Orillia Listings

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  • 16 WILLIAM STREET in Orillia: Single Family for sale : MLS®# S13588234

    16 WILLIAM STREET Orillia L3V 5N3
    Main Photo: 16 WILLIAM STREET in Orillia: Single Family for sale : MLS®# S13588234
    $499,900
    Single Family
    Status:
    Active
    MLS® Num:
    S13588234
    Bedrooms:
    3
    Bathrooms:
    2
    CENTURY CHARM & THOUGHTFUL UPDATES IN A CENTRAL ORILLIA LOCATION! This is the house with the storybook front porch, the greenery-filled backyard with mature trees and gardens, and the downtown Orillia address that makes it easy to leave the car at home. Summer dinners stretch a little later on the deck, evenings gather around the fire pit, and weekends are spent tending gardens, enjoying the shade of mature trees or heading out to explore the waterfront, trails and local shops just minutes away. Character is woven throughout the home, from the hardwood floors, crown moulding and wide trim details to the tall windows that fill the rooms with natural light. The living and dining rooms sit comfortably side by side, giving the main floor an easy flow, while the kitchen adds a cheerful hit of personality with soft blue cabinetry, black hardware, open display shelving and newer stainless steel appliances. The enclosed front porch adds a sunny spot to watch the neighbourhood go by, with handy space for boots, coats and seasonal gear. A main-floor bedroom with a 3-piece ensuite and walkout to the backyard offers flexibility for guests or extended family, while upstairs, two additional bedrooms share a full bathroom, including a spacious primary bedroom complete with a walk-in closet. Outside, the 35 x 107 ft lot feels like a private pocket of greenery in the city, featuring landscaped outdoor space, colourful gardens, a storage shed, two driveway parking spots and an attached garage. Fresh paint, a newer roof, newer central air, an updated garage door and no rental items add practical value for the next owner, while the unfinished partial basement provides valuable storage space. Situated in an established downtown neighbourhood near Orillia Soldiers' Memorial Hospital, Couchiching Beach Park, J.B. Tudhope Memorial Park, the Lightfoot Trail System and the Lake Couchiching waterfront. (id:2493) More details
    Listed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY
    TODD AND LYNN GUERGIS
  • 28 MAPLE DRIVE in Orillia: Single Family for sale : MLS®# S13582762

    28 MAPLE DRIVE Orillia L3V 3W2
    Main Photo: 28 MAPLE DRIVE in Orillia: Single Family for sale : MLS®# S13582762
    $3,999,900
    Single Family
    Status:
    Active
    MLS® Num:
    S13582762
    Bedrooms:
    4
    Bathrooms:
    6
    Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of Orillia's most sought-after waterfront streets. This exceptional custom-built residence is a rare opportunity to own a truly remarkable waterfront estate. From the moment you step through the grand entrance, the craftsmanship and attention to detail are evident. Expansive lake views serve as a backdrop throughout more than 6,700 square feet of finished living space.The showpiece kitchen features two separate serveries and flows seamlessly into the formal dining room, family room with fireplace, and an impressive screened-in porch spanning approximately 650 sq. ft. with waterfront views. The outdoor living space offers multiple areas for dining, entertaining and relaxing. The main-floor primary suite is a private retreat with separate walk-in closets, dual vanities and a spa-inspired ensuite. A three-car garage, laundry room and office nook round out the main level. Upstairs, two spacious bedrooms each enjoy their own ensuite, connected by an executive-style office with a fireplace and ensuite privileges. A custom elevator provides access to every level of the home.The lower level is built for recreation and relaxation, with a home theatre featuring a projector screen and surround sound, a wine cellar, an additional bedroom, a fitness area and a steam shower. A whole-home generator adds convenience and peace of mind. At the water's edge, the boathouse complements the property with a one-bedroom unit, complete with its own kitchen, bathroom and laundry, ideal for extended family or guests. Rarely does a property of this calibre come available. Exceptional craftsmanship, extensive amenities and a premier Lake Couchiching setting come together in this truly extraordinary waterfront offering. (id:2493) More details
    Listed by RE/MAX RIGHT MOVE
    TODD AND LYNN GUERGIS
  • 165 CEDAR ISLAND ROAD in Orillia: Multi-family for sale : MLS®# S13584890

