16927 Winston Churchill Blvd
Rural Caledon, Caledon, Ontario L7K 1H9
- Bedrooms
- 4+1
- Bathrooms
- 3
- Size
- 2,500–3,000sq ft
- Per sq ft
- $1,527at the range’s middle
- Lot
- 10 – 24.99 acres
- Tax a year
- $4,1452026 tax year
- Built
- 100+
- Parking
- 255 detached
- Days on market
- Members
The brief
About 16927 Winston Churchill Blvd
16927 Winston Churchill Blvd is a 4+1-bedroom, 3-bathroom detached house in Rural Caledon, Caledon, listed for sale at an asking price of $4,200,000 (MLS® W13224014).
A Victorian reimagined, complete with a secret English garden. Just outside Belfountain, on nearly 15 acres of Caledon countryside, it is steeped in character and completely its own. The main house holds four bedrooms and three bathrooms, anchored by a bright central kitchen with the family room close at hand, cozy with its own fireplace. A breakfast nook looks out over perennial gardens and the pool beyond, with a screened Muskoka room just around the corner. The living room, with a dramatic architectural staircase as its focal point, overlooks the gardens and pond. A home you fall deeper into with every room. Waking up to gardens and pond, the main floor primary wing is a true sanctuary. A spa-like five piece ensuite, marble throughout, with soaker tub and steam shower. Upstairs, three additional bedrooms and a lovely five piece bath. Outside, the property opens into something rare. A 40 foot rectangular pool at the heart of the grounds, with a pool house and al fresco dining zone built for summer entertaining. A spring-fed pond with fountain and trails winding throughout. Heritage barn ruins that carry their own romance. (A family wedding was once held there, and the potential remains.) Once featured on the Caledon Garden Tour, the gardens include a spectacular Rhododendron forest. The outbuildings are exceptional. A detached two-car garage for the everyday and a heated three-bay garage for hobbies, toys, and your car collection, with one bay currently fitted as a sculpture studio. The garden cottage, a gym today complete with bathroom plus kitchen and laundry hookups, converts easily into a private one-bedroom suite for in-laws, older kids, or guests wanting their own world. A garden tea house overlooking the spring-fed pond, perfect for yoga or meditation. Minutes from Belfountain, close to great schools, skiing, hiking trails, golf, equestrian, local shops and restaurants. This is a home that holds everything.
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−$14,657/mo against the cost of owning (20% down, 4.8%, 25 yrs)
Source: Median of 6 homes with 5 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
- $4,145 / 2026
- MLS® number
- W13224014
- Board
- TRREB MLS®
- Property Type
- Detached
- Building Age
- 100+
- Days on market
- Size
- 2500-3000 sqft
- Lot Size
- 1,006.41 x 597 ft
- Listed on
- Parking
- 5 Detached, 25 Parking
Property details
Property
- Property Type
- Detached
- Style
- 2-Storey
- Community
- Rural Caledon
- Municipality
- Caledon
Building
- Size
- 2500-3000 sqft
- Building Age
- 100+
- Construction
- Brick
Inside
- Bedrooms
- 4+1
- Bathrooms
- 3
- Bathroom Details
- 1 × 2pc Main, 1 × 5pc Main, 1 × 5pc 2nd
- Basement Type
- Partly Finished
- Kitchens
- 1
Parking
- Driveway
- Private
- Garage Type
- Detached
- Garage
- 5
- Additional Parking
- 20
- Total Parking
- 25
Utilities
- Water
- Well
- Cooling
- Wall Unit
- Heating Type
- Forced Air
Land
- Sewer
- Septic
- Frontage
- 1,006.41 ft
- Depth
- 597 ft
- Lot Size
- 1,006.41 x 597 ft
Additional
- Foundation
- Stone
- Roof
- Shingles
- Fireplace
- Yes
- Pool
- Inground
- Den
- Yes
- Family room
- Yes
- Extras
- All appliances, electrical light fixtures, and window coverings. UV system, water softener. Pool accessories, pool fridge and pool sound system. EV charger.
