$1,799,900
2371 Calloway Dr
Oakville, ON L6M 0C1
2371 Calloway Dr, Oakville — Listed at $1,799,900. 5 bedroom, 5 bathroom 2-Storey Detached. MLS® W13771036.
What's this home worth?
Get a free estimate for 2371 Calloway Dr
Description
Set against lush greenspace and scenic walking trails, this extensively updated Westmount home offers a beautiful setting and over 4,260 sq. ft. of finished living space. Extensively renovated in 2023 and situated on a premium landscaped lot, the home features hardwood flooring throughout the main living areas, upper hall and all bedrooms, along with crown moulding, California shutters and neutral décor. The main level offers a private office, combined living and dining room, and a bright family room with coffered ceilings and gas fireplace, open to the chef-inspired kitchen and breakfast area. The kitchen features an oversized quartz island with breakfast bar and waterfall edge, quartz backsplash, extended custom white cabinetry with glass display accents, walk-in pantry, S/S appliances, undermount sink, designer pendant lighting, pot lights and large-format porcelain tile flooring. Surrounded by windows, the breakfast area walks out to a spacious deck and fully fenced backyard overlooking tranquil greenspace. Upstairs are 4 spacious bedrooms, including a primary retreat with 2 walk-in closets and spa-inspired ensuite with double sinks, large glass shower, soaker tub and water closet. Bedrooms 2 and 3 share a semi-ensuite 4-pc bath, with an additional 4-pc bath and upper-level laundry featuring built-in cabinetry, counter space, utility sink and side-by-side washer/dryer. The finished basement offers laminate flooring, pot lights, a large rec room, 5th bedroom and full bath. Additional features include central vacuum, roof (2018), double garage with inside entry and double driveway. Close to top-rated schools, parks, trails, shopping, transit, Oakville Trafalgar Hospital and major highways.
Property Details
Property Insights
Listing Courtesy of: CENTURY 21 MILLER REAL ESTATE LTD.
MLS® #W13771036


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.
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.
Listed at $1,799,900 CAD with annual property taxes of $8,488 (2025).
Explore similar listings:
Similar Listings in This Price Range in Oakville
Active Detached listings priced within 5% of $1,799,900 — comparable homes you may also want to see.

$1,799,900
86 Kerr St
2 bed • 1 bath
Detached

$1,800,000
43 Sixteen Mile Dr
4 bed • 4 bath
Detached

$1,799,000
1169 Cynthia Ln
4 bed • 2 bath
Detached

$1,799,000
2439 Bridge Rd
6 bed • 4 bath
Detached

$1,799,000
2094 Water's Edge Dr
5 bed • 2 bath
Detached

$1,798,800
2330 Valleyridge Dr
4 bed • 5 bath
Detached
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.

















































