NewFor Sale

14294 Winston Churchill Boulevard
Caledon, Peel, ON, L7C 3E8

Detached
TRREB
MLS® Number: W14114964
Estimated Value
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$1,988,000List Price
4Bedrooms
3Bathrooms
2Garages
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Current valuation for 14294 Winston Churchill Boulevard, Caledon, ON L7C 3E8. Listed for $1,988,000 on 2026-11-02

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Description

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.

Features

Fenced YardGreenbelt/ConservationLake/PondWooded/Treed

Amenities

No amenities available

Summary

Tax:$7,275.21 / 2025
Listing #:W14114964
Property Type:Detached, 2-Storey
Building Age:31-50
Size:3500-5000 feet²
Land Size:232.35 x 416.18 | 2-4.99 acres
Days on CPRB:
Garage:Attached 2 garage
Locker:None
On CPRB Since:
Listing Brokerage:RE/MAX HALLMARK REALTY LTD.

Rooms

Details

Property

Property Type:Detached
Style:2-Storey
Community:Rural Caledon
Municipality:Peel

Building

Size:3500-5000 feet²
Building Age:31-50
Construction:Stone, Vinyl Siding

Inside

Bedrooms:4
Bedrooms Above Grade:4
Bathrooms:3
Bathrooms Detail:1, 3pc Main floor
Bathrooms Detail:1, 3pc Upper floor
Bathrooms Detail:1, 2pc Lower floor
Kitchens:1
Family Room:Yes
Appliances Included:Auto Garage Door Remote, Central Vacuum, Propane Tank, Storage, Sump Pump, Water Heater Owned, Water Softener, Water Treatment, Bar Fridge
Basement:Finished, Full

Parking

Driveway:Private Double
Garage Type:Attached
Garage Spaces:2
Total Parking Spaces:8

Utilities

Cooling:Central Air
Heating Type:Forced Air
Heating Fuel:Propane
Utility Sewer:Septic

Highlights

Fireplace Type:Propane, Wood

Land

Cross Street:Winston Churchill Boulevard / King Street

$1,988,000

List price

14294 Winston Churchill Boulevard, Caledon – Detached for sale