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209 BAY STREET, Oro-Medonte, Ontario

$4,999,900

5 Beds
5 Baths

A rare opportunity to own a true waterfront retreat in the heart of Shanty Bay. Set on a quiet, dead-end street, this exceptional lakefront property offers almost 200 feet of south-facing shoreline with crystal-clear, deep waterperfect for swimming, boating, and soaking in panoramic views across Kempenfelt Bay. Set on a beautifully treed, private lot, this estate includes a main cottage, guest house, and a bunkie above the garagetotalling 12 bedrooms, 8 bathrooms, and 3 kitchens. Whether you're hosting extended family, entertaining guests, or exploring rental income, theres space for everyone. Enjoy unobstructed lake views from most principal rooms, and step outside to a host of outdoor features including: a Private concrete waterfront patio, a Marine railway with covered boat slip and an Expansive rooftop deck above the boat slipperfect for sunset entertaining. The main cottage exudes warmth and character, featuring wood floors, a charming stone fireplace, a Muskoka room with stunning views, and a cozy third-level loft. Additional highlights include: a Heated garage with bunkie above, Parking for 10+ vehicles, Secluded and a park-like setting with mature trees for total privacy. All this just 10 minutes to Barrie, Royal Victoria Hospital, shops, and servicesplus an easy 1-hour drive to Toronto. Enjoy quick boat access to Friday Harbours dining and amenities, and explore nearby Simcoe Loop Trail for walking and cycling. Whether you enjoy this special property as-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 Simcoes most desirable communities. (id:23309)

Listing ID: S12386085
Property Type: Single Family

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Rooms

Level	Type	Dimensions
Bathroom	Second level	3.05 m x 2.44 m
Bathroom	Second level	1.1 m x 1.1 m
Bathroom	Second level	2.01 m x 2.49 m
Bathroom	Second level	1.83 m x 1.83 m
Bedroom	Second level	4.88 m x 4.27 m
Bedroom	Second level	3.66 m x 3.66 m
Primary Bedroom	Second level	4.88 m x 4.27 m
Bedroom	Second level	3.96 m x 3.35 m
Bedroom	Third level	3.66 m x 2.44 m
Living room	Main level	6.4 m x 4.57 m
Dining room	Main level	5.49 m x 4.27 m
Kitchen	Main level	3.96 m x 4.57 m
Family room	Main level	8.23 m x 3.35 m
Bathroom	Main level	1.83 m x 1.22 m

Details

Features: Cul-de-sac, Wooded area, Irregular lot size
Ownership: Freehold
Parking Spaces: 12
Structure: Deck, Patio(s), Breakwater
Transaction: For sale
View: View of water, Lake view, Direct Water View, Unobstructed Water View
Waterfront: Waterfront
Water Body Name: Lake Simcoe

Building

Amenities: Fireplace(s)
Appliances: Garage door opener remote(s), Dishwasher, Dryer, Oven, Range, Washer, Refrigerator
BasementType: Full (Unfinished)
Basement Development: Unfinished
Bedrooms Main Level: 5
Construction Style Attachment: Detached
Cooling: Central air conditioning
Exterior Finish: Vinyl siding
Fireplace Present: True
Fireplace Total: 2
Flooring: Hardwood
Foundation: Block
Bathrooms (Half): 2
Bathrooms (Total): 5
Heating: Forced air
Heating Fuel: Natural gas
Size Interior: 3000 - 3500 sqft
Stories Total: 2
Type: House
Utility Power: Generator
Utility Water: Drilled Well

Land

Access Type: Year-round access, Private Docking
Sewer: Septic System
Size Frontage: 200 ft
Size Irregular: 200 x 156 FT
Surface Water: Lake/Pond

Listing provided by RE/MAX HALLMARK CHAY REALTY
MLS®, REALTOR®, and the associated logos are trademarks of the Canadian Real Estate Association.

This REALTOR.ca listing content is owned and licensed by REALTOR® members of the Canadian Real Estate Association. This property for sale is located at 209 BAY STREET in Oro-Medonte Ontario. It was last modified on September 6th, 2025. Contact Klaudia Zumer to schedule a viewing or to discover other Oro-Medonte real estate for sale.

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