209 Bay Street, Oro-Medonte, ON L0L 2L0, Oro-Medonte, ON
Bed 5
Bath 5
A rare opportunity to own a true waterfront retreat in the heart of Shanty Bay. Set on a quiet, dead-end street, this exceptional lakefront property offers almost 200 feet of south-facing shoreline with crystal-clear, deep waterperfect for swimming, boating, and soaking in panoramic views across Kempenfelt Bay. Set on a beautifully treed, private lot, this estate includes a main cottage, guest house, and a bunkie above the garagetotalling 12 bedrooms, 8 bathrooms, and 3 kitchens. Whether you're hosting extended family, entertaining guests, or exploring rental income, theres space for everyone. Enjoy unobstructed lake views from most principal rooms, and step outside to a host of outdoor features including: a Private concrete waterfront patio, a Marine railway with covered boat slip and an Expansive rooftop deck above the boat slipperfect for sunset entertaining. The main cottage exudes warmth and character, featuring wood floors, a charming stone fireplace, a Muskoka room with stunning views, and a cozy third-level loft. Additional highlights include: a Heated garage with bunkie above, Parking for 10+ vehicles, Secluded and a park-like setting with mature trees for total privacy. All this just 10 minutes to Barrie, Royal Victoria Hospital, shops, and servicesplus an easy 1-hour drive to Toronto. Enjoy quick boat access to Friday Harbours dining and amenities, and explore nearby Simcoe Loop Trail for walking and cycling. Whether you enjoy this special property as-is or explore its future severance or redevelopment potential, this is a once-in-a-lifetime opportunity to own a legacy lakefront estate in one of Lake Simcoes most desirable communities.
Property Highlights
For Sale
MLS NO.
S12386085
Type
Residential Freehold
Sub Type
Detached
Bedrooms
5
Bathrooms
5
Parking
12.0
Garage
Yes
Complete Property Details
Property Type
Residential Freehold
Sub Type
Detached
Transaction Type
For Sale
Status
Expired
Contract Status
Unavailable
MLS® Number
S12386085
Living Area Range
3000-3500
Total Bedrooms
5
Bedrooms Above Grade
5
Total Bathrooms
5
Total Kitchens
1
Kitchens Above Grade
1
Rooms Above Grade
9
Interior Features
Generator - Partial, Auto Garage Door Remote
Fireplace
Yes
Fireplace Features
Living Room, Family Room, Wood, Natural Gas
Central Vacuum Yn
No
Construction
Vinyl Siding
Roof
Asphalt Shingle
Lot Width
200.0
Parking Features
Private Triple
Parking Total
12.0
Covered Spaces
2.0
Garage Type
Detached
Garage
Yes
Pool
None
Direction Facing
South
Cooling
Central Air
Heat Source
Gas
Heat Type
Forced Air
Internet Address Display Yn
Yes
Internet Entire Listing Display Yn
Yes
Full Address
209 Bay Street, Oro-Medonte, ON L0L 2L0
City
Oro-Medonte
Neighbourhood
Shanty Bay
County / Region
Simcoe
Province / State
ON
Postal Code
L0L 2L0
Cross Street
Ridge/Line 2
Directions
Ridge Road to Line 2 to Bay Street
Country
CA
List Price
$4,999,900
Annual Taxes
$14,417
Tax Year
2024
Legal Description
LT 2 PL 742 ORO; ORO-MEDONTE
Possession Type
Flexible
Listing Office
RE/MAX HALLMARK CHAY REALTY
Board
Toronto Regional Real Estate Board
Original Entry
2025-09-06T13:37:57Z
Media Updated
2025-10-09T15:48:20Z
Photos Updated
2025-09-06T13:37:57Z
Last Modified
2025-12-01T05:25:50Z
System Modified
2025-12-01T05:25:50.284244Z
MLS Status
Expired
Architectural Style
2-Storey
Basement
Full, Unfinished
Co List Office Name
RE/MAX HALLMARK CHAY REALTY
Ddfyn
Yes
Expiration Date
2025-11-30
Foundation Details
Concrete Block
Heat Source Multi
Gas
Heat Type Multi
Forced Air
Hstapplication
Included In
Link Yn
No
Occupant Type
Vacant
Originating System Id
A00001796
Parking Spaces
10
Property Features
Waterfront, Wooded/Treed, Lake/Pond, Cul de Sac/Dead End
Public Remarks
A rare opportunity to own a true waterfront retreat in the heart of Shanty Bay. Set on a quiet, dead-end street, this exceptional lakefront property offers almost 200 feet of south-facing shoreline with crystal-clear, deep waterperfect for swimming, boating, and soaking in panoramic views across Kempenfelt Bay. Set on a beautifully treed, private lot, this estate includes a main cottage, guest house, and a bunkie above the garagetotalling 12 bedrooms, 8 bathrooms, and 3 kitchens. Whether you're hosting extended family, entertaining guests, or exploring rental income, theres space for everyone. Enjoy unobstructed lake views from most principal rooms, and step outside to a host of outdoor features including: a Private concrete waterfront patio, a Marine railway with covered boat slip and an Expansive rooftop deck above the boat slipperfect for sunset entertaining. The main cottage exudes warmth and character, featuring wood floors, a charming stone fireplace, a Muskoka room with stunning views, and a cozy third-level loft. Additional highlights include: a Heated garage with bunkie above, Parking for 10+ vehicles, Secluded and a park-like setting with mature trees for total privacy. All this just 10 minutes to Barrie, Royal Victoria Hospital, shops, and servicesplus an easy 1-hour drive to Toronto. Enjoy quick boat access to Friday Harbours dining and amenities, and explore nearby Simcoe Loop Trail for walking and cycling. Whether you enjoy this special property as-is or explore its future severance or redevelopment potential, this is a once-in-a-lifetime opportunity to own a legacy lakefront estate in one of Lake Simcoes most desirable communities.
