387 Kennedy Avenue, Toronto, ON

$2,099,000
MLS#:W13020526
4 beds
3 baths
1500-2000 sqft
1.0 parking
Residential Freehold
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This listing is no longer active (Sold)

This property has been sold, leased, or taken off the market. You can view similar active listings below.

Property Highlights

Welcome to this remarkable 3-Storey detached located in the coveted neighborhood of High Park North. Expertly crafted featuring premium brick construction, this residence presents an exceptional opportunity offered at $2,099,000 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.

  • 4 Bedrooms and 3 Bathrooms
  • Generous living space spanning 1500-2000 sqft on a premium 34.42 x 88 ft lot
  • Features a separate entrance, finished basement, adding superb versatility for recreation, a home gym, or extra storage
  • 1.0 total parking spaces available
  • Notable attributes: Other
  • equipped with central air central cooling and highly efficient forced air heating via gas

Description

Welcome to a home that truly has it all, an unbeatable location, private drive, exceptional design, and 2,600 square feet of thoughtfully finished living space. Professionally designed with attention to detail, this residence showcases timeless style, modern luxury, and quality craftsmanship throughout. Situated on Kennedy Avenue within a close knit community, this home offers both presence and warmth.The main floor features bright open concept living with wide plank engineered hardwood floors throughout. A bay window fills the living room with natural light, while a fireplace creates a cozy focal point. The adjoining spacious dining room is ideal for entertaining, and the updated kitchen blends function and sophistication with in-floor heating, modern appliances, and direct access to the landscaped & turf backyard.The 2nd level offers 3 generously sized bedrooms, a family bathroom, and an office area, providing flexibility for family living or working from home.The 3rd floor addition is dedicated to a fabulous private primary retreat with soaring ceilings, ample space for a king sized bed and sitting area, 2 double door closets, built in cabinetry, a private balcony, and a spa-inspired ensuite featuring a deep soaker tub, double vanities, and a glass shower. The lower level was completely rebuilt and underpinned with a new foundation. Enjoy the high ceilings and radiant heated floors, above-grade windows which bring in natural light, a spacious rec room with wall-to-wall storage, a three piece bathroom, a modern laundry room, and a functional mudroom which complete this beautifully finished space. Perfectly situated in HighPark/BloorWest , with tree-lined streets, charming boutiques & cafés along Bloor St W and the Junction, and easy access to High Park. Steps to subway with convenient connections to downtown, major highways, and Pearson Airport, this vibrant neighbourhood offers Runnymede Jr/Sr & Humberside CI catchments & a strong sense of community.

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Key Features

Bedrooms
4
Bathrooms
3
Kitchens
1
Living Area
1500-2000 sqft
Property Type
Residential Freehold

Additional Details

StatusSold
Sold DateApril 28, 2026
Sold price information is available to members only
Listed Date4/20/2026
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
Architectural Style3-Storey
ConstructionBrick
BasementSeparate Entrance, Finished
Lot Size34.42 × 88 Feet
CountyToronto
Annual Tax$9,916.25
Legal DescriptionPCL 32-2 SEC M421; PT LT 32 PL M421 TORONTO (Cont'd in Schedule C)

Parking & Garage

Parking Spaces1.0
Garage Spaces1
Garage TypeNone

Heating & Cooling

Heat SourceGas
Heat TypeForced Air
CoolingCentral Air

Features

Property Features

Interior Features

Other

Security Features

Community Features

Location

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387 Kennedy Avenue, Toronto, ON
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Property History

No historical data available for this property.

This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 387 Kennedy Avenue, Toronto W02, ON M6P 3C5

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

Market Speed
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Mortgage & Affordability Audit

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

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Interest Rate5.25%
Down Payment$419,800 (20.0%)
* Minimum Canadian down payment required for this price is $419,800.
Amortization Period25 Years
Estimated Monthly Payment$10,007Based on a loan of $1,679,200 over 25 years.
Purchase Price$2,099,000
Loan Amount$1,679,200
Provincial Land Transfer Tax:$38,950
Toronto Municipal Land Transfer Tax:$38,950
Total Estimated Closing Taxes:$77,900

About Purchasing a Home in Toronto, ON

For a property listed at $2,099,000 in Toronto, the legal minimum down payment is $419,800 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 $38,950 for this transaction. Since the property is located in Toronto, a municipal land transfer tax of $38,950 also applies, bringing the total estimated land transfer taxes to $77,900.

Nearby Listings

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City & Neighborhood Guide

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

Verified Local Data
City Population2,794,356
City Median Age39.2 Yrs
City Ownership48% Owners
Avg Area List Price$1,328,543

People & Families

Age Distribution

Household Composition

One-person households
32%
Families with children
36%
Couples without children
24%
Other households
8%

Top Ethnic Origins

Chinese11%
English9%
Canadian8%
East Indian8%

Local Schools Guide

Elementary Schools

Keele Street
Public99 Mountview Avenue, Toronto, Ontario, M6P 2L5
6.7
Perth Avenue
Public14 Ruskin Avenue, Toronto, Ontario, M6P 3P8
6.5
Indian Road Crescent
Public285 Indian Road Crescent, Toronto, Ontario, M6P 2G8
7.7
Howard
Public30 Marmaduke Street, High Park-Swansea, Toronto, Ontario, M6R 1T2
7.6
High Park Alternative
Public265 Annette Street, Toronto, Ontario, M6P 1R3
10.0

Secondary Schools

Bishop Marrocco/Thomas Merton
Public1515 Bloor Street West, Toronto, Ontario, M6P 1A3
4.3
Humberside
Public280 Quebec Avenue, Toronto, Ontario, M6P 2V3
9.0
Toronto Ouest
Public330 Lansdowne Avenue, Toronto, Ontario, M6H 3Y1
8.8
St.-Frère-André
Catholic330 Lansdowne Avenue, Toronto, Ontario, M6H 3Y1
7.7
Bloor
Public90 Croatia Street, Toronto, Ontario, M6H 4B4
9.2

Homes & Housing

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied48%
Rented52%

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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.