209 Bay Street

ActiveOro-Medonte · Shanty Bay36 days on marketMLS® S13508726

$4,490,000

$1,497 / sq ft

Bedrooms5

Bathrooms5

Interior3,000 sq ft

TypeSingle Family Home

ListingFor Sale

Days on Market36

About this property

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 & finishes

Waterfront

View

Fireplace

Air Conditioning

Basement

Property details

MLS® Number	S13508726
Status	Active
Listing Type	For Sale
Property Type	Single Family Home
Interior Size	3,000 sq ft
Beds / Baths	5 bed · 5 bath
Neighbourhood	Shanty Bay
City	Oro-Medonte
Postal Code	L0L 2L0
Province	ON
Listed Date	July 1, 2026
Days on Market	36
Price per Sq Ft	$1,497
Brokerage	RE/MAX HALLMARK CHAY REALTY