66 Main Street

Penetanguishene, ON

4,522 sqft
Store W Apt/Office
210 days on market

$749,900

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

Taxes (2025): $4,968
Listed: February 1, 2026

Price History

Listing history

Property

Lot Size: 28 x 100.92 Feet

Parking

Garage: None

Utilities

Sewer: Sanitary+Storm

Location & Legal

Cross Street: Main/Nettleton
Zoning: CG
Parcel Number: 584320140
Possession: Flexible
Occupancy: Owner

Commercial

Office / Apartment Area: 3116 Sq Ft

Included

Inclusions: Fridge, stove, dishwasher, microwave, washer, dryer, light fixtures, ceiling fans, vault, store fixtures (if desired), retail store air conditioning. Being sold with 5 Nettleton Drive (PIN 584320142) providing 3 additional parking spaces directly behind building.
Exclusions: Dining room light fixture
Rental Items: HWT

Property Insights

needs workfireplaceupdated kitchengranite counterstile floorsstainless appliances

AI-generated from listing photos. Not professional advice.

Community

Postal area L9M

Population: 16,607
Private dwellings: 9,066
Median age: 53.2
Average household size: 2.3
Median household income: $76,000

Source: Statistics Canada, 2021 Census of Population, catalogue 98-401-X2021013. Adapted from Statistics Canada. This does not constitute an endorsement by Statistics Canada of this product.

Local market

Commercial in Penetanguishene · last 12 months

Median sold price: $585,333
Homes sold: 127
Median days on market: 33
Sale-to-list price: 95.8%

Based on 127 recorded sales of commercial properties in Penetanguishene over the last 12 months.

Listed by

ROYAL LEPAGE REALTY PLUS

Commercial figures

Building area: 4,522 sq ft
Price per sq ft: $165.83
Annual property tax: $4,968
Tax per sq ft: $1.10

Derived from the listing's own figures. Taxes are as reported by the listing brokerage and may be a prior year.

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