14451 Winston Churchill Boulevard

14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
1/1
4
 bed
4
 bath
25
 parking
3500 - 5000
 sqft
Detached
$1,900,000
For Sale
2 hours
 on site
$1,900,000
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Size
-
Lot size
1.04 Acre
Street frontage
-
Possession
2026-09-15
Price per sqft
$380 - $543
Taxes
$4,705 (2025)
Parking Type
-
Style
2-Storey
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Description
Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Breathtaking One-Acre Lot (150X300 Ft), This Newly Extended 4-Bedroom, Over 3,600 Sq Ft Masterpiece Backs Onto A Ravine With Terra Cotta Conservation At Your Doorstep, Privacy And Nature Embrace You At Every Turn. Extensively Renovated Top To Bottom In 2024-All With Permits-This Home Features New Plumbing, Electrical With 200 Amp Service, Septic, Furnace, A/C, Generator, Roof, Doors & Windows Throughout. Designed For Both Grand Entertaining And Intimate Family Living, The Open-Concept Kitchen, Dining & Family Rooms Flow Seamlessly Together. The Brand-New Chef's Kitchen Showcases A Large Island, Stone Counters, Matching Backsplash, And Top-Of-The-Line Stainless Steel Appliances. Large Windows Fill The Home With Natural Light. The Upper-Level Retreat Showcases Two Luxurious Primary Suites. The First Offers A Fireplace, Juliet Balcony Overlooking The Greenspace, Dual Walk-In Closets, And A Spa-Inspired Ensuite Complete With Heated Floors, A Soaker Tub, And An Oversized Glass Shower. The Second Includes Its Own Fireplace, Walk-In Closet, And Heated Ensuite Floors. Ceiling Fans Throughout The Bedrooms And Motorized Blinds Provide Year-Round Comfort, While Convenient Second-Floor Laundry Adds Everyday Ease. Attached Double Garage Plus An Incredible Detached 6-Car Garage/Workshop Offer Endless Possibilities For Car Collectors, Hobbyists, Home Gyms, Or Dream Workspaces. Enjoy A Large Gazebo, Fire Pit Area, And An Unmatched Outdoor Lifestyle. A Rare Opportunity For Families Or Anyone Seeking Space, Privacy, And Refined Country Living Near Town Amenities.
Broker: RE/MAX REALTY SPECIALISTS INC.
MLS®#: W13445462
Property details
Parking:
25
Parking type:
-
Property type:
Detached
Heating type:
Forced Air
Style:
2-Storey
MLS Size:
3500-5000 sqft
Lot front:
150 Ft
Lot depth:
300 Ft
Listed on:
Jun 15, 2026
Show all details
Rooms
LevelNameSizeFeatures
Second
Bedroom 3
0.0 x 0.0 ft
Main
Living Room
0.0 x 0.0 ft
Second
Bedroom 2
0.0 x 0.0 ft
Show all
Instant estimate:
orto view instant estimate
$85,109
higher than listed price
i
High
$2,070,773
Mid
$1,985,109
Low
$1,892,286
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About 14451 Winston Churchill Boulevard

14451 Winston Churchill Boulevard is a Caledon detached house for sale. It has been listed at $1900000 since June 2026. This 3500-5000 sqft detached house has 4 beds and 4 bathrooms.

For groceries there is Glen Oven Cafe which is a 7-minute drive.

Getting around the area will require a vehicle, as the nearest transit stop is a Bus Stop (Hwy. 7 / Bethel Rd.) and is a 9-minute drive