Dempsey
Your comprehensive guide to Dempsey, Milton, Ontario
SAFETY RATING
9.3 / 10Very Low Crime Risk
View full crime analytics & trends →
Property Pulse
$742,893 Avg List
Solid inventory of detached family houses and townhomes.
Community Canvas
132,979 Residents
Rich tapestry of families, kids under 10, and professionals.
What You'll Love
Parks & Schools
High academic rankings and beautiful outdoor spaces.
Local Active Listings
Showing 1–35 of 35 properties

1390 Main Street E 107, Milton
Welcome to Bristol on Main Condominiums! Ground floor unit facing park with a park view. Walk out pa...

1491 Maple Avenue 401, Milton
A stunning corner unit with an abundance of light, wonderful view and a vaulted ceiling are what sep...

1311 Cartmer Way, Milton
Beautifully Updated End-unit Family Home. Welcome to this beautifully-updated family home, offering ...

1380 Main Street E 112, Milton
Rarely Available Ground-Floor Suite In The Sought-After Bristol On Main - And It's Never Looked Bett...

1479 Maple Avenue 102, Milton
Welcome to 1479 Maple Avenue, where condo living meets the feel of your own private retreat. This ra...

1471 Maple Avenue 302, Milton
Welcome to this beautifully maintained 1,057 sq. ft. condo in a highly desirable, family-friendly Mi...

1491 Maple Avenue 206, Milton
Welcome to Milton's mid-rise condo communities in the Dempsey neighbourhood. This 1-bedroom plus den...

169 COOKE Crescent, Milton
Attention Families & Investors! Unbeatable value meets high-yield potential at 169 Cooke Cres, price...

1350 Main Street E 301, Milton
Beautiful and spacious 1013 sqft end-unit 'Windsor' model offering 2 bedrooms, 2 bathrooms, and plen...

1483 Maple Avenue 414, Milton
Welcome to Maple Crossing Condos, located in a family-friendly neighbourhood in Milton! This beautif...

1268 Newell Street, Milton
Welcome to this beautiful 3-bedroom semi-detached home in the highly sought-after Dempsey neighborho...

1208 Main Street E 103, Milton
Welcome to STAX on Main! This clean and beautifully maintained 2-bedroom, 2.5-bath stacked townhome ...

1460 Main Street E 412, Milton
Welcome to Penthouse Suite 412 at 1460 Main Street East in the highly desirable Dempsey neighbourhoo...

1015 Borden Lane, Milton
Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom corner-lot semi-detached home in the ...

1050 Main Street E 114, Milton
HOME SWEET HOME - Welcome to the Prestigious Art on Main, where luxury meets lifestyle in this amazi...

1491 Maple Avenue 311, Milton
Welcome to this 1,240 sq.ft. beautifully updated 3-bedroom, 2-bathroom condo offering the perfect bl...

116 Dixon Drive, Milton
Welcome to 116 Dixon Drive, ideally situated in Milton's sought after Dempsey neighbourhood. This be...

1155 Davis Lane, Milton
Welcome to this spacious and beautifully maintained semi-detached home in the desirable community of...

1487 Maple Avenue 401, Milton
Upscale 2-bedroom, 2-bathroom top floor condo in the heart of Milton. This stylish unit features a h...

1380 Main Street E 210, Milton
Welcome to this beautifully updated Corner Unit , offering approximately 1,020 sq. ft. ofbright, fun...

187 Cooke Crescent, Milton
Welcome to this beautifully maintained family home, ideally situated on a quiet street in Milton's s...

214 Ellis Crescent, Milton
Welcome to 214 Ellis Crescent, a beautifully appointed 4+1 bedroom, 4-bathroom home offering an idea...

1321 Cartmer Way, Milton
SEPARATE ENTRANCE to a FINISHED BASEMENT featuring a KITCHEN and FULL WASHROOM -an exceptional setup...

1239 Fox Crescent, Milton
Original Owners, One Family Since New! Welcome To 1239 Fox Crescent, A Spacious 2,840 Sq Ft Detached...

276 Fitzgerald Crescent, Milton
Prime location! One of the biggest highlights of this home is the unbeatable convenience it offers -...

241 Featherstone Road, Milton
Welcome to 241 Featherstone Road, This 3 Bed, 3 Bath Detached Home is Located in Milton's Sought Aft...

71 Livingston Road, Milton
Welcome to this beautifully maintained three bedroom bungaloft ideally situated on a desirable corne...

1479 Maple Avenue 206, Milton
Welcome to this spacious 1-bedroom + den condo in the highly sought-after Dempsey community of Milto...

166 Panton Trail, Milton
Welcome to an easy place to start your next chapter. Offering 1,445 sq. ft., 3 bedrooms, 2 full bath...

1208 Main Street E 201, Milton
Welcome to Unit 201 at Stax on the Main in the vibrant Dempsey neighbourhood of Milton. This light-f...

1202 Main Street E 108, Milton
Truly Refined Condo Living Awaits Inside This Absolutely Stunning & Incredibly Spacious End Unit Tow...

1487 Maple Avenue 307, Milton
Welcome to Unit 307 at 1487 Maple Avenue, where comfort and convenience come together in the heart o...

1340 MAIN Street E 313, Milton
Welcome to Bristol on Main. This bright premium corner suite offers 1193 sqft. It has a sought-after...

248 Pettigrew Trail, Milton
Presenting 248 Pettigrew Trail - A great semi-detached home in Milton's desirable Dempsey neighbourh...

