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.

$2,699,000
9 Beds 6 Baths S13683666 MLS® #
Where boutique lodge vibes meet laid-back adventure, this extraordinary Tea Lake compound offers a rare opportunity to own not one, but 3 fully equipped waterfront cottages on a spectacular peninsula-like setting with 331' of south-facing shoreline. With panoramic lake views and incredible privacy this is the ultimate setup for investors, multi-generational families, or companies seeking an unforgettable corporate retreat. The main cottage sits right at the water's edge and spans over 4,000 sq. ft., featuring 4 bedrooms, 4 bathrooms, a walkout lower level, and expansive entertaining spaces designed for hosting large gatherings. A massive dining area with an industrial built-in BBQ and commercial-style ventilation creates the ultimate lakeside entertaining experience. The second cottage offers 2 bedrooms, a 3-piece bathroom, a full kitchen, a comfortable living space, private deck, stunning lake views, and easy access to the dock and the waterfront. The third cottage is perfectly tucked away for added privacy while still enjoying lake views. Featuring 3 bedrooms, a 3-piece bathroom, a full kitchen, a cozy sitting area, and a propane fireplace, this cottage is ideal for relaxed evenings at the lake. The property is ready for immediate enjoyment or to explore rental income potential. A 2-car detached garage, multiple private outdoor areas, fire pits, picnic spaces, excellent swimming, boating, fishing, and docking complete the experience. Located just 90 minutes north of Toronto and a short boat ride to the iconic Big Chute Marine Railway on the historic Trent-Severn Waterway, this property sits beside a quiet channel connecting Tea Lake directly to the Severn River, placing endless boating and cottage country adventures right at your doorstep.

6884 & 6892 Upper Big Chute Road, Severn

Listing courtesy of Harvey Kalles Real Estate Ltd..

$2,699,000
4 Beds 3 Baths S13082362 MLS® #
Where waterfront living meets everyday comfort, this custom-built four-season retreat sits on a picturesque point of land on Little Lake, offering southwest exposure, all-day sun, and sunsets across 218 feet of private shoreline on a level 0.81-acre lot. With direct access to the Trent-Severn Waterway connecting Gloucester Pool to Georgian Bay, this property offers endless opportunities for boating, swimming, and exploring by water. Offering approximately 3,500 sqft, the home features 4 bedrooms and 3 bathrooms designed for both everyday living and entertaining. The main level showcases a renovated gourmet kitchen with granite countertops, premium appliances, ample cabinetry, and an open-concept layout flowing into the living and dining areas filled with natural light and lake views. Multiple gathering spaces, cozy fireplace settings, and a dedicated sitting area create a warm atmosphere throughout. The primary suite features an ensuite and lake views, while multiple walkouts lead to the wrap-around covered porch - ideal for enjoying the waterfront setting in every season. The fully finished lower level extends the living space with a spacious recreation and family room, office area, generous bedrooms, a full walk-up separate entrance, and a kitchenette with dining space - ideal for guests or multi-generational living. Two laundry areas add everyday convenience. Outdoors, enjoy a private dock, charming bunkie with its own deck, for additional sleeping space, and a heated triple-car garage offering excellent storage, workshop potential, or room for recreational equipment. Minutes to marinas, LCBO, general store, local coffee cabin, Rawley Resort, and Christie's Mill Inn & Spa, with year-round recreation nearby including skiing, golf, and snowmobiling. Conveniently located only 35 minutes to Barrie with easy access to Highway 400.

3316 Point Bush Court, Severn

Listing courtesy of ROYAL LEPAGE FIRST CONTACT REALTY.

