20643 Kennedy Rd
Rural Caledon, Caledon
$1,199,000
Buy with Dwelly and Save $11,990
Home Details
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Listing Description
A Century Home Steeped in History-With Space to Live, Grow & Play Nestled on a private, tree-lined 2-acre lot just 5 minutes from Orangeville, this enchanting century heritage home is where timeless charm meets modern convenience. Set behind a gated entry & long driveway, this majestic property offers not only a rich historical backdrop but also room to grow, play & dream. At the heart of the home is a thoughtfully transformed living space-what was once an attached garage has been reimagined into a stunning open-concept kitchen & great room. With soaring ceilings, radiant in-floor heating & custom centre island, its the perfect place to gather. One-of-a-kind automated trap door offers access to the crawlspace, while custom Andersen windows & oversized sliding doors (still under warranty) flood the space with natural light & bring the outdoors in. The original homestead still exudes the warmth & authenticity century-home lovers crave-complete with rustic wood floors, exposed brick & cozy wood stove that adds a country feel. Electrical & plumbing have been updated over the years & the layout is both functional & adaptable. Upper-level primary bedroom can easily be converted into 2, creating a 3-bedroom setup. Outdoors, the possibilities are endless. Enjoy the harvest from mature fruit trees & tend to your 10 raised garden beds. Large garden shed & fully stocked wood shed support a self-sufficient lifestyle, while the expansive lot offers a fenced-in area ideal for kids & pets alike & for those who need serious storage or workshop space, a massive 40x60 steel Quonset hut awaits-capable of housing 12 vehicles, boats, trailers or recreational toys. This is more than a home-its a piece of history with a future. With heritage grants available to help preserve character, this property is perfect for those who value craftsmanship, charm, & a connection to the past. Your dream century home awaits-book your private tour today & experience its timeless appeal firsthand.
Fridge, Stove, Dishwasher, Washer, Dryer, Electric Fireplace (ALL IN AS IS CONDITION)
City: Caledon
Neighborhood: Rural Caledon
Property History
Rooms
Room dimensions for 20643 Kennedy Rd, Caledon
Market Trends and Insights
Mortgage Calculator
Your estimated monthly payment for 20643 Kennedy Rd is 6313
Price
$Rate
%Ammortization
Down Payment
$Total Mortgage
| Purchase Price | $1199000 |
| Down Payment | $239800 |
| Mortgage Insurance | $0 |
| Total Mortgage | $959200 |
Monthly Payment
| Mortgage Payment | $5911 |
| Property Taxes | $402 |
| Maintenance Fees | $0 |
| Monthly Payment | $6313 |
About 20643 Kennedy Rd, Caledon
Located at 20643 Kennedy Rd , this Caledon house is available for sale. This property was listed for $1,199,000 on Fri Jun 13 2025. This house's size is 2000-2500 Sqft. It has 2 bedrooms and 2 bathrooms. The property includes the following rooms: Living, Kitchen, Breakfast, Dining, Office, Family, Primary, 2nd Br. This property comes with 20 parking spots. 20643 Kennedy Rd, Caledon is situated in the Rural Caledon neighbourhood.
MLS#: W12216770 · $1,199,000 · 2 bedroom house in Rural Caledon, Caledon