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2049 Highpoint Side Rd
Caledon, ON L7K 0J9
2049 Highpoint Side Rd, Caledon — Listed at $3,788,888. 4 bedroom, 4 bathroom Bungalow. MLS® W13122204.
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Description
Welcome to this extraordinary custom-built bungalow nestled on 25 clear acres, offering over 5,500 sq. ft. of luxurious living space plus a remarkable 5,000 sq. ft. insulated workshop-perfect for entrepreneurs, hobbyists, or those seeking ultimate versatility. This meticulously designed home features a chef-inspired gourmet kitchen with premium Wolf and Sub-Zero appliances, custom maple cabinetry, and elegant quartz countertops. Soaring 10 ft ceilings, rich maple hardwood floors, and detailed crown molding elevate the main living areas, while the grand living room showcases a striking double-sided fireplace for added warmth and sophistication. The spacious primary bedroom offers a private retreat complete with a lavish ensuite. A fully finished walkout basement provides exceptional additional living space, including a second kitchen and direct access to a covered patio-ideal for entertaining or multi-generational living. Enjoy breathtaking views from the expansive balcony with an outdoor fireplace, overlooking the serene acreage. Additional features include geothermal heating and cooling, central vacuum, multiple propane access points, surround sound wiring, and full video surveillance and alarm systems. The standout 5,000 sq. ft. insulated workshop is built to impress, featuring 18 ft ceilings, two 14 ft drive-in doors, and robust electrical capacity with a 200 amp service plus two 200 amp subpanels. Fully equipped with motion-sensor lighting, electric heaters, and advanced security offering endless possibilities for business or personal use.
Property Details
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Listing Courtesy of: RE/MAX SPECIALISTS TEAM SUKHVINDER
MLS® #W13122204


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HouseIndex Take: 2049 Highpoint Side Road
This detached (Bungalow) is located in the Rural Caledon neighbourhood of Caledon.
The home offers 4+1 bedrooms, 4 bathrooms.
Features include a finished with walk-out basement, 23 parking spaces including a 3-car garage, a fireplace.
Additional details: lot dimensions of 691 × 1564 feet.
Listed at $3,788,888 CAD with annual property taxes of $6,804.52 (2026). This listing has been on the market for 29 days.
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About Caledon Real Estate
This Detached is located in the Rural Caledon 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.