Dempsey

Your comprehensive guide to Dempsey, Milton, Ontario

SAFETY RATING

9.3 / 10

Very Low Crime Risk

View full crime analytics & trends →

Property Pulse

$751,437 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 1–39 of 39 properties

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Residential Freehold for sale - 3 Bed, 3 Bath Home at Milton ON listed at $844,900 (MLS# W13712870)
$844,900
3bd
3ba
Residential Freehold

241 Featherstone Road, Milton

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

MLS#: W13712870
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at Milton ON listed at $579,100 (MLS# W13714586)
$579,100
2bd
2ba
Residential Condo & Other

1380 Main Street E 210, Milton

Welcome to this beautifully updated Corner Unit , offering approximately 1,020 sq. ft. of bright, fu...

MLS#: W13714586
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at Milton ON listed at $949,007 (MLS# W13707958)
$949,007
3bd
3ba
Residential Freehold

1245 Newell Street, Milton

From the moment you arrive, you'll be drawn in by the timeless curb appeal of this beautiful white h...

MLS#: W13707958
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at Milton ON listed at $979,000 (MLS# W13697148)
$979,000
3bd
3ba
Residential Freehold

71 Livingston Road, Milton

Welcome to this beautifully maintained three bedroom bungaloft ideally situated on a desirable corne...

MLS#: W13697148
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $449,900 (MLS# W13691544)
$449,900
2bd
1ba
Residential Condo & Other

1479 Maple Avenue 206, Milton

Welcome to this spacious 1-bedroom + den condo in the highly sought-after Dempsey community of Milto...

MLS#: W13691544
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at Milton ON listed at $599,000 (MLS# W13688850)
$599,000
2bd
2ba
Residential Condo & Other

1360 Main Street E 212, Milton

Welcome to this beautifully maintained and thoughtfully designed **2-bedroom, 2-bathroom corner suit...

MLS#: W13688850
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at Milton ON listed at $898,888 (MLS# W13671272)
$898,888
3bd
3ba
Residential Freehold

214 Pettigrew Trail, Milton

She's got three bedrooms, two secret doors and absolutely no interest in being basic. The living roo...

MLS#: W13671272
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at Milton ON listed at $809,900 (MLS# W13671298)
$809,900
3bd
4ba
Residential Freehold

166 Panton Trail, Milton

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

MLS#: W13671298
For Sale
Residential Condo & Other for sale - 2 Bed, 3 Bath Home at Milton ON listed at $699,000 (MLS# W13673142)
$699,000
2bd
3ba
Residential Condo & Other

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...

MLS#: W13673142
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at Milton ON listed at $969,000 (MLS# W13669236)
$969,000
4bd
4ba
Residential Freehold

1110 DAVIS Lane, Milton

Welcome to this beautifully updated semi-detached home in a convenient central Milton location, offe...

MLS#: W13669236
For Sale
Residential Condo & Other for sale - 1 Bed, 1 Bath Home at Milton ON listed at $449,888 (MLS# W13661770)
$449,888
1bd
1ba
Residential Condo & Other

1471 N Maple Avenue N 110, Milton

Welcome to this beautifully Freshly painted and Upgraded one-bedroom condo located in the vibrant De...

MLS#: W13661770
For Sale
Residential Freehold for sale - 4 Bed, 4 Bath Home at Milton ON listed at $1,279,900 (MLS# W13650572)
$1,279,900
4bd
4ba
Residential Freehold

137 Fitzgerald Crescent, Milton

High Demand Location In Milton. Walking Distance To The Theatre, Shopping And Daycares. Minutes Away...

MLS#: W13650572
For Sale
Residential Condo & Other for sale - 2 Bed, 3 Bath Home at Milton ON listed at $619,888 (MLS# W13651452)
$619,888
2bd
3ba
Residential Condo & Other

1202 Main Street E 108, Milton

Truly Refined Condo Living Awaits Inside This Absolutely Stunning & Incredibly Spacious End Unit Tow...

MLS#: W13651452
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at Milton ON listed at $829,000 (MLS# W13638566)
$829,000
3bd
4ba
Residential Freehold

95 Waters Boulevard, Milton

Welcome to this beautifully renovated 3-bedroom, 4-bathroom townhome nestled in one of Milton's most...

MLS#: W13638566
For Sale
Residential Freehold for sale - 8 Bed, 6 Bath Home at Milton ON listed at $1,449,000 (MLS# W13642046)
$1,449,000
8bd
6ba
Residential Freehold

1009 Woodward Avenue, Milton

RARE OPPORTUNITY: Detached 5+3 Bedroom Home with Two Separate Basement Suites & Outstanding Income P...

MLS#: W13642046
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $460,000 (MLS# W13617838)
$460,000
2bd
1ba
Residential Condo & Other

1487 Maple Avenue 307, Milton

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

MLS#: W13617838
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at Milton ON listed at $565,840 (MLS# W13613602)
$565,840
2bd
2ba
Residential Condo & Other

1479 Maple Avenue 102, Milton

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

MLS#: W13613602
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at Milton ON listed at $610,000 (MLS# W13609428)
Price Change
$610,000
2bd
2ba
Residential Condo & Other

1340 MAIN Street E 313, Milton

Welcome to Bristol on Main. This bright premium corner suite offers 1193 sqft. It has a sought-after...

MLS#: W13609428
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at Milton ON listed at $899,900 (MLS# W13597254)
$899,900
3bd
3ba
Residential Freehold

248 Pettigrew Trail, Milton

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

MLS#: W13597254
For Sale
Residential Condo & Other for sale - 3 Bed, 2 Bath Home at Milton ON listed at $599,900 (MLS# W13595384)
$599,900
3bd
2ba
Residential Condo & Other

1350 Main Street E 412, Milton

Beautiful And Rare 3 Bedroom 2 Bathroom (Approx 1400 Sqft) Penthouse Suite With Vaulted Ceilings. Be...

MLS#: W13595384
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $499,000 (MLS# W13599704)
$499,000
2bd
1ba
Residential Condo & Other

1460 Main Street 412, Milton

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

MLS#: W13599704
For Sale
Residential Condo & Other for sale - 3 Bed, 2 Bath Home at Milton ON listed at $729,000 (MLS# W13585540)
$729,000
3bd
2ba
Residential Condo & Other

1491 Maple Avenue 111, Milton

Welcome to this beautifully updated 3-bedroom, 2- full bathroom condo offering the perfect blend of ...

MLS#: W13585540
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at Milton ON listed at $569,000 (MLS# W13586246)
$569,000
2bd
2ba
Residential Condo & Other

1491 Maple Avenue 401, Milton

Welcome to this beautifully maintained and spacious condo in a sought-after boutique building at 149...

MLS#: W13586246
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at Milton ON listed at $949,500 (MLS# W13574612)
Price Change
$949,500
4bd
3ba
Residential Freehold

1015 Borden Lane, Milton

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

MLS#: W13574612
For Sale
Residential Freehold for sale - 3 Bed, 3 Bath Home at Milton ON listed at $859,990 (MLS# W13565412)
$859,990
3bd
3ba
Residential Freehold

1248 Newell Street, Milton

Location, Location, Location Beautiful semi detached home ,very well kept, carpet free. Ideally loca...

MLS#: W13565412
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at Milton ON listed at $1,174,900 (MLS# W13564086)
$1,174,900
4bd
3ba
Residential Freehold

187 Cooke Crescent, Milton

Exceptional family home located on a quiet street, in the sought-after Dempsey Park neighbourhood in...

MLS#: W13564086
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $479,900 (MLS# W13558296)
$479,900
2bd
1ba
Residential Condo & Other

1390 Main Street E 107, Milton

Welcome to Bristol on Main Condominiums! Ground floor unit facing park with a park view. Walk out pa...

MLS#: W13558296
For Sale
Residential Freehold for sale - 2 Bed, 2 Bath Home at Milton ON listed at $685,000 (MLS# W13553550)
$685,000
2bd
2ba
Residential Freehold

165 Hampshire Way 153, Milton

Welcome to this beautifully upgraded sun-filled end-unit freehold townhouse in one of Milton's most ...

