Discover Luxury Lakefront, City and Country Living

Simcoe Properties for Sale

Simcoe County is located in the central portion of Southern Ontario, Canada. The county is just north of the Greater Toronto Area, stretching from the shores of Lake Simcoe in the east to Georgian Bay in the west. Simcoe County forms part of the Greater Golden Horseshoe area, a densely populated and industrialized region, centered on the Greater Toronto Area.

The area offers a diverse and dynamic housing market catering to a wide range of preferences and lifestyles. Whether you're drawn to historic charm, waterfront living, or modern suburban comforts, Simcoe County has something to offer for every homebuyer. With steady appreciation, investment potential, and a strong sense of community, Simcoe continues to be a desirable destination for those looking to call the area home.

$14,600,000
6 Beds 7 Baths S8339590 MLS® #
Step into the pinnacle of luxury living with this stunning custom-built waterfront home, meticulously renovated from top to bottom with the finest finishes and attention to detail. Set against the backdrop of panoramic lake views, this architectural masterpiece offers a luxurious floor plan designed for the most discerning tastes.Floor-to-ceiling windows and doors capture the picturesque lake vistas, infusing the home with natural light and creating an atmosphere of serenity. The heart of the home, the gourmet kitchen, features top-of-the-line appliances, premium cabinetry, and expansive countertops, providing the perfect setting for culinary masterpieces and casual gatherings alike.Entertain in style in the large formal dining room, adorned with custom built-ins and offering a sophisticated backdrop for memorable dinners and celebrations. Enhancing accessibility, an elevator ensures effortless movement between levels, catering to both practicality and luxury.A three-car garage provides ample space for vehicles and storage, while ensuring convenience and security. Step outside to your private retreat, where extensive landscaping and stonework create a picturesque backdrop for relaxation and entertainment.Enjoy a swim in the pool with cascading waterfalls, unwind in the hot tub, or indulge in a friendly game on the tennis court. Pamper yourself in the sauna and steam room, catch a movie in the theater room, or work from home in the tastefully designed office with a double-sided fireplace.An open-concept layout seamlessly connects the living spaces, offering a fluid transition from the kitchen to the poolside terrace, perfect for hosting gatherings and enjoying indoor-outdoor living.

36 Pioneer Trail, Barrie

Listing courtesy of QUEENSWAY REAL ESTATE BROKERAGE INC..

$10,950,000
11 Beds 9 Baths N8475634 MLS® #
Welcome to 3211 Fleming Blvd. As you approach this magnificent property, nearly 3 acres of lush, manicured grounds welcome you. The impressive main house, which, combined with the guest house, boasts over 12,000 square feet of luxurious living space isnt just a home; its a masterpiece of design and craftsmanship. Step inside the two storey foyer filled with light from the skylights above and let the story of this home unfold. The main house features 11 elegant bedrooms and 10 bathrooms, each space thoughtfully designed to offer comfort and beauty. Imagine family gatherings in the three-season room, where you can sit around a crackling wood fire with the sounds of nature. Entertain family and guests in the outdoor kitchen complete with multiple BBQs, fridge, ice maker + more. Dive into the sparkling pool with built in spa and surrounded by large deck spaces with plenty of outdoor lounge areas, which offers stunning views of the lake, or find a peaceful spot with your morning coffee on one of the covered porches. For those who appreciate staying active, the home gym is a personal retreat. With its professional golf simulator, multiple fitness machines, and a steam shower, you can enjoy a resort-like experience without ever leaving home. The primary suite is a private haven. Escape to this luxurious space, complete with its own gas fireplace, a covered porch with lake views, a cozy living room with a kitchenette, and private laundry facilities. The guest house over the triple garage is a charming addition, offering 2 more bedrooms, a bathroom, a kitchen, and a living room; perfect for extended family or guests. Water enthusiasts will be delighted by the double slip dry boathouse and the 100-foot dock stretching out into the crystal-clear waters of Lake Simcoe. This estate is more than a home; its a place where families come together, where every detail is designed to foster connection, joy, and lasting memories.

3211 Fleming Boulevard, Innisfil

Listing courtesy of ENGEL & VOLKERS BARRIE.

