REAL ESTATE AGENT

Dempsey

Discover homes for sale and expert real estate services in Dempsey

Dempsey Market Stats

$780K

Avg. Price

48

Active Listings

37

Avg. Days on Site

$900K - $1.8M

Local Price Range

Dempsey Market Pulse

Live Dempsey market data updated daily

Average Price

$780,431

6-month price trend

Active Listings

48

6-month inventory trend

37 days

Avg. time on market

$649

Avg. price per sqft

30

Walk Score

$900K - $1.8M

Price Range

About Dempsey

Rural Charm Meets Suburbia

Dempsey occupies Milton's semi-rural northern fringe, where suburban development meets rolling countryside and agricultural land. The neighbourhood offers larger lots, newer estate-style homes, and a peaceful atmosphere that feels far removed from the city. Country Heritage Park and surrounding natural areas provide a distinctive backdrop for residents who appreciate open space and rural character.

Who Lives Here:

Families seeking space and rural lifestyle enthusiasts. The neighbourhood attracts buyers wanting larger properties, privacy, and a quieter pace of life.

Dempsey neighbourhood - homes and real estate in Milton, Ontario

Nearby Schools

  • Milton District High School

    Public High School

  • Bishop Reding CSS

    Catholic High School

  • Hawthorne Village Public School

    Public Elementary

  • St. Anthony of Padua Catholic School

    Catholic Elementary

Transit & Commuting

  • Milton Transit bus service
  • Highway 401 and Highway 25 access
  • Milton GO Station within driving distance
  • 45-minute drive to Toronto Pearson Airport

Parks & Amenities

  • Dempsey Community Park
  • Country Heritage Park
  • Nature trails and conservation lands
  • Rural cycling routes
  • Local farm markets
Joe Battaglia, Broker — Battaglia Team REMAX Realty Specialists

Joe Battaglia, Broker

30+ years in Dempsey & Mississauga · $518M+sold · 150+ 5-star reviews

Market Trends

June 2026 Mississauga Market Report

Mississauga overall: avg. detached $1,482,130 · 29 days on market · +4.4% MoM

Available Listings in Dempsey

Browse the latest homes for sale in Dempsey

1360 Main Street Unit 304 - Condo for sale in Dempsey, Ontario
active
New

$399,900

1360 Main Street Unit 304

1 beds1 baths600 sqft
40 Dills Crescent - Detached for sale in Dempsey, Ontario
active
New

$999,990

40 Dills Crescent

5 beds4 baths1,500 - 1,999 sqft
212 Ellis Crescent - Detached for sale in Dempsey, Ontario
active
New

$1,100,000

212 Ellis Crescent

4 beds4 baths2,000 - 2,499 sqft
248 Pettigrew Trail - Semi-Detached for sale in Dempsey, Ontario
active
New

$919,900

248 Pettigrew Trail

3 beds3 baths1,500 - 1,999 sqft
147 Waters Boulevard - Semi-Detached for sale in Dempsey, Ontario
active

$899,000

147 Waters Boulevard

4 beds4 baths1,500 - 1,999 sqft
88 Manley Lane - Townhouse for sale in Dempsey, Ontario
active

$799,900

88 Manley Lane

3 beds3 baths1,100 - 1,499 sqft
1297 Roper Drive - Detached for sale in Dempsey, Ontario
active

$1,199,000

1297 Roper Drive

5 beds4 baths2,000 - 2,499 sqft
1380 Main Street Unit 210 - Condo for sale in Dempsey, Ontario
active

$619,900

1380 Main Street Unit 210

2 beds2 baths1,000 sqft
113 Panton Trail - Townhouse for sale in Dempsey, Ontario
active

$799,900

113 Panton Trail

3 beds3 baths1,100 - 1,499 sqft
165 Hampshire Way Unit 106 - Townhouse for sale in Dempsey, Ontario
active

$688,800

165 Hampshire Way Unit 106

2 beds3 baths1,100 - 1,499 sqft
1450 Main Street Unit 412 - Condo for sale in Dempsey, Ontario
active

$489,900

1450 Main Street Unit 412

2 beds1 baths800 sqft
165 HAMPSHIRE Way Unit 128 - Townhouse for sale in Dempsey, Ontario
active

$689,911

165 HAMPSHIRE Way Unit 128

2 beds2 baths1,100 - 1,499 sqft
1483 Maple Avenue Unit 409 - Condo for sale in Dempsey, Ontario
active

$529,900

1483 Maple Avenue Unit 409

2 beds1 baths700 - 1,099 sqft
1483 Maple Avenue Unit 205 - Condo for sale in Dempsey, Ontario
active

$509,000

1483 Maple Avenue Unit 205

2 beds1 baths800 sqft
1380 Main Street Unit 303 - Condo for sale in Dempsey, Ontario
active

$497,000

1380 Main Street Unit 303

2 beds1 baths700 - 1,099 sqft
1201 Mowat Lane - Semi-Detached for sale in Dempsey, Ontario
active

$899,000

1201 Mowat Lane

3 beds4 baths1,500 - 1,999 sqft
1390 Main Street Unit 405 - Condo for sale in Dempsey, Ontario
active

$499,999

1390 Main Street Unit 405

2 beds1 baths800 sqft
1350 Main Street Unit 301 - Condo for sale in Dempsey, Ontario
active

$560,000

1350 Main Street Unit 301

2 beds2 baths1,000 sqft
1340 Main Street Unit 202 - Condo for sale in Dempsey, Ontario
active