$2,695,500
7 Beds 5 Baths S13609324 MLS® #
Welcome to an extraordinary custom-built waterfront residence on the shores of Georgian Bay, where exceptional craftsmanship, timeless design, and the beauty of Cawaja Beach create a remarkable four-season retreat. Set along one of Ontario's most sought-after white sandy beaches, this legacy property is designed for generations to gather and create lasting memories.Built with sustainable, high-performance materials, including steel joists, a durable steel roof, Quebec stone, and premium Lowen windows, this home offers outstanding quality, efficiency, and lasting value. With over 3,400 sq. ft. of finished living space, the interior features 9-ft. ceilings, elm hardwood floors, and a stunning great room centred around a Rumford stone fireplace.The chef-inspired kitchen showcases dual islands, Sub-Zero and Miele appliances, solid wood cabinetry, and a handcrafted pine post-and-beam feature. Rare rainforest marble, formed over millions of years, adds one-of-a-kind natural beauty with distinctive mineral veining throughout the kitchen and select areas of the home.Designed for entertaining, the home also includes a wood-burning pizza oven, butler's pantry, dedicated office, and seamless access to expansive decks and a stone patio overlooking the bay.Upstairs, the primary suite offers a walk-in closet, spa-inspired 5-piece ensuite, and private balcony with panoramic water views. Additional bedrooms provide comfortable space for family and guests, while the fully finished lower level features radiant in-floor heating, a spacious recreation room, additional bedrooms, and a spa room.Outside, mature trees, a firepit, breathtaking sunsets, and direct access to the pristine sands of Cawaja Beach complete this exceptional setting. Located minutes from Cawaja General Store, 15 minutes to Midland and Penetanguishene, and approximately 90 minutes from the GTA, this is a rare opportunity to own a truly exceptional Georgian Bay waterfront legacy property together.

12 Walker Road, Tiny

Listing courtesy of Revel Realty Inc.

$2,695,000
5 Beds 3 Baths S13658890 MLS® #
Wake up to spectacular sunrises, unwind with unforgettable sunsets, and enjoy panoramic 180-degree views across Nottawasaga Bay from this exceptional waterfront property. Beautifully landscaped with an expansive flagstone patio, this is a setting designed for relaxing, entertaining, and embracing Georgian Bay living.The custom-built 3,300 sq. ft. home offers five bedrooms plus a den and three bathrooms, combining timeless craftsmanship with thoughtfully designed living spaces. The spacious primary suite features a luxurious ensuite with heated floors, while custom millwork and quality finishes are showcased throughout.Designed for entertaining, the chef-inspired kitchen flows seamlessly into the open-concept living and dining areas, all positioned to capture breathtaking water views. A spacious sunken family room with a built-in bar provides the perfect gathering place for family and friends in every season.A detached garage with a newly finished upper level offers exceptional flexibility as guest accommodations, a private retreat for children or grandchildren, a home office, studio, or recreation space.Ideally located just minutes from downtown Collingwood, golf courses, skiing, marinas, and miles of trails, this remarkable waterfront property offers the perfect balance of luxury, privacy, and four-season recreation. Conveniently situated approximately 90 minutes from Toronto Pearson International Airport, this is an exceptional opportunity to enjoy the Georgian Bay lifestyle at its finest.

63 Georgian Manor Drive, Collingwood

Listing courtesy of Engel & Volkers Toronto Central.

$2,600,000
6 Beds 5 Baths S13744486 MLS® #
A MASTERPIECE OF COASTAL PRESTIGE DIRECTLY ON GEORGIAN BAY! Pull through the gated entry and Georgian Bay unfolds before you, creating a waterfront estate with front-row views of Wasaga Beach and direct access to the world's longest freshwater beach. Nearly 3,800 finished sq ft of beautifully renovated living space embraces a sophisticated coastal aesthetic, where blue accents, crown moulding, pot lights, high-end lighting, hardwood flooring, expansive windows and breathtaking Georgian Bay views make the water feel beautifully woven into the home. The chef-inspired kitchen features floor-to-ceiling cabinetry, select glass inserts, quartz countertops and backsplash, a generous island, pendant lighting and stainless steel appliances including a gas stove, opening seamlessly to a living and dining area anchored by an electric fireplace and direct access to the beachfront deck. Outside, the expansive multi-tier deck with glass railings makes the most of its northwest exposure, with unobstructed water views, memorable sunsets and direct stairs down to the sandy shoreline below. The main floor primary suite offers a gas fireplace, walk-in closet, walkout and 3-piece ensuite, while the second level presents a sitting area, updated bathrooms, two balcony walkouts and three spacious bedrooms, including a secondary primary bedroom with its own ensuite. A finished basement with a rec room, two additional bedrooms, a full bathroom and abundant storage extends the home's impressive footprint and provides plenty of space for family and guests. Thoughtfully positioned on one of Wasaga Beach's most coveted stretches of shoreline, this remarkable property is just minutes from Stonebridge Town Centre, the RecPlex, YMCA, golf, dining, shopping, parks, trails and year-round recreation.

