66 Main St

About this Property

Live/work opportunity for entrepreneur or investor in Historical Penetanguishene on the Shores of Georgian Bay. This solid building is located in the centre of Town within view of the Town Dock and featuring street parking and municipal lots steps away. Walkable to all amenities including restaurants, shopping, banks, medical centre. Rare feature: this property is being sold with 5 Nettleton Drive; a 50' x 50' lot directly behind the building offers additional parking for owners or tenants; a rare find in this town setting. Family owned business in operation for 70+ years with an elegant 3 bedroom apartment on 2nd floor with separate front entrance as well as direct store access. Spacious 3rd floor offers great views over the Bay and could be further developed to accommodate larger family. Opportunity to re-imagine the use for this building with retail, medical provider or service business on the main floor and the possibility to create new separate living spaces on the upper levels for additional income. Retail store has drop ceiling which could be opened to approximately 12'. High, dry basement perfect for retail storage or other potential uses. Many opportunities in this growing area with lots of new developments, tourism, cottagers and plenty of GTA transplants making Simcoe their new home. Georgian Bay Hospital is 3 minutes away; good variety of new and expanding medical centres with family doctors accepting new patients. Good schools. 8 minutes to Midland, 35 minutes to Barrie, 90 minutes to Pearson Airport. Boat cruises from the Town Dock, Discovery Harbour, Awenda Provincial Park close by. This vibrant community is growing and offers a friendly community spirit, great outdoor recreation including community centres, arenas, golf courses, parks, biking, hiking, snowmobile trails and undoubtedly some of the best boating to be found anywhere. Make a lifestyle choice to live, work and play on beautiful Georgian Bay.

Listing Details

MLS #

S13671840

Board

PROPTX

Market

ontario

Property Type

Store W/Apt/Office

Style

Store With Apt/Office

Garage

None

Basement

Y

Heating

Gas Hot Water

Cooling

Part

Lot Size

28 × 100.92 ft

Annual Taxes

$5,134/yr

Listed By

ROYAL LEPAGE REALTY PLUS

Listed On

August 13, 2026

Features & Extras