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Houses for Sale in 1029 - DE Dempsey Milton

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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 32 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: April 01, 2025

31 Photos

27 Coates Drive, Halton, ON , MLS #W12043562 , Image - 1

27 Coates Drive 1029 - DE Dempsey, Milton, Halton, ON MLS® W12043562

Residential Freehold (Detached)

$1,098,000

3 Beds
4 Baths
1500-2000 sq-ft

Welcome to this stunning home in a prime Milton location! With three schools within walking distance, a short stroll to the GO station, and steps to t

36 Photos

1470 Main Street E, Halton, ON , MLS #W12047363 , Image - 1

Unit-411, 1470 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12047363

Residential Condo & Other (Condo Apartment)

$700,000

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

36 Photos

1268 Cartmer Way, Halton, ON , MLS #W12045144 , Image - 1

1268 Cartmer Way 1029 - DE Dempsey, Milton, Halton, ON MLS® W12045144

Residential Freehold (Att/Row/Townhouse)

$958,000

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

48 Photos

239 Hadley Woods Terrace, Halton, ON , MLS #W12037195 , Image - 1

239 Hadley Woods Terrace 1029 - DE Dempsey, Milton, Halton, ON MLS® W12037195

Residential Freehold (Att/Row/Townhouse)

$919,900

3 Beds
4 Baths

Welcome to your new freehold home on Hadley Woods Terrace, nestled in the sought-after Dempsey Park suburb of Milton. This family-friendly neighborhoo

44 Photos

166 Ellis Crescent, Halton, ON , MLS #W11984235 , Image - 1

166 Ellis Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W11984235

Residential Freehold (Detached)

$1,249,000

4 Beds
3 Baths
2000-2500 sq-ft

Located in a highly desirable Milton neighborhood, this stunning upgraded home boasts a 9-foot ceiling on the main level, high-end finishes, and an op

33 Photos

1248 MAIN Street E, Halton, ON , MLS #W11938000 , Image - 1

1248 MAIN Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11938000

Commercial (Sale Of Business)

$99,900

*SALE OF BUSINESS ONLY* Well established, turnkey Cannabis retail store with loyal clientele. Ideally located, corner unit in prime location, close t

26 Photos

1210 Main Street E, Halton, ON , MLS #W12048644 , Image - 1

Unit-208, 1210 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12048644

Residential Condo & Other (Condo Townhouse)

$749,990

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

33 Photos

1440 Main Street E, Halton, ON , MLS #W12047868 , Image - 1

Unit-109, 1440 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12047868

Residential Condo & Other (Condo Apartment)

$634,900

2 Beds
1 Baths
900-999 sq-ft

Rare & Spacious 940 Sq Ft Main Floor Condo Modern Upgrades & Prime Location! Welcome to the prestigious Courtyards on Main Street! This rarely offere

36 Photos

32 Dills Crescent, Halton, ON , MLS #W12018224 , Image - 1

32 Dills Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12018224

Residential Freehold (Detached)

$899,000

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to fully detached 3 bedrooms with finished basement. 2nd floor good size all bedrooms with 2 full washrooms & Great size balcony for sit and e

37 Photos

1487 Maple Avenue, Halton, ON , MLS #W12041199 , Image - 1

Unit-313, 1487 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W12041199

Residential Condo & Other (Condo Apartment)

$639,900

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to 1487 Maple Avenue, Unit 313, Milton! This highly sought-after Cambridge Model suite offers exceptional value and an unbeatable location. Bo

37 Photos

1460 Main Street E

Unit-214, 1460 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11899737

Residential Condo & Other (Condo Apartment)

$678,000

Price drop by 2.9%

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

22 Photos

1380 Main Street E, Halton, ON , MLS #W12034845 , Image - 1

Unit-309, 1380 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12034845

Residential Condo & Other (Condo Apartment)

$609,000

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

27 Photos

1050 Main Street E

Unit-809, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12003718

Residential Condo & Other (Condo Apartment)

$570,990

Price drop by 1.6%

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

First time homebuyers and investors, this luxurious and sophisticated condo boutique offers 24 hours concierge, on site management, a guest suite, poo

14 Photos

1390 Main Street E, Halton, ON , MLS #W11997063 , Image - 1

Unit-305, 1390 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11997063

Residential Condo & Other (Condo Apartment)

$594,900

Price drop by 2.5%

1 Beds
1 Baths
800-899 sq-ft

38 Photos

192 Sherwood Road, Halton, ON , MLS #W12017657 , Image - 1

192 Sherwood Road 1029 - DE Dempsey, Milton, Halton, ON MLS® W12017657

Residential Freehold (Semi-Detached )

$1,149,000

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

Welcome to 192 Sherwood Rd in Milton's sought-after Dempsey neighbourhood! This Impressive 4-Bedroom Semi-Detached Home spans over 2000 sq ft PLUS a F

37 Photos

36 Sloan Drive, Halton, ON , MLS #W12031090 , Image - 1

36 Sloan Drive 1029 - DE Dempsey, Milton, Halton, ON MLS® W12031090

Residential Freehold (Detached)

$1,098,000

3 Beds
4 Baths
1500-2000 sq-ft

Discover this beautifully maintained 3-bedroom, 4-bathroom home situated on a gorgeous landscaped pie-shaped lot with a deck and pool perfect for ente

