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209 Bay Street, Oro-Medonte, ON L0L2L0

$4,490,0005Beds 5Baths 3,000Sqft Shanty Bay

Property Overview

  • Detached Home Type
  • House Building Type
  • 31200 Sqft Lot Size
  • Shanty BayCommunity
  • 5 Beds
  • 5 Full Baths
  • Air Conditioning (Central) Cooling
  • 0 Half Baths
  • 12 Parking Space(s)
  • Property Taxes
  • 59 days Days on Market
  • S13508726 MLS® #
  • $1,497 Price / Sqft
  • Two Storey Style
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Description

Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on a quiet dead-end street, this remarkable property offers nearly 200 feet of pristine, south-facing shoreline on Kempenfelt Bay, with crystal-clear deep water ideal for swimming, boating, and enjoying breathtaking panoramic views.Set on a private, beautifully treed lot, the estate includes a main cottage, guest house, and bunkie above the garage, providing a total of 12 bedrooms, 8 bathrooms, and 3 kitchens. With ample space for extended family, guests, or potential rental income, this property offers outstanding versatility.Most principal rooms capture stunning lake views, while the outdoor spaces are designed to embrace waterfront living. Features include a lakeside concrete patio, marine railway with covered boat slip, and a spacious rooftop deck above the boathouse-perfect for entertaining and enjoying spectacular sunsets.The main cottage is filled with warmth and character, featuring hardwood floors, a stone fireplace, a charming Muskoka room overlooking the water, and a cozy third-level loft retreat.Additional highlights include a heated garage with bunkie accommodation above, parking for 10+ vehicles, and a secluded, park-like setting surrounded by mature trees for exceptional privacy.Conveniently located just 10 minutes from Barrie, Royal Victoria Regional Health Centre, shopping, dining, and everyday amenities, and approximately one hour from Toronto. Enjoy easy boat access to Friday Harbour Resort and nearby recreational trails.Whether enjoyed as a private family compound, multi-generational getaway, or investment opportunity with future severance or redevelopment potential, this is a rare chance to own a legacy waterfront property in one of Lake Simcoe's most coveted communities.

Interior Details

See Home Description
See Home Description
Air Conditioning (Central)
0
None
Full

Exterior Details

Vinyl Siding
2
See Home Description
Asphalt Shingles
Concrete

More Information

Property

Lake
See Home Description

Parking

Yes
12
No Garage

Utilities

Drilled Well

Data is supplied by the Toronto Regional Real Estate Board (TRREB) MLS® System. TRREB is the owner of the copyright in its MLS® System. Data is deemed reliable but is not guaranteed accurate by TRREB. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.
Data was last updated Friday, August 28, 2026, 2:38:00 PM UTC.