14294 Winston Churchill Boulevard, Caledon, ON L7C 3E8
Caledon, ON L7C 3E8
Quick cost estimateKnown monthly subtotal$9,856.11 / monthLand transfer tax $36,235One-time estimate
Quick cost estimate
$9,856.11 / monthKnown monthly subtotal
- Mortgage principal & interest
- $9,249.85
- Property tax / month
- $606.27
- Maintenance / month
- Period / amount not reported
Assumes 20% down, 5% annual interest and 25-year amortization. Illustrative rate, not a current quote.
Unknown expenses excluded. Mortgage insurance and closing costs are excluded; add insurance and utilities in the assumptions.
Land transfer tax · one time
- Transfer tax total
- $36,235
Before rebates, surcharges and fees. Not part of the monthly subtotal.
Tax assumptions & breakdown
Toronto municipal land transfer tax does not apply to this listing outside the City of Toronto.
- Ontario tax
- $36,235
- Toronto municipal tax
- $0
Current purchase scenario, before rebates, foreign-buyer taxes and fees. Confirm residence classification. Not historical tax paid; excluded from the monthly subtotal.
Ontario rates · Toronto rates (April 2026)
Eligible first-time purchasers may qualify for an Ontario land transfer tax refund of up to $4,000. Toronto buyers may also qualify for a separate municipal rebate of up to $4,475. Eligibility varies and these maximums are not guaranteed savings. See official eligibility links and details.
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About this home
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.
Home details
- Days on market
- Not reported
- Property type
- Detached
- MLS® number
- W14114964
- Source status
- New
- Bedrooms
- 4
- Bathrooms
- 3
- Postal code
- L7C 3E8
- Kitchens
- 1
- Kitchens above grade
- 1
- Family room / den
- Yes
- Interior size (reported range)
- 3500-5000
- Lot size
- 2.43 acres
- Lot depth
- 416.18 ft
- Garage parking spaces
- Not reported
- Total parking spaces
- 8
- Occupancy
- Owner
- Possession type
- Immediate
- Garage
- Attached
- Annual property tax
- 7275.21
- Basement
- Finished, Full
- Interior features
- Auto Garage Door Remote, Central Vacuum, Propane Tank, Storage, Sump Pump, Water Heater Owned, Water Softener, Water Treatment, Bar Fridge
- Exterior features
- Backs On Green Belt, Landscaped, Patio, Privacy
- Architectural style
- 2-Storey
- Parking features
- Private Double
- Pool features
- Inground, Salt
- Fireplace
- Yes
- Waterfront
- No
- Garage available
- Yes
- Heating system
- Forced Air
- Heating fuel
- Propane
- Cooling
- Central Air
- Sewer
- Septic
- Direction facing
- West
- Construction materials
- Stone, Vinyl Siding
- Roof
- Shingles
- Foundation
- Concrete Block
- MLS entry age (not confirmed DOM)
- 12 days
These details come from the listing source. Please confirm measurements and fees before making a decision.
Utilities and services
- Sewer
- Septic
- Heating system
- Forced Air
- Heating fuel
- Propane
- Cooling
- Central Air
A reported service is not necessarily included in rent or maintenance. Missing information does not mean a service is absent.
Rooms & virtual tours
Loading source-reported room dimensions…
Converted measurements are approximate. Levels and dimensions are shown only when supplied.
- Bedrooms above grade
- 4
- Rooms above grade
- 10
- Rooms below grade
- 2
- Den / family room reported
- Yes
Reported counts are shown independently. Room dimensions have not been inferred from these counts.
Ask the listing brokerage for floor plans and measured room layouts.
Listing dates & price record
- Asking amount
- $1,988,000
Original MLS entry
Entry into the source MLS system; distinct from days on market.
Coverage varies by listing. Dates are source-reported calendar dates; only the latest reported asking-price change is shown. This is a partial record.
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Planning estimate with Canadian semiannual compounding. Excludes mortgage insurance, closing costs and special assessments. This is not a lender quote or mortgage approval.
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- Region / county
- PEEL
- Municipality
- CALEDON
- MLS® community
- Rural Caledon
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Around this property
Schools, transit & everyday places
Published local sources. Distances are approximate straight-line distances, not walking routes.
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Nearby publicly funded schools
Within 5 km · approximate straight-line distances, not walking routes or attendance eligibility.
School year 2024-2025 · Preliminary · publisher extract 2026-09-14.
No geolocated school in this source was found within 5 km. This does not establish school availability or eligibility.
Confirm programs and attendance with the school board. Private schools and verified catchment boundaries are not included. Contains information licensed under the Open Government Licence – Ontario. Ministry source.
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Transit near this property
No current nearby stops were returned by the installed TTC, GO Transit and UP Express datasets. Coverage and service dates vary; distances and travel times are not inferred.
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Nearby amenities
Mapped places within 2.0 km. Distances are straight-line estimates to map points or area centres.
Restaurants
- 1.3 km
© OpenStreetMap contributors · ODbL · Download this open dataset
Coverage & map information
Map snapshot: 2026-11-02T15:25:06Z. This is a rectangular GTA-area extract with partial regional coverage. Data may be incomplete near its edges. Places and categories are community mapped; opening status, entrances and service availability are not verified. Matching point/area entries with the same name within 25 metres are paired for display using the point location; the downloadable dataset retains every original map record. Other duplicates may remain. No walking routes, travel times or walking score are inferred.
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Similar homes for sale in Caledon
Current public IDX listings in the same city and transaction type. These are alternatives to explore, not sold comparables or an appraisal.
Property questions
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Measurements, lot details and features are displayed as reported by the listing source or a named public dataset. Missing facts are not inferred. Confirm material details with the listing brokerage.
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They are nearby records from the displayed source datasets. Distances are approximate straight-line distances; school catchment eligibility, ratings, walking routes, hours and live transit service are not inferred.
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Home and neighbourhood overview
14294 Winston Churchill Boulevard, Caledon, ON L7C 3E8, Caledon is listed for sale as a Detached. The listing reports 4 bedrooms, 3 bathrooms, reported interior area of 3500-5000 (units not reported), kitchens reported as 1, parking spaces reported as 8, lot size reported as 2.43 acres. Asking price: $1,988,000. Occupancy is reported as Owner. Review the Home details, room measurements and utility sections below to compare reported specifications; confirm important details with the listing brokerage. MLS® W14114964.
OpenStreetMap shows nearby mapped places including The Terra Cotta Inn (1.3 km).
Local context
OpenStreetMap shows nearby mapped places including The Terra Cotta Inn (1.3 km).
Sources & distance notes
Distances are approximate straight-line estimates to mapped points or area centres.
© OpenStreetMap contributors · ODbL
Explore the area: Caledon · Rural Caledon.
This overview uses facts reported by the listing and named local sources. Please confirm details with the listing brokerage.
Listing brokerage: RE/MAX HALLMARK REALTY LTD.. Displayed by EnterHome Realty. Source: authorized IDX record, MLS® W14114964. Information deemed reliable but not guaranteed.