Simcoe County Waterfront Properties

Simcoe County Waterfront Properties

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We have found a total of 176 listings, but only 173 are available for public display. To get instant access to all 176 listings, please .
1-12/173

  • 29 McArthur Drive, Penetanguishene

    29 McArthur Drive Penetanguishene Penetanguishene L9M 1X3
    Main Photo: 29 McArthur Drive, Penetanguishene

    29 McArthur Drive Penetanguishene L9M 1X3 Penetanguishene

    $4,650,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12918650
    Bedrooms:
    4
    Bathrooms:
    6
    Perched majestically on Midland Point, this magnificent 4-bedroom, 5.5-bathroom estate commands 99 feet of pristine private Georgian Bay shoreline, offering an unparalleled canvas of panoramic water views and inspiring sunrises. Spanning 4,841 sq ft, this impeccably updated residence embodies sophisticated waterfront living. A culinary masterpiece awaits in the gourmet kitchen, featuring professional-grade appliances and a sprawling island, all designed to maximize the breathtaking bay vistas. Convenience meets luxury with a main floor primary suite and dedicated laundry. The expansive main deck is an entertainer's paradise, boasting an outdoor kitchen, a unique retractable garage door, and crystal-clear Invisirail for unobstructed views. The lower walk-out level transforms into a world of leisure, complete with a dedicated billiards room, an impressive office/library, a family room warmed by a fireplace, a private fitness area, and an exquisite wine cellar. Step directly from here into a covered three-season sanctuary, featuring a crackling wood fireplace and a bubbling hot tub. Enhancing this exceptional property are a contemporary 600+ sq ft street-front office with a 4-piece bath, ideal for remote work or a home business, and a charming 1-bedroom, 2-bathroom guest house, offering a cozy retreat with its own wood-burning fireplace. The waterfront truly defines this property, with a natural sandy beach, a welcoming fire pit, and a double dry boathouse equipped with a rail system for two vessels and a private dock. Above the boathouse, a private putting green offers a unique opportunity to refine your short game while soaking in the stellar views of the private beach and Midland Bay. As you arrive, meticulously manicured perennial gardens unfold, creating a serene, park-like drive that leads to the heart of this extraordinary home. More details
    Listed by Sotheby's International Realty Canada
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 3785 Riva Avenue, Innisfil

    3785 Riva Avenue Rural Innisfil Innisfil L9S 0L5
    OPEN HOUSE: Apr 05, 2026
    02:00 PM - 04:00 PM EDT
    Open House on Sunday, April 5, 2026 2:00PM - 4:00PM
    Main Photo: 3785 Riva Avenue, Innisfil

    3785 Riva Avenue Innisfil L9S 0L5 Rural Innisfil

    $1,699,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N12933218
    Bedrooms:
    3
    Bathrooms:
    3
    Client Remarks***End-Unit Riva Townhome | Steps to the Boardwalk*** End-unit Riva townhomes in this location are limited-and rarely offered. Set just steps from the Boardwalk Promenade and Lake Club, this home combines what many buyers look for but rarely find together: an end unit in a true walkable position to the core of Friday Harbour. What sets this unit apart is how it lives day to day. Riva Avenue has many interior units that are accessed primarily through the garage. Here, as an end unit, you have both garage access and a proper side-door main entrance, making coming and going far more practical and it is in a sought-after location. The home is oriented to the north-east, with open views toward the marina and Boardwalk. Large windows bring in strong natural light, including morning sun across the main living areas. The main floor is open concept with floor-to-ceiling windows and walkout to a full-width deck facing the marina. The kitchen is centered around an oversized island, designed for everyday use and entertaining. The property includes a private dock and boat slip, with a pedestal providing power, water, and lighting. Upstairs, the primary bedroom faces the water, opens to a private balcony, and includes ample closet space. Two additional bedrooms provide flexibility for guests, family, or workspace. Parking includes two garage spaces and two driveway spots. Ownership also includes eight Lake Club member cards, with access to the pool, fitness facilities, dining, and more. For buyers focused on end-unit livability in a prime Boardwalk location, opportunities like this are limited. Fee structure: Lake Club Fee: $291.48/month; Basic Resort Fee: $3,774.48/year; One-Time Entry Fee: 2% of purchase price + HST. More details
    Listed by GOLDFARB REAL ESTATE INC.
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 1562 Ladywood Way, Innisfil

