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Derrick Garcia

info@derrickgarcia.ca +1(416) 684-7370

$ 1,899,900

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553763 Road 55 N/A Grey Highlands, ON N0C 1J0

5 Beds

5 Baths

UPDATED:

Key Details

Property Type Single Family Home

Sub Type Detached

Listing Status Active

Purchase Type For Sale

Approx. Sqft 3500-5000

Subdivision Grey Highlands

MLS Listing ID X13098426

Style 2-Storey

Bedrooms 5

Annual Tax Amount $7,812

Tax Year 2025

Property Sub-Type Detached

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.

Location

Province ON

County Grey County

Area Grey County

Rooms

Family Room Yes

Basement Finished

Kitchen 1

Interior

Interior 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

Cooling None

Fireplaces Type Propane, Wood

Fireplace Yes

Heat Source Propane

Exterior

Exterior Feature Deck, Landscaped, Porch, Year Round Living

Parking Features Private

Garage Spaces 3.0

Pool None

Waterfront Description None

View Pasture

Roof Type Metal

Topography Flat,Open Space

Road Frontage Municipal Road

Lot Frontage 298.0

Lot Depth 229.0

Total Parking Spaces 13

Building

Building Age 100+

Unit Features Golf,Level,School Bus Route,Skiing

Foundation Poured Concrete, Stone

Others

Security Features Security System

ParcelsYN Yes

Listed by Chestnut Park Real Estate

Derrick Garcia

Broker

+1(416) 684-7370

Derrick Garcia

553763 Road 55 N/A Grey Highlands, ON N0C 1J0

Key Details

Location

Rooms

Interior

Exterior

Building

Others

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553763 Road 55 N/A