38 Fifeshire Road, Toronto, ON

$4,549,999
MLS#:C13784786
5 beds
5 baths
3000-3500 sqft
12.0 parking
Residential Freehold
Residential Freehold for sale - 5 Bed, 5 Bath Home at 38 Fifeshire Road Toronto ON listed at $4,549,999 (MLS# C13784786) - Main View
Open House
For Sale
Added:Sep 15, 2026(44 days ago)
Updated:Oct 29, 2026(today)
Last Checked:19 minutes ago

Property Highlights

Welcome to this remarkable 2-Storey detached located in the coveted neighborhood of St. Andrew-Windfields. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $4,549,999 to acquire a beautiful home in a highly sought-after setting. Designed for both comfortable daily living and elegant entertaining, the layout maximizes natural light, functional flow, and lifestyle utility.

  • 5 Bedrooms and 5 Bathrooms
  • Generous living space spanning 3000-3500 sqft on a premium 117.88 x 199.45 ft lot
  • Features a finished with walk-out basement, adding superb versatility for recreation, a home gym, or extra storage
  • Ample parking with 2.0 garage spaces (12.0 total parking spaces) with a convenient built-in configuration
  • Notable attributes: None
  • equipped with central air central cooling and highly efficient forced air heating via gas

Description

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.

Upcoming Open Houses

1 Scheduled
Saturday, October 31, 20262:00 PM - 4:00 PMPublic
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Property Summary

This detached home located at 38 Fifeshire Road, Toronto is currently for sale and has been available for 44 days. This property is listed at $4,549,999 with an estimated mortgage of $15,145* per month. It has 5 beds, 5 bathrooms, and is 3000-3500 square feet. 38 Fifeshire Road, Toronto is in the St. Andrew-Windfields neighborhood.

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* Estimated mortgage assumes a 30% down payment, 4.00% interest rate, and 30-year amortization.
Is this a Good Home for Families?

Yes! Featuring 5 bedrooms and 5 bathrooms, this home offers ample space and comfort for growing families in St. Andrew-Windfields, Toronto.

Highly Recommended for Families
What We Love About This Home
  • •5 spacious bedroom layout offering versatile living space
  • •5 well-appointed bathrooms
  • •3000-3500 sqft of generous functional square footage
Standout Features & Layout
Who Should Buy This Home?

Growing families needing multi-bedroom flexibility and space in St. Andrew-Windfields, Toronto.

Target Buyer Match

Key Features

Bedrooms
5
Bathrooms
5
Kitchens
1
Living Area
3000-3500 sqft
Property Type
Residential Freehold

Additional Details

StatusActive
Price$4,549,999
AddedSep 15, 2026 (44 days ago)
UpdatedOct 29, 2026 (today)
Last Checked19 minutes ago
Transaction TypeFor Sale
List Office NameHARVEY KALLES REAL ESTATE LTD.

Property Details

Property Sub-TypeDetached
Architectural Style2-Storey
ConstructionBrick
BasementFinished with Walk-Out
Lot Size117.88 × 199.45 Feet
CountyToronto
Annual Tax$15,099.75
Rental ItemsHot water tank if a rental
Legal DescriptionPARCEL 487 - 1 SECTION M866 LOT 487 , PLAN 66M866, S/T EASE OVER PT 6,66R1602 AS IN A196238 SUBJECT TO A77396, TORONTO

Parking & Garage

Parking Total12.0
Parking Space10
Garage Parking2.0
Garage TypeBuilt-In

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
CoolingCentral Air

Features

Property Features

None listed

Interior Features

  • None

Security Features

None listed

Community Features

None listed

Property History

No historical data available for this property.

This could be the first listing for this address.

Toronto Home Buyer Advisory & Market HubActive MLS® Listing in Toronto, Ontario

Looking to Buy a Home in Toronto?

If you are looking for a house in Toronto or researching Toronto real estate for sale, this 5-bedroom detached at 38 Fifeshire Road, Toronto, ON offers an exceptional opportunity to buy a home in Toronto, Ontario. Whether you are a first-time Toronto home buyer or comparing active Toronto MLS® homes for sale, working with a dedicated Toronto buyer agent ensures you receive priority showing access, unrepresented buyer protection, and aggressive price negotiation.

Toronto Homes for Sale & MLS® Listings

Browse all verified Toronto real estate listings, compare active Toronto houses for sale, and view brand new MLS® inventory before it hits the open market.

Dedicated Toronto Buyer Agent

Under Ontario REBBA/TRESA regulations, the listing brokerage is legally bound to the seller's financial interests. Work with an experienced Toronto realtor & real estate broker who represents you 100%—at zero cost to you as a buyer.

Toronto Buyer Budget & Costs

Estimated mortgage: $15,145*/month*. Estimated Ontario Land Transfer Tax: $200,450. First-time Toronto home buyers may qualify for up to $8,475 in rebates.

Frequently Asked Questions: Buying a Home in Toronto

Frequently Asked Questions about 38 Fifeshire Road, Toronto, ON

Q.What is the asking price for 38 Fifeshire Road, Toronto, ON ?

