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
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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.

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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.

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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.

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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.

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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

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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.)
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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
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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
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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.

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Explore Dempsey on the Map

Located in Northeast Milton.

Homes for Sale in Dempsey๏ปฟ

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Dempsey News

A model house is sitting next to stacks of coins on a table.
By Flowers Team Real Estate July 31, 2025
Selling your Milton home? Know the real costs from commissions to staging and moving. Plan ahead to avoid surprises and boost your profit.
A man in a suit is talking to two women in front of a brick building.
By Flowers Team Real Estate July 31, 2025
Avoid six costly mistakes when buying a home in Milton. Get pre-approved, budget for closing costs, schedule inspections, and plan ahead to secure your ideal property.
A woman in a red hat is standing in the snow with her arms outstretched.
By Flowers Team Real Estate January 2, 2025
Winter in Milton transforms the town into a snowy wonderland, offering plenty of outdoor activities to keep families, friends, and adventure seekers entertained. Whether you love the thrill of tobogganing or the charm of gliding across an outdoor skating rink, there are plenty of spots around town to enjoy the best of winter. Here’s your guide to some of the top outdoor winter activities in Milton!
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Already Live in Dempsey?

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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.

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