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Homes for sale in Dempsey, Milton ON

Dempsey housing market trends
1 - 29 of 29 Homes
1210 Main Street Unit 203, Milton, ON L9T 9K8
$715,000
2 3 1,238 Sqft TOWNHOUSE
1210 Main Street Unit 203, Milton, ON L9T 9K8
New 30 hours Open 9/20
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371 Alexander Cres, Milton, ON L9T 6K7
$1,399,900
4 4 Single family
371 Alexander Cres, Milton, ON L9T 6K7
New 4 Days
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68 Robarts Dr, Milton, ON L9T 5P3
$1,335,000
5 4 Single family
68 Robarts Dr, Milton, ON L9T 5P3
New 5 Days
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1339 Brandon Ter, Milton, ON L9T 7R4
$899,900
5 4 Single family
1339 Brandon Ter, Milton, ON L9T 7R4
New 7 Days
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412 1460 Main St E, Milton, ON L9T 8W5
$545,000
2 1 Single family
412 1460 Main St E, Milton, ON L9T 8W5
8 Days
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71 165 Hampshire Way, Milton De Dempsey, ON L9T 8M7
$849,900
3 3 Single family
71 165 Hampshire Way, Milton De Dempsey, ON L9T 8M7
8 Days
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113 Panton Trl, Milton, ON L9T 6K2
$899,900
3 3 Single family
113 Panton Trl, Milton, ON L9T 6K2
8 Days
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1483 Maple Avenue Unit 204, Milton, ON L9T 0B6
$459,999
1 1 635 Sqft CONDO
1483 Maple Avenue Unit 204, Milton, ON L9T 0B6
8 Days
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312 1370 Main St E, Milton, ON L9T 7S8
$639,900
2 2 Single family
312 1370 Main St E, Milton, ON L9T 7S8
11 Days
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1380 Main Street E Unit 407, Milton, ON L9T 7S4
$523,900
3 1 893 Sqft Single family
1380 Main Street E Unit 407, Milton, ON L9T 7S4
12 Days
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304 1360 Main St E, Milton, ON L9T 7S5
$499,000
1 1 Single family
304 1360 Main St E, Milton, ON L9T 7S5
13 Days
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169 Cooke Cres, Milton, ON L9T 6E5
$1,349,999
5 4 Single family
169 Cooke Cres, Milton, ON L9T 6E5
13 Days
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46 Livingston Rd, Milton, ON L9T 6B7
$999,000
3 3 Single family
46 Livingston Rd, Milton, ON L9T 6B7
13 Days
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194 Cooke Cres, Milton, ON L9T 6E4
$1,299,900
5 4 Single family
194 Cooke Cres, Milton, ON L9T 6E4
14 Days
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231 Sherwood Rd, Milton, ON L9T 7C1
$850,000
3 3 Single family
231 Sherwood Rd, Milton, ON L9T 7C1
17 Days
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208 1210 Main St E, Milton, ON L9T 9K8
$740,000
2 3 Single family
208 1210 Main St E, Milton, ON L9T 9K8
19 Days
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204 1483 Maple Ave, Milton, ON L9T 0B6
$459,999
1 1 Single family
204 1483 Maple Ave, Milton, ON L9T 0B6
19 Days
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406 1471 Maple Ave, Milton, ON L9T 0B4
$479,900
2 1 Single family
406 1471 Maple Ave, Milton, ON L9T 0B4
21 Days
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323 Pettigrew Trl, Milton, ON L9T 5X8
$998,800
3 4 Single family
323 Pettigrew Trl, Milton, ON L9T 5X8
25 Days
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105 1208 Main St E, Milton, ON L9T 9K7
$599,999
2 3 Single family
105 1208 Main St E, Milton, ON L9T 9K7
26 Days
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Homes near your top schools
The right school is important. Search for homes by school boundaries and ratings.
278 Van Allen Gate, Milton, ON L9T 5Y9
$874,900
3 4 Single family
278 Van Allen Gate, Milton, ON L9T 5Y9
27 Days
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520 1050 Main St E, Milton De Dempsey, ON L9T 9M3
$725,000
3 2 Single family
520 1050 Main St E, Milton De Dempsey, ON L9T 9M3
29 Days
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212 1340 Main St E, Milton, ON L9T 7S6
$14K
$715,888
3 2 Single family
212 1340 Main St E, Milton, ON L9T 7S6
30 Days
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1080 Hatton Xing, Milton, ON L9T 5P6
$79K
$1,499,900
4 4 Single family
1080 Hatton Xing, Milton, ON L9T 5P6
32 Days
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409 1450 Main St, Milton, ON L9T 8W4
$10K
$589,900
2 1 Single family
409 1450 Main St, Milton, ON L9T 8W4
32 Days
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176 Cooke Cres, Milton, ON L9T 6E5
$1,348,000
4 3 Single family
176 Cooke Cres, Milton, ON L9T 6E5
32 Days
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194 Manley Ln, Milton, ON L9T 5N8
$1,399,900
6 5 Single family
194 Manley Ln, Milton, ON L9T 5N8
33 Days
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1050 Main Street E Unit 1004, Milton, ON L9T 9M3
$15K
$574,900
2 1 678 Sqft Single family
1050 Main Street E Unit 1004, Milton, ON L9T 9M3
71 Days
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1491 Maple Avenue Unit 409, Milton, ON L9T 0B8
$599,900
2 1 767 Sqft Single family
1491 Maple Avenue Unit 409, Milton, ON L9T 0B8
73 Days
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          Dempsey Milton, ON REAL ESTATE INSIGHTS
          Dempsey housing market trends
          • Active Listings

            29

          • Single family

            27

          • Townhouse

            1

          • Condo

            1

          • New Homes

            8

          • Open House

            0

          • Days on Houseful

            15

          • Median List Price

            $740K


          The Houseful advantage
          Houseful gives you access to the most up-to-the-minute information in Dempsey.
          As a licensed brokerage in Ontario, Alberta, British Columbia and Manitoba, Houseful has access to the latest real estate data including Dempsey single family homes, Dempsey condos, Dempsey townhouses, Dempsey open houses, Dempsey new listings, Dempsey price reduced homes, Dempsey recently sold homes, market trends, Dempsey homes with a pool and more in Ontario and beyond.
          Not seeing what you're looking for?
          Expand your real estate search to other areas, such as Dorset Park and Clarke. When you're ready to buy, Houseful will connect you directly to a licensed local real estate agent who can guide you on your journey to buying your dream home.


          Frequently asked questions

          What is the median home price in Dempsey, Milton ON?

          In August 2025 the median list price of a home in Dempsey, Milton ON was $ 724,950.

          What is the median size of a home for sale in Dempsey, Milton ON?

          In August 2025 the median size of a home for sale in Dempsey, Milton ON was 904 Sqft.

          How many MLS® listings are there in Dempsey, Milton ON?

          In August 2025 the median number of MLS® listings in Dempsey, Milton ON was 54.

          Are home prices dropping in Dempsey, Milton ON?

          In August 2025 the median list price of a home in Dempsey, Milton ON was $ 724,950. This was a -0.56% decrease compared to the median list price of $ 729,000 in July 2025.

          Home Journey How-To's
          Real estate & homes for sale nearby Dempsey Milton, ON

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