The land that is now called Trinity-Bellwoods was under the ownership of Captain Samuel Smith who originally named the one hundred acre Park Lot 'Gore Vale', he chose Gore in honour of the Lieutenant-Governor Francis Gore, and Vale is for the ravine that is now Trinity-Bellwoods Park. By the 1800s Trinity Bellwoods neighbourhood began to take shape and by the 1900s the neighbourhood was completely developed.

Today there is a large Portuguese community living in Trinity-Bellwoods. In this neighbourhood you will also find the Portugal Village shopping district, galleries, antique shops, bookstores, vegetarian restaurants, natural food markets, fashion and accessory stores, and many other fine restaurants and cafes. In fact this is one of Toronto's neighbourhoods with the highest concentration of bars and restaurants. In the centre of this neighbourhood you will find the Trinity-Bellwoods Park which has many facilities; a children's playground, a wading pool, sports fields, a baseball diamond, four tennis courts, and an artificial ice rink. Nearby there is also the Trinity Community Recreation Centre where you can make use of their indoor pool, a gymnasium, a track, and a weight room. In addition to the mentioned amenities in this neighbourhood you will also find affordable Victorian houses. Moreover, infill townhome and condo projects are popping up along the Manning Avenue, Ossington and Dundas.

According to the TREB report for July, the average selling price for all home types is $499,969. The average selling price for the detached single house is $1,062,791. The average selling price for the semi-detached is $860,938. Condominium townhouses are selling for the average price of $720,958, and condominium apartments are selling for the average price of $459,729.

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