For sale 50$1,749,900
553763 Road 55
Grey Highlands, Ontario N0C1J0
For sale· Added
About this home
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.
Location
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Property details
Listing
- MLS® number
- X13098426
- Added
- May 7, 2026 ()
- Updated
- Aug 31, 2026 ()
- Info refreshed
Overview
- Property type
- Single Family
- Building type
- Detached
- Storeys
- 2
- Ownership
- Freehold
Inside
- Bedrooms
- 5
- Bathrooms
- 4
- Half baths
- 1
- Heating
- Radiant heat, Propane
- Cooling
- None
- Fireplace
- Yes (2)
- Flooring
- Hardwood
- Appliances
- Washer, Refrigerator, Water purifier, Water softener, Central Vacuum, Dishwasher, Wine Fridge, Stove, Dryer, Microwave, Water Treatment, Window Coverings, Garage door opener, Garage door opener remote(s), Water Heater
- Features
- Level lot, Open space, Flat site, Sauna
Building
- Basement
- Finished
- Exterior
- Wood, Brick
- Foundation
- Stone, Poured Concrete
- Parking
- Detached Garage, Garage · 13 spaces
- Amenities
- Separate Heating Controls, Fireplace(s)
- Security
- Security system
Land
- Lot size
- 298 x 229 ft
- Zoning
- Rural
Services
- Water
- Drilled Well
- Sewer
- Septic System
- Utilities
- Electricity, Cable, Telephone, Electricity Connected
Location
- Cross streets
- 4th Concession B
- Directions
- https://maps.app.goo.gl/oyWhiAutWKorQaSEA.
- Nearby
- School Bus
Running costs
- Annual property tax (2026)
- $7,812
Rooms
| Great room | Main level | 13.1 x 4.11 m |
| Family room | Basement | 8.66 x 6.46 m |
| Sunroom | Main level | 6.55 x 3.32 m |
| Kitchen | Main level | 8.86 x 4.51 m |
| Family room | Main level | 4.11 x 3.4 m |
| Bedroom | Main level | 3.76 x 3.4 m |
| Primary Bedroom | Second level | 4.63 x 3.99 m |
| Bedroom | Second level | 3.18 x 2.91 m |
| Bedroom | Second level | 3.18 x 2.96 m |
| Bedroom | Second level | 7.31 x 2.73 m |
| Loft | Second level | 4.98 x 2.82 m |
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