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®# E13853272

    12 Simcoe Street Brooklin Whitby L1M 1B2
    Main Photo: 12 Simcoe Street in Whitby: Brooklin House for sale : MLS®# E13853272
    $800,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13853272
    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.
  • 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
    $2,800
    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
  • 14 Watford Street in Whitby: Brooklin House for sale : MLS®# E13878874

    14 Watford Street Brooklin Whitby L1M 1E6
    Main Photo: 14 Watford Street in Whitby: Brooklin House for sale : MLS®# E13878874
    $989,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13878874
    Bedrooms:
    2
    Bathrooms:
    2
    Attention Empty Nesters, welcome to 14 Watford St in the quaint town of Brooklin! This quality built, 2 bedroom bungalow by Tribute Homes offers an impressive open concept layout with 1735sqft of main floor living. It features a covered front porch, a welcoming foyer with a "wow factor" vaulted ceiling, large sun-filled living and dining room combo, family sized eat-in kitchen with terrific storage and large breakfast bar overlooking the great room with vaulted ceiling, hardwood floors & gas fireplace. Spacious primary bedroom with walk-in closet and an updated 4pc ensuite (wheel chair accessible double sink & shower). Large second bedroom with double closet. An updated 4pc main floor bath with solar tube providing natural light, large laundry room with double closet, window, and garage access, hardwood main floor hallway, and an open to below staircase with lift. Full sized, partially finished basement with large recreation room (above grade windows) and plenty of storage (easy to add 3rd bedroom if desired). Enjoy entertaining family and friends on your west facing deck and private yard. This home is a must see! More details
    Listed by CENTURY 21 LEADING EDGE REALTY INC.
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Data was last updated October 15, 2026 at 12:15 AM (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.