Old Simcoe Street Homes for Sale

Old Simcoe Street Homes

The Old Simcoe Street area features some of Port Perry’s most historic homes and streetscapes. Buyers are drawn to its character properties, mature setting, and close proximity to downtown shops and restaurants.
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  • 15212 Simcoe Street in Scugog: Port Perry House for sale : MLS®# E13000782

    15212 Simcoe Street Port Perry Scugog L9L 1J8
    Main Photo: 15212 Simcoe Street in Scugog: Port Perry House for sale : MLS®# E13000782

    15212 Simcoe Street Scugog L9L 1J8 Port Perry

    $699,900
    Residential Freehold
    Status:
    Active Under Contract
    MLS® Num:
    E13000782
    Bedrooms:
    3
    Bathrooms:
    1
    Welcome to 15212 Simcoe St, located in a quaint, family-friendly neighbourhood that is steps away from historical downtown Port Perry's shopping and lakefront. This home has been lovingly maintained and is full of charm and character. The expansive covered porch leads to a sun-filled main floor with 9' ceilings. Lots of room to live, play and work from home thanks to a formal dining room that can accommodate large families and a spacious main floor office with built-in bookcases. Enjoy the sunset and views of the deep, private yard from the charming 3 season sunroom with cathedral ceiling. The eat-in kitchen offers a separate entrance and convenient access to the private, sidewalk free double driveway. The oversized detached garage provides ample storage. Plenty of closets and storage space throughout, including 2nd floor hallway linen closet, bathroom linen closet, and walk-in closet in the 3rd bedroom. Walk to schools, parks, shops, medical and more! See the VIRTUAL TOUR LINK for a video walk through of the home and property. More details
    Listed by THE NOOK REALTY INC.
    LISTING DETAILS

  • 69 Casimir Street in Scugog: Port Perry House for sale : MLS®# E13128628

    69 Casimir Street Port Perry Scugog L9L 1B7
    Main Photo: 69 Casimir Street in Scugog: Port Perry House for sale : MLS®# E13128628

    69 Casimir Street Scugog L9L 1B7 Port Perry

    $839,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13128628
    Bedrooms:
    3
    Bathrooms:
    2
    Enjoy views of Lake Scugog right from your driveway and experience the convenience of in-town living in one of Port Perry's most desirable locations! Located in the heart of downtown Port Perry, this well-maintained 3-bedroom, 2-bathroom side split sits on a corner lot just steps from the waterfront, local amenities, and some of Durham Region's best restaurants. Side yard to the East of the house provides potential for severance in prime downtown location. Inside, the spacious main level features a bright living room with a large bay window, a dedicated dining area, and an eat-in kitchen perfect for everyday living and entertaining. Upstairs offers 3 generously sized bedrooms and an updated 4-piece bathroom with tub. The ground level includes a convenient laundry room with garage access and a walkout to the backyard. Downstairs, the basement provides additional living space with a large above-grade window and cozy brick fireplace, plus a large utility room and crawlspace offering plenty of storage. Outside, enjoy a huge driveway with parking for 5 vehicles, an extra deep garage, deck, and large side yard with plenty of room to relax or entertain. Recent updates include flooring, light fixtures, paint, furnace (2026), hot water tank (2 years), windows (approx. 8 years), and roof (approx. 10 years). A fantastic opportunity to own a move-in ready home in an unbeatable downtown location! More details
    Listed by ROYAL LEPAGE FRANK REAL ESTATE
    LISTING DETAILS

  • 158 Blossom Court in Scugog: Port Perry House for sale : MLS®# E12903226

    158 Blossom Court Port Perry Scugog L9L 1G5
    Main Photo: 158 Blossom Court in Scugog: Port Perry House for sale : MLS®# E12903226

    158 Blossom Court Scugog L9L 1G5 Port Perry

    $825,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E12903226
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome to this charming, sun-filled 3+1-bedroom home nestled on a quiet cul-de-sac in a family-friendly neighborhood-just a short stroll to historic downtown Port Perry. This beautifully maintained raised bungalow offers a bright and inviting layout, featuring a newly renovated modern kitchen and semi-ensuite , updated windows and flooring throughout the main floor. The spacious, open-concept rec room is perfect for relaxing or entertaining, complete with a cozy gas fireplace and large above-grade windows that fill the space with natural light. Step outside to your private, fully fenced backyard, surrounded by mature trees and thoughtful landscaping-ideal for family time, gardening, or hosting summer gatherings. Enjoy the convenience of being within walking distance to local restaurants, charming shops, the waterfront, schools, parks, and more. This home truly offers the perfect blend of comfort, convenience, and community. Don't miss your chance to make this exceptional property your own! More details
    Listed by RE/MAX ALL-STARS REALTY INC.
    LISTING DETAILS

  • 29 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13064286

    29 Lakeview Drive Port Perry Scugog L9L 1G9
    Main Photo: 29 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13064286

    29 Lakeview Drive Scugog L9L 1G9 Port Perry

    $829,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13064286
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 29 Lakeview Drive in the charming town of Port Perry. This rarely offered all-brick bungalow sits on the desirable south side of Lakeview Drive in the Apple Valley neighbourhood, with no direct neighbours behind-offering an added sense of privacy. Featuring three spacious bedrooms and a functional layout, this home provides plenty of potential to make it your own. A welcoming front porch offers the perfect spot to enjoy your morning coffee or unwind in the evening. The finished basement creates a great space for entertaining, complete with a builtin bar and a convenient separate entrance to the garage, while the attached two-car garage adds everyday practicality. Step outside to a private backyard featuring a large deck, gazebo, and two custom-built wood sheds-ideal for those who appreciate outdoor living and extra storage. Recent updates include a renovated kitchen (2024), new roof (2024), Eco Water System (2026), Washer/Dryer (2024) and a freshly paved driveway (2025), adding value and peace of mind. Situated in a quiet, well-established community close to schools, parks, and all local amenities, this home is well-suited for families, downsizers, or anyone looking to enter a desirable neighbourhood. Located along the shores of Lake Scugog, Port Perry is known for its scenic waterfront, historic downtown, boutique shopping, and locally owned restaurants-making it a wonderful place to call home. More details
    Listed by RE/MAX ALL-STARS REALTY INC.
    LISTING DETAILS
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Data was last updated May 18, 2026 at 04:15 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.