NewFor Sale

209 Bay Street
Oro-Medonte, Simcoe, ON, L0L 2L0

Detached
TRREB
MLS® Number: S13508726

RE/MAX HALLMARK CHAY REALTY

Listing brokerage
Estimated Value
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$4,490,000List Price
5Bedrooms
5Bathrooms
2Garages
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Listing History

Buy/sell history for 209 Bay Street, Oro-Medonte, ON L0L 2L0

PrimeAVM™

Current valuation for 209 Bay Street, Oro-Medonte, ON L0L 2L0. Listed for $4,490,000 on 2026-10-19

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Description

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.

Features

WaterfrontWooded/TreedLake/PondCul de Sac/Dead End

Amenities

No amenities available

Summary

Tax:$15,001.45 / 2025
Listing #:S13508726
Property Type:Detached, 2-Storey
Size:3000-3500 feet²
Land Size:200 x 156
Days on CPRB:
Garage:Detached 2 garage
Locker:None
On CPRB Since:
Listing Brokerage:RE/MAX HALLMARK CHAY REALTY

Details

Property

Property Type:Detached
Style:2-Storey
Community:Shanty Bay
Municipality:Simcoe

Building

Size:3000-3500 feet²
Construction:Vinyl Siding

Inside

Bedrooms:5
Bedrooms Above Grade:5
Bathrooms:5
Bathrooms Detail:1, 2pc Main floor
Bathrooms Detail:1, 5pc Second floor
Bathrooms Detail:1, 1pc Second floor
Bathrooms Detail:1, 3pc Second floor
Bathrooms Detail:1, 3pc Second floor
Kitchens:1
Family Room:Yes
Appliances Included:Generator - Partial, Auto Garage Door Remote
Basement:Full, Unfinished

Parking

Driveway:Private Triple
Garage Type:Detached
Garage Spaces:2
Total Parking Spaces:12

Utilities

Cooling:Central Air
Heating Type:Forced Air
Heating Fuel:Gas
Utility Sewer:Septic

Highlights

Fireplace Type:Living Room, Family Room, Wood, Natural Gas

Land

Cross Street:Ridge/Line 2

$4,490,000

List price

209 Bay Street, Oro-Medonte – 5 bed Detached for sale · MLS® # S13508726 | CPRB