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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11256 12 Highway in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12770554
11256 12 Highway Oro-Medonte L0K 1E0 
$1,249,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12770554
- Bedrooms:
- 3
- Bathrooms:
- 3
Set well back from the road on approximately 60 acres, this private farm property offers exceptional versatility, income potential, and natural beauty. With roughly 1,000 feet of frontage on the Coldwater River at the rear of the property, the setting is quiet and peaceful, ideal for fishing, swimming, or simply enjoying the surroundings.The land could be actively farmed or leased to a local crop farmer for additional income and is well suited for a horse farm, hobby farm, or mixed agricultural use. Horses can be boarded on site, and the property supports raising a wide range of animals including horses, cows, sheep, chickens, turkeys, and rabbits. Fenced paddocks are already in place, with electric fencing and additional materials available to expand. A solid barn includes two box stalls, concrete flooring, electricity, hay storage, chicken coop space, and direct access to paddocks. A capped dug well is located at the barn and could be brought back into service with minimal work. Private trails throughout the property allow for walking, horseback riding, ATV use, snowmobiling, cross country skiing, and snowshoeing. The property is also located along a migratory flight path, making it ideal for birding, with many species nesting on site.The large chalet style home features open living space, a separate family room, three good sized bedrooms, and three bathrooms, including an ensuite. Additional features include main floor laundry, an unfinished basement with future potential, and interior access to a large attached double car garage. A long private driveway leads to the home, opening to a circular drive with parking for multiple vehicles and recreational equipment. Conveniently located just two minutes to Coldwater, five minutes to Mount St. Louis, and within 20 to 30 minutes of Midland, Barrie, and Orillia, with easy access to Highway 12 and Highway 400. A rare 60 acre riverfront property offering privacy, functionality, and year round enjoyment. More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- Scott Bird
- Re/Max Crosstown
- 416-407-8074
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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.- Scott Bird
- Re/Max Crosstown
- 416-407-8074
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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
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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
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167 Lakeshore Road W in Oro-Medonte: Shanty Bay House for sale : MLS®# S12726808
167 Lakeshore Road W Oro-Medonte L0L 2E0
$2,095,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12726808
- Bedrooms:
- 2
- Bathrooms:
- 2
What a treat! Delightful home, meticulously cared for. Custom Designed Kitchen with top quality Cambria Counters. Jennair Gas Range, built in double oven and terrific breakfast bar (Ideal for guests while entertaining & chef duties are happening)... that makes me think of the handy wine fridge.! Spacious dining area, suitable for large table & vaulted ceiling adds drama... flowing beautifully to the sunken living room, with built-in cabinets and cozy gas fireplace. All of this with gorgeous view of the sparkling sun on the water. (Isn't that what lakefront living is all about?) Main floor Primary Bedroom offers convenient privacy and another amazing view of the lake...along with a walkout to the deck and waterfront. The Primary Ensuite is awesome, heated floors, stand-alone tub, glass shower...just so nice! Then the large walk-in closet is perfectly positioned and well suited to handle your wardrobe. The main floor laundry and garage entrance make for handy access and convenience. Walk up the hardwood stairs, across the loft view over the great living areas and find a private bedroom area, with it's own 4pc ensuite (heated floors, no less). The waterfront is easy access, gently sloping with a terrific dock system (composite surface) approx 60ft long. Now, you can't miss the gracious size and high ceiling in the amazing sun room (very adjustable windows & screens) which can extend your enjoyment so much of the year. The Vieto Radiant heaters and custom blinds ensure you have all the comfort options you can imagine. All year long you can surely relax in the Jacuzzi Hot Tub, and there are 2 separate gas line hook-ups for BBQ etc. Worry free is a good thing, hence the full home Generac Generator is standing by at your service to ensure no interruptions...even during that dinner party, or waterfront gathering. Nice! More detailsListed by RE/MAX CROSSTOWN REALTY INC.- Scott Bird