The current listing price for 38 Fifeshire Road, Toronto, ON in St. Andrew-Windfields, Toronto is $4,549,999.

Q.How many bedrooms and bathrooms does this property have?

This property features 5 bedrooms and 5 bathrooms across approximately 3000-3500 sqft.

Q.What property type and architectural style is 38 Fifeshire Road, Toronto, ON ?

38 Fifeshire Road, Toronto, ON is a Detached (2-Storey) featuring a Finished with Walk-Out basement.

Q.What interior features are included in this home?

Interior highlights include: None.

Q.Is parking available at this property?

Yes, this property offers parking space for 12.0 vehicles (Built-In).

Q.What heating and cooling systems are installed?

Heating is provided via Gas and cooling via Central Air.

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Location

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38 Fifeshire Road, Toronto, ON

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Neighborhood Safety Index

Neighborhood Safety & Crime Analytics

St. Andrew-Windfields, Toronto

SAFETY RATING8.2 / 10
Low Incident Area
Total Annual Incidents344 incidents / yr
Average Per Month28.7 incidents / mo
Population BenchmarkArea Average residents
Personal Safety
Very Low

161 assaults (45.0/100k)

Property Security
Low

43 B&E (40.0/100k)

Auto Theft Risk
Low Risk

60 thefts (45.0/100k)

1-Year Trend
â–¼ 5.5%

Improving vs previous year

How Per-Capita Rate (Per 100,000 Residents) Is Calculated:

Formula: (Annual Occurrences / Population) × 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.

Source: Toronto Police Service (TPS) ArcGIS Open Data
Halton & GTA Police Network

Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.

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Pricing & Value Insights

Data-driven valuation for 38 Fifeshire Road, Toronto, ON M2L 2G6

Estimated Sales Range
$4,322,000 - $4,459,000

Based on 0 recent similar sales in the pocket.

Market Speed
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Properties in this area are selling at a steady pace.

Market Trend
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Mortgage & Affordability Audit

Calculate your monthly payment, minimum downpayment, and land transfer taxes for this home in Toronto.

Configure Loan Settings

Interest Rate4.00%
Down Payment$1,365,000 (30.0%)
* Minimum Canadian down payment required for this price is $910,000.
Amortization Period30 Years
Estimated Monthly Payment$15,145Based on a loan of $3,184,999 over 30 years.
Purchase Price$4,549,999
Loan Amount$3,184,999
Provincial Land Transfer Tax:$100,225
Toronto Municipal Land Transfer Tax:$100,225
Total Estimated Closing Taxes:$200,450

About Purchasing a Home in Toronto, ON

For a property listed at $4,549,999 in Toronto, the legal minimum down payment is $910,000 under current Canadian banking regulations. This calculation applies a 5% requirement on the first $500,000, 10% on the next $499,999, and a flat 20% on any amount exceeding $1,000,000.

Additionally, buyers in Ontario must budget for the Provincial Land Transfer Tax, which is estimated at $100,225 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $100,225 also applies, bringing the total estimated land transfer taxes to $200,450.

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Toronto Neighborhood Guide

Comprehensive city-wide demographics, local real estate stats, and school rankings for Toronto.

Verified Local Data
City Population656,480
City Median Age35.8 Yrs
City Ownership76% Owners
Avg Area List Price$1,439,967

People & Families

Age Distribution

Household Composition

One-person households
14%
Families with children
58%
Couples without children
20%
Other households
8%

Top Ethnic Origins

Indian42%
Canadian10%
English6%
Jamaican5%

Best Schools in Toronto

Elementary Schools

St Monica
Public14 Broadway Avenue, Toronto, Ontario, M4P 1T4
6.9
Deer Park
Public23 Ferndale Avenue, Toronto, Ontario, M4T 2B4
6.9
Blythwood
PublicToronto, Ontario, M4G 0A6
9.4
John Ross Robertson
Public130 Glengrove Avenue West, Toronto, Ontario, M4R 1P2
8.5
St Anselm
Public182 Bessborough Drive, Toronto, Ontario, M4G 3J9
8.7

Secondary Schools

North Toronto
Public17 Broadway Avenue, Toronto, Ontario, M4P 1T7
8.4
Northern
Public851 Mount Pleasant Road, Toronto, Ontario, M4P 2L5
8.2
Marshall McLuhan
Public1107 Avenue Road, Toronto, Ontario, M5N 3B1
7.2
Leaside
Public200 Hanna Road, Toronto, Ontario, M4G 3N8
9.1
Forest Hill
Public78 Dunloe Road, Toronto, Ontario, M5P 2T6
7.5

Toronto Demographic Home information

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied76%
Rented24%

Need more details or a custom CMA?

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Notice: Market Insights are generated by analyzing real-time data and should be used for informational purposes only. Consult with a licensed professional for exact valuations.

Disclaimer: AI Insights are generated by an automated system and should be used for informational purposes only. While we strive for accuracy using current market data and deep-learning models, these assessments do not constitute professional real estate, legal, or financial advice. All property values, predictions, and scores are estimates. We strongly recommend verifying all property details and conducting independent due diligence with a licensed professional before making any purchase decisions.

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