NewFor sale 50$849,000
3+1 bed3 bath1,500–2,000 sq ft
1268 Newell Street
Dempsey, Milton
4 days agoMLS® W13880968
RE/MAX PREMIER INC.
Real Estate in Dempsey
47 homes for sale and for rent in Dempsey
47 homes
NewFor sale 50
For sale 50$565,840
2 bed2 bath1,000–1,199 sq ft
1479 Maple Avenue #102
Dempsey, Milton
2 months agoMLS® W13613602
RE/MAX REAL ESTATE CENTRE INC.
NewFor rent 48$2,700/mo
2 bed2 bath1,100–1,500 sq ft
165 Hampshire Way #36
Dempsey, Milton
5 days agoMLS® W13875306
RE/MAX ABOUTOWNE REALTY CORP.
For rent 48$3,750/mo
3+1 bed3 bath1,500–2,000 sq ft
1220 Knight Trail
Dempsey, Milton
27 days agoMLS® W13791228
iCloud Realty Ltd.
For sale 46$889,900
3 bed4 bath1,500–2,000 sq ft
276 Fitzgerald Crescent
Dempsey, Milton
1 month agoMLS® W13747818
RE/MAX REALTY SERVICES INC.
For sale 45$1,339,000
4 bed4 bath2,500–3,000 sq ft
1239 Fox Crescent
Dempsey, Milton
1 month agoMLS® W13749700
RE/MAX REALTY SPECIALISTS INC.
NewFor sale 43$515,000
2 bed2 bath1,000–1,199 sq ft
1350 Main Street East
Dempsey, Milton
10 hours agoMLS® W14029514
Keller Williams Edge Realty
For sale 43$920,000
4 bed3 bath1,500–2,000 sq ft
1015 Borden Lane
Dempsey, Milton
12 days agoMLS® W13850350
EXP REALTY
For sale 41$579,100
2 bed2 bath1,000–1,199 sq ft
1380 Main Street East #210
Dempsey, Milton
19 days agoMLS® W13822814
RE/MAX GOLD REALTY INC.
For sale 40$849,000
3 bed3 bath1,500–2,000 sq ft
1379 Brandon Terrace
Dempsey, Milton
7 days agoMLS® W13866146
RE/MAX REALTY SPECIALISTS INC.
For sale 40$499,000
1+1 bed1 bath700–799 sq ft
1050 Main Street East #114
Dempsey, Milton
13 days agoMLS® W13843362
ROYAL LEPAGE CERTIFIED REALTY
For sale 40$1,049,900
3 bed4 bath1,500–2,000 sq ft
1319 Weller Cross
Dempsey, Milton
15 days agoMLS® W13835456
ROYAL LEPAGE MEADOWTOWNE REALTY
For sale 39$580,000
2 bed2 bath1,000–1,199 sq ft
1340 Main Street East #313
Dempsey, Milton
2 months agoMLS® W13609428
RE/MAX REALTY SPECIALISTS INC.
For sale 37$399,000
1 bed1 bath600–699 sq ft
1471 Maple Avenue North #110
Dempsey, Milton
25 days agoMLS® W13803982
ROYAL LEPAGE REAL ESTATE SERVICES LTD.
For sale 36$1,389,999
4 bed3 bath2,500–3,000 sq ft
116 Dixon Drive
Dempsey, Milton
19 days agoMLS® W13826006
ROYAL LEPAGE MEADOWTOWNE REALTY
For sale 36$1,149,900
4 bed3 bath2,000–2,500 sq ft
187 Cooke Crescent
Dempsey, Milton
27 days agoMLS® W13794070
RE/MAX REALTY SPECIALISTS INC.
For sale 36$775,000
3 bed4 bath1,500–2,000 sq ft
164 Panton Trail
Dempsey, Milton
1 month agoMLS® W13746410
Affinity Real Estate
For sale 36$949,000
3 bed3 bath1,500–2,000 sq ft
71 Livingston Road
Dempsey, Milton
1 month agoMLS® W13697148
REVEL REALTY INC.
For sale 36$399,900
1+1 bed1 bath700–799 sq ft
1479 Maple Avenue #206
Dempsey, Milton
1 month agoMLS® W13691544
CENTURY 21 GREEN REALTY INC.
NewFor sale 34$489,000
1+1 bed1 bath800–899 sq ft
1460 Main Street East #412
Dempsey, Milton
6 days agoMLS® W13873676
RE/MAX REAL ESTATE CENTRE INC.
NewFor rent 34$2,450/mo
1+1 bed1 bath800–899 sq ft
1460 Main Street East #412
Dempsey, Milton
6 days agoMLS® W13873384
RE/MAX REAL ESTATE CENTRE INC.
For sale 34$929,000
3+1 bed4 bath1,500–2,000 sq ft
1155 Davis Lane
Dempsey, Milton
20 days agoMLS® W13819440
Royal LePage Real Estate Services Ltd., Brokerage
For sale 34$469,900
1+1 bed1 bath800–899 sq ft
1390 Main Street East #107
Dempsey, Milton
3 months agoMLS® W13558296
RE/MAX PROFESSIONALS INC.
NewFor sale 33$1,149,999
4+1 bed4 bath2,000–2,500 sq ft
169 Cooke Crescent
Dempsey, Milton
20 hours agoMLS® W14004864
RE/MAX REAL ESTATE CENTRE INC.
For sale 33$569,900
2 bed2 bath1,000–1,199 sq ft
1487 Maple Avenue #401
Dempsey, Milton
20 days agoMLS® W13820572
For sale 32$879,900
3 bed3 bath1,500–2,000 sq ft
248 Pettigrew Trail
Dempsey, Milton
2 months agoMLS® W13597254
Royal LePage Meadowtowne Realty Inc., Brokerage
For sale 31$834,900
3 bed3 bath1,500–2,000 sq ft
241 Featherstone Road
Dempsey, Milton
1 month agoMLS® W13712870
RE/MAX HALLMARK REALTY LTD.
For sale 31$459,900
1 bed1 bath600–699 sq ft
1050 Main Street East #405
Dempsey, Milton
4 months agoMLS® W13226910
RE/MAX REALTY SPECIALISTS INC.
For sale 30$695,000
3 bed2 bath1,200–1,399 sq ft
1491 Maple Avenue #311
Dempsey, Milton
14 days agoMLS® W13823218
Royal LePage Lakes Of Muskoka - Clarke Muskoka Realty
For sale 30$699,000
2 bed3 bath1,200–1,399 sq ft
1208 Main Street East #201
Dempsey, Milton
2 months agoMLS® W13673142
SAM MCDADI REAL ESTATE INC.
How much does a home cost in 1029 - DE Dempsey, Milton?
The midpoint asking price of a home for sale in 1029 - DE Dempsey, Milton is $619,888 as of October 14, 2026. Half are asking between $515,000 and $889,900. There are 34 homes for sale in 1029 - DE Dempsey, Milton, including 12 houses, 16 condos and 6 townhouses.
8 listings were added in the last seven days.
Looking to rent instead? There are 13 rental listings in 1029 - DE Dempsey, Milton, including 8 apartments.