New
23
$1,149,000
169 COOKE Crescent, Milton, ON L9T 6E5
Dempsey
4+1 bd
4 ba
2,000 sf
6
4 days on marketMLS® W13761438
Listing courtesy of HOMELIFE/DIAMONDS REALTY INC.
Homes for Sale in Dempsey, Milton
Every active residential listing in Dempsey, Milton is on this page, pulled directly from the Toronto Regional Real Estate Board and refreshed throughout the day. Use the map to draw your own search area, filter by price and bedroom count, and save any search to get an alert the moment a matching home is listed.
- Active listings
- 37
- Median price
- $649K
- Price range
- $400K – $1.45M
- Avg. price / sq ft
- $594
- Avg. days on market
- 24
Listings
37 listings
37 listings
New
42
$549,900
+$666/mo fees1340 Main Street E 113, Milton, ON L9T 7S6
Dempsey
2 bd
2 ba
1,000 sf
2
5 days on marketMLS® W13752974
Listing courtesy of REAL BROKER ONTARIO LTD.
New
27
$474,900
+$543/mo fees1479 Maple Avenue 405, Milton, ON L9T 0B4
Dempsey
2 bd
1 ba
800 sf
1
5 days on marketMLS® W13750884
Listing courtesy of NEWGEN REALTY EXPERTS
New
51
$1,399,000
1239 Fox Crescent, Milton, ON L9T 0S7
Dempsey
4 bd
4 ba
2,500 sf
4
1 weeks on marketMLS® W13749700
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
46
$889,900
276 Fitzgerald Crescent, Milton, ON L9T 5Y3
Dempsey
3 bd
4 ba
1,500 sf
2
1 weeks on marketMLS® W13747818
Listing courtesy of RE/MAX REALTY SERVICES INC.
36
$799,999
164 Panton Trail, Milton, ON L9T 6K4
Dempsey
3 bd
4 ba
1,500 sf
2
1 weeks on marketMLS® W13746410
Listing courtesy of EXP REALTY
37
$1,139,000
137 Fitzgerald Crescent, Milton, ON L9T 5Y6
Dempsey
4 bd
4 ba
2,000 sf
6
1 weeks on marketMLS® W13738806
Listing courtesy of NEW WORLD 2000 REALTY INC.
48
$949,000
1110 DAVIS Lane, Milton, ON L9T 5P9
Dempsey
3+1 bd
4 ba
1,500 sf
4
1 weeks on marketMLS® W13734364
Listing courtesy of RE/MAX GOLD REALTY INC.
13
$589,900
+$498/mo fees1471 Maple Avenue 112, Milton, ON L9T 0B4
Dempsey
2 bd
2 ba
1,000 sf
1
1 weeks on marketMLS® W13727334
Listing courtesy of HOUSESIGMA INC.
34
$648,800
+$357/mo fees1208 Main Street E 103, Milton, ON L9T 9K7
Dempsey
2 bd
3 ba
1,000 sf
2
2 weeks on marketMLS® W13724296
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
41
$579,100
+$584/mo fees1380 Main Street E 210, Milton, ON L9T 7S4
Dempsey
2 bd
2 ba
1,000 sf
1
2 weeks on marketMLS® W13714586
Listing courtesy of RE/MAX GOLD REALTY INC.
31
$844,900
241 Featherstone Road, Milton, ON L9T 7C3
Dempsey
3 bd
3 ba
1,500 sf
2
2 weeks on marketMLS® W13712870
Listing courtesy of RE/MAX HALLMARK REALTY LTD.
40
$499,000
+$618/mo fees1050 Main Street E 114, Milton, ON L9T 9M3
Dempsey
1+1 bd
1 ba
700 sf
1
3 weeks on marketMLS® W13699278
Listing courtesy of ROYAL LEPAGE CERTIFIED REALTY
35
$979,000
71 Livingston Road, Milton, ON L9T 6B8
Dempsey
3 bd
3 ba
1,500 sf
3
3 weeks on marketMLS® W13697148
Listing courtesy of REVEL REALTY INC.
