27 Boswell Avenue, photo 1

For sale The Annex Toronto, ON

27 Boswell Avenue

List price
$4,995,000
Sq ft
2000-2500
Bedrooms
3
Bathrooms
4

About this home

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.

Photos of 27 Boswell Avenue

Facts and features of 27 Boswell Avenue

Key facts
TypeSemi-Detached
Style2-Storey
Bedrooms3
Bathrooms4
Size2000-2500 sq ft
Lot25 x 95.91 Feet
Parking3
GarageBuilt-In
HeatingForced Air
CoolingCentral Air
BasementFinished with Walk-Out
ExteriorBrick
Age51-99
Taxes$21,009 (2025)
Days on market44
Listing brokerageCHESTNUT PARK REAL ESTATE LIMITED

Rooms

10 rooms, with sizes

RoomLevelSizeFeatures
Primary Bedroom Upper 15′ 3″ × 10′ 6″ 6 pc ensuite, closet organizers, b/i vanity
Living Room Main 18′ 7″ × 14′ 6″ sunken room, w/o to terrace, gas fireplace
Kitchen Main 21′ 3″ × 17′ 8″ eat-in kitchen, b/i appliances, casement windows
Bedroom 2 Upper 12′ 10″ × 10′ 4″ double closet, hardwood floor, casement windows
Laundry Lower 8′ 11″ × 5′ 7″ glass block window, porcelain floor, access to garage
Utility Room Lower 13′ 7″ × 8′ 4″
Bedroom 3 Upper 12′ 6″ × 9′ 10″ casement windows, 3 pc bath, skylight
Dining Room Main 12′ 6″ × 8′ 11″ open concept, pot lights, hardwood floor
Foyer Main 8′ 1″ × 7′ 0″ vaulted ceiling(s), double closet, stone floor
Family Room Lower 17′ 9″ × 15′ 3″ combined w/office, w/o to patio, fireplace

Around this home

What’s near 27 Boswell Avenue

From 27 Boswell Avenue, the nearest station is St George station (Line 1 Yonge-University · Line 2 Bloor-Danforth), about 450 m away; the nearest grocery store is Whole Foods Market, about 150 m away; the nearest TDSB elementary school is Jesse Ketchum Junior and Senior Public School, about 400 m away; and the nearest park is Boswell Parkette, about 100 m away.

Transit

  • St George station Line 1 Yonge-University · Line 2 Bloor-Danforth about 450 m
  • Bay station Line 2 Bloor-Danforth about 600 m
  • Museum station Line 1 Yonge-University about 650 m

Groceries and pharmacies

  • Whole Foods Market Grocery about 150 m
  • Davenport Pharmacy Pharmacy about 300 m
  • Shoppers Drug Mart Pharmacy about 450 m
  • New Forest Market Grocery about 600 m
  • Galleria The Kitchen Express Grocery about 700 m

Parks

  • Boswell Parkette Park about 100 m
  • Bernard Avenue Road Allowance Park about 200 m
  • Joseph Tough Park Park about 300 m

Schools

  • Jesse Ketchum Junior and Senior Public School TDSB elementary · JK-8 EQAO 2024-25: Gr 6 reading 96% · Gr 6 math 71% about 400 m
  • Huron Street Junior Public School TDSB elementary · JK-6 EQAO 2024-25: Gr 6 reading 79% · Gr 6 math 59% about 500 m
  • Delta Senior Alternative School TDSB middle school · 7-8 about 2.3 km
  • St Martin Catholic School(OL of Lourdes Catholic elementary · 6-8 about 1.9 km
  • Central Technical School TDSB secondary · 9-12 EQAO 2024-25: Gr 9 math 34% · Gr 10 literacy 74% about 1.4 km
  • St Joseph's College School Catholic secondary · 9-12 EQAO 2024-25: Gr 9 math 66% · Gr 10 literacy 87% about 1.1 km

Nearest schools, not necessarily the ones that serve this address. Check with the TDSB and TCDSB school locators.

Community

  • OISE Library Library about 450 m
  • Varsity Arena Pool or arena about 600 m
  • Miles Nadal Jewish Community Centre Community centre about 900 m

Private schools

Within a 40-minute walk, from our list of private schools in central Toronto (checked October 2026). Fees and admissions on each school’s site. See all private schools

Restaurants

Places: OpenStreetMap contributors, October 2026. Straight-line distances. Schools: EQAO 2024-25, Ontario Ministry of Education.

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MLS® C13784186 Data source: PropTx Listed September 15, 2026