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Houses for Sale in 1029 - DE Dempsey Milton

Showing results 1 - 30 of 48

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 48 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: May 11, 2025

29 Photos

1470 Main Street E, Halton, ON , MLS #W12139695 , Image - 1

Unit-109, 1470 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12139695

Residential Condo & Other (Condo Apartment)

$607,000

1 Beds
1 Baths
900-999 sq-ft

PRIME EAST END LOCATION - FACING GREENSPACE and RAVINE! Welcome All Commuters, First-Time Home Buyers, Investors and Those Wanting to Just Simply Life

46 Photos

147 Waters Boulevard, Halton, ON , MLS #W12139150 , Image - 1

147 Waters Boulevard 1029 - DE Dempsey, Milton, Halton, ON MLS® W12139150

Residential Freehold (Semi-Detached )

$979,000

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

Remarkable Fully Upgraded Home In Most Desirable Location Of Milton. Easy Access To 401, Close To Go Station, A Stone Throw Away From Major Shopping,

43 Photos

1050 Main Street E, Halton, ON , MLS #W12138943 , Image - 1

Unit-819, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12138943

Residential Condo & Other (Condo Apartment)

$585,000

1 +1 Beds
2 Baths
600-699 sq-ft

Beautiful and luxurious 1 bed plus Den (den can be converted to additional bedroom) and 2 full Beautiful and luxurious 1 bed plus Den (den can be conv

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1380 Main Street E, Halton, ON , MLS #W12135387 , Image - 1

Unit-309, 1380 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12135387

Residential Condo & Other (Condo Apartment)

$589,000

2 Beds
1 Baths
700-799 sq-ft

Welcome to Bristol On Main Street, A Low-Rise Stone And Stucco Just Around The Corner From The 401, With Great Access to top rated schools, Community

36 Photos

1470 Main Street E, Halton, ON , MLS #W12137334 , Image - 1

Unit-411, 1470 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12137334

Residential Condo & Other (Condo Apartment)

$649,999

2 Beds
2 Baths
1000-1199 sq-ft

Luxurious Top-Floor Penthouse with 10ft Ceilings in Sought-After Milton. Welcome to this stunning sun-filled penthouse in one of Miltons most desirabl

44 Photos

1322 Mowat Lane, Halton, ON , MLS #W12136529 , Image - 1

1322 Mowat Lane 1029 - DE Dempsey, Milton, Halton, ON MLS® W12136529

Residential Freehold (Semi-Detached )

$1,198,999

4 +2 Beds
4 Baths
2000-2500 sq-ft

Welcome to this beautifully upgraded 4-bedroom semi-detached home offering an impressive 2,180 sq. ft. (MPAC) of living spacetruly feels like a detach

1 Photos

284 Alexander Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12127297

Residential Freehold (Detached)

$1,249,000

3 Beds
3 Baths
1500-2000 sq-ft

A Beautiful Home Nestled In A Primary Location In Milton. This Property Was Upgraded With The The Of An Interior Designer. Tastefully Renovated Using

47 Photos

165 Hampshire Way, Halton, ON , MLS #W12118668 , Image - 1

Unit-61, 165 Hampshire Way 1029 - DE Dempsey, Milton, Halton, ON MLS® W12118668

Residential Freehold (Att/Row/Townhouse)

$799,000

2 Beds
2 Baths
1100-1500 sq-ft

A Very Bright and Spacious Luxury Corner Unit Town-Home In The Most Sought After Neighborhood In Milton. Hardwood On Main Floor With Stainless Steel

30 Photos

93 Gollins Drive, Halton, ON , MLS #W12116994 , Image - 1

93 Gollins Drive 1029 - DE Dempsey, Milton, Halton, ON MLS® W12116994

Residential Freehold (Att/Row/Townhouse)

$965,000

3 +0 Beds
3 Baths
1500-2000 sq-ft

This bright end-unit townhome offers standout features inside and out: a charming wraparound porch, new garage door, and a larger private backyard wit

40 Photos

1340 Main Street E, Halton, ON , MLS #W12123732 , Image - 1

Unit-202, 1340 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12123732

Residential Condo & Other (Condo Apartment)

$699,000

2 Beds
2 Baths
1000-1199 sq-ft

Step into this stunning 2-bedroom, 2-bathroom condo, offering over 1,000 square feet of stylish and comfortable living space in perfectly located neig

36 Photos

1268 Cartmer Way, Halton, ON , MLS #W12131076 , Image - 1

1268 Cartmer Way 1029 - DE Dempsey, Milton, Halton, ON MLS® W12131076

Residential Freehold (Att/Row/Townhouse)

$898,000

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to over 2500 Square feet of both brand new construction and fantastic newly refinished living space in beautiful Milton. Everything is super f

26 Photos

165 Hampshire Way, Halton, ON , MLS #W12120321 , Image - 1

Unit-107, 165 Hampshire Way 1029 - DE Dempsey, Milton, Halton, ON MLS® W12120321

Residential Freehold (Att/Row/Townhouse)

$699,000

2 +1 Beds
2 Baths
700-1100 sq-ft

Welcome to 165 Hampshire Way #107, a meticulously upgraded 2-bed, 2-bath freehold townhouse in Milton's desirable Dempsey neighbourhood. This stylish

46 Photos

46 Babcock Crescent, Halton, ON , MLS #W12093162 , Image - 1

46 Babcock Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12093162

Residential Freehold (Detached)

$1,079,900

Price drop by 1.8%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully well-maintained detached home that offers the perfect blend of space, style, and functionality for modern living. The open

36 Photos

1360 Main Street E, Halton, ON , MLS #W12129385 , Image - 1

Unit-108, 1360 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12129385

Residential Condo & Other (Condo Apartment)

