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14409 Winston Churchill Boulevard

14409 Winston Churchill Boulevard

Caledon, ON

  • 4 bed
  • 1 bath
  • approx. 1500-2000 sqft
  • Detached
  • 67 days on market
$1,199,000

A rare offering in Terra Cotta! Nestled among mature trees on a picturesque and private lot, this charming 4-bedroom home is located in one of Peel's most coveted rural communities. Combining the tranquility of country living with the convenience of nearby amenities, this is a property with remarkable long-term appeal and value. The home features a spacious kitchen, an updated washroom, renovated flooring, and fresh paint throughout, providing a comfortable space to enjoy from day one while offering the flexibility to personalize over time. Whether your plans include tasteful enhancements, a future addition, or the design and construction of a custom estate home, the possibilities are endless. Premium treed properties in this highly desirable location seldom become available. Surrounded by natural beauty and offering outstanding privacy, this is your chance to create a truly special country retreat tailored to your vision and lifestyle.

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Listing Details

Taxes (2026)
$4,753
Listed
July 9, 2026

Price History

Property

Style
Bungalow
Construction
Brick
Roof
Asphalt Shingle
Foundation
Slab
Interior
Auto Garage Door Remote, Carpet Free, Primary Bedroom - Main Floor, Propane Tank, Water Heater Owned, Water Softener, Water Purifier, Water Treatment
Lot Size
155.98 x 290.2 Feet

Parking

Garage
Detached
Covered Spaces
2
Total Parking
12

Utilities

Sewer
Septic
Heat Source
Electric

Location & Legal

Cross Street
Winston Churchill Blvd & WellingtonRd 42
Parcel Number
142590043
Possession
Flexible
Occupancy
Owner

Included

Inclusions
All electric light fixtures, existing appliances (B/I dishwasher, stove, fridge, clothes washing machine and dryer), window coverings, A/C window units, portable generator, garage remote. All chattels and fixture are "as in" and in "as is" condition.
Exclusions
None.
Rental Items
Proane tanks.

Community

Postal area L7C

Population
33,846
Private dwellings
9,967
Median age
38
Average household size
3.5
Median household income
$134,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Residential Freehold in Caledon · last 12 months

Median sold price
$1,046,000
Homes sold
757
Median days on market
26
Sale-to-list price
96.4%

Based on 757 recorded sales of residential freehold properties in Caledon over the last 12 months.

Rooms

3-piece on Main

Main

  • Bathroom11'4" x 8'9"
  • Bedroom 213'2" x 9'1"
  • Bedroom 310'8" x 13'5"
  • Bedroom 49'5" x 13'1"
  • Kitchen18'5" x 16'8"
  • Laundry12'8" x 7'11"
  • Living Room12'2" x 21'11"
  • Other8'4" x 7'7"
  • Primary Bedroom13' x 12'11"
  • Utility Room7'6" x 8'2"

Listed by

iCloud Realty Ltd.

Walk Score

Walk Score is unavailable for this address right now.

Mortgage Calculator

$239,800

Estimated Monthly Payment

$5,890

Land transfer tax

Estimated land transfer tax$20,455

Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.

Investment Analysis

No recent nearby lease data. Enter a rent to see the numbers.

Mortgage: $5,890/mo (20% down, 5.5%)

Taxes: $396/mo · Insurance: $300/mo

Estimates only. Consult a financial advisor.

R

Reita | Assistant

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Reita said:

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