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209 Bay Street
Shanty Bay Oro-Medonte L0L 2L0

$4,799,900
Residential Freehold beds: 5 baths: 5.0

Main Photo: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Photo 1: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Photo 2: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Photo 3: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Photo 4: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Photo 5: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Photo 6: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Photo 7: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
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Photo 23: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
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Photo 44: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
S12875984
Bedrooms:
5
Bathrooms:
5
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.
Property Type:
Residential Freehold
Property Sub Type:
Detached
Home Style:
2-Storey
Total Approx Floor Area:
3000-3500
Lot Depth:
156'
Lot Frontage:
200'
Lot Shape:
Irregular
Direction Faces:
South
Bedrooms:
5
Bathrooms:
5.0
Water supply:
Well
Kitchens:
1
Bedrooms Above Grade:
5
Kitchens Above Grade:
1
Rooms Above Grade:
9
Heating type:
Forced Air
Heating Fuel:
Gas
Fireplaces:
2
Foundation:
Concrete Block
Roof:
Asphalt Shingle
Basement:
Full, Unfinished
Fireplace Features:
Living Room, Family Room, Wood, Natural Gas
Fireplace/Stove:
Yes
Alternative Power:
Generator-Wired
Garage:
Detached
Garage Spaces:
2.0
Other Structures:
Aux Residences
Parking Features:
Private Triple
Parking Spaces:
10
Total Parking Spaces:
12.0
Family Room:
Yes
Possession Details:
Flexible
Pool:
None
Link:
No
HST Applicable To Sale Price:
Included In
Taxes:
$15,001.45 / 2025
Assessment:
$- / -
Simcoe
Oro-Medonte
Shanty Bay
Waterfront, Wooded/Treed, Lake/Pond, Cul de Sac/Dead End
Generator - Partial, Auto Garage Door Remote
Deck, Patio, Year Round Living
Conservation Regulations
None
Dishwasher, Dryer, Gas Oven/Range, Refrigerator, Washer, Appliances in bunkie and guest house. Docking. Generator.
None
Vinyl Siding
200'
Breakwater, Trent System, Winterized, Boat Slip, Marine Rail
Direct
Clean, Rocky, Hard Bottom
None
South
Water, Lake
Direct, Unobstructive
Year Round Municipal Road
Lake Simcoe
Lake
UV System
Wet Slip, Bunkie
Private
Floor
Type
Size
Other
Main
Living Room
21' × 15'
Hardwood Floor, Fireplace
Main
Dining Room
18' × 14'
Hardwood Floor, Overlook Water
Main
Kitchen
15' × 13'
Hardwood Floor
Main
Family Room
27' × 11'
Hardwood Floor
Second
Bedroom
16' × 14'
Hardwood Floor
Second
Bedroom
12' × 12'
Hardwood Floor
Second
Primary Bedroom
16' × 14'
Hardwood Floor
Second
Bedroom
13' × 11'
Hardwood Floor
Third
Bedroom
12' × 8'
Floor
Ensuite
Pieces
Other
Main
No
2
6' x 4' 2 Pc Bath
Second
Yes
5
10' x 8' 5 Pc Ensuite
Second
No
-
3'7" x 3'7"
Second
No
3
6'7" x 8'2" 3 Pc Bath
Second
No
3
6' x 6' 3 Pc Bath
Water Supply Types:
Drilled Well
Special Designation:
Unknown
Sewers:
Septic
Air Conditioning:
Central Air
Central Vacuum:
No
Seller Property Info Statement:
No
Laundry Level:
Main Level
Date Listed:
Mar 12, 2026
Original Price:
Previous Price:
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Listed by RE/MAX HALLMARK CHAY REALTY
Data was last updated March 19, 2026 at 02:15 AM (UTC)
Area Statistics
Listings on market:
139
Avg list price:
$1,349,999
Min list price:
$499,000
Max list price:
$37,000,000
Avg days on market:
40
Min days on market:
1
Max days on market:
981
These statistics are generated based on the current listing's property type and located in Oro-Medonte. Average values are derived using median calculations. This data is not produced by the MLS® system.
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