66 Main St is a commercial in Penetanguishene, listed for $699,900.
1This solid building is located in the centre of Town within view of the Town Dock and featuring street parking and municipal lots steps away.
2Rare 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.
3Spacious 3rd floor offers great views over the Bay and could be further developed to accommodate larger family.
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Commercial Property in Penetanguishene
About 66 Main Street
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.
Penetanguishene commercial priced at $699,900 — book a tour to see if it fits your search.
Inside 66 Main St
Every detail from the listing, in one place.
Type
Commercial
Features & systems
Lot & land
Lot size (sqft)
0
Listing & possession
Property class
Store W Apt/Office
66 Main St Price & Sale History
Earlier listings of this property, list-price changes, and the most recent annual property tax on the listing.
For saleListedThis listingMLS® S13671840$699,900
Sourced from MLS®. Includes earlier listings of this property on record.
What's it worth?
How 66 Main St Compares to the Penetanguishene Market
Zara compares it with recent sales of similar homes nearby. It's a guide, not an appraisal.
Zara’s estimate
$•,•••,•••
Estimated from city-wide sales. There isn’t enough detail on this listing to rate the price.
Mortgage financing is arranged through Mortgage Squad Advisors. Summitly is the technology platform that powers this site. Estimated values, AI insights, calculator results, and rental projections shown on this page are generated by Summitly and are not provided by, reviewed by, or sourced from TRREB, the MLS®, or the listing brokerage; they are not appraisals or opinions of value. The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by the Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The Coldwell Banker® name and logo are trademarks of Coldwell Banker Real Estate LLC.
Keep looking near 66 Main St
Homes for sale in Penetanguishene
Every active Penetanguishene MLS® listing, updated all day.
Average days on market47Homes sold in about 47 days on average.
Sale-to-list ratio95.6%On average, homes sold below asking.
Active listings93Homes for sale here right now.
Median vs prior 90 days−7.7%Compared with Apr 24 – Jul 23, 2026: prices down.
Based on 48 sales from Jul 23 – Oct 21, 2026 (32 in the prior 90 days). Aggregate MLS® figures for closed sales; individual sold prices are shown only to signed-in members.
Questions About 66 Main St
How much is 66 Main St listed for?
66 Main St is listed at $699,900 (MLS® S13671840). Summitly updates the price as soon as the MLS® record changes.
Has the price of 66 Main St changed?
No — 66 Main St is still listed at its original asking price of $699,900.
How many bedrooms and bathrooms does 66 Main St have?
The listing for 66 Main St doesn't publish its bedroom and bathroom count. It is a commercial property in Penetanguishene.
How does 66 Main St compare with other homes in Penetanguishene?
Its asking price of $699,900 is about 22% above the median sold price in Penetanguishene over the last 90 days, $572,500, across 48 closed sales on the TRREB MLS®. A city median mixes every type and size of home, so the comparable sales on this page are the closer guide.
Has 66 Main St been sold before?
Summitly has no earlier MLS® sale or lease of 66 Main St on record from the last two years. Older records aren't shown under TRREB rules.
Where is 66 Main St?
66 Main St is in Penetanguishene, ON. Schools, transit, parks and shops nearby are under Location & lifestyle on this page.
How long has 66 Main St been on the market?
69 days — 66 Main St was listed on August 13, 2026.
What is the land transfer tax on 66 Main St?
About $10,473 in Ontario land transfer tax at the asking price of $699,900. First-time buyers can get up to $4,000 back. Legal fees and other closing costs are extra.
How do I book a viewing of 66 Main St or make an offer?
Select "Book a viewing" on this page and pick a time. A licensed Coldwell Banker Summit Realty, Brokerage agent confirms it with the listing brokerage. When you're ready, your agent prepares the offer with you and submits it to the listing brokerage.
What is the property tax for 66 Main St?
The listing for 66 Main St doesn't publish the annual property tax. The property tax calculator linked at the foot of this page gives an estimate for Penetanguishene.
When was 66 Main St built?
The listing for 66 Main St doesn't publish a year built. A Summitly agent can ask the listing brokerage for it.
