27-29 MAIN Street, Grey Highlands, Ontario N0C 1H0 is For Sale and has a listing price of 595,000. The property is located in the Grey Highlands neighbourhood . It's been on the website for 1 Day.
Built in 1875, this home is filled with the timeless charm of its historic roots. Step inside and you’re welcomed by an inviting foyer that hints at the character waiting within. To your right, the sunlit dining room feels instantly comforting-ideal for family meals or hosting friends. Original hardwood floors, soaring ceilings, and detailed moldings carry the warmth of the past into every room. The spacious living room is full of potential, whether you’re curling up with a book or entertaining a crowd. Built-in bookshelves create a cozy nook for reading or showcasing cherished keepsakes. The kitchen blends old-world charm with modern convenience, offering space for casual dining around an eat-in table, and a traditional woodstove that brings rustic comfort and winter warmth. This updated kitchen is a dream for anyone who loves to cook. A four-piece bath and laundry on the main level add everyday ease. Just off the kitchen, a flexible room-once an office-could become a sun-drenched studio, den, or quiet retreat, thanks to its south-facing windows and views of the backyard. Step outside to a peaceful patio overlooking a lovingly maintained garden with flowering trees, perennials, and your own veggie patch. The charm continues upstairs with a second full bath, and four large bedrooms. The property also includes 27 Main St E., a separate detached building with its own entrance. Formerly a doctor’s office, bakery, and bookkeeping service, it’s ideal for a home-based business, in-law suite, or income-generating rental. Perfectly located just steps from Markdale’s main intersection, you’re within walking distance to the new hospital, school, and all downtown conveniences.
| List Date | MLS ID | List Price | Status | End Date | Closed Price |
|---|---|---|---|---|---|
| 10/18/2025 | X12470263 | $595,000 | For Sale | - | - |
| 04/08/2025 | X12070045 | $595,000 | Expired | 09/03/2025 | - |
| 10/11/2024 | X10846461 | $659,000 | Expired | - |