42
$399,900
+$449/mo fees1479 Maple Avenue 206, Milton, ON L9T 0B5
Dempsey
1+1 bd
1 ba
700 sf
1
3 weeks on marketMLS® W13691544
Listing courtesy of CENTURY 21 GREEN REALTY INC.
60
$699,000
+$362/mo fees1208 Main Street E 201, Milton, ON L9T 9K7
Dempsey
2 bd
3 ba
1,200 sf
1
1 months on marketMLS® W13673142
Listing courtesy of SAM MCDADI REAL ESTATE INC.
37
$449,888
+$417/mo fees1471 N Maple Avenue N 110, Milton, ON L9T 0B4
Dempsey
1 bd
1 ba
600 sf
1
1 months on marketMLS® W13661770
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
23
$619,888
+$333/mo fees1202 Main Street E 108, Milton, ON L9T 9K8
Dempsey
2 bd
3 ba
1,000 sf
1
1 months on marketMLS® W13651452
Listing courtesy of ROYAL LEPAGE PREMIUM ONE REALTY
43
$1,449,000
1009 Woodward Avenue, Milton, ON L9T 5Y2
Dempsey
5+3 bd
6 ba
3,000 sf
4
1 months on marketMLS® W13642046
Listing courtesy of CENTURY 21 INNOVATIVE REALTY INC.
28
$434,900
+$444/mo fees1487 Maple Avenue 307, Milton, ON L9T 0B7
Dempsey
2 bd
1 ba
800 sf
1
1 months on marketMLS® W13617838
Listing courtesy of RE/MAX METROPOLIS REALTY
50
$565,840
+$600/mo fees1479 Maple Avenue 102, Milton, ON L9T 0B5
Dempsey
2 bd
2 ba
1,000 sf
1
1 months on marketMLS® W13613602
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
54
$580,000
+$670/mo fees1340 MAIN Street E 313, Milton, ON L9T 7S6
Dempsey
2 bd
2 ba
1,000 sf
2
1 months on marketMLS® W13609428
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
51
$499,000
+$394/mo fees1460 Main Street 412, Milton, ON L9T 8W5
Dempsey
1+1 bd
1 ba
800 sf
1
1 months on marketMLS® W13599704
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
32
$879,900
248 Pettigrew Trail, Milton, ON L9T 5X7
Dempsey
3 bd
3 ba
1,500 sf
2
1 months on marketMLS® W13597254
Listing courtesy of Royal LePage Meadowtowne Realty Inc., Brokerage
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About Dempsey, Milton
Dempsey is a Milton community on the TRREB MLS® system.
There are currently 37 active listings matching homes for sale in Dempsey, Milton, with a median asking price of $648,800 and an average of $594 per square foot. The pace here is balanced — there is usually room to see a property twice and negotiate on conditions.
Thinking of selling in Dempsey, Milton?
Get a valuation built on the actual comparable sales in this pocket, not an algorithm working off a national average.
Free home evaluationFrequently asked questions
How many homes for sale are there in Dempsey, Milton right now?
The count at the top of this page is live from the MLS® System and updates throughout the day, so it reflects current inventory rather than a cached snapshot.
What is the buying process in Dempsey, Milton?
Get a mortgage pre-approval, agree on representation with a brokerage, then start viewing. When you find the right property we prepare an Agreement of Purchase and Sale with the conditions that protect you — typically financing, home inspection, and status certificate review on a condo. Ontario has no statutory cooling-off period on resale homes, so conditions are the protection.
Can I find out what homes in Dempsey, Milton actually sold for?
Ask and I will send them. Sold prices are not published on this site, but I can pull the recent comparable sales for any street or building in Dempsey, Milton and email them to you — usually the same day.
Can I see a property that isn't on this site?
Yes. This site shows the board's public IDX inventory, and I can also arrange showings for exclusive listings and properties represented by any other brokerage.
Listing data is provided in part by the Toronto Regional Real Estate Board (TRREB) and is deemed reliable but is not guaranteed accurate. Information is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties. Data is updated every 15 minutes.