5 17th Street N, Wasaga Beach

Listing courtesy of RE/MAX HALLMARK PEGGY HILL GROUP REALTY.

$2,599,900
3 Beds 4 Baths S12151443 MLS® #
Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming of. Just minutes from downtown Orillia, this property has everything you need for fun, rest, and making lasting memories. Fully renovated in 2019, the home is bright, open, and full of charm. With 3 bedrooms and 4 bathrooms, theres space for family and friends to stay and play. The large windows bring in natural light and give you clear views of the water from many rooms. It's cozy in the winter and a dream in the summer. Step outside and you'll find what really makes this place special - a boathouse like no other. Sitting right on the waters edge, this space has two glass garage doors that open to let the breeze in, plus a sliding patio door. It's perfect for movie nights, games, or just relaxing by the lake. Head up the stairs and discover the incredible rooftop patio with glass railings, an outdoor kitchen with BBQ, cozy fire tables, and comfy seating for all. Whether you're hosting friends or enjoying a quiet evening, its the place to be. The lot is wide, flat, and grassy - great for kids, pets, and outdoor games. There's a waterside fire pit, a long dock for boats and swimming, and even a two-car garage with extra space above for a future bunkie, studio, or gym. Cottage charm. City access. Four-season fun. This is your chance to own something truly special on the lake.

201 Cedar Island Road, Orillia

Listing courtesy of ENGEL & VOLKERS BARRIE.

$2,580,000
5 Beds 4 Baths S13049106 MLS® #
A rare opportunity to own one of lake Simcoe's most distinctive private estates, offering exceptional versatility on 2.5 acres of beautifully maintained grounds. Ideally located just 20 minutes from Orillia and approximately 60 minutes from the GTA, this year-round residence combines refined country living with the recreational lifestyle of one of Ontario's most sought-after waterfront destinations. The property benefits from deeded ownership of the shoreline while positioning the residence back from the road, providing exceptional privacy and eliminating beach traffic noise. The impressive 740 sf. upper level primary suite with 9-foot ceilings frames lake Simcoe as a living work of art. Enjoy swimming, boating, fishing and spectacular sunsets from your private 65-foot dock while appreciating the tranquility this unique setting provides. Designed to maximize natural light and breathtaking views, the approximately 4100 sf. custom home offers panoramic vistas from virtually every room. A spectacular wraparound glass-enclosed deck creates a seamless connection between indoor and outdoor living while showcasing unobstructed lake views. For automotive enthusiasts, hobbyists, entrepreneurs and boaters, the property features an insulated, heated 1,000 sq. ft garage with 10-foot ceilings and epoxy floors, plus an approx. 4000 sq. ft multi - purpose storage building/barn Built with efficiency and year-round comfort, the home exceeds standard insulation requirement and includes triple-glazed UV-protected casement windows, central heating and air conditioning, a full backup generator, and a premium water treatment system. The Zoning permits 2 additional dwelling, creating an exceptional opportunity for a luxury family compound. Additional features include fenced ground, raised insulated basement and laundry room floors,200 - amp electrical service, and a separate three-bedroom guest wing with its own bathroom, providing privacy & independence for family or visitor.

1275 Ramara Road 47 N/A, Ramara

Listing courtesy of HOMELIFE EAGLE REALTY INC..

