Enhance your property listings with Show Your Listing—offering professional Real Estate Media services throughout Simcoe County.
Simcoe County, situated in central Southern Ontario, Canada, lies just north of the Greater Toronto Area, stretching from Lake Simcoe in the east to Georgian Bay in the west. As part of the Greater Golden Horseshoe, a heavily populated and industrialized region, the county covers an area of 4,818.93 square kilometers. Notable geographical features include the Niagara Escarpment in the west and the Minesing Wetlands in the center. The county's administrative center is located in Midhurst, near Barrie.
Geographically, Simcoe County is divided into two subregions: South Simcoe and North Simcoe, separated by Simcoe County Road 90. South Simcoe, closer to the Greater Toronto Area, has stronger socio-economic ties to it and includes the Town of Innisfil, Township of Adjala-Tosorontio, Town of Bradford West Gwillimbury, Township of Essa, and Town of New Tecumseth, encompassing Alliston, Beeton, and Tottenham.
In contrast, North Simcoe, less industrial and more removed from the GTA, aligns more closely with the Muskoka region. Though less connected, it still provides GO Transit train service to Toronto. North Simcoe includes the townships of Clearview, Oro-Medonte, Ramara, Severn, Springwater, Tay, and Tiny, as well as the towns of Collingwood, Midland, Penetanguishene, and Wasaga Beach. The cities of Barrie and Orillia, while geographically within North Simcoe, are independent single-tier municipalities.
Total Active Listings in Simcoe County: 9
A rare waterfront legacy property offering an exceptional opportunity to create a private family retreat, multi-generational compound, or exclusive recreational estate. Available for the first time in over 40 years, this remarkable property encompasses over 26 acres, including 810 feet of pristine privately owned shoreline along the renowned Trent-Severn Waterway near Severn Bridge.The property features two substantial four-season waterfront residences. The primary residence offers approximately 3,000 square feet of living space with three bedrooms, three bathrooms, an office, recreation room, and an expansive deck overlooking the water. The second residence spans approximately 3,100 square feet and includes two bedrooms, two bathrooms, a sunroom, an impressive terrace, beautifully landscaped gardens, and exceptional privacy.Set on 12.5 acres of manicured grounds, the property provides ample space for future recreational amenities, including a pool, tennis or pickleball court, and additional outdoor gathering areas. An adjoining 13.5-acre forested parcel offers private trails, natural beauty, and potential for future exploration or development opportunities, subject to applicable approvals.Additional accommodations include multiple waterfront guest cottages, ideal for extended family and guests, along with several workshops and outbuildings providing abundant storage and utility space.Perfectly positioned just 90 minutes from Toronto and minutes from Gravenhurst, the property combines exceptional privacy with convenient access to shopping, dining, and everyday amenities. Boating enthusiasts will appreciate direct access to the interconnected waterways, with easy navigation to Lake Couchiching, Lake Simcoe, Sparrow Lake and Georgian Bay. An extraordinary offering where waterfront, acreage, privacy, and lifestyle converge to create a truly exceptional Ontario retreat. (43400585)
Rare opportunity to acquire a premier 0.609-acre (26,522 sq. ft.) corner development site in Collingwood's Downtown Core. Zoned C1 Commercial and designated Downtown Core under both the current and proposed Official Plan, this fully serviced property occupies a highly visible gateway location where development parcels of this size rarely become available. Positioned outside both the Business Improvement Area (BIA) and the Heritage Conservation District, the property offers development flexibility. Existing access is from Market Street, with the potential for additional access from Hume Street, subject to municipal approval. Significant due diligence has already been completed, with a comprehensive package of transferable reports available to the purchaser, including civil, traffic, geotechnical planning and other studies prepared for a previously approved site plan. Phase I and Phase II Environmental Site Assessments and a Record of Site Condition are also available, confirming clean site conditions. Whether your vision is commercial, mixed-use, residential or another permitted C1 use, this outstanding property offers a rare combination of location, prior planning and approval work and development potential n one of Ontario's most sought-after communities. Engineering analysis completed in support of the previously approved site plan also confirmed the feasibility of underground parking on the property. High speed fibre internet service is available, and site investigations have also confirmed the property's suitability for a geothermal energy system. Large, serviced development parcels within Collingwood's Downtown Core seldom come to market. 121 Hume Street represents a rare opportunity to secure a strategic landholding in one of Southern Ontario's most dynamic and rapidly growing communities. (43682174)
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. (43796309)
