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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 41 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 22, 2025

15 Photos

1260 Main Street E, Halton, ON , MLS #W12080328 , Image - 1

1260 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12080328

Residential Condo & Other (Condo Apartment)

$1,450,000

3 Beds
3 Baths
2250-2499 sq-ft

Stunning 2 Level Building w Approx.2000 Sq. Ft Of Living Space Plus 900Sq. Ft Of Commercial Unit On Main St. Milton, Open Concept Living Dinning & Lar

35 Photos

1243 Newell Street, Halton, ON , MLS #W12094201 , Image - 1

1243 Newell Street 1029 - DE Dempsey, Milton, Halton, ON MLS® W12094201

Residential Freehold (Detached)

$1,199,990

4 Beds
3 Baths
2000-2500 sq-ft

Priced to sell! Look no further.Your dream home awaits. Previous model home built by award winning builder The Conservatory Group. 2325 sqft above gro

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)

$1,099,900

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

50 Photos

1324 Mowat Lane, Halton, ON , MLS #W12091115 , Image - 1

1324 Mowat Lane 1029 - DE Dempsey, Milton, Halton, ON MLS® W12091115

Residential Freehold (Semi-Detached )

$980,000

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

One of the largest semi-detached home in Milton. 2180 Sq Ft Above Grade as per MPAC which makes it larger than many detached houses. 4 bedrooms, 4 bat

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)

$664,900

Price drop by 5.0%

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

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)

$695,000

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

36 Photos

165 Hampshire Way, Halton, ON , MLS #W12089165 , Image - 1

Unit-80, 165 Hampshire Way 1029 - DE Dempsey, Milton, Halton, ON MLS® W12089165

Residential Freehold (Att/Row/Townhouse)

$789,800

2 Beds
2 Baths
700-1100 sq-ft

Nestled in a family-friendly neighbourhood, this charming freehold townhome offers the perfect blend of comfort and convenience. Ideally situated in o

39 Photos

20 Sloan Drive, Halton, ON , MLS #W12087365 , Image - 1

20 Sloan Drive 1029 - DE Dempsey, Milton, Halton, ON MLS® W12087365

Residential Freehold (Detached)

$999,000

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

A great opportunity! Discover this beautifully upgraded detached home in Dempsey, featuring many renovations! A separate entrance allows for private a

31 Photos

13 Robarts Drive, Halton, ON , MLS #W12088673 , Image - 1

13 Robarts Drive 1029 - DE Dempsey, Milton, Halton, ON MLS® W12088673

Residential Freehold (Detached)

$1,049,900

3 Beds
3 Baths
1500-2000 sq-ft

That Move-up size home that you have been looking for! Adorable 3 Bedroom 3 Bathroom Detached Home in the desirable Dempsey neighbourhood. A 5 minute

40 Photos

217 Fitzgerald Crescent, Halton, ON , MLS #W12089086 , Image - 1

217 Fitzgerald Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12089086

Residential Freehold (Semi-Detached )

$944,900

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully updated 3-bedroom semi-detached home with a premium large backyard, perfectly situated in one of the most convenient and s

13 Photos

1208 Main Street E, Halton, ON , MLS #W12088975 , Image - 1

Unit-201, 1208 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12088975

Residential Condo & Other (Condo Townhouse)

$759,900

2 Beds
3 Baths
1200-1399 sq-ft

Stunning 2-Bed, 3Bath Upper Level Corner Stacked Townhome In Trendy Milton Location. This 1252 Sq Ft Unit With Balcony Is One Of The Largest In The Co

39 Photos

1190 Fox Crescent, Halton, ON , MLS #W12064515 , Image - 1

1190 Fox Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12064515

Residential Freehold (Detached)

$1,098,000

3 Beds
3 Baths
1500-2000 sq-ft

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

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)

$615,000

Price drop by 3.1%

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

35 Photos

1380 Main Street E, Halton, ON , MLS #W12085795 , Image - 1

Unit-407, 1380 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12085795

Residential Condo & Other (Condo Apartment)

$594,900

2 Beds
1 Baths
800-899 sq-ft

Excellent Location!!! Over 900 Square Feet (893 For The Unit Plus The Terrace) In Milton's Booming Real Estate Market! Top Floor Condo Unit W/ Open Co

36 Photos

32 Dills Crescent, Halton, ON , MLS #W12078519 , Image - 1

32 Dills Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12078519

Residential Freehold (Detached)

$999,900

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

30 Photos

1340 Main Street E, Halton, ON , MLS #W12073181 , Image - 1

Unit-208, 1340 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12073181

Residential Condo & Other (Condo Apartment)

$499,900

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

Great opportunity to get into this sought-after building in Milton's East end with easy access to 401! Spacious 711 sq ft unit with 1 bedroom plus den

30 Photos

1487 Maple Avenue

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

Residential Condo & Other (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 f

40 Photos

1360 Main Street E, Halton, ON , MLS #W12070106 , Image - 1

Unit-304, 1360 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12070106

Residential Condo & Other (Condo Apartment)

$525,000

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

1 Photos

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

Residential Freehold (Detached)

$1,375,000

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

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

37 Photos

1050 Main Street E

Unit-326, 1050 Main Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W11991523

Residential Condo & Other (Condo Apartment)

$697,800

Price drop by 4.4%

2 Beds
2 Baths
900-999 sq-ft

Welcome To Art On Main - Luxurious Executive Condo Living In Milton. This Bright & Spacious 2-Bed 2-Bath Unit Is Loaded With Upgrades. Enjoy Stunning

25 Photos

1370 MAIN Street E, Halton, ON , MLS #W12064194 , Image - 1

Unit-204, 1370 MAIN Street E 1029 - DE Dempsey, Milton, Halton, ON MLS® W12064194

Residential Condo & Other (Condo Apartment)

$469,900

1 +0 Beds
1 Baths
0-499 sq-ft

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

25 Photos

1483 Maple Avenue, Halton, ON , MLS #W12062970 , Image - 1

Unit-409, 1483 Maple Avenue 1029 - DE Dempsey, Milton, Halton, ON MLS® W12062970

Residential Condo & Other (Condo Apartment)

$599,900

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 layou

40 Photos

274 Fitzgerald Crescent, Halton, ON , MLS #W12062052 , Image - 1

274 Fitzgerald Crescent 1029 - DE Dempsey, Milton, Halton, ON MLS® W12062052

Residential Freehold (Semi-Detached )

$899,900

3 Beds
3 Baths
1100-1500 sq-ft

Absolutely stunning Semi is highly sought after location close to reputed schools, shopping and transit. Ready to move in with lots of recent improvem

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

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

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

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

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Rishi Raj Tiwari

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