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Houses for Sale in 1029 - DE Dempsey Milton

Showing results 1 - 28 of 28

Uncover the perfect place to call home in 1029 - DE Dempsey, Milton with Square Yards Canada. Refine your search by filtering properties based on age, price trends, and other criteria to find your best pick. Choose from a wide range of properties across 1029 - DE Dempsey, Milton real estate, offering various square footage options for all needs. Explore a detailed brochure of all houses for sale in 1029 - DE Dempsey, and pick from a range of popular amenities like swimming pools, parking facilities, gyms and more. With over 28 properties on offer, find various residential and commercial properties across 1029 - DE Dempsey, Milton. Navigate through MLS listings to know the top pick across 1029 - DE Dempsey, Milton.

Last Updated: November 10, 2026

45 Photos

1239 Fox Crescent, Halton, ON , MLS #W13749700 , Image - 1

1239 Fox Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W13749700

Residential Freehold (Detached)

$1299999.0

Price drop by 7.1%

4 Beds
4 Baths
2500-3000 sq-ft

Original Owners, One Family Since New! Welcome To 1239 Fox Crescent, A Spacious 2,840 Sq Ft Detached Home In Dempsey, One Of Milton's Most Established

38 Photos

1479 Maple Avenue, Halton, ON , MLS #W13691544 , Image - 1

Unit-206, 1479 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W13691544

Residential Condo & Other (Condo Apartment)

$399900.0

Price drop by 11.1%

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to this spacious 1-bedroom + den condo in the highly sought-after Dempsey community of Milton! This freshly painted, carpet-free unit offers a

45 Photos

214 Ellis Crescent, Halton, ON , MLS #W14164314 , Image - 1

214 Ellis Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W14164314

Residential Freehold (Detached)

$999999.0

4 +1 Beds
4 Baths
1500-2000 sq-ft

Welcome to 214 Ellis Crescent, a beautifully appointed 4+1 bedroom, 4-bathroom home offering an ideal blend of space, comfort and functionality in a d

30 Photos

1380 Main Street E, Halton, ON , MLS #W14086898 , Image - 1

Unit-112, 1380 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W14086898

Residential Condo & Other (Condo Apartment)

$625000.0

3 Beds
2 Baths
1200-1399 sq-ft

THE CONDO THAT THINKS IT'S A BUNGALOW! Rarely Available Ground-Floor Suite In The Sought-After Bristol On Main - And It's Never Looked Better! Great P

Pre-Construction

The Laurels

6100 Regional Road 25, Milton

From $506,990 - $795,990

Project Info

7 Buildings
1768 Units
Condos

Property Mix

1 Bed(1425)
2 Bed(343)

Developer:Mattamy Homes

33 Photos

1350 Main Street E, Halton, ON , MLS #W14100656 , Image - 1

Unit-105, 1350 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W14100656

Residential Condo & Other (Condo Apartment)

$485000.0

1 +1 Beds
1 Baths
800-899 sq-ft

Beautiful 898 sq ft end-unit offering a bright and spacious 1 bedroom plus den layout, perfect for comfortable everyday living or a stylish work-from-

35 Photos

1050 Main Street E, Halton, ON , MLS #W14154490 , Image - 1

Unit-405, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W14154490

Residential Condo & Other (Condo Apartment)

$439900.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to Art on Main - Contemporary Condo Living in the Heart of Milton! Experience comfort, style, and convenience in this stunning 1-bedroom, 1-b

30 Photos

97 Dewar Court, Halton, ON , MLS #W14154204 , Image - 1

97 Dewar Court 1029 - DE Dempsey, Milton, Halton, ON MLS® W14154204

Residential Freehold (Detached)

$1389000.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome home! Impeccably maintained by its original owner and built by Greenpark Homes, this all-brick 4-bedroom home is ideally situated on a quiet,

34 Photos

1471 Maple Avenue N, Halton, ON , MLS #W13803982 , Image - 1

Unit-110, 1471 Maple Avenue N 1029 - DE Dempsey, Milton, Halton, ON MLS® W13803982

