14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon
    • 14294 WINSTON CHURCHILL BOULEVARD Caledon

14294 WINSTON CHURCHILL BOULEVARD, Caledon

$1,988,000

  • 4 Bedrooms
  • 3 Bathrooms
  • 4,250 Square Feet

Backing onto protected conservation land with no rear neighbours, this 2.43-acre Terra Cotta estate sits steps from the Cataract 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 backyard is 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. (id:58875)

  • Listing ID: W14114964
  • Property Type: Single Family

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Rooms

LevelTypeDimensions
Second LevelBedroom4.83 m x 2.93 m
Second LevelPrimary Bedroom6.41 m x 5.83 m
Second LevelBedroom3.99 m x 3.63 m
Second LevelBedroom4.67 m x 2.87 m
BasementRecreational, Games Room9.46 m x 8.49 m
BasementExercise Room7.71 m x 4.09 m
Main LevelFoyer5.67 m x 3.41 m
Main LevelDining Room3.89 m x 4.04 m
Main LevelLiving Room3.89 m x 4.78 m
Main LevelKitchen3.67 m x 4.6 m
Main LevelEating Area3.84 m x 3.73 m
Main LevelFamily Room5.82 m x 5.82 m
Main LevelLaundry Room2.53 m x 1.68 m

Details

  • Equipment: Propane Tank
  • Features: Wooded area, Backs on greenbelt, Conservation/green belt, Sump Pump
  • Ownership: Freehold
  • Parking Spaces: 8
  • Pool: Inground pool
  • Pool Features: Salt Water Pool
  • Rental Equipment: Propane Tank
  • Structure: Patio(s)
  • Transaction: For sale
  • Zoning Description: A1*

Building

  • Amenities: Fireplace(s)
  • Appliances: Garage door opener remote(s), Central Vacuum, Water Heater, Water softener, Water Treatment, Cooktop, Dishwasher, Dryer, Garage door opener, Microwave, Oven, Hood Fan, Satellite Dish, Washer, Window Coverings, Refrigerator
  • BasementType: Full (Finished)
  • Basement Development: Finished
  • Bedrooms Main Level: 4
  • Construction Style Attachment: Detached
  • Cooling: Central air conditioning
  • Exterior Finish: Stone, Vinyl siding
  • Fireplace Present: True
  • Fireplace Total: 2
  • Fire Protection: Security system, Monitored Alarm
  • Flooring: Hardwood, Carpeted, Tile
  • Foundation: Block
  • Bathrooms (Half): 1
  • Bathrooms (Total): 3
  • Heating: Forced air
  • Heating Fuel: Propane
  • Size Interior: 3500 - 5000 sqft
  • Stories Total: 2
  • Type: House

Land

  • Acreage: true
  • Fence: Fully Fenced, Partially fenced, Fenced yard
  • Landscape Features: Landscaped
  • Sewer: Septic System
  • Size Depth: 416 ft ,2 in
  • Size Frontage: 232 ft ,4 in
  • Size Irregular: 232.4 x 416.2 FT
  • Surface Water: Lake/Pond

This property for sale is located at 14294 WINSTON CHURCHILL BOULEVARD in Caledon. It was last modified on October 25th 2026. Let us connect you with one of our real estate agents to schedule a viewing or to discover other Caledon homes for sale.

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