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Valeria Zhibareva

Broker
Re/Max Realty Enterptises Inc., Brokerage, Brokerage Independently owned and operated. 1697 Lakeshore Rd W , Mississauga, Ontario L5J 1J4 Cell: 905-599-8574Office: 905-855-2200Fax: 905-855-2201

$1,899,900
Available - For Sale
Listing ID: X13098426
553763 Road 55 N/A , Grey Highlands, N0C 1J0, Grey County


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.
Price $1,899,900
Taxes: $7812.00
Assessment Year: 2026
Occupancy: Owner
Address: 553763 Road 55 N/A , Grey Highlands, N0C 1J0, Grey County
Acreage: .50-1.99
Directions/Cross Streets: 4th Concession B
Rooms: 10
Rooms +: 1
Bedrooms: 5
Bedrooms +: 0
Family Room: T
Basement: Finished
  Level/Floor Room Length(ft) Width(ft) Descriptions
Room 1 Main Great Roo 42.97 13.48 Gas Fireplace, Cathedral Ceiling(s)
Room 2 Main Sunroom 21.48 10.89
Room 3 Main Kitchen 29.06 14.79 Combined w/Dining, Hardwood Floor, Cathedral Ceiling(s)
Room 4 Main Family Ro 13.48 11.15 Hardwood Floor, Cathedral Ceiling(s)
Room 5 Main Bedroom 12.33 11.15
Room 6 Second Primary B 15.19 13.09 5 Pc Ensuite, Hardwood Floor
Room 7 Second Bedroom 10.43 9.54 Hardwood Floor
Room 8 Second Bedroom 10.43 9.71 Hardwood Floor
Room 9 Second Bedroom 23.98 8.95
Room 10 Second Loft 16.33 9.25
Room 11 Basement Family Ro 28.4 21.19
Washroom Type No. of Pieces Level
Washroom Type 1 4 Main
Washroom Type 2 3 Main
Washroom Type 3 5 Second
Washroom Type 4 2 Second
Washroom Type 5 2 Ground
Total Area: 0.00
Approximatly Age: 100+
Property Type: Detached
Style: 2-Storey
Exterior: Brick, Wood
Garage Type: Detached
(Parking/)Drive: Private
Drive Parking Spaces: 10
Park #1
Parking Type: Private
Park #2
Parking Type: Private
Pool: None
Approximatly Age: 100+
Approximatly Square Footage: 3500-5000
Property Features: Golf, Level
CAC Included: N
Water Included: N
Cabel TV Included: N
Common Elements Included: N
Heat Included: N
Parking Included: N
Condo Tax Included: N
Building Insurance Included: N
Fireplace/Stove: Y
Heat Type: Radiant
Central Air Conditioning: None
Central Vac: Y
Laundry Level: Syste
Ensuite Laundry: F
Elevator Lift: False
Sewers: Septic
Water: Drilled W
Water Supply Types: Drilled Well
Utilities-Cable: Y
Utilities-Hydro: Y
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Down Payment $ $ $ $
First Mortgage $ $ $ $
CMHC/GE $ $ $ $
Total Financing $ $ $ $
Monthly P&I $ $ $ $
Expenses $ $ $ $
Total Payment $ $ $ $
Income Required $ $ $ $

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Although the information displayed is believed to be accurate, no warranties or representations are made of any kind.
Chestnut Park Real Estate
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Valeria Zhibareva
Broker
Dir:
905-599-8574
Bus:
905-855-2200
Fax:
905-855-2201
 
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At a Glance:
Type: Freehold - Detached
Area: Grey County
Municipality: Grey Highlands
Neighbourhood: Grey Highlands
Style: 2-Storey
Lot Size: x 229.00(Feet)
Approximate Age: 100+
Tax: $7,812
Maintenance Fee: $0
Beds: 5
Baths: 5
Garage: 0
Fireplace: Y
Air Conditioning:
Pool: None
Locatin Map:
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