209 Bay Street, Oro-Medonte, ON L0L 2L0
Shanty Bay · L0L 2L0
$4,490,000
$1,497 / sq ft4 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
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 | Level | Dimensions | Features |
|---|---|---|---|
| Living Room | Main | 6.40 × 4.57 m21.0 × 15.0 ft | Hardwood Floor · Fireplace |
| Dining Room | Main | 5.49 × 4.27 m18.0 × 14.0 ft | Hardwood Floor · Overlook Water |
| Kitchen | Main | 3.96 × 4.57 m13.0 × 15.0 ft | Hardwood Floor |
| Family Room | Main | 8.23 × 3.35 m27.0 × 11.0 ft | Hardwood Floor |
| Bathroom | Main | 1.83 × 1.22 m6.0 × 4.0 ft | 2 Pc Bath |
| Bedroom | Second | 4.88 × 4.27 m16.0 × 14.0 ft | Hardwood Floor |
| Bedroom | Second | 3.66 × 3.66 m12.0 × 12.0 ft | Hardwood Floor |
| Primary Bedroom | Second | 4.88 × 4.27 m16.0 × 14.0 ft | Hardwood Floor |
| Bedroom | Second | 3.96 × 3.35 m13.0 × 11.0 ft | Hardwood Floor |
| Bathroom | Second | 3.05 × 2.44 m10.0 × 8.0 ft | 5 Pc Ensuite |
| Bathroom | Second | 1.10 × 1.10 m3.6 × 3.6 ft | — |
| Bathroom | Second | 2.01 × 2.49 m6.6 × 8.2 ft | 3 Pc Bath |
| Bathroom | Second | 1.83 × 1.83 m6.0 × 6.0 ft | 3 Pc Bath |
| Bedroom | Third | 3.66 × 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
TRREB rules require a free account before sold and leased prices can be shown. One registration unlocks full sale history across the site.
Unlock sale history & sold priceFree. Takes about twenty seconds.
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.
- 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
- 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.
Comparable sales nearby
What similar homes in this area actually sold for.
Nearby sold prices are hidden
Recent closed sales for comparable homes in this area — the numbers that tell you whether the asking price is realistic.
Unlock nearby sold pricesFree. Takes about twenty seconds.