14451 Winston Churchill Boulevard

FOR SALE
$1,900,000
14451 Winston Churchill Boulevard, Caledon
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
14451 Winston Churchill Boulevard
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4
BEDROOMS
4
BATHROOMS
1
KITCHENS
7
ROOMS
W13445462
MLSID
Contact Us
Property 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.
Sold History
List Date Sold Date Days Listed List Price Sold Price
2023-09-11 2023-09-27 16 $1,089,000 $1,030,000
2008-04-15 2008-05-29 44 $395,000 $350,000
Property Features
Greenbelt/Conservation, Ravine, Carpet Free, Countertop Range, Generator - Full, Propane Tank, Water Heater, Water Softener, Circular Drive, Private, Security System, Wood Stove
Property Details
Address
14451 Winston Churchill Boulevard
Community
Postal Code
L7C 1S7
Property Type
Detached, Detached
Lot Size
150' x 300'
Taxes
$4,705 (2025
Basement
Crawl Space
Exterior
Landscaped, Patio, Privacy, Porch
Heat Type
Forced Air
Heat Source
Propane
Water
Well
Parking Spaces
17
Garage Type
Attached
Listing contracted with Re/Max Realty Specialists Inc.
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$1,495,000
FOR SALE
A rare opportunity in the heart of Palgrave! Set on a picturesque 0.98-acre lot, this custom-built log home blends distinctive craftsmanship, refined finishes, and the serenity of country living. A long private drive leads to Banas stone steps and a welcoming covered front porch. Inside, soaring vaulted ceilings and a beautiful mix of exposed log and drywall create warmth and character throughout the bright open-concept living spaces. The living and family rooms overlook mature trees, lush gardens, manicured grounds, and surrounding greenspace. Designed to embrace its natural setting, the main-floor office overlooks the tranquil pond across the road, while the dining area opens to a charming 3-season screened sunroom. The chef-inspired kitchen features custom cabinetry with pot drawers and matching pantry, Caesarstone counters, antique hammered copper sink, counter-depth refrigerator, black stainless appliances, gas stove, microwave, breakfast bar, and scenic views. Upstairs, the generous primary retreat offers a walk-in closet and spa-inspired 3-piece ensuite with glass shower, joined by two spacious bedrooms and a 3-piece bath. The finished walkout lower level adds exceptional versatility with a bright one-bedroom apartment style layout, private entrance, full kitchen, living/dining area, above-grade windows, laundry, ample storage, and walk-out to the backyard patio, ideal for extended family, guests, or in-law suite potential. Outside, enjoy a detached 2-car garage, workshop, potting shed, and garden shed. Minutes to Palgrave Public School, parks, Bolton, Caledon East, Palgrave Forest & Wildlife Area, and the Caledon Trailway, with endless hiking, cycling, and equestrian trails. A truly special property offering privacy, nature, versatility, and the unmistakable character of a custom log home.
13143 Heart Lake Road, Caledon
4+1
BEDS
3
BATHS
$1,845,000
FOR SALE
Welcome to this beautifully maintained 4+1-bedroom home nestled on a picturesque 1-acre mature lot in the heart of Caledon. Offering the perfect blend of comfort, functionality, and privacy, this property is ideal for families, multi-generational living, or those seeking extra space.The bright and inviting interior features four spacious bedrooms and two well-appointed 3-piece bathrooms. The lower level offers exceptional flexibility with a separate entrance, an additional bedroom with an 11'8 x 7'11 walk-in closet, a full 4-piece bathroom, large Rec Room and other storage areas-perfect for extended family, guests, or potential in-law accommodations.Step outside to enjoy the tranquility of the expansive, tree-lined property, providing plenty of room for outdoor entertaining, gardening, or simply relaxing in a peaceful country setting. Ample parking accommodates multiple vehicles with ease, making it convenient for family and visitors alike.Located in a sought-after South Caledon setting, this exceptional property offers the charm of country living while remaining within easy reach of amenities, schools, parks, and commuter routes. A rare opportunity to own a spacious home on a beautiful one-acre lot with endless possibilities.For investors, this property offers future development potential being designated Employment within Caledon's Official Plan. Newly installed Municipal Water connection available at the lot line for a Buyer to connect at the Buyer's expense should they choose to convert to Municipal water. Buyer to verify all information for their own needs and purposes.
12 Keily Crescent, Caledon
3+2
BEDS
5
BATHS
$1,800,000
FOR SALE
Welcome to your private country retreat! Nestled on 6.27 acres of beautifully secluded land, this stunning approx. 6,000 sq. ft. raised bungalow offers endless possibilities for large families or multi-generational living. Featuring 5 spacious bedrooms, 6 bathrooms, a separate entrance perfect for an in-law suite, a renovated chef-inspired kitchen, a bright solarium, elegant formal living and dining areas, and a cozy family room with a dramatic floor-to-ceiling stone fireplace. The luxurious primary suite includes two private ensuites and double closets. This well-maintained home has been lovingly cared for and is in immaculate condition, offering an excellent opportunity to personalize and update to your own style. Priced to reflect its incredible value, it presents outstanding potential for homeowners and investors alike.
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