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Caledon, King, Toronto, New Tecumseth & Orangeville(437) 228-3434
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MLS® C13784786For SaleDetached

38 Fifeshire Rd

St. Andrew-Windfields, Toronto, Ontario M2L 2G6

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38 Fifeshire Rd, Toronto, photo 1
Asking$4,549,999
Bedrooms
4+1
Bathrooms
5
Size
3,000–3,500sq ft
Per sq ft
$1,400at the range’s middle
Lot
117.88 x 199.45 ft
Tax a year
$15,1002025 tax year
Parking
122 built-in
Days on market
Members

The brief

About 38 Fifeshire Rd

38 Fifeshire Rd is a 4+1-bedroom, 5-bathroom detached house in St. Andrew-Windfields, Toronto, listed for sale at an asking price of $4,549,999 (MLS® C13784786).

A rare ravine lot, nearly half an acre in size! Seize the opportunity to build your dream home on one of Toronto's most prestigious streets, in the coveted Bayview and York Mills enclave. 38 Fifeshire Road offers a canvas of serenity and prestige - framed by mature trees and lush natural surroundings - ideal for visionary architects and discerning homeowners. The existing residence offers nearly 5,000 square feet of living space, but the true allure lies in the land's potential: imagine a custom estate with sweeping terraces, an infinity pool, or private gardens, tailored to your vision. Just moments from Bayview Village, top schools, fine dining, and easy access to major highways. This is more than a home - it's a legacy in the making on one of Toronto's most iconic streets.

Insights

  • Condition Score

    Good

    6 condition-related facts documented

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

  • Cashflow Quality

    Shortfall

    −$15,116/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 6 detached homes with 5 bedrooms for lease in St. Andrew-Windfields right now. Cost of owning counts the mortgage and property tax.

Condition uses listing-record signals, not an inspection.

The home

Key facts

Tax
$15,100 / 2025
MLS® number
C13784786
Board
TRREB MLS®
Property Type
Detached
Days on market
Size
3000-3500 sqft
Lot Size
117.88 x 199.45 ft
Listed on
Parking
2 Built-In, 12 Parking
Listing brokerage: HARVEY KALLES REAL ESTATE LTD.Data 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
Detached
Style
2-Storey
Community
St. Andrew-Windfields
Municipality
Toronto

Building

Size
3000-3500 sqft
Construction
Brick

Inside

Bedrooms
4+1
Bathrooms
5
Bathroom Details
1 × 6pc, 1 × 3pc, 2 × 2pc, 1 × 5pc
Basement Type
Finished with Walk-Out
Kitchens
1

Parking

Driveway
Circular
Garage Type
Built-In
Garage
2
Additional Parking
10
Total Parking
12

Utilities

Water
Municipal
Cooling
Central Air
Heating Type
Forced Air

Land

Sewer
Sewers
Frontage
117.88 ft
Depth
199.45 ft
Lot Size
117.88 x 199.45 ft

Additional

Foundation
Concrete
Roof
Asphalt Shingle
Fireplace
Yes
Pool
Inground
Den
Yes
Family room
Yes
Extras
All existing appliances & window coverings. All existing light fixtures except chandeliers listed In exclusions.

Rooms

RoomSizeFeaturesLevel
Living4.54 × 6.73 mO/Looks Backyard, Window Flr to Ceil, BroadloomMain
Dining3.99 × 4.53 mO/Looks Backyard, Large WindowMain
Kitchen4.04 × 5.3 mB/I Appliances, Breakfast Area, Tile FloorMain
Family3.86 × 5.57 mBeamed, Fireplace, O/Looks BackyardMain
Office3.35 × 3.03 mO/Looks Garden, B/I Shelves, BroadloomMain
Primary4.54 × 5.83 m6 Pc Ensuite, W/I Closet, Double Closet2nd
2nd Br4.56 × 3.75 mLarge Closet, Broadloom, Picture Window2nd
3rd Br4.28 × 3.62 mDouble Closet, Broadloom, Picture Window2nd
4th Br3.48 × 3.96 m2 Pc Ensuite, W/I Closet, Picture Window2nd
Rec4.4 × 7.55 mW/O To Yard, Stone FireplaceLower
Br3.6 × 3.0 mLarge Window, Large Closet, BroadloomLower

