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209 BAY STREET, Oro-Medonte, Ontario

$4,490,000

5 Beds
5 Baths

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. (id:23309)

Listing ID: S13508726
Property Type: Single Family

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Rooms

Level	Type	Dimensions
Bathroom	Second level	3.05 m x 2.44 m
Bathroom	Second level	1.1 m x 1.1 m
Bathroom	Second level	2.01 m x 2.49 m
Bathroom	Second level	1.83 m x 1.83 m
Bedroom	Second level	4.88 m x 4.27 m
Bedroom	Second level	3.66 m x 3.66 m
Primary Bedroom	Second level	4.88 m x 4.27 m
Bedroom	Second level	3.96 m x 3.35 m
Bedroom	Third level	3.66 m x 2.44 m
Living room	Main level	6.4 m x 4.57 m
Dining room	Main level	5.49 m x 4.27 m
Kitchen	Main level	3.96 m x 4.57 m
Family room	Main level	8.23 m x 3.35 m
Bathroom	Main level	1.83 m x 1.22 m

Details

Features: Cul-de-sac, Wooded area, Irregular lot size
Ownership: Freehold
Parking Spaces: 12
Structure: Deck, Patio(s), Breakwater
Transaction: For sale
View: View of water, Lake view, Direct Water View, Unobstructed Water View
Waterfront: Waterfront on lake
Water Body Name: Lake Simcoe

Building

Amenities: Fireplace(s)
Appliances: Garage door opener remote(s), Dishwasher, Dryer, Oven, Range, Washer, Refrigerator
BasementType: Full (Unfinished)
Basement Development: Unfinished
Bedrooms Main Level: 5
Construction Style Attachment: Detached
Cooling: Central air conditioning
Exterior Finish: Vinyl siding
Fireplace Present: True
Fireplace Total: 2
Flooring: Hardwood
Foundation: Block
Bathrooms (Half): 2
Bathrooms (Total): 5
Heating: Forced air
Heating Fuel: Natural gas
Size Interior: 3000 - 3500 sqft
Stories Total: 2
Type: House
Utility Power: Generator
Utility Water: Drilled Well

Land

Access Type: Year-round access, Private Docking
Sewer: Septic System
Size Frontage: 200 ft
Size Irregular: 200 x 156 FT
Surface Water: Lake/Pond

Listing provided by RE/MAX HALLMARK CHAY REALTY
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This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association. This property for sale is located at 209 BAY STREET in Oro-Medonte Ontario. It was last modified on July 1st, 2026. Contact Tom Linkletter to schedule a viewing or to discover other Oro-Medonte real estate for sale.

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