285 Maple Street, Collingwood, ON L9Y 2R3
Collingwood
Charming Century Home on Coveted Tree Street in Central Collingwood. Nestled on one of Collingwood's most sought-after tree-lined streets, this beautifully restored century home blends timeless character with modern functionality. Set on a full-town lot, the property is currently configured as a legal duplex, offering incredible flexibility for multi-generational living, rental income, or an easy conversion back to a spacious single-family home. Airbnb may also be a possibility (Buyer to do due diligence). The main unit features three bedrooms and two full baths, while the second unit offers two bedrooms and one and a half baths, each with its own private driveway for ultimate convenience. Thoughtful renovations have updated every system while preserving original details wherever possible, maintaining the charm and craftsmanship of the late 1800's! A 520 sq ft detached, heated workshop adds even more value and potential. Ideal for artists, hobbyists, or additional storage. Steps from downtown shops, cafés, schools, and parks, this exceptional property offers both investment potential and an opportunity to own a piece of Collingwood's historic core. Recent updates include, roof, siding, eaves, windows, front doors, spray foam insulation, infloor heat, hot water on demand, 2 heat pumps (A/C), paved driveways, bathrooms, plumbing, electrical.
Walkability, transit, and bike-friendliness for 285 Maple Street, Collingwood, ON L9Y 2R3
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MLS# S12754838
Listed by Century 21 Millennium Inc.
Listed Feb 3, 2026
Sold Aug 4, 2026






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285 Maple Street, Collingwood, ON L9Y 2R3 is listed for $1,599,000 CAD.
285 Maple Street, Collingwood, ON L9Y 2R3 has 5 bedrooms and 4 bathrooms.
285 Maple Street, Collingwood, ON L9Y 2R3 is a Duplex.
285 Maple Street, Collingwood, ON L9Y 2R3 is in Collingwood, Ontario.
285 Maple Street, Collingwood, ON L9Y 2R3 is currently for sale.
Contact Michael Mezheritsky at +1 (416) 716-4439 to arrange a private showing of 285 Maple Street, Collingwood, ON L9Y 2R3 (MLS# S12754838). You can also send a message through the contact form on this site.