553763 Road 55 Grey Highlands, Ontario N0C 1J0
$1,899,900
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:16261)
Property Details
| MLS® Number | X13098426 |
| Property Type | Single Family |
| Community Name | Grey Highlands |
| Amenities Near By | Golf Nearby, Ski Area |
| Community Features | School Bus |
| Equipment Type | Propane Tank |
| Features | Level Lot, Open Space, Flat Site, Sauna |
| Parking Space Total | 13 |
| Rental Equipment Type | Propane Tank |
| Structure | Deck, Porch |
Building
| Bathroom Total | 4 |
| Bedrooms Above Ground | 5 |
| Bedrooms Total | 5 |
| Age | 100+ Years |
| Amenities | Fireplace(s), Separate Heating Controls |
| Appliances | Garage Door Opener Remote(s), Central Vacuum, Water Heater, Water Purifier, Water Softener, Water Treatment, Dishwasher, Dryer, Garage Door Opener, Microwave, Stove, Washer, Window Coverings, Wine Fridge, Refrigerator |
| Basement Development | Finished |
| Basement Type | N/a (finished) |
| Construction Style Attachment | Detached |
| Cooling Type | None |
| Exterior Finish | Brick, Wood |
| Fire Protection | Security System |
| Fireplace Present | Yes |
| Fireplace Total | 2 |
| Flooring Type | Hardwood |
| Foundation Type | Poured Concrete, Stone |
| Half Bath Total | 1 |
| Heating Fuel | Propane |
| Heating Type | Radiant Heat |
| Stories Total | 2 |
| Size Interior | 3,500 - 5,000 Sqft |
| Type | House |
| Utility Power | Generator |
| Utility Water | Drilled Well |
Parking
| Detached Garage | |
| Garage |
Land
| Access Type | Public Road |
| Acreage | No |
| Land Amenities | Golf Nearby, Ski Area |
| Landscape Features | Landscaped |
| Sewer | Septic System |
| Size Depth | 229 Ft |
| Size Frontage | 298 Ft |
| Size Irregular | 298 X 229 Ft |
| Size Total Text | 298 X 229 Ft|1/2 - 1.99 Acres |
| Zoning Description | Rural |
Rooms
| Level | Type | Length | Width | Dimensions |
|---|---|---|---|---|
| Second Level | Primary Bedroom | 4.63 m | 3.99 m | 4.63 m x 3.99 m |
| Second Level | Bedroom | 3.18 m | 2.91 m | 3.18 m x 2.91 m |
| Second Level | Bedroom | 3.18 m | 2.96 m | 3.18 m x 2.96 m |
| Second Level | Bedroom | 7.31 m | 2.73 m | 7.31 m x 2.73 m |
| Second Level | Loft | 4.98 m | 2.82 m | 4.98 m x 2.82 m |
| Basement | Family Room | 8.66 m | 6.46 m | 8.66 m x 6.46 m |
| Main Level | Great Room | 13.1 m | 4.11 m | 13.1 m x 4.11 m |
| Main Level | Sunroom | 6.55 m | 3.32 m | 6.55 m x 3.32 m |
| Main Level | Kitchen | 8.86 m | 4.51 m | 8.86 m x 4.51 m |
| Main Level | Family Room | 4.11 m | 3.4 m | 4.11 m x 3.4 m |
| Main Level | Bedroom | 3.76 m | 3.4 m | 3.76 m x 3.4 m |
Utilities
| Cable | Installed |
| Electricity | Installed |
| Electricity Connected | Connected |
| Telephone | Nearby |
https://www.realtor.ca/real-estate/29718077/553763-road-55-grey-highlands-grey-highlands
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July 06 2026 11:38:32
The Lakelands Association of REALTORS®
Chestnut Park Real Estate
