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14451 Winston Churchill Boulevard Caledon ON

📍 Caledon, Ontario L7C 1S7

$1,900,000

Active
4BEDS
4BATHS
25PARKING
1KITCHENS
150.17×300.48LOT (FT)
51-99AGE

📋 Listing Highlights

StatusActive
MLS®W13445462
ListedJun 15, 2026
Days on Market—
Property TypeResidential Freehold
StyleDetached
Cross StreetWinston Churchill Blvd / King St.
PossessionTBD
Virtual TourView Tour →

📝 Listing 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.

🏠 Property Details

Property TypeResidential Freehold
StyleDetached
Bedrooms4
Bathrooms4
Kitchens1
Approx. Age51-99

📐 Lot & Land

Lot Width150.17 ft
Lot Depth300.48 ft
Cross StreetWinston Churchill Blvd / King St.

🔧 Building & Utilities

Heat SourcePropane
HeatingForced Air
CoolingCentral Air
BasementCrawl Space
GarageAttached
Garage Spaces8
Parking25
ConstructionVinyl Siding, Stone
RoofShingles

💰 Financial

List Price$1,900,000
Annual Taxes$4,705 (2025)
PossessionTBD

🧮 Mortgage Calculator

$380,000
Est. Monthly Payment
$9,334/mo
Principal: $1,520,000 · P+I only
Does not include taxes, insurance or CMHC

📍 Location

Listing provided by RE/MAX REALTY SPECIALISTS INC.Data via PropTx MLS® / TRREB. Information deemed reliable but not guaranteed.MLS® #W13445462 · Last updated: Jul 14, 2026

Information deemed reliable but not guaranteed. © TRREB / PropTx. MLS® is a trademark of CREA. This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate.