REAL ESTATE AGENT

Dempsey

Discover homes for sale and expert real estate services in Dempsey

Dempsey Market Stats

$749K

Avg. Price

42

Active Listings

38

Avg. Days on Site

$900K - $1.8M

Local Price Range

Dempsey Market Pulse

Live Dempsey market data updated daily

Average Price

$748,676

6-month price trend

Active Listings

42

6-month inventory trend

38 days

Avg. time on market

$643

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 · $522M+ sold · 150+ 5-star reviews

Market Trends

July 2026 Mississauga Market Report

Mississauga overall: avg. detached $1,256,800 · 32 days on market · -11.4% MoM

Available Listings in Dempsey

Browse the latest homes for sale in Dempsey

1050 Main Street Unit 114 - New Construction for sale in Dempsey, Ontario
active
New

$499,000

1050 Main Street Unit 114

2 beds1 baths700 - 1,099 sqft
71 Livingston Road - Detached for sale in Dempsey, Ontario
active
New

$979,000

71 Livingston Road

3 beds3 baths1,500 - 1,999 sqft
1479 Maple Avenue Unit 206 - Condo for sale in Dempsey, Ontario
active
New

$449,900

1479 Maple Avenue Unit 206

2 beds1 baths700 - 1,099 sqft
1208 Main Street Unit 201 - Condo for sale in Dempsey, Ontario
active

$699,000

1208 Main Street Unit 201

2 beds3 baths1,200 sqft
166 Panton Trail - Townhouse for sale in Dempsey, Ontario
active

$809,900

166 Panton Trail

3 beds4 baths1,100 - 1,499 sqft
214 Pettigrew Trail - Semi-Detached for sale in Dempsey, Ontario
active

$898,888

214 Pettigrew Trail

3 beds3 baths1,500 - 1,999 sqft
1110 DAVIS Lane - Semi-Detached for sale in Dempsey, Ontario
active

$969,000

1110 DAVIS Lane

4 beds4 baths1,500 - 1,999 sqft
1190 Fox Crescent - Detached for sale in Dempsey, Ontario
active

$999,000

1190 Fox Crescent

3 beds3 baths1,500 - 1,999 sqft
1471 Maple Avenue Unit 110 - Condo for sale in Dempsey, Ontario
active

$449,888

1471 Maple Avenue Unit 110

1 beds1 baths600 sqft
1202 Main Street Unit 108 - Condo for sale in Dempsey, Ontario
active

$619,888

1202 Main Street Unit 108

2 beds3 baths1,000 sqft
137 Fitzgerald Crescent - Detached for sale in Dempsey, Ontario
active

$1,279,900

137 Fitzgerald Crescent

4 beds4 baths1,500 - 1,999 sqft
1009 Woodward Avenue - Detached for sale in Dempsey, Ontario
active

$1,449,000

1009 Woodward Avenue

8 beds6 baths3,000 - 3,499 sqft
95 Waters Boulevard - Townhouse for sale in Dempsey, Ontario
active

$829,000

95 Waters Boulevard

3 beds4 baths1,100 - 1,499 sqft
1487 Maple Avenue Unit 307 - Condo for sale in Dempsey, Ontario
active

$460,000

1487 Maple Avenue Unit 307

2 beds1 baths800 sqft
1479 Maple Avenue Unit 102 - Condo for sale in Dempsey, Ontario
active

$565,840

1479 Maple Avenue Unit 102

2 beds2 baths1,000 sqft
1479 Maple Avenue Unit 405 - Condo for sale in Dempsey, Ontario
active

$534,900

1479 Maple Avenue Unit 405

2 beds1 baths800 sqft
1340 MAIN Street Unit 313 - Condo for sale in Dempsey, Ontario
active

$610,000

1340 MAIN Street Unit 313

2 beds2 baths1,000 sqft
1460 Main Street Unit 412 - Condo for sale in Dempsey, Ontario
active

$499,000

1460 Main Street Unit 412

2 beds1 baths800 sqft
1245 Newell Street - Detached for sale in Dempsey, Ontario
active

$949,907

1245 Newell Street

3 beds3 baths1,500 - 1,999 sqft
248 Pettigrew Trail - Semi-Detached for sale in Dempsey, Ontario
active

$899,900

248 Pettigrew Trail

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

$599,900

1350 Main Street Unit 412

3 beds2 baths1,200 sqft
1440 Main Street Unit 303 - Condo for sale in Dempsey, Ontario
active

$499,900

1440 Main Street Unit 303

2 beds1 baths800 sqft
1491 Maple Avenue Unit 401 - Condo for sale in Dempsey, Ontario
active

$569,000

1491 Maple Avenue Unit 401

2 beds2 baths1,000 sqft
1491 Maple Avenue Unit 111 - Condo for sale in Dempsey, Ontario
active

$729,000

1491 Maple Avenue Unit 111

3 beds2 baths1,200 sqft
1380 Main Street Unit 210 - Condo for sale in Dempsey, Ontario
active

$589,777

1380 Main Street Unit 210

2 beds2 baths1,000 sqft
1015 Borden Lane - Semi-Detached for sale in Dempsey, Ontario
active

$949,500

1015 Borden Lane

4 beds3 baths1,500 - 1,999 sqft
1248 Newell Street - Semi-Detached for sale in Dempsey, Ontario
active

$859,990

1248 Newell Street

3 beds3 baths1,500 - 1,999 sqft
187 Cooke Crescent - Detached for sale in Dempsey, Ontario
active

$1,174,900

187 Cooke Crescent

4 beds3 baths2,000 - 2,499 sqft
1390 Main Street Unit 107 - Condo for sale in Dempsey, Ontario
active

$479,900

1390 Main Street Unit 107

2 beds1 baths800 sqft
165 Hampshire Way Unit 153 - Townhouse for sale in Dempsey, Ontario
active

$685,000

165 Hampshire Way Unit 153

2 beds2 baths1,100 - 1,499 sqft
1450 Main Street Unit 210 - Condo for sale in Dempsey, Ontario
active

$459,900

1450 Main Street Unit 210

2 beds1 baths700 - 1,099 sqft
1268 Newell Street - Semi-Detached for sale in Dempsey, Ontario
active

$895,000

1268 Newell Street

4 beds3 baths1,500 - 1,999 sqft
225 Ellis Crescent - Detached for sale in Dempsey, Ontario
active

$1,099,999

225 Ellis Crescent

4 beds3 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
1380 Main Street Unit 303 - Condo for sale in Dempsey, Ontario
active

$489,000

1380 Main Street Unit 303

2 beds1 baths700 - 1,099 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
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
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

$1,089,000

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
1340 Main Street Unit 113 - Condo for sale in Dempsey, Ontario
active

$545,000

1340 Main Street Unit 113

2 beds2 baths1,000 sqft
1254 Main Street - Townhouse for sale in Dempsey, Ontario
active

$1,300,000

1254 Main Street

3 beds4 baths2,000 - 2,499 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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