296 Whitehead Crescent
Bolton NorthCaledon, ONL7E 3Y1Near Kingsview & Bolton Heights Rd
- 3 beds
3 upcoming open houses
Drop in during an open house, or tour online — no appointment needed.
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What this listing tells us
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.
Cleaned for readability — original MLS® text was lightly de-abbreviated and decapitalized.
Listing, price, and tax history
Every previous listing of this property, every list-price change, and 5 years of estimated annual property tax — switch tabs to drill in.
| Date | Event | Status | Price | Change | MLS® | View |
|---|---|---|---|---|---|---|
| Jun 10, 2026 | ListedCurrent | For sale | $819,000 | — | W13432550 | This page |
| Apr 21, 2026 | Previously listed | Ter | $837,000 | — | W13027408 | View |
| Oct 2, 2025 | Previously listed | Ter | $942,000 | — | W12439892 | View |
| Jul 1, 2025 | Previously listed | Exp | $942,000 | — | W12254607 | View |
Inside this property
Systems, finishes, room dimensions, and building information — pulled from the full MLS® feed.
Features & systems
Heating, cooling, parking, exterior, lot, possession, and more.
Systems
4- Heating
- Forced Air
- Air conditioning
- Central Air
- Water source
- Municipal
- Sewer
Getting around, schools & the block
Walkability and transit, the nearest schools, an interactive map of the exact spot, and what's nearby.
The money — monthly cost, mortgage & return
Everything financial in one place: what you'd pay each month, a live mortgage calculator at the asking price, and what it could return as a rental.
Cost of ownership
A monthly snapshot at typical assumptions — personalize the mortgage just below.
How this home sits in the Caledon market
Live neighbourhood stats, the closed sales you'd negotiate against, and comparable active listings.
The Caledon market right now
Average sold price, days on market, and closed-transaction count for Caledon — sourced from MLS®.
- Avg sold price$1,149,254Last 30 days
- Median sold price$1,059,000Middle of the market
- Days on market35 dAvg from list to close
- Closed last 30d228MLS® transactions
We'll get you into 296 Whitehead Crescent — the seller pays our commission
On every MLS® listing in Canada, the seller's brokerage pays a cooperating commission to whoever brings the buyer. Buyer representation is free to you.
$0 to you. The seller pays our fee.
On every MLS® listing in Canada, the seller's brokerage advertises a cooperating commission for the buyer's agent. A Coldwell Banker Summit Realty agent represents you — you owe us nothing.
Property flags & disclosures
An automated scan of public records and news for anything a buyer should know about this specific address — liens, outstanding work orders, or stigma-related history. We never invent flags.
We scanned public records and news for liens, outstanding work orders, and stigma-related history (e.g. a former grow-op or fire) at 296 Whitehead Crescent and found nothing flagged. We re-check automatically as new records publish.
Common questions about this property
Tap a question to expand the answer. Short, direct answers tuned for AI search and voice assistants.
How much is 296 Whitehead Crescent listed for?
296 Whitehead Crescent is listed at $819,000 on the MLS® (listing W13432550). The price refreshes on Summitly within minutes of any MLS® change.
How many bedrooms, bathrooms, and square feet does 296 Whitehead Crescent have?
Coldwell Banker Summit Realty is a RECO-licensed Ontario real estate brokerage, independently owned and operated. Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Listing data is sourced from MLS® and is provided for informational purposes only — not guaranteed accurate by the MLS® or its members. 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 Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
