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66 Main Street

Penetanguishene / Penetanguishene, ON L9M 1T3

ActiveFor Sale
0 Beds
0 Baths
4,522 Sq Ft
Commercial

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.

Property Details

StatusActive
Property TypeCommercial
Listing TypeFor Sale
Interior Size4,522 sq ft
Bedrooms0
Bathrooms0
Postal CodeL9M 1T3
Last UpdatedAug 8, 2026 · 5:06 p.m.

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Features & Amenities

  • View
  • Air Conditioning
  • Basement

TRREB MLS® Attribution

MLS® S12746880

Listed by ROYAL LEPAGE REALTY PLUS

The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by The Canadian Real Estate Association (CREA) and identify the quality of services provided by real estate professionals who are members of CREA. The trademarks REALTOR®, REALTORS® and the REALTOR® logo are controlled by CREA and identify real estate professionals who are members of CREA. Listing data provided by the Toronto Regional Real Estate Board (TRREB). The information contained herein is from sources believed to be reliable but is not guaranteed. Information deemed reliable but not guaranteed accurate by TRREB or Team Filipe / RE/MAX.

$749,900

asking price

MLS®S12746880
TypeCommercial
CityPenetanguishene
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Team Filipe · RE/MAX · (647) 210-6070

Mortgage Estimate

Est. Monthly Payment

$3,662

/month · $599,920 mortgage

Down Payment20% — $149,980
Interest Rate5.5%

Amortization

Total Interest

$498,638

Total Cost

$1,098,558

Estimate only. Based on Canadian semi-annual compounding, 25-yr amortization at 5.5%.

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Listed By

ROYAL LEPAGE REALTY PLUS