Residential Condo & Other (Condo Apartment)

$399000.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to this beautifully Freshly painted and Upgraded one-bedroom condo located in the vibrant Dempsey neighbourhood of Milton. Offering over 650 s

26 Photos

1204 Main Street E, Halton, ON , MLS #W14149794 , Image - 1

Unit-202, 1204 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W14149794

Residential Condo & Other (Condo Townhouse)

$499000.0

2 Beds
3 Baths
1200-1399 sq-ft

**Location, Convenience & Modern Living - All in One!** Enjoy the best of Milton's desirable Dempsey neighborhood, just minutes from Milton GO Station

25 Photos

1483 Maple Avenue, Halton, ON , MLS #W14032348 , Image - 1

Unit-414, 1483 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W14032348

Residential Condo & Other (Condo Apartment)

$625000.0

2 +1 Beds
2 Baths
1200-1399 sq-ft

Welcome to Maple Crossing Condos, located in a family-friendly neighbourhood in Milton! This beautifully maintained 1,275 sq. ft. top-floor condo offe

37 Photos

1340 MAIN Street E, Halton, ON , MLS #W13609428 , Image - 1

Unit-313, 1340 MAIN Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13609428

Residential Condo & Other (Condo Apartment)

$580000.0

Price drop by 7.2%

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Bristol on Main. This bright premium corner suite offers 1193 sqft. It has a sought-after split 2 bedroom layout, 2 full bathrooms, 2 priva

29 Photos

1208 Main Street E, Halton, ON , MLS #W13883678 , Image - 1

Unit-103, 1208 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13883678

Residential Condo & Other (Condo Townhouse)

$599999.0

2 Beds
3 Baths
1000-1199 sq-ft

Welcome to STAX on Main! This clean and beautifully maintained 2-bedroom, 2.5-bath stacked townhome offers a spacious, open-concept layout designed fo

46 Photos

187 Cooke Crescent, Halton, ON , MLS #W13794070 , Image - 1

187 Cooke Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W13794070

Residential Freehold (Detached)

$1149900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained family home, ideally situated on a quiet street in Milton's sought-after Dempsey Park neighbourhood. Offering t

28 Photos

1380 Main Street E, Halton, ON , MLS #W14141722 , Image - 1

Unit-306, 1380 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W14141722

Residential Condo & Other (Condo Apartment)

$399900.0

1 +1 Beds
1 Baths
700-799 sq-ft

Fantastic Location in Milton's Dempsey Park Community! Welcome to this bright and inviting 1-bedroom plus den, 1-bathroom condo offering a functional

43 Photos

1350 Main Street E, Halton, ON , MLS #W14029514 , Image - 1

Unit-301, 1350 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W14029514

Residential Condo & Other (Condo Apartment)

$515000.0

2 Beds
2 Baths
1000-1199 sq-ft

Beautiful and spacious 1013 sqft end-unit 'Windsor' model offering 2 bedrooms, 2 bathrooms, and plenty of thoughtfully designed living space. Complete

34 Photos

1155 Davis Lane, Halton, ON , MLS #W14140550 , Image - 1

1155 Davis Lane 1029 - DE Dempsey, Milton, Halton, ON MLS® W14140550

Residential Freehold (Semi-Detached )

$889000.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Welcome to this spacious and beautifully maintained semi-detached home in the desirable community of Milton. Offering an ideal blend of comfort, funct

43 Photos

1015 Borden Lane, Halton, ON , MLS #W13850350 , Image - 1

1015 Borden Lane 1029 - DE Dempsey, Milton, Halton, ON MLS® W13850350

Residential Freehold (Semi-Detached )

$880000.0

Price drop by 4.3%

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained 4-bedroom, 2.5-bathroom corner-lot semi-detached home in the highly sought-after Dempsey neighbourhood of Milto

18 Photos

169 COOKE Crescent, Halton, ON , MLS #W14004864 , Image - 1

169 COOKE Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W14004864

Residential Freehold (Detached)

