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$1,899,900
Ontario,Grey Highlands
For Sale Active
553763 ROAD 55, Grey Highlands, Ontario N0C1J0
  • 5
  • 4
  • 3500 - 5000Square Feet
Contact Seller
Next Open House
  • Jul 5 14:00 - 16:00
Basic Details
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:62650)

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Basic Details
  • Property Type: Residential
  • Listing Type: For Sale
  • Listing ID: X13098426
  • Price: $1,899,900
  • Bedrooms: 5
  • Bathrooms: 4
  • Half Bathrooms: 1
  • Square Footage: 3500 - 5000 Sqft
  • Status: Active
  • Property Sub Type: Single Family
  • Office Key: 152942
Features & Appliances
Features
  • Heating System: Radiant heat, Propane
  • Cooling System: None
  • Basement: Finished, N/A
  • Parking: Detached Garage, Garage
  • Exterior Features: Brick, Wood
  • Flooring: Hardwood
  • Sewer: Septic System
  • Utilities: Electricity Connected, Electricity, Cable, Telephone
  • Fireplaces Total: 2
Address Map
  • Location: CA, Ontario, Grey Highlands, N0C1J0
  • Street: Road 55
  • Street Number: 553763
  • Longitude: W81° 39' 24.5''
  • Latitude: N44° 17' 58.8''
Additional Information
  • Water Source:
  • Community Features:
  • Electric: Generator
  • Foundation Details:
  • Lot Features:
  • Lot Size Dimensions: 298 x 229 FT
  • Stories: 2.0
Financial
  • Tax Annual Amount: 7812
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Listing updated: 2026-07-04 11:00:48
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Listing Information
  • List Agent Key: 1937096
  • List Office Key: 152942
  • Modification Timestamp: 2026-07-02T18:10:03Z
  • Originating System Name: OnePoint Association of REALTORS®
  • Status Change Timestamp: 2026-07-02T18:01:15Z
Powered by REALTOR.ca
Listing updated: 2026-07-04 11:00:48
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