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. Listing data provided by the Toronto Regional Real Estate Board (TRREB). Data is deemed reliable but not guaranteed.
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.
Property Details
Listing
MLS® number
X13747042
Status
For Sale
Listed
Sep 4, 2026
Last updated
Sep 4, 2026
Possession
Flexible
Building
Type
Detached
Style
3-Storey
Approx. age
100+
Approx. size
5,000+ ft²
Basement
Full, Unfinished
Lot
Frontage
41.85 ft
Depth
121.12 ft
Lot area
≈ 5,069 ft² (calculated)
View
North
Community
Picton
Parking & utilities
Garage
None, 0 spaces
Driveway
Available, Other, Reserved/Assigned, 4 spaces
Heating
Forced Air
Cooling
Central Air
Water / sewer
Not provided by brokerage
Taxes
Property tax
$11,356 / 2025
Condo fee
N/A
Source
Data source
TRREB (VOW feed)
Listed by
Re/Max Quinte Ltd.
Interior
Level
Room
Size
Features
Loading rooms…
Interior Features
Bedrooms above grade: 4
Kitchens: 1 above grade
Basement: Full, Unfinished
Heating: Forced Air
Cooling: Central Air
Fireplace: Yes
Fireplaces: 2
Exterior
Pool features: None
Property features: Hospital, Library, Marina, Park, Public Transit, Rec./Commun.Centre
Demographic data is not available for this area yet.
Population—
Median household income—
Median age—
Age Groups
Age group data is not available.
Owners vs Renters
Ownership data is not available.
Household Type
Household data is not available.
What’s NearbyDistances approximate
No nearby school data is available for this listing.
Transit score information is not available for this listing.
Nearby everyday places are not available for this listing.
Always confirm school catchments with the local school board.
Estimated Rental Income
Rental estimate coming soon
We’re not showing a number until we have a data source we trust. When it’s connected, this section will show:
A monthly rent range from nearby leased homes of the same type and size
The leased comparables behind it (signed-in, VOW-gated)
Gross yield at the current list price
Monthly Cost
A quick estimate to plan with. Taxes come from the listing; change the other inputs to match your situation.
Estimated monthly$9,906/mo
Mortgage (principal + interest)$8,960
Property taxFrom listing: $11,356/yr$946
Minimum 20% ($479,000 on this price) applies to homes priced over $1.5M in Canada; the slider starts at 20%. Confirm with a lender.
Mortgage uses Canadian semi-annual compounding. Houses-Gate doesn’t offer financing.
Estimated Budget
About how much cash you’ll need on closing day, besides the mortgage.
Down payment20% of the list price$479,000
Ontario land transfer taxProvincial brackets, no first-time refund$46,350
Legal fees & disbursementsTypical range $1,800–$2,800$1,800
Home inspectionTypical range $500–$800$600
Title insuranceTypical range $300–$600$400
Cash needed at closingEstimate$528,150
First-time buyers can get up to $4,000 back on Ontario land transfer tax. Prince Edward County has no municipal land transfer tax (Toronto does).
Uses Ontario’s land transfer tax brackets and the down payment set in Monthly Cost. Legal, inspection and title-insurance figures are typical ranges, not quotes.
Listing data is provided under copyright by the Toronto Regional Real Estate Board (TRREB). The data is deemed reliable but is not guaranteed to be accurate. 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 information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
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