Wingberry - A Truly Iconic Lake Muskoka Estate. Rarely does a property of this magnitude and legacy come to market. Wingberry is a once-in-a-lifetime compound on Lake Muskoka, offering quintessential Muskoka views into East Bay - a setting captured in numerous iconic paintings. Flagstone steps and patios wind through mature trees, granite outcroppings, and landscaped stone terraces connecting each structure across the property. The estate comprises five distinct structures: the Main Cottage, Guest Cottage, a Guest Bunkie, and three grandfathered boathouses with upper-level living accommodations - an assemblage virtually impossible to replicate under current bylaws. The Main Cottage is a two-storey retreat with pine floors, basswood walls, a stately fieldstone fireplace, gourmet kitchen with butcher block island and gas range, grand dining area with lake views, Muskoka room, media room, and wraparound lakeside deck. The primary suite offers a walk-in closet, gas fireplace, and double vanity, and two guest rooms share an ensuite bath with vaulted ceilings throughout. The Guest Cottage is a timeless three-bedroom, year-round retreat with a stone fireplace, pine-lined walls, log truss accents, updated granite kitchen, screened porch, and private deck. The Guest Bunkie features timber frame construction, a wood-burning fireplace, two bedrooms, and a wraparound deck overlooking the lake. The three grandfathered boathouses offer approximately 200 ft of dockage. The Main Boathouse is a rare four-slip collector's boathouse with pine-lined interiors and 35 ft slips. Boathouse Two features a water-level bar, upper suite with reclaimed barn board walls, corner fireplace, covered veranda, and sauna. Boathouse Three offers three slips and a bright open-concept upper suite with classic Muskoka views. Waterside amenities include a sand beach, fire pit cove, deep-water docks, shoreline gazebo, and a fenced pickleball court. Wingberry is more than a cottage - it is a Muskoka landmark (id:8282)
| MLS® Number | X13205036 |
| Property Type | Single Family |
| Community Name | Medora |
| Easement | Easement, Encroachment |
| Features | Lighting, Guest Suite, In-law Suite |
| ParkingSpaceTotal | 12 |
| Structure | Deck, Boathouse, Dock |
| ViewType | Lake View, Direct Water View |
| WaterFrontType | Waterfront On Lake |
| BathroomTotal | 8 |
| BedroomsAboveGround | 9 |
| BedroomsTotal | 9 |
| Amenities | Fireplace(s) |
| BasementFeatures | Walk Out |
| BasementType | Full |
| ConstructionStyleAttachment | Detached |
| CoolingType | Central Air Conditioning |
| ExteriorFinish | Wood |
| FireplacePresent | Yes |
| FireplaceTotal | 6 |
| FoundationType | Concrete |
| HalfBathTotal | 1 |
| HeatingFuel | Propane, Wood |
| HeatingType | Forced Air |
| StoriesTotal | 2 |
| SizeInterior | 5000 - 100000 Sqft |
| Type | House |
| UtilityPower | Generator |
| UtilityWater | Municipal Water |
| Detached Garage | |
| Garage |
| AccessType | Year-round Access, Private Docking |
| Acreage | Yes |
| LandscapeFeatures | Landscaped |
| Sewer | Septic System |
| SizeDepth | 444 Ft |
| SizeFrontage | 601 Ft |
| SizeIrregular | 601 X 444 Ft |
| SizeTotalText | 601 X 444 Ft|2 - 4.99 Acres |
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Chestnut Park Real Estate
May 28 2026 04:11:35
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