553763 Road 55

Maxwell

553763 Road 55
553763 Road 55
553763 Road 55
+47
5
 bed
5
 bath
13
 parking
3500 - 5000
 sqft
Detached
$1,899,900
For Sale
5 days
 on site
$1,899,900
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Size
-
Lot size
1 sqft
Street frontage
-
Possession
2026-06-24
Price per sqft
$380 - $543
Taxes
$7,812 (2025)
Parking Type
-
Style
2-Storey
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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.
Broker: Chestnut Park Real Estate
MLS®#: X13098426
Property details
Parking:
13
Parking type:
-
Property type:
Detached
Heating type:
Radiant
Style:
2-Storey
MLS Size:
3500-5000 sqft
Lot front:
298 Ft
Lot depth:
229 Ft
Listed on:
May 7, 2026
Show all details
Rooms
LevelNameSizeFeatures
Main
Great Room
43.0 x 13.5 ft
Main
Kitchen
29.1 x 14.8 ft
Second
Bedroom
24.0 x 9.0 ft
Show all
Instant estimate:
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$84,728
lower than listed price
i
High
$1,903,054
Mid
$1,815,172
Low
$1,722,756
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About 553763 Road 55

Located at 553763 Road 55, this Maxwell detached house is available for sale. It was listed at $1899900 in May 2026 and has 5 beds and 5 bathrooms.

Nearby grocery options: McEachran & Sons Orchards is a 22-minute drive.

Getting around the area will require a vehicle, as there are no nearby transit stops.