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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  • 12 Simcoe Street in Whitby: Brooklin House for sale : MLS®# E13628316

    12 Simcoe Street Brooklin Whitby L1M 1B2
    Main Photo: 12 Simcoe Street in Whitby: Brooklin House for sale : MLS®# E13628316

    12 Simcoe Street Whitby L1M 1B2 Brooklin

    $849,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13628316
    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

  • 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

  • 108 underwood Drive in Whitby: Brooklin House for sale : MLS®# E13709508

    108 underwood Drive Brooklin Whitby L1M 0K9
    Main Photo: 108 underwood Drive in Whitby: Brooklin House for sale : MLS®# E13709508

    108 underwood Drive Whitby L1M 0K9 Brooklin

    $825,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13709508
    Bedrooms:
    3
    Bathrooms:
    3
    Move-In Ready | Stunning 3-Bedroom Freehold Townhome in Brooklin!Welcome to this beautifully upgraded and freshly painted 3-bedroom freehold townhome in the highly desirable Brooklin community of North Whitby! Featuring an open-concept layout with hand-scraped hardwood flooring, smooth ceilings, pot lights, an electric fireplace in the primary bedroom, upgraded lighting, and an elegant oak staircase with wrought-iron pickets.The modern chef's kitchen offers quartz countertops, an undermount sink, crackle-pearl backsplash, under-cabinet lighting, stainless steel appliances, and an upgraded faucet. Spacious bedrooms, premium custom window coverings, upgraded trim, and fresh professional paint throughout complete the interior.Enjoy the professionally landscaped private backyard with a stone patio, deck with hot tub, and no rear neighbours-perfect for relaxing and entertaining. The finished garage features durable epoxy flooring, while the extra driveway parking and extended boulevard provide added convenience.Located close to top-rated schools, parks, shopping, public transit, EMS, police services, and Hwy 407 & 412. This home offers exceptional comfort, functionality, and pride of ownership in one of Brooklin most desirable communities.Don't miss this fantastic opportunity to own a move-in-ready freehold townhome in the heart of Brooklin! More details
    Listed by RE/MAX PRESIDENT REALTY
    LISTING DETAILS

  • 148 Winchester Road E in Whitby: Brooklin House for lease : MLS®# E13788392

    148 Winchester Road E Brooklin Whitby L1M 1X2
    Main Photo: 148 Winchester Road E in Whitby: Brooklin House for lease : MLS®# E13788392

    148 Winchester Road E Whitby L1M 1X2 Brooklin

    $2,950
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    E13788392
    Bedrooms:
    3
    Bathrooms:
    2
    Detached bungalow for lease in the heart of Brooklin, a fit for a family, professionals commuting on the 407, or a multi-generational household that wants two separate living spaces under one roof. The main floor offers two spacious bedrooms, a 4-piece bathroom, a bright and functional layout and a family room, while the finished basement with its own separate entrance adds a third bedroom, a living room and a 3-piece bathroom. Set on an 80 x 190 ft lot with a deep backyard, the home comes with a private driveway for four vehicles, exclusive-use laundry, central air and gas forced-air heating, Steps to Brooklin Memorial Park, a short walk to Winchester Public School, the Brooklin library branch, Meadowcrest Public School and St. Leo Catholic School, with Brooklin High School, the shops and restaurants of downtown Brooklin on Baldwin Street and Highway 407 all a few minutes away. A rare chance to rent a whole detached home with a separate-entrance lower level in one of Whitby's most sought after communities. More details
    Listed by RE/MAX METROPOLIS REALTY
    LISTING DETAILS

  • 14 Cornerside Way in Whitby: Brooklin House for sale : MLS®# E13815788

    14 Cornerside Way Brooklin Whitby L1M 0L8
    OPEN HOUSE: Sep 26, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Saturday, September 26, 2026 2:00PM - 4:00PM
    OPEN HOUSE: Sep 27, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, September 27, 2026 2:00PM - 4:00PM
    Main Photo: 14 Cornerside Way in Whitby: Brooklin House for sale : MLS®# E13815788

    14 Cornerside Way Whitby L1M 0L8 Brooklin

    $799,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13815788
    Bedrooms:
    4
    Bathrooms:
    3
    Brooklin Charm Meets Low-Maintenance Living In This Freehold Townhome. With Over 2200 Sqft, This Townhome Feels More Like A Detached Home, Offering 4 Bedrooms, 3 Washrooms And A 2-Car Garage, Giving Everyone Room To Spread Out. The Ground Level Welcomes You With A Family Room, 2-Piece Washroom, And Direct Garage Access, Creating A Flexible Space To Relax Or Unwind. Upstairs, The Main Living Level Is Made For Gathering And Hosting, With Connected Living And Dining Spaces, A Cozy Fireplace, And A Kitchen And Breakfast Area Featuring A Walkout To The Large Balcony. Think Weekend Brunch, Fresh Air, And Easy Evenings Outdoors! On The Third Floor, The Primary Suite Offers A Walk-In Closet And 3-Piece Ensuite, While 3 Additional Bedrooms And 4-Piece Washroom Provide Space For Family, Guests, Or A Home Office. The Unfinished Basement Offers Storage And Future Possibilities. Beyond Your Front Door, Enjoy Brooklin's Welcoming Community Atmosphere, Village Charm, And Local Conveniences. With Generous Living Space, Low-Maintenance Ownership, And A Lifestyle That Leaves More Time For The Things You Love, This Is A Home Worth Seeing! More details
    Listed by DAN PLOWMAN TEAM REALTY INC.
    LISTING DETAILS
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Data was last updated September 24, 2026 at 07:15 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.