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Last Updated : 6 Hours ago
14294 Winston Churchill Boulevard, Caledon, ON, Rural Caledon
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14294 Winston Churchill Boulevard, Caledon MLS Number: W14114964

Rural Caledon, Caledon, Peel, ON, L7C 3E8

$1,988,000

Status: For Sale

  • 4+ Beds
  • 3 Baths
  • Area : 3500-5000 sqft
  • Property Type: Residential Freehold (Detached)
  • Property Taxes : $7275.21 (Tax Year:2025)
  • Listing Courtesy : Re/max Hallmark Realty Ltd.

14294 Winston Churchill Boulevard Property 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.

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14294 Winston Churchill Boulevard Property Facts

Property Type :Residential Freehold
MLS Number :W14114964
Listing Type :Sale
Property Age :31-50 Years
Possession Date :
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Last Updated :03 Nov, 2026 (6 Hours ago)
Source :Toronto Regional Real Estate Board
Area :Peel
Postal Code : L7C 3E8
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14294 Winston Churchill Boulevard Property Price & Tax Insights

Price : $1,988,000
Property Taxes :$7275.21
Tax Year :2025

14294 Winston Churchill Boulevard, Caledon Property Details

Bedrooms :4 +
No. of Rooms :10
Air Conditioning :Central Air
Heating :Forced Air
Cross Street :Winston Churchill Boulevard / King Street
Bathrooms :3
Fuel :Propane
Approx Square Footage :3500-5000 sqft
Fireplace/Stove :No
Dimensions 12
Family Room :5.82 m x 5.82 m
Bedroom :4.83 m x 2.93 m
Dining Room :3.89 m x 4.04 m
Primary Bedroom :6.41 m x 5.83 m
Living Room :3.89 m x 4.78 m
Bedroom :4.67 m x 2.87 m
Foyer :5.67 m x 3.41 m
Exercise Room :7.71 m x 4.09 m
Laundry :2.53 m x 1.68 m
Breakfast :3.84 m x 3.73 m
Recreation :9.46 m x 8.49 m
Kitchen :3.67 m x 4.6 m

Exterior Information

Exterior Finish :Stone, Vinyl Siding
Parking Space :8
Basement :Finished
Lot Features :Wooded/Treed
Garage :Attached
Laundry Level :Main Level

14294 Winston Churchill Boulevard, Caledon - Price History

2026-10

25 Oct, 2026

TREB #W14114964

Listed

$1988000.0

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  • 400k
  • 800k
  • 1.2M
  • 1.6M
  • 2M+
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  • 6
  • 12
  • 18
  • 24
  • 30+
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14294 Winston Churchill Boulevard - Location Map and Landmarks

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FAQs: 14294 Winston Churchill Boulevard, Caledon

  • Q:What is the Area Size of the 14294 Winston Churchill Boulevard In Sq.Ft and it's MLS No.?

    A: The project covers an area of approximately 3500-5000 sq. ft and is strategically located in Peel. The MLS No of this project is W14114964 and the Project is located in ON, Canada
  • Q: Does this Project 14294 Winston Churchill Boulevard available for Sale ?

    A: The project 14294 Winston Churchill Boulevard is readily available for Sale and can be purchased at competitive prices today. You can schedule a tour or request a call back for knowing further.
  • Q: How far is this property from my workplace?

    A:You can calculate your travel time and see how this property is far from your Office, your spouse's workplace or your kid's school. You just need to tell us which places you commute to frequently and Square Yards will tell you how far they are from this property.
  • Q:What are the Key Features 14294 Winston Churchill Boulevard is Offering?

    A:Square Yards is giving a Cashback of $9,940 if you buy this property from us, however there are several key features offered by the 14294 Winston Churchill Boulevard. You get 4+ Beds with 3 Bath, central air conditioning, parking space and garage along with a heating system, basement, gas fuel system and balcony.
  • Q:How many Parking Space available in this 14294 Winston Churchill Boulevard?

    A: 14294 Winston Churchill Boulevard in Peel offers a total of 8 parking spaces for residents.
  • Q:How many Beds & Baths available in 14294 Winston Churchill Boulevard, Peel?

    A: 14294 Winston Churchill Boulevard, Peel comes with 4+ Beds for maximum convenience and space. There are 3 baths available as well for when you have guests over or if you have a large family!
  • Q:How many Apartments and Condos are available for Sale in Peel, On?

    A:Peel, ON is one of the biggest real estate markets in Canada. There are several options available here pertaining to condos and apartments alike. There are approximately apartments and condos available currently for your perusal.
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