14294 Winston Churchill Blvd
Rural Caledon, Caledon, Ontario L7C 3E8
- Bedrooms
- 4
- Bathrooms
- 3
- Size
- 3,500–5,000sq ft
- Per sq ft
- $468at the range’s middle
- Lot
- 2 – 4.99 acres
- Tax a year
- $7,2752025 tax year
- Built
- 31-50
- Parking
- 82 attached
- Days on market
- Members
The brief
About 14294 Winston Churchill Blvd
14294 Winston Churchill Blvd is a 4-bedroom, 3-bathroom detached house in Rural Caledon, Caledon, listed for sale at an asking price of $1,988,000 (MLS® W14114964).
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.
Insights
Condition Score
Good68/1006 condition-related facts documented
Source: Listing age, structured features and disclosed update language; not an inspection.
Cashflow Quality
Shortfall5/100−$6,326/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Source: Median of 8 homes with 4 bedrooms for lease in Rural Caledon right now. Cost of owning counts the mortgage and property tax.
Condition uses listing-record signals, not an inspection.
The home
Key facts
- Tax
- $7,275 / 2025
- MLS® number
- W14114964
- Board
- TRREB MLS®
- Property Type
- Detached
- Building Age
- 31-50
- Days on market
- Size
- 3500-5000 sqft
- Lot Size
- 232.35 x 416.18 ft
- Listed on
- Parking
- 2 Attached, 8 Parking
Property details
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Rural Caledon
- Municipality
- Caledon
Building
- Size
- 3500-5000 sqft
- Building Age
- 31-50
- Construction
- Stone
Inside
- Bedrooms
- 4
- Bathrooms
- 3
- Bathroom Details
- 1 × 3pc Main, 1 × 3pc Upper, 1 × 2pc Lower
- Basement Type
- Finished
- Kitchens
- 1
Parking
- Driveway
- Pvt Double
- Garage Type
- Attached
- Garage
- 2
- Additional Parking
- 6
- Total Parking
- 8
Utilities
- Water
- Well
- Cooling
- Central Air
- Heating Type
- Forced Air
Land
- Sewer
- Septic
- Frontage
- 232.35 ft
- Depth
- 416.18 ft
- Lot Size
- 232.35 x 416.18 ft
Additional
- Foundation
- Concrete Block
- Roof
- Shingles
- Fireplace
- Yes
- Pool
- Inground, Salt
- Den
- Yes
- Family room
- Yes
- Extras
- All Window Coverings and Screens, Including Hardware; Electric Light Fixtures and Ceiling Fans with Remotes; Water Softener; Water Heater; Closet Organizers; All Bathroom Shower Rods and Mirrors; Existing Microwave, Oven, Cooktop, Range Hood, Fridge, Dishwasher; All Garage Door Openers and Remotes; Clothes Washer and Clothes Dryer; Central Vacuum and all Related Equipment; TV Wall Mounts; Pool, Pump and all Related Equipment; Water Collection Barrels; Satellite Dish
Rooms
| Room | Size | Features | Level |
|---|---|---|---|
| Foyer | 3.41 × 5.67 m | hardwood floor, Double Closet, Vaulted Ceiling | Main |
| Dining | 4.04 × 3.89 m | hardwood floor, French Doors, Crown Moulding | Main |
| Living | 4.78 × 3.89 m | hardwood floor, 2 Way Fireplace, Vaulted Ceiling | Main |
| Kitchen | 4.6 × 3.67 m | hardwood floor, Quartz Counter, Centre Island | Main |
| Breakfast | 3.73 × 3.84 m | hardwood floor, 2 Way Fireplace, Large Window | Main |
| Family | 5.82 × 5.82 m | Broadloom, Sunken Room, W/O To Pool | Main |
| Laundry | 1.68 × 2.53 m | Tile Floor, W/O To Yard, Laundry Sink | Main |
| Primary | 5.83 × 6.41 m | Broadloom, Sunken Room, His/Hers Closets | 2nd |
| Br | 3.63 × 3.99 m | Broadloom, Closet, Window | 2nd |
| Br | 2.87 × 4.67 m | Broadloom, Closet, Window | 2nd |
| Br | 2.93 × 4.83 m | Broadloom, Closet, Window | 2nd |
| Rec | 8.49 × 9.46 m | Broadloom, Fireplace, Above Grade Window | Bsmt |
| Exercise | 4.09 × 7.71 m | Broadloom, Above Grade Window, Recessed Lights | Bsmt |
Listing history
Buy/sell history for 14294 Winston Churchill Blvd, Caledon, Ontario
Sale history on this site covers the last 2 years, the window permitted under the TRREB MLS® VOW agreement.
| Date Start | Date End | List Price | Price | Event | Listing ID |
|---|---|---|---|---|---|
| Date StartN/A | N/A | $1,988,000 | N/A | For Sale | W14114964 |
Members see the full history. Prices are hidden from signed-out visitors.
The numbers
Mortgage Calculator
Plan with the current asking price
CMHC insurance: not required at 20% down. Payments use Canadian semi-annual compounding.
Mortgage Details
4.8% · 5-year term · 25-year amortization · 20% down
- Total down payment
- $397,600
- Total mortgage amount
- $1,590,400
- Total interest payment
- $1,130,600
- Total purchase cost
- $3,118,600
- Mortgage payment
- $9,070/mo
Cash Flow Analysis
If you rented this home out at 20% down
Break-even down payment
76%Monthly carrying cost
$9,676- Rent $3,350
- Shortfall $6,326
Rental income opens at $3,350, the median asking rent of 8 comparable homes for lease in Rural Caledon. Type over it with the rent you expect. This is a planning tool, not advice.
