553763 Road 55

For Sale
20.40 BTC
553763 Road 55, Grey Highlands
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
553763 Road 55
5
BEDROOMS
4
BATHROOMS
1
KITCHENS
10 + 1
ROOMS
X13098426
MLSID
Contact Us
Property Description
Welcome to one of Grey County's most extraordinary properties - a masterfully restored 1884 red brick schoolhouse transformed into a remarkable country estate with over 5,000 sf of living space where history, architecture, and craftsmanship converge. Originally constructed as S.S. No. 3 Osprey Township, this iconic heritage building has been thoughtfully restored and seamlessly expanded, preserving its historic soul while introducing modern luxury and exceptional scale for contemporary living. Original details including the working school bell, chalkboard, soaring schoolhouse windows, and hand-etched brick remain beautifully intact, blending effortlessly with a dramatic contemporary addition completed in 2017. The original schoolhouse features an open-concept kitchen, dining, and living space beneath 17-foot cathedral ceilings, warmed by a wood stove and hydronic in-floor heating. The newer addition introduces a breathtaking great room with 22-foot ceilings and fireplace, sunroom, sauna, luxurious primary suite with exposed brick, additional guest bedrooms, and expansive lower-level recreation spaces. Offering 5 br and 5 ba, the home is equally suited for refined entertaining, multi-generational living, or peaceful country retreat. Complementing the residence is a custom timber-frame garage inspired by the original schoolhouse architecture. Built to residential standards, it features soaring 27-foot ceilings, heated floors, loft office/lounge space, full bathroom, car lift & premium C Tech Manufacturing cabinetry. Set on approximately 1.57 private acres with mature landscaping, security system, and Generac backup generator, the property is ideally positioned near Pretty River Valley Provincial Park, Kolapore Highlands trails, Devil's Glen, Creemore, & Collingwood, with access to exceptional hiking, cycling, skiing, artisan markets, and Michelin-recognized dining. A rare opportunity to own a beautifully restored historic property reimagined for modern country living.
Property Features
Golf, Level, School Bus Route, Skiing, Auto Garage Door Remote, Bar Fridge, Central Vacuum, Generator - Partial, Propane Tank, Sauna, Separate Heating Controls, Water Heater Owned, Water Purifier, Water Softener, Water Treatment, Private, Security System, Propane, Wood
Property Details
Property Type
Detached
Lot Size
298' x 229'
Acreage
1.6 Feet
Taxes
$7,812 (2025)
Basement
Finished
Exterior
Deck, Landscaped, Porch, Year Round Living
Heat Type
Radiant
Heat Source
Propane
Water
Well
Parking Spaces
10
Garage Type
Detached
Listing contracted with Chestnut Park Real Estate
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