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26 Kennedy Rd
Caledon, ON L7C 2A7
26 Kennedy Rd, Caledon — Listed at $1,285,000. 4 bedroom, 2 bathroom Bungalow Detached. MLS® W13220846.
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Description
Welcome to 26 Kennedy Road - where peaceful country living meets everyday comfort, just minutes from the city. Nestled on approximately 2/3 of an acre in the storybook village of Cheltenham, this beautifully updated 4-bedroom bungalow offers space to breathe, room to grow, and the kind of privacy that feels like a retreat. Inside, sun-drenched rooms glow with natural light, creating a warm and uplifting atmosphere throughout. Hardwood floors, fresh paint (2026), and new carpeting provide a crisp, move-in ready feel, while thoughtful upgrades blend seamlessly with the home's inviting character. The heart of the home is the spacious kitchen, complete with granite countertops, stainless steel appliances, and a bright breakfast area overlooking the backyard and pool - a place where mornings begin slowly and conversations linger long after dinner. The sunken family room, anchored by a new Napoleon gas fireplace (2025), offers garden views and a cozy setting for movie nights, quiet evenings, and holiday gatherings. All four bedrooms are tucked privately at the rear of the home, offering peaceful, light-filled spaces ideal for growing families, guests, or a dedicated home office. Step outside and summer truly comes alive. The fully refurbished 16' x 32' in-ground pool invites endless laughter and sun-soaked afternoons. Tiered decking and interlocking stone create the perfect setting for entertaining, while the charming backyard gazebo provides a shaded escape - a place to unwind, share stories, and build lasting memories with family and friends. With major upgrades including a Trane furnace (2020), Midea ducted heat pump (2025), Generac16kW generator, steel roof, and refurbished septic (2020), Brand New front load Washer (LG),you can enjoy peace of mind along with the lifestyle. This is more than a home, it's a place to slow down, connect, and truly live.
Property Details
Property Insights
Listing Courtesy of: RE/MAX REALTRON REALTY INC.
MLS® #W13220846


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© 2026 Toronto Regional Real Estate Board. All rights reserved.
HouseIndex Take: 26 Kennedy Road
This detached (Bungalow) is located in the Cheltenham neighbourhood of Caledon.
The home offers 4 bedrooms, 2 bathrooms.
Features include a unfinished basement, 6 parking spaces, a fireplace.
Additional details: lot dimensions of 135.49 × 205.75 feet.
Listed at $1,285,000 CAD with annual property taxes of $6,959.37 (2025).
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About Caledon Real Estate
This Detached is located in the Cheltenham community in Caledon. Caledon is a vast, scenic municipality in Peel Region spanning the Niagara Escarpment and Oak Ridges Moraine. Bolton is the primary urban centre, while Caledon East and Inglewood offer village living. Popular with buyers seeking acreage, hobby farms, and a rural-meets-suburban lifestyle within commuting distance of Toronto. Detached homes in Caledon are in high demand among families seeking space, privacy, and long-term equity growth.