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Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
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MLS® C13784186For SaleSemi-Detached

27 Boswell Ave

Annex, Toronto, Ontario M5R 1M5

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27 Boswell Ave, Toronto, photo 1
Asking$4,995,000
Bedrooms
3
Bathrooms
4
Size
2,000–2,500sq ft
Per sq ft
$2,220at the range’s middle
Lot
25 x 95.91 ft
Tax a year
$21,0092025 tax year
Built
51-99
Parking
31 built-in
Days on market
Members

The brief

About 27 Boswell Ave

27 Boswell Ave is a 3-bedroom, 4-bathroom semi-detached house in Annex, Toronto, listed for sale at an asking price of $4,995,000 (MLS® C13784186).

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.

Insights

  • Condition Score

    Good

    1 documented update signal

    Source: Listing age, structured features and disclosed update language; not an inspection.

  • Cashflow Quality

    Shortfall

    −$18,340/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 10 semi-detached homes with 3 bedrooms for lease in Annex right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

The home

Key facts

Tax
$21,009 / 2025
MLS® number
C13784186
Board
TRREB MLS®
Property Type
Semi-Detached
Building Age
51-99
Days on market
Size
2000-2500 sqft
Lot Size
25 x 95.91 ft
Listed on
Parking
1 Built-In, 3 Parking
Listing brokerage: CHESTNUT PARK REAL ESTATE LIMITEDData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

Property details

Property

Property Type
Semi-Detached
Style
2-Storey
Community
Annex
Municipality
Toronto

Building

Size
2000-2500 sqft
Building Age
51-99
Construction
Brick

Inside

Bedrooms
3
Bathrooms
4
Bathroom Details
1 × 2pc Main, 1 × 4pc Upper, 1 × 3pc Upper, 1 × 3pc Lower
Basement Type
Finished with Walk-Out
Kitchens
1

Parking

Driveway
Private
Garage Type
Built-In
Garage
1
Additional Parking
2
Total Parking
3

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
25 ft
Depth
95.91 ft
Lot Size
25 x 95.91 ft

Additional

Foundation
Concrete Block
Roof
Asphalt Shingle
Fireplace
Yes
Pool
None
Den
Yes
Family room
Yes
Extras
As per Schedule B.

Rooms

RoomSizeFeaturesLevel
Primary3.2 × 4.65 m6 Pc Ensuite, Closet Organizers, B/I VanityUpper
Living4.42 × 5.66 mSunken Room, W/O To Terrace, Gas FireplaceMain
Kitchen5.38 × 6.48 mEat-In Kitchen, B/I Appliances, Casement WindowsMain
2nd Br3.15 × 3.91 mDouble Closet, hardwood floor, Casement WindowsUpper
Laundry1.7 × 2.72 mGlass Block Window, Porcelain Floor, Access To GarageLower
Utility2.54 × 4.14 m—Lower
3rd Br3.0 × 3.81 mCasement Windows, 3 Pc Bath, SkylightUpper
Dining2.72 × 3.81 mOpen Concept, Pot Lights, hardwood floorMain
Foyer2.13 × 2.46 mVaulted Ceiling, Double Closet, Stone FloorMain
Family4.65 × 5.41 mCombined W/Office, W/O To Patio, FireplaceLower

Listing history

Buy/sell history for 27 Boswell Ave, Toronto, Ontario

Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.

Date StartDate EndList PricePriceEventListing ID
Date StartN/AN/A$4,995,000N/AFor SaleC13784186

Members see the full history. Prices are hidden from signed-out visitors.

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $999,000

CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.

Mortgage Details

4.8% · 5-year term · 25-year amortization · 20% down

Total down payment
$999,000
Total mortgage amount
$3,996,000
Total interest payment
$2,840,700
Total purchase cost
$7,835,700
Mortgage payment
$22,789/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

84%

Monthly carrying cost

$24,540
−$18,340per month
  • Rent $6,200
  • Shortfall $18,340

Rental income opens at $6,200, the median asking rent of 10 comparable homes for lease in Annex. Type over it with the rent you expect. This is a planning tool, not advice.

Land transfer tax on this home

Ontario land transfer tax
$111,350
Toronto municipal land transfer tax
$141,250
Total land transfer tax
$252,600
First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
−$8,475
Total for first-time buyers
$244,125
See how this is worked out
0.5% on the first $55,000
$275
1.0% from $55,000 to $250,000
$1,950
1.5% from $250,000 to $400,000
$2,250
2.0% from $400,000 to $2,000,000
$32,000
2.5% from $2,000,000 to $4,995,000
$74,875
Ontario total
$111,350

Toronto’s municipal tax has its own higher brackets at this price, so it adds $141,250.

