$1,988,000
21.34 BTC
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14294 Winston Churchill Boulevard, Caledon
$1,988,000
PRICE
4
BEDROOMS
3
BATHROOMS
W14114964
MLSID

14294 Winston Churchill Boulevard, Caledon

Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Caledon Trailway and Terra Cotta Conservation Area. Mature forest frames the property, while open lawn and established perennial beds create spaces to play, entertain and unwind. Garden paths wind past the perennials and beneath a charming arbour to quiet seating areas, with fresh blooms from spring through fall and blazing autumn colour in the forest beyond. The fully fenced pool and patio area make your backyard a private resort. The heated saltwater pool is soft and gentle on skin and eyes, with no harsh chlorine smell, and the waterfall adds a soothing soundtrack to long summer afternoons. Heating extends the swim season from late spring into fall. The large patio offers room for dining, lounging and barbecues, all with the forest as your backdrop. Inside are 3,716 sq ft above grade plus a finished lower level, over 4,700 sq ft in all. The two-storey living room has a vaulted ceiling and a two-way wood-burning fireplace shared with the breakfast room. The kitchen features Miele appliances, including an oversized fridge, built-in oven, cooktop and flush-mount hood, and opens to a sunken family room that walks out to the yard. The main floor also has a formal dining room behind French doors, laundry with a walkout, and a 3-pc bath with heated floor and glass shower, steps from the pool. Upstairs, an open loft works as an office or reading nook, and four bedrooms include a primary suite with his-and-hers walk-in closets. The finished basement adds a large rec room plus a bonus room for a gym, guest room or office. Insulated double garage with epoxy floor. Morning coffee under the arbour, an evening swim beneath the trees: this is country living, minutes from town. Offers welcome Sunday, November 8 at 6 PM. Ontario's Conservation Land Tax incentive program reduces taxable property amount by 1.39 acres from the total area of 2.42 acres.
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Summary

Address
14294 Winston Churchill Boulevard
Community
MLSID
W14114964
Property Type
Detached
Property Category
Bedrooms
4
Bathrooms
3
Kitchens
1
Taxes (Annual)
$7,275.21
Tax Year
2025
Published
October 25, 2026
Days on Market
3 Days
Possession Type
Immediate
Possession Details
Immedaite
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Inclusions

All Window Coverings and Screens, Including Hardware; Electric Light Fixtures and Ceiling Fans with Remotes; Water Softener; Water Heater; Closet Organizers; All Bathroom Shower Rods and Mirrors; Existing Microwave, Oven, Cooktop, Range Hood, Fridge, Dishwasher; All Garage Door Openers and Remotes; Clothes Washer and Clothes Dryer; Central Vacuum and all Related Equipment; TV Wall Mounts; Pool, Pump and all Related Equipment; Water Collection Barrels; Satellite Dish

Exclusions

Ping Pong Table; Outdoor Fireplace, Patio Furniture & Accessories, Hammock and Stand

Details

Property Features
Fenced Yard, Greenbelt/Conservation, Lake/Pond, Wooded/Treed
Security Features
Security System, Monitored
Bathroom 1
3-Piece Main Level
Bathroom 2
3-Piece Upper Level
Bathroom 3
2-Piece Lower Level
Basement
Finished, Full
Exterior Features
Backs On Green Belt, Landscaped, Patio, Privacy
Interior Features
Auto Garage Door Remote, Central Vacuum, Propane Tank, Storage, Sump Pump, Water Heater Owned, Water Softener, Water Treatment, Bar Fridge
Parking Spaces
6
Parking Total
8
Parking Features
Private Double
Architectural Style
2-Storey
Roof
Shingles
Construction Materials
Stone, Vinyl Siding
Lot Size
2 Acres
Lot Width
232 Feet
Lot Depth
416 Feet
Water
Well
Heat Source
Propane
Heat Type
Forced Air
New Construction
No
Occupant Type
Owner
Private Entrance
No
Sauna
No
Seasonal Property
No
Hot Tub / Spa
No
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Listing Contracted with RE/MAX HALLMARK REALTY LTD.
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