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Home ON Simcoe County Oro-Medonte
209 BAY STREET Street
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209 BAY STREET Street $4,999,900
Aerial overview of property's location
Water view with a
View from the road
Aerial view of property docking
View to water
Deck above boatslip
Dock featuring stairs, a deck with water view, and view of wooded area
View of 2nd home
Aerial view of property's location and Lake Simcoe
Aerial view of property
Entryway featuring french doors, wood floors.
Living room with beamed ceiling, wood floors, a fireplace
Living area featuring beam ceiling, wood floors
Muskoka room with water view
Kitchen with gas stove, wood floors, backsplash, an island, exposed beams
Kitchen featuring beamed ceiling, a kitchen breakfast bar, an island, black appliances, and wood floors
Kitchen with beamed ceiling, wood floors, and glass insert cabinets
Family room featuring a skylight, wood floors, and a water view
Bedroom featuring hardwood / wood-style flooring, a closet, lofted ceiling, access to exterior, and ceiling fan
Wooden deck with outdoor dining area
Bathroom featuring lofted ceiling, a soaking tub, light wood-style flooring, track lighting, and double vanity
Bedroom with wood-type flooring, lofted ceiling, and a baseboard radiator
Bedroom with dark wood-type flooring, a chandelier, and ceiling fan
Bedroom featuring a closet, access to exterior, hardwood / wood-style flooring, and a baseboard heating unit
Kitchen featuring plenty of natural light, tile counters, a kitchen breakfast bar, and black appliances
Living room with radiator, plenty of natural light, and light tile patterned floors
Bathroom featuring vaulted ceiling, vanity, and a stall shower
Rear view of property featuring a sunroom, a yard, and roof with shingles
Living room featuring track lighting, a wood stove, light wood finished floors, and a textured ceiling
Dining room with light wood-style flooring and a textured ceiling
Kitchen featuring tile counters, backsplash, black appliances, open shelves, and light wood-style flooring
Bedroom featuring light wood-style floors, multiple windows, and a textured ceiling
Bedroom featuring light wood-style flooring, lofted ceiling, a ceiling fan, a textured ceiling, and a baseboard radiator
Bedroom with light wood-style flooring, a closet, ceiling fan, and a skylight
Bedroom featuring vaulted ceiling, baseboard heating, a skylight, light wood-style floors, and ceiling fan
Bedroom with baseboards
Carpeted bedroom featuring baseboards
Next Open House
Sep
21
$4,999,900
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209 BAY STREET Street
Shanty Bay, Ontario L0L2L0

MLS® Number: 40764915
5
Bedrooms
5
Bathrooms
3290
Square Feet

Listing Description

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 water—perfect 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 garage—totalling 12 bedrooms, 8 bathrooms, and 3 kitchens. Whether you're hosting extended family, entertaining guests, or exploring rental income, there’s 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 slip—perfect 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 services—plus an easy 1-hour drive to Toronto. Enjoy quick boat access to Friday Harbour’s 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 Simcoe’s most desirable communities. (69589882)

Location Description

Highway 11 North or Ridge Road to Right on Line 2 South to Bay Street

Open Houses

Sep 21
2:30-4:30 PM
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Property Summary

Property Type
Single Family
Building Type
House
Storeys
2
Square Footage
3290 sqft
Subdivision Name
OR52 - Shanty Bay
Title
Freehold
Land Size
1/2 - 1.99 acres
Annual Property Taxes
$14,417
Parking Type
Detached Garage
Time on REALTOR.ca
12 days

Building

Bedrooms
Above Grade
5
Bathrooms
Total
5
Partial
2
Interior Features
Appliances Included
Dishwasher, Dryer, Refrigerator, Washer, Range - Gas
Basement Type
Full (Unfinished)
Building Features
Features
Cul-de-sac, Southern exposure, Crushed stone driveway, Automatic Garage Door Opener
Style
Detached
Architecture Style
2 Level
Structures
Breakwater
Total Units
2
Heating & Cooling
Cooling
Central air conditioning
Fireplace
3
Heating Type
Forced air, (Natural gas)
Utilities
Utility Sewer
Septic System
Water
Drilled Well
Exterior Features
Exterior Finish
Vinyl siding
Neighbourhood Features
Amenities Nearby
Airport, Golf Nearby, Ski area
Parking
Parking Type
Detached Garage
Total Parking Spaces
12

Measurements

Square Footage
3290 sqft
Above Grade Finished
3290 sqft
Source: Other

Rooms

MetricImperial
Main level
Laundry room
Den
Kitchen
Dining room
Porch
Living room
2pc Bathroom
Foyer
Second level
3pc Bathroom
1pc Bathroom
Bedroom
Full bathroom
Primary Bedroom
Bedroom
3pc Bathroom
Bedroom
Third level
Bedroom

Land

Lot Features
Frontage
200 ft
View
Lake view
Other Property Information
Access
Road access
Zoning Description
RG
Waterfront Features
Waterfront
Waterfront
Waterfront Name
Lake Simcoe
Surface Water
Lake

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