Mister Waterfront Real Estate Team
416-407-8074
scott@misterwaterfront.com
RE/MAX Crosstown
566 Bryne Dr., Unit A
Barrie, ON
%20copy.png)
RE/MAX Crosstown
RE/MAX Crosstown
Oro-medonte Waterfront properties
-
25 Grandview Crescent in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13221862
25 Grandview Crescent Oro-Medonte L0L 2E0 
$1,899,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13221862
- Bedrooms:
- 4
- Bathrooms:
- 3
Welcome to 25 Grandview Crescent, a waterfront retreat in beautiful Oro-Medonte offering 100 feet of private shoreline and exceptional outdoor living. A thoughtfully designed stone pathway and staircase to the water, accented by perennial gardens and landscape lighting, create a striking and functional connection to the shoreline. Enjoy easy water access with stone steps, a concrete pier and custom dock, ideal for boating, swimming and lakeside entertaining. A spacious deck overlooks the water and benefits from desirable southern exposure, offering all-day sun and the perfect setting to relax or entertain. Inside, this inviting 2+2 bedroom home is designed to capture the beauty of its waterfront setting. The spacious kitchen, combined dining area and sunken living room feature unobstructed water views, creating a bright and welcoming gathering space. The finished lower level offers two additional bedrooms, a full bath and a comfortable family room with a large above-grade window, providing flexible living space for family or guests. A leisurely 3 minute stroll from your front door to Bayview Memorial park/beach. More detailsListed by MOFFAT DUNLAP REAL ESTATE LIMITED- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
To access this listing,
please create a free account -
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
- Contact by Email
-
1125 Woodland Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12769786
1125 Woodland Drive Oro-Medonte L3V 6H1
$1,349,900Residential 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 sunrises. 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
- Contact by Email
-
209 Bay Street in Oro-Medonte: Shanty Bay House for sale : MLS®# S12875984
209 Bay Street Oro-Medonte L0L 2L0
$4,799,900Residential 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 detailsListed by RE/MAX HALLMARK CHAY REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
-
2295 Lakeshore Road E in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S12957458
2295 Lakeshore Road E Oro-Medonte L0L 1T0
$1,398,000Residential Freehold- Status:
- Active
- MLS® Num:
- S12957458
- Bedrooms:
- 3
- Bathrooms:
- 2
Gorgeous south east views of Lake Simcoe sitting on the edge of Carthew Bay. This well cared for waterfront gem is ready to be your year round sanctuary. 60' of water frontage, located less than 15 minutes to Orillia for shopping, 25 mins to Barrie and an hour from the GTA, access and convenience is second to none. This home can be an ideal weekend retreat, or for those who cherish waterfront living, an all year round home. Bask in the sun on the 4'x45' + 8'x10' aluminum fixed dock with composite boards. Extensive hardscaping with armour stone at the rear of the lot leading down to the waterfront and multiple decks/patios to choose from. Full finished walk out basement containing finished rec room, two bedrooms and a 3 piece bath. Appliances included. Seller is Registered Sales Person New furnace and AC 2018, new HW tank 2024, new roof 2019, new septic 2017, new electrical panel 2023 More detailsListed by EXP REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
-
9 GREENWOOD FOREST Road in Oro-Medonte: Rural Oro-Medonte House for lease : MLS®# S13036842
9 GREENWOOD FOREST Road Oro-Medonte L0L 2E0
$1,150Residential Freehold- Status:
- For Lease
- MLS® Num:
- S13036842
- Bedrooms:
- 1
- Bathrooms:
- 1
Fabulous fully furnished, all-inclusive studio for rent! This spacious upper-level unit is located in a beautiful waterfront home and offers a bright, open-concept layout. The kitchen area is equipped with a sink, toaster oven, and induction hot plate. The unit also features a large closet and a modern private 3-piece ensuite complete with a glass shower, granite countertop, and heated floors! Rent includes all utilities (heat, hydro, water, and internet) and one designated parking space. Shared entrance. More detailsListed by CENTURY 21 B.J. ROTH REALTY LTD.- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
-
2371 Lakeshore Road E in Oro-Medonte: Hawkestone House for sale : MLS®# S13105052
2371 Lakeshore Road E Oro-Medonte L0L 1T0
$1,925,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13105052
