annual property taxes of $8,332.99 (2026).

About Toronto Real Estate

This Detached is located in the Princess-Rosethorn community in Toronto. Toronto is Canada's largest city and the economic hub of the Greater Toronto Area. With world-class transit, diverse neighbourhoods from the Annex to Scarborough, and proximity to major employers in the Financial District, it remains the most sought-after real estate market in Ontario. Buyers benefit from extensive GO Transit and TTC subway connectivity. Detached homes in Toronto are in high demand among families seeking space, privacy, and long-term equity growth.

TTC subway & streetcar networkWorld-class dining & entertainmentUniversity of Toronto & major hospitals nearbyWaterfront trails & ravine parks
Walkability: Highly walkable — many neighbourhoods score 80+ on Walk Score
View full Toronto neighbourhood guide →