27 Boswell Avenue, Toronto, ON

Annex, Toronto · MLS® C13784186

$4,995,000
For Sale
Listed 35 days agoNo offer date stated
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3Bedrooms
4Bathrooms
1Garage · 3 parking
2000-2500Sq ft

About this home

In short

  • 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...
  • 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...
  • 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...
  • This home is truly one to behold, with countless upgrades throughout, including white oak herringbone hardwood floors throughout and laminated security glass film at...

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.

Key facts

Property type
Semi-Detached, 2-Storey
MLS®
C13784186
Bedrooms
3
Bathrooms
4 (1 half)
Size
2000-2500 sq ft
Lot
25 × 95.91 ft
Cross streets
Avenue Road & Bloor Street West
Parking
1 garage · 3 parking (built-in)
Driveway
Private
Basement
Finished with Walk-Out
Heating
Forced Air
A/C
Central Air
Exterior
Brick
Foundation
Concrete Block
Roof
Asphalt Shingle
Sewer
Sewer
Property tax
$21,009 / 2025
Days on market
35
Listing brokerage
CHESTNUT PARK REAL ESTATE LIMITED

Rooms

Primary BedroomUpper4.65 × 3.20 m

6 pc ensuite · closet organizers · b/i vanity

Living RoomMain5.66 × 4.42 m

sunken room · w/o to terrace · gas fireplace

KitchenMain6.48 × 5.38 m

eat-in kitchen · b/i appliances · casement windows

Bedroom 2Upper3.91 × 3.15 m

double closet · hardwood floor · casement windows

LaundryLower2.72 × 1.70 m

glass block window · porcelain floor · access to garage

Utility RoomLower4.14 × 2.54 m
Bedroom 3Upper3.81 × 3.00 m

casement windows · 3 pc bath · skylight

Dining RoomMain3.81 × 2.72 m

open concept · pot lights · hardwood floor

FoyerMain2.46 × 2.13 m

vaulted ceiling(s) · double closet · stone floor

Family RoomLower5.41 × 4.65 m

combined w/office · w/o to patio · fireplace

Our TakeTeam Asgarian · Broker
No automatic estimate

No automatic estimate is shown here: there are not enough closely comparable recent sales nearby to support one.

Considering this property? Request a written price read

Its public catchment (Jesse Ketchum Junior and Senior Public School) tests around the provincial average, a steady, family-friendly draw. The full EQAO breakdown is below.

Neighbourhood & location

Annex, Toronto, ON

CommuteTime from this home to where you spend your day

Enter a workplace or destination and we’ll show the door-to-door time by car, transit and bike.

Get the full neighbourhood report (schools, parks, transit & safety) →

Schools & catchmentAssigned attendance-boundary schools, with EQAO results

The public and Catholic schools this address is zoned for, with EQAO results (the share of students meeting Ontario's provincial standard).

School attendance boundaries and EQAO results are Ontario government data and can change. Confirm the current catchment with the school board before relying on it.

Street view near Huron Street Junior Public School
74%
Huron Street Junior Public SchoolPublic · Elementary · 0.5 km awayAround the GTA average · 74% meet the provincial standard
St. BrunoEQAO results not published
Also nearby: 12 more schools within 2.5 km
Cottingham Junior Public School · Public elementary0.9 km · 100% at standard
St Joseph's College School · Catholic secondary1.1 km · 76% at standard
Rosedale Junior Public School · Public elementary1.4 km · 94% at standard
Central Technical School · Public secondary1.4 km · 54% at standard
Loretto College School · Catholic secondary1.4 km · 62% at standard
Msgr Fraser Orientation Centre · Catholic secondary1.4 km
Brown Junior Public School · Public elementary1.5 km · 86% at standard
da Vinci School · Public elementary1.5 km · 67% at standard
Palmerston Avenue Junior Public School · Public elementary1.5 km · 80% at standard
Lord Lansdowne Junior Public School · Public elementary1.5 km · 85% at standard
Orde Street Public School · Public elementary1.6 km · 76% at standard
Msgr Fraser College (Isabella Campus) · Catholic secondary1.6 km

Not the assigned catchment: schools a family here could reach, with EQAO results where published.

Affordability & Mortgage

Affordability
$22,766/mo
$923KIncome needed
5.4×Price ÷ income
$5,254Weekly cost
$252,600Land transfer tax, one-time (Ontario + Toronto)
20% down4.79%25-yr amortization

Income needed assumes a ~32% GDS ratio; weekly is mortgage principal & interest only. Price ÷ income is the home price over the income needed. Fixed reference assumptions so listings compare on equal footing, not a lending decision.