    165 CEDAR ISLAND ROAD Orillia L3V 1S9
    Main Photo: 165 CEDAR ISLAND ROAD in Orillia: Multi-family for sale : MLS®# S13584890
    $525,000
    Multi-family
    Status:
    Active
    MLS® Num:
    S13584890
    Bedrooms:
    4
    Bathrooms:
    2
    Welcome Home To 165 Cedar Island Road, This fantastic legal non conforming duplex offers exceptional flexibility, income potential, and room to grow. Ideally located just steps from the lake, scenic waterfront trails, downtown, shops, restaurants, parks, and everyday amenities, it's a property that combines lifestyle with long-term opportunity. Currently configured as a legal duplex, The upper-level unit features a bright one-bedroom layout complete with its own private laundry, spacious deck, and comfortable living space. The lower-level unit offers an expansive two-bedroom floor plan with two separate living areas, private laundry, and excellent flexibility for tenants, extended family, or multigenerational living. The home could also be converted back into a spacious 4 or 5 bedroom single-family residence if desired. Positioned to one side of the lot, the property offers excellent potential for future expansion, including the possibility of an addition, detached garage, garden suite, or even a garage with a garden suite above (subject to municipal approvals). Buyers are encouraged to complete their own due diligence with the City regarding future development possibilities. Thoughtfully updated throughout, the home features all new flooring (2021), a beautifully updated kitchen (2021), renovated bathrooms (2021), a new washer and dryer (2024), and a brand-new roof completed in (2026), Outside, you'll enjoy an expansive upper-level deck that provides a wonderful space to relax and take in views of the lake. Whether you're searching for a home with rental income, multi-generational living, or future development potential, this unique property offers an exceptional combination of versatility, location, and opportunity. (id:2493) More details
    Listed by RE/MAX HALLMARK CHAY REALTY
    TODD AND LYNN GUERGIS
  • 112 BORLAND STREET E in Orillia: Single Family for sale : MLS®# S13585146

    112 BORLAND STREET E Orillia L3V 2B7
    Main Photo: 112 BORLAND STREET E in Orillia: Single Family for sale : MLS®# S13585146
    $575,000
    Single Family
    Status:
    Active
    MLS® Num:
    S13585146
    Bedrooms:
    5
    Bathrooms:
    2
    *** Additional Listing Details - Click Brochure Link *** Beautiful Raised Bungalow with an above ground salt watered pool. In Orillia's desirable North Ward. Close to Lake Couchiching and within walking distance; Couchinging Golf and Country Club; Orillia Rec Centre; Soldier Memorial Hospital; Hillcrest Park. In the backyard enjoy your coffee on the deck, next to the pool and enjoy the birds singing. Fully fenced with a long lasting vinyl fence with a double 10 ft door for access of your toys or vehicle. Inside you have lots of room as there are 5 bedrooms and 2 bathrooms.Open conception the livingroom and dining room makes it very inviting. There are 3 bedrooms upstairs and a 4 piece bathroom with a quartz-topped vanity. The lower level is finished and has 2 bedrooms; a den; 3 piece bathroom and laundry room. Additionally, large room with kitchen, fridge, dishwasher and can be used as 2nd kitchen, recommended or family room. House has been freshly painted inside and out. (id:2493) More details
    Listed by ROBIN HOOD REALTY LIMITED
    TODD AND LYNN GUERGIS
  • 101 MISSISSAGA STREET E in Orillia: Retail for sale : MLS®# S13585504

    101 MISSISSAGA STREET E Orillia L3V 1V6
    Main Photo: 101 MISSISSAGA STREET E in Orillia: Retail for sale : MLS®# S13585504
    $999,900
    Retail
    Status:
    Active
    MLS® Num:
    S13585504
    Floor Area:
    3,098 sq. ft.
    A rare opportunity to own one of Downtown Orillia's most recognizable commercial properties! 101 Mississaga St E is home to the iconic Apple Annie's Café. This prime mixed-use building occupies one of the city's most sought-after downtown locations with exceptional visibility and steady foot traffic. The property features a well-established commercial tenant on the main level along with two tenanted residential apartments above (1 bed 1 bath / 2 bed 1 bath), creating multiple income streams and an attractive return on investment. Whether you're expanding your investment portfolio or securing a landmark asset in a thriving downtown, opportunities like this are fairly rare. (id:2493) More details
    Listed by RE/MAX RIGHT MOVE
    TODD AND LYNN GUERGIS
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Data was last updated July 22, 2026 at 02:15 AM (UTC)
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