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27 Boswell Avenue
Annex Toronto M5R 1M5

$4,995,000
Residential Freehold beds: 3 baths: 4.0

Main Photo: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 1: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 2: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 3: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 4: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 5: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 6: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 7: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 8: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 9: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 10: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 11: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 12: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 13: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 14: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 15: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 16: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 17: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 18: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 19: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 20: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 21: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 22: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 23: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 24: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 25: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 26: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 27: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 28: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 29: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 30: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 31: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 32: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 33: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 34: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 35: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 36: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 37: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 38: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 39: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 40: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 41: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 42: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 43: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 44: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 45: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 46: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 47: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 48: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 49: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Photo 50: 27 Boswell Avenue in Toronto: Annex House for sale (Toronto C02)  : MLS®# C13125522
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
C13125522
Bedrooms:
3
Bathrooms:
4
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 La Cornue 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 Type:
Residential Freehold
Property Sub Type:
Semi-Detached
Property Attached:
Yes
Home Style:
2-Storey
Approx. Age:
51-99
Total Approx Floor Area:
2000-2500
Lot Depth:
95'11"
Lot Frontage:
25'
Lot Details:
25.00 x 95.91 Feet
Direction Faces:
South
Bedrooms:
3
Bathrooms:
4.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
3
Kitchens Above Grade:
1
# Main Level Bedrooms:
0
# Main Level Bathrooms:
0
Rooms Above Grade:
7
Rooms:
7
Heating type:
Forced Air
Heating Fuel:
Gas
Cooling:
Yes
Foundation:
Concrete Block
Roof:
Asphalt Shingle
Basement:
Finished with Walk-Out
Fireplace/Stove:
Yes
Attached Garage:
Yes
Garage:
Built-In
Garage Spaces:
1.0
Parking Features:
Private
Parking Spaces:
2
Total Parking Spaces:
3.0
Family Room:
Yes
Possession Details:
TBA
Pool:
None
HST Applicable To Sale Price:
Included In
Taxes:
$21,008.86 / 2025
Assessment:
$- / -
Toronto
Toronto C02
Annex
Arts Centre, Cul de Sac/Dead End, Hospital, Library, Public Transit, School
Carpet Free, Bar Fridge
As per Schedule B.
As per Schedule B.
As per Schedule B.
Brick
No
Floor
Type
Size
Other
Main
Foyer
8'1" × 7'
Vaulted Ceiling(s), Double Closet, Stone Floor
Main
Kitchen
21'3" × 17'8"
Eat-in Kitchen, B/I Appliances, Casement Windows
Main
Dining Room
12'6" × 8'11"
Open Concept, Pot Lights, Hardwood Floor
Main
Living Room
18'7" × 14'6"
Sunken Room, W/O To Terrace, Gas Fireplace
Upper
Primary Bedroom
15'3" × 10'6"
6 Pc Ensuite, Closet Organizers, B/I Vanity
Upper
Bedroom 2
12'10" × 10'4"
Double Closet, Hardwood Floor, Casement Windows
Upper
Bedroom 3
12'6" × 9'10"
Casement Windows, 3 Pc Bath, Skylight
Lower
Family Room
17'9" × 15'3"
Combined w/Office, W/O To Patio, Fireplace
Lower
Laundry
8'11" × 5'7"
Glass Block Window, Porcelain Floor, Access To Garage
Lower
Utility Room
13'7" × 8'4"
Energy Certification:
No
Green Property Information Statement:
No
Special Designation:
Heritage
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Lower Level
Date Listed:
May 14, 2026
Original Price:
Previous Price:
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Listed by CHESTNUT PARK REAL ESTATE LIMITED
Data was last updated May 14, 2026 at 12:15 PM (UTC)
Area Statistics
Listings on market:
28
Avg list price:
$3,099,500
Min list price:
$999,000
Max list price:
$8,580,000
Avg days on market:
20
Min days on market:
0
Max days on market:
252
These statistics are generated based on the current listing's property type and located in Annex. Average values are derived using median calculations. This data is not produced by the MLS® system.
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This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.