+ 24 photosFor Sale · Detached
16927 Winston Churchill Boulevard, Caledon, ON L7K 1H9
Caledon · Rural Caledon
105 days on market
▾ PRICE CHANGE
▶ Virtual Tour4 + 1
Beds
3
Baths
25
Parking
2500-3000
Sq ft
100+ yrs
Built
The honest picture
List price
$4,200,000
★ Renavu Estimate
$3,414,000
Moderate confidence
Asking $4,200,000 · recent comparable sales indicate $1,365,000–$1,735,000 · homes here sell at about 96% of ask (25 recent sales). Our estimate weighs both.
Benchmark $1,199,000
Typical low · $1,139,000Typical high · $1,259,000
List price Renavu Estimate Benchmark Typical range
Renavu Estimate is our data-driven opinion of value, blended from 6 recent comparable sales (TRREB) and the area benchmark — not an appraisal. The benchmark is the typical price for 2-storey detached homes in Rural Caledon (TRREB HPI, August 2026), a market reference — not this home's exact value.
About this home
- 4 + 1 bedrooms, 3 bathrooms on 2500-3000 sq ft
- Nearly 15 acres in Caledon countryside near Belfountain
- Main floor primary suite with five-piece ensuite including soaker tub and steam shower
- 40-foot rectangular pool, pool house, spring-fed pond with fountain, and garden trails
- Detached 25-car garage plus heated three-bay garage with one bay set up as sculpture studio
- Garden cottage currently used as gym with bathroom, kitchen, and laundry hookups; converts to 4 + 1-bedroom guest suite
- 25 parking spaces available
Key points summarised from the listing description.
Property details
Listed on
June 1, 2026
Days on market
105 days
Property tax
$4,145.22 (2026)
Lot
1006.41 × 597 Feet
Style
2-Storey
Rooms
8
Heating
Forced Air
Cooling
Wall Unit(s)
MLS®
W13224014
Full details
Parking
GarageDetached
Driveway20
Garage spaces5
Total parking25
Parking featuresPrivate
Property & sold history
Listing history
| Date Start | Date End | Price | Status | Listing ID |
|---|---|---|---|---|
| September 8, 2026 | — | $4,200,000 ▼ | Price cut | W13224014 |
| June 1, 2026 | — | $4,500,000 | Listed | W13224014 |
🔒
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Gathering recent comparable sales nearby…
Run the numbers
True cost to close
What you actually need in cash — land transfer tax, closing costs, and your down payment.
Purchase price
$
Down payment · 20.0%
$
Down:or type any amount above
Homes over $1.5M require a minimum 20% down payment.
Legal fees
$
Title insurance
$
Home inspection
$
Ontario land transfer tax$91,475
Legal · title · inspection$2,800
Closing costs$94,275
Down payment$840,000
Total cash to close$934,275
Estimates only, not legal or tax advice. Ontario LTT rates 2025; City of Toronto MLTT applies inside Toronto (incl. Scarborough, North York, Etobicoke, York, East York). Durham and Markham buyers pay no municipal LTT.
