Dempsey Homes for Sale

There are currently 30 homes for sale in Dempsey, Milton, including 15 houses, 12 condos and 3 townhouses; the median asking price is $749,500. Browse the newest Dempsey listings below with photos, prices and property details. Buy in Dempsey with Modern Solution Realty and receive up to $5,000 cashback at closing (subject to the program terms), or list your Dempsey home for a 1% listing commission.

Source: MLS® data from the Toronto Regional Real Estate Board (TRREB) and other Ontario real estate boards via PropTx. Active listings; counts updated October 10, 2026.

Dempsey Listings

1050 Main Street E 114, Milton — 2 bed, 1 bath, $499,000
1319 Weller Cross, Milton — 3 bed, 4 bath, $1,049,900
116 Dixon Drive, Milton — 4 bed, 3 bath, $1,389,999
1491 Maple Avenue 311, Milton — 3 bed, 2 bath, $695,000
1380 Main Street E 210, Milton — 2 bed, 2 bath, $579,100
1487 Maple Avenue 401, Milton — 2 bed, 2 bath, $599,900
1155 Davis Lane, Milton — 3 bed, 4 bath, $929,000
1471 N Maple Avenue N 110, Milton — 1 bed, 1 bath, $399,000
187 Cooke Crescent, Milton — 4 bed, 3 bath, $1,149,900
1460 Main Street E 412, Milton — 2 bed, 1 bath, $419,000
214 Ellis Crescent, Milton — 5 bed, 4 bath, $1,149,900
169 COOKE Crescent, Milton — 5 bed, 4 bath, $1,149,000
1239 Fox Crescent, Milton — 4 bed, 4 bath, $1,399,000
276 Fitzgerald Crescent, Milton — 3 bed, 4 bath, $889,900
164 Panton Trail, Milton — 3 bed, 4 bath, $799,999
1110 DAVIS Lane, Milton — 4 bed, 4 bath, $949,000
1471 Maple Avenue 112, Milton — 2 bed, 2 bath, $589,900
1208 Main Street E 103, Milton — 2 bed, 3 bath, $648,800
241 Featherstone Road, Milton — 3 bed, 3 bath, $844,900
71 Livingston Road, Milton — 3 bed, 3 bath, $979,000

Dempsey Homes for Sale

Dempsey Listings

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