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Home · Buy · Caledon · 14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7+ 24 photos
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
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14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
Caledon · Rural Caledon
For Sale · Detached

14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7

Caledon · Rural Caledon
◷2 months ago
$1,900,000
2-StoreyCrawl Space basementAttached · 8-car garage · 17 driveway · 25 total garageWest exposure
▶ Virtual Tour
4
Beds
4
Baths
25
Parking
3500-5000
Sq ft
—
Built
The honest picture
▲ 58% above the area benchmark
Where this price sits vs the typical 2-storey detached home in Rural Caledon.
Benchmark $1,199,000
Typical low · $1,139,000Typical high · $1,259,000
List price Benchmark Typical range

The Renavu Estimate and the figures in this section are produced by Renavu using our own analysis — not statistics from, provided by, or endorsed by TRREB or PropTx. Underlying property data is provided through TRREB/PropTx and is deemed reliable but not guaranteed accurate. Renavu Estimate is our data-driven opinion of value and a market reference — not this home's exact value.

About this home

  • 4 bedrooms, 4 bathrooms, 3,600+ sq ft on 1 acre (150x300 ft) in South Caledon
  • Extensively renovated in 2024 with new plumbing, electrical (200 amp), septic, furnace, A/C, generator, roof, doors, and windows; all permitted
  • Open-concept kitchen, dining, and family rooms with large island, stone counters, stainless steel appliances, and large windows
  • Two primary suites on upper level; first includes fireplace, Juliet balcony, dual walk-in closets, heated ensuite floors, soaker tub, and oversized shower; second includes fireplace, walk-in closet, and heated ensuite floors
  • Second-floor laundry, ceiling fans, and motorized blinds throughout
  • Attached double garage plus detached 25-car garage/workshop; large gazebo and fire pit area on grounds
  • Property backs onto ravine with Terra Cotta Conservation area adjacent

Key points are generated by Renavu from the listing description — not from, provided by, or endorsed by TRREB or PropTx.

Property details

Days on market
🔒Sign in to view
Days on site: 66 days
Property tax
$4,705 (2025)
Lot
150.17 × 300.48 Feet
Style
2-Storey
Heating
Forced Air
Cooling
Central Air
MLS®
W13445462

Full details

Parking
GarageAttached
Driveway17
Garage spaces8
Total parking25
Parking featuresCircular Drive, Private

Room dimensions

RoomLevelDimensionsFeatures
Living RoomMain5.3213 × 3.3782Hardwood Floor, Bay Window, Double Doors
KitchenMain2.9845 × 2.7432Hardwood Floor, Centre Island, B/I Ctr-Top Stove
Family RoomMain11.3919 × 3.4671Hardwood Floor, Wood Stove, W/O To Patio
Dining RoomMain11.3919 × 3.4671Hardwood Floor, Large Window, W/O To Patio
Mud RoomMain3.05435 × 1.8415Laundry Sink, Closet, Access To Garage
Primary BedroomSecond6.3119 × 4.7752Walk-In Closet(s), Electric Fireplace, Ensuite Bath
Bedroom 2Second5.04825 × 3.8862Walk-In Closet(s), Electric Fireplace, Ensuite Bath
Bedroom 3Second2.9591 × 2.8067Hardwood Floor, Window, Ceiling Fan(s)
Bedroom 4Second2.94005 × 2.4257Hardwood Floor, Window, Ceiling Fan(s)

Property & sold history

Listing history
Date StartDate EndPriceStatusListing ID
0000-00-000000-00-00(Sign-in required)SoldE00000000
🔒

Earlier listings and sold prices for this address are protected under TRREB rules — a free account unlocks them.

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Comparables

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$34,475
Legal · title · inspection$2,800
Closing costs$37,275
Down payment$380,000
Total cash to close$417,275
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.
$1,900,000
MLS® W13445462 · Listed by RE/MAX REALTY SPECIALISTS INC.
▶ Virtual Tour
Homes in Rural Caledon are selling at 96% of asking.

That's from 25 recent sales nearby. Want to know what it means for yours?

