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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 Sale in Dempsey

    41 Listings
    Sort: Newest First
    Property at 1208 Main Street E Unit 103
    Listed 3 Days Ago
    Exposure: West
    List$648,800
    2
    3
    2
    Condo Townhouse
    1208 Main Street E Unit 103, Milton, ON, Canada
    RE/MAX REALTY SPECIALISTS INC.
    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 241 Featherstone Road
    Listed 5 Days Ago
    List$844,900
    3
    3
    2
    Detached
    241 Featherstone Road, Milton, ON, Canada
    RE/MAX HALLMARK REALTY LTD.
    Property at 1245 Newell Street
    Listed 7 Days Ago
    List$949,007
    3
    3
    3
    Detached
    1245 Newell Street, Milton, ON, Canada
    RE/MAX PROFESSIONALS 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 71 Livingston Road
    Listed 11 Days Ago
    List$979,000
    3
    3
    3
    Detached
    71 Livingston Road, Milton, ON, Canada
    REVEL REALTY INC.
    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 1208 Main Street E Unit 201
    Listed 18 Days Ago
    Exposure: West
    List$699,000
    2
    3
    1
    Condo Townhouse
    1208 Main Street E Unit 201, Milton, ON, Canada
    SAM MCDADI REAL ESTATE INC.
    Property at 166 Panton Trail
    Listed 18 Days Ago
    List$809,900
    3
    4
    2
    Att/Row/Townhouse
    166 Panton Trail, Milton, ON, Canada
    Royal LePage Meadowtowne Realty Inc., Brokerage
    Property at 214 Pettigrew Trail
    Listed 18 Days Ago
    List$898,888
    3
    3
    2
    Semi-Detached
    214 Pettigrew Trail, Milton, ON, Canada
    THE AGENCY
    Property at 1110 DAVIS Lane
    Listed 19 Days Ago
    List$969,000
    4
    4
    4
    Semi-Detached
    1110 DAVIS Lane, Milton, ON, Canada
    RE/MAX GOLD 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 1202 Main Street E Unit 108
    Listed 24 Days Ago
    Exposure: East
    List$619,888
    2
    3
    1
    Condo Townhouse
    1202 Main Street E Unit 108, Milton, ON, Canada
    ROYAL LEPAGE PREMIUM ONE REALTY
    Property at 137 Fitzgerald Crescent
    Listed 24 Days Ago
    List$1,279,900
    4
    4
    6
    Detached
    137 Fitzgerald Crescent, Milton, ON, Canada
    NEW WORLD 2000 REALTY INC.
    Property at 1009 Woodward Avenue
    Listed 26 Days Ago
    List$1,449,000
    8
    6
    4
    Detached
    1009 Woodward Avenue, Milton, ON, Canada
    CENTURY 21 INNOVATIVE REALTY INC.
    Property at 95 Waters Boulevard
    Listed 26 Days Ago
    List$829,000
    3
    4
    3
    Att/Row/Townhouse
    95 Waters Boulevard, Milton, ON, Canada
    ROYAL LEPAGE RCR REALTY
    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

    Dempsey is a vibrant neighbourhood in Milton, offering a blend of established homes and modern amenities. This community, primarily developed in the 1990s and 2000s, is known for its family-friendly atmosphere and convenient access to local services. If you're looking for a place that balances comfort and accessibility, Dempsey has much to offer.

    Location and transit

    Dempsey is centrally located around Ontario Street and Derry Road, making it easy to navigate the Greater Toronto Area. Residents enjoy quick access to Highway 401, which connects to major routes across the region. For those who prefer public transit, Milton GO Station is nearby, providing convenient train service to downtown Toronto.

    Who lives in Dempsey

    Dempsey attracts a diverse mix of residents, including families, young professionals, and retirees. The neighbourhood's parks, schools, and community facilities make it particularly appealing for families looking for a supportive environment. The welcoming community atmosphere also draws individuals seeking a friendly and active lifestyle.

    Homes for sale in Dempsey

    In Dempsey, you'll find a variety of home types to suit different preferences and budgets. The area features mostly detached and semi-detached homes, along with a good supply of condo apartments and townhouses. This mix provides options for first-time buyers, growing families, and those looking to downsize.

    What to consider before buying

    Before buying in Dempsey, consider the proximity to local amenities such as schools, parks, and shopping centres. The community's established nature means you'll find well-maintained properties, but it's also important to assess the specific needs of your family, such as space requirements and commute times. Additionally, understanding the local real estate market dynamics can help you make an informed decision.

    Start your Dempsey home search

    To begin your search for a home in Dempsey, explore the interactive map and MLS® listings below. This resource allows you to view available properties and find the perfect fit for your lifestyle.

    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 home in Dempsey?

    Buying a home in Dempsey offers a blend of convenience and community. With its established homes and access to local amenities, it’s an appealing choice for families and professionals alike.

    What types of homes are for sale in Dempsey?

    Dempsey features a range of homes for sale, including detached houses, semi-detached homes, condo apartments, and townhouses. This variety allows buyers to find a property that meets their specific needs and preferences.

    How do you get around Dempsey?

    Getting around Dempsey is straightforward, with major roads like Ontario Street and Derry Road providing easy access to surrounding areas. Public transit options, including the Milton GO Station, make commuting to Toronto and other parts of the Greater Toronto Area accessible.

    Who lives in Dempsey?

    The neighbourhood is home to a diverse population, including families, young professionals, and retirees. This mix creates a vibrant community atmosphere that is welcoming and engaging.

    What should I know before buying in Dempsey?

    Before buying in Dempsey, consider your lifestyle needs, such as proximity to schools, parks, and shopping. Additionally, it's wise to evaluate the local real estate market and understand the different property types available.

    How do I start my Dempsey home search?

    To start your home search in Dempsey, use the interactive map and MLS® listings provided below. This will help you explore available properties and find the right home for you.

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    Browse by property type

    • Condos for Sale in Dempsey, Milton
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