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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  • 1781 Scugog Street in Scugog: Port Perry House for sale : MLS®# E13583984

    1781 Scugog Street Port Perry Scugog L9L 1J6
    Main Photo: 1781 Scugog Street in Scugog: Port Perry House for sale : MLS®# E13583984
    $859,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13583984
    Bedrooms:
    5
    Bathrooms:
    3
    This meticulously maintained all brick 3 + 2 bedroom home is spacious, brightly sunlit & beautifully updated. Step into an airy open concept main level which flows seamlessly from the kitchen to the living & dining areas. Walkout from the kitchen onto the deck & enjoy your morning coffee while overlooking the extremely private & fenced backyard with lush perennial gardens. Recent updates on the main level include kitchen cabinetry, large centre island w/breakfast bar, quartz counters, all appliances, 2 main floor bathrooms & windows. The home has been freshly painted throughout & is carpet-free except for the family room. The main level is enhanced by attractive bamboo flooring. There is a kitchen pantry & ample closet storage in all bedrooms. The finished lower level expands the living space with an oversize family room with a newer patio door leading to the beautiful backyard, 2 generous size bedrooms, 4 piece bathroom, office space & laundry room. There are 2 separate entrances to the bright lower level allowing the potential for this level to ideally be an apartment or a home-based business space. Separate entrances from the driveway & garage to the lower level as well as the patio door. This property is a large corner lot with access from Crandell Street for easy entrance & exit to the repaved driveway which easily accommodates 4 vehicles. Well designed hardscaping leads from the driveway to the front door. Additional improvements include shingles +/- 5 years, washer & dryer +/- 4 years, garage door & electric garage door opener 1 year & gas furnace & central air 2014. Located an easy walk to schools, downtown Port Perry, where you can enjoy local shops, restaurants, parks, Lake Scugog & all the amenities & activities this vibrant town has to offer. More details
    Listed by Re/Max All-Stars Realty Inc.
  • 359 Sexton Street in Scugog: Port Perry House for sale : MLS®# E13700872

    359 Sexton Street Port Perry Scugog L9L 1E6
    Main Photo: 359 Sexton Street in Scugog: Port Perry House for sale : MLS®# E13700872
    $719,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13700872
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to a charming piece of Port Perry history! This lovingly cared for home has been enjoyed by the same family for over 50 years, showcasing character throughout and sits on a beautiful corner lot surrounded by mature trees and established perennial gardens in a quiet neighbourhood. Offering approx. 1,660 sq. ft., the home retains the warmth and charm of an older home with plenty of opportunity to update and make it your own. Step onto the welcoming deck-an ideal spot for morning coffee while enjoying the treed setting and colourful perennials. Inside features an eat-in kitchen, living room with hardwood floors, 3 bedrooms, main-floor laundry and modernized 4-pc bath.An approx. 560 sq. ft. addition, completed in 1988/89, features a spacious studio/family room with Napoleon gas fireplace and separate entrance. Framed to allow future conversion into a 2-car garage if desired, it also offers flexibility as additional living space, creative studio or potential home-based business.The partially finished basement offers a cozy rec room, office/playroom, second laundry setup and 2-pc bath. Double wide driveway allows for parking for 4 vehicles plus a custom built garden shed. Walk to downtown Port Perry for shopping, dining and amenities, or stroll to the waterfront, parks, playground and splash pad.Improvements include upgraded thermal Styrofoam insulation installed with the vinyl siding, Napoleon natural gas furnace (2014), shingles (2017), gas fireplace (2019), deck (2022) and hot water tank (rental, 2026). Main level is heated with natural gas; existing main-floor baseboards are no longer in use.2025 utility costs: Natural Gas $1,326.00, Hydro $464.70 and Water $561.40. Brimming with character and possibilities, this much-loved home is ready for its next owner to bring their own vision while preserving its special charm. More details
    Listed by Re/Max Hallmark First Group Realty Ltd.
  • 15111 Simcoe Street in Scugog: Port Perry House for sale : MLS®# E13745574

