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PropertyMesh

© 2026 All rights reserved. All registered trademarks herein are the property of their respective owners. PropertyMesh is owned by Faiza Ahmed Realty Corp. (RECO Registration #4791581) and operates under INTERNATIONAL REALTY FIRM, INC., Brokerage (RECO Registration #4799095).

Head Office: 2 Sheppard Avenue East Unit: 20th Floor Toronto, ON M2N 5Y7 Canada.

Privacy Policy·Terms & Conditions·

Data & Service Disclaimer:
Website Listings: PropertyMesh.ca provides access to live resale listings via IDX (Internet Data Exchange) and VOW (Virtual Office Website) feeds. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed and should be independently verified.

Trademark & Licensing Notices: The trademarks MLS®, Multiple Listing Service®, REALTOR®, and associated logos are controlled by The Canadian Real Estate Association (CREA) and identify professional real estate services provided by members of CREA. All other trademarks are the property of their respective owners.

    Ontario • Milton

    Condos for Sale in Dempsey

    20 Listings
    Sort: Newest First
    Property at 1380 Main Street E Unit 210
    Listed 5 Days Ago
    Exposure: North West
    List$579,100
    2
    2
    1
    Condo Apartment
    1380 Main Street E Unit 210, Milton, ON, Canada
    RE/MAX GOLD REALTY INC.
    Property at 1050 Main Street E Unit 114
    Listed 10 Days Ago
    Exposure: South
    List$499,000
    2
    1
    1
    Condo Apartment
    1050 Main Street E Unit 114, Milton, ON, Canada
    ROYAL LEPAGE CERTIFIED REALTY
    Property at 1479 Maple Avenue Unit 206
    Listed 12 Days Ago
    Exposure: South West
    List$449,900
    2
    1
    1
    Condo Apartment
    1479 Maple Avenue Unit 206, Milton, ON, Canada
    CENTURY 21 GREEN REALTY INC.
    Property at 1360 Main Street E Unit 212
    Listed 14 Days Ago
    Exposure: South
    List$599,000
    2
    2
    2
    Condo Apartment
    1360 Main Street E Unit 212, Milton, ON, Canada
    Crown Kingdom Realty Inc
    Property at 1471 N Maple Avenue N Unit 110
    Listed 20 Days Ago
    Exposure: North
    List$449,888
    1
    1
    1
    Condo Apartment
    1471 N Maple Avenue N Unit 110, Milton, ON, Canada
    ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Property at 1487 Maple Avenue Unit 307
    Listed Jul 2026
    Exposure: West
    List$460,000
    2
    1
    1
    Condo Apartment
    1487 Maple Avenue Unit 307, Milton, ON, Canada
    RE/MAX METROPOLIS REALTY
    Property at 1479 Maple Avenue Unit 102
    Listed Jul 2026
    Exposure: West
    List$565,840
    2
    2
    1
    Condo Apartment
    1479 Maple Avenue Unit 102, Milton, ON, Canada
    RE/MAX REAL ESTATE CENTRE INC.
    Property at 1479 Maple Avenue Unit 405
    Listed Jul 2026
    Exposure: South East
    List$534,900
    2
    1
    1
    Condo Apartment
    1479 Maple Avenue Unit 405, Milton, ON, Canada
    NEWGEN REALTY EXPERTS
    Property at 1340 MAIN Street E Unit 313
    Listed Jul 2026
    Exposure: South East
    List$610,000
    2
    2
    2
    Condo Apartment
    1340 MAIN Street E Unit 313, Milton, ON, Canada
    RE/MAX REALTY SPECIALISTS INC.
    Property at 1460 Main Street Unit 412
    Listed Jul 2026
    Exposure: South
    List$499,000
    2
    1
    1
    Condo Apartment
    1460 Main Street Unit 412, Milton, ON, Canada
    RE/MAX REAL ESTATE CENTRE INC.
    Property at 1350 Main Street E Unit 412
    Listed Jul 2026
    Exposure: South
    List$599,900
    3
    2
    1
    Condo Apartment
    1350 Main Street E Unit 412, Milton, ON, Canada
    RE/MAX REALTY SPECIALISTS INC.
    Property at 1491 Maple Avenue Unit 401
    Listed Jul 2026
    Exposure: East
    List$569,000
    2
    2
    1
    Condo Apartment
    1491 Maple Avenue Unit 401, Milton, ON, Canada
    ROYAL LEPAGE SIGNATURE REALTY
    Property at 1491 Maple Avenue Unit 111
    Listed Jul 2026
    Exposure: South
    List$729,000
    3
    2
    1
    Condo Apartment
    1491 Maple Avenue Unit 111, Milton, ON, Canada
    RIGHT AT HOME REALTY
    Property at 1390 Main Street E Unit 107
    Listed Jul 2026
    Exposure: East
    List$479,900
    2
    1
    1
    Condo Apartment
    1390 Main Street E Unit 107, Milton, ON, Canada
    RE/MAX PROFESSIONALS INC.
    Property at 1450 Main Street E Unit 210
    Listed Jul 2026
    Exposure: South
    List$459,900
    2
    1
    2
    Condo Apartment
    1450 Main Street E Unit 210, Milton, ON, Canada
    RE/MAX ABOUTOWNE REALTY CORP.
    Property at 1380 Main Street E Unit 303
    Listed Jun 2026
    Exposure: North
    List$489,000
    2
    1
    1
    Condo Apartment
    1380 Main Street E Unit 303, Milton, ON, Canada
    ROYAL LEPAGE ELITE REALTY
    Property at 1350 Main Street E Unit 301
    Listed Jun 2026
    Exposure: West
    List$560,000
    2
    2
    1
    Condo Apartment
    1350 Main Street E Unit 301, Milton, ON, Canada
    Keller Williams Edge Realty
    Property at 1370 Main Street E Unit 309
    Listed Jun 2026
    Exposure: East
    List$499,900
    2
    1
    2
    Condo Apartment
    1370 Main Street E Unit 309, Milton, ON, Canada
    ROYAL LEPAGE REALTY PLUS
    Property at 1050 E Main Street E Unit 405
    Listed Jun 2026
    Exposure: West
    List$459,900
    1
    1
    1
    Condo Apartment
    1050 E Main Street E Unit 405, Milton, ON, Canada
    RE/MAX REALTY SPECIALISTS INC.
    Property at 1340 Main Street E Unit 113
    Listed May 2026
    Exposure: North
    List$545,000
    2
    2
    2
    Condo Apartment
    1340 Main Street E Unit 113, Milton, ON, Canada
    RE/MAX ABOUTOWNE REALTY CORP.

