Dempsey Homes for Sale

There are currently 33 homes for sale in Dempsey, Milton, including 13 houses, 18 condos and 2 townhouses; the median asking price is $619,888. 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 28, 2026.

Dempsey Listings

1471 Maple Avenue 112, Milton — 2 bed, 2 bath, $569,888
276 Sherwood Road, Milton — 5 bed, 4 bath, $1,149,000
1350 Main Street E 105, Milton — 2 bed, 1 bath, $399,999
1390 Main Street E 107, Milton — 2 bed, 1 bath, $455,000
1491 Maple Avenue 401, Milton — 2 bed, 2 bath, $549,000
1311 Cartmer Way, Milton — 3 bed, 3 bath, $850,000
1479 Maple Avenue 102, Milton — 2 bed, 2 bath, $549,000
1380 Main Street E 112, Milton — 3 bed, 2 bath, $625,000
1471 Maple Avenue 302, Milton — 2 bed, 2 bath, $569,000
1483 Maple Avenue 414, Milton — 3 bed, 2 bath, $625,000
1350 Main Street E, Milton — 2 bed, 2 bath, $515,000
169 COOKE Crescent, Milton — 5 bed, 4 bath, $1,149,999
1491 Maple Avenue 206, Milton — 2 bed, 1 bath, $349,900
1208 Main Street E 103, Milton — 2 bed, 3 bath, $599,999
1268 Newell Street, Milton — 4 bed, 3 bath, $849,000
1460 Main Street E 412, Milton — 2 bed, 1 bath, $489,000
1015 Borden Lane, Milton — 4 bed, 3 bath, $920,000
1050 Main Street E 114, Milton — 2 bed, 1 bath, $499,000
116 Dixon Drive, Milton — 4 bed, 3 bath, $1,389,999
1491 Maple Avenue 311, Milton — 3 bed, 2 bath, $695,000

Dempsey Homes for Sale

Dempsey Listings

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