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Houses for Sale in 1029 - DE Dempsey Milton

Showing results 1 - 30 of 34

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 34 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: October 08, 2026

33 Photos

1460 Main Street E, Halton, ON , MLS #W13873676 , Image - 1

Unit-412, 1460 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13873676

Residential Condo & Other (Condo Apartment)

$489000.0

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

Welcome to Penthouse Suite 412 at 1460 Main Street East in the highly desirable Dempsey neighbourhood of Milton. This bright and beautifully upgraded

29 Photos

166 Panton Trail, Halton, ON , MLS #W13671298 , Image - 1

166 Panton Trail 1029 - DE Dempsey, Milton, Halton, ON MLS® W13671298

Residential Freehold (Att/Row/Townhouse)

$809900.0

3 Beds
4 Baths
1100-1500 sq-ft

Welcome to an easy place to start your next chapter. Offering 1,445 sq. ft., 3 bedrooms, 2 full baths + 2 powder rooms and a single-car garage, this D

40 Photos

1379 Brandon Terrace, Halton, ON , MLS #W13866146 , Image - 1

1379 Brandon Terrace 1029 - DE Dempsey, Milton, Halton, ON MLS® W13866146

Residential Freehold (Att/Row/Townhouse)

$849000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 1379 Brandon Terrace, Milton! This inviting 3-bedroom townhome combines stylish finishes with comfortable spaces for everyday living. Rich

6 Photos

1390 Main Street E, Halton, ON , MLS #W13558296 , Image - 1

Unit-107, 1390 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13558296

Residential Condo & Other (Condo Apartment)

$469900.0

Price drop by 2.1%

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

Open House : Sat Oct 10, 01:00 PM to 03:00 PM

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

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

Open House : Sun Oct 11, 12:00 PM to 05:00 PM

28 Photos

1321 Cartmer Way, Halton, ON , MLS #W13769722 , Image - 1

1321 Cartmer Way 1029 - DE Dempsey, Milton, Halton, ON MLS® W13769722

Residential Freehold (Att/Row/Townhouse)

$849900.0

Price drop by 2.8%

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

SEPARATE ENTRANCE to a FINISHED BASEMENT featuring a KITCHEN and FULL WASHROOM -an exceptional setup for extended family, guests or flexible additiona

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

49 Photos

1050 Main Street E, Halton, ON , MLS #W13843362 , Image - 1

Unit-114, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13843362

Residential Condo & Other (Condo Apartment)

$499000.0

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

HOME SWEET HOME - Welcome to the Prestigious Art on Main, where luxury meets lifestyle in this amazing layout of 744 square foot ground-floor residenc

36 Photos

164 Panton Trail, Halton, ON , MLS #W13746410 , Image - 1

164 Panton Trail 1029 - DE Dempsey, Milton, Halton, ON MLS® W13746410

Residential Freehold (Att/Row/Townhouse)

$775000.0

Price drop by 3.1%

3 Beds
4 Baths
1500-2000 sq-ft

Beautifully Maintained 3-Bedroom + Den Townhome in Northeast Milton! This inviting home offers an ideal blend of comfort and functionality on a quiet,

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)

$1339000.0

Price drop by 4.3%

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

40 Photos

1319 Weller Cross, Halton, ON , MLS #W13835456 , Image - 1

1319 Weller Cross 1029 - DE Dempsey, Milton, Halton, ON MLS® W13835456

Residential Freehold (Detached)

$1049900.0

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to 1319 Weller Crossing, a 3-bedroom, 4-bathroom detached home in Milton's Dempsey neighbourhood, offering inviting spaces inside and out. The

50 Photos

1479 Maple Avenue, Halton, ON , MLS #W13613602 , Image - 1

Unit-102, 1479 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W13613602

Residential Condo & Other (Condo Apartment)

$565840.0

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

25 Photos

1487 Maple Avenue, Halton, ON , MLS #W13617838 , Image - 1

Unit-307, 1487 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W13617838

Residential Condo & Other (Condo Apartment)

$434900.0

Price drop by 5.5%

2 Beds
1 Baths
800-899 sq-ft

Welcome to Unit 307 at 1487 Maple Avenue, where comfort and convenience come together in the heart of Milton's sought-after Dempsey neighbourhood. Thi

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)

$979000.0

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.

