23 Winston Churchill is a land in Caledon, listed for $1,199,000.
1Build your dream home on this breathtaking and private 22.76-acre lot (as per MPAC).
2Whether you're looking to design a custom estate, enjoy a hunters paradise, or escape the city for peace and tranquility, this property offers endless possibilities.
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Zara is an AI virtual agent. Advisors are licensed REALTORS® at Coldwell Banker Summit Realty, Brokerage.
Lots & Land in Caledon
About 23 Winston Churchill
Build your dream home on this breathtaking and private 22.76-acre lot (as per MPAC). Whether you're looking to design a custom estate, enjoy a hunters paradise, or escape the city for peace and tranquility, this property offers endless possibilities. Located on a paved road just 10 minutes from Orangeville, Erin, and Caledon Village, with easy access to Highways 10 & 124. Hydro & telephone available. Buyers are advised to complete their own due diligence with the Town of Caledon regarding current and future uses, zoning, and any restrictions. Don't miss this rare opportunity to own a stunning piece of nature
Caledon land priced at $1,199,000 — book a tour to see if it fits your search.
Inside 23 Winston Churchill
Every detail from the listing, in one place.
Type
Land
Features & systems
Lot & land
Lot size (sqft)
0
Listing & possession
Property class
Vacant Land
23 Winston Churchill Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® W13040376$1,199,000
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 23 Winston Churchill Compares to the Caledon Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Zara’s estimate
$•,•••,•••
Estimated from city-wide sales. There isn’t enough detail on this listing to rate the price.
Independent mortgage broker · OAC · rates subject to change and underwritingMortgage Squad →
Referral disclosure: Summitly may refer you to Mortgage Squad Advisors, an affiliated mortgage partner. You are free to choose any lender or mortgage professional.
Monthly cost
Enter a rate to see the monthly cost
An estimate, not a quote. Utilities and insurance are extra.
Affordability calculator
Estimated monthly payment
$5,890
/mo
based on the purchase price of $1,199,000
$239,800 cash
$959,200 financed
$807,898 total interest
Principal54%$959,200
Interest46%$807,898
20% down · 25-yr amortization · 5.50% rate. Principal & interest only — taxes, condo fees, and insurance not included.
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Figures are Summitly estimates for illustration only — not from TRREB or the MLS® feed, and not a mortgage approval, appraisal, or financial advice.
Rental income potential
Est. monthly rent
low–high
Gross yield
rent × 12 ÷ price
Cap rate (est.)
net of tax + fees
Summitly AI estimate for discussion only — not from TRREB or the MLS® feed, and not an appraisal or investment advice. Yield and cap rate are derived from the estimated rent versus the asking price.
For homeowners nearby
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Book a tour of 23 Winston Churchill with a licensed buyer's agent
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Ask about 23 Winston Churchill day or night. Zara reads this listing and answers in plain words. When you want a person, she hands you to a licensed agent.
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Your agent shows you the home, checks the paperwork and negotiates your offer, on your side, not the seller's.
Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Average days on market42Homes sold in about 42 days on average.
Sale-to-list ratio96.1%On average, homes sold below asking.
Active listings540Homes for sale here right now.
Median vs prior 90 days−5.1%Compared with May 12 – Aug 10, 2026: prices down.
Based on 326 sales from Aug 10 – Nov 8, 2026 (240 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 23 Winston Churchill
How much is 23 Winston Churchill listed for?
23 Winston Churchill is listed at $1,199,000 (MLS® W13040376). Summitly updates the price as soon as the MLS® record changes.
Has the price of 23 Winston Churchill changed?
No — 23 Winston Churchill is still listed at its original asking price of $1,199,000.
How many bedrooms and bathrooms does 23 Winston Churchill have?
The listing for 23 Winston Churchill doesn't publish its bedroom and bathroom count. It is a lot in Caledon.
How much would the monthly mortgage be on 23 Winston Churchill?
About $5,890 a month — principal and interest on $1,199,000 with 20% down ($239,800), a 25-year amortization and an assumed 5.5% interest rate. The mortgage calculator on this page lets you change the down payment, amortization and rate.
How does 23 Winston Churchill compare with other homes in Caledon?
Its asking price of $1,199,000 is about 18% above the median sold price in Caledon over the last 90 days, $1,015,000, across 326 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 23 Winston Churchill been sold before?
Summitly has no earlier MLS® sale or lease of 23 Winston Churchill on record from the last two years. Older records aren't shown under TRREB rules.
Where is 23 Winston Churchill?
23 Winston Churchill is in Caledon, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 23 Winston Churchill been on the market?
198 days — 23 Winston Churchill was listed on April 24, 2026.
What is the lot size of 23 Winston Churchill?
The lot is 17.495 acres, as published in the listing.
What is the land transfer tax on 23 Winston Churchill?
About $20,455 in Ontario land transfer tax at the asking price of $1,199,000. First-time buyers can get up to $4,000 back. Legal fees and other closing costs are extra.
How do I book a viewing of 23 Winston Churchill or make an offer?
Select "Book a viewing" on this page and pick a time. A licensed Coldwell Banker Summit Realty, Brokerage agent confirms it with the listing brokerage. When you're ready, your agent prepares the offer with you and submits it to the listing brokerage.
What is the property tax for 23 Winston Churchill?
The listing for 23 Winston Churchill doesn't publish the annual property tax. The property tax calculator linked at the foot of this page gives an estimate for Caledon.