40 Photos

20 Sloan Drive, Halton, ON , MLS #W11997665 , Image - 1

20 Sloan Drive 1029 - DE Dempsey, Milton, Halton, ON MLS® W11997665

Residential Freehold (Detached)

$1,189,500

3 +1 Beds
4 Baths

A great opportunity! Discover this beautifully upgraded detached home in Dempsey, featuring over $250K in renovations! A separate entrance allows for

31 Photos

1479 Maple Avenue, Halton, ON , MLS #W12024121 , Image - 1

Unit-401, 1479 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W12024121

Residential Condo & Other (Condo Apartment)

$668,900

2 Beds
2 Baths
1000-1199 sq-ft

Just renovated 2 bedroom - 2 full bathroom, Corner unit Condo Apt. in High Demand Maple Crossing. Top Floor with Cathedral Ceiling (up to 12ft) Gas

39 Photos

1190 Fox Crescent, Halton, ON , MLS #W12021577 , Image - 1

1190 Fox Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12021577

Residential Freehold (Detached)

$1,188,000

3 Beds
3 Baths

A Dream Home for Modern Living Steps from All the Essentials! This exquisite approx 2000sqf 3-bedroom, 3-bathroom home offers an additional fully fini

25 Photos

1370 MAIN St E, Halton, Ontario , MLS #W11958725 , Image - 1

Unit-204, 1370 MAIN St E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11958725

Condo (Condo Apartment)

$499,000

Price drop by 9.1%

1 +0 Beds
1 Baths
600-699 sq-ft

Gorgeous, Charming & Spacious 1 Bedroom Condo apartment, Conveniently Located With Walking Distance To Shops, Parks, Transit/Go Station, Art center/Li

29 Photos

1080 Davis Lane, Halton, ON , MLS #W12018340 , Image - 1

1080 Davis Lane 1029 - DE Dempsey, Milton, Halton, ON MLS® W12018340

Residential Freehold (Semi-Detached )

$799,000

3 Beds
3 Baths

This beautiful home in Miltons sought-after Dempsey neighborhood offers modern living with a spacious and functional design. The open-concept main flo

30 Photos

1487 Maple Ave

Unit-114, 1487 Maple Ave 1029 - DE Dempsey, Milton, Halton, ON MLS® W11993406

Condo (Condo Apartment)

$698,900

2 Beds
2 Baths
1000-1199 sq-ft

Located in Milton's desirable Maple Crossing community. Immaculately cared for 2 bedroom corner "Yorkshire" suite offers approx.1200 sq. ft. This main

1 Photos

169 COOKE Cres 1029 - DE Dempsey, Milton, Halton, ON MLS® W12015483

Residential (Detached)

$1,375,000

4 +1 Beds
4 Baths

Large 4 bedroom BeaverHall Home (Marina Model 2380 sq. ft.). Very well maintained home with 9 ft ceilings, new flooring on the 1st floor, fully fenced

21 Photos

1491 Maple Ave

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

Condo (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

37 Photos

164 Dixon Dr E, Halton, Ontario , MLS #W11996537 , Image - 1

164 Dixon Dr E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11996537

Residential (Detached)

$1,210,000

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 164 Dixon Drive in the Sough After Prestigious Dempsey Community of Milton. A Well Maintained Detached Home of Approximately 2600 Square Fe

14 Photos

1370 Main St E

Unit-309, 1370 Main St E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12007530

Condo (Condo Apartment)

$615,000

2 Beds
1 Baths
700-799 sq-ft

Enjoy The Morning Sun With This Gorgeous 2B Condo Overlooking The Park! Conveniently Located Near Schools, Shopping, 5 Min From Go Station, Hwy 401 &

28 Photos

1487 Maple Ave

Unit-307, 1487 Maple Ave 1029 - DE Dempsey, Milton, Halton, ON MLS® W12006251

Condo (Condo Apartment)

$679,900

2 Beds
1 Baths
900-999 sq-ft

Welcome home to this stunning 2 bedroom, 1 bath in the desirable Maple Crossing neighbourhood. This stunning unit offers a harmonious blend of style

22 Photos

1050 Main Street, Halton, ON , MLS #W11999330 , Image - 1

Unit-1212, 1050 Main Street 1029 - DE Dempsey, Milton, Halton, ON MLS® W11999330

Residential Condo & Other (Co-op Apartment)

$769,900

2 Beds
2 Baths
900-999 sq-ft

Luxurious Penthouse Suite Located At Milton's Art On Main Building. Top Floor Unit With Stunning Views Of The Escarpment. Fully Serviced Building With

38 Photos

1479 Maple Avenue, Halton, ON , MLS #W11998923 , Image - 1

Unit-206, 1479 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W11998923

Residential Condo & Other (Condo Apartment)

$499,000

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

Amazing 1-bedroom + den condo in the highly sought-after Dempsey community of Milton! This freshly painted, carpet-free unit features hardwood floorin

40 Photos

1360 Main Street E, Halton, ON , MLS #W11984981 , Image - 1

Unit-304, 1360 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11984981

Residential Condo & Other (Condo Apartment)

$539,000

1 Beds
1 Baths
600-699 sq-ft

Welcome to your dream urban oasis! This ultra-clean one-bedroom condo is the epitome of modern living, perfectly designed for those who appreciate bot

Shortlisted Properties

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