14409 Winston Churchill Boulevard, Caledon

Price: $1,199,000

4 bedrooms, 1 bathrooms

1,500 - 1,999 sqft

Property Type: Detached

MLS#: W13544076

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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$1,199,000 - 14409 Winston Churchill Boulevard, Caledon

Detached for Sale in Caledon

45 days on market

Neighbourhood: Rural Caledon

4Beds
1Baths
1,500 - 1,999Sq Ft
Detached
Property Details
MLS Number
W13544076
Property Type
Detached
Status
active
Days on Site
45
Bedrooms
4
Bathrooms
1
Square Feet
1,500 - 1,999 sqft
Neighbourhood
Caledon
Listing Brokerage
iCloud Realty Ltd.
Description

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.

Mortgage Calculator

Estimate your monthly payments for this property

Estimated Payment

$5,303.58/mo

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5%20%50%

5-yr fixed avg.

Principal: $959,200Interest: $631,874
Mortgage Amount$959,200
Total Interest$631,874
Est. Property Tax$849/mo
Total Cost$1,591,074

Rates shown are estimates based on typical Ontario 5-year fixed rates. Canadian mortgages use semi-annual compounding as required by law. CMHC insurance applies to purchases under $1.5M with less than 20% down. Estimated property tax uses an approximate 0.85% rate. Contact us for current rate options and pre-approval.

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Neighbourhood Guide: Rural Caledon

Discover Rural Caledon

Rural Caledon is a vibrant community in the Greater Toronto Area, offering excellent amenities, schools, and transportation options. This area is popular with families and professionals seeking a balanced lifestyle with access to urban conveniences and natural spaces.

Why Live in Rural Caledon

  • Convenient location in Caledon
  • Access to local shops and dining
  • Good public transit connections
  • Community parks and green spaces
  • Well-maintained neighbourhoods

Nearby Schools

Local Elementary SchoolPublic Elementary
Local Secondary SchoolPublic High School

Transit & Commuting

  • MiWay bus routes throughout the area
  • GO Transit stations within driving distance
  • Easy highway access to 401/403/QEW
  • Walking distance to local amenities

Parks & Amenities

  • Local parks and recreational facilities
  • Community centres
  • Shopping plazas nearby
  • Restaurants and cafes

Lifestyle & Community

Rural Caledon offers a wonderful quality of life with a mix of residential charm and urban convenience. Residents enjoy easy access to schools, parks, and shopping, making it an ideal location for families and professionals alike.

70
Walk Score
Varies
Price Range

14409 Winston Churchill Boulevard, Caledon

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Investor Analysis

Rental income estimator & ROI calculator

Estimated Monthly Rent
$3,200/mo
Range: $2,720 - $3,680
Cap Rate (ROI)
2.1%
Fair

Monthly Cash Flow Breakdown

Rental Income+$3,200
Maintenance Fees-$0
Property Tax (est.)-$849
Insurance (est.)-$250
Net Cash Flow+$2,101

Note: These are estimates only. Actual figures may vary based on market conditions, property condition, and other factors. Consult with a financial advisor for personalized advice.

Joe Battaglia - Top Real Estate Agent in Mississauga, REMAX Realty Specialists

Joe's Thoughts

Honest perspective from 30+ years of GTA real estate experience

Competitive Pricing

At $799/sqft, this is priced below the area average. This could represent genuine value, but let's investigate why. In my experience, underpriced homes often have deferred maintenance, unfavourable layouts, or motivated sellers. I'll help you determine which it is.

Market Position

At 45 days on site, this property has had reasonable exposure. It hasn't sold immediately (which often indicates overpricing), but isn't languishing either. There's likely room for a 3-5% negotiation from asking price.

Detached Home Advantages

Detached homes in Caledon are increasingly scarce and valuable. You'll have no shared walls, full control over renovations, and typically stronger appreciation. Consider the lot size and potential for future additions or basement apartment income. Detached homes also offer the most flexibility for growing families.

Family-Friendly Layout

4 bedrooms hits the sweet spot for most families. You'll have room for 2-3 children plus a home office or guest room. This is the most sought-after configuration for families relocating to Caledon. Good resale value as demand remains consistent.

About Rural Caledon

I know Rural Caledon well from working with many buyers and sellers here. Each pocket has its own character - let me share what I've learned about this specific street and block. During our showing, I'll point out local amenities, school catchments, and what similar homes have sold for recently.

Investment Perspective

Looking at this as an investment: Caledon properties have averaged 5-7% annual appreciation over the past decade. Your estimated monthly carrying costs would be around $4,996 (mortgage, taxes, insurance). Consider whether you're comfortable with this as both a home and a financial commitment.

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    14409 Winston Churchill Boulevard | $1,199,000 | Battaglia Team