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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

    Homes for Rent in Dempsey

    11 Listings
    Sort: Newest First
    Property at 1286 Cartmer Way
    Listed 4 Days Ago
    List$3,300
    3
    4
    2
    Att/Row/Townhouse
    1286 Cartmer Way, Milton, ON, Canada
    THE FORTUNE REALTY
    Property at 1479 Maple Avenue Unit 108
    Listed 4 Days Ago
    Exposure: West
    List$2,300
    2
    1
    1
    Condo Apartment
    1479 Maple Avenue Unit 108, Milton, ON, Canada
    CENTURY 21 GREEN REALTY INC.
    Property at 1491 Maple Avenue Unit 314
    Listed 11 Days Ago
    Exposure: South West
    List$3,300
    3
    2
    1
    Condo Apartment
    1491 Maple Avenue Unit 314, Milton, ON, Canada
    REAL BROKER ONTARIO LTD.
    Property at 165 Hampshire Way Unit 7
    Listed 12 Days Ago
    List$3,250
    3
    3
    1
    Att/Row/Townhouse
    165 Hampshire Way Unit 7, Milton, ON, Canada
    ROYAL LEPAGE REAL ESTATE SERVICES LTD.
    Property at 1487 Maple Avenue Unit 405
    Listed 12 Days Ago
    Exposure: South West
    List$2,500
    2
    1
    1
    Condo Apartment
    1487 Maple Avenue Unit 405, Milton, ON, Canada
    RE/MAX REALTY SPECIALISTS INC.
    Property at 1350 Main Street E Unit 308
    Listed 19 Days Ago
    Exposure: South
    List$2,489
    2
    1
    1
    Condo Apartment
    1350 Main Street E Unit 308, Milton, ON, Canada
    ROYAL LEPAGE CERTIFIED REALTY
    Property at 1340 Main Street Unit 206
    Listed 24 Days Ago
    Exposure: South
    List$2,300
    2
    1
    2
    Condo Apartment
    1340 Main Street Unit 206, Milton, ON, Canada
    RIGHT AT HOME REALTY
    Property at 43 Dills Crescent Unit Basement
    Listed Jul 2026
    List$1,650
    1
    1
    1
    Semi-Detached
    43 Dills Crescent Unit Basement, Milton, ON, Canada
    Royal LePage Meadowtowne Realty Inc., Brokerage
    Property at 165 Hampshire Way Unit 64
    Listed Jul 2026
    List$2,700
    3
    2
    2
    Att/Row/Townhouse
    165 Hampshire Way Unit 64, Milton, ON, Canada
    ROYAL LEPAGE SIGNATURE REALTY
    Property at 1050 Main Street E Unit 321
    Listed Jul 2026
    Exposure: South East
    List$1,999
    1
    1
    1
    Condo Apartment
    1050 Main Street E Unit 321, Milton, ON, Canada
    SMARTWAY REALTY
    Property at 1210 Main Street E Unit 102
    Listed Apr 2026
    Exposure: West
    List$2,680
    2
    3
    1
    Condo Townhouse
    1210 Main Street E Unit 102, Milton, ON, Canada
    EASY LIST REALTY LTD.

    Dempsey is a vibrant neighbourhood in Milton, known for its family-friendly atmosphere and convenient amenities. Homes for rent in this established community offer a mix of modern living and accessibility, making it a desirable choice for renters seeking comfort and convenience.

    Location and transit

    Situated in central Milton, Dempsey is bordered by Ontario Street and Derry Road, providing easy access to major routes like Highway 401. The neighbourhood is also conveniently located near Milton GO Station, making commuting to Toronto and surrounding areas straightforward for residents.

    Who lives in Dempsey

    Dempsey attracts a diverse range of residents, including families, young professionals, and retirees. The community's parks, schools, and recreational facilities appeal to those looking for a balanced lifestyle in a welcoming environment.

    Homes for rent in Dempsey

    Renters in Dempsey can find a variety of homes, including a good supply of condo apartments and detached houses. There are also semi-detached and townhouses available, providing options for different preferences and lifestyles.

    What to consider before renting

    Before renting in Dempsey, consider your commuting needs and proximity to schools and parks. The neighbourhood's established nature means you can enjoy a well-developed community with essential services nearby, but it's wise to assess your specific requirements to ensure a good fit.

    Start your Dempsey rental search

    Begin your search for homes for rent in Dempsey using the interactive map and MLS® listings provided below. Explore your options and find the perfect rental that meets your needs.

    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 rent a home in Dempsey?

    Renting a home in Dempsey offers access to a family-oriented community with plenty of amenities nearby. The neighbourhood's established homes and parks make it an appealing choice for those looking for a comfortable living environment.

    What types of homes are for rent in Dempsey?

    In Dempsey, you can find a variety of homes for rent, including condo apartments, detached houses, semi-detached options, and townhouses. This mix allows renters to choose a home that suits their lifestyle and budget.

    How do you get around Dempsey?

    Getting around Dempsey is convenient thanks to its proximity to major roads like Ontario Street and Derry Road. Additionally, the nearby Milton GO Station provides easy access to public transit for those commuting to Toronto or other areas.

    Who lives in Dempsey?

    Dempsey is home to a diverse population, including families, young professionals, and retirees. The neighbourhood's amenities and community spirit attract individuals looking for a supportive and engaging environment.

    What should I know before renting in Dempsey?

    Before renting in Dempsey, it's important to consider your commuting needs, access to schools, and local amenities. Understanding the community and its offerings will help ensure you find a home that aligns with your lifestyle.

    How do I start my Dempsey rental search?

    To start your rental search in Dempsey, simply use the interactive map and MLS® listings available below. This will help you explore the various options and find a rental that fits your needs.

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    Browse by property type

    • Homes for Sale in Dempsey, Milton
    • Condos for Sale in Dempsey, Milton
    • Condos for Rent in Dempsey, Milton