    1562 Ladywood Way Rural Innisfil Innisfil L9S 2T7
    Main Photo: 1562 Ladywood Way, Innisfil

    1562 Ladywood Way Innisfil L9S 2T7 Rural Innisfil

    $13,999,999
    Residential Freehold
    Status:
    Active
    MLS® Num:
    N12948024
    Bedrooms:
    10
    Bathrooms:
    10
    Stunning World-Class Waterfront Estate on Kempenfelt Bay / Lake Simcoe! Privately nestled along one of the most prestigious and coveted roads on Kempenfelt Bay, this extraordinary estate is offered for sale. Gated and masterfully designed, the property showcases the pinnacle of craftsmanship, elegance, and timeless luxury. Envisioned as a true family compound, the estate comprises multiple residences designed for entertaining and privacy: the grand main house, a private apartment, a boathouse, and a cabana. Together, they provide 10 bedrooms, a bunk room accommodating 8, 11 bathrooms, 2 full kitchens, and 3 kitchenettes offering exceptional flexibility for family, friends, and guests. The main residence features a one-bedroom loft with full kitchen and bath, while the rare water lot highlights an Incredible one of a kind boathouse with kitchenette, bedroom/bathroom, living/dining with folding glass doors for indoor/outdoor lakeside living, double slip wet boathouse, permanent dock, extensive decking, remote lifts. Poolside cabana with dramatic fold-away doors continue Outdoor living elevated with frameless glass railings, expansive stonework, covered and uncovered sitting, lounging and dining areas are perfectly positioned for breathtaking sunsets and lake views. Resort-style amenities define the exterior, including a Betz Gunite pool with waterfall, infinity edge, and hot tub, glass-walled terraces, a poolside BBQ pavilion, and a cozy wood-burning fireplace surrounded by intimate seating. Inside, refined details abound: Incredible Chefs Kitchen, reclaimed antique elm hardwood floors, a custom wrought-iron staircase, elegant crown mouldings, four gas fireplaces, and extensive soundproofing for total comfort and privacy. A true one-of-a-kind sanctuary, this world-class waterfront estate must be experienced to be fully appreciated. Presentation, Photo Gallery, Floor Plans In Link More details
    Listed by HARVEY KALLES REAL ESTATE LTD.
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 1099 Davis Drive, Gravenhurst

    1099 Davis Drive Morrison Gravenhurst P0E 1N0
    Main Photo: 1099 Davis Drive, Gravenhurst

    1099 Davis Drive Gravenhurst P0E 1N0 Morrison

    $1,295,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    X12955436
    Bedrooms:
    4
    Bathrooms:
    3
    Set along the sought-after Severn River on the Trent-Severn Waterway, this inviting 4-bedroom + den, 3-bathroom bungalow offers effortless waterfront living with direct, easy access to Sparrow Lake! Ideally located just minutes from Highway 11 and only 90 minutes from the GTA, it's a perfect mix of convenience and cottage-country charm. The property showcases 142 feet of beautiful, south-facing waterfront and flat, usable grounds-ideal for families, entertaining, and enjoying long days by the water. An expansive 80 foot dock lines the majority of the shoreline, creating the ultimate space for lounging with family and friends all day long in the sunny southern exposure. A private boat launch, sandy beach and dedicated water toys rack add to the convenience and enjoyment of life on the water. A spacious back deck overlooks the water, perfect for summer gatherings or quiet morning coffee. Inside, the home has a warm, comfortable feel with an open-concept kitchen, dining, and living area designed for easy everyday living. A large bay-window breakfast nook captures stunning water views and fills the space with natural light. The fully finished basement adds excellent flexibility, featuring a convenient kitchenette and ample space for a recreation room, guest suite, or kids' hangout. An attached double car garage and asphalt driveway complete the package with plenty of room for vehicles and storage. A turnkey opportunity to enjoy relaxed waterfront living in a prime location. More details
    Listed by Sotheby's International Realty Canada
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 90 Turtle Path, Ramara

