Welcome to  

DEMPSEY

Milton, Ontario   

Welcome to DEMPSEY

Welcome to Dempsey Neighbourhood, 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. 


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. 


Developed between 2002 and 2006, Dempsey was one of the first neighbourhoods in New Milton. Its proximity to highways is a boon for commuters, saving them valuable time on their daily travels. 


Home builders in Dempsey include reputable names such as Milton Heritage, Beaver Hall , Tiffany Homes , Green Park , Coscorp , and Conservatory Group. These builders have contributed to the diverse housing options available in the neighbourhood, ensuring there is something for everyone.


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.


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.


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.

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.

Area Development

 

 

2001 – 2006


Amenities & Perks

  • Great shopping power centre
  • Restaurants
  • Library
  • Living Arts Centre
  • Lions Gate Park (soccer fields, tennis & basketball courts, baseball diamonds, splash pads, ice hockey)
  • Walking distance to GO Transit
  • Close to HWY

Parks

  • Lions Sports Park
  • Sinclair Park
  • Sprucedale Park
  • Dempsey Neighbourhood Park
  • Knight Trail Park
  • Fitzgerald Park

Home Builders

  • Milton Heritage
  • Beaver Hall
  • Tiffany Homes
  • Green Park
  • Coscorp
  • Conservatory Group

Latest News

Flowers Team News

Milton's Real Estate Landscape March 2025

By Flowers Team Real Estate • April 10, 2025
Milton Real Estate Market Watch – March 2025 Affordability Improves While Inventory Grows: What Buyers Need to Know The Milton real estate market saw a shift in March 2025, bringing more affordability and increased inventory to the table. As borrowing costs eased and home prices edged lower compared to last year, homeownership became more attainable for many households considering a move. Prices Ease Year-Over-Year In March 2025, the average selling price in Milton was $989,662 , reflecting a 6.73% decrease compared to March 2024. The median sale price followed suit, dipping to $955,352 , down from $1,005,000 last year. While prices saw a modest month-over-month gain of 1.41% , the year-over-year dip is welcome news for buyers who were previously priced out. This trend offers a strategic opportunity for those looking to enter the market or move up, especially with interest rate cuts anticipated this spring . As TRREB President Elechia Barry-Sproule noted, “Homeownership has become more affordable over the past 12 months, and we expect further rate cuts this spring. Buyers will also benefit from increased choice, giving them greater negotiating power.” Sales-to-New-Listings Ratio Signals a Buyer’s Market With a sales-to-new-listings ratio of just 0.28 , the Milton market is firmly in buyer’s territory . This figure is down from 0.33 in February and far below the 0.60 threshold that typically indicates a seller's market. Buyers are clearly being cautious — and for good reason. According to TRREB’s Chief Information Officer Jason Mercer ,  “Given the current trade uncertainty and the upcoming federal election, many households are likely taking a wait-and-see approach... Home buyers need to feel their employment situation is solid before committing to monthly mortgage payments over the long term.”

First-Time Homebuyer’s Guide

By Flowers Team Real Estate • March 19, 2025
The Ultimate First-Time Homebuyer’s Guide: Navigating Milton’s Real Estate Market with Confidence
A close up of a cherry blossom tree branch with pink flowers in the spring.

The Spring Market: Why April Is a Great Time to Sell Your Home

By Flowers Team Real Estate • March 18, 2025
April’s spring market in Milton is prime for top-dollar home sales. Get expert tips on curb appeal, prepping your property, and closing fast!
An aerial view of a living room filled with furniture and a fireplace.

What’s My Home Worth? Understanding Milton’s Home Prices

By Flowers Team Real Estate • March 17, 2025
Are you curious about your home’s value in Milton’s booming real estate market? Location, property features, and timing impact prices. Get a free valuation from Flowers Team today.
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