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14020 Winston Churchill Boulevard
Rural Caledon Peel L7C 1P2

$4,490,000
Residential Freehold beds: 6+1 baths: 10.0

Main Photo: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 1: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 2: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 3: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 4: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 5: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 6: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 7: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 8: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 9: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 10: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 11: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 12: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 13: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 14: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 15: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 16: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 17: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 18: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 19: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 20: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 21: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 22: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 23: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 24: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 25: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 26: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 27: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 28: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 29: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 30: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 31: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 32: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 33: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 34: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 35: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 36: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 37: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 38: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 39: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 40: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 41: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 42: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 43: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 44: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 45: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 46: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 47: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 48: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Photo 49: 14020 Winston Churchill Boulevard in Peel: Rural Caledon House for sale (Caledon)  : MLS®# W12403413
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
W12403413
Bedrooms:
6+1
Bathrooms:
10
State of the art Custom Home 10,000 sq. ft. of living space on approx. 10 acres Lot. Millions !!! spent on upgrades. All exterior comes with high end Lime stone finish. Grand circular entrance with Circular Foyer. Jaw dropping entrance with high end natural stone ($275,000), Custom made Foyer lighting from England. Circular Never saw before 15 ft. x 10 ft. window in the family room. Elegant design Kitchen upgrades, $500,000 spent on Kitchen including built in appliances ( Oven, Microwave, Coffee Maker), Natural stone backsplash. All floors are heated. Whole house has built in speakers on the ceiling. Each rooms has its own thermostat, Cat 6 cables in all rooms. Large Swimming pool at the back of the house. Many more high end premium upgrades, a must see house. Possibility of using house for Institutional uses such as : Use of land, building or structure for some public or social purpose that may include governmental, religious educational, charitable, philanthropic, hospital or other similar use, including cemeteries, to serve the immediate community.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Approx. Age:
0-5
Total Approx Floor Area:
5000 +
Lot Size:
5-9.99
Depth:
1018'3"
Frontage:
317'3"
Topography:
Open Space, Partially Cleared
Direction Faces:
West
Bedrooms:
6+1
Bathrooms:
10.0
Water supply:
Municipal
Kitchens:
1
Bedrooms Above Grade:
6
Bedrooms Below Grade:
1
Kitchens Above Grade:
1
Rooms Above Grade:
11
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
2
Foundation:
Brick
Roof:
Flat, Metal
Basement:
Separate Entrance, None
Fireplace Features:
Family Room
Fireplace/Stove:
Yes
Garage:
Attached
Garage Spaces:
3.0
Other Structures:
Sauna
Parking Features:
Available, Private
Parking Spaces:
25
Total Parking Spaces:
28.0
Family Room:
Yes
Possession Details:
Flexible
Pool:
Inground
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$5,100 / 2025
Assessment:
$- / -
Caledon
Rural Caledon
Peel
Greenbelt/Conservation, Clear View, Electric Car Charger, Fenced Yard, Sloping
Steam Room, ERV/HRV, Sump Pump, Ventilation System
Backs On Green Belt, Landscape Lighting, Security Gate
Alarm System, Carbon Monoxide Detectors, Monitored
All electrical light fixtures, window coverings, S/S kitchen appliances: Wolfe stove and ovens, Sub Zero fridge, Miele coffee maker. Samsung washer & dryer, auto garage door remote(s), B/I speakers, pool( sold as is), 3 furnaces, 3ACs, HWT.
Stone
No
Floor
Type
Size
Other
Main
Kitchen
12'7" × 11'4"
Stainless Steel Appl, Centre Island, Stone Counters
Main
Dining Room
12'11" × 11'4"
Pot Lights, Overlooks Backyard, Hardwood Floor
Main
Living Room
20'8" × 6'10"
2 Way Fireplace, Built-in Speakers, Overlooks Pool
Main
Office
9'7" × 7'2"
Pot Lights, Large Window, Hardwood Floor
Second
Laundry
8'8" × 5'5"
Laundry Sink, B/I Shelves, Large Window
Second
Bedroom 2
8'7" × 6'9"
Walk-In Closet(s), 3 Pc Ensuite, W/O To Balcony
Second
Bedroom 3
11'6" × 10'9"
Walk-In Closet(s), 3 Pc Ensuite, W/O To Balcony
Second
Bedroom 4
11'6" × 5'9"
Walk-In Closet(s), 3 Pc Ensuite, W/O To Balcony
Second
Bedroom 5
11'6" × 5'9"
Walk-In Closet(s), 3 Pc Ensuite, W/O To Balcony
Second
Bedroom
12'1" × 11'8"
Walk-In Closet(s), 3 Pc Ensuite, W/O To Balcony
Basement
Recreation
17'9" × 8'8"
Fireplace, Wet Bar, Built-in Speakers
Utilities Cable:
Yes
Utilities Telephone:
Yes
Utilities Gas:
Yes
Utilities Hydro:
Yes
Utilities Water:
Yes
Water Supply Types:
Reverse Osmosis
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Physically Handicapped-Equipped:
No
Ensuite Laundry:
No
Date Listed:
Sep 15, 2025
Original Price:
Previous Price:
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Virtual Tour

Listed by HOMELIFE/MIRACLE REALTY LTD
Data was last updated September 16, 2025 at 04:15 AM (UTC)
Area Statistics
Listings on market:
211
Avg list price:
$1,599,000
Min list price:
$698,000
Max list price:
$29,000,000
Avg days on market:
45
Min days on market:
3
Max days on market:
605
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.
Aura Signature Realty Inc.
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.