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553763 ROAD 55, GREY HIGHLANDS
2026-05-08
Quick Summary
MLS®#X13098426
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. (id:32467)
Property Features
Ammenities Near By
- Ammenities Near By: Golf Nearby, Ski area
Building
- 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: Detached
- Cooling Type: None
- Exterior Finish: Brick, Wood
- Fireplace: Yes
- Flooring Type: Hardwood
- Interior Size: 3500 - 5000 sqft
- Building Type: House
- Stories: 2
- Utility Water: Drilled Well
Features
- Feature: Level lot, Open space, Flat site, Sauna
Land
- Land Size: 298 x 229 FT|1/2 - 1.99 acres
- Sewer: Septic System
Ownership
- Type: Freehold
Structure
- Structure: Deck, Porch
Zoning
- Description: Rural
Information entered by Chestnut Park Real Estate
Listing information last updated on: 2026-07-02 18:01:15
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How much could you save in commission selling with One Percent Realty?
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$500,000
Your One Percent Realty Commission savings†
$500,000
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Savings calculated using One Percent Realty's posted commission rates compared to another agent charging
5% + HST . Not all agents charge the same.
One Percent Realty's top FAQs
We charge a total of $7,950 for residential properties under $400,000. For residential properties $400,000-$900,000 we charge $9,950. For residential properties over $900,000 we charge 1% of the sale price plus $950. Plus Applicable taxes, of course. We also offer the flexibility to offer more commission to the buyer's agent, if you want to. It is as simple as that! For commercial properties, farms, or development properties please contact a One Percent agent directly or fill out the market evaluation form on the bottom right of our website pages and a One Percent agent will get back to you to discuss the particulars.
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