$4,490,000
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209 Bay Street, Oro-Medonte (shanty Bay), ON L0L2L0

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5 Beds
5 Baths
- Sq Ft

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. (id:58753)

Listing By: ELLIE LAFERRIERE - RE/MAX HALLMARK CHAY REALTY cncrea2 Realty.com
  • MLS® S13508726
  • Date Listed07/01/2026
  • Days on Realty 13 Days
  • Bedrooms 5
  • Bathrooms 5 baths
  • Lot Size -
  • Sewer Septic Tank
  • Property Type Single Family Residence
  • Water Well

Interior Features

  • Appliances Washer, Refrigerator, Dishwasher, Range, Oven, Dryer, Garage door opener remote(s)
  • Flooring Hardwood
  • Cooling Central air conditioning
  • Heating Forced air, Natural gas

Exterior / Lot Features

  • Roof -
  • Lot Size Acres -
  • Lot Size SQFT -
  • Lot Features Cul-de-sac, Wooded area, Irregular lot size

Directions

Cross Streets: Ridge/Line 2. ** Directions: Ridge Road to Line 2 South To Bay.

Sales & Tax History

Source: Public Records

Local Neighborhood Highlights for L0L2L0

Discover key demographics, population statistics, and environmental insights for the Oro-Medonte (shanty Bay), ON area.

Walkability in ON / L0L2L0

Source: Walk Score

12/100

Car-Dependent

Walk Score ®

0/100

Minimal Transit

Transit Score ®

18/100

Bikable

Bike Score ®

Overview

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

Walkability averages in the surrounding area

The average walkability score in the surrounding area is Walk Score: 6/100, Transit Score: 3/100, Bike Score: 24/100.

Points of Interest near 209 BAY STREET, Oro Medonte (Shanty Bay), ON L0L2L0

Frequently Asked Questions for 209 BAY STREET

Source: Realty.com

209 BAY STREET, Oro Medonte (Shanty Bay), ON L0L2L0 in Oro-Medonte (Shanty Bay), ON L0L2L0 is a single family residence listed at $4,490,000. Highlights include 5 bedrooms, 5 bathrooms. Realty.ca has 42 photos, sales history, school insights, and mortgage tools for this listing.

Realty.com has 42 photos of 209 BAY STREET.

The full address for this home is 209 BAY STREET, Oro Medonte (Shanty Bay), ON L0L2L0.

209 BAY STREET has been listed on Realty.com since Wed July 01, 2026

Almost all errands require a car. It is possible to get on a bus. Minimal bike infrastructure.

The average walkability score in the surrounding area is Walk Score: 6/100, Transit Score: 3/100, Bike Score: 24/100.

Listing provided courtesy of: RE/MAX HALLMARK CHAY REALTY
Listing agent: ELLIE LAFERRIERE

This content last refreshed on 2026-07-14 15:57:58. Some properties which appear for sale on this web site may subsequently have sold or may no longer be available.