MLS#: W13553550
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $459,900 (MLS# W13548626)
Price Change
$459,900
2bd
1ba
Residential Condo & Other

1450 Main Street E 210, Milton

Welcome to 1450 Main St E, Milton, a bright and well-maintained condo offering a functional layout a...

MLS#: W13548626
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at Milton ON listed at $895,000 (MLS# W13531880)
$895,000
4bd
3ba
Residential Freehold

1268 Newell Street, Milton

Must See To Believe - Guaranteed To Surpass Your Every Expectation! Nestled In Milton's Highly Sough...

MLS#: W13531880
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $529,900 (MLS# W13463528)
$529,900
2bd
1ba
Residential Condo & Other

1483 Maple Avenue 409, Milton

Beautifully renovated unit featuring a stunning custom kitchen with premium 36" upper and lower cabi...

MLS#: W13463528
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $489,000 (MLS# W13457204)
Price Change
$489,000
2bd
1ba
Residential Condo & Other

1380 Main Street E 303, Milton

This very desirable 2 bedroom in Milton's popular Dempsey neighbourhood! This spacious & fantastic f...

MLS#: W13457204
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at Milton ON listed at $560,000 (MLS# W13428686)
$560,000
2bd
2ba
Residential Condo & Other

1350 Main Street E 301, Milton

Beautiful and spacious 1013 sqft end-unit 'Windsor' model offering 2 bedrooms, 2 bathrooms, and plen...

MLS#: W13428686
For Sale
Residential Condo & Other for sale - 2 Bed, 1 Bath Home at Milton ON listed at $499,900 (MLS# W13419434)
$499,900
2bd
1ba
Residential Condo & Other

1370 Main Street E 309, Milton

Welcome Home to 1370 Main St in Milton! This 2 bedroom, 1 bath unit is VALUE ALL DAY!! Located in a ...

MLS#: W13419434
For Sale
Residential Condo & Other for sale - 1 Bed, 1 Bath Home at Milton ON listed at $459,900 (MLS# W13226910)
$459,900
1bd
1ba
Residential Condo & Other

1050 E Main Street E 405, Milton

Welcome to Art on Main, one of Milton's boutique condominium residences, perfectly situated in the h...

MLS#: W13226910
For Sale
Residential Freehold for sale - 4 Bed, 3 Bath Home at Milton ON listed at $1,089,000 (MLS# W13177090)
Price Change
$1,089,000
4bd
3ba
Residential Freehold

1193 Knight Trail, Milton

Rarely Offered 3-Level Detached Gem in Prime Milton! Welcome to this impeccably maintained 4- bedroo...

MLS#: W13177090
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at Milton ON listed at $929,000 (MLS# W13161394)
$929,000
3bd
4ba
Residential Freehold

276 Fitzgerald Crescent, Milton

Prime location! One of the biggest highlights of this home is the unbeatable convenience it offers -...

MLS#: W13161394
For Sale
Residential Condo & Other for sale - 2 Bed, 2 Bath Home at Milton ON listed at $545,000 (MLS# W13127190)
Price Change
$545,000
2bd
2ba
Residential Condo & Other

1340 Main Street E 113, Milton

TOTALLY RENOVATED! Welcome to Bristol on Main in Milton's highly sought-after Dempsey neighbourhood....

MLS#: W13127190
For Sale
Residential Freehold for sale - 3 Bed, 4 Bath Home at Milton ON listed at $1,300,000 (MLS# W13072036)
$1,300,000
3bd
4ba
Residential Freehold

1254 Main Street E, Milton

An exceptional & RARE opportunity to own a versatile live/work freehold townhome, thoughtfully desig...

MLS#: W13072036
For Sale
Home Buyer Edge

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

Be the first to view new listings in Milton within minutes of MLS® publication before competing buyers schedule viewings.

🤝

Motivated Sellers

Newly listed sellers are eager to receive serious offers and negotiate terms before setting offer dates.

🎯

Avoid Multiple Offers

Early inquiries allow proactive buyers to submit strong pre-emptive offers before bidding wars escalate prices.

