229 Main Street
Prince Edward County, ON
- 4 bed
- 4 bath
- approx. 5000 + sqft
- Detached
- 1 days on market
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.
Listing Details
- Taxes (2025)
- $11,356
- Originally Listed
- $2,595,000
- Listed
- September 4, 2026
Price History
Listing history
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Property
- Style
- 3-Storey
- Age
- 100+
- Construction
- Brick
- Roof
- Flat, Membrane
- Foundation
- Concrete
- Interior
- Accessory Apartment, Bar Fridge, ERV/HRV, Garburator, Guest Accommodations, In-Law Suite, Steam Room, Storage Area Lockers, Water Heater
- Lot Size
- 41.85 x 121.12 Feet
Parking
- Garage
- None
- Covered Spaces
- 0
- Total Parking
- 4
Utilities
- Sewer
- Sewer
- Heat Source
- Gas
Location & Legal
- Cross Street
- Ross St/Main St
- Zoning
- CC
- Parcel Number
- 550610102
- Possession
- Flexible
- Occupancy
- Owner+Tenant
Included
- Inclusions
- All furniture is included in the home sale except for items shown in "Exclusions" file of Documents and Seller's personal effects (clothing, etc)
- Exclusions
- Items show in "Exclusions" file of Documents.
- Rental Items
- None
Schools
Secondary
- Prince Edward Collegiate Institute0.6 km
Public · Hastings & Prince Edward DSB · 515 students
Grade 10 literacy: 75% met the provincial standard
Elementary
- Prince Edward Collegiate Institute Elementary School0.6 km
Public · Hastings & Prince Edward DSB · 615 students
Grade 3 reading: 78% met the provincial standard · Grade 6 math: 37% met the provincial standard
- St Gregory Catholic School0.7 km
Catholic · Algonquin and Lakeshore CDSB · 215 students
Grade 3 reading: 45% met the provincial standard · Grade 6 math: 17% met the provincial standard
Straight-line distance. Nearby schools are not necessarily the assigned schools — confirm catchment with the school board. Scores are EQAO provincial test results for 2024-2025.
Community
Postal area K0K
- Population
- 115,850
- Private dwellings
- 53,153
- Median age
- 50.8
- Average household size
- 2.4
- Median household income
- $83,000
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
Residential Freehold in Prince Edward County · last 12 months
- Median sold price
- $590,000
- Homes sold
- 463
- Median days on market
- 40
- Sale-to-list price
- 95.0%
Based on 463 recorded sales of residential freehold properties in Prince Edward County over the last 12 months.
Listed by
Re/Max Quinte Ltd.
Walk Score
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Location
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Mortgage Calculator
$479,000
Estimated Monthly Payment
$11,766
Land transfer tax
Ontario land transfer tax only. An estimate — not legal or financial advice. Municipal land transfer tax applies in Toronto and is not included.
Investment Analysis
No recent nearby lease data. Enter a rent to see the numbers.
Mortgage: $11,766/mo (20% down, 5.5%)
Taxes: $946/mo · Insurance: $599/mo
Estimates only. Consult a financial advisor.
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