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1 / 5754 locked
Active
MLS® W12512148

42 Chartwell Rd

Oakville, ON L6J 3Z4

$2,790,000

Bedrooms

3

Bathrooms

3

Size

1500-2000 sqft

Type

2-Storey

Parking

7 spaces

Age

51-99 yrs

Taxes (2024)

$11,760

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Description

Welcome to a once-in-a-lifetime opportunity in the heart of Old Oakville's most exclusive enclave. Situated on a premium 100 x 88 lot on prestigious Chartwell Road, this charming residence is the last remaining original home this close to Lake Ontario offering unmatched potential in a neighbourhood where properties of this caliber rarely become available. Thoughtfully updated throughout, the home blends timeless character with modern convenience, featuring a newer roof, furnace, A/C, updated wiring, and plumbing. The location is truly unparalleled just a 10-minute walk to the boutiques, restaurants, and cafes of vibrant downtown Oakville, yet nestled on a quiet, tree-lined street steps from the lake. Importantly, this is not a designated historical home, giving buyers the flexibility to enjoy the existing residence or design and build a custom dream home in one of Canadas most desirable communities. Whether you're looking to move in, renovate further, or build new, this is your final chance to secure a prime piece of Chartwell Road this close to the water.

Price & Status History

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Property Details

Property TypeDetached
Style2-Storey
Community1013 - OO Old Oakville
Approximate Age51-99
Rooms9
Kitchens2
Washrooms3
Square Feet1500-2000 sqft
Lot Dimensions100 × 88 ft
Fronting OnNorth
Dir/Cross StChartwell Road & Lakeshore Road E
ViewTrees/Woods, Garden
Garage TypeAttached
Garage Parking Spaces1
Parking Drive Spaces6
Total Parking Spaces7
ExteriorAluminum Siding
RoofAsphalt Shingle
FoundationUnknown
BasementFinished
Fireplace FeaturesLiving Room
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2024)$11,760
HSTIncluded In
Listed Date11/5/2025
Days on Market157 days
PossessionFlexible
Vick Yogeswaran - REALTOR

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Listing Courtesy of:

Re/Max Hallmark Alliance Realty

This listing is provided through the TRREB MLS® System.

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MLS® #W12512148