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27 Boswell Avenue

27 Boswell Avenue

Toronto C02, ON

  • 3 bed
  • 4 bath
  • approx. 2000-2500 sqft
  • Semi-Detached
  • 110 days on market
$4,995,000

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.

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Listing Details

Taxes (2025)
$21,009
Listed
May 13, 2026

Price History

Property

Style
2-Storey
Age
51-99
Construction
Brick
Roof
Asphalt Shingle
Foundation
Concrete Block
Interior
Carpet Free, Bar Fridge
Lot Size
25 x 95.91 Feet

Parking

Garage
Built-In
Covered Spaces
1
Total Parking
3

Utilities

Sewer
Sewer
Heat Source
Gas

Location & Legal

Cross Street
Avenue Road & Bloor Street West
Parcel Number
212140119
Possession
Flexible
Occupancy
Owner

Included

Inclusions
As per Schedule B.
Exclusions
As per Schedule B.
Rental Items
As per Schedule B.

Schools

Elementary

  • Jesse Ketchum Junior and Senior Public School0.4 km

    Public · Toronto DSB · 535 students

    Grade 3 reading: 82% met the provincial standard · Grade 6 math: 71% met the provincial standard

  • Huron Street Junior Public School0.5 km

    Public · Toronto DSB · 300 students

    Grade 3 reading: 79% met the provincial standard · Grade 6 math: 59% met the provincial standard

  • Cottingham Junior Public School0.9 km

    Public · Toronto DSB · 140 students

    Grade 3 reading: 100% met the provincial standard · Grade 6 math: 100% met the provincial standard

Secondary

  • St Joseph's College School1.1 km

    Catholic · Toronto CDSB · 545 students

    Grade 10 literacy: 87% met the provincial standard

  • Loretto College School1.4 km

    Catholic · Toronto CDSB · 510 students

    Grade 10 literacy: 83% met the provincial standard

  • Msgr Fraser Orientation Centre1.4 km

    Catholic · Toronto CDSB

Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.

Community

Postal area M5R

Population
26,197
Private dwellings
16,591
Median age
42
Average household size
1.8
Median household income
$86,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Toronto C02 · last 12 months

Median sold price
$1,247,000
Homes sold
729
Median days on market
25
Sale-to-list price
97.1%

Based on 729 recorded sales of residential freehold properties in Toronto C02 over the last 12 months.

Rooms

2-piece on Main, 4-piece on Upper, 3-piece on Upper, 3-piece on Lower

Upper

  • Bedroom 212'10" x 10'4"
  • Bedroom 312'6" x 9'10"
  • Primary Bedroom15'3" x 10'6"

Main

  • Dining Room12'6" x 8'11"
  • Foyer8'1" x 7'
  • Kitchen21'3" x 17'8"
  • Living Room18'7" x 14'6"

Lower

  • Family Room17'9" x 15'3"
  • Laundry8'11" x 5'7"
  • Utility Room13'7" x 8'4"

Listed by

CHESTNUT PARK REAL ESTATE LIMITED

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$999,000

Estimated Monthly Payment

$24,539

Land transfer tax

Estimated land transfer tax$111,350

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $24,539/mo (20% down, 5.5%)

Taxes: $1,751/mo · Insurance: $1,249/mo

Estimates only. Consult a financial advisor.

R

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