- Re/Max Crosstown
- 416-407-8074
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1 Sunnyside Avenue in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12763190
1 Sunnyside Avenue Oro-Medonte L0L 2E0
$3,399,998Residential Freehold- Status:
- Active
- MLS® Num:
- S12763190
- Bedrooms:
- 5
- Bathrooms:
- 4
Exceptional south-facing lakefront estate offering 4370 sq ft of fully renovated living on 100' x 194' of flat, steel-pile protected shoreline. Breathtaking water views from nearly every room. Luxury waterfront just 15 minutes from Barrie or Orillia.Thoughtfully redesigned in 2023, features two spectacular Primary Bedrooms, 1 main floor & 2nd upstairs - each with ensuite bathrooms, heated floors, separate water closets, walk-in closets, floor-to-ceiling windows opening to private Lakeview decks. The lower suite offers covered deck hot tub access, while the upper suite features a glass railing deck. The 3rd spacious upper bedroom could be split into 2, has 5 pc ensuite & heated floors. House designed for a fifth bedroom/office or fitness space upstairs, easily converted. The Show-Stopping Great Room has floor-to-ceiling glass, ceiling wood beams, Napoleon wood-burning fp w/ Owen Sound stone and custom built-in cabinets. Hardwood flooring throughout w/ luxury carpet in bedrms. The chef's kitchen offers water views, Bosch Wall Oven & Microwave, gas range, custom cabinetry, Quartz countertops & backsplash, large island for six, and dedicated coffee bar. Enclosed 3 season Sunroom with Douglas Fir floors & ceiling, Sun-Tek windows/screens, room for sitting and eating area. Inside entry from garage into family sized mud/ laundry room, dog wash & powder room. Amenities continue: UV water system, whole-home generator, automated irrigation and lighting, new septic system, lakeside patio & fire pit, dry double boathouse with dual railways, workshop, storage for water toys, new 60' dock with huge seating area. A 2-storey Detached heated/air-conditioned garage built to fit a golf simulator, second story for 5th bedroom or games room. 21' Bow-rider boat included. Refined waterfront living at its absolute best - impeccably renovated, thoughtfully designed, and built for unforgettable moments on the water. Homes of this calibre, condition, and location are rarely offered. More detailsListed by RE/MAX HALLMARK CHAY REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
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1125 Woodland Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12769786
1125 Woodland Drive Oro-Medonte L3V 6H1
$1,449,900Residential Freehold- Status:
- Active
- MLS® Num:
- S12769786
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to your private lakeside retreat, featuring 72 feet of pristine, hard-bottom and sparkling, crystal-clear water-ideal for swimming, boating, and unforgettable sunsets. This fully winterized 3-bedroom, 2-bathroom bungalow is nestled on a beautifully treed lot, offering a peaceful natural setting with uninterrupted lake views from the moment you arrive.The open-concept living area showcases new vinyl flooring, a cozy wood-burning fireplace, and a walkout to an expansive deck that extends toward the water-perfect for relaxing or entertaining just steps from the lake. The lakeside eat-in kitchen blends function and scenery, featuring stainless steel appliances including a 6-burner gas stove, fridge, and dishwasher, all complemented by panoramic shoreline views.Wake up to the beauty of the lake in the primary bedroom with ensuite. Two additional bedrooms and a full 4-piece bath provide comfortable accommodations for family or guests. The lower level offers laundry facilities and ample storage space.The true showstopper is the impressive 30' x 33' waterfront deck-an ideal setting for lakeside lounging or summer gatherings, enhanced by the gentle sounds of the water below. Enjoy the ultimate lake lifestyle with a 26.5' x 16' boathouse complete with a marine railway, perfectly suited for your boat and water toys. Above, a 29' x 18' concrete rooftop deck creates an unforgettable space for evening entertaining under the stars.This is more than a home-it's a lifestyle on the lake. More detailsListed by RE/MAX HALLMARK CHAY REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
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Data was last updated March 2, 2026 at 03:15 PM (UTC)
RE/MAX Crosstown
Office Address:
566 Bryne Dr., Unit A
Barrie, ON, L4N 9P6