Listing history

Buy/sell history for 38 Fifeshire Rd, 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$4,549,999N/AFor SaleC13784786

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

The numbers

Mortgage Calculator

Plan with the current asking price

20% · $910,000

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
$910,000
Total mortgage amount
$3,639,999
Total interest payment
$2,587,401
Total purchase cost
$7,137,400
Mortgage payment
$20,758/mo

Cash Flow Analysis

If you rented this home out at 20% down

Break-even down payment

78%

Monthly carrying cost

$22,016
−$15,116per month
  • Rent $6,900
  • Shortfall $15,116

Rental income opens at $6,900, the median asking rent of 6 comparable homes for lease in St. Andrew-Windfields. 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
$100,225
Toronto municipal land transfer tax
$121,225
Total land transfer tax
$221,450
First-time buyer rebates (Ontario up to $4,000 + Toronto up to $4,475)
−$8,475
Total for first-time buyers
$212,975
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 $4,549,999
$63,750
Ontario total
$100,225

Toronto’s municipal tax has its own higher brackets at this price, so it adds $121,225.

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

Street frontage
117.88 ft35.9 m
Depth
199.45 ft60.8 m

The record marks this lot irregular, so its area is not the frontage multiplied by the depth. It is not given here. Confirm with a survey before you buy.

Source: the MLS® listing record, measured by GeoWarehouse.

Land and environment

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

15 records · 8 on fileRead 2026-11-04
250 m500 m1 km2 kmBeyond · area-wideInside Toronto and Region Conservation Authority’s mapped regulated areaNo mapped wetland within 120 mNo water-supply well recorded within 250 mOutside the Greenbelt, Oak Ridges Moraine and Niagara Escarpment plan areasMapped parcel: about 20,500 sq ft18 building permits issued within 250 m in the last 2 yearsNearest airport: 5.2 kmA 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 this locationAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record Checked, none on record

Water and conservation3

  • Inside Toronto and Region Conservation Authority’s mapped regulated areaHere the area is drawn from crest of slope mapping. Work on the property, such as an addition or grading, may need a permit from Toronto and Region Conservation Authority. It does not mean the house floods.At the address
  • No mapped wetland within 120 m120 m
  • No water-supply well recorded within 250 m2 test or monitoring holes also recorded.250 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
  • 18 building permits issued within 250 m in the last 2 years250 m
  • Nearest airport: 5.2 km5.2 km
  • Mapped parcel: about 20,500 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 home1

  • 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 Vishay Precision Group Canada ULC (KELK), 2.9 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 this locationFixed 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.At the address
  • Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: Beanfield Metroconnect, Bell, CIK Telecom, FibreStream. Cable: Rogers. DSL: Bell. Fixed wireless: 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

  • Not found on the Heritage Register
  • Not in a mapped Heritage Conservation District
  • In the mapped Ravine and Natural Feature 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

RD (f30.0; a1850) (x975)

By-law

569-2013

Municipality

Toronto
Residential Detached zone (RD)
  1. 1 f30.0

    Frontage: at least 30.0 m.

  2. 2 a1850

    Lot area: at least 1850 m² per dwelling unit.

  3. 3 x975

    Site-specific exception 975: this site has rules of its own, written in the by-law.

  4. 4 Where this is written

    Chapter 10, section 10.20 of By-law 569-2013 · Exception 900.3.10(975)

  5. 5 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

No building permits on file at this address.

Signals around this home

Changing nearby

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

  • 2654 BAYVIEW AVEPlan of subdivisionUnder Review

    INACTIVE Plan of Subdivision application to permit twelve townhouses fronting onto Bayview Avenue and 5 single detached dwellings fronting onto a new public street (Ref: 18 140522 NNY 25 OZ).


    460 m away

  • 2654 BAYVIEW AVEOfficial plan or zoning amendmentUnder Review

    OPA and Zoning By-law Amendment Application proposes the development of a 7-storey residential building. The building will provide a total of 168 residential units, being a mix of 1-bedroom, 2-bedroom and 3-bedrooms. A paved access from Bayview Ave along the southern property line will be provided, leading to 2 levels of below-grade parking, providing a total of 184 parking spaces; as well as 127 bicycle parking spaces. The proposed development provides a total GFA of 22,102.00 square metres and a FSI of 2.85. Additionally, the proposed development provides 336.00 square metres of indoor amenity space and 680.00 square metres of outdoor amenity space.


