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$1,900,000
For SaleListed 52 days agoVirtual Tour

14451 Winston Churchill Boulevard, Caledon, ONL7C 1S7

Rural Caledon
4
4
3,500–5,000 ft²
Detached25 Parking150.17 × 300.48 ft Lot
Listed by RE/MAX REALTY SPECIALISTS INC.

Property Information

Property TypeDetached
Lot Size150.17 × 300.48 ft
BasementCrawl Space
Parking25 parking spaces · Circular Drive, Private · 6-Car Garage · Attached
Property taxes$4,705/yr (2025)
Days on Market52 Days
Listed DateJun 15, 2026
MLS® NumberW13445462

Monthly Cost

Description

Escape The Ordinary. Discover Your Private Estate In Prestigious South Caledon Where Sophisticated Country Living Meets Modern Luxury. Nestled On A Breathtaking One-Acre Lot (150X300 Ft), This Newly Extended 4-Bedroom, Over 3,600 Sq Ft Masterpiece Backs Onto A Ravine With Terra Cotta Conservation At Your Doorstep, Privacy And Nature Embrace You At Every Turn. Extensively Renovated Top To Bottom In 2024-All With Permits-This Home Features New Plumbing, Electrical With 200 Amp Service, Septic, Furnace, A/C, Generator, Roof, Doors & Windows Throughout. Designed For Both Grand Entertaining And Intimate Family Living, The Open-Concept Kitchen, Dining & Family Rooms Flow Seamlessly Together. The Brand-New Chef's Kitchen Showcases A Large Island, Stone Counters, Matching Backsplash, And Top-Of-The-Line Stainless Steel Appliances. Large Windows Fill The Home With Natural Light. The Upper-Level Retreat Showcases Two Luxurious Primary Suites. The First Offers A Fireplace, Juliet Balcony Overlooking The Greenspace, Dual Walk-In Closets, And A Spa-Inspired Ensuite Complete With Heated Floors, A Soaker Tub, And An Oversized Glass Shower. The Second Includes Its Own Fireplace, Walk-In Closet, And Heated Ensuite Floors. Ceiling Fans Throughout The Bedrooms And Motorized Blinds Provide Year-Round Comfort, While Convenient Second-Floor Laundry Adds Everyday Ease. Attached Double Garage Plus An Incredible Detached 6-Car Garage/Workshop Offer Endless Possibilities For Car Collectors, Hobbyists, Home Gyms, Or Dream Workspaces. Enjoy A Large Gazebo, Fire Pit Area, And An Unmatched Outdoor Lifestyle. A Rare Opportunity For Families Or Anyone Seeking Space, Privacy, And Refined Country Living Near Town Amenities.

Listing History

Event
Date
Price
Listed
Jun 15, 2026
$1,900,000

Shows activity for this MLS® listing. Prior listings and sold records appear when available.

Location

View on Map

School Catchments

School boundaries and eligibility may change. Confirm school eligibility directly with the school board.

All Caledon school catchments

Licensed Childcare Nearby

Licensed childcare nearby
From Ontario’s Ministry of Education registry
6
Licensed centres nearby
4.3km
Closest centre
2
CWELCC
4
Before & after care
Licensed Child Care Centre
Little Leaf Daycare Erin
5072 Winston Churchill Boulevard, Terra Cotta
4.3 km
CWELCC
Full day
Operator: Eureka Kids Inc.
Licence #55746·Child Care Centre
Licensed Child Care Centre
Alloa Ymca
12287 Mississauga Road, Caledon
6.9 km
Before & after school
Operator: The Ymca Of Greater Toronto
Licence #56186·Child Care Centre
Licensed Child Care Centre
Village Montessori School
15673 Mclaughlin Road, Inglewood
8.2 km
Full day · Half day
Operator: Margaret Stapley-Halliday
Licence #0005962·Child Care Centre
Licensed Child Care Centre
Belfountain Y
17247 Shaws Creek Road, Belfountain
8.8 km
Before & after school
Operator: The Ymca Of Greater Toronto
Licence #0006712·Child Care Centre
Licensed Child Care Centre
Sand Castle Childcare
2626 Mayfield Road, Caledon
9.7 km
CWELCC
Full day · Before & after school
Operator: 5026038 Ontario Inc
Licence #58239·Child Care Centre
Licensed Child Care Centre
Plasp - St. Evan C.S.
500 Dougall Avenue, Caledon
10.0 km
Full day · Before & after school
Operator: Plasp Child Care Services
Licence #57482·Child Care Centre

About Rural Caledon

View Rural Caledon on Market

Who lives here

A snapshot of this home’s immediate area — the census dissemination area it sits in.

92%
Homeowners
58%
Households with kids
$124,000
Median income
52
Median age
More about this area
2.7
Avg. household size
44%
University degree
26%
Newcomers (immigrants)
Age profile847 residents
Under 2017%
20–3417%
35–6443%
65+23%

StatCan 2021 Census · this home’s dissemination area (DA 35210017). Values are randomly rounded by Statistics Canada for privacy.

Homes for sale nearby

DistrictIQ Inc., BrokerageMLS® data provided by PropTxUpdated Jun 23, 2026
Data sources & legal disclosures

Listing data is provided by the Toronto Regional Real Estate Board (TRREB) and PropTx under the Internet Data Exchange (IDX) program. The information is deemed reliable but is not guaranteed accurate by TRREB, PropTx, CREA or DistrictIQ Inc., Brokerage, may not reflect the most current status, and is subject to errors, omissions, prior sale, change, or withdrawal without notice. Listings should be independently verified.

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