229 Main Street, Prince Edward County, ON K0K 2T0
Picton, Prince Edward County · Near Ross St/Main St · View map
About this home
Live, work and invest in the heart of Picton. This remarkable historic property offers a rare opportunity to own an approximately 9,000 sq. ft. landmark on Main Street, combining an impressive private residence with established commercial income and additional residential income potential. Originally built in 1905 for the Order of the Oddfellows and later home to various bank tenants, the property was extensively renovated in 2008 into a one-of-a-kind executive residence while retaining many of its original architectural details and character. The expansive 4-bedroom, 3.5-bathroom home offers generous living and entertaining spaces throughout, blending historic charm with modern comfort. Notable features include the original oak staircase, a gas fireplace, the original bank safe repurposed as a wine cellar, formal and casual living spaces, an entertainment room, home gym, art studio and a spacious primary suite with a luxurious 7-piece ensuite. A rooftop deck overlooking downtown Picton provides an incredible outdoor space with panoramic views of the town - a truly unique offering. Adding to the versatility of the property is a separate 1-bedroom secondary suite with its own kitchenette, bathroom and living area, offering excellent potential for guests, extended family or additional rental income. Accessibility has also been considered, with an existing chair lift and a framed shaft designed to accommodate a future elevator. The main-floor commercial space is occupied by a long-term government tenant, providing established rental income and creating an attractive opportunity to offset the costs of ownership. Set in the centre of downtown Picton, steps from shops, restaurants, cafés and amenities, 229 Main Street offers an exceptional combination of history, lifestyle, location and income potential. Whether envisioned as an extraordinary private residence, a live-work opportunity or an investment, this is a truly unique offering in the heart of Prince Edward County.
The home
- Type
- 3-storey detached home
- Style
- 3-Storey
- Square footage
- 5000 + sq ft
- Bedrooms
- 4
- Bathrooms
- 4
- Kitchens
- 1
- Rooms
- 17
- Basement
- Full, Unfinished
- Lot size
- 41.9 x 121.1 ft
- Faces
- North
- View
- Downtown
- Approximate age
- 100+ years
Ownership & fees
- Ownership
- Freehold
- Monthly condo fee
- None
- Security
- Carbon Monoxide Detectors, Smoke Detector
- Exterior
- Brick
Heating & cooling
- Heating fuel
- Gas
- Heating type
- Forced Air
- Air conditioning
- Central Air
- Fireplace
- Yes
Garage & parking
- Driveway spaces
- 4
- Total parking
- 4
- Parking features
- Available, Reserved/Assigned
Taxes & other
- Property taxes
- $11,356/yr
- Tax year
- 2025
- Occupancy
- Owner+Tenant
- Possession
- Flexible
- Cross street
- Ross St/Main St
- Neighbourhood
- Picton
More
- MLS® number
- X13747042
No matching details. Ask Will instead
The home and its surroundings
- Accessory Apartment
- Bar Fridge
- ERV/HRV
- Garburator
- Guest Accommodations
- In-Law Suite
- Steam Room
- Storage Area Lockers
- Water Heater
- Hospital
- Library
- Marina
- Park
- Public Transit
- Rec./Commun.Centre
- Canopy
- Lighting
- Year Round Living
- Mortgage
- Property tax
- Maintenance fee
Cash needed to close
Estimates only, using Canadian semi-annual compounding, Ontario land transfer tax. Mortgage default insurance is added when you put down less than 20%. Your lender and lawyer will confirm exact numbers.
229 Main Street, Prince Edward County, ON K0K 2T0
Picton, Prince Edward County · Near Ross St/Main St
Get directionsWhat’s nearbySchools nearby
Open this tab to load nearby schools.
Your commute
Enter where you go every day to see real drive times:
Listing history for 229 Main Street
See what this home and others at the same address were listed for, what they sold for, and how long it took.
Sold prices are for members. It’s free, takes a few seconds, and unlocks the sale history on every listing.
Frequently asked questions about 229 Main Street
Answers come straight from this home’s MLS® listing.
How much is 229 Main Street listed for, and what would it cost each month?
229 Main Street is listed for $2,395,000. With 20% down ($479,000), the mortgage payment would be roughly $9,661 a month at 4.5% over 30 years. Add property tax and the estimate comes to about $10,607 a month, all in. That figure is an illustration, not a quote.
Is 229 Main Street freehold or a condo, and is there a monthly fee?
229 Main Street is a 3-storey detached home in Picton, Prince Edward County. Ownership is freehold: you own the home and the lot. There is no monthly condo fee, so the roof, windows, driveway, snow and lawn are yours to look after.
How many bedrooms and bathrooms does 229 Main Street have?
229 Main Street has 4 bedrooms and 4 bathrooms.
Does 229 Main Street have a garage and parking?
The listing does not show a garage. The driveway adds 4 spaces. In total the listing counts 4 parking spaces.
Does 229 Main Street have a finished basement?
The listing describes the basement as full, unfinished.
What style of home is 229 Main Street?
229 Main Street is a 3-storey detached home. A 3-storey detached house spreads its rooms over three floors, often on a narrower city lot.
How big is 229 Main Street, and what is the lot size?
The lot is listed as 41.9 x 121.1 ft.
How is 229 Main Street heated and cooled?
Heating is forced air (gas). Cooling is central air.
What are the property taxes for 229 Main Street?
Property taxes are $11,356 a year (2025), or about $946 a month.
Where is 229 Main Street?
229 Main Street is in the Picton community of Prince Edward County. The nearest main intersection is Ross St/Main St. The postal code is K0K 2T0.
Is 229 Main Street still for sale?
Yes. It is an active listing (MLS® X13747042). Listings here update from the board through the day and come down once a home sells.
What are similar detached homes near 229 Main Street asking?
Similar detached homes for sale nearby right now include 88 Bridge Street at $2,685,000 (4 bed), 125 Villeneuve Drive at $1,899,900 (4 bed) and 79 West Mary Street at $2,450,000 (3 bed). These are asking prices, not sold prices. The Sold history tab shows what homes at this address went for.
What have homes at 229 Main Street sold for?
Recent sales, leases and expired listings for this home and others at the same address are in the Sold history tab, with the price and date of each. It is free for members.
How do I book a showing at 229 Main Street?
Pick a day and time with Book a Tour on this page. Tours are free, with no obligation, in person or by video. You can also call or text 647-931-3923.
Have a different question? Ask about this home and get an answer, usually within the hour.
Similar detached homes nearby
More detached homes for sale near Picton, picked by style, size and price.
2-storey detached home$2,685,00088 Bridge Street, Prince Edward County4 bed · 5 bath · Picton WardCourtesy of: Chestnut Park Real Estate LimitedView home →
2-storey detached home$1,899,900125 Villeneuve Drive, Prince Edward County4 bed · 3 bath · PictonCourtesy of: Re/Max Quinte Ltd.View home →
2-storey detached home$2,450,00079 West Mary Street, Prince Edward County3 bed · 4 bath · Picton WardCourtesy of: ROYAL LEPAGE PROALLIANCE REALTYView home →Courtesy of: Re/Max Quinte Ltd.
Listing information comes from the Toronto Regional Real Estate Board through PropTx and is deemed reliable but is not guaranteed accurate. It is provided for consumers' personal, non-commercial use. 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.
*Estimated monthly cost assumes 20% down, a 4.5% rate and a 30-year amortization, plus property tax. For illustration only.