- Bedrooms:
- 3
- Bathrooms:
- 2
Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of 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 home's 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. Come visit and envision the lakeside memories you'll create in this serene setting. Don't wait-make this Lake Simcoe beauty yours and enjoy a season of bliss by the water. More detailsListed by ENGEL & VOLKERS BARRIE- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
-
2533 Ridge Road W in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13123868
2533 Ridge Road W Oro-Medonte L0L 2L0
$15,995,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13123868
- Bedrooms:
- 5
- Bathrooms:
- 6
Welcome to 2533 Ridge Road West - A Private Waterfront Sanctuary on Lake Simcoe. Discover an extraordinary opportunity to own a 17.5-acre private resort estate nestled along the pristine shores of Kempenfelt Bay. This one-of-a-kind sanctuary boasts 893 feet of uninterrupted, southfacing waterfront a rare and coveted offering that perfectly blends natural beauty with luxury living. As you pass through the gated entrance, you are greeted by impeccably manicured grounds that set the tone for this exceptional lakeside retreat. Located just one hour from Toronto and mere minutes from the heart of downtown Barrie, this secluded paradise offers unmatched privacy without compromising convenience. The main residence spans over 6,100 square feet of refined living space, featuring 5 spacious bedrooms and 6 luxurious bathrooms. Designed to embrace its breathtaking surroundings, the home is lined with floor-to-ceiling windows that flood every room with natural light and offer sweeping, uninterrupted views of the tranquil lake. Step outside to experience an entertainers dream. Expansive, multi-level stone terraces lead to a custom-designed infinity pool, complete with a swim-up covered bar, cascading stone waterfalls, and a resort-style pool house perfect for hosting unforgettable summer gatherings. Soak in the built-in hot tub or unwind in the multiple outdoor lounge areas as you take in the serenity of the water and landscaped grounds. Follow the stone pathway down to the waters edge where a permanent dock, gazebo, custom bar, and lakeside hot tub (increasingly hard to find these days) await all perched on a beautifully crafted waterfront patio designed for ultimate relaxation and enjoyment. Whether you're seeking a luxurious family compound, a serene weekend retreat, or a unique waterfront investment, this spectacular estate delivers on every level. Welcome to lakeside living at its finest. More detailsListed by Sotheby's International Realty Canada- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
-
17 Stanley Avenue in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13135092
17 Stanley Avenue Oro-Medonte L0L 1T0
$1,099,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13135092
- Bedrooms:
- 2
- Bathrooms:
- 2
EXCEPTIONAL LAKE SIMCOE ESCAPE WITH 50 FT OF SHORELINE SERENITY, PRIVATE DOCK ACCESS, & AN AIRY OPEN-CONCEPT DESIGN! 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. 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
-
2683 Lakeshore Road E in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13137936
2683 Lakeshore Road E Oro-Medonte L0L 1T0
$2,100,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13137936
- Bedrooms:
- 3
- Bathrooms:
- 3
Welcome to your private lakeside retreat on the serene shores of Lake Simcoe. Perfectly positioned to capture breathtaking sunsets and Muskoka-like views, this exceptional waterfront property offers a rare opportunity to enjoy pristine waters with a clean hard rock and sandy shoreline, creating the ultimate year-round escape.Situated on a beautifully landscaped 54 x 300 ft rectangular lot, this turnkey bungalow has undergone thoughtful renovations over the years, blending modern comfort with effortless waterfront living. The home offers a warm and inviting atmosphere with a custom eat-in kitchen and stunning water views, while the dining room overlooks the sparkling lake and opens directly onto a spacious deck perfect for entertaining or relaxing in the tranquil surroundings.The open-concept living spaces are enhanced by expansive windows that frame spectacular lake views and fill the home with natural light. Step directly onto the oversized deck where morning coffee and evening sunsets become part of your daily routine.Outside, a natural slope gracefully leads to the water, and a private dock offering easy access to boating, paddle boarding, fishing, and endless waterfront enjoyment. Additional space on