    15111 Simcoe Street Port Perry Scugog L9L 1J5
    Main Photo: 15111 Simcoe Street in Scugog: Port Perry House for sale : MLS®# E13745574
    $749,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13745574
    Bedrooms:
    3
    Bathrooms:
    2
    Discover both comfort & convenience in this charming 3 bedroom, all brick bungalow, set back from the road & located in the heart of Port Perry. Situated on a generous lot, this home is within easy walking distance of local schools, shops, restaurants and Lake Scugog, while also providing a quick commute to the GTA. The freshly painted interior features modern pot lights and shutter blinds throughout the main level. The home features significant mechanical upgrades including a new gas furnace (2024), air conditioner (2023), and hot water tank (2024). The kitchen includes newer appliances, a built-in microwave, and a tiled backsplash. The third bedroom/office offers a peaceful walkout to a screened-in covered porch - perfect for enjoying the outdoors in comfort. The partially finished basement adds incredible versatility, featuring a 2-piece washroom plus a separate shower, a large dedicated office space or separate room, a cozy sitting area and ample room for a games area or home bar. Outside the large backyard serves as a private oasis. Whether you are looking for a first-time home, retirement or a lifestyle change, this property offers incredible value and a prime location. More details
    Listed by Royal LePage Frank Real Estate
  • MAIN 211 Casimir Street in Scugog: Port Perry House for lease : MLS®# E13574304

    MAIN 211 Casimir Street Port Perry Scugog L9L 1B7
    Main Photo: MAIN 211 Casimir Street in Scugog: Port Perry House for lease : MLS®# E13574304
    $1,900
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    E13574304
    Bathrooms:
    1
    ***ALL INCLUSIVE*** Welcome to this bright and beautifully finished legal accessory apartment, tucked into a lovely home in the heart of Downtown Port Perry. This main-level executive studio offers easy, single-level living with no steps - perfect for anyone wanting comfort and convenience in one of Scugog's most walkable neighbourhoods.Inside, you'll find a spacious, light-filled layout (607 sq ft) with a large bathroom complete with in-suite laundry, a full kitchen, and generous living and dining space. All appliances are included, and the unit enjoys excellent natural light throughout the day. Step outside to your own private backyard area, ideal for relaxing outdoors.Tandem shared parking in the driveway. All-inclusive rent - heat, hydro, and water covered by the landlord - makes budgeting simple. Just steps to downtown Port Perry's shops, restaurants, and the lake. This is a rare opportunity for a tenant looking for a turnkey, low-maintenance home in an unbeatable location. More details
    Listed by RE/MAX HALLMARK FIRST GROUP REALTY LTD.
  • 158 Blossom Court in Scugog: Port Perry House for sale : MLS®# E13740904

    158 Blossom Court Port Perry Scugog L9L 1G5
    Main Photo: 158 Blossom Court in Scugog: Port Perry House for sale : MLS®# E13740904
    $699,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13740904
    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 neighbourhood-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.
  • 18 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13799634

    18 Lakeview Drive Port Perry Scugog L9L 1G9
    OPEN HOUSE: Sep 19, 2026
    10:00 AM - 12:00 PM EDT
    Open House on Saturday, September 19, 2026 10:00AM - 12:00PM
    Main Photo: 18 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13799634
    $714,950
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13799634
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to 18 Lakeview Dr. This all-brick bungalow is located in Apple Valley one of Port Perry's most coveted areas. The front entrance features an inviting foyer with access to the large 2 car garage, lower level and main floor. This house has a large living - dining area with big south facing windows. The big eat in kitchen with sliding door walkout to deck and large fenced in back yard. Master bedroom with 3-piece en suite, 2 additional bedrooms and 4-piece bathroom. The lower level is large and spacious unfinished just waiting for your personal touch. Come see what life is like in Port Perry. More details
    Listed by AFFINITY GROUP PINNACLE REALTY LTD.
  • 20 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13772510

    20 Lakeview Drive Port Perry Scugog L9L 1G9
    Main Photo: 20 Lakeview Drive in Scugog: Port Perry House for sale : MLS®# E13772510
    $779,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    E13772510
    Bedrooms:
    3
    Bathrooms:
    2
    Welcome to this beautifully cared for bungalow, lovingly owned and enjoyed by the same family for over 30 years. This wonderful home offers spacious principal rooms, a warm and inviting layout, and a location that is perfect for families. A large, open entry welcomes you into the home. Bright windows fill the spacious living room and dining room with natural light, creating a warm and relaxing atmosphere. The eat-in kitchen provides plenty of room for casual family meals or entertaining, while the adjoining family room offers a cozy gathering space with a gas fireplacve and walkout to the private deck. The spaciour primary suite is tucked away in the back corner of the home, offering excellent privacy along with a stunning walk-in closet and 3-piece ensuite. Two additional generously sized bedrooms provide comfortable space for family, guests, or a home office. The partially finished basement offers a great sized office or playroom, while the remaining space awaits your personal vision and finishing touches. Enjoy all that the stunning waterfront town of Port Perry has to offer, including excellent schools, a community centre, waterfront parks, year-round kids' sports, and an abundance of shops, restaurants and everyday conveniences. A lovingly maintained home in a fantastic community- ready for its next chapter! More details
    Listed by Ball Real Estate Inc.
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Data was last updated September 19, 2026 at 04:15 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.