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296 Whitehead Crescent
Bolton North Caledon L7E 3Y1

$837,000
Residential Freehold beds: 3+2 baths: 2.0

Main Photo: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 1: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 2: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 3: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 4: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 5: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 6: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 7: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 8: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 9: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 10: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 11: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 12: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 13: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 14: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 15: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 16: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 17: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 18: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 19: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 20: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 21: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 22: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 23: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 24: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 25: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 26: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 27: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 28: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 29: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 30: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Photo 31: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W13027408
Bedrooms:
3+2
Bathrooms:
2
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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
Bungalow-Raised
Total Approx Floor Area:
1100-1500
Lot Depth:
165'8"
Lot Frontage:
37'2"
Direction Faces:
West
Bedrooms:
3+2
Bathrooms:
2.0
Water supply:
Municipal
Kitchens:
2
Bedrooms Above Grade:
3
Bedrooms Below Grade:
2
Kitchens Above Grade:
2
Rooms Above Grade:
11
Heating type:
Forced Air
Heating Fuel:
Gas
Foundation:
Poured Concrete
Roof:
Asphalt Shingle
Basement:
Separate Entrance, Finished
Fireplace/Stove:
No
Garage:
None
Garage Spaces:
0.0
Parking Spaces:
6
Total Parking Spaces:
6.0
Family Room:
No
Possession Details:
Flexible
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$4,677 / 2025
Assessment:
$- / -
Peel
Caledon
Bolton North
Carpet Free, In-Law Suite
None
All electrical light fixtures, 2 fridges, 2 stoves, 2 washers, 2 dryers, 1 dishwasher, hot water tank, shed.
1 portable dishwasher in lower level
Brick, Aluminum Siding
Floor
Type
Size
Other
Main
Mud Room
7'5" × 5'3"
Window, California Shutters, Vinyl Floor
Main
Kitchen
11'1" × 3'5"
Open Concept, Centre Island, Overlooks Backyard
Main
Living Room
11'9" × 3'5"
Overlooks Backyard, Combined w/Dining, Open Concept
Main
Primary Bedroom
8'11" × 7'3"
Window, Carpet Free, Closet
Main
Bedroom 2
10' × 4'7"
Window, Carpet Free, Closet
Main
Bedroom 3
10' × 6'11"
Window, Carpet Free, Closet
Ground
Kitchen
9'9" × 2'9"
Vinyl Floor, Walk-Out, Backsplash
Ground
Dining Room
9'1" × 8'4"
Vinyl Floor, Carpet Free
Ground
Living Room
8'6" × 6'5"
Vinyl Floor, Carpet Free
Ground
Bedroom 4
8'4" × 5'8"
Vinyl Floor, Above Grade Window
Ground
Bedroom 5
7' × 6'5"
Vinyl Floor, Above Grade Window, Closet
Ground
Office
100' × 3'5"
Above Grade Window, Carpet Free, Separate Room
Special Designation:
Unknown
Sewers:
Sewer
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Date Listed:
Apr 21, 2026
Original Price:
Previous Price:
  • Photo 1: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
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  • Photo 2: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
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  • Photo 3: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Mudroom
  • Photo 4: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Foyer
  • Photo 5: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Living Room
  • Photo 6: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Open Concept
  • Photo 7: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Kitchen
  • Photo 8: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Bright + Open
  • Photo 9: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Photo 9 of 31
  • Photo 10: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Window Overlooking Yard
  • Photo 11: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Centre Island
  • Photo 12: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Primary Bedroom
  • Photo 13: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Primary Bedroom
  • Photo 14: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Bedroom 2
  • Photo 15: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Bedroom 3
  • Photo 16: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Bedroom 3
  • Photo 17: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Main Floor 4Pc
  • Photo 18: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Main Floor 4Pc
  • Photo 19: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Stairs To Lower Level
  • Photo 20: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Living Room
  • Photo 21: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Bedroom 4
  • Photo 22: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Bedroom 5
  • Photo 23: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Lower Level 3Pc
  • Photo 24: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Dining Room
  • Photo 25: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Kitchen
  • Photo 26: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Kitchen
  • Photo 27: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Separate Entrance
  • Photo 28: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Large Yard
  • Photo 29: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Deck
  • Photo 30: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Photo 30 of 31
  • Photo 31: 296 Whitehead Crescent in Caledon: Bolton North House for sale : MLS®# W13027408
    Aerial View
Listed by ROYAL LEPAGE RCR REALTY
Data was last updated May 12, 2026 at 12:15 AM (UTC)
Area Statistics
Listings on market:
19
Avg list price:
$1,198,000
Min list price:
$837,000
Max list price:
$2,840,000
Avg days on market:
13
Min days on market:
2
Max days on market:
392
These statistics are generated based on the current listing's property type and located in Bolton North. Average values are derived using median calculations. This data is not produced by the MLS® system.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.