$2,549,000
5 Beds 4 Baths S12844718 MLS® #
Welcome to this rare exceptional waterfront residence on Couchiching Point. On a quiet cul-de-sac with cherished ownership along one of the areas most prestigious streets in Orillia. With easterly views overlooking beautiful Lake Couchiching and access to the renowned Trent-Severn Waterway, this home offers the best of lakeside living. With seamless connections to both Lake Couchiching and Lake Simcoe, this property is a boaters dream. The exterior is equally impressive, featuring stunning meticulously manicured gardens, a inter locked driveway and walkway, and an inviting front entrance that sets the tone for the elegance within. A newly finished patio right at the waters edge perfect for entertaining or relaxing. Enjoy your morning coffee or evening wine in the screened-in sunroom or the hot tub attached to the newly appointed adjoining deck while taking in the sunrise and tranquil lake views. Inside this family-oriented home offers 4+ bedrooms and features a bright eat-in kitchen where family meals come with unobstructed lake views while watching boats glide across the lake and a finished basement with guest suite or den, this home is designed for family gatherings. . The residence blends luxury finishes with warmth and comfort, making it ideal for both family life and entertaining. This is more than just a home its a lifestyle. The lifestyle extends beyond the home with easy access to the Lightfoot Trail for walking or biking, family-oriented surroundings, and endless opportunities for waterfront enjoyment. Whether entertaining, relaxing, or exploring the waterways, this home is designed to impress. Perfect for families seeking a balance of relaxation and recreation, or for those desiring a luxury waterfront retreat with endless potential.

759 Broadview Avenue, Orillia

Listing courtesy of RE/MAX RIGHT MOVE.

$2,500,000
4 Beds 3 Baths S13171888 MLS® #
A HOME FOR ALL SEASONS! With immediate access to the sandy shores of Allenwood Beach, this private, custom-built, four bedroom, three bathroom bungalow with over 2,800 sq. ft. is set on over a 1/2 acre of professionally landscaped grounds. Its elevated situation provides panoramic views and unimaginably spectacular sunsets over Georgian Bay from the Blue Mountains to Christian Island. Beach-walking, swimming, watersports of all kinds are at your doorstep, while golf courses and tennis courts are nearby. In the winter, cross-country and downhill skiing are just across the Bay. This home offers the very best of relaxed country living, while shopping, dining and entertainment are close at hand. Quality is evident throughout this open-concept home with solid walnut floors and heated floors in all ceramic tiled areas. Natural light streams through oversized casement windows. The living and dining room areas are defined by a dual-aspect marble gas fireplace. The expansive gourmet kitchen, with granite countertops, oversized sinks and premium appliances features a prep/entertainment island that looks across to the custom-built, multi-media entertainment area. The almost 300 sq. ft. family room separated by French doors offers more living and entertaining options. The primary suite is a private retreat with scenic lake views, access to a secluded deck, a walk-in closet, a spa-inspired ensuite with an oversized shower, rainfall showerhead and body jets. Three additional large bedrooms and two three-piece bathrooms provide inviting comfort for family and guests. Outdoor living is enhanced by a covered BBQ deck off the kitchen, a broad limestone patio, and an expansive lounging and dining deck, all of which present breathtaking vistas. An oversized detached two-car garage and large driveway provide ample parking for six vehicles. This beautiful, one-of-a-kind home delivers luxurious and tranquil living immersed in the natural beauty of each season.

1036 River Road E, Wasaga Beach

Listing courtesy of Sotheby's International Realty Canada.

