Listed for:Listed Sep 15, 2026
$4,549,999

38 Fifeshire Road

North York (St. Andrew-Windfields), ON M2L 2G6

Detached House For Sale
Kim Karimi
Kim Karimi

Real Estate Broker

416-838-3031
Down Payment AssistanceGet Best Mortgage Rates

Sale & Price History for 38 Fifeshire Road, North York, St. Andrew-Windfields

No listing history available

Real estate boards require you to or to see the full details of this property.

*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.

About 38 Fifeshire Road, North York, St. Andrew-Windfields

Summarized Description

  • Rare opportunity to build on prestigious Fifeshire Road
  • Expansive ravine lot nearly 1/2 an acre
  • Existing residence offers 5,000 sq ft of living space
  • Potential for custom-designed estate with luxury features
  • Surrounded by lush greenery and natural beauty
  • Close to elite schools, shopping, and dining
  • Seamless access to major highways for connectivity
  • A legacy property in one of Toronto's iconic neighborhoods

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.

Key Facts & Features

Property Costs

Annual Property Tax Amount
$15,100
Land Transfer Tax Fee
$215,950

Rental Items

Rental Equipment
Hot water tank if a rental

Basement Type
Finished with Walk-Out

Interior Features

Interior Extras
None
Fireplace/Stove
Yes
Elevator
No

Exterior Features

Pool
Inground

Building

Building Type
Detached
Building Style
2-Storey

Construction

Exterior Finish
Brick
Roof
Asphalt Shingle
Foundation Details
Concrete
Special Designation
Unknown

Lot

Lot Front
117.88 ft
Lot Depth
199.45 ft
Lot Size
20505.23
Lot Shape
Irregular

Inclusions

Inclusions
All existing appliances & window coverings. All existing light fixtures except chandeliers listed In exclusions.

Exclusions

Exclusions
Dining room & all bedrooms chandeliers, Main floor foyer & 2nd floor foyer chandeliers.

Parking & Garages

Garage Type
Built-In
Garage Spaces
2
Parking Spaces
10
Total Garage And Parking Spaces
12

Heating & Cooling

Heat Source
Gas
Heat Type
Forced Air
Air Conditioning
Central Air
Water
Municipal
Sewers
Sewer

Bedrooms
4 + 1
Washrooms
5
Kitchens
1
Family / bonus room
Yes

Room sizes

  • Dining Room—
    Main level, Overlooks Backyard, Large Window
  • Office—
    Main level, Overlooks Garden, B/I Shelves, Broadloom
  • Kitchen—
    Main level, B/I Appliances, Breakfast Area, Tile Floor
  • Bedroom 4—
    Second level, 2 Pc Ensuite, Walk-In Closet(s), Picture Window
  • Bedroom—
    Lower level, Large Window, Large Closet, Broadloom
  • Bedroom 2—
    Second level, Large Closet, Broadloom, Picture Window
  • Bedroom 3—
    Second level, Double Closet, Broadloom, Picture Window
  • Primary Bedroom—
    Second level, 6 Pc Ensuite, Walk-In Closet(s), Double Closet
  • Living Room—
    Main level, Overlooks Backyard, Window Floor to Ceiling, Broadloom
  • Recreation—
    Lower level, W/O To Yard, Stone Fireplace
  • Family Room—
    Main level, Beamed Ceilings, Fireplace, Overlooks Backyard

Washrooms

  • 6-piece
  • 3-piece
  • 2-piece
  • 5-piece

Municipality
North York
Neighbourhood
St. Andrew-Windfields
Main cross streets
Bayview/York Mills
Directions
Bayview/York Mills

MLS® number
C13784786
Data source
Toronto Regional Real Estate Board
Listed on
2026-09-15
Updated on
2026-10-02
Days on market
33 days
Possession type
Flexible
Co-op commission
2.5% + HST
Seller
Listed by
HARVEY KALLES REAL ESTATE LTD.

Home Market Value

Current home valuation for 38 Fifeshire Road, North York, St. Andrew-Windfields, North York, ON. Listed for $4,549,999

HOMEH Estimate

?

$4,020,982

Estimated Sales Range

?

$2,412,589 - $5,629,375

HOMEH Estimate for 38 Fifeshire Road, North York, St. Andrew-Windfields

Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.

$4,020,982Low confidence
Based on 9 comparable properties
+ $529,017 (13%) above our estimate
See the full analysisFree Every recent nearby sale behind this number

For the owner

Is this your home? Track its value.

Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.

Mortgage Payment Calculator

Compare up to 4 down payment scenarios

$
North York, ON
Minimum Down Payment Required:20.0%

20% required for homes $1.5M or more

Minimum down payment

$910,000

Scenario 1 Scenario 2 Scenario 3 Scenario 4
−Down payment
%
$
%
$
%
$
%
$
+CMHC insurance
$0$0$0$0
=Total mortgage
$3,639,999$3,412,499$3,184,999$2,957,499
Amortization
Mortgage rate
%
%
%
%
Payment frequency
=Mortgage payment
$17,772monthly$16,662monthly$15,551monthly$14,440monthly
Are you a first time home buyer?

Land Transfer Tax

Provincial

$100,225

Municipal (Toronto)

$115,725

Total Land Transfer Tax

$215,950

Around this home

0/100Loading...
0/100Loading...
0/100Loading...
Map unavailable

No schools found nearby

Ask HOMEH

New!
H

Hi there!

👋

Text or call (416) 301-9001

Recommended for you

Based on homes you've looked at.

No recommended properties found.

Nearby similar homes

No nearby properties found.