553763 Road 55
Grey Highlands, Grey Highlands, N0C 1J0
FOR SALE
$1,749,900
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5
BEDROOMS 4
BATHROOMS 1
KITCHENS 10 + 1
ROOMS X13098426
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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.
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Property Features
Golf, Level, School Bus Route, Skiing, 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, Private, Security System, Propane, Wood
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Property Details
Address
553763 Road 55
Community
City
Postal Code
N0C 1J0
Property Type
Detached, Detached
Zoning
Rural
Lot Size
298' x 229'
Acreage
1.6 Feet
Taxes
$7,812 (2025
Basement
Finished
Exterior
Deck, Landscaped, Porch, Year Round Living
Heat Type
Radiant
Heat Source
Propane
Water
Well
Parking Spaces
10
Garage Type
Detached
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Listing contracted with Chestnut Park Real Estate
Hidden country gem. Winding drive through trees ushers you to a wonderful country offering. Home completely redone and lovely addition built complete with wood burning fireplace, cathedrals, library, den, family room, rec room, 4+1 bedrooms, 4 baths, wood floors, verandahs, rear patios and fully landscaped. A shop/garage, large parking area and privacy in this 10+ setting. Will not disappoint! 6.4 acres that's hard to duplicate. Completion of severance pending.
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Welcome to the ultimate Norwegian Handcrafted log & timber frame home. Exceptional quality and architectural detail abound in this 4 +1 bedrm and 3 +1 bath masterpiece situated on a private 3/4 acre lot with a wrap around deck overlooking 150 ft of frontage on the beautiful Beaver River. Situated minutes away from Devil's Glen and Lake Eugenia, and with access to snowmobile trails, this could be the seasonal retreat you have been waiting for! Make meals together in the custom kitchen with large centre island and stainless steel appliances or gather in the Great room as it takes your breath away with a 13 foot dry stack Muskoka granite fireplace complete with high efficiency wood burning insert. Hand-hewn timbers combined with reclaimed pine flooring contribute to the warmth and appeal. The fully finished ICF basement with walk-out door, has an open recreation area, a wonderful hand crafted bar, bedroom and 3 piece bath. This is a once in a lifetime find that combines quality, unique design and the perfect location for 4 season use without the long drive further north.
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Brewster's Lake - over 200' waterfront with a bungalow, shop and garage on a 3.2 acre hardwood lot. Lake views from nearly every room in the home. Spacious rooms throughout the 2,500 square foot main level including open concept kitchen, dining and living areas with vaulted ceilings and a wood-burning fireplace. The walkout basement is fully finished with massive family room, office or 5th bedroom with ensuite; walkout to hot tub, patio and lakeside. SHOP 30x52 with in-floor heat, spray foam insulation, Trusscore interior, 3 roll up doors; detached single garage and attached double garage with in-floor heat. On demand hot water, generator back up, metal roof, new windows (2018), central air, water system, greenhouse, hot tub and more. The private waterfront boasts a sandy beach, dock and firepit. Four season living in a four season playground 20 minutes to Collingwood and Blue Mountain, 10 minutes to Devils Glen Country Club (private) and minutes away from year-round trails and recreational activities. Includes part ownership of additional waterfront lot.
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Dream home alert! This custom-built, private, and secluded property is situated on over 12 acres. Surrounded by mature trees, with the Saugeen River running right through the front of the property, with trail access. This 3,724 sq. ft. home features high-quality ICF construction up to the trusses and a durable metal roof. The interior offers a spacious layout with four bedrooms, four bathrooms, upper-level laundry, and a versatile main-level room perfect for an office, den, or workout space. Open-concept living room, chef's kitchen with a large island, as well as an eat-in area. There is also a formal dining room for hosting. Additional highlights include: - Triple-car garage with plenty of room for vehicles and toys. - Partially finished basement featuring rough-in for in-floor heating, a massive cold cellar, and a rough-in for a bathroom-offering great in-law potential. - Outdoor living at its best with an above-ground pool for summer days and a fire pit for chilly nights. Whether you are looking for privacy or a spacious family home, this property has it all.
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