$6,669,999
4 Beds 4 Baths S8445920 MLS® #
Stunning Unobstructed South Facing Panoramic Views Of Kempenfelt Bay/Lake Simcoe! RARE Offering On One Of The Most Sought After Waterfront Streets In Prime Shanty Bay! Luxury Lakefront Amenities Include: Oversized Boathouse With Double Boat Slips And Incredible Roof Top Sitting Area, Advance Marine Rail System, Extensive Docking, Beautifully Landscaped Waterfront With Lakeside Wood Burning Fire Pit Sitting, Stone Stair Access Into The Lake, Putting Green Off Lower Level Walkout, Infinity Pool With Gas Fire Pit Sitting Area Off Double Story Timber Framed Covered Entertainment Area With Outdoor Kitchen And Multiple Walkouts From House! Custom Built Main House With Waterfront Views From All Principle Rooms Include: Open Concept Double Story Great Room Entry With Floor To Ceiling Doors/Windows, Stone Fire Place, Open To Dining Room And Kitchen With Center Sit Up Island And WalkIn Pantry, Mudroom/Laundry With Custom BuiltIns. Main Floor Primary Suite Includes Cathedral Ceilings, Floor To Ceiling Stone Fireplace, Lakeside Walkout, WalkIn Closet With Custom Cabinetry And Ensuite Bath. Guest Accommodations Include: Three Large Bedrooms, Bathrooms and Loft Sitting. Lower Level With Walkout To Lakeside Amenities Is Designed For Entertainment: Games Room/TV Lounge With Fireplace, Sit Up Bar, Professionally Finished Gym With Cushioned Flooring and Glass Doors, Extra 3PC Bath! Loaded With Upgrades And Custom High End Finishes Inside And Out!!! Prime Location Offers Easy Access To 400HWY, Skiing, Trans Canada Walk/Bike/Snowmobile Trails, Hospital, Shopping/Dining (Barrie And Orillia)!

35 Greenwood Forest Road, Oro-Medonte

Listing courtesy of HARVEY KALLES REAL ESTATE LTD..

$6,499,999
5 Beds 7 Baths S8278762 MLS® #
Beach front home with exquisite waterfront views and the most exceptional sunsets! Welcome to 36 White Oaks. This is the lifestyle you deserve. This luxurious home offers timeless detail and design by architect, Luis Mendes. Custom built home, brand new, never lived in and under warranty! This home has 5 bedrooms, 7bathrooms, Custom kitchen cabinetry and a butlers pantry from Downsview Kitchens. Waterfront office, a gym, yoga pad, main floor laundry as well as a second floor laundry, games room with kitchenette, massive mudroom, massive patio doors off of the great room that invite you to your infinity pool overlooking the waterfront and your own beautiful private sandy beach! The primary suite also is on the main floor with gorgeous waterfront views with a patio door leading to the hot tub and pool. This property is over 1 acre on a gorgeous private treed lot. You can have the experience of Muskoka without the long drive! Highlights *Downsview Kitchens and custom cabinetry. *Floor to ceiling custom windows from and doors from Bigfoot. *Crestron home automation system. *Galley workstation in the kitchen. *Atriums *Infinity tile heated pool and spa. *Outdoor kitchen. *Fenced yard. *Security cameras Steps away is a 6.7 KM walking/ biking trail that raps around Kempenfelt Bay. Steps away is also the Go train. Pearson airport is just 55 minutes away. Surrounded by great restaurants, schools, shopping and boating.***REPLACEMENT VALUE OF THIS HIGH END HOME IS ASSESSED AT 6.8 MILLION***

36 White Oaks Road, Barrie

Listing courtesy of SUTTON GROUP INCENTIVE REALTY INC..