$2,499,900
5 Beds 5 Baths N13747854 MLS® #
Exceptional end unit with almost 3,600 sq ft of above-grade living space, this expansive Ferretti waterfront townhome is one of the largest footprint properties in Friday Harbour, delivering the grand scale of a traditional estate with turn-key, resort ease. Showcase-featured in Our Homes Magazine (Spring 2021), this custom-finished model was thoughtfully curated by an experienced luxury custom-home builder to balance refined modern elegance with relaxed, water-centric living. Manicured gardens line the walkway to the entrance, setting an elevated atmosphere the moment you step inside. The main level features floor-to-ceiling glass sliding doors that open onto a large private terrace framed by water views-ideal for entertaining, lounging, or watching the boats go by-complete with a gas BBQ hookup and your own dedicated boat slip for effortless Lake Simcoe access. The open-concept second level centers around a gourmet chef's kitchen outfitted with premium Irpinia cabinetry, quartz countertops, Sub-Zero and Wolf appliances, and statement lighting, all seamlessly transitioning into living areas with built-in ceiling speakers and floor-to-ceiling windows with remote shades with an additional gas BBQ hookup on the 2nd level balcony. Spanning multiple levels with automated Lutron lighting throughout, the versatile 5-bedroom, 4-bathroom layout offers exceptional space for multigenerational hosting or executive home offices, topped by a primary sanctuary with a spa-inspired ensuite, walk-in closet and private balcony. Complete with custom garage storage solutions and direct inside entry, this rare residence is tucked into an exclusive, low-traffic pocket steps from the Marina Village, fine dining, nature trails, and The Nest Golf Club. Come and explore the ultimate waterfront resort lifestyle!

3674 Ferretti Court, Innisfil

Listing courtesy of RE/MAX REALTRON BARRY COHEN HOMES INC..

$2,499,000
4 Beds 6 Baths S13466754 MLS® #
Commanding one of the finest lots on Lake Couchiching, this exceptional waterfront estate is positioned at the end of a quiet dead-end street, offering a rare opportunity to own and improve an irreplaceable piece of shoreline. Boasting 100 feet of sandy-bottom waterfront and eastern exposure, you'll enjoy breathtaking sunrises from the expansive new composite deck. Offering approximately 4,040 sq. ft. above grade, plus an additional 1,800 sq. ft. of finished lower-level living space, this residence has been designed to maximize both space and scenery. The main level features a formal living room, an elegant dining room, a spacious eat-in kitchen with a pantry, and a grand great room, all of which capture stunning waterfront vistas. A private office, main-floor laundry, a powder room, and a walkout to an oversized 50.7' x 20.7' garage complete this level. Upstairs, you'll find four generously sized bedrooms, including two lakefront suites with private en-suites. The primary bedroom also features a walk-in closet and spectacular water views, while an additional full bathroom serves the remaining bedrooms. The refreshed lower level offers new flooring throughout. It includes a den, a full bathroom, a recreation room, a games room, a family room, and a walk-up, creating excellent potential for entertaining or extended-family accommodations. Recent updates include a brand-new metal roof (2025), an updated retaining wall, basement waterproofing, and additional features include forced-air gas heat, central air conditioning, whole-home generator, 400-amp service, drilled well, waterproofed foundation, positive drainage, central vacuum, intercom system, air exchanger, and in-ground sprinkler system. A truly remarkable waterfront offering where privacy and location combine to create a legacy property awaiting its next proud owner to renovate. **Some photos are Virtually Staged and remodeled to show potential**

4229 Wilson Point Road N, Severn

Listing courtesy of RE/MAX RIGHT MOVE.

$2,490,000
6 Beds 6 Baths S13464810 MLS® #
83' of Lake Couchiching waterfront on a quiet family friendly sought after cul-de-sac. Stunning 5,700 sq. foot custom home built in 2018 with 6+ bedrooms & 6 bathrooms. Large welcoming foyer with a view straight to the water and walk in closet. The open concept main floor offers a chefs kitchen with tons of cabinet space, breakfast bar, double stainless farm sink and stone counters, spacious dining area with a walkout to the water view deck, and a living room with , a cathedral ceiling, floor to ceiling windows and gas stone fireplace. Main floor Principal suite overlooking the water with a spacious 5 piece ensuite and 14 x 10 closet with custom built-ins. Convenient pantry, laundry, 3 piece bath and mud room off the 3 car garage finish off the main floor. Upstairs there is 2 bedrooms with walk-in closets and private ensuites, an open loft area perfect for office space, a library etc plus a huge family/theatre room with a wet bar and 2 piece bath. Downstairs is finished with a fabulous space for a games room with a wet bar area, 3 bedrooms, a 3 piece bath plus a room for a gym or craft room etc.Perfect for entertaining, this home was built with space for everyone. Fabulous 4 Season Muskoka room with a gas fireplace to enjoy the water views. Great boating on the Trent Severn and easy access thru the Narrows to Lake Simcoe.If you are lucky you will see the beautiful swans in the area.

