20643 KENNEDY ROAD Caledon

20643 KENNEDY ROAD, Caledon, Ontario

$1,199,000

  • 2 Beds
  • 2 Baths

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:23309)

  • Listing ID: W12216770
  • Property Type: Single Family

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Rooms

LevelTypeDimensions
Living room Main level 6.46 m x 6.17 m
Kitchen Main level 3.17 m x 6.85 m
Eating area Main level 4.27 m x 2.43 m
Dining room Main level 3.8 m x 2.77 m
Office Main level 3.8 m x 3.88 m
Family room Main level 3.79 m x 6.74 m
Primary Bedroom Upper Level 3.79 m x 6.75 m
Bedroom 2 Upper Level 3.79 m x 4.08 m

Details

  • Amenities Nearby: Hospital, Ski area
  • Community Features: School Bus
  • Ownership: Freehold
  • Parking Spaces: 20
  • Structure: Drive Shed, Shed
  • Transaction: For sale

Building

  • Appliances: Dishwasher, Dryer, Stove, Washer, Refrigerator
  • BasementType: Crawl space
  • Bedrooms Main Level: 2
  • Construction Style Attachment: Detached
  • Cooling: Wall unit
  • Exterior Finish: Brick, Concrete
  • Fireplace Present: True
  • Foundation: Unknown
  • Bathrooms (Half): 1
  • Bathrooms (Total): 2
  • Heating: Forced air
  • Heating Fuel: Propane
  • Size Interior: 2000 - 2500 sqft
  • Stories Total: 1.5
  • Type: House
  • Utility Water: Bored Well

Land

  • Acreage: true
  • Amenities: Hospital, Ski area
  • Sewer: Septic System
  • Size Frontage: 250 ft
  • Size Irregular: 250 x 438 FT
MLS®

Listing provided by RE/MAX IN THE HILLS INC.
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This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association. This property for sale is located at 20643 KENNEDY ROAD in Caledon Ontario. It was last modified on June 12th, 2025. Contact Jaber Zreik to schedule a viewing or to discover other Caledon homes for sale.

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