$5,900,000
4 Beds 5 Baths S8380134 MLS® #
Welcome to Kirkcaldy Cottage! Located on one of the most exclusive addresses in the Orillia area, this Lake Simcoe retreat has it all. Situated on 1.2 acres of pristine landscaped grounds, with 107' of west-facing water front, this property promises awe-inspiring sunsets with easy outdoor living, and ample areas to entertain family and friends. Meticulously designed with both style & functionality, this home offers many unique custom qualities of workmanship never seen before. With over 6100 sq. ft of living space the home boasts a great room with vaulted ceiling & wood beams, walnut built-in cabinetry (a feature through out the home), stone fireplace, top of the line Meile appliances, quartz countertops, backsplashes, large island w/ seating, tin ceiling , a large chef kitchen with eat-in nook, separate dining room, 4 bedrooms plus office, 5 bathrooms ( 4 full ensuites & 1 powder room on main floor). Fully finished lower level complete with music room, recreational area for games, wood burning fireplace, wet bar, utility room complete with state of the art Smart Home programming, 400 amp electrical, and several storage areas. Triple car garage/workshop with walk up from lower level, outdoor kitchen complete with built-in appliances, screened in Gazebo and best of all dry boathouse w/ 2 marine railways and guest accommodation in the loft above with a birds eye view of the Narrow and Lake Simcoe. Every bedroom features lakeview with easy access to the outdoor living space. Professionally landscaped with vegetable garden, pear/apple/cherry/peach/Italina plum trees. Inground irrigation/sprinkler system all with SMART technology. See Document section for details pertaining to the property.

153 Creighton Street S, Ramara

Listing courtesy of RE/MAX RIGHT MOVE.

$5,250,000
6 Beds 7 Baths S9246798 MLS® #
731 Concession Road 15 West is nestled on a sprawling 1.89-acre property adorned with 200 feet of pristine sandy beach waterfront. This exquisite luxury estate is a custom designed multi-generational retreat. It is situated on an elevated site and surrounded by a lush canopy of mature trees which provides a sense of seclusion and serenity. Boasting not one, but two distinct yet seamlessly attached homes, this residence provides the epitome of versatility and privacy for its discerning inhabitants. With six spacious bedrooms and seven baths, every corner of this home exudes comfort and tranquility. Immersed in the natural beauty of its surroundings, this west-facing sanctuary gifts its occupants with breathtaking sunsets and picturesque vistas of Georgian Bay and the hills of The Blue Mountains. The meticulous craftsmanship is evident in its design details, featuring charming post and beam construction crafted from reclaimed fir, hand cut fieldstone fireplaces, and a durable and sleek metal clicklock roofing system. Stepping inside, one is greeted by the rich warmth of the wood finishes that create an inviting atmosphere throughout. Indulge in the luxury of heated radiant floors gracing the baths and entrance, ensuring comfort and warmth. With a detached double garage and an additional attached single garage, convenience meets functionality, offering ample space for vehicles and storage needs. From its captivating 200ft of sandy beach waterfront to its thoughtfully crafted interiors, this distinguished home embodies the essence of luxury living without compromising on comfort. Embrace the serenity of beachfront living and create unforgettable memories in this unparalleled retreat where the sandy shores and breathtaking views take centre stage and invite you to stay awhile.

731 Concession 15 Road W, Tiny

Listing courtesy of ROYAL LEPAGE IN TOUCH REALTY.

$4,799,000
5 Beds 5 Baths S9308637 MLS® #
Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet of prime Lake Couchiching frontage on a beautifully landscaped half-acre lot with western exposureperfect for soaking in spectacular sunsets and views of downtown Orillia. Completely renovated from top to bottom, this home offers nearly 5400 square feet of high-end living space, featuring 5 bedrooms and 4.5 bathrooms. The gourmet kitchen is a showstopper with two impressive 10-foot islands, granite countertops, and premium appliances from WOLF, SUBZERO, and Thermador. The open-concept main floor boasts large windows that frame lake views, a cozy gas fireplace in the living room, and a walkout to an expansive deckideal for both relaxation and entertaining. The upper level features 3 spacious bedrooms, each with its own ensuite, and a laundry room for added convenience. The primary suite is a true retreat with vaulted ceilings, a grand walk-in closet complete with built-ins and an island, and a spa-like ensuite featuring a walk-in shower, soaking tub, heated floors, and double vanity. The finished walkout basement offers 9-foot ceilings, a second full kitchen, separate laundry, and a private entrance, making it perfect for extended family or guests. Outside, the property truly shines with a heated saltwater pool surrounded by interlock patios, multiple seating areas, and a large dock complete with sea doo lifts. The private stone path leads to a hard-packed lakefront, perfect for enjoying summer days by the water. Double gated entries and a heated interlock driveway provide both privacy and convenience. This rare waterfront gem is located at the end of a quiet court, offering tranquility and luxury living. Also available to purchase with the neighbouring vacant lot to bring the total frontage to almost 200 feet!

376 Brewery Lane, Orillia

Listing courtesy of ENGEL & VOLKERS BARRIE.

