553763 ROAD 55, Grey Highlands, Ontario N0C 1J0

553763 ROAD 55, Grey Highlands, Ontario N0C 1J0

$1,899,900.00

  • 5 bedrooms
  • 4 bathrooms

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 ... read more

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. (id:25417)

  • Listing ID: X13098426
  • Property Type: Single Family
Property
Ownership: Freehold
Lot Size: 298 by 229 FT|1/2 - 1.99 Acres
Landscaped
Parking: Detached Garage
13 Spaces
Building
Type: Single Family House
Appliances: Central Vacuum, Dishwasher, Dryer, Garage Door Opener, Microwave, Refrigerator, Stove, Washer, Water Heater, Water Treatment, Water Purifier, Water Softener, Window Coverings, Wine Fridge and Garage Door Opener Remote(s)
HVAC: Fireplace and Radiant Heat
Propane
Exterior: Brick and Wood
Basement: N/A (Finished)
Utilities: Septic System
Location
Municipality: Grey Highlands
Province: Ontario
Nearby Amenities: Golf Nearby, School Bus and Ski Area
Rooms Level Dimensions
Primary Bedroom Second level 4.63 m x 3.99 m
Bedroom Second level 3.18 m x 2.91 m
Bedroom Second level 3.18 m x 2.96 m
Bedroom Second level 7.31 m x 2.73 m
Loft Second level 4.98 m x 2.82 m
Family room Basement 8.66 m x 6.46 m
Great room Main level 13.1 m x 4.11 m
Sunroom Main level 6.55 m x 3.32 m
Kitchen Main level 8.86 m x 4.51 m
Family room Main level 4.11 m x 3.4 m
Bedroom Main level 3.76 m x 3.4 m

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553763 ROAD 55, Grey Highlands, Ontario N0C 1J0
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This property, located on Road 55 in Grey Highlands Ontario, was published on May 7th, 2026. See if this home suits your needs, or speak with an agent about subscribing to similar homes. At MoveMeTo.com, we make finding homes for sale in Grey Highlands convenient.