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.
For sale
Street View
C$4,490,000
209 Bay St, Oro Medonte, ON L0L 2L0
5beds
5baths
Single Family Residence
Built in ----
0.72 Acres Lot
$-- Zestimate®
C$--/sqft
C$-- HOA
What's special
- 71 days
- 72
- 1
Zillow last checked:
Listing updated:
Listed by:
RE/MAX HALLMARK CHAY REALTY
Source: TRREB,MLS®#: S13508726
Originating MLS®#: Toronto Regional Real Estate Board
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
Primary bedroom
- Level: Second
- Dimensions: 4.88 x 4.27
Bedroom
- Level: Second
- Dimensions: 4.88 x 4.27
Bedroom
- Level: Third
- Dimensions: 3.66 x 2.44
Bedroom
- Level: Second
- Dimensions: 3.96 x 3.35
Bedroom
- Level: Second
- Dimensions: 3.66 x 3.66
Bathroom
- Level: Second
- Dimensions: 3.05 x 2.44
Bathroom
- Level: Second
- Dimensions: 2.01 x 2.49
Bathroom
- Level: Second
- Dimensions: 1.1 x 1.1
Bathroom
- Level: Main
- Dimensions: 1.83 x 1.22
Bathroom
- Level: Second
- Dimensions: 1.83 x 1.83
Dining room
- Level: Main
- Dimensions: 5.49 x 4.27
Family room
- Level: Main
- Dimensions: 8.23 x 3.35
Kitchen
- Level: Main
- Dimensions: 3.96 x 4.57
Living room
- Level: Main
- Dimensions: 6.4 x 4.57
Heating
- Forced Air, Gas
Cooling
- Central Air
Features
- Basement: Full,Unfinished
- Has fireplace: Yes
- Fireplace features: Living Room, Family Room, Wood Burning, Natural Gas
Interior area
- Living area range: 3000-3500 null
Video & virtual tour
Property
Parking
- Total spaces: 12
- Parking features: Private Triple, Garage Door Opener
- Has garage: Yes
Features
- Stories: 2
- Patio & porch: Deck, Patio
- Exterior features: Year Round Living, Private Dock
- Pool features: None
- Has view: Yes
- View description: Water, Lake
- Has water view: Yes
- Water view: Water,Lake,Direct,Unobstructive
- Waterfront features: Breakwater, Trent System, Winterized, Boat Slip, Marine Rail, Direct, Lake
- Body of water: Lake Simcoe
Lot
- Size: 0.72 Acres
- Features: Waterfront, Wooded/Treed, Lake/Pond, Cul de Sac/Dead End, Irregular Lot
Details
- Additional structures: Aux Residences
- Parcel number: 585550037
- Other equipment: Generator - Partial
Construction
Type & style
- Home type: SingleFamily
- Property subtype: Single Family Residence
Materials
- Vinyl Siding
- Foundation: Concrete Block
- Roof: Asphalt Shingle
Utilities & green energy
- Sewer: Septic
- Water: Drilled Well
Community & HOA
Location
- Region: Oro Medonte
Financial & listing details
- Annual tax amount: C$15,001
- Date on market: 7/1/2026
Price history
Price history is unavailable.
Public tax history
Tax history is unavailable.
Climate risks
Neighborhood: L0L
Nearby schools
GreatSchools rating
No schools nearby
We couldn't find any schools near this home.