93%mortgage
Mortgage $22,766Property tax $1,751Total carry $24,516

Calculate and customize your mortgage and other expenses

Adjust the down payment, rate, and amortization, and add property tax, condo fees, and heating to see your true monthly cost.

Your numbers

$
20.0%
$
%

Homes over $1.5M can't be insured, so 20% down or more is required.

4.49%
%
Live rate from Ratehub.ca

Conventional (20%+ down). Best insured 5-year fixed 4.34% via Ratehub.ca (as of October 20, 2026); conventional rates run a little higher.

years
years (your rate-locked period)
$22,095per month

Mortgage amount $3,996,000 · 4.49% over 25 years

$999,000Down payment (20.0%)
$3,996,000Loan before insurance
$0CMHC premium
$23,845Total monthly cost

Total monthly cost

Mortgage payment (monthly equivalent)
$22,095
Property tax
$1,751
Condo / maintenance fees
$0
Heating
$0
Estimated monthly cost
$23,845

Add your own property tax, condo fees, and heating on the left for a sharper total.

One-time closing costs

Ontario land transfer tax
$111,350
Toronto municipal land transfer tax
$141,250
Estimated closing costs
$252,600

Plus your down payment of $999,000. Legal fees, title insurance, and adjustments are extra and vary by deal.

Mortgage stress test

6.49%Qualifying rate
$26,742/monthPayment at the qualifying rate

Lenders qualify you at the greater of your rate plus 2% or 5.25%. You do not pay this rate. It just shows you could still handle payments if rates rose, so aim to stay comfortable at this higher number.

Over the full 25 years

$2,632,371Total interest paid
$6,628,371Total of all payments
Principal $3,996,000 Interest $2,632,371
YearPrincipalInterestBalance
1$89,174$175,961$3,906,826
2$93,223$171,912$3,813,604
3$97,455$167,680$3,716,149
4$101,880$163,255$3,614,268
5$106,506$158,629$3,507,763
6$111,342$153,793$3,396,421
7$116,397$148,738$3,280,024
8$121,682$143,453$3,158,342
9$127,207$137,928$3,031,135
10$132,982$132,152$2,898,153
11$139,020$126,114$2,759,133
12$145,332$119,802$2,613,800
13$151,931$113,204$2,461,869
14$158,829$106,305$2,303,040
15$166,041$99,094$2,136,999
16$173,580$91,555$1,963,419
17$181,461$83,674$1,781,958
18$189,700$75,435$1,592,258
19$198,313$66,822$1,393,944
20$207,317$57,817$1,186,627
21$216,730$48,404$969,897
22$226,571$38,564$743,326
23$236,858$28,277$506,468
24$247,612$17,522$258,855
25$258,855$6,280$0

At the end of your 5-year term

Total paid over the term
$1,325,674
Principal paid down
$488,237
Interest paid
$837,437
Balance remaining
$3,507,763

Talk to Team Asgarian about your options

Rates and programs change often. We will connect you with a trusted mortgage professional and build a plan that fits your budget and goals.

Let's connect

Estimates only, not a mortgage quote or pre-approval. Figures use Canadian semi-annual compounding, current minimum down-payment rules, CMHC premium tiers, and Ontario (plus Toronto, when selected) land transfer tax. Actual rates, taxes, insurance, and closing costs vary by lender and property. Confirm every number with your mortgage professional.

Investor snapshot

Rental yield
Estimate$4,200/mo
$50,400Gross annual rent
0.4%Cap rate after taxes and upkeep

Income potential: the basement has a separate entrance, which often supports a rentable in-law or second suite. That can lift real rent well above the figure above and help carry the mortgage. Ask us about permitted use in this area.

Thinking of this home as an investment? We will pull real comparable rents and run the full numbers with you.

Talk about the numbers

Estimates only. Rent is modelled on above-grade size and local norms, so a finished basement or second suite (a separate entrance often means one) can push real rent well above this. Taxes, fees, and vacancy vary by property, and cap rate is before financing. A starting point, not a final number, let us run the real ones with you.

1.0%
Gross yield
− Property tax $21,009− Insurance $1,400− Vacancy & upkeep $5,544Net operating income $22,447

All information deemed reliable but not guaranteed. For personal, non-commercial use only. Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED. MLS®/PropTx.

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