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For SaleDetached · 2-StoreyMLS® #W13224014 · TRREB MLS®

16927 Winston Churchill Blvd, Caledon, Ontario

Rural Caledon, Caledon, Ontario L7K 1H9

Bedrooms
4+1
Lot Size
1,006.41 x 597 ft
Bathrooms
3
Type
Detached
Basement
Partly Finished

$4,200,000

Estimated market value

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

    Good
    68out of 100

    6 condition-related facts documented

    Source: Listing age, structured features and disclosed update language; not an inspection.

  • Cashflow Quality

    Shortfall
    5out of 100

    −$14,107/mo against the cost of owning (20% down, 4.8%, 25 yrs)

    Source: Median of 5 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.

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
Listing brokerage: Royal LePage RCR RealtyData source: TRREB MLS®Information deemed reliable but not guaranteed. Contained information is subject to errors, omissions, and changes without notice. Information should be independently verified.

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.

Dates and closing prices are shown to signed-in members.

Date StartDate EndList PricePriceEventListing ID
Date Start——$4,200,000—PcW13224014

Members see the full history. Prices are hidden from signed-out visitors.

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 Kishan Patel for a full comparative market analysis.

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.

Map and tour

Detached homes for sale in Rural Caledon right now

For sale now
150
Median asking price
$1.65M

Middle half: $1.27M to $2.5M

This home is asking 155% above the median, higher than three quarters of them.

See all homes in Rural Caledon

Asking prices and counts of the MLS® listings on this site as of today. Asking figures only, never sold or leased prices.

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.

Land and environment

Public records about this location. Not part of the MLS® listing and not provided by the listing brokerage.

13 records · 9 on fileMatched 2026-11-07
250 m500 m1 km2 kmBeyond · area-wideNot in Credit Valley Conservation’s mapped regulated areaA mapped wetland is within 120 m4 water-supply wells recorded within 250 mGroundwater recorded about 9.8 m below ground nearbyBedrock about 30.8 m down nearbyInside the Greenbelt (Protected Countryside)4 licensed pits or quarries within 2 kmNo recorded oil, gas or salt well within 250 mNo facility within 1 km reports pollutant releases to Environment CanadaNo federal contaminated site within 1 kmElectricity is distributed here by Hydro One Networks Inc.Wired internet 50/10 Mbps or faster is listed at a household 80 m awayAcross the surrounding area: fibre to the home, cable, DSL internet listed
On record No record found in the source searched

Water and conservation5

  • Not in Credit Valley Conservation’s mapped regulated areaChecked at the listing’s mapped point, not across the whole lot.At 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 Conservation or 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.

Schools nearby

ElementaryTypeDistanceEQAO average 2024–25
Belfountain Public SchoolPeel DSBPublic · grades JK–61.7 km79%Grade 6 average
Erin Public SchoolUpper Grand DSBPublic · grades JK–8 · French Immersion3.9 km67%Grade 6 average
Brisbane Public SchoolUpper Grand DSBPublic · grades JK–6 · French Immersion5.2 km95%Grade 6 average
Ross R MacKay Public SchoolUpper Grand DSBPublic · grades JK–69.6 km83%Grade 6 average
SecondaryTypeDistanceGrade 9 math 2024–25
Erin District High SchoolUpper Grand DSBPublic · grades 9–12 · French Immersion4 km61%Grade 9 math
Acton District SchoolHalton DSBPublic · grades 9–1215 km66%Grade 9 math
Georgetown District High SchoolHalton DSBPublic · grades 9–12 · French Immersion16 km72%Grade 9 math
Christ the King Catholic Secondary SchoolHalton CDSBCatholic · grades 9–12 · French Immersion16 km58%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.

Lot

Lot area
600,827 sq ft55,819 m²
Street frontage
1,006.41 ft306.8 m
Depth
597 ft182 m
1,006.41 × 597 ftWINSTON CHURCHILL BLVD

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.

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.

Mortgage Calculator

Plan with the current asking price

20% · $840,000

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

79%

Monthly carrying cost

$19,507
−$14,107per month
  • Rent $5,400
  • Shortfall $14,107

Rental income opens at $5,400, the median asking rent of 5 comparable homes for lease in Rural Caledon. Type over it with the rent you expect. This is a planning tool, not advice.

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