Land transfer tax on this home
- Ontario land transfer tax
- $36,235
- Total land transfer tax
- $36,235
- First-time buyer rebates (Ontario up to $4,000)
- −$4,000
- Total for first-time buyers
- $32,235
See how this is worked out
- 0.5% on the first $55,000
- $275
- 1.0% from $55,000 to $250,000
- $1,950
- 1.5% from $250,000 to $400,000
- $2,250
- 2.0% from $400,000 to $1,988,000
- $31,760
- Ontario total
- $36,235
An estimate at the asking price, for a home with one or two single-family residences. Your lawyer confirms the exact amount.
Estimate
Estimated value requires sign in
Market estimates use sold comparables and are available after you sign in and accept MLS® VOW terms.
The estimate is an automated value built from public and MLS® data. It is not an appraisal; ask Kassaundra Dobson, Broker of Record for a full comparative market analysis.
Comparable sales
Comparable sales require sign in
Closing prices and sold comps are available to registered visitors who accept MLS® VOW terms on this site.
The land
Lot
- Lot area
- 96,699 sq ft8,984 m²
- Street frontage
- 232.35 ft70.8 m
- Depth
- 416.18 ft126.9 m
The area is the frontage multiplied by the depth, so boundaries are approximate. Confirm with a survey before you buy.
Source: the MLS® listing record, measured by GeoWarehouse.
Land and environment
Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.
Water and conservation5
- Inside Credit Valley Conservation’s mapped regulated areaWork on the property, such as an addition or grading, may need a permit from Credit Valley Conservation. It does not mean the house floods.At the address
- No mapped wetland within 120 m120 m
- 8 water-supply wells recorded within 250 m7 of them were drilled for domestic use. From Ontario’s well records; locations can be approximate. The records do not show how this home gets its water. Wells nearby typically go down about 27.4 m.250 m
- Groundwater recorded about 7.9 m below ground nearbyThe middle water level in the well records within 500 m (22 records). It changes with the season and from spot to spot.500 m
- Bedrock about 4.3 m down nearbyThe middle depth to bedrock in the well records within 500 m.500 m
Credit Valley Conservation · Province of Ontario open data
Planning and building activity2
- Inside the Greenbelt (Niagara Escarpment Plan) and the Niagara Escarpment plan area (Escarpment Protection Area)These provincial plans set policies on new buildings, new lots and some changes to the land; the municipality can say which apply to this property.At the address
- Nearest airport: 6.9 km6.9 km
Province of Ontario open data
Around the home1
- A trail on the Ontario trail network within 1 km1 km
Province of Ontario open data
Environmental records4
- 3 licensed pits or quarries within 2 kmThe nearest is 730 m away, as mapped.2 km
- No recorded oil, gas or salt well within 250 m250 m
- No facility within 1 km reports pollutant releases to Environment CanadaOnly facilities above the inventory’s reporting thresholds are listed.1 km
- No federal contaminated site within 1 kmThe federal inventory covers federal land only; it says nothing about provincial or private sites.1 km
Province of Ontario open data · Government of Canada open data
Power and internet2
- Electricity is distributed here by Hydro One Networks Inc.At the address
- Fibre to the home, Cable, DSL internet listed for this areaFibre to the home: Standard Broadband. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, QuaenetFi, Rogers, Routcom, SkyChoice Communications, Standard Broadband, Vianet. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.At the address
Ontario Energy Board · Innovation, Science and Economic Development Canada
Each record is placed at the distance its own line states. None of it is an inspection of the property. Confirm anything that matters to you with the municipality, Credit Valley Conservationor the record’s publisher.
Contains information licensed under the Open Government Licence – Canada. Contains information licensed under the Open Government Licence – Ontario. Contains information made available under Credit Valley Conservation Open Data Licence v1.0.
The market
Detached homes for sale in Rural Caledon right now
- For sale now
- 160
- Median asking price
- $1.58M
- New in 7 days
- 14
- Price cuts
- 14%
Middle half: $1.26M to $2.47M
49 in 28 days
22 listings
This home is asking 26% above the median.
See all homes in Rural CaledonAsking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.
Market area · filters apply to the charts below
The street
Map and tour
Schools nearby
| Elementary | Type | Distance | EQAO average 2024–25 |
|---|---|---|---|
| Glen Williams Public SchoolHalton DSB | Public · grades JK–5 | 6 km | 70%Grade 3 average |
| Alloa Public SchoolPeel DSB | Public · grades JK–8 | 6.5 km | 75%Grade 6 average |
| Malala Yousafzai PS (Elementary)Peel DSB | Public · grades JK–8 | 7.4 km | 71%Grade 6 average |
| St. Carlo Acutis Catholic Elementary SchoolDufferin-Peel CDSB | Catholic · grades JK–8 | 8.3 km | — |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Georgetown District High SchoolHalton DSB | Public · grades 9–12 · French Immersion | 8.2 km | 72%Grade 9 math |
| Christ the King Catholic Secondary SchoolHalton CDSB | Catholic · grades 9–12 · French Immersion | 8.5 km | 58%Grade 9 math |
| Parkholme Secondary SchoolPeel DSB | Public · grades 9–12 | 10 km | — |
| St Edmund Campion Secondary SchoolDufferin-Peel CDSB | Catholic · grades 9–12 | 10 km | 70%Grade 9 math |
EQAO: share of students at or above the provincial standard, 2024–25 (Ontario open data). These are the schools nearest this home, not the schools it is assigned to: boundaries change, and some schools take students by application. Confirm with the board before you buy. Contains information licensed under the Open Government Licence – Ontario.
The verdict
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Sold prices in Rural Caledon are shown to signed-in members.