$1149999.0

4 +1 Beds
4 Baths
2000-2500 sq-ft

Attention Families & Investors! Unbeatable value meets high-yield potential at 169 Cooke Cres, priced for a quick sale and ready for immediate closing

6 Photos

1390 Main Street E, Halton, ON , MLS #W14098514 , Image - 1

Unit-107, 1390 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W14098514

Residential Condo & Other (Condo Apartment)

$455000.0

1 +1 Beds
1 Baths
800-899 sq-ft

Welcome to Bristol on Main Condominiums! Ground floor unit facing park with a park view. Walk out patio from kitchen. BBQ allowed. Breakfast style cou

19 Photos

1491 Maple Avenue, Halton, ON , MLS #W14094342 , Image - 1

Unit-401, 1491 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W14094342

Residential Condo & Other (Condo Apartment)

$549000.0

2 Beds
2 Baths
1000-1199 sq-ft

A stunning corner unit with an abundance of light, wonderful view and a vaulted ceiling are what seperates this unit from other condo in Milton! This

50 Photos

1479 Maple Avenue, Halton, ON , MLS #W14086952 , Image - 1

Unit-102, 1479 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W14086952

Residential Condo & Other (Condo Apartment)

$549000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to 1479 Maple Avenue, where condo living meets the feel of your own private retreat. This rarely offered 2-bedroom, 2-bathroom suite boasts ov

26 Photos

1471 Maple Avenue, Halton, ON , MLS #W14034120 , Image - 1

Unit-302, 1471 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W14034120

Residential Condo & Other (Condo Apartment)

$569000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to this beautifully maintained 1,057 sq. ft. condo in a highly desirable, family-friendly Milton location near James Snow Pkwy and Main St E.

46 Photos

1268 Newell Street, Halton, ON , MLS #W13880968 , Image - 1

1268 Newell Street 1029 - DE Dempsey, Milton, Halton, ON MLS® W13880968

Residential Freehold (Semi-Detached )

$849000.0

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful 3-bedroom semi-detached home in the highly sought-after Dempsey neighborhood of Milton! Featuring a bright and functional la

35 Photos

71 Livingston Road, Halton, ON , MLS #W13697148 , Image - 1

71 Livingston Road 1029 - DE Dempsey, Milton, Halton, ON MLS® W13697148

Residential Freehold (Detached)

$949000.0

Price drop by 3.1%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained three bedroom bungaloft ideally situated on a desirable corner lot in the sought-after Dempsey neighbourhood.

46 Photos

276 Fitzgerald Crescent, Halton, ON , MLS #W13747818 , Image - 1

276 Fitzgerald Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W13747818

Residential Freehold (Semi-Detached )

$889900.0

3 Beds
4 Baths
1500-2000 sq-ft

Prime location! One of the biggest highlights of this home is the unbeatable convenience it offers - situated just steps from a major shopping plaza w

36 Photos

116 Dixon Drive, Halton, ON , MLS #W13826006 , Image - 1

116 Dixon Drive 1029 - DE Dempsey, Milton, Halton, ON MLS® W13826006

Residential Freehold (Detached)

$1389999.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 116 Dixon Drive, ideally situated in Milton's sought after Dempsey neighbourhood. This beautiful upgraded home offers a dynamic, open conce

25 Photos

1491 Maple Avenue, Halton, ON , MLS #W13823218 , Image - 1

Unit-311, 1491 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W13823218

Residential Condo & Other (Condo Apartment)

$695000.0

3 Beds
2 Baths
1200-1399 sq-ft

Welcome to this 1,240 sq.ft. beautifully updated 3-bedroom, 2-bathroom condo offering the perfect blend of style, comfort, & convenience for low maint

23 Photos

1202 Main Street E, Halton, ON , MLS #W13651452 , Image - 1

Unit-108, 1202 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13651452

Residential Condo & Other (Condo Townhouse)

$619888.0

2 Beds
3 Baths
1000-1199 sq-ft

Truly Refined Condo Living Awaits Inside This Absolutely Stunning & Incredibly Spacious End Unit Townhome, Nestled In The Heart Of Charming Milton! Th

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