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Accurate Price Valuation

Compare initial asking prices against recent Milton sold data to spot underpriced gems immediately.

Region Overview

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.

đź’ˇ Insider Tips & Hidden Gems
Market Stats & Trends

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.

House
Median Asking Price
$1.5M
Townhouse
Median Asking Price
$850K
Condo
Median Asking Price
$595K

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 565 homes for sale, including 372 houses, 118 condos, and 0 townhouses listed for sale. The average price for all home types in Milton is $1.5M, 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.

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.

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Median Age

The median age of residents in this area.

36.4 Yrs

Home Ownership

Percentage of owner-occupied households.

83% Owners
Neighborhood Safety Index

Neighborhood Safety & Crime Analytics

Dempsey, Milton

SAFETY RATING9.3 / 10
Low Incident Area
Total Annual Incidents74 incidents / yr
Average Per Month6.2 incidents / mo
Population Benchmark15,000 residents
Personal Safety
Very Low

13 assaults (86.7/100k)

Property Security
Moderate

11 B&E (73.3/100k)

Auto Theft Risk
Elevated

30 thefts (200.0/100k)

1-Year Trend
â–Ľ 5%

Improving vs previous year

How Per-Capita Rate (Per 100,000 Residents) Is Calculated:

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.

Source: Halton Regional Police Service (HRPS) Open Data
Halton & GTHA Police Network

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

One-person households
18%
Families with children
54%
Couples without children
24%
Other households
4%

Ethnic Origins

English18%
Canadian15%
Indian14%
Pakistani12%
Scottish11%

Local Schools

Ratings, ranking and classification of elementary and secondary schools.

Elementary Schools

Public
Rating:8.2

Chris Hadfield

1114 Woodward Avenue, Milton, Ontario, L9T 5P5

FRASER RANK287
Public
Rating:7.2

St Anthony of Padua

1240 Tupper Drive, Milton, Ontario, L9T 6T7

FRASER RANK753
Public
Rating:6.4

Saint-Nicolas

720 Woodward Avenue, Milton, Ontario, L9T 4A3

FRASER RANK1282
Public
Rating:6.9

Bruce Trail

1199 Costigan Road, Milton, Ontario, L9T 6N8

FRASER RANK927
Public
Rating:9.4

Dyane-Adam

500 Cedar Hedge Road, Milton, Ontario, L9T 8M4

FRASER RANK67
Public
Rating:6.9

Irma Coulson

625 Sauve Street, Milton, Ontario, L9T 8M4

FRASER RANK927
Public
Rating:6.6

Guardian Angels

650 Bennett Boulevard, Milton, Ontario, L9T 6B1

FRASER RANK1137
Public
Rating:6.1

Sam Sherratt

649 Laurier Avenue, Milton, Ontario, L9T 4N4

FRASER RANK1495
Public
Rating:6.5

Holy Rosary

141 Martin Street, Milton, Ontario, L9T 2R3

FRASER RANK1210
Public
Rating:5.0

Hawthorne Village

850 Bennett Boulevard, Milton, Ontario, L9T 6X9

FRASER RANK2211
Public
Rating:6.6

Martin Street

184 Martin Street, Milton, Ontario, L9T 2R4

FRASER RANK1137
Public
Rating:6.8

Tiger Jeet Singh

650 Yates Drive, Milton, Ontario, L9T 7P6

FRASER RANK993
Public
Rating:8.5

Our Lady of Fatima

709 Bolingbroke Drive, Milton, Ontario, L9T 6Z3

FRASER RANK199

Secondary Schools

Public
Rating:8.2

Bishop Paul Francis Reding

1120 Main Street East, Milton, Ontario, L9T 6H7

FRASER RANK65
Public
Rating:8.0

Milton

396 Williams Avenue, Milton, Ontario, L9T 2G4

FRASER RANK86

Homes & Housing

Ownership rates, home structure distributions and listing prices.

Structural Home Types

Tenure (Ownership vs Rental)

Owner-Occupied83%
Rented17%

Real Estate Pulse

AVERAGE LIST PRICE$751,437
ACTIVE LISTINGS43 Listed969 for sale