An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.

Estimate

Estimated value requires sign in

Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.

The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.

Comparable sales

Comparable sales require sign in

Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.

The land

Lot

Lot area
2,398 sq ft223 m²
Street frontage
25 ft7.6 m
Depth
95.91 ft29.2 m
25 × 95.91 ftBOSWELL AVE

The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.

Source: the MLS® listing record.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

17 records · 9 on fileRead 2026-11-04
250 m500 m1 km2 kmBeyond · area-wideNot in Toronto and Region Conservation Authority’s mapped regulated areaNo mapped wetland within 120 mNo water-supply well recorded within 250 mGroundwater recorded about 3 m below ground nearbyOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasMapped parcel: about 2,430 sq ft91 building permits issued within 250 m in the last 2 yearsNearest airport: 4.2 kmNearest rail line: 600 mA trail on the Ontario trail network within 1 kmNo licensed pit or quarry within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Toronto Hydro-Electric System LimitedWired internet 50/10 Mbps or faster is listed at a household 30 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation4

  • Not in Toronto and Region Conservation Authority’s mapped regulated areaAt the address
  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m27 test or monitoring holes also recorded.250 m
  • Groundwater recorded about 3 m below ground nearbyThe middle water level in the well records within 500 m (295 records). It changes with the season and from spot to spot.500 m

Toronto and Region Conservation Authority · Province of Ontario open data

Planning and building activity4

  • Outside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasAt the address
  • 91 building permits issued within 250 m in the last 2 years250 m
  • Nearest airport: 4.2 km4.2 km
  • Mapped parcel: about 2,430 sq ftMeasured from the municipal parcel map, which can differ from the survey and from the lot size in the listing.At the address

Province of Ontario open data · Municipal building permits · toronto.parcels

Around the home2

  • Nearest rail line: 600 m600 m
  • A trail on the Ontario trail network within 1 km1 km

Province of Ontario open data

Environmental records4

  • No licensed pit or quarry within 2 km2 km
  • No recorded oil, gas or salt well within 250 m250 m
  • No facility within 1 km reports pollutant releases to Environment CanadaThe nearest is The Governing Council of the University of Toronto — St George Campus, 1.3 km away. Only facilities above the inventory’s reporting thresholds are listed.1 km
  • No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km

Province of Ontario open data · Government of Canada open data

Power and internet3

  • Electricity is distributed here by Toronto Hydro-Electric System LimitedAt the address
  • Wired internet 50/10 Mbps or faster is listed at a household 30 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (30 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.30 m
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, Dotto One, FibreStream, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, SkyChoice Communications. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide

Ontario Energy Board · Innovation, Science and Economic Development Canada

Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Toronto and Region Conservation Authorityor the record’s publisher.

Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information licensed under the Open Government Licence – Toronto. Contains information made available under the Toronto and Region Conservation Authority Open Data Licence v1.0.

Heritage and ravine protection

  • On the Heritage Register — Part V, by-law 520-94
  • In the East Annex Heritage Conservation District, by-law 520-94
  • Not in the mapped ravine protection area

What this means: Changes outside the house, and tree removal, may need the City’s review on top of the usual permits. Ask the City before you plan work.

City of Toronto Heritage Register, Heritage Conservation Districts and the Ravine and Natural Feature Protection by-law, read at this address from the City’s maps. Contains information licensed under the Open Government Licence – Toronto.

Zoning

Zone

R (d1.0) (x471)

By-law

569-2013

Municipality

Toronto
Residential zone (R)
  1. 1 d1.0

    Density: floor area is capped at 1.0 times the lot area.

  2. 2 x471

    Site-specific exception 471: this site has rules of its own, written in the by-law.

  3. 3 Where this is written

    Chapter 10, section 10.10 of By-law 569-2013 · Exception 900.2.10(471)

  4. 4 What that means in practice

    These are the zone’s rules, not permission for this lot. What can be built also depends on the exceptions, overlays and setbacks that apply here. Confirm with the City before you plan.

City of Toronto Zoning By-law 569-2013, read at this address from the City’s zoning map. Open the City’s zoning map. Contains information licensed under the Open Government Licence – Toronto.

Permit history

3 building permits cleared at this address in the City’s file.

  • Building Permit Related(MS)Closed

    HVAC - Interior alteration to existing single family semi detached brick dwelling. Replace rear deck w/ minor alterations to existing exterior openings.