    90 Turtle Path Rural Ramara Ramara L0K 1B0
    Main Photo: 90 Turtle Path, Ramara

    90 Turtle Path Ramara L0K 1B0 Rural Ramara

    $939,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12391738
    Bedrooms:
    4
    Bathrooms:
    4
    Welcome to 90 Turtle Path, a newly renovated four-season waterfront home in Lagoon City. This 2,438 sq. ft. two-story property sits on a pie-shaped lot with direct access to Lake Simcoe and a private single-slip open dock. The home offers 4 bedrooms, 3.5 bathrooms, including 2 ensuites, and an in-law suite on the main floor. Features include new vinyl flooring, a gourmet kitchen with granite countertops, and two cozy fireplaces. The luxurious primary ensuite features a heated bathroom floor, a spacious 5-piece layout, and a walk-in closet.Enjoy the outdoors with octagon gazebo and bush-fenced backyard.Lagoon City residents have access to private beaches, a full-service marina, restaurants, and recreational clubs. With municipal services and just 90 minutes from the GTA, this property is perfect for year-round living or a seasonal retreat. **EXTRAS** ...S/T LT3371 AS TRANSFERRED BY LT94631 ; S/T LT3157 RAMARA. Water Purifier, Central Vacuum As Is Condition. Fridge, Stove, Wall Oven, Dishwasher, Washer And Dryer. All Elf's, All Window Coverings.Garden Shed. More details
    Listed by WEHOME REALTY INC.
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • Unit #Lot 12 3600 Narrows Road, Severn

    Unit #Lot 12 3600 Narrows Road Rural Severn Severn L0K 1E0
    Main Photo: Unit #Lot 12 3600 Narrows Road, Severn

    Unit #Lot 12 3600 Narrows Road Severn L0K 1E0 Rural Severn

    $599,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12636568
    Prime vacant land opportunity with 342.25 feet of water frontage and 7.64 acres of land! This expansive lot offers endless potential for your dream project. Situated right on the water and ideally close to a marina, its perfect for boating enthusiasts and those who love waterfront activities. Just 15 minutes north of Barrie and 20 minutes west of Orillia. Local builder willing to work with purchaser to create their dream home. This property is one that you do not want to miss out on. More details
    Listed by RE/MAX REALTRON REALTY INC.
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 77 MCARTHUR Drive, Penetanguishene

    77 MCARTHUR Drive Penetanguishene Penetanguishene L9M 1X3
    Main Photo: 77 MCARTHUR Drive, Penetanguishene

    77 MCARTHUR Drive Penetanguishene L9M 1X3 Penetanguishene

    $1,799,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12692640
    Bedrooms:
    6
    Bathrooms:
    4
    Stunning Waterfront Home Renovated 4-Bedroom, 4-Bath with Boathouse Experience lakeside living at its finest in this newly renovated 4-bedroom, 4-bath home. Set on a serene waterfront property across from Beausoliel Island, this home combines modern updates with the tranquility of nature, offering the perfect retreat. Watch the sunrise from the multilevel expansive decking while sipping your morning coffee. Spend the afternoon on your private beach and then head into town for dinner, a short 10minute drive away. Property Highlights:4 Bedrooms, 4 Baths Spacious and stylishly designed for ultimate comfort. Main Floor Laundry Convenient and practical for everyday living. Boathouse Perfect for storing watercraft or enjoying waterfront views. Expansive Deck Ideal for outdoor entertaining or relaxing by the water. Detached Garage Extra space for vehicles, storage, boats and more. Ready to embrace the waterfront lifestyle? Schedule your tour today! More details
    Listed by Corcoran Horizon Realty
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 1036 River Road E, Wasaga Beach

    1036 River Road E Wasaga Beach Wasaga Beach L9Z 2P7
    Main Photo: 1036 River Road E, Wasaga Beach

    1036 River Road E Wasaga Beach L9Z 2P7 Wasaga Beach

    $2,495,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12755812
    Bedrooms:
    4
    Bathrooms:
    3
    Set along the iconic sandy shoreline of Wasaga Beach with immediate beach access, enhanced by the privacy of a quiet sandy road, this custom bungalow offers a rare blend of refined craftsmanship and natural beauty with panoramic views across Georgian Bay to Blue Mountain. Spectacular sunsets paint the sky creating breathtaking scenes in every season. Professionally landscaped grounds span over 1/2 an acre and are framed by mature trees, impressive limestone boulders and meandering walkways through perennial gardens creating a sanctuary that feels natural but refined. This one-floor residence of over 2,800 square feet is thoughtfully designed for effortless living and entertaining. Throughout the home, sunlight streams through oversized casement windows. The open-concept living and dining areas, enhanced by walnut flooring and a vaulted ceiling, are anchored by a striking dual-aspect marble-clad gas fireplace. The expansive gourmet kitchen features granite countertops, an oversized double sink, full-height cabinetry with under-cabinet lighting, a generous pantry and premium appliances including a BlueStar six-burner gas range and Miele fridge/freezer. The two-tiered prep/entertainment island provides seating for five or more. The primary suite is a private retreat that features bay views, access to a secluded deck, a walk-in closet with window, a spa-inspired ensuite with heated floors, granite counters and an oversized marble-tiled shower with granite bench, rainfall showerhead and body jets. Three additional large bedrooms and two three-piece bathrooms provide comfort for family or guests. Outdoor living is enhanced by an expansive lounging and dining deck offering breathtaking lake and stunning sunset vistas. An oversized detached two-car garage and large driveway provide ample parking. This beautiful and unique home ensures tranquil and pleasurable living immersed in the beauty of each season. More details
    Listed by Sotheby's International Realty Canada
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 3911 Menoke Beach Road, Severn

    3911 Menoke Beach Road Rural Severn Severn L3V 0Y9
    Main Photo: 3911 Menoke Beach Road, Severn

    3911 Menoke Beach Road Severn L3V 0Y9 Rural Severn

    $3,200
    Residential Freehold
    Status:
    For Lease
    MLS® Num:
    S12788744
    Bedrooms:
    3
    Bathrooms:
    2
    This Beautiful 4 Season Custom Bungalow Built In 1999, Is Nestled On The Shores Of Lake Couchiching With 50Ft Of Sandy Shoreline Waterfront Menoke Beach Area Is One Of The Most Sought After Pockets Of This Lake. For Quiet And Calm, No Wind Here! Watch The Sun Rise Right From The Privacy Of Your Own Backyard. This Large Open Concept Family Home Boasts 2 Bedrooms On The Main Floor And 2 Bathrooms, A Cozy Muskoka Room Or Office (or 3rd bedroom) Just Off The Master Suite. Large Entertaining Kitchen With An Island And Separate Eat-In Area. There Is Also A Large 2 Car Detached Garage , A Cozy Gas Burning Fireplace For Those Chilly Nights And Gorgeous Hardwood Floors. Main Floor Laundry For Convenience And Fully Finished Basement With Brand New Carpet 2023. Public Boat Launch In The Bay. Escape To The Peace And Privacy While Enjoying The Panoramic Views From Your Back Deck Or Dock. This Private And Quiet Bay Of Couchiching Is Perfect For All Your Recreational Needs For Years To Come. Tenant pays Utilities; heat/hydro/wifi/snow removal/lawn maintenance/dock removal. NO PETS More details
    Listed by ROYAL HERITAGE REALTY LTD.
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 5 Pommel Place, Penetanguishene

    5 Pommel Place Penetanguishene Penetanguishene L9M 1J7
    Main Photo: 5 Pommel Place, Penetanguishene

    5 Pommel Place Penetanguishene L9M 1J7 Penetanguishene

    $669,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12811888
    Bedrooms:
    4
    Bathrooms:
    3
    Welcome to 5 Pommel Place in beautiful Penetanguishene - a well-built, move-in ready ranch-style bungalow nestled on a quiet street in a sought-after family neighbourhood. This spacious 4-bedroom, 3-bath home offers the perfect blend of comfort, function, and room to grow. Step inside to a bright and inviting main floor filled with natural light, where the easy-flow layout makes everyday living and entertaining effortless. The generous living spaces connect seamlessly, creating a warm and welcoming atmosphere for first-time buyers and growing families alike. The double car garage provides convenient access directly into the mudroom and kitchen - ideal for busy households and Canadian winters. The main floor offers 3 bedrooms, including a large primary suite with a gorgeous 4-piece tiled ensuite bathroom. Downstairs, you'll find an exceptionally large finished basement that expands your living space even further, complete with a spacious rec room, an additional bedroom with its own ensuite, and plenty of storage for all of life's extras. Whether you need space for guests, teens, hobbies, or a home office, this lower level delivers flexibility without compromise. Outside, the large backyard offers endless possibilities, from summer barbecues to play space for kids and pets. The large driveway and 2-car garage allows ample parking for family and visitors. Located in the welcoming community of Penetanguishene, known for its waterfront charm, schools, parks, and small-town feel, this home offers peace of mind with no major updates needed, simply move in and enjoy.5 Pommel Place is more than a house, it's a place to settle in, spread out, and truly feel at home. The large basement and living space deliver's any family opportunity for additional space or in-law suite capability, providing significant potential and value. More details
    Listed by PARKER COULTER REALTY BROKERAGE INC.
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 2668 Westshore Crescent, Severn

    2668 Westshore Crescent West Shore Severn L3V 0V8
    Main Photo: 2668 Westshore Crescent, Severn

    2668 Westshore Crescent Severn L3V 0V8 West Shore

    $950,000
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12860442
    Bedrooms:
    4
    Bathrooms:
    2
    Top 5 Reasons You Will Love This Home: 1) Discover the backyard retreat and waterfront lifestyle, with direct canal access to Lake Couchiching for kayaking or boating, then unwind in your hot tub or sauna, alongside a sprawling patio and manicured lawn setting the stage for sunset cocktails, starlit dinners, or simply letting the day drift by 2) Custom-crafted kitchen with a striking herringbone backsplash, quartz countertops, a sleek pot filler, and refined finishes, transforming weeknight meals into a five-star experience 3) Style in every detail with on-trend flooring and curated accents, creating a home that feels both timeless and effortlessly modern 4) Space to grow with in-law suite potential, including room for extended family, guests, or a seamless work-life setup 5) Nestled on a quiet cul-de-sac with lush landscaping, enjoy the peace of nature just minutes from schools, shops, and daily essentials. 1,186 above grade sq.ft. plus a finished lower level. *Please note some images have been virtually staged to show the potential of the home. More details
    Listed by FARIS TEAM REAL ESTATE BROKERAGE
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)

  • 209 Bay Street, Oro-Medonte

    209 Bay Street Shanty Bay Oro-Medonte L0L 2L0
    Main Photo: 209 Bay Street, Oro-Medonte

    209 Bay Street Oro-Medonte L0L 2L0 Shanty Bay

    $4,799,900
    Residential Freehold
    Status:
    Active
    MLS® Num:
    S12875984
    Bedrooms:
    5
    Bathrooms:
    5
    A rare opportunity to own a true waterfront retreat in the heart of Shanty Bay. Tucked away on a quiet dead-end street, this exceptional lakefront property boasts nearly 200 feet of pristine, south-facing shoreline with crystal-clear, deep water-perfect for swimming, boating, and enjoying breathtaking panoramic views across Kempenfelt Bay.Set on a beautifully treed and private lot, this remarkable estate features a main cottage, guest house, and a bunkie above the garage, offering a total of 12 bedrooms, 8 bathrooms, and 3 kitchens. Whether hosting extended family, entertaining guests, or exploring rental income opportunities, there is ample space for everyone.Most principal rooms capture stunning, unobstructed lake views, while the outdoor living spaces are designed to make the most of the waterfront lifestyle. Enjoy a private concrete lakeside patio, a marine railway with covered boat slip, and an expansive rooftop deck above the boathouse-an ideal setting for sunset entertaining.The main cottage is filled with warmth and character, featuring wood floors, a charming stone fireplace, a Muskoka room with spectacular water views, and a cozy third-level loft retreat.Additional highlights include a heated garage with bunkie above, parking for 10+ vehicles, and a secluded, park-like setting surrounded by mature trees for exceptional privacy.All of this is located just 10 minutes from Barrie, Royal Victoria Hospital, shops, and services, and only an hour from Toronto. Enjoy quick boat access to Friday Harbour's dining and amenities, or explore the nearby Simcoe Loop Trail for scenic walking and cycling.Whether you choose to enjoy this special property as it is, or explore its future severance or redevelopment potential, this is a once-in-a-lifetime opportunity to own a legacy lakefront estate in one of Lake Simcoe's most sought-after communities. More details
    Listed by RE/MAX HALLMARK CHAY REALTY
    LISTING DETAILS
    NANCY PIERCE (Sales Representative)
    DAVE DUNCAN (Sales Representative)
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Data was last updated April 4, 2026 at 08:15 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.
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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.