1 day on Market

20643 Kennedy Rd, Caledon, Ontario L7K 1Z3

Detached
2
2
~2000-2500 sqft
$1,199,000
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Detached
2
2
~2000-2500 sqft

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Highlights

Estimated ValueNot available

Price/Sqft$539/sqft

Est. Mortgage$5,149/mo

Tax Amount (2025)$4,827/yr

Days On Market1 day


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.


Property Details

Style1 1/2 Storey
View-
Age of property100+
SqFt~2000-2500 SqFt
Lot Size109,500 SqFt(438 x 250)
Parking Spaces20
MLS ®NumberW12216770
Community NameNeighborhood of Caledon
Data SourceTRREB
Listing byRE/MAX IN THE HILLS INC.

Features

Heating: Forced Air
Cooling: Wall Unit
Fireplace
Basement: Crawl Space

Upper Floor

2nd Br

3.79 x 4.08

Primary

3.79 x 6.75


Features

Lot size: 109,500 SqFt

Parking

Garage spaces 12

Garage type Detached

Other parking spaces 8

Total parking spaces 20


Property History

Jun 12, 2025
ListedActive
$1,199,000
1 day on market
history photo preview27
Listing by trreb®
Property listed by RE/MAX IN THE HILLS INC., Brokerage

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Population and Demographics

Overview

Total population 82888
Average household income $163,338

Age (%)

0 to 19
25%
50 to 64
22%
35 to 49
20%
20 to 34
19%
65 and plus
15%

Household composition (%)

Single family
80%
Single person
15%
Multi person
3%
Multi family
2%

Mother tongue (%)

English
67%
Punjabi (Panjabi)
13%
Others
7%
Italian
5%
Portuguese
1%
Spanish
1%

House tenancy (%)

Owners
89%
Renters
11%

What’s nearby?Essentials within 5 km

Local Logic

Transportation Scores

Estimated Budget