Get my Rural Caledon valuation
Call The Renavu Team
Shan Perinpanathan
Shan Perinpanathan
Real Estate Broker, ABR, SRS
416.655.4040
Pam Thiyagarajah
Pam Thiyagarajah
Sales Representative
416.436.0546
Ragu Rajaguru
Ragu Rajaguru
Real Estate Broker
416.712.2006

Price and status changes on this home only. No newsletter, and no call unless you ask for one. Unsubscribe from any email. The Renavu Team, Royal LePage Ignite Realty, Brokerage.

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Listing courtesy of RE/MAX REALTY SPECIALISTS INC.. Presented by Royal LePage Ignite Realty, Brokerage. Data provided by TRREB — deemed reliable but not guaranteed; for consumers' personal, non-commercial use. Listing information last updated September 10, 2026.

$1,900,000

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The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) through PropTx and is deemed reliable but is not guaranteed accurate by PropTx. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. IDX information is for consumers' personal, non-commercial use.

Neighbourhood market

The Rural Caledon market

How homes are selling here right now — sold data for August 2026.

Buyer's marketAll home types in Rural Caledon · 68 sales over 3 months
Buyer'sBalancedSeller's

Homes in Rural Caledon are taking around 42 days to sell, and going for about 97.2% of asking. There is usually room to negotiate.

Median sold · Rural Caledon
$1,200,000
▲ 0.0% year over year
Homes sold · this month
20
42 days on market avg
Sold vs asking
96.1%
under asking — room to negotiate
Detached median · Caledon
$1,100,000
See the full Caledon market report →

These figures are produced by Renavu — they are not official statistics from, provided by, or endorsed by TRREB or PropTx, and are deemed reliable but not guaranteed accurate. Neighbourhood figures with only a handful of sales are held back so no single sale is identifiable.

Similar homes for sale

Comparable homes on the market near Caledon · Rural Caledon — same kind of property, similar size and price.

7 Proctor Avenue, Caledon, ON L7E 4E7For sale: $2,595,000
4 + 1 bed5 bath (+1)10 parking (-15)
3500–5000 sq ft21.7 km
Detached
7 Proctor Avenue, Caledon, ON L7E 4E7
1 Breckonwood Street, Caledon, ON L7C 4G6For sale: $1,599,000
4 + 3 bed6 bath (+2)8 parking (-17)
3000–3500 sq ft9.8 km
Detached
1 Breckonwood Street, Caledon, ON L7C 4G6
51 Learmont Avenue, Caledon, ON L7C 3N3For sale: $1,479,000
4 + 1 bed5 bath (+1)6 parking (-19)
3000–3500 sq ft11.3 km
Detached
51 Learmont Avenue, Caledon, ON L7C 3N3
50 Stratford Drive, Caledon, ON L7C 4N4For sale: $1,999,900
5 + 3 bed (+1)6 bath (+2)4 parking (-21)
3500–5000 sq ft9 km
Detached
50 Stratford Drive, Caledon, ON L7C 4N4
585 Dougall Avenue, Caledon, ON L7C 3Z2For sale: $1,279,900
4 bed4 bath4 parking (-21)
3000–3500 sq ft9.4 km
Detached
585 Dougall Avenue, Caledon, ON L7C 3Z2
13199 Centreville Creek Road, Caledon, ON L7C 3B8For sale: $1,600,000
4 + 2 bed3 bath (-1)22 parking (-3)
2000–2500 sq ft19.1 km
Detached
13199 Centreville Creek Road, Caledon, ON L7C 3B8
See everything for sale nearby

Comparables

Homes near 14451 Winston Churchill Boulevard, Caledon, ON L7C 1S7
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
Sold🔒 Sold:
bed bath parking
sq ft km
Detached
Address shown after sign-in
See what it sold for →
🔒

8 sold homes nearby

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The comparables and the analysis shown here are produced by Renavu using our own analysis — not statistics from, provided by, or endorsed by TRREB or PropTx. Underlying property data is provided through TRREB/PropTx and is deemed reliable but not guaranteed accurate.