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296 Whitehead Cres
Caledon, ON L7E 3Y1
$819,000
296 Whitehead Cres, Caledon — Listed at $819,000. 5 bedroom, 2 bathroom Bungalow-Raised. MLS® W13432550.
Description
Welcome to 296 Whitehead Crescent, nestled in Bolton's highly sought-after North Hill-one of the most desirable, family-friendly neighbourhoods in the area. This beautifully maintained raised bungalow offers exceptional versatility, making it an ideal fit for families, investors, or those seeking multi-generational living. A standout feature of this home is the fully self-contained two-bedroom lower-level apartment with its own private entrance, complete with a kitchen, ensuite laundry, and a 3-piece bath-perfect for generating rental income or providing comfortable, independent space for extended family. For those who prefer a traditional layout, the home can easily function as a spacious 3+2 bedroom residence. Part of the garage has been adapted to maximize functionality, offering a separate private space ideal for a home office, studio, or small business-creating a true work-from-home solution without compromising your living space. Outside, enjoy a massive fully fenced backyard-perfect for entertaining, kids, and pets-along with a large driveway accommodating up to six vehicles.Major updates have already been taken care of, including windows, roof, furnace, and air conditioning, providing peace of mind and true move-in readiness.All of this is ideally located within walking distance to schools, parks, trails, recreation centres, and the vibrant charm of downtown Bolton.This is more than just a home-it's an opportunity to live, invest, and grow in one of Bolton's most coveted communities.
Price & Status History
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Property Details

Your agent: Vick Yogeswaran
REALTOR® · RE/MAX Realtron Realty Inc.
Property Insights
Listing Courtesy of: ROYAL LEPAGE RCR REALTY
MLS® #W13432550


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HouseIndex Take: 296 Whitehead Crescent
This detached (Bungalow-Raised) is located in the Bolton North neighbourhood of Caledon.
The home offers 5+2 bedrooms, 2 bathrooms.
Features include a separate entrance, finished basement, 6 parking spaces.
Additional details: lot dimensions of 37.19 × 165.67 feet.
Listed at $819,000 CAD with annual property taxes of $4,677 (2025).
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About Caledon Real Estate
This Detached is located in the Bolton North community in Caledon. Caledon is a vast, scenic municipality in Peel Region spanning the Niagara Escarpment and Oak Ridges Moraine. Bolton is the primary urban centre, while Caledon East and Inglewood offer village living. Popular with buyers seeking acreage, hobby farms, and a rural-meets-suburban lifestyle within commuting distance of Toronto. Detached homes in Caledon are in high demand among families seeking space, privacy, and long-term equity growth.