    Dempsey is a vibrant neighbourhood in Milton, known for its established community and variety of amenities. With a mix of residential options, the area features a range of condos for sale, appealing to diverse buyers. Whether you're a first-time homebuyer or looking to downsize, Dempsey offers a welcoming environment.

    Location and transit

    Located centrally around Ontario Street and Derry Road, Dempsey provides residents with easy access to major routes and public transit. The Milton GO station is conveniently nearby, making commutes to Toronto and beyond simple. Highway 401 is also within reach, enhancing connectivity for both work and leisure.

    Who lives in Dempsey

    Dempsey attracts a mix of residents, including young professionals, families, and retirees. Its proximity to parks, schools, and shopping centres makes it a family-friendly area. The community is known for its friendly atmosphere, making it appealing for those seeking a welcoming neighbourhood.

    Condos for sale in Dempsey

    The condominium market in Dempsey features a good supply of 1 and 2 bedroom condos, as well as some larger options. These condos cater to various lifestyles, from single professionals to small families. Many buildings offer modern amenities and are situated in well-maintained complexes.

    What to consider before buying

    Before buying a condo in Dempsey, consider your lifestyle and needs. Assess the amenities offered, proximity to schools and parks, and the overall community vibe. It's also important to review the condo fees and regulations, which can impact your living experience.

    Start your Dempsey condo search

    Begin your search for a condo in Dempsey by exploring the interactive map and MLS® listings below. This user-friendly tool will help you find available properties that meet your needs and preferences.

    Contact Us

    2 Sheppard Avenue East, Unit: 20th Floor Toronto, ON M2N 5Y7 Canada

    +1 (647) 228-0115

    [email protected]

    Support

    • Contact Us
    • Sitemap
    • Blog

    Company

    • About PropertyMesh
    • Editorial Policy
    • Disclaimer
    FacebookTwitterInstagramLinkedinYoutube
    PropertyMesh

    © 2026 All rights reserved. All registered trademarks herein are the property of their respective owners. PropertyMesh is owned by Faiza Ahmed Realty Corp. (RECO Registration #4791581) and operates under INTERNATIONAL REALTY FIRM, INC., Brokerage (RECO Registration #4799095).

    Head Office: 2 Sheppard Avenue East Unit: 20th Floor Toronto, ON M2N 5Y7 Canada.

    Privacy Policy·Terms & Conditions·

    Data & Service Disclaimer:
    Website Listings: PropertyMesh.ca provides access to live resale listings via IDX (Internet Data Exchange) and VOW (Virtual Office Website) feeds. This information is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed and should be independently verified.

    Trademark & Licensing Notices: The trademarks MLS®, Multiple Listing Service®, REALTOR®, and associated logos are controlled by The Canadian Real Estate Association (CREA) and identify professional real estate services provided by members of CREA. All other trademarks are the property of their respective owners.

    FAQs

    Why buy a condo in Dempsey?

    Buying a condo in Dempsey offers the advantage of a well-established community with easy access to amenities and transportation. The variety of available condos makes it suitable for different lifestyles, whether you're looking for a starter home or downsizing.

    What types of condos are for sale in Dempsey?

    In Dempsey, you will find a range of condos, including 1-bedroom and 2-bedroom options, as well as some larger units. This variety caters to individuals, couples, and small families, ensuring there is something for everyone.

    How do you get around Dempsey?

    Getting around Dempsey is convenient, thanks to its location near major roads like Ontario Street and Derry Road. Public transit options, including the Milton GO station, provide easy access to surrounding areas and downtown Toronto.

    Who lives in Dempsey?

    Dempsey is home to a diverse group of residents, including young professionals, families, and retirees. The neighbourhood's amenities and parks attract those looking for a community-focused lifestyle.

    What should I know before buying in Dempsey?

    Before buying in Dempsey, consider factors such as the condo fees, amenities, and the overall community atmosphere. Understanding these elements will help you make an informed decision that aligns with your lifestyle.

    How do I start my Dempsey condo search?

    To start your Dempsey condo search, utilize the interactive map and MLS® listings provided below. This will help you discover available properties and find the perfect condo that suits your needs.

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