Welcome to this spectacular bungaloft overlooking Georgian Bay in one of Collingwood's most desirable neighbourhoods. Set on a large beautifully landscaped treed lot with views of the bay & picturesque pond home to nesting swans, this stunning property offers luxury, privacy & resort-style living. Featuring a heated inground pool with waterfall & automatic cover, hot tub & spacious PVC deck, it provides the ideal backdrop for entertaining, bird watching, relaxing or simply enjoying nature, The stunning fully renovated interior features a custom kitchen overlooking a two-storey family room with a stone fireplace & expansive windows that capture the water views. The main floor primary bedroom boasts a walk in closet, spa like ensuite & outdoor access. A main floor laundry includes maple cabinetry & quartz countertops. The second bedroom/den features a two storey ceiling & large windows with full bathroom nearby. Upstairs are two spacious bedrooms, one featuring a walk in closet & spacious balcony overlooking the lake. The loft above the family room provides additional living space & stunning views. Built in 2012 & recently fully upgraded, this home showcases exceptional quality throughout. Notable features include renovated bathrooms with solid wood vanities & custom glass showers, solid wood interior doors, new wood & porcelain flooring, updated lighting,Hunter Douglas window coverings & drapery, custom closet organizers, professionally finished lower level with a large recreation room, two bedrooms & a full bathroom for family/guests.More features include Owens Corning Duration roof, drywalled garage with epoxy floors, Wifi controlled Elite Series Lennox HVAC equipment, monitored sump pump with battery back up,new pool equipment , porcelain porch tiles, inground sprinklers, new central vacuum system & more! Close to beaches, ski hills, parks, & downtown, this extraordinary four season bungaloft offers the perfect blend of luxury, comfort & year round living. (43425738)
Rare blend of authentic log construction and modern efficiency on a prime 120' x 225' riverfront lot. Backing directly onto the Pretty River and steps from Georgian Bay, this 5 bedroom (3+2), 3.5 bathroom home offers over 3,000 sq ft (above grade) of well-planned living space designed for flexibility, comfort, and effortless entertaining. The main floor layout features a massive 19' x 29' living room anchored by a wood-burning fireplace, solid pine flooring, and a walk-out to your very private backyard. The kitchen is equipped with a large center island, a secondary wood-burning fireplace, and an expansive dining area built for large family gatherings. The upper level hosts a spacious primary bedroom with a dedicated walk-in glass shower ensuite, alongside two additional generous bedrooms and a full bath. The fully finished lower level with separate side entrance, kitchen with fridge and stove, family room with a third fireplace, two extra bedrooms, and a 3-piece bath-ideal for multi-generational living, long-term guests, or in-law accommodation. The home features Energy-efficient ground-source geothermal heating complemented by an updated furnace (2021), durable aluminum roof, low-maintenance exterior finish, central air conditioning, large paved driveway accommodating up to 10 vehicles plus a sun room and separate detached shop/garage. Direct access to Pretty River from your backyard, Collingwood's extensive trail network, minutes to Downtown shopping/dining, and a short drive to Blue Mountain Resort or Wasaga Beach. (43676338)
Perched on a bluff above Georgian Bay, this 4+1 bedroom Normerica timberframe home sits on 2.15ac and features an inviting open concept living & dining room with double height windows looking over the water. A large stone wood burning fireplace anchors the living room and complements the timber interior and vaulted ceilings. The well appointed kitchen has sliding glass doors leading out to a large deck, perfect for bbq'ing, eating or relaxing. With a private deck, the main floor primary suite has windows on three sides giving both water and forest views. The ensuite bathroom and large walk in closet complete the spacious primary suite. The lower level features a large recreation room with propane fireplace and a walk out through sliding glass doors to the lawn and outdoor sitting area. The versatile office/family room has another walk out to the lower lawn which is within the fenced area - perfect for pets. The lower level also includes another bedroom and full bathroom along with dedicated laundry and mechanical rooms. The upper level landing looks out over the great room and allows views through the large main floor windows, and provides access to two bedrooms with a 4pc bathroom. Above the three bay garage is bright flexible accomodation for guests with views to the water, a bedroom, full bathroom and plenty of storage. Outside there are low maintenance perennial gardens, a long private circular drive and plenty of parking. Ask the listing agent about the two lots to the north, available separately. (42990436)
Located in the desirable west end of Wasaga Beach toward Collingwood, this custom-built raised bungalow by Jasper Group delivers exceptional craftsmanship, thoughtful design, and stylish finishes throughout. Offering approximately 1,720 sq. ft. per floor with a fully finished lower level, this spacious home provides the perfect blend of comfort, functionality, and four-season living. Step inside to discover open-concept living spaces filled with natural light and enhanced by high-end wood flooring on both levels. The beautifully designed kitchen, dining, and living areas create an inviting atmosphere ideal for entertaining family and friends. Enjoy your morning coffee on the charming east-facing front porch, then unwind in the afternoon and evening on the oversized rear deck-perfect for outdoor dining and relaxing after a day at the beach. This home features 4 spacious bedrooms and 3 full bathrooms, with double sinks and large walk-in showers, offering a spa-like feel and everyday convenience. The fully finished lower level provides additional open-concept living space ideal for guests, recreation, or extended family living. Perfectly situated close to the sandy shores of Georgian Bay, beaches, trails, golf, and all the amenities of the surrounding area, this exceptