
296 Whitehead Crescent
Caledon (Bolton North), ON L7E 3Y1
- 3+2Bedrooms
- 2Bathrooms
- 0Garage
- 1100–1500Sq Ft
- $4,677Tax
- 37×166 ftLot Size
- Estimated Value:$887,000See Free Estimate Report

Property not available for sale or for rent.
HOMEH One: full-service selling for a 1% listing fee. The buyer's agent commission is separate.
Free Home EvaluationHow Much Is My Home Worth?Homes for Sale NearbySale & Price History for 296 Whitehead Crescent, Caledon, Bolton North
Real estate boards require you to or to see the full details of this property.
*Sold prices and complete sale & price history are regulated data. Under the Trust in Real Estate Services Act, 2002 (TRESA) and the rules of the Real Estate Council of Ontario (RECO), and pursuant to the Multiple Listing Service® rules of the Canadian Real Estate Association (CREA) and the Toronto Regional Real Estate Board (TRREB), this information may be shown only to registered users who have agreed to the applicable terms of use (a Virtual Office Website, or "VOW," arrangement). HOMEH Inc., Brokerage therefore provides it to signed-in members only. Creating an account is free and takes under a minute.
About 296 Whitehead Crescent, Caledon, Bolton North
Summarized Description
- Versatile raised bungalow ideal for families and investors.
- Self-contained lower-level apartment with private entrance.
- Major updates ensure move-in readiness and peace of mind.
- Massive fenced backyard perfect for entertaining and pets.
- Adapted garage space for home office or studio.
- Located in a sought-after family-friendly neighbourhood.
- Walking distance to schools, parks, and downtown amenities.
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.
Key Facts & Features
Property Costs
- Annual Property Tax Amount
- $4,677
- Land Transfer Tax Fee
- $12,855
Rental Items
- Rental Equipment
- None
- Basement Type
- Separate Entrance, Finished
Interior Features
- Interior Extras
- Carpet Free, In-Law Suite
- Fireplace/Stove
- No
- Elevator
- No
Exterior Features
- Pool
- None
Building
- Building Type
- Detached
- Building Style
- Bungalow-Raised
Construction
- Exterior Finish
- Brick, Aluminum Siding
- Roof
- Asphalt Shingle
- Foundation Details
- Poured Concrete
- Special Designation
- Unknown
Lot
- Lot Front
- 37.19 ft
- Lot Depth
- 165.67 ft
Inclusions
- Inclusions
- All electrical light fixtures, 2 fridges, 2 stoves, 2 washers, 2 dryers, 1 dishwasher, hot water tank, shed.
Exclusions
- Exclusions
- 1 portable dishwasher in lower level
Parking & Garages
- Garage Type
- None
- Garage Spaces
- 0
- Parking Spaces
- 6
- Total Garage And Parking Spaces
- 6
Heating & Cooling
- Heat Source
- Gas
- Heat Type
- Forced Air
- Air Conditioning
- Central Air
- Water
- Municipal
- Sewers
- Sewer
- Bedrooms
- 3 + 2
- Washrooms
- 2
- Kitchens
- 2
Room sizes
- Mud Room—Main level, Window, California Shutters, Vinyl Floor
- Kitchen—Main level, Open Concept, Centre Island, Overlooks Backyard
- Living Room—Main level, Overlooks Backyard, Combined w/Dining, Open Concept
- Primary Bedroom—Main level, Window, Carpet Free, Closet
- Bedroom 2—Main level, Window, Carpet Free, Closet
- Bedroom 3—Main level, Window, Carpet Free, Closet
- Kitchen—Ground level, Vinyl Floor, Walk-Out, Backsplash
- Dining Room—Ground level, Vinyl Floor, Carpet Free
- Living Room—Ground level, Vinyl Floor, Carpet Free
- Bedroom 4—Ground level, Vinyl Floor, Above Grade Window
- Bedroom 5—Ground level, Vinyl Floor, Above Grade Window, Closet
- Office—Ground level, Above Grade Window, Carpet Free, Separate Room
Washrooms
- 4-piece, Upper
- 3-piece, Lower
- Municipality
- Caledon
- Neighbourhood
- Bolton North
- Main cross streets
- Kingsview & Bolton Heights Rd
- Directions
- Kingsview & Bolton Heights Rd
- MLS® number
- W13432550
- Data source
- Toronto Regional Real Estate Board
- Status change
- 2026-06-22
- Listed on
- 2026-06-10
- Days on market
- 12 days
- Possession type
- Flexible
- Co-op commission
- 2.5% +hst with thanks
- Seller
- Listed by
- Royal LePage RCR Realty
Home Market Value
Current home valuation for 296 Whitehead Crescent, Caledon, Bolton North, Caledon, ON. Listed for $819,000
HOMEH Estimate
$887,000
Estimated Sales Range
$700,730 - $1,073,270
HOMEH Estimate for 296 Whitehead Crescent, Caledon, Bolton North
Calculated with a real agent's CMA method — 45+ years of experience, codified. Not an AI guess.
For the owner
Is this your home? Track its value.
Get this home's HOMEH Estimate by email once a month, with how many homes are for sale around you.
Mortgage Payment Calculator
Compare up to 4 down payment scenarios
5% on first $500K + 10% on $319,000 over $500K
$56,900
| Scenario 1 | Scenario 2 | Scenario 3 | Scenario 4 | |
|---|---|---|---|---|
−Down payment | % $ | % $ | % $ | % $ |
+CMHC insurance | $30,467 | $22,850 | $19,492 | $0 |
=Total mortgage | $792,137 | $759,950 | $715,642 | $655,200 |
Amortization | ||||
Mortgage rate | % | % | % | % |
| Payment frequency | ||||
=Mortgage payment | $3,868monthly | $3,710monthly | $3,494monthly | $3,199monthly |
Land Transfer Tax
$12,855
$12,855
Around this home
Data provided by OpenStreetMap & Fraser Institute School Rankings
Ask HOMEH
New!Hi there!
👋Text or call (416) 301-9001
Recommended for you
Based on homes you've looked at.
No recommended properties found.
Nearby similar homes
No nearby properties found.
More real estate resources
Other homes nearby
Explore this area
Nearby neighbourhoods
No nearby listings available.



































