305 Kennedy Avenue, Toronto W02, ON

$1,798,000
MLS#:W12420095
5 beds
2 baths
2000-2500 sqft
2.0 parking
Residential Freehold
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Description

Property Highlights

Welcome to this remarkable ["2 1/2 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 $1,798,000 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.

  • 5 Bedrooms and 2 Bathrooms
  • Generous living space spanning 2000-2500 sqft on a premium 30 x 120 ft lot
  • Features a ["finished"] basement, adding superb versatility for recreation, a home gym, or extra storage
  • 2.0 total parking spaces available with a convenient detached configuration
  • Notable attributes: Water Heater Owned
  • equipped with ["none"] central cooling and highly efficient water heating via gas

Welcome to 305 Kennedy Avenue, a stately and elegant 2 1/2 storey, 5 bedroom home situated on one of Bloor West's most coveted streets. This classic residence offers the perfect blend of character, space, and location. Just a short stroll to the subway, High Park, and the vibrant shops, restaurants, and cafés of Bloor West Village, it also enjoys proximity to neighbourhood parks, the GO and UP Express stations, and scenic lakefront parkland. Families will appreciate being in the catchment for two of the best area schools: Runnymede P.S. and Humberside C.I. A spacious and inviting front porch welcomes you into a grand entry foyer featuring a large closet, a hidden stained glass bay window, and leaded glass sidelights that frame the front door. From here, step into a sophisticated living room with 9 ft ceilings, a handsome brick fireplace, original stained glass windows, elegant French doors, and a bay window adorned with leaded glass transoms. The formal dining room is equally impressive, showcasing more stained glass accents, French doors, and immaculate wood trims. The kitchen provides access to a private backyard, complete with a detached garage and a parking pad easily accessible via an extra-wide mutual drive. Plus, this property qualifies for a garden suite with up to 1291 sq ft of living space (report attached). Upstairs, the 2nd floor features 4 spacious bedrooms, including a generous primary suite with a fireplace and built-in cabinetry. The 2 front bedrooms are filled with light, each featuring charming bay windows. The 3rd floor offers a versatile 5th bedroom or family room, complete with a walk-in closet and a bay window with a cozy window seat. The finished lower level includes a comfortable recreation room and a full bathroom perfect for additional living space or guest accommodations. This is a rare opportunity to restore and personalize a grand family home on one of the areas most prestigious streets. A true gem in the heart of Bloor West!

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Key Features

Bedrooms
5
Bathrooms
2
Kitchens
1
Living Area
2000-2500 sqft
Property Type
Residential Freehold

Additional Details

StatusSold
Sold DateOctober 1, 2025
Sold price information is available to members only
Listed Date9/22/2025
Transaction TypeFor Sale

Property Details

Property Sub-TypeDetached
ConstructionBrick
Lot Size30 × 120 Feet
CountyToronto
Annual Tax$8,830.36
Legal DescriptionPCL 206-2 SEC M135; PT LT 206 E/S KENNEDY AV PL M135 TORONTO ... See Schedule B for complete legal description

Parking & Garage

Parking Spaces2.0
Garage Spaces1
Garage TypeDetached

Heating & Cooling

Heat SourceGas
Heat TypeWater
Cooling["None"]

Features

Property Features

Library, Park, Public Transit, School

Community Features

Location

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305 Kennedy Avenue, Toronto W02, ON
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Property History

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This could be the first listing for this address.

Pricing & Value Insights

Data-driven valuation for 305 Kennedy Avenue, Toronto W02, ON M6P 3C4

Estimated Sales Range
$1.2M - $1.4M

Based on 0 recent similar sales in the pocket.

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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.
Financial Audit

Estimated Costs

Loan Amount$1,438,400
Monthly Mortgage$8,358
Property Tax (Est.)$736
Utilities & Maint.$350
Total Monthly Cost$9,444

Strategic Fiscal Clarity

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