1050 E Main Street E 405, Milton
Welcome to Art on Main, one of Milton's boutique condominium residences, perfectly situated in the h...
Benefits of Browsing Just Listed Properties in Dempsey, Milton
When searching for a home in Milton, timing is everything. Accessing fresh MLS® listings the moment they hit the market gives home buyers a critical competitive advantage in Ontario's fast-moving real estate market.
First-Mover Advantage
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Motivated Sellers
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Avoid Multiple Offers
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Accurate Price Valuation
Compare initial asking prices against recent Milton sold data to spot underpriced gems immediately.
Explore Dempsey
Dempsey is one of Milton's most sought-after family-friendly neighbourhoods, offering a perfect blend of suburban tranquility and modern convenience. Residents enjoy a true sense of community with tree-lined streets, well-maintained parks, and a welcoming atmosphere that appeals to young professionals, growing families, and retirees alike. The neighbourhood is centred around active living—think morning jogs along scenic trails, weekend playdates at local playgrounds, and friendly chats with neighbours at community events. With its close-knit vibe and beautifully landscaped homes, Dempsey delivers that quintessential Ontario lifestyle just minutes from the heart of Milton.
When it comes to getting around, Dempsey is exceptionally well-connected. Commuters appreciate easy access to Highway 401 and the Milton GO Station, making downtown Toronto a stress-free daily trip. For local travel, Milton Transit bus routes run through the area, and the upcoming Hurontario LRT extension will further enhance regional mobility. Housing in Dempsey is diverse, featuring a mix of spacious detached houses, stylish townhomes, and modern condo conversions—many with generous lots and upgraded interiors. Whether you're searching for 'homes for sale in Dempsey Milton' or exploring 'real estate in Dempsey', you'll find options that suit various budgets and lifestyles. With excellent schools, shopping plazas, and recreational facilities nearby, Dempsey is not just a place to live—it's a place to thrive.
Home Prices & Values in Milton
The asking price of homes for sale in Milton has increased 5.42% since last year, while the number of homes for sale has increased 14.1%. See more Milton Home Prices & Values.
Find Real Estate & MLS® Listings in Milton
SousaSells.ca has the most thorough, up-to-date set of Milton real estate listings. Currently, Milton has 528 homes for sale, including 339 houses, 113 condos, and 0 townhouses listed for sale. The average price for all home types in Milton is $1.6M, which is up 1.8% compared to last year.
Milton is home to 45 unique neighbourhoods. With SousaSells.ca you'll be able to find the hottest Milton neighbourhoods, the best schools in the city, and evaluate nearby amenities. Check out the upcoming open houses in Milton to tour homes in person. Narrow down your home search to filter by price, bedrooms, size or search by our map of MLS® listings for Canada-wide real estate.
If you’re looking for rentals instead of properties for sale, SousaSells has a comprehensive set of 296 Milton rental listings, including 127 houses and 84 apartments/condos for rent.
MLS® Listing data for Milton is updated every 15 minutes to provide you the most-up-to-date home listings. Get in touch with one of our Milton real estate agents to get started on landing your dream home today.
Median Age
The median age of residents in this area.
Home Ownership
Percentage of owner-occupied households.
Neighborhood Safety & Crime Analytics
Dempsey, Milton
13 assaults (86.7/100k)
11 B&E (73.3/100k)
30 thefts (200.0/100k)
Improving vs previous year
Formula: (Annual Occurrences / Population) Ă— 100,000. This standard policing calculation normalizes incident frequencies across different population sizes, allowing accurate safety comparisons between quiet residential pockets and dense urban centres.
Disclaimer: Crime and safety analytics are compiled from official municipal and regional police open data records for general consumer informational and demographic research purposes only. Data is deemed reliable but is not guaranteed and does not constitute a legal representation or guarantee of future safety.
People & Families
Demographics, age distribution, household size and makeup.
Age Demographics (Detailed Ranges)
Household Composition
Ethnic Origins
Local Schools
Ratings, ranking and classification of elementary and secondary schools.
Elementary Schools
Chris Hadfield
1114 Woodward Avenue, Milton, Ontario, L9T 5P5
St Anthony of Padua
1240 Tupper Drive, Milton, Ontario, L9T 6T7
Saint-Nicolas
720 Woodward Avenue, Milton, Ontario, L9T 4A3
Bruce Trail
1199 Costigan Road, Milton, Ontario, L9T 6N8
Dyane-Adam
500 Cedar Hedge Road, Milton, Ontario, L9T 8M4
Irma Coulson
625 Sauve Street, Milton, Ontario, L9T 8M4
Guardian Angels
650 Bennett Boulevard, Milton, Ontario, L9T 6B1
Sam Sherratt
649 Laurier Avenue, Milton, Ontario, L9T 4N4
Holy Rosary
141 Martin Street, Milton, Ontario, L9T 2R3
Hawthorne Village
850 Bennett Boulevard, Milton, Ontario, L9T 6X9
Martin Street
184 Martin Street, Milton, Ontario, L9T 2R4
Tiger Jeet Singh
650 Yates Drive, Milton, Ontario, L9T 7P6
Our Lady of Fatima
709 Bolingbroke Drive, Milton, Ontario, L9T 6Z3
Secondary Schools
Bishop Paul Francis Reding
1120 Main Street East, Milton, Ontario, L9T 6H7
Milton
396 Williams Avenue, Milton, Ontario, L9T 2G4
Homes & Housing
Ownership rates, home structure distributions and listing prices.