20040 Kennedy Road
Rural Caledon Caledon L7K 1Y3

$2,390,000
Residential Freehold beds: 7 baths: 4.0

Main Photo: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 1: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 2: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 3: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 4: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 5: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 6: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 7: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 8: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 9: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 10: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 11: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 12: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 13: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 14: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 15: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 16: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 17: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 18: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 19: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 20: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 21: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 22: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 23: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 24: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 25: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 26: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 27: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 28: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 29: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 30: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 31: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 32: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 33: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 34: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 35: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 36: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 37: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 38: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 39: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 40: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 41: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 42: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 43: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 44: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 45: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 46: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 47: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Photo 48: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W12700288
Bedrooms:
7
Bathrooms:
4
Rare 10 acre estate minutes to Orangeville! Custom Built Home offering 4,100 sq ft above grade and over 6,400 sq ft total living space with 6+ bedrooms, 4 bathrooms, including 2 bedrooms on the main level with their own separate entrance, a full bathroom, and a kitchen offering rental potential, and multi-generational potential. Features include a finished basement with separate entrance, 30x40 ft steel workshop with office, C-can with electricity, wood shed, private trails, creek, screened sunroom, theatre room, and oversized garages. Basement layout offers potential to be converted into up to 4 additional bedrooms for rental income, making this a unique opportunity to live, work and unwind in a private country setting.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3500-5000
Lot Size:
10-24.99
Lot Depth:
877'9½"
Lot Frontage:
500'5⅞"
Direction Faces:
West
Bedrooms:
7
Bathrooms:
4.0
Water supply:
Well
Kitchens:
2
Bedrooms Above Grade:
7
Kitchens Above Grade:
2
Rooms Above Grade:
12
Rooms Below Grade:
3
Heating type:
Forced Air
Heating Fuel:
Propane
Foundation:
Concrete
Roof:
Asphalt Shingle
Basement:
Finished, Separate Entrance
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
4.0
Other Structures:
Workshop
Parking Features:
Private
Parking Spaces:
20
Total Parking Spaces:
24.0
Family Room:
Yes
Possession Details:
tbd
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$12,272 / 2025
Assessment:
$- / -
Peel
Caledon
Rural Caledon
None
Brick
None
Floor
Type
Size
Other
Main
Family Room
23'10" × 14'9"
Main
Living Room
13'11" × 13'5"
Main
Dining Room
15'9" × 12'
Main
Kitchen
13'10" × 11'9"
Main
Breakfast
16'4" × 7'6"
Main
Kitchen
11'2" × 10'2"
Main
Bedroom
13'6" × 9'9"
Main
Bedroom
13'6" × 7'6"
Second
Primary Bedroom
20' × 12'6"
Second
Bedroom
10'6" × 8'6"
Second
Office
10'6" × 8'6"
Second
Bedroom
14'6" × 10'8"
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Date Listed:
Jan 15, 2026
Original Price:
$2,390,000
  • Photo 1: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 1 of 48
  • Photo 2: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 2 of 48
  • Photo 3: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 3 of 48
  • Photo 4: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 4 of 48
  • Photo 5: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 5 of 48
  • Photo 6: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 6 of 48
  • Photo 7: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 7 of 48
  • Photo 8: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 8 of 48
  • Photo 9: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 9 of 48
  • Photo 10: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 10 of 48
  • Photo 11: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 11 of 48
  • Photo 12: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 12 of 48
  • Photo 13: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 13 of 48
  • Photo 14: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 14 of 48
  • Photo 15: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 15 of 48
  • Photo 16: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 16 of 48
  • Photo 17: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 17 of 48
  • Photo 18: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 18 of 48
  • Photo 19: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 19 of 48
  • Photo 20: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 20 of 48
  • Photo 21: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 21 of 48
  • Photo 22: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 22 of 48
  • Photo 23: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 23 of 48
  • Photo 24: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 24 of 48
  • Photo 25: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 25 of 48
  • Photo 26: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 26 of 48
  • Photo 27: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 27 of 48
  • Photo 28: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 28 of 48
  • Photo 29: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 29 of 48
  • Photo 30: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 30 of 48
  • Photo 31: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 31 of 48
  • Photo 32: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 32 of 48
  • Photo 33: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 33 of 48
  • Photo 34: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 34 of 48
  • Photo 35: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 35 of 48
  • Photo 36: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 36 of 48
  • Photo 37: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 37 of 48
  • Photo 38: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 38 of 48
  • Photo 39: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 39 of 48
  • Photo 40: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 40 of 48
  • Photo 41: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 41 of 48
  • Photo 42: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 42 of 48
  • Photo 43: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 43 of 48
  • Photo 44: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 44 of 48
  • Photo 45: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 45 of 48
  • Photo 46: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 46 of 48
  • Photo 47: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 47 of 48
  • Photo 48: 20040 Kennedy Road in Caledon: Rural Caledon House for sale : MLS®# W12700288
    Photo 48 of 48
Listed by RE/MAX REALTY SERVICES INC.
Data was last updated January 16, 2026 at 03:15 PM (UTC)
Area Statistics
Listings on market:
131
Avg list price:
$1,549,000
Min list price:
$745,000
Max list price:
$18,800,000
Avg days on market:
62
Min days on market:
1
Max days on market:
728
These statistics are generated based on the current listing's property type and located in Rural Caledon. 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.