This neighbourhood is a commuters dream – being the closest area to Go Transit. A highly sought after community for a family who is on the go.

Named after John Dempsey who emigrated from Ireland to Canada in the mid 1800’s with his wife and 7 children; once arriving in Milton he built his farm, opened a dry goods, grocery and hardware store in the community. This neighbourhood is the home of Milton Go Transit, allowing those who live close the ability to travel to and from Toronto with ease.

Shopping in this area is a breeze. Located in Dempsey are stores like Home Depot, Longo’s, Mastermind Toy’s, a large fitness location, Best Buy and The Brick. Numerous restaurants including Boston Pizza and Turtle Jack’s are in the area. Milton’s only Movie Theatre – Cineplex Cinema’s Milton – is located in this plaza.

Dempsey is home to the Milton Centre for the Arts. The Milton Centre for the Arts is the community’s go-to place for creativity! This unique, state-of-the-art facility offers performing, visual, media and literary arts experiences for all ages. The design of this centre was inspired by the natural landscape of Milton and all of the surrounding conservation areas. Using materials like limestone, wood finishes and glass to reflect the themes of water, escarpment, agriculture and community into this building – showcasing Milton’s Pride. The Centre was designed to show an abundance of natural light, create a vibrant, dynamic and inspiring atmosphere. It is the premier venue to experience the arts; is welcoming and accessible, and offers something for everyone. The Milton Centre for the Arts will engage, enrich, educate and entertain our citizens, guests and visitors by encouraging them to participate in and experience literary, media, performing and visual arts in a welcoming environment.

Within the walls of the Arts centre is the main branch of the Milton Public Library. The library has been an important part of the Milton community since 1855. It serves a population of over 110,000 through two library branches (third to be added in 2019) and the Milton Public Library website. On a weekly basis, over 7,000 people come through the doors and enjoy services, programs and collections, in addition to another 6,000 people who visit them online. The Milton Public Library empowers the community to read, learn, create and connect. Each year the Milton Public Library offers a wide variety of programs for children, teens, adults and the multicultural and business communities.

Milton Leisure Centre is also located in Dempsey. This centre offers a wide variety of recreational activities for people of all ages. Fitness, aquatics, swimming, and many other special interest programs are just a small part of everything there is to do there. You can rent space in the Leisure Centre for events, meetings or birthday parties. The Milton Memorial Arena is located in Dempsey on Thompson road – it has one ice pad, a meeting room and is home of the Milton Lion’s Club Hall.

To learn more about Dempsey and the amenities that make this such a wonderful Milton community please contact me.

Schools In The Neighbourhood!

There are many schools servicing the children in the Dempsey community.

Chris Hadfield Public School is located at 1114 Woodward Avenue. Children from Dempsey that attend this school would do so from junior kindergarten to grade 8. Chris Hadfield Public School is part of the Halton District School Board. This school has just over 800 students. This school is named after Chris Hadfield – the first Canadian to walk in space as well as serving as commander of the International Space Station.

Located in the Bronte Meadows community and servicing Dempsey – is Milton District Public High School located on Williams Avenue. This school hosts students who are in grades 9 to 12. There is a lot of history in Milton District High School, it opened in 1960 and can call Chris Hadfield, one of the first Canadians in history to walk in space, as one of its alumni.

St. Peter Catholic Elementary School is located at 137 Dixon Drive. Children who attend this school would do so from junior kindergarten to grade 8. St Peter Catholic Elementary School is a part of the Halton Catholic District School Board. Originally located for over 30 years on Woodward Avenue – this new building has a double gym, large stage and a new computer lab.

The Town of Milton has a Catholic High School that is located in Dempsey. Bishop Reding Catholic Secondary School was founded in 1986 and offers grades 9 through 12. The school was named after Bishop Paul Francis Reding, Bishop of Hamilton. Bishop Reding is a school that continually meets high standards and high academic achievement.


Dempsey community boasts many parks full of walking paths, cycling areas, splash pads, baseball diamonds, BMX and skate facilities.

There are quite a few community parks located in Dempsey Neighbourhood. Fitzgerald Park, Knight Trail Park and Sprucedale Park are great parks to enjoy time in the playground going down the slide or on the swings. There are also accessible swings available at these parks. Sinclair Park also located in this community contains a playground, swings (accessible as well) and a basketball area.

Lions Sports Park is a great addition to the parks in Dempsey. This park is located behind the Memorial Arena on the east side of Thompson road, just south of Main Street. Dubbed the triple play park – representing soccer, baseball and skateboarding – just some of the activities available at this park. Other things to do here would include sports fields, ball diamonds, a BMX facility, skateboarding park and a splash pad – there is something available for everyone in the family.

Lastly, Dempsey Neighbourhood Park located on Dixon Drive is a place to play baseball, soccer and other sports field events. There are swings, a beautiful playground and a splash pad to wrap up available activities in this area.

Check out the Milton Community Connections Map to see more about these parks and others in Milton.

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