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For Sale
$1,900,000
Estimated monthly cost
$9,232/mo
20% down • 5.00% rate • 25 yr • incl. tax

14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7

Rural Caledon
4
Beds
4
Baths
25
Parking
3,500–5,000 ft²
Size
Property type
Detached
Listed
6 Days
Annual taxes
$4,705 /yr (2025)
MLS® number
W13445462
Listing brokerage
RE/MAX REALTY SPECIALISTS INC.

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
Style
2-Storey
Basement
Crawl Space Basement
Exterior Finish
Stone, Stucco (Plaster)
Heating
Forced Air · Propane
Cooling
Central Air
Pool
None
Parking
Garage Type
Attached
Total Parking
25
Land
Lot Size
150.17 × 300.48 ft
Lot Features
Greenbelt/Conservation, Ravine
Sewer
Septic
Listing
MLS® Number
W13445462
Listed Date
Jun 15, 2026
Last Updated
Jun 17, 2026

About Rural Caledon

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Location

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$1,900,000
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7

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Listing data is provided by the Toronto Regional Real Estate Board (TRREB) and PropTx under the Internet Data Exchange (IDX) program. The information is deemed reliable but is not guaranteed accurate by TRREB, PropTx, CREA or DistrictIQ Inc., Brokerage, may not reflect the most current status, and is subject to errors, omissions, prior sale, change, or withdrawal without notice. Listings should be independently verified.

The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos identify professional services rendered by REALTOR® members of CREA to effect the purchase, sale and lease of real estate as part of a cooperative selling system. Used under licence.

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