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Semi-Detached  for sale at 27 Boswell Avenue, Toronto C02 - 3 bedroom, 4 bathroom - Photo 1 of 55
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$4,995,000

27 Boswell Ave

Toronto C02, ON M5R 1M5

27 Boswell Ave, Toronto C02Listed at $4,995,000. 3 bedroom, 4 bathroom 2-Storey Semi-Detached. MLS® C13125522.

Possession · seller's timeline

Flexible

3Beds
4Baths
2000-2500sqft
Semi-Detached
2-Storey
3Parking
$21,008.86Taxes/yr · 2025

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Description

Breathtaking, fully renovated 3-bedroom, 4-bathroom showstopper on one of the best blocks in Yorkville/East Annex. Featuring garage parking and a private drive accommodating up to 3 vehicles, exceptionally rare for the neighbourhood, this property has been taken back to the studs with nothing left untouched in this contemporary renovation, which beautifully blends modern style and timeless elegance. Walk into your architecturally designed front entryway with heated floors and into a gorgeously open concept main floor plan that includes a jaw-dropping chef's kitchen with high-end appliances, including an 8-burner LaCanche gas stove, oversized island with seating, an elegant dining room and a sunken living room with a gas fireplace overlooking the south-facing rear upper terrace, gardens and lower patio. Upstairs, you'll enjoy a true primary retreat complete with a large walk-in closet and spa-inspired ensuite bath with a gorgeous, glass-enclosed steam shower with bench seating, Toto toilet, double vanity and heated floors. Two additional upstairs bedrooms are both exceptionally well-proportioned and include an additional 3-piece bath. The at-grade lower level of the property is not to be missed and offers exceptionally designed additional living space, including an enormous recreation space with another wood-burning fireplace and a fully retractable door system that opens up to the rear gardens, a built-in wet bar, a full bath, and plenty of built-in storage, including the laundry/utility room. This home is truly one to behold, with countless upgrades throughout, including white oak herringbone hardwood floors throughout and laminated security glass film at all entry points. Enjoy everything this wonderful neighbourhood has to offer with every amenity imaginable at your doorstep, including some of Toronto's finest shopping, restaurants and entertainment, plus easy access to transit and major thoroughfares.

Property Details

Property TypeSemi-Detached
Style2-Storey
CommunityAnnex
Approximate Age51-99
Rooms7
Kitchens1
Washrooms4
Square Feet2000-2500 sqft
Lot Dimensions25 × 95.91 ft
Fronting OnSouth
Dir/Cross StAvenue Road & Bloor Street West
Garage TypeBuilt-In
Garage Parking Spaces1
DrivePrivate
Parking Drive Spaces2
Total Parking Spaces3
ExteriorBrick
RoofAsphalt Shingle
FoundationConcrete Block
BasementFinished with Walk-Out
Fireplace FeaturesYes
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$21,008.86
HSTIncluded In
Listed Date5/14/2026
Days on Market115 days
PossessionTBA

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Listing Courtesy of: CHESTNUT PARK REAL ESTATE LIMITED

MLS® #C13125522

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: 27 Boswell Avenue

This semi-detached (2-Storey) is located in the Annex neighbourhood of Toronto.

The home offers 3 bedrooms, 4 bathrooms.

Features include a finished with walk-out basement, 3 parking spaces including a 1-car garage, a fireplace.

Additional details: lot dimensions of 25 × 95.91 feet.

Listed at $4,995,000 CAD with annual property taxes of $21,008.86 (2025).

About Toronto Real Estate

This Semi-Detached is located in the Annex 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. Semi-detached homes in Toronto provide freehold ownership at a more accessible price point, appealing to first-time buyers and young families.

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
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