    Issued March 31, 2022

  • Building Permit Related(PS)Closed

    Plumbing - Interior alteration to existing single family semi detached brick dwelling. Replace rear deck w/ minor alterations to existing exterior openings.

    Issued December 9, 2021

  • Multiple ProjectsInspection

    Interior alteration to existing single family semi detached brick dwelling. Replace rear deck w/ minor alterations to existing exterior openings.

    Issued December 9, 2021

City of Toronto Open Data — cleared building permits, which begin in 2017. Contains information licensed under the Open Government Licence – Toronto.

Signals around this home

Changing nearby

Changing nearby. 6 open development applications within 800 m of this home.

  • 148 AVENUE RDSite planUnder Review

    Site Plan Approval for a 38-storey mixed-use building containing 110 dwelling units and 411.8 square metres of non-residential gross floor area.


    280 m away

  • 150 AVENUE RDSite planUnder Review

    Site Plan Approval for a 38-storey mixed-use building containing 110 dwelling units and 411.8 square metres of non-residential gross floor area.


    290 m away

  • 234 DAVENPORT RDSite planUnder Review

    Site Plan Approval for a 38-storey mixed-use building containing 110 dwelling units and 411.8 square metres of non-residential gross floor area.


    290 m away

  • 222 DAVENPORT RDSite planUnder Review

    Site Plan Approval for a 38-storey mixed-use building containing 110 dwelling units and 411.8 square metres of non-residential gross floor area.


    290 m away

  • 224 DAVENPORT RDSite planUnder Review

    Site Plan Approval for a 38-storey mixed-use building containing 110 dwelling units and 411.8 square metres of non-residential gross floor area.


    300 m away

  • 152 AVENUE RDSite planUnder Review

    Site Plan Approval for a 38-storey mixed-use building containing 110 dwelling units and 411.8 square metres of non-residential gross floor area.


    300 m away

City of Toronto Open Data — Development Applications and Building Permits (cleared permits since 2017). An application is a proposal: it may change, be refused or never be built. Contains information licensed under the Open Government Licence – Toronto.

The market

Semi-detached homes for sale in Annex right now

For sale now
18
Median asking price
$3.44M

Middle half: $1.82M to $4.42M

New in 7 days
4

5 in 28 days

Price cuts
17%

3 listings

This home is asking 45% above the median, higher than three quarters of them.

See all homes in Annex

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

Market area · filters apply to the charts below

The street

Transit nearby

StationLinesDistance
St George StationTTC subway: Line 1 Yonge-University, Line 2 Bloor-Danforth400 m
Bay StationTTC subway: Line 2 Bloor-Danforth600 m
Museum StationTTC subway: Line 1 Yonge-University700 m
Union StationTTC subway: Line 1 Yonge-UniversityGO Transit train: Barrie, Kitchener, Lakeshore East, Lakeshore West, Milton, Richmond Hill, StouffvilleUP Express train3.3 km
Eglinton StationTTC subway: Line 1 Yonge-UniversityTTC light rail: Line 5 Eglinton3.7 km

The nearest subway, light rail, train, bus rapid transit stations 5 km, as the crow flies. Source: TTC schedule data (GTFS) from the Toronto Transit Commission under the Open Government Licence – Toronto; GO Transit and UP Express schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx, downloaded October 18, 2026. Contains information licensed under the Open Government Licence – Toronto. Data used in this product or service is provided with the permission of Metrolinx. Metrolinx makes no representations or warranties of any kind, express or implied, with respect to the Data and assumes no responsibility for the accuracy or currency of the data used in this product or service. Contains information licensed under the Open Government Licence – Ontario – Metrolinx.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Jesse Ketchum Junior and Senior Public SchoolToronto DSBPublic · grades JK–8400 m89%Grade 6 average
Huron Street Junior Public SchoolToronto DSBPublic · grades JK–6500 m74%Grade 6 average
Our Lady of Lourdes Catholic SchoolToronto CDSBCatholic · grades JK–81.9 km66%Grade 6 average
ÉÉC du Sacré-Coeur-TorontoConseil scolaire catholique MonAvenirFrench-language Catholic · grades JK–62.3 km60%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
St Joseph's College SchoolToronto CDSBCatholic · grades 9–121.1 km66%Grade 9 math
Central Technical SchoolToronto DSBPublic · grades 9–121.4 km34%Grade 9 math
Loretto College SchoolToronto CDSBCatholic · grades 9–121.4 km40%Grade 9 math
Collège français secondaireConseil scolaire ViamondeFrench-language public · grades 9–121.9 km86%Grade 9 math

EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.

The verdict

Similar Active Listings

Recently sold nearby

Sold prices in Annex are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record