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MLS® X13098426
Grey Highlands, ON
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.
Inclusions
Pool table & cue rack with cues, Pool table cover, TV & bracket in Primary Bedroom, All built in cabinetry in garage, car lift, 3 Sheds, GDO's x 2, Basement TV, Sound bar & bracket, F/P toolholder, compressor in garage, Central vacs. Built-in Microwave, Dishwasher, Dryer, Garage Door Opener, Refrigerator, Stove, Washer, Hot Water Tank Owned, Window Coverings, Wine Cooler
Exclusions
Shelving in laundry room, Tall wall cabinet in Family room, freezer in basement, refrigerator in garage, TV in garage, wall mounted bookshelf in kitchen, All bathroom mirrors.
Broker
Chestnut Park Real Estate
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Detached
553763 Road 55 Grey Highlands
Grey Highlands
Built
100+
Type
Detached
Basement
Finished
Parking
Detached (13)
Property Tax
~$7,812/yr
Heating
Radiant
Buying Essentials
Square Feet
4250 sqft
Facing Direction
East
Parking
Detached (13)
Finances
List Price
$1,749,900
Price per SQFT
$412/sqft
Property Tax
~$7,812/yr
Property Specs
Property Type
Detached
MLS Size
4250 sqft
Age of Building
100+
Basement
Finished
Living & Amenities
Heating Type
Radiant
Features
Auto Garage Door Remote · Bar Fridge · Central Vacuum · Generator - Partial · Propane Tank · Sauna · Separate Heating Controls · Water Heater Owned · Water Purifier · Water Softener · Water Treatment
Policies & Utilities
Neighbourhood
Grey Highlands
Listed On
May 7, 2026
Golf
Level
School Bus Route
Skiing
Days on Market
Current: 184 days
Gas Fireplace, Cathedral Ceiling(s)
43.0 x 13.5
580 sqft
21.5 x 10.9
234 sqft
Combined w/Dining, Hardwood Floor, Cathedral Ceiling(s)
29.1 x 14.8
430 sqft
Hardwood Floor, Cathedral Ceiling(s)
13.5 x 11.2
150 sqft
12.3 x 11.2
138 sqft
5 Pc Ensuite, Hardwood Floor
15.2 x 13.1
199 sqft
Hardwood Floor
10.4 x 9.5
100 sqft
Hardwood Floor
10.4 x 9.7
101 sqft
24.0 x 9.0
215 sqft
16.3 x 9.3
151 sqft
28.4 x 21.2
602 sqft
Rooms
11
Listed Room Area
2,900 sqft
Source
Estimated from MLS room dimensions
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