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For saleMLS® S13508726

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

Shanty Bay · L0L 2L0

$4,490,000

$1,497 / sq ft

4 months on market

Bedrooms
5
Bathrooms
5
Interior
3,000 sf
Parking
12
Lot
200 × 156 ft

What's special

  • Detached garage
  • Central air
  • Finished basement
  • 2 fireplaces
  • Generator - partial
  • Auto garage door remote

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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.

Rooms

14 rooms. Dimensions as published by the listing brokerage.

Room dimensions and features
RoomLevelDimensionsFeatures
Living RoomMain6.40 × 4.57 m21.0 × 15.0 ftHardwood Floor · Fireplace
Dining RoomMain5.49 × 4.27 m18.0 × 14.0 ftHardwood Floor · Overlook Water
KitchenMain3.96 × 4.57 m13.0 × 15.0 ftHardwood Floor
Family RoomMain8.23 × 3.35 m27.0 × 11.0 ftHardwood Floor
BathroomMain1.83 × 1.22 m6.0 × 4.0 ft2 Pc Bath
BedroomSecond4.88 × 4.27 m16.0 × 14.0 ftHardwood Floor
BedroomSecond3.66 × 3.66 m12.0 × 12.0 ftHardwood Floor
Primary BedroomSecond4.88 × 4.27 m16.0 × 14.0 ftHardwood Floor
BedroomSecond3.96 × 3.35 m13.0 × 11.0 ftHardwood Floor
BathroomSecond3.05 × 2.44 m10.0 × 8.0 ft5 Pc Ensuite
BathroomSecond1.10 × 1.10 m3.6 × 3.6 ft—
BathroomSecond2.01 × 2.49 m6.6 × 8.2 ft3 Pc Bath
BathroomSecond1.83 × 1.83 m6.0 × 6.0 ft3 Pc Bath
BedroomThird3.66 × 2.44 m12.0 × 8.0 ft—

Features

  • Generator - Partial
  • Auto Garage Door Remote

Property details

Property

Property type
detached
Bedrooms
5
Bathrooms
5
Interior size
3,000 sq ft
Lot size
200 × 156 ft
Possession
Flexible

Interior

Basement
Full, Unfinished
Heating
Forced Air · Gas
Cooling
Central Air
Fireplaces
2
Exposure
South

Exterior & services

Construction
Vinyl Siding
Garage
Detached
Parking spaces
12
Water
Drilled Well
Sewer
Septic

Costs

List price
$4,490,000
Property taxes
$15,001 / year (2025)
Price per sq ft
$1,497
Rental items
NONE

Listing

MLS® number
S13508726
Status
For sale
Listed
July 1, 2026
Days on market
127
Last updated
November 4, 2026
Listing brokerage
RE/MAX HALLMARK CHAY REALTY

Price & sale history

This property's sale history is hidden

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Before you make an offer

What this home costs beyond the asking price, and how that price compares to what else is on the market.

How this price compares

This home is priced above most comparable listings — about 99% of comparable detached listings in Oro-Medonte are asking less.

$687KMedian $1.14M$1.77M
This home
$1,497 / sq ft
Comparable median
$687 / sq ft

Based on 96 comparable active detached listings in Oro-Medonte. These are asking prices, not sale prices.

Mortgage estimate

Down payment20.0% · minimum $898,000
$898,000
Interest rate5-year fixed, illustrative only
4.49%
Amortization
Principal & interest
$19,860.78
Property tax (est.)
$1,250.12
Estimated monthly
$21,111

Estimate only. Excludes CMHC insurance premiums, which apply below 20% down, and does not constitute a mortgage approval or an offer of credit.

Land transfer tax

Payable on closing, on top of the purchase price.

Ontario
$98,725
Total due on closing
$98,725

An estimate on the asking price of $4,490,000. Rates current as of September 2026; confirm the final figure with your real estate lawyer.

Listing courtesy of RE/MAX HALLMARK CHAY REALTY. Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.

$4,490,000

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