Dempsey · Milton · Ontario
Dempsey, Milton
116 listings · Average $817,565 · 44 active right now
Data updated 2026-05-26$817,565
Avg list price
44
Active listings
—
Avg days on market
18
Sold this year
$817,565
Avg list price
$799,000
Median list price
18
Sold this year
44
Active now
29
Rented
Property types in Dempsey
detached
$1,137,244
11 listings · 11 active
semi
$926,666
3 listings · 3 active
townhouse
$812,685
14 listings · 14 active
condo
$581,600
16 listings · 16 active
Streets in Dempsey
Main St E
$398,056
53 listings · 24 active
Maple Ave
$465,211
8 listings · 5 active
Hampshire Way
$567,940
5 listings · 3 active
Newell St
$705,325
4 listings · 2 active
Manley Ln
$975,750
4 listings · 1 active
Dills Cres
$757,373
4 listings · 2 active
Knight Trl
$1,174,667
3 listings · 2 active
Sherwood Rd
$892,333
3 listings · 2 active
Fitzgerald Cres
$587,800
3 listings · 2 active
Pettigrew Trl
$896,327
3 listings · 0 active
Panton Trl
$849,600
3 listings · 2 active
Woodward Ave
$750,400
2 listings · 3 active
Homes for sale in Dempsey
View all 44
$598,500
3 bd · 2 ba · 1,099 sqft
1460 Main Street E 404, Milton, ON L9T 8W5
$929,000
3 bd · 4 ba · 1,750 sqft
276 Fitzgerald Crescent, Milton, ON L9T 5Y3
$1,175,000
4 bd · 4 ba · 2,250 sqft
1196 Knight Trail, Milton, ON L9T 5R9
$649,888
2 bd · 3 ba · 1,099 sqft
1202 Main Street E 108, Milton, ON L9T 9K8
$921,000
4 bd · 3 ba · 1,750 sqft
1268 Newell Street, Milton, ON L9T 6C2
$678,000
2 bd · 3 ba · 1,300 sqft
165 Hampshire Way 106, Milton, ON L9T 8M7
Frequently asked about Dempsey
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Ready to explore Dempsey?
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TREB MLS® Sold Data
Recent sales in Dempsey
40 sales · 37 leases closed in the last 90 days.
Recent sales — last 90 days
40 homes sold on Dempsey
See all 40 sold prices
Free with a verified email. TREB VOW data — exact sold prices, days on market, and sold-to-ask ratios.
Sign in free to unlock →Source: TREB MLS® via VOW. Displayed to registered users per board policy.
Rentals
Recent closed leases in Dempsey.
Recent sales — last 90 days
40 homes sold on Dempsey
See all 40 sold prices
Free with a verified email. TREB VOW data — exact sold prices, days on market, and sold-to-ask ratios.
Sign in free to unlock →Source: TREB MLS® via VOW. Displayed to registered users per board policy.
Source: TREB MLS®
The information provided herein must only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate and may not be used for any commercial purpose or any other purpose.
Brokerage: RE/MAX Realty Specialists Inc.
Want street-level detail? Every published Dempsey street has a dedicated sold page.