Welcome to
DEMPSEY
Milton, Ontario
Welcome to DEMPSEY
Discover the beauty of Dempsey Neighbourhood in Milton, Ontario
Welcome to Dempsey, one of Milton’s most convenient and connected neighbourhoods. Perfectly positioned near major highways and GO Transit, Dempsey is a top pick for commuters and families who value both accessibility and a vibrant community feel. Developed in the early 2000s, it blends modern homes by reputable builders with a full range of amenities—think shopping, restaurants, parks, arts, and recreation—all just steps away. Whether you're catching a train, hitting the skate park, or enjoying a walk through green space, Dempsey offers the ideal mix of city convenience and suburban comfort.
Area Highlights
Feature | Details |
---|---|
Established | 2002-2006 |
Home Styles | Single-detached houses, Semi-detached houses, Townhouses, Low-Rise Apartment/Condos |
Transit | walking distance to GO Transit, and quick access to highways |
Vibe | Convenient, active and family-friendly |
Builders | Milton Heritage, Beaver Hall, Tiffany Homes, Green Park, Coscorp, and Conservatory Group, Fernbrook Homes built the Art on Main executive Condo Building |
Why Buyers Love Dempsey
Buyers love Dempsey for its unbeatable location, making it Milton’s top choice for commuters and busy families. With quick access to highways and GO Transit, daily travel is a breeze. The neighbourhood combines convenience with lifestyle—offering everything from shopping, dining, and entertainment to top-tier recreational facilities. Built by trusted developers between 2002 and 2006, Dempsey features a mix of quality housing options. Add in green spaces, walkable paths, and a strong sense of community, and it’s easy to see why Dempsey continues to attract homebuyers.

Outdoor, Recreation & Leisure
Dempsey Neighbourhood is also a haven for recreation and leisure activities. The Milton Centre for the Arts, the Main Branch of the Milton Public Library , Milton Leisure Centre, and Milton Memorial Arena are just a few of the excellent facilities available to residents. Additionally, the neighbourhood boasts several walking paths and two forested green spaces, allowing residents to enjoy nature and stay active.
Sports Facilities
For sports enthusiasts, Lions Sports Park in Dempsey is a must-visit. Not only does it feature Milton's only BMX facility , but it is also home to one of two Skate Parks in town. Whether you're into biking or skating, Lions Sports Park offers a thrilling experience for all.
Location & Access
The closest neighbourhood to highways and GO Transit in Milton , Ontario. As a highly sought-after area by commuters and families on the go, Dempsey offers unparalleled convenience and accessibility.
Convenience & Amenities
Residents of Dempsey enjoy a wealth of amenities right at their doorstep. With its prime location in the heart of Milton's shopping centre, a variety of restaurants, the Living Arts Centre , Milton Leisure Centre , library, movie theatre, parks, and more, you'll find everything you need while still maintaining the distinct Milton community feel.
Ready to Find Your Home in Dempsey?
Don’t miss your chance to own a piece of this established, desirable neighbourhood.
Connect with our real estate team today to schedule a private tour or view available listings in Dempsey, Milton.
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Neighbourhood Demographics in Dempsey
- 111 Ethnic Origins
- 2,955 Households
- 9,195 Population
64%
of households are families with children
20%
of households are couples without children
16%
of households are a person living alone
Age Groups
Home Ownership
Home Types
Schools, Parks, and Things to do in Dempsey
Local Amenities & Daily Conveniences
Groceries
- Longo's Milton
- Walmart Supercentre
- Goodie Grocer
Dining
- Popeyes, Turtle Jacks, East Side Marios, Montanas and more
Safety & Services
- Banks
- Library๏ปฟ
Shopping & Entertainment
- Movie Theatre
- Big Box Stores (Home Depot, Best Buy, Canadian Tire, Walmart etc.)
Health & Wellness
Walk-in Clinics & Pharmacies
- Maple Medical Pharmacy
- Milton Square Pharmacy
- Walmart Pharmacy
- Milton Main St. Pharmacy
Dental Offices
- Orion Dental
- Maple Dental CAre
- Dentistry @ Main
- Milton Family Dental
Wellness & Fitness
- Thompson Arena
- Living Arts Centre
Schools & Education
Disclaimer: Schools are as per zoning to your home address
Public Schools
- Chris Hadfield Elementary School
Catholic Schools
- St. Peters Elementary School
- Bishop Paul Francis Reding Catholic Secondary School
Parks & Outdoor Spaces
Parks
- Knight Trail Park
- Fitzgerald Park
- Sinclair Park๏ปฟ
Parks with Activities
- Dempsey Neighbourhood Park (Splash pad, basketball, soccer, gazebo, picnic area)
- Lion Sports Park (Splash pad, basketball, skate park, soccer, baseball, changerooms)๏ปฟ
Discover Dempsey For Yourself
Experience the convenience, amenities, and community spirit of Dempsey Neighbourhood in Milton. With its proximity to highways and GO Transit, abundance of amenities, and various recreational facilities, Dempsey is the perfect place to call home.
Contact us today to explore available properties and seize the opportunity to be part of this vibrant community.
Explore Dempsey on the Map
Located in Northeast Milton.
Homes for Sale in Dempsey๏ปฟ
Recently Sold in Dempsey๏ปฟ
Dempsey News

Already Live in Dempsey?
Milton Neighbourhood Facebook Group
Whether you are new or already a longstanding resident in the neighbourhood…Did you know that there are Facebook groups for each neighbourhood in Milton?
No matter where you live in our amazing town, you have the chance to connect with your community and really get to know your local neighbourhood – street level local! Everything from local events, neighbourhood issues, garage sales, lost and found, vendor recommendations, fundraisers, childcare… and much more. It is a way to help bring our community together and to support one another.
Click the link below to request access to join with those exclusively living in your Neighbourhood.