Rooms
Room details unavailable
The listing source did not provide room-level measurements or features.
Listing history
Buy/sell history for 16927 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 | $4,200,000 | N/A | Pc | W13224014 |
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
- $840,000
- Total mortgage amount
- $3,360,000
- Total interest payment
- $2,388,600
- Total purchase cost
- $6,588,600
- Mortgage payment
- $19,162/mo
Cash Flow Analysis
If you rented this home out at 20% down
Break-even down payment
81%Monthly carrying cost
$19,507- Rent $4,850
- Shortfall $14,657
Rental income opens at $4,850, the median asking rent of 6 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
- $91,475
- Total land transfer tax
- $91,475
- First-time buyer rebates (Ontario up to $4,000)
- −$4,000
- Total for first-time buyers
- $87,475
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 $2,000,000
- $32,000
- 2.5% from $2,000,000 to $4,200,000
- $55,000
- Ontario total
- $91,475
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
- 600,827 sq ft55,819 m²
- Street frontage
- 1,006.41 ft306.8 m
- Depth
- 597 ft182 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
- Not in Credit Valley Conservation’s mapped regulated areaAt the address
- A mapped wetland is within 120 mDevelopment close to a wetland can need extra review.120 m
- 4 water-supply wells recorded within 250 mAll were drilled for domestic use; 1 test or monitoring hole also recorded. 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 39 m.250 m
- Groundwater recorded about 9.8 m below ground nearbyThe middle water level in the well records within 500 m (18 records). It changes with the season and from spot to spot.500 m
- Bedrock about 30.8 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 activity1
- Inside the Greenbelt (Protected Countryside)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
Province of Ontario open data
Environmental records4
- 4 licensed pits or quarries within 2 kmThe nearest is 780 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 internet3
- Electricity is distributed here by Hydro One Networks Inc.At the address
- Wired internet 50/10 Mbps or faster is listed at a household 80 m awayFixed wireless 50/10 Mbps or faster. LTE mobile coverage listed. ISED’s National Broadband Data at the nearest household point (80 m from the listing); 50/10 Mbps is its top category and includes faster plans. Confirm with a provider for this address.80 m
- Across the surrounding area: fibre to the home, cable, DSL internet listedFibre to the home: NFTC, Rogers. Cable: Rogers. DSL: Bell. Fixed wireless: Bell, Rogers, Routcom, Satronics, SkyChoice Communications, Standard Broadband, Vianet, Xplore. Mobile: Bell, Freedom Mobile, Rogers, Telus. Satellite: Xplore. ISED’s list for the surrounding ~25 km² area; check with a provider for this address.Area-wide
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 165% above the median, higher than three quarters of them.
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 |
|---|---|---|---|
| Belfountain Public SchoolPeel DSB | Public · grades JK–6 | 1.7 km | 79%Grade 6 average |
| Erin Public SchoolUpper Grand DSB | Public · grades JK–8 · French Immersion | 3.9 km | 67%Grade 6 average |
| Brisbane Public SchoolUpper Grand DSB | Public · grades JK–6 · French Immersion | 5.2 km | 95%Grade 6 average |
| Ross R MacKay Public SchoolUpper Grand DSB | Public · grades JK–6 | 9.6 km | 83%Grade 6 average |
| Secondary | Type | Distance | Grade 9 math 2024–25 |
|---|---|---|---|
| Erin District High SchoolUpper Grand DSB | Public · grades 9–12 · French Immersion | 4 km | 61%Grade 9 math |
| Acton District SchoolHalton DSB | Public · grades 9–12 | 15 km | 66%Grade 9 math |
| Georgetown District High SchoolHalton DSB | Public · grades 9–12 · French Immersion | 16 km | 72%Grade 9 math |
| Christ the King Catholic Secondary SchoolHalton CDSB | Catholic · grades 9–12 · French Immersion | 16 km | 58%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
Similar Active Listings
Recently sold nearby
Sold prices in Rural Caledon are shown to signed-in members.