HomeListingsGrey HighlandsX13098426

553763 Road 55 N/A Grey Highlands ON

📍 Grey Highlands, Ontario N0C 1J0

$1,899,900

Active
5BEDS
5BATHS
13PARKING
1KITCHENS
298×229LOT (FT)
100+AGE

📋 Listing Highlights

StatusActive
MLS®X13098426
ListedMay 7, 2026
Days on Market
Property TypeResidential Freehold
StyleDetached
Cross Street4th Concession B
PossessionASAP

📝 Listing 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.

🏠 Property Details

Property TypeResidential Freehold
StyleDetached
Bedrooms5
Bathrooms5
Kitchens1
Approx. Age100+

📐 Lot & Land

Lot Width298 ft
Lot Depth229 ft
Lot Size1.58 sqft
Cross Street4th Concession B

🔧 Building & Utilities

Heat SourcePropane
HeatingRadiant
CoolingNone
BasementFinished
GarageDetached
Garage Spaces3
Parking13
ConstructionBrick, Wood
RoofMetal

💰 Financial

List Price$1,899,900
Annual Taxes$7,812 (2025)
PossessionASAP

🧮 Mortgage Calculator

$379,980
Est. Monthly Payment
$9,334/mo
Principal: $1,519,920 · P+I only
Does not include taxes, insurance or CMHC
Listing provided by Chestnut Park Real EstateData via PropTx MLS® / TRREB. Information deemed reliable but not guaranteed.MLS® #X13098426 · Last updated: Jul 14, 2026

Information deemed reliable but not guaranteed. © TRREB / PropTx. MLS® is a trademark of CREA. This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate.