Homes for Sale in Dempsey, Milton

Homes for sale in Dempsey Milton


The Dempsey neighborhood began construction in 2002, bounded by Steeles Ave – CP Railroad Tracks – Thompson Rd – James Snow Pkwy. The Dempsey neighborhood is named after John Dempsey, who emigrated from Ireland in the mid-1800s with his wife and 7 children. Dempsey also opened dry goods, grocery, and hardware stores in the community. He also served as a member of the Milton Council in 1860 & 1861. The Dempsey neighborhood was created by the Town of Milton as part of an ambitious urban expansion plan referred to as the Bristol Survey. The actual building of the neighborhood commenced in the early 2000s. The Dempsey family owned many of Milton’s first businesses including a general store, grocery store, and hardware store. The Dempsey family were successful farmers operating a farm known as “Winding Sixteen Farm” according to the book Milton Names published by the Milton Historical Society. The name of the farm was likely a reference to the nearby Sixteen Mile Creek which runs through the Town of Milton.


The Dempsey neighborhood in northeast Milton began construction in 2002. It has good access to major roads, Highway 401, and GO Transit. 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 center 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.


Dempsey Housing is mixed, with condos, townhomes, and single-detached homes. Amenities include parks, a leisure center, restaurants, a library, and a large shopping center. Amenities include parks, a leisure center, restaurants, a library, and large shopping centers. This neighborhood is the home of Milton Go Transit, allowing those who live to close the ability to travel to and from Toronto with ease. The Dempsey neighborhood has a pretty streetscape with mature trees, sidewalks, and cast-iron street lamps. There is a nice mix of detached homes with built-in double car garages and semi-detached houses with single car built-in garages. These homes are traditional style brick homes.


Shopping in this area is a breeze. Located in Dempsey are stores like Home DepotLongo’sMastermind 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 has 4 Public schools and 4 Catholic schools in this neighborhood, your kids can get a great education.


Chris Hadfield PS

Address: 1114 Woodward Ave, Milton, ON L9T 5P5, Canada | Telephone: 905-875-1876 | Fax: 905-876-2290

Chris Hadfield PS

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. For information: Contact the Chris Hadfield Public School at 905-875-1876.

Our School: We have approximately 830 students enrolled currently. The largest group of students is our Primary children.

Balanced School Day: The first class in the morning starts at 8:40 a.m. There are two 50-minutes classes before the first nutrition/activity break from 10:20 until 11:00. Students are in class again from 11:00 until 12:40 with a second nutrition/activity break from 12:40 until 1:30. This 2nd break will be the only time that students are allowed to go home for “lunch”. Students then return to class from 1:30 until 3:10 when the end of the day bell rings.

Eco-School: We are an Ontario Platinum Eco-School. All of our children will be encouraged to respect our community by not littering and by using recyclable containers to avoid creating garbage. Our school will also be involved in a printer cartridge recycling program to reduce landfill and save oil.” As originally published by Chris Hadfield PS.

Craig Kielburger SS

Address:184 Martin St, Milton, ON L9T 2R4, Canada | Telephone:  905-878-8191

Craig Kielburger SS

Craig Kielburger Secondary School was named after the founder of the WE Charity formally Free the Children Craig Kielburger who started this organization at the age of only 12 in 1995.offers a wide range of programs to suit a diverse group of students. From rigorous academic courses to Arts and French Immersion, to SHSM & Technical courses such as Baking, Cosmetology, and Auto Shop, to Life Skills and The Community Pathways Program, there is something at CKSS for all 1500+ learners. For information: Contact the Craig Kielburger at 905-878-0575 or ckshs@hdsb.cacontact webmaster

“CKSS Mission Statement – Empowering youth. Serving the community. Striving for full potential. Core Values & Vision – People: Celebrating youth and promoting the qualities of respect, diversity, leadership, and equity while continually championing active citizenship and social justice” As originally published by Craig Kielburger SS

ÉÉ Patricia-Picknell

Address:1257 Sedgewick Crescent, Oakville, ON L6L 1X5, Canada | Telephone: 905 465-0512

ÉÉ Patricia-Picknell

“École élémentaire de langue française du CSViamonde à Oakville.” As originally published by ÉÉ Patricia-Picknell

ÉS Gaétan Gervais

Address:1055 McCraney St E, Oakville, ON L6H 1H9, Canada | Telephone: 289 529-0065

ÉS Gaétan Gervais

“École secondaire de langue française du Conseil scolaire Viamonde à Oakville.” As originally published by ÉS Gaétan Gervais


ÉÉC Saint-Nicolas

Address: 720 Woodward Ave, Milton, ON L9T 4A3, Canada | Telephone: 800 274-3764

ÉÉC Saint-Nicolas

“L’École élémentaire catholique Saint-Nicolas de Milton a ouvert ses portes le mardi 4 septembre 2007. Cette école était située dans un édifice temporaire jusqu’à ce que la recherche d’un site permanent soit complétée. L’école est maintenant située dans un lieu permanent depuis septembre 2010.” As originally published by ÉÉC Saint-Nicolas

Bishop Paul Francis Reding SS

Address:1120 Main St E, Milton, ON L9T 6H7, Canada | Telephone: 905-875-0124

Bishop Paul Francis Reding SS

Bishop Reding Catholic Secondary School is located in Milton Ontario. Bishop Reding Catholic is committed to providing a varied and rich curriculum and offering a strong Catholic value base for its students. Bishop Reding Catholic is dedicated to instilling in their students the desire to give back and the values of dignity, equity, and respect.

Bishop Reding S.S. was established in 1986. The school has developed a reputation for excellence in Catholic education. Since its inception, the staff and students of Bishop Reding have contributed to the rich traditions that are unique to this school community. The school was named for His Excellency the Most Reverend Bishop Paul Francis Reding, Bishop of the Hamilton Diocese from September 14, 1973, until his death on December 8, 1983. For information: Contact the Bishop Reding Catholic Secondary School at 905-875-0124 or @BishopReding

“Mission Statement: Reding Catholic Secondary School strives to foster the growth of faith-centered, productive, and compassionate citizens of the world.”As originally published by Bishop Paul Francis Reding SS

St. Peter School

Address:137 Dixon Dr, Milton, ON L9T 5R7, Canada | Telephone:  905-878-4626 Fax: 905-878-0994

St. Peter School

St. Peter Catholic School has existed in two separate locations over its almost 40 years of providing quality Catholic education to the students in northeast Milton. First opening in 1978 at the Woodward Avenue site, St. Peter Catholic School was the second Catholic school in Milton. After thirty years and amidst an expanding population, a new building was constructed at our current site on Dixon Drive and opened in 2008.  For information: Contact the St. Peter Catholic School at 905-878-4626 or @stpetersmilton.

“Our new school boasted a beautifully designed building with a double gym, a large stage, computer lab, specialty classrooms, and a beautiful library, filled with many of our old favorites, as well as new selections and technology.

We are so blessed to have a caring and nurturing staff who model our Catholic values and support the children, both spiritually and academically. We also have very active parent volunteers and a dedicated Catholic School Council. We also appreciate the entire Pastoral team at Holy Rosary Parish, who provides guidance and dedication to the faith development of our students. We appreciate their assistance and the spiritual presence that they bring to our school community.

As we continue to move forward, St. Peter Catholic School will continue to foster community partnerships, and strong traditions that deepen as new children, parents, and staff continue to join in our school family. We celebrate and give thanks to all who participate in cultivating the close working relationship that exists between home, school, and church.

Mission Statement

St. Peter Elementary School in active partnership with home, Church, and community is dedicated to excellence in education exemplifying Catholic values and fostering a life-long love of learning in a safe environment leading to spiritual, social, and intellectual growth.” As originally published by St. Peter School

ÉSC Sainte-Trinité

Address:2600 Grand Oak Trail, Oakville, ON L6M 0R4, Canada

ÉSC Sainte-Trinité

“Mission de l’ÉSC Sainte-Trinité -Dans une communauté francophone aux valeurs catholiques, la mission de l’école secondaire catholique Sainte-Trinité est de développer avec les élèves les compétences du XXIe siècle qui leur permettront d’être des citoyens et des citoyennes responsables, sachant travailler en collaboration et ayant développé un sens de l’éthique. L’école s’engage à offrir un milieu de vie où l’excellence, le respect et la motivation se côtoient dans tous les aspects de la vie scolaire.” As originally published by ÉSC Sainte-Trinité


Facilities in this Neighborhood:

  • 6 Playgrounds
  • 6 Basketball Courts
  • 2 Spray Parks
  • 7 Sports Fields
  • 1 Trails
  • 1 Multi-Use Pad
  • 1 Fitness/Leisure Centre
  • 1 Fitness/Weight Room
  • 2 Gyms
  • 2 Indoor Pools
  • 1 Preschool Activities Room
  • 1 Sauna
  • 1 Wading Pool
  • 3 Ball Diamonds
  • 1 Football Field
  • 1 Outdoor Track
  • 1 Skateboard Park
  • 1 Arena
  • 1 Community Hall
  • 1 Indoor Rink
  • 1 Amphitheatre
  • 1 Community Rec. Centre
  • 1 Gallery
  • 1 Stage

Homes for sale in Dempsey Milton

About the author 

Filip Hajduk

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