$498,800

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

Ground Floor Suite With Easy Access! This Open Concept 1 Bedroom + Den Over 700 SF Suite in Most Desirable Bristol on Main Community of Dempsey Neighb

25 Photos

1483 Maple Avenue, Halton, ON , MLS #W12125411 , Image - 1

Unit-409, 1483 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W12125411

Residential Condo & Other (Condo Apartment)

$574,900

2 Beds
1 Baths
700-799 sq-ft

Welcome to Maple Crossing the perfect blend of comfort and convenience! This stunning 2-bedroom upper-level condo offers a bright, open-concept layout

50 Photos

1317 Weller Cross, Halton, ON , MLS #W12122472 , Image - 1

1317 Weller Cross 1029 - DE Dempsey, Milton, Halton, ON MLS® W12122472

Residential Freehold (Detached)

$1,595,999

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

1317 Weller Crossing, Milton Beautiful Home with State-of-the-Art Upgrades This house is a gem bright, spacious, and incredibly inviting. Located at

32 Photos

1440 Main Street E, Halton, ON , MLS #W12114638 , Image - 1

Unit-415, 1440 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12114638

Residential Condo & Other (Condo Apartment)

$729,999

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Unit 415 at The Courtyards On Main Street an exquisite penthouse-level corner unit residence featuring soaring 10-foot ceilings and a brigh

37 Photos

1460 Main Street E, Halton, ON , MLS #W12114842 , Image - 1

Unit-214, 1460 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12114842

Residential Condo & Other (Condo Apartment)

$665,000

2 Beds
2 Baths
1000-1199 sq-ft

Thoughtfully designed 2 Bed/2 Bath condo comes with an open-concept dining area adjacent to a well-equipped kitchen with Quartz countertop. The expans

20 Photos

1471 Maple Avenue, Halton, ON , MLS #W12116878 , Image - 1

Unit-406, 1471 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W12116878

Residential Condo & Other (Condo Apartment)

$499,900

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

Very charming, upper level 1 + 1 Bedrm/1 Washrm very bright, open concept, turn-key low-rise condo unit at the edge Milton's eastern-most residential

23 Photos

1360 Main Street E, Halton, ON , MLS #W12116776 , Image - 1

Unit-409, 1360 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12116776

Residential Condo & Other (Condo Apartment)

$624,900

2 Beds
1 Baths
700-799 sq-ft

Absolutely Gorgeous, Highly Desired Top Floor, Two Bedroom Unit with Vaulted Ceilings. Rich Upgraded Maple Cabinetry plus Granite Counters with Breakf

40 Photos

1050 Main St Street E, Halton, ON , MLS #W12116688 , Image - 1

Unit-520, 1050 Main St Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12116688

Residential Condo & Other (Condo Apartment)

$745,000

2 +1 Beds
2 Baths
900-999 sq-ft

Modern 2+1 Bedroom Condo at 1050 Main St. E Prime Milton Location! Welcome to 1050 Main Street East, a bright and spacious 2-bedroom plus den condo o

27 Photos

1050 Main Street E, Halton, ON , MLS #W12090111 , Image - 1

Unit-502, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12090111

Residential Condo & Other (Condo Apartment)

$685,000

Price drop by 1.4%

2 Beds
2 Baths
800-899 sq-ft

Welcome to Art On Main, where luxurious executive condo living meets modern convenience in Milton. This exquisite 2-bedroom, 2-bathroom unit boasts a

27 Photos

1200 Main Street E

Unit-102, 1200 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11969935

Residential Condo & Other (Condo Townhouse)

$649,900

Price drop by 7.1%

2 Beds
3 Baths
1000-1199 sq-ft

Welcome home! This 2 bedroom, 2 1/2 bathroom spacious 2 level stacked townhome is located near the heart of Milton, at Stax on Main. The main floor fe

26 Photos

1210 Main Street E, Halton, ON , MLS #W12098947 , Image - 1

Unit-208, 1210 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12098947

Residential Condo & Other (Condo Townhouse)

$748,990

2 Beds
3 Baths
1200-1399 sq-ft

Absolutely stunning upper level two bedroom, three bathroom stacked townhome in the sought after Dempsey neighborhood. This sun filled unit comes with

38 Photos

1050 Main Street E, Halton, ON , MLS #W12106098 , Image - 1

Unit-809, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12106098

Residential Condo & Other (Co-op Apartment)

$560,000

1 +1 Beds
2 Baths
600-699 sq-ft

First time homebuyers and investors, this luxurious and sophisticated condo boutique offers 24 hour concerige, on site management, a guest suite, pool

21 Photos

1491 Maple Avenue

Unit-409, 1491 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W11981973

Residential Condo & Other (Condo Apartment)

$659,900

Price drop by 2.8%

2 Beds
1 Baths
700-799 sq-ft

Absolutely Stunning 2 Bedroom Condo! Discover your dream home in this beautifully renovated 2-bedroom condo, offering almost 800 square feet of modern

32 Photos

1050 Main Street E, Halton, ON , MLS #W12103320 , Image - 1

Unit-312, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12103320

Residential Condo & Other (Condo Apartment)

$529,900

1 Beds
1 Baths
500-599 sq-ft

Welcome to this bright and spacious 1-bedroom 1-washroom condo, located on the 3rd floor of a well-maintained condominium building. The open-concept l

34 Photos

1487 Maple Avenue, Halton, ON , MLS #W12102838 , Image - 1

Unit-413, 1487 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W12102838

Residential Condo & Other (Condo Apartment)

$649,900

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to Maple Crossing, one of Milton's most desirable condo communities! This top-floor corner suite Cambridge model offers nearly 1,200 sq. ft. o