$4,499,000
7 Beds 4 Baths S9344154 MLS® #
This exceptional estate offers an extraordinarily rare combination: over 7,000 sq ft of living space on 42 acres of absolute privacy, with a coveted sandy beach and private boat dock on Georgian Bay. Properties of this size, with ownership rights to clear blue waters and sandy shores, are nearly impossible to find in Tiny Township. Located just two hours from Toronto, this custom-built craftsman home is perfect for those seeking a private waterfront retreat. Designed for both entertaining and relaxation, the home features formal living and dining rooms alongside a spacious kitchen and family room at its core. The primary suite is a private escape with a 5-piece ensuite, double walk-in closets, and access to the deck overlooking the water. The walk-out lower level is built for fun and comfort, with 4 additional bedrooms, a theatre room, and a large rec/games room complete with a full bar. An upper-level in-law suite provides space for guests or multi-generational living, and the property also includes a 3-car garage and a separate 1,500 sq ft detached shop for ample storage of vehicles, boats, and recreational equipment. The estate comes fully equipped with a private dock, allowing direct access to the bay for boating and water activities. With high-speed fibre internet, natural gas, and proximity to nearby golf courses, trails, and ski resorts, this is a rare opportunity to own a large, private waterfront property in one of the most desirable locations on Georgian Bay.

679 Sandy Bay Road, Tiny

Listing courtesy of CHESTNUT PARK REAL ESTATE LIMITED.

$3,895,000
4 Beds 5 Baths S9046641 MLS® #
Exquisite Waterfront Home on Georgian Bay: A Masterpiece of Luxury and Comfort. Executive custom-built home offers unparalleled panoramic views of the water and expansive blue skies. Features four bedrooms (2 master suites), five bathrooms, two offices, elevator, home theatre room, sauna, ample storage, and ensuite laundry on the second floor. Complete with mechanical blinds throughout. Long driveway welcomes you to this stunning home, crafted with tumbled stone and topped with a durable metal roof. Exceptional lakeside covered back veranda provides a tranquil spot to relax and take in the water views. Upon entering, you are greeted by a beautiful open-concept kitchen with quartz countertops, top-of-the-line appliances, and large island, perfect for entertaining. Adjacent to the main kitchen is a chefs kitchen equipped with stand-up fridge/freezer, gas stove, and counter space for all your culinary needs. Main floor offers in-floor heating, porcelain tile, oversized windows, gas fireplace, welcoming foyer, and spacious office ideal for those working from home. Lower level features a large rec room, wet bar, home theatre with tiered seating, three-piece bathroom, cedar sauna, and versatile room that can serve as a second office or fifth bedroom. Lower level also enjoys the comfort of in-floor heating. Mechanical infrastructure is state-of-the-art, including an alarm system, on-demand water heater, gas boiler in-floor heating, central air conditioning, additional forced air gas heating, 10-foot garage doors with openers/remotes, irrigation system, and concrete driveway and walkway surrounding the entire house. Located in the West End of Wasaga Beach on Shore Lane, this home is less than 10 minutes from Collingwood and 20 minutes from Blue Mountain. Enjoy easy access to walking and cycling trails, shopping, a hospital, Collingwood airport, the longest freshwater beach in the world, and historic Downtown Collingwood.

2292 Shore Lane, Wasaga Beach

Listing courtesy of CENTURY 21 MILLENNIUM INC..

$3,750,000
5 Beds 4 Baths S8362276 MLS® #
Award-Winning Architectural Masterpiece by Peter Bohlin in Georgian Bay! Experience the unique blend of modern luxury and nature in this extraordinary 3+2 bedroom, 4-bathroom cottage by renowned architect Peter Bohlin of Bohlin Cywinski Jackson. Nestled on over 2 acres of birch and evergreen forest along Georgian Bay, this 5800 square foot home, including a 2750 square foot finished walkout basement, is a testament to architectural brilliance and environmental harmony. The home features rich post-and-beam construction with imported California pines and extensive use of glass, erasing the boundary between interior and exterior spaces. Soft daylight floods the living areas, centered around a unique fireplace alcove with heavy timber walls that extend outside, connecting the space to its natural setting. A dramatic stone fireplace stack rises past the ceiling and continues skyward. The professional kitchen and open-concept design flow seamlessly into a dining area and spacious living room, perfect for entertaining. The finished walkout basement features ample windows along the lake-facing wall, allowing copious natural light into all living spaces. A spacious sauna room completes the space. A band of lush evergreens shields the structure from the 250 feet of prime Georgian Bay waterfront. This vegetation can be altered according to the owners preference if an unobstructed lake view is desired. A short path leads to the waterfront, featuring an elevated dock for leisure, entertainment, and water access. Enjoy expansive and breathtaking views of the Bay and Christian Island. Awarded the 2003 Residential Magazine Design Award, the home is constructed with unmatched attention to detail and quality that will last generations. This four-season retreat offers unparalleled privacy and relaxation, only a short 2-hour drive from Toronto. The secluded community of large waterfront properties adds to the exclusive and serene environment.

