MLS® Listings
31 Homes for Sale in Dempsey
Condo Apartment$439,900
405 – 1050 E Main Street E 405
Dempsey, Milton
1 bed · 1 bath · 1 parking · 600-699 sq ft
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
Condo Townhouse$499,000
202 – 1204 Main Street E 202
Dempsey, Milton
2 bed · 3 bath · 1 parking · 1200-1399 sq ft
Listing courtesy of ROYAL CANADIAN REALTY
Condo Apartment$399,900
306 – 1380 Main Street E 306
Dempsey, Milton
1+1 bed · 1 bath · 1 parking · 700-799 sq ft
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
Semi-Detached $889,000
1155 Davis Lane
Dempsey, Milton
3+1 bed · 4 bath · 2 parking · 1500-2000 sq ft
Listing courtesy of Royal LePage Real Estate Services Ltd., Brokerage
Condo Apartment$569,888
112 – 1471 Maple Avenue 112
Dempsey, Milton
2 bed · 2 bath · 1 parking · 1000-1199 sq ft
Listing courtesy of HOUSESIGMA INC.
Condo Apartment$399,999
105 – 1350 Main Street E 105
Dempsey, Milton
1+1 bed · 1 bath · 1 parking · 800-899 sq ft
Listing courtesy of CENTURY 21 GREEN REALTY INC.
Condo Apartment$455,000
107 – 1390 Main Street E 107
Dempsey, Milton
1+1 bed · 1 bath · 1 parking · 800-899 sq ft
Listing courtesy of RE/MAX PROFESSIONALS INC.
Condo Apartment$549,000
401 – 1491 Maple Avenue 401
Dempsey, Milton
2 bed · 2 bath · 1 parking · 1000-1199 sq ft
Listing courtesy of ROYAL LEPAGE SIGNATURE REALTY
Condo Apartment$549,000
102 – 1479 Maple Avenue 102
Dempsey, Milton
2 bed · 2 bath · 1 parking · 1000-1199 sq ft
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
Condo Apartment$625,000
112 – 1380 Main Street E 112
Dempsey, Milton
3 bed · 2 bath · 2 parking · 1200-1399 sq ft
Listing courtesy of RE/MAX PREMIER INC.
Condo Apartment$569,000
302 – 1471 Maple Avenue 302
Dempsey, Milton
2 bed · 2 bath · 1 parking · 1000-1199 sq ft
Listing courtesy of RIGHT AT HOME REALTY
Condo Apartment$625,000
414 – 1483 Maple Avenue 414
Dempsey, Milton
2+1 bed · 2 bath · 1 parking · 1200-1399 sq ft
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
Condo Apartment$515,000
301 – 1350 Main Street E 301
Dempsey, Milton
2 bed · 2 bath · 1 parking · 1000-1199 sq ft
Listing courtesy of Keller Williams Edge Realty
Detached$1,149,999
169 COOKE Crescent
Dempsey, Milton
4+1 bed · 4 bath · 6 parking · 2000-2500 sq ft
Listing courtesy of RE/MAX REAL ESTATE CENTRE INC.
Condo Townhouse$599,999
103 – 1208 Main Street E 103
Dempsey, Milton
2 bed · 3 bath · 2 parking · 1000-1199 sq ft
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
Semi-Detached $849,000
1268 Newell Street
Dempsey, Milton
3+1 bed · 3 bath · 5 parking · 1500-2000 sq ft
Listing courtesy of RE/MAX PREMIER INC.
Store W Apt/Office$1,399,900
1272 Main Street E
Dempsey, Milton
1 bath
Listing courtesy of REAL ESTATE ADVISORS INC.
Semi-Detached $880,000
1015 Borden Lane
Dempsey, Milton
4 bed · 3 bath · 3 parking · 1500-2000 sq ft
Listing courtesy of EXP REALTY
Detached$1,389,999
116 Dixon Drive
Dempsey, Milton
4 bed · 3 bath · 6 parking · 2500-3000 sq ft
Listing courtesy of ROYAL LEPAGE MEADOWTOWNE REALTY
Condo Apartment$695,000
311 – 1491 Maple Avenue 311
Dempsey, Milton
3 bed · 2 bath · 1 parking · 1200-1399 sq ft
Listing courtesy of Royal LePage Lakes Of Muskoka - Clarke Muskoka Realty
Condo Apartment$569,900
401 – 1487 Maple Avenue 401
Dempsey, Milton
2 bed · 2 bath · 1 parking · 1000-1199 sq ft
Listing courtesy of RIGHT AT HOME REALTY
Condo Apartment$399,000
110 – 1471 N Maple Avenue N 110
Dempsey, Milton
1 bed · 1 bath · 1 parking · 600-699 sq ft
Listing courtesy of ROYAL LEPAGE REAL ESTATE SERVICES LTD.
Detached$1,149,900
187 Cooke Crescent
Dempsey, Milton
4 bed · 3 bath · 4 parking · 2000-2500 sq ft
Listing courtesy of RE/MAX REALTY SPECIALISTS INC.
Detached$1,049,900
214 Ellis Crescent
Dempsey, Milton
4+1 bed · 4 bath · 2 parking · 1500-2000 sq ft
Listing courtesy of CENTURY 21 ATRIA REALTY INC.
MLS® listing content displayed under TRREB license. CREA trademarks used under license where listing data is shown. Saigal Realty Inc., Brokerage — brokerage registered with the Real Estate Council of Ontario (RECO). Data last updated Nov 5, 2026, 10:35 p.m..
The trademarks REALTOR®, REALTORS®, and the REALTOR® logo are controlled by The Canadian Real Estate Association (CREA) and identify real estate professionals who are members of CREA. The trademarks MLS®, Multiple Listing Service® and the associated logos are owned by CREA and identify the quality of services provided by real estate professionals who are members of CREA. Used under license.
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