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342 Main Street East Picton

Listed at $1,099,000

Escape to the County! Discover this handsome three-bedroom CIRCA 1890 Tudor-style home in historic downtown Picton in the posh Main Street East district. With views of the Picton harbor and an attached two-bedroom apartment, this home is perfect for an extended family or anyone seeking to generate passive income.


Full of traditional features, this spacious home boasts a wood-burning fireplace, decorative inlaid hardwood floors, French doors, intricate mouldings and custom period built-in cabinets, and feature wall units. The home has been lovingly restored with tasteful design elements.


Offering three finished floors of living space, including formal living and dining rooms, library, SE facing sunroom overlooking the harbour, a primary bedroom with a walk-in closet/changing room and spacious five-piece ensuite bathroom, and a third-floor flex room perfect for a teenager hangout or guest room.


The large apartment features a main floor living room, kitchen, dining area, two-piece bathroom, a large storage area, a private verandah, and parking. The second floor includes two bedrooms, a four-piece bath, and a private rooftop deck providing panoramic SE views of Picton Bay.


This elegant family home offers the historical foundations that will immediately make you feel part of the island community while offering all the luxuries of modern living.


Outdoors the home is set well off the street with a deep, maturely treed front yard, stone walkways, a back yard courtyard, an attached two-car garage, and a Harbourview sitting area. There are two harbour-facing rooftop decks.


Just a few steps to downtown boutiques, restaurants, theater, parks, the yacht club, and schools. Central to wineries, the golf course, Sandbanks Provincial Park, and the good life!


Seller will only entertain offers of full list price or above.

Property Specifications​

Septic Information
Well Information
Property Repair Information
Property Improvements
Property Maintenance Records
Covid Showing Form
Seller Property Information
Water Test
Status Certificate
Additional Information
Aerial Photo
Builders Plans
Septic Inspection
Well Inspection
WETT Inspection

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