130 Melissa Lane, Tiny

Listing courtesy of RE/MAX EXPERTS.

$3,750,000
4 Beds 6 Baths S9033491 MLS® #
Here is the opportunity of a lifetime to own an elegant Waterfront property nestled in the heart of Georgian Bay boasting 114 feet of shoreline. Begin each day gazing out onto your Estate home sipping your morning coffee while enjoying your privacy and watching amazing views of Georgian bay. Offering over 10,000 square feet of finely crafted living space on 3 levels that includes the custom-designed fully enclosed heated swimming pool. Upon entry, be inspired by the breathtaking view and absorb the light pouring in from the incredible foyer and great room. Principal rooms benefit from the walls of glass. Gourmet kitchen with oversized island and separate breakfast area with W/O to the gardens. Formal dining room for special occasions and a private den. Main floor Master wing complete with his and her dressing areas, 5-piece marble bath, private patio and gym area. Several walkouts allow for full use of the spacious entertainment deck. The second level accommodates 3 more bedrooms, all of which have private suites. The lower level has a private office, large rec room, with billiards and games area, a built-in bar, storage and utility room. The spa area features a custom-designed, fully enclosed heated swimming pool, hot tub, sauna, 4 pc bathroom, and change room. The exterior design is flawless with an oversized four-car garage with inside entry. Professional landscape displays beautiful flowing perennial planting, shrubbery, and natural stone gardens throughout. Understated elegance. Don't miss this opportunity to live in this breathtaking home and take full advantage of living life on Georgian Bay's waterfront.

287 Estate Court, Midland

Listing courtesy of ROYAL LEPAGE IN TOUCH REALTY.

$3,250,000
5 Beds 5 Baths S9381399 MLS® #
Lake Simcoe Estate Living 5600 Square foot Home/Cottage Estate. Four Bedrooms (Three with En-suite), Five Bathrooms, an Open-Concept Kitchen, Dining, a Great Room, and a multi-car Garage as a start. A separate Office, a Den, and a Gym and lower living space are also to be found here. There are Large Grounds and Lakeside Views from this Full Walkout Lower. Multiple Sliding Doors onto these large Decks from both the Upper and Lower open concept living spaces. This Level Lot provides all-day entertainment and sun from sunrise to evening dusk. The Lake Views are Expansive. Enjoy an almost full horizon blazing red Sunrise. Incredible boating opportunity. ***Details*** Upper and Lower Waterside Deck areas overlook Lake Simcoe. Clean, Clear water with a River Rock to sand bottom. Plenty of water dockside for enjoying boating activities, Swimming, Fishing, Skiing, and more. Interlock Driveway, Full Level Lot. The Property has lots of room to build a second separate Shop/Garage if desired. Current Garage and shop are heated. Enjoy all the Lake has to offer right from your doorstep. ***More Info*** 13 Minutes to Orillia & 25 min drive to Barrie & 14 Minutes to Lake Simcoe Regional Airport. The Home was built in 2018. This Property is part of the Trent Severn Waterway so boating is essentially unlimited. You are only a few (4) locks away from Georgian Bay. The Trent Severn Waterway comprises 45 locks spread over 383 kilometers of rivers and lakes from Trenton to Port Severn. The Trenton half has the St. Lawrence one way and Lake Ontario. The Port Severn Side has Georgian Bay and Lake Huron. You are also only minutes away from the Lake Simcoe Regional Airport for quick trips back and forth to the city.

57A Maplewood Parkway, Oro-Medonte

Listing courtesy of ROYAL LEPAGE IN TOUCH REALTY.

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