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Detached for sale at 2371 Calloway Drive, Oakville - 5 bedroom, 5 bathroom - Photo 1 of 49
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$1,969,000

2371 Calloway Dr

Oakville, ON L6M 0C1

2371 Calloway Dr, Oakville — Listed at $1,969,000. 5 bedroom, 5 bathroom 2-Storey Detached. MLS® W13154094.

5Beds
5Baths
3000-3500sqft
Detached
2-Storey
4Parking
$8,488Taxes/yr · 2025
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Description

Welcome to this beautifully updated family home in Oakville's sought-after Westmount community, backing onto lush greenery & scenic trails for a private setting. Situated on a premium landscaped lot, this home offers over 4,260 sq. ft. of updated living space & was extensively renovated in 2023. Features hardwood flooring throughout the main living areas, upper hallway & all bdrms, crown moulding, California shutters & modern neutral finishes T/O. Functional layout with main floor office, combined living/dining area & sun-filled family room with coffered ceilings & gas fireplace open to the chef-inspired kitchen. Bright open-concept kitchen & breakfast area featuring oversized centre island with breakfast bar seating, quartz counters with waterfall edge detail, quartz backsplash, extended white cabinetry with glass display accents, walk-in pantry, stainless steel appliances, undermount sink, upgraded lighting, pot lights & large-format porcelain tile flooring. Spacious breakfast area with walk-out to the fully fenced backyard featuring a large deck overlooking greenspace. Wood staircase with upgraded spindles leads to the upper level offering 4 spacious bdrms including a luxurious primary retreat with 2 walk-in closets & spa-like ensuite with double sinks, glass shower, soaker tub & water closet. Bdrms 2 & 3 share semi-ensuite access to a 4-pc bath. Additional 4-pc bath & upper-level laundry with built-in cabinetry, counter space & utility sink. Fully finished lower level with pot lights, laminate flooring, large rec room, 5th bdrm & full bath. Additional features include central vac, roof replaced in 2018, double car garage with inside entry & double driveway parking. Close to top-rated schools, parks, trails, shopping, transit, Oakville Trafalgar Hospital & major highways.

Property Details

Property TypeDetached
Style2-Storey
Community1019 - WM Westmount
Approximate Age16-30
Rooms9+2
Kitchens1
Washrooms5
Square Feet3000-3500 sqft
Lot Dimensions39.7 × 83.66 ft
Fronting OnEast
Dir/Cross StBronte Rd/West Oak Trails
ViewForest
Garage TypeAttached
Garage Parking Spaces2
DrivePrivate Double
Parking Drive Spaces2
Total Parking Spaces4
ExteriorStone, Stucco (Plaster)
RoofAsphalt Shingle
FoundationPoured Concrete
BasementFinished, Full
Fireplace FeaturesNatural Gas
Heating TypeForced Air
Heating SourceGas
A/CCentral Air
SewersSewer
Taxes (2025)$8,488
HSTIncluded In
Listed Date5/21/2026
Days on Market175 days
PossessionTBA

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Listing Courtesy of: CENTURY 21 MILLER REAL ESTATE LTD.

MLS® #W13154094

TRREBMLS®

The listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The listing data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.

© 2026 Toronto Regional Real Estate Board. All rights reserved.

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HouseIndex Take: 2371 Calloway Drive

This detached (2-Storey) is located in the 1019 - WM Westmount neighbourhood of Oakville.

The home offers 5+1 bedrooms, 5 bathrooms.

Features include a finished, full basement, 4 parking spaces including a 2-car garage, a fireplace.

Additional details: lot dimensions of 39.7 × 83.66 feet.

About Oakville Real Estate

This Detached is located in the 1019 - WM Westmount community in Oakville. Oakville is an affluent lakefront town in Halton Region known for heritage estates in Old Oakville, a thriving downtown core along Lakeshore Road, and excellent schools. The QEW provides quick access to Toronto and Hamilton, while the Oakville GO station offers 30-minute service to Union. It consistently ranks among Canada's best places to live. Detached homes in Oakville are in high demand among families seeking space, privacy, and long-term equity growth.

Lakefront trails & Bronte HarbourTop-ranked Halton District School Board30-minute GO Train to Union StationBoutique shops along Lakeshore Road
~35 min commute to downtown TorontoWalkability: Walkable downtown — suburban outer areas
View full Oakville neighbourhood guide →