20643 Kennedy Road Caledon, Ontario L7K 1Z3
$1,199,000
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. (id:61852)
Property Details
| MLS® Number | W12216770 |
| Property Type | Single Family |
| Community Name | Rural Caledon |
| AmenitiesNearBy | Golf Nearby, Hospital, Ski Area |
| CommunityFeatures | School Bus |
| EquipmentType | Water Heater, Propane Tank |
| ParkingSpaceTotal | 20 |
| RentalEquipmentType | Water Heater, Propane Tank |
| Structure | Drive Shed, Shed |
Building
| BathroomTotal | 2 |
| BedroomsAboveGround | 2 |
| BedroomsTotal | 2 |
| Age | 100+ Years |
| Appliances | Dishwasher, Dryer, Stove, Washer, Refrigerator |
| BasementType | Crawl Space |
| ConstructionStyleAttachment | Detached |
| CoolingType | Wall Unit |
| ExteriorFinish | Brick, Concrete |
| FireplacePresent | Yes |
| FoundationType | Unknown |
| HalfBathTotal | 1 |
| HeatingFuel | Propane |
| HeatingType | Forced Air |
| StoriesTotal | 2 |
| SizeInterior | 2000 - 2500 Sqft |
| Type | House |
| UtilityWater | Bored Well |
Parking
| Detached Garage | |
| Garage |
Land
| Acreage | Yes |
| LandAmenities | Golf Nearby, Hospital, Ski Area |
| Sewer | Septic System |
| SizeDepth | 438 Ft |
| SizeFrontage | 250 Ft |
| SizeIrregular | 250 X 438 Ft |
| SizeTotalText | 250 X 438 Ft|2 - 4.99 Acres |
Rooms
| Level | Type | Length | Width | Dimensions |
|---|---|---|---|---|
| Main Level | Living Room | 6.46 m | 6.17 m | 6.46 m x 6.17 m |
| Main Level | Kitchen | 3.17 m | 6.85 m | 3.17 m x 6.85 m |
| Main Level | Eating Area | 4.27 m | 2.43 m | 4.27 m x 2.43 m |
| Main Level | Dining Room | 3.8 m | 2.77 m | 3.8 m x 2.77 m |
| Main Level | Office | 3.8 m | 3.88 m | 3.8 m x 3.88 m |
| Main Level | Family Room | 3.79 m | 6.74 m | 3.79 m x 6.74 m |
| Upper Level | Primary Bedroom | 3.79 m | 6.75 m | 3.79 m x 6.75 m |
| Upper Level | Bedroom 2 | 3.79 m | 4.08 m | 3.79 m x 4.08 m |
Utilities
| Electricity | Installed |
| Wireless | Available |
| Electricity Connected | Connected |
| Telephone | Nearby |
https://www.realtor.ca/real-estate/28460829/20643-kennedy-road-caledon-rural-caledon
Interested?
Contact us for more information
Sean Dylan Anderson
Broker of Record
933009 Airport Road
Caledon, Ontario L9W 2Z2
Chris P. Richie
Broker
933009 Airport Road
Caledon, Ontario L9W 2Z2
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October 23 2025 03:00:34
Toronto Real Estate Board
RE/MAX In The Hills Inc.