$595,000

1340 Main Street Unit 202

2 beds2 baths1,000 sqft
1201 Fox Crescent - Detached for sale in Dempsey, Ontario
active

$1,299,999

1201 Fox Crescent

4 beds3 baths2,000 - 2,499 sqft
267 Fitzgerald Crescent - Semi-Detached for sale in Dempsey, Ontario
active

$899,900

267 Fitzgerald Crescent

4 beds4 baths1,500 - 1,999 sqft
1390 Main Street Unit 107 - Condo for sale in Dempsey, Ontario
active

$489,000

1390 Main Street Unit 107

2 beds1 baths800 sqft
1317 Weller Cross - Detached for sale in Dempsey, Ontario
active

$1,329,900

1317 Weller Cross

5 beds4 baths2,000 - 2,499 sqft
1487 Maple Avenue Unit 403 - Condo for sale in Dempsey, Ontario
active

$499,000

1487 Maple Avenue Unit 403

2 beds1 baths800 sqft
1050 Main Street Unit 114 - New Construction for sale in Dempsey, Ontario
active

$520,000

1050 Main Street Unit 114

2 beds1 baths700 - 1,099 sqft
1370 Main Street Unit 309 - Condo for sale in Dempsey, Ontario
active

$499,900

1370 Main Street Unit 309

2 beds1 baths700 - 1,099 sqft
236 Fitzgerald Crescent - Townhouse for sale in Dempsey, Ontario
active

$798,900

236 Fitzgerald Crescent

3 beds3 baths1,100 - 1,499 sqft
1479 Maple Avenue Unit 405 - Condo for sale in Dempsey, Ontario
active

$579,000

1479 Maple Avenue Unit 405

2 beds1 baths800 sqft
1248 Newell Street - Semi-Detached for sale in Dempsey, Ontario
active

$899,990

1248 Newell Street

3 beds3 baths1,500 - 1,999 sqft
1050 Main Street Unit 405 - Condo for sale in Dempsey, Ontario
active

$459,900

1050 Main Street Unit 405

1 beds1 baths600 sqft
1193 Knight Trail - Detached for sale in Dempsey, Ontario
active

$1,149,000

1193 Knight Trail

4 beds3 baths2,000 - 2,499 sqft
276 Fitzgerald Crescent - Semi-Detached for sale in Dempsey, Ontario
active

$929,000

276 Fitzgerald Crescent

3 beds4 baths1,500 - 1,999 sqft
1202 Main Street Unit 108 - Condo for sale in Dempsey, Ontario
active

$649,888

1202 Main Street Unit 108

2 beds3 baths1,000 sqft
175 Manley Lane - Semi-Detached for sale in Dempsey, Ontario
active

$899,000

175 Manley Lane

4 beds4 baths1,500 - 1,999 sqft
1268 Newell Street - Semi-Detached for sale in Dempsey, Ontario
active

$921,000

1268 Newell Street

4 beds3 baths1,500 - 1,999 sqft
241 Featherstone Road - Detached for sale in Dempsey, Ontario
active

$854,900

241 Featherstone Road

3 beds3 baths1,500 - 1,999 sqft
165 Hampshire Way Unit 95 - Townhouse for sale in Dempsey, Ontario
active

$675,000

165 Hampshire Way Unit 95

2 beds2 baths1,100 - 1,499 sqft
40 Dills Crescent - Detached for sale in Dempsey, Ontario
active

$1,089,990

40 Dills Crescent

5 beds4 baths1,500 - 1,999 sqft
1479 Maple Avenue Unit 102 - Condo for sale in Dempsey, Ontario
active

$579,700

1479 Maple Avenue Unit 102

2 beds2 baths1,000 sqft
1340 Main Street Unit 113 - Condo for sale in Dempsey, Ontario
active

$589,000

1340 Main Street Unit 113

2 beds2 baths1,000 sqft
53 Dills Crescent - Detached for sale in Dempsey, Ontario
active

$949,000

53 Dills Crescent

3 beds3 baths1,500 - 1,999 sqft
1350 Main Street Unit 412 - Condo for sale in Dempsey, Ontario
active

$629,900

1350 Main Street Unit 412

3 beds2 baths1,200 sqft
1254 Main Street - Townhouse for sale in Dempsey, Ontario
active

$1,300,000

1254 Main Street

3 beds4 baths2,000 - 2,499 sqft
187 Cooke Crescent - Detached for sale in Dempsey, Ontario
active

$1,189,900

187 Cooke Crescent

4 beds3 baths2,000 - 2,499 sqft
1050 Main Street Unit 618 - Condo for sale in Dempsey, Ontario
active

$659,900

1050 Main Street Unit 618

3 beds2 baths900 sqft
136 Manley Lane - Townhouse for sale in Dempsey, Ontario
active

$899,999

136 Manley Lane

4 beds3 baths1,100 - 1,499 sqft
1050 Main Street Unit 1014 - Condo for sale in Dempsey, Ontario
active

$725,000

1050 Main Street Unit 1014

3 beds2 baths900 sqft
162 Panton Trail - Townhouse for sale in Dempsey, Ontario
active

$799,000

162 Panton Trail

3 beds3 baths1,100 - 1,499 sqft

Frequently Asked Questions About Dempsey

Common questions about living in and buying real estate in Dempsey, Milton

Ready to Find Your Home in Dempsey?

The Battaglia Team is here to help you navigate the Dempsey real estate market with expert guidance every step of the way.

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