    460 m away

  • 2660 BAYVIEW AVEOfficial plan or zoning amendmentUnder Review

    OPA and Zoning By-law Amendment Application proposes the development of a 7-storey residential building. The building will provide a total of 168 residential units, being a mix of 1-bedroom, 2-bedroom and 3-bedrooms. A paved access from Bayview Ave along the southern property line will be provided, leading to 2 levels of below-grade parking, providing a total of 184 parking spaces; as well as 127 bicycle parking spaces. The proposed development provides a total GFA of 22,102.00 square metres and a FSI of 2.85. Additionally, the proposed development provides 336.00 square metres of indoor amenity space and 680.00 square metres of outdoor amenity space.


    480 m away

  • 2660 BAYVIEW AVEPlan of subdivisionUnder Review

    INACTIVE Plan of Subdivision application to permit twelve townhouses fronting onto Bayview Avenue and 5 single detached dwellings fronting onto a new public street (Ref: 18 140522 NNY 25 OZ).


    480 m away

  • 2656 BAYVIEW AVEPlan of subdivisionUnder Review

    INACTIVE Plan of Subdivision application to permit twelve townhouses fronting onto Bayview Avenue and 5 single detached dwellings fronting onto a new public street (Ref: 18 140522 NNY 25 OZ).


    490 m away

  • 2656 BAYVIEW AVEOfficial plan or zoning amendmentUnder Review

    OPA and Zoning By-law Amendment Application proposes the development of a 7-storey residential building. The building will provide a total of 168 residential units, being a mix of 1-bedroom, 2-bedroom and 3-bedrooms. A paved access from Bayview Ave along the southern property line will be provided, leading to 2 levels of below-grade parking, providing a total of 184 parking spaces; as well as 127 bicycle parking spaces. The proposed development provides a total GFA of 22,102.00 square metres and a FSI of 2.85. Additionally, the proposed development provides 336.00 square metres of indoor amenity space and 680.00 square metres of outdoor amenity space.


    490 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

Detached homes for sale in St. Andrew-Windfields right now

For sale now
78
Median asking price
$4.34M

Middle half: $2.92M to $5M

New in 7 days
2

17 in 28 days

Price cuts
14%

11 listings

This home is asking 5% above the median.

See all homes in St. Andrew-Windfields

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
Bayview StationTTC subway: Line 4 Sheppard1.4 km
York Mills StationTTC subway: Line 1 Yonge-University1.6 km
Oriole GOGO Transit train: Richmond Hill2.5 km
Finch StationTTC subway: Line 1 Yonge-UniversityYRT bus rapid transit: Viva Blue3.5 km
Leaside StationTTC light rail: Line 5 Eglinton5 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 schedule data (GTFS) from Metrolinx under the Open Government Licence – Ontario – Metrolinx; YRT schedule data (GTFS) from York Region Transit under the YRT Open Data Licence 2.0, 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. Contains public transit Information made available under YRT's Open Data Licence.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Owen Public SchoolToronto DSBPublic · grades JK–5 · French Immersion600 m59%Grade 3 average
Avondale Public SchoolToronto DSBPublic · grades JK–8900 m77%Grade 6 average
St Gabriel Catholic SchoolToronto CDSBCatholic · grades JK–81.6 km69%Grade 6 average
École élémentaire Paul-DemersConseil scolaire ViamondeFrench-language public · grades JK–63.8 km95%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
York Mills Collegiate InstituteToronto DSBPublic · grades 9–12 · French Immersion1.5 km81%Grade 9 math
École secondaire Étienne-BrûléConseil scolaire ViamondeFrench-language public · grades 9–121.7 km77%Grade 9 math
Cardinal Carter Academy for the ArtsToronto CDSBCatholic · grades 9–121.8 km87%Grade 9 math
Earl Haig Secondary SchoolToronto DSBPublic · grades 9–122 km84%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 St. Andrew-Windfields are shown to signed-in members.

Email Kassaundra Dobson, Broker of Record