Just listed! New listings in Caledon often receive offers within the first week.
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.
| Mud Room | 3.53 × 1.51 m | Window California Shutters Vinyl Floor |
| Kitchen | 3.97 × 3.05 m | Open Concept Centre Island Overlooks Backyard |
| Living Room | 8.45 × 3.50 m | Overlooks Backyard Combined w/Dining Open Concept |
| Primary Bedroom | 4.59 × 3.51 m | Window Carpet Free Closet |
| Bedroom 2 | 3.19 × 2.96 m | Window Carpet Free Closet |
| Bedroom 3 | 3.47 × 2.96 m | Window Carpet Free Closet |
| Kitchen | 4.69 × 2.90 m | Vinyl Floor Walk-Out Backsplash |
| Dining Room | 3.64 × 2.85 m | Vinyl Floor Carpet Free |
| Living Room | 4.54 × 4.29 m | Vinyl Floor Carpet Free |
| Bedroom 4 | 2.44 × 3.64 m | Vinyl Floor Above Grade Window |
| Bedroom 5 | 3.48 × 2.53 m | Vinyl Floor Above Grade Window Closet |
| Office | 100.00 × 3.05 m | Above Grade Window Carpet Free Separate Room |
*Estimates based on comparable rentals in the area. Actual income may vary.
Based on active listings in Caledon. Data updates daily.
Estimated range is generated automatically from active comparables and is for informational purposes only. Not an appraisal — contact Aman for a full comparative market analysis that factors in condition, renovations, and positioning.
How walkable, bikeable, and transit-friendly this neighbourhood is.
Scores are estimates based on neighbourhood data and are for informational purposes only.
MLS® data courtesy of the Toronto Regional Real Estate Board (TRREB).
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose. Listing information is deemed reliable but is not guaranteed accurate by the Toronto Regional Real Estate Board, the listing brokerage, or this website. 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. MLS®, Multiple Listing Service®, and the associated logos are owned by CREA. Not intended to solicit properties currently listed for sale or buyers under contract.
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