209 BAY STREET, Oro-Medonte (Shanty Bay), Ontario

$4,799,900
  • Updated On:
  • April 7, 2026
  • 5 Bedrooms
  • 5 Bathrooms

A rare opportunity to own a true waterfront retreat in the heart of Shanty Bay. Tucked away on a quiet dead-end street, this exceptional lakefront property boasts nearly 200 feet of pristine, south-facing shoreline with crystal-clear, deep water-perfect for swimming, boating, and enjoying breathtaking panoramic views across Kempenfelt Bay.Set on a beautifully treed and private lot, this remarkable estate features a main cottage, guest house, and a bunkie above the garage, offering a total of 12 bedrooms, 8 bathrooms, and 3 kitchens. Whether hosting extended family, entertaining guests, or exploring rental income opportunities, there is ample space for everyone.Most principal rooms capture stunning, unobstructed lake views, while the outdoor living spaces are designed to make the most of the waterfront lifestyle. Enjoy a private concrete lakeside patio, a marine railway with covered boat slip, and an expansive rooftop deck above the boathouse-an ideal setting for sunset entertaining.The main cottage is filled with warmth and character, featuring wood floors, a charming stone fireplace, a Muskoka room with spectacular water views, and a cozy third-level loft retreat.Additional highlights include a heated garage with bunkie above, parking for 10+ vehicles, and a secluded, park-like setting surrounded by mature trees for exceptional privacy.All of this is located just 10 minutes from Barrie, Royal Victoria Hospital, shops, and services, and only an hour from Toronto. Enjoy quick boat access to Friday Harbour’s dining and amenities, or explore the nearby Simcoe Loop Trail for scenic walking and cycling.Whether you choose to enjoy this special property as it 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 Simcoe’s most sought-after communities. (id:65066)

Address: 209 BAY STREET
State/County:
Zip: L0L2L0
Country: Canada
Listing Id: S12875984
Price: $4,799,900
Bedrooms: 5
Bathrooms: 5
Basement: Unfinished, Full
BathroomsPartial: 2
BedroomsAboveGrade: 5
BuildingFeatures: Fireplace(s)
CoListAgentKey: 2187241
CoListOfficeKey: 282808
CommonInterest: Freehold
Cooling: Central air conditioning
Directions: Cross Streets: Ridge/Line 2. ** Directions: Ridge Road to Line 2 South To Bay.
Electric: Generator
FireplacesTotal: 2
Flooring: Hardwood
FoundationDetails: Block
FrontageLengthNumeric: 200
FrontageLengthNumericUnits: feet
Heating: Forced air, Natural gas
InternetAddressDisplayYN: 1
InternetEntireListingDisplayYN: 1
ListAOR: Toronto
ListAORKey: 82
ListAgentKey: 1904544
ListOfficeKey: 282808
ListingURL: www.realtor.ca/real-estate/29462635/209-bay-street-oro-medonte-shanty-bay-shanty-bay
LivingAreaMaximum: 3500
LivingAreaMinimum: 3000
LivingAreaUnits: square feet
LotFeatures: Cul-de-sac, Wooded area, Irregular lot size
LotSizeDimensions: 200 x 156 FT
ModificationTimestamp: April 7, 2026 at 12:45am
OriginalEntryTimestamp: March 12, 2026 at 04:35pm
OriginatingSystemName: Toronto Regional Real Estate Board
ParkingFeatures: Detached Garage, Garage
ParkingTotal: 12
PhotosChangeTimestamp: March 12, 2026 at 04:35pm
PhotosCount: 44
PostalCode: L0L2L0
Rooms: Living room: Main level, 6.4 x 4.57 meters | Bathroom: Second level, 3.05 x 2.44 meters | Bathroom: Second level, 1.1 x 1.1 meters | Bathroom: Second level, 2.01 x 2.49 meters | Bathroom: Second level, 1.83 x 1.83 meters | Dining room: Main level, 5.49 x 4.27 meters | Kitchen: Main level, 3.96 x 4.57 meters | Family room: Main level, 8.23 x 3.35 meters | Bedroom: Second level, 4.88 x 4.27 meters | Bedroom: Second level, 3.66 x 3.66 meters | Primary Bedroom: Second level, 4.88 x 4.27 meters | Bedroom: Second level, 3.96 x 3.35 meters | Bedroom: Third level, 3.66 x 2.44 meters | Bathroom: Main level, 1.83 x 1.22 meters
Sewer: Septic System
StatusChangeTimestamp: April 7, 2026 at 12:35am
Stories: 2
StreetName: Bay
StreetNumber: 209
StreetSuffix: Street
StructureType: House
TaxAnnualAmount: 15001.45
View: Lake view, View of water, Direct Water View, Unobstructed Water View
WaterBodyName: Lake Simcoe
WaterSource: Drilled Well
WaterfrontFeatures: Waterfront on lake
Other Features
Dishwasher
Dryer
Garage door opener remote(s)
Has Fireplace
Oven
Range
Refrigerator
Vinyl siding
Washer

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$24,610.04
per month
  • Principal and Interest
  • Property Tax
  • HOA fee
  • Private Mortgage Insurance
$ 18,610.16

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