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 )

$920000.0

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

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

19 Photos

241 Featherstone Road, Halton, ON , MLS #W13712870 , Image - 1

241 Featherstone Road 1029 - DE Dempsey, Milton, Halton, ON MLS® W13712870

Residential Freehold (Detached)

$834900.0

Price drop by 1.2%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 241 Featherstone Road, This 3 Bed, 3 Bath Detached Home is Located in Milton's Sought After Dempsey Neighbourhood. This Inviting 2-Storey R

45 Photos

214 Ellis Crescent, Halton, ON , MLS #W13782732 , Image - 1

214 Ellis Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W13782732

Residential Freehold (Detached)

$1089900.0

Price drop by 5.2%

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

16 Photos

1487 Maple Avenue, Halton, ON , MLS #W13820572 , Image - 1

Unit-401, 1487 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W13820572

Residential Condo & Other (Condo Apartment)

$599900.0

2 Beds
2 Baths
1000-1199 sq-ft

Upscale 2-bedroom, 2-bathroom top floor condo in the heart of Milton. This stylish unit features a high ceilings open-concept layout, A large roomy ki

34 Photos

1155 Davis Lane, Halton, ON , MLS #W13819440 , Image - 1

1155 Davis Lane 1029 - DE Dempsey, Milton, Halton, ON MLS® W13819440

Residential Freehold (Semi-Detached )

$929000.0

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

41 Photos

1380 Main Street E, Halton, ON , MLS #W13822814 , Image - 1

Unit-210, 1380 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13822814

Residential Condo & Other (Condo Apartment)

$579100.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to this beautifully updated Corner Unit , offering approximately 1,020 sq. ft. ofbright, functional living space in a highly sought-after, com

18 Photos

169 COOKE Crescent, Halton, ON , MLS #W13761438 , Image - 1

169 COOKE Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W13761438

Residential Freehold (Detached)

$1149000.0

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

Welcome to this bright and spacious 4+1 bedroom detached gem, perfectly tucked away on a quiet, family-friendly crescent within another crescent - sur

43 Photos

1350 Main Street E, Halton, ON , MLS #W13428686 , Image - 1

Unit-301, 1350 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13428686

Residential Condo & Other (Condo Apartment)

$560000.0

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

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

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

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

32 Photos

248 Pettigrew Trail, Halton, ON , MLS #W13597254 , Image - 1

248 Pettigrew Trail 1029 - DE Dempsey, Milton, Halton, ON MLS® W13597254

Residential Freehold (Semi-Detached )

$879900.0

Price drop by 2.2%

3 Beds
3 Baths
1500-2000 sq-ft

Presenting 248 Pettigrew Trail - A great semi-detached home in Milton's desirable Dempsey neighbourhood, within walking distance to shopping, restaura

42 Photos

1009 Woodward Avenue, Halton, ON , MLS #W13642046 , Image - 1

1009 Woodward Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W13642046

Residential Freehold (Detached)

$1449000.0

5 +3 Beds
6 Baths
3000-3500 sq-ft

RARE OPPORTUNITY: Detached 5+3 Bedroom Home with Two Separate Basement Suites & Outstanding Income Potential Set on a premium 45.77 ft frontage with a

29 Photos

1208 Main Street E, Halton, ON , MLS #W13724296 , Image - 1

Unit-103, 1208 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W13724296

Residential Condo & Other (Condo Townhouse)

$648800.0

2 Beds
3 Baths
1000-1199 sq-ft

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

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