465 Mooney Crescent, Orillia

Listing courtesy of RE/MAX HALLMARK CHAY REALTY.

$2,450,000
3 Beds 3 Baths S13697056 MLS® #
Welcome to Georgian Blue! Experience refined beachfront living in this exceptional Cape Cod waterfront retreat with over 3000 sf of finished living space, where timeless design meets breathtaking natural beauty. Tucked away from Tiny Beaches Rd S on a small, dead-end street providing excellent privacy, this stunning home enjoys panoramic west-facing views, delivering unforgettable sunsets from your deck, patio or living room. Designed for effortless entertaining, the open-concept kitchen and living area with separate expansive dining room are flooded with natural light and seamlessly connected to the shoreline, creating an inviting space to gather while enjoying spectacular waterfront vistas. The second floor offers three spacious bedrooms including a palatial primary suite with spa-like 5 piece ensuite, two large guest bedrooms with one boasting a fun loft for the kids and an inviting office nook complete with a stylish built in desk and shelving. The fully finished lower level offers additional living space, ideal for hosting family and friends or creating the ultimate recreation retreat. Step outside to your own private oasis, complete with a hot tub, sauna, and direct access to a vacation worthy sandy beach with crystal-clear, shallow waters-perfect for swimming, water sports, or simply relaxing at the water's edge. A detached, heated two-car garage offering exceptional workspace and storage with a beautiful loft, ideal for added recreation space. Ideally located just minutes from the vibrant shores of Balm Beach and less than an hour from world-class golf courses and premier ski resorts, this remarkable property offers the perfect balance of luxury, recreation, and year-round lifestyle. Whether you're searching for an exclusive waterfront residence, an elegant four-season escape, or a legacy property to enjoy for generations, this extraordinary beachfront home delivers an unparalleled Georgian Bay lifestyle.

10 Lundy Lane, Tiny

Listing courtesy of Sotheby's International Realty Canada.

$2,349,000
5 Beds 3 Baths S13764348 MLS® #
Welcome to this breathtaking waterfront property, where luxury meets location on the shores of Kempenfelt Bay. Fully renovated in 2020, this 3,000+ sq. ft. bungalow was designed to maximize spectacular lake views year-round. Blending the comfort of a home with the lifestyle of a cottage, it offers private access to your dock, boat lift, and shoreline-perfect for summer fun, recreation, and relaxation. The main level features an open-concept living room with a feature gas fireplace, office nook, dining room, and custom kitchen with granite countertops and a breakfast bar. From the living area, walk out to a balcony with unobstructed lake views and enjoy the peace and tranquility of the setting. One side of the home includes three generously sized bedrooms, including one with a bay window and bench seating ideal for reading while taking in the view, plus a four-piece bathroom with in-floor heating. The primary bedroom offers stunning lake views, a custom walk-in closet, and a three-piece ensuite, also with in-floor heating. The lower-level features a spacious family/entertainment room, dry bar area, and bonus space ideal for a home gym (all with in-floor heating). This level also includes a large bedroom with an egress window and a three-piece bathroom. Filled with natural light, the lower level opens through sliding doors to a professionally landscaped oasis with an in-ground heated sports pool, covered patio, and four-person hot tub. Set on a 260-foot lot with year-round bay views, the property also features a private beach volleyball court surrounded by mature trees and gated access to the North Shore Trail. Additional highlights include a double garage with tandem door to the yard, stone parking pad, professional pool landscaping featured in Dockside Magazine (2024), *tripled glazed windows*, cold room, and extra storage. Johnson's Beach, Barrie Yacht Club, and shopping are within walking distance, with quick access to Highway 400, Georgian College, and RVH.

47 Shanty Bay Road, Barrie

Listing courtesy of SUTTON GROUP INCENTIVE REALTY INC..

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