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209 Bay Street
Shanty Bay Oro-Medonte L0L 2L0

$4,490,000
Residential Freehold beds: 5 baths: 5.0

Main Photo: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 1: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 2: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 3: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 4: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 5: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 6: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 7: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 8: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 9: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 10: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 11: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 12: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
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Photo 14: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 15: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 16: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 17: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 18: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
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Photo 20: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 21: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 22: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 23: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 24: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 25: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
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Photo 29: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
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Photo 39: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 40: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 41: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Photo 42: 209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S13508726
Status:
Active
Prop. Type:
Residential Freehold
MLS® Num:
S13508726
Bedrooms:
5
Bathrooms:
5
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.
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
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:
Jul 01, 2026
Original Price:
Previous Price:
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Listed by RE/MAX HALLMARK CHAY REALTY
Data was last updated July 1, 2026 at 04:15 PM (UTC)
Area Statistics
Listings on market:
187
Avg list price:
$1,199,900
Min list price:
$495,000
Max list price:
$37,000,000
Avg days on market:
35
Min days on market:
1
Max days on market:
1,086
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.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.