27 Boswell Avenue

Annex, Toronto, Ontario M5R 1M5

Overview

At a glance

Days on market41 days
ListedSep 15, 2026
UpdatedSep 15, 2026
Building age51-99 years
Size2000-2500 sq ft
Lot25 x 95.91 Feet
Property taxes$21,009 (2025)
Parking3 spaces
BasementFinished with Walk-Out
MLS® numberC13784186
Data sourcePropTx MLS® System
Listing brokerageCHESTNUT PARK REAL ESTATE LIMITED

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.

Details

Property

Style
2-Storey
Building age
51-99
Fronting on
South
Cross street
Avenue Road & Bloor Street West
Community
Annex
Municipality
Toronto C02

Inside

Bedrooms above grade
3
Bathrooms
4
Kitchens
1
Basement
Finished with Walk-Out
Family room
Yes
Fireplace
Yes
Interior features
Carpet Free, Bar Fridge

Utilities

Heating
Forced Air
Heating fuel
Gas
Cooling
Central Air
Sewer
Sewer

Building

Construction
Brick
Foundation
Concrete Block
Roof
Asphalt Shingle
Pool
None

Parking

Garage
Built-In
Parking spaces
2
Total parking
3
Driveway
Private

Land

Frontage
25
Depth
95.91
Lot size units
Feet
Waterfront
No
Property features
Arts Centre, Cul de Sac/Dead End, Hospital, Library, Public Transit, School
Rooms (10)
RoomLevelSizeFeatures
Primary BedroomUpper4.95 x 4.706 Pc Ensuite, Closet Organizers, B/I Vanity
Living RoomMain6.00 x 4.76Sunken Room, W/O To Terrace, Gas Fireplace
KitchenMain4.40 x 2.80Eat-in Kitchen, B/I Appliances, Casement Windows
Bedroom 2Upper3.80 x 2.90Double Closet, Hardwood Floor, Casement Windows
LaundryLower3.70 x 2.00Glass Block Window, Porcelain Floor, Access To Garage
Utility RoomLower4.14 x 2.54
Bedroom 3Upper4.40 x 3.30Casement Windows, 3 Pc Bath, Skylight
Dining RoomMain5.00 x 4.45Open Concept, Pot Lights, Hardwood Floor
FoyerMain1.80 x 1.60Vaulted Ceiling(s), Double Closet, Stone Floor
Family RoomLower5.95 x 5.45Combined w/Office, W/O To Patio, Fireplace
Value

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Market read

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History

Listing history

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Compare

How it compares

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Neighbourhood

Around Annex

What’s nearby

On a busier streetBackyard faces south

  • Elementary schoolJesse Ketchum Junior and Senior Public Schoolabout 6 min walk
  • High schoolSt. Joseph's College Schoolabout 16 min walk
  • ParkBoswell Parketteabout 1 min walk
  • Playground about 4 min walk
  • TrailOld York Laneabout 5 min walk
  • River or lakeCastle Frank Brookabout 16 min walk
  • Grocery storeWhole Foods Marketabout 2 min walk
  • DowntownTorontoabout 33 min walk
  • LibraryOISE Libraryabout 6 min walk
  • Rec centre or arenaYorkville Jewish Centreabout 1 min walk
  • Golf courseDogleg Leftabout 3.8 km
  • HospitalWomen's College Hospitalabout 20 min walk
  • Highway on-ramp about 34 min walk
  • GO or train stationToronto Union Stationabout 3.4 km

Approximate: straight-line distances, and the backyard and street worked out from the map pin and map data © OpenStreetMap contributors. Check school boundaries with the school board.

On the map

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Community

The Annex market

Annex sale prices

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Costs

What it would cost

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An example rate. Use the one your lender quotes.
Every monthEstimate
Mortgage payment$0
Property tax$0
Monthly total$0
At closing
Ontario land transfer tax$0

Estimates only, not financial advice. Uses Canadian semi-annual compounding, the minimum down payment and mortgage insurance rules, and Ontario’s land transfer tax brackets. Your lender and lawyer confirm the real numbers. Legal fees, title insurance and moving costs aren’t included.

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED. Listing information from the PropTx MLS® System. Each listing shows the brokerage that represents it. The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Information is deemed reliable but is not guaranteed accurate by PropTx. Last updated October 27, 2026 at 6:43 a.m.

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