the lower level provides the perfect area for guests, grandchildren, or extended family, adding to the property's versatility and appeal.Located in a quiet and friendly neighbourhood, this remarkable property offers the perfect balance of peaceful lakeside living and convenience, with easy access to Highway 11, just 10 minutes to Orillia and approximately one hour to Toronto. Public boat launching, walking, hiking, and biking trails are all nearby, making this an ideal destination for outdoor enthusiasts and those seeking a private waterfront paradise.This is more than a home - it's a lifestyle where every day feels like a vacation. Come home to your special refuge and start a new chapter of lakeside living at this signature address on beautiful Lake Simcoe. More detailsListed by HOUSSPRO DL REALTY- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
-
1174 15 Line N in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13151618
1174 15 Line N Oro-Medonte L3V 8C6
$1,399,900Residential Freehold- Status:
- Active
- MLS® Num:
- S13151618
- Bedrooms:
- 5
- Bathrooms:
- 2
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this property offers excellent swimming, boating, and year-round recreation. Enjoy stunning lake views and breathtaking sunsets from your own dock or the glass-railed deck.The open-concept main floor features a kitchen overlooking the sunken living room, ideal for entertaining. The upper level offers 2 bedrooms, including a spacious primary suite with walk-in closet and jacuzzi tub. The finished lower level includes 3 additional bedrooms, a rec room, 3-piece bath, separate entrance, and large lake-view windows; perfect for guests or potential in-law suite. Further features include energy efficient construction with ICF foundation and exterior walls, in-floor radiant heating, thermal pane casement windows, gas stove, attached heated garage with loft storage, updated roof, landscaped gardens, fenced yard, shed, and water treatment system. Located steps from Bass Lake Provincial Park with access to swimming, boating, snowshoeing, and cross-country skiing. More detailsListed by RE/MAX RIGHT MOVE- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
-
1189 Woodland Drive in Oro-Medonte: Rural Oro-Medonte House for sale : MLS®# S13177082
1189 Woodland Drive Oro-Medonte L3V 0R8
$3,150,000Residential Freehold- Status:
- Active
- MLS® Num:
- S13177082
- Bedrooms:
- 4
- Bathrooms:
- 4
Over 100ft of south-east Lake Simcoe waterfront & 3890 sq ft of exceptional multi-generational flexibility. Beautiful remodel since 2022 , this modern, sophisticated lakefront retreat is just minutes to Orillia & Hwy 11. The custom features are evident from curb appeal of the newer covered front porch to the floor plan that capitalizes the stunning water-views. Designed for waterfront living, all principal rooms are waterside & walls of glass capture panoramic lake views. Private & serene, the lot is naturally protected from prevailing winds. Striking open riser custom staircase makes an architectural statement while a stunning three-sided DaVinci fireplace elegantly defines living & dining spaces preserving an open-concept flow. Beauty & performance, the kitchen showcases solid maple cabinetry, premium hardware, a 10-ft quartzite island, Built-in 36" gas Cafe apron-front range, Bosch wall oven w/ microwave/speed/convection functionality, Built-in refrigerator w/ double freezers, ice maker, filtered water, dedicated coffee bar w/ bar sink & beverage fridge. Primary suite features spa-inspired en-suite bath, large walk-in closet & a private deck/glass railings w/unobstructed water views. Secondary bedrooms w/custom maple built-ins, a gorgeous bath & upper laundry. Work from home w/ 2 dedicated offices for a busy lifestyle. Finished walkout featuring a self-contained waterside in-law suite w/exquisite features & separate laundry. On-demand water, multiple water filtration systems, gas heat & standby generator offer the best in comfort. Outdoor showcases impressive 70ft dock + 20' x 20' sitting area w/southerly views. Main floor deck is 45'x16', trex decking, glass railings, & hookups for BBQ & fire table & 16x16 covered space. Rare double boathouse w/rooftop patio anchors the waterfront for extraordinary vantages & lakeside relaxation. 3-car garage + workshop plumbed w/water & heat for gym/hobby room. All supported with an updated survey. More detailsListed by RE/MAX RIGHT MOVE- Scott Bird
- Re/Max Crosstown
- 416-407-8074
- Contact by Email
Data was last updated June 7, 2026 at 08:15 PM (UTC)
RE/MAX Crosstown
Office Address:
566 Bryne Dr., Unit A
Barrie, ON, L4N 9P6