Property Information

Beautifully renovated, while keeping the character and flavour of yesteryear, is this wonderful piece of history, the Rosehill Schoolhouse, circa 1872, the first designated heritage building in the Town of Caledon! Situated on a mature and enchanting 10-acre setting with towering maple trees, an herb garden, walking trails, and a ravine with seasonal stream and spring, this 3-bedroom, 4 bathroom home with a finished walk-out basement has been lovingly maintained and updated with current amenities by the Sellers. Constructed in an Italianate-influenced vernacular style, and typical of rural schoolhouses of that era, the original 1-acre lot is demarcated by a ring of maple trees planted in 1897, by pupils commemorating Queen Victoria’s Diamond Jubilee.

3 Bedrooms
4 Baths
2 Car Attached
Approx. 10.59 Acres
Designated Heritage
Swim Spa

2021 Property Taxes


3D Matterport Tour


Floor Plan


Area Info

This one-of-a-kind converted schoolhouse is situated in a wonderful family oriented area of Caledon, surrounded by country estates and farms, and is in the central hub of recreational sports and activities. The Caledon Ski Club is less than a 15-minute drive away. Cycling clubs are available in nearby Inglewood and Alton, plus multiple golf courses including the Caledon Country Club, Devils Pulpit and the Toronto TPC at Osprey Valley. Nearby hiking is available along the Bruce Trail, the Forks of the Credit Provincial Park, the Caledon Trailway, Terra Cotta Conservation Area and the Belfountain Conservation Area.

This home is in a fabulous commuter location and close to all amenities, restaurants, quaint shops and Headwaters Healthcare Centre in nearby Orangeville, 45 mins to Pearson International Airport and is only a short one-hour drive to Toronto via Highway 10.

Historic Info

The Rosehill Schoolhouse is located at 20386 Kennedy Road on the west side of Kennedy Road, south of Highpoint Side Road, in the Town of Caledon. The stone schoolhouse was constructed in 1872.

The property was designated by the Town of Caledon in 1980 for its heritage value under Part IV of the Ontario Heritage Act (By-law 80-36).

The Rosehill Schoolhouse is associated with the early school system in Ontario. Constructed in 1872, this one-room schoolhouse served Caledon Township School Section #11. The schoolhouse was closed in 1964 following the introduction of centralized schooling in Ontario, and converted to its current residential use. A majestic row of maples trees, planted in commemoration of Queen Victoria's Diamond Jubilee in 1897, demarcate the original southern boundary of the schoolhouse property.

The Rosehill Schoolhouse is a good example of an institutional building constructed in an Italianate-influenced vernacular style. It is also unique to the area, being one of only two 19th century schoolhouses built of stone in the former Caledon Township. Rectangular in plan with a hip roof and wide eaves, the schoolhouse's walls are of randomly coursed local limestone, with projecting cut stone quoins. Unlike its red brick counterparts of the same era, the Rosehill Schoolhouse is distinguished by an entrance on the long side, centred between two pairs of windows and sheltered by a bracketed portico with decorative finials. The building's most outstanding features are its tall, arched casement windows, capped by projecting masonry arches.

Source: Town of Caledon, By-law 80-36.

Character defining elements that contribute to the heritage value of the Rosehill Schoolhouse include its:
   • rectangular plan
   • rubble limestone exterior
   • cut stone quoins
   • projecting and radiating stone voussoirs
   • hip roof
   • wide eaves
   • centrally placed doorway on long side facade
   • bracketed portico
   • tall casement windows and narrow windows
   • one room design

Information sourced from

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Mary & Kaitlan Klein

    Recently Sold