Old Brooklin Homes for Sale

Old Brooklin Homes

Old Brooklin forms the historic core of the community and is known for its small-town charm, walkable streets, and character homes. The area offers a mix of older properties and updated residences close to local shops, parks, and community amenities. Its village feel and strong sense of community continue to attract buyers looking for a more connected and established lifestyle.
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  • 11 Durham Street in Whitby: Brooklin House for sale : MLS®# E13057886

    11 Durham Street Brooklin Whitby L1M 1A5
    Main Photo: 11 Durham Street in Whitby: Brooklin House for sale : MLS®# E13057886

    11 Durham Street Whitby L1M 1A5 Brooklin

    $1,149,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    E13057886
    Bedrooms:
    6
    Bathrooms:
    4
    Perfect for Large or Multigenerational Families! This unique property offers two homes in one - a spacious One and a half-storey house plus a bungalow addition, each with its own entrance, kitchen, and living areas. Both spaces are fully self-sufficient, yet connected for easy access between the two.The main home features 4 bedrooms and 2 bathrooms, while the bungalow, added in 1999, is handicap accessible and ideal for in-laws or extended family.The large lot provides plenty of outdoor space - even room for a pool! Live together, but with your own space - or rent out one side for extra income. Truly, two homes for the price of one! This home must be viewed in person to fully appreciate More details
    Listed by ROYAL HERITAGE REALTY LTD.
    LISTING DETAILS

  • 12 Simcoe Street in Whitby: Brooklin House for sale : MLS®# E13445708

    12 Simcoe Street Brooklin Whitby L1M 1B2
    Main Photo: 12 Simcoe Street in Whitby: Brooklin House for sale : MLS®# E13445708

    12 Simcoe Street Whitby L1M 1B2 Brooklin

    $899,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13445708
    Bedrooms:
    3
    Bathrooms:
    1
    Welcome to this exceptional and incredibly rare offering. Nestled in the highly desirable family friendly Olde Brooklin neighbourhood. Featuring 3 spacious bedrooms, a large kitchen and dining area with a separate living room and gas fireplace. Enjoy a coffee on the covered front porch. Move in ready! Partially finished basement has great in-law suite potential with above grade windows. Minutes to shopping, schools, parks, 407 and the new Whitby sports complex. More details
    Listed by Royal Heritage Realty Ltd.
    LISTING DETAILS

  • 86 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13055124

    86 Winchester Road E Brooklin Whitby L1M 1B4
    Main Photo: 86 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13055124

    86 Winchester Road E Whitby L1M 1B4 Brooklin

    $849,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13055124
    Bedrooms:
    2
    Bathrooms:
    1
    Corner Detached Property located on Simcoe Street & Winchester. Home is located across the street from Luther Vipond Brooklin Memorial Arena and Brooklin Memorial Park. Potential Development Opportunity. Property is zoned Medium density residential within Brooklin's Secondary plan. Buyers to Verify zoning and development potential with City & Region. Must be purchased together with 88 Winchester Road E. Both Properties combined is approximately 1/2 an acre. Pictures of lot is including neighboring lot. More details
    Listed by ROSEMOUNT REALTY AND ASSOCIATES LTD.
    LISTING DETAILS

  • 88 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13055058

    88 Winchester Road E Brooklin Whitby L1M 1B4
    Main Photo: 88 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13055058

    88 Winchester Road E Whitby L1M 1B4 Brooklin

    $849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13055058
    Bedrooms:
    3
    Bathrooms:
    1
    Detached 3 Bedroom 1 Bath Property located on beautiful lot on Winchester Road E. Home is located across the street from Luther Vipond Brooklin Memorial Arena and Brooklin Memorial Park. You can make this place your new homeor Purchase together with 86 Winchester for Potential Development Opportunity. Property is zoned Medium density residential within Brooklin's Secondary plan. Buyers to Verify zoning and development potential with City & Region. Both Properties combined is approximately 1/2 an acre More details
    Listed by ROSEMOUNT REALTY AND ASSOCIATES LTD.
    LISTING DETAILS

  • 1 Queen Street in Whitby: Brooklin House for sale : MLS®# E13410954

    1 Queen Street Brooklin Whitby L1M 1C5
    Main Photo: 1 Queen Street in Whitby: Brooklin House for sale : MLS®# E13410954

    1 Queen Street Whitby L1M 1C5 Brooklin

    $949,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13410954
    Bedrooms:
    2
    Bathrooms:
    1
    Investors, builders, first-time homebuyers, and developers: this is an opportunity not to be missed. Secure a prime detached property in the heart of Brooklin in Whitby set on a rare and expansive 70 ft x 90 ft lot, just off Highway 7 (Winchester Road East). Ideal for renovation, redevelopment, or the creation of a custom dream home, this property offers outstanding potential in one of Whitby's most desirable communities. Enjoy the convenience of walking to shops, parks, and top-rated schools, the lifestyle you've been waiting for is right at your doorstep. An exceptional chance to build, invest, or grow in a highly sought-after neighborhood. More details
    Listed by KELLER WILLIAMS REALTY CENTRES
    LISTING DETAILS

  • 148 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13064912

    148 Winchester Road E Brooklin Whitby L1M 1X2
    Main Photo: 148 Winchester Road E in Whitby: Brooklin House for sale : MLS®# E13064912

    148 Winchester Road E Whitby L1M 1X2 Brooklin

    $795,000
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    E13064912
    Bedrooms:
    3
    Bathrooms:
    2
    Beautiful bungalow offering excellent potential for first-time home buyers, investors, or those looking for multi-generational living. The main floor features 2 spacious bedrooms, a bright and functional layout, and comfortable living space throughout. The separate entrance basement includes 1 bedroom, a living room, and a 3-piece bathroom, providing great in-law suite or convert into rental potential. Live in one space and rent the other to help offset your mortgage, or add this property to your investment portfolio and hold for future growth and development potential. A fantastic opportunity in a growing and desirable area of Brooklin. More details
    Listed by RE/MAX METROPOLIS REALTY
    LISTING DETAILS
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Data was last updated July 5, 2026 at 02:15 PM (UTC)
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.
This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.