Mister Waterfront Real Estate Team
416-407-8074
scott@misterwaterfront.com
RE/MAX Crosstown
566 Bryne Dr., Unit A
Barrie, ON
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RE/MAX Crosstown
RE/MAX Crosstown
Oro-medonte Waterfront properties
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1775 Ridge Road W in Oro-Medonte: Shanty Bay House for sale : MLS®# S6655772
1775 Ridge Road W Oro-Medonte L0L 2L0 
$37,000,000Residential Freehold- Status:
- Active
- MLS® Num:
- S6655772
- Bedrooms:
- 8
- Bathrooms:
- 11
Welcome to this exquisite waterfront estate nestled on sprawling 10 acres. The palatial mansion is truly a masterpiece, offering breathtaking vistas of Kempenfelt Bay on Lake Simcoe. Boasting expansive views of blue water, complemented by a range of luxe amenities. Featuring garage space for 8-cars, an indoor pool and spa, an outdoor pool and meticulously terraced grounds and tennis court. Boathouse with a finished loft and separate 3-bedroom gate house ensure ample space for guests, Designer interiors impress with gorgeous custom chef's kitchen. The primary suite offers an enormous walk-in closet, dressing room and spa-like bathroom. Towering trees line the winding drive that leads to this private oasis, located just a 1-hour drive from Toronto and 10 minutes to private airport. With 385 feet of shoreline, a private pier and unparalleled beauty both inside and out, this waterfront estate is truly a dream come true. **EXTRAS** Local Lake Simcoe Regional Airport supplies full service for private jets, helicopters and charters. Situated in the historic hamlet of Shanty Bay, one of Ontario's most desired areas for country homes and private waterfront estates. More detailsListed by RE/MAX HALLMARK YORK GROUP REALTY LTD. BROKERAGE and RE/MAX HALLMARK YORK GROUP REALTY LTD.- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
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17 Stanley Avenue in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12512838
17 Stanley Avenue Oro-Medonte L0L 1T0
$1,249,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12512838
- Bedrooms:
- 2
- Bathrooms:
- 2
UNMATCHED LAKE SIMCOE LIVING WITH 50 FT OF PRIVATE SHORELINE - RELAX, UNWIND, & ENJOY LAKESIDE SERENITY EVERY DAY! Experience the best of lakeside living with this charming bungalow nestled in the tranquil Simcoeside neighbourhood along the scenic shores of Lake Simcoe. Wake up to mesmerizing sunrises and enjoy 50 feet of private waterfront, complete with a personal dock for effortless access to boating, fishing, and swimming. The landscaped and fully fenced yard offers lush greenery, vibrant gardens, and a stamped concrete walkway leading to the inviting front entrance, while the back porch and patio create the ideal space to unwind and take in panoramic lake views, with a staircase leading directly down to the dock. Inside, the open-concept main floor showcases a seamless connection between the kitchen, living room, and dining area, all bathed in natural light from expansive windows and a sliding glass walkout that beautifully frames the water. The main level includes a stylish 4-piece bath and a large primary bedroom with a walk-in closet, while the fully finished basement extends the living space with a generous rec room featuring an electric fireplace, a second bedroom, a 3-piece bath, and laundry with storage - plus the potential to add another bedroom if desired. The detached garage has been thoughtfully converted into a cozy multi-purpose retreat with a ductless heat pump, easily returned to a traditional garage if preferred. A trailer is also included for guests, creating the perfect setup for entertaining or extended summer stays. Ideally located just moments from the Hawkstone Yacht Club, Trehaven Golf and Country Club, Bayview Memorial Park and Beach, and scenic trails, plus only a short drive to Orillia, Barrie, and Horseshoe Valley for shopping, dining, and year-round recreation, this inviting #HomeToStay combines privacy, comfort, and lakeside charm - a rare opportunity to truly embrace the Lake Simcoe lifestyle! More detailsListed by RE/MAX HALLMARK PEGGY HILL GROUP REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
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2371 Lakeshore Road E in Oro-Medonte: Hawkestone House for sale : MLS®# S12527924
2371 Lakeshore Road E Oro-Medonte L0L 1T0
$1,925,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12527924
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of Lake Simcoe. This home is an ideal retreat for those who cherish waterfront living with modern comforts. Completely remodeled from top to bottom this cottage or waterfront home is practically brand new inside and out. Upon entering, you are welcomed into a spacious open-concept area, where stunning lake views meet high-end finishes. The kitchen boasts quartz countertops and new stainless steel appliances, creating a stylish and functional space for cooking and entertaining. Adjacent is the living and dining area, complete with a new gas fireplace, adding warmth and ambiance to the room. The home features two large bedrooms, ample space for family and guests. Additionally, a quaint one-bedroom bunkie with a private balcony offers extra accommodation, perfect for visitors seeking privacy. For those considering future expansions, permit-ready plans are available. These include adding a main floor primary suite with a full en-suite bathroom and a third bedroom on the lower level, enhancing the homes versatility and appeal. Outside, a new 40-foot dock and expansive deck await with a stand for kayaks and paddle boards, setting the stage for unforgettable summer days filled with water activities and relaxation. Upgrades include new James Hardie siding, new electrical panel and wiring throughout the house, upgraded well & UV system, new asphalt driveway, landscaping completely redone, new glass railings throughout interior & exterior, new soffit and fascia (2021) and more. With gorgeous south east views across Carthew Bay and Lake Simcoe, this waterfront gem is ready to be your summer sanctuary. Located less than 15 minutes to Orillia for shopping, and an hour from the GTA, access and convenience is a breeze. More detailsListed by ENGEL & VOLKERS BARRIE- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
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13 Pemberton Lane in Oro-Medonte: Shanty Bay House for sale : MLS®# S12689286
13 Pemberton Lane Oro-Medonte L0L 2L0
$3,199,999Residential Freehold- Status:
- Active
- MLS® Num:
- S12689286
- Bedrooms:
- 4
- Bathrooms:
- 2
Rare opportunity to own an original log home on one of Kempenfelt Bay's most prestigious private roads, neighbouring some of the area's most notable luxury waterfront estates. Set on approximately 100 feet of prime, south-facing waterfront, this property enjoys all-day sun and stunning sunrise views over the bay.The interior showcases the preserved original log construction, complemented by soaring high ceilings, original wood flooring, and skylight windows that flood the home with natural light while enhancing its authentic character. The four-bedroom, open-concept layout offers inviting living spaces ideal for both everyday living and entertaining.Enjoy exceptional lake life with a waterside sitting area and new dock, providing direct access for boating, swimming, and all Lake Simcoe amenities. Located in the highly sought-after Shanty Bay area of Oro-Medonte, just 10 minutes to shopping, dining, and Highway 400. Approximately one hour to Toronto, one hour to Muskoka, and 30 minutes to premier skiing. Situated on the Trans Canada Rail Trail, ideal for walking, hiking, and biking, with water access to downtown Barrie and Friday Harbour Resort and marina.A rare opportunity to enjoy as-is, renovate, or rebuild in one of Kempenfelt Bay's most coveted waterfront settings. More detailsListed by HARVEY KALLES REAL ESTATE LTD.- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
Data was last updated January 15, 2026 at 06:15 AM (UTC)
RE/MAX Crosstown
Office Address:
566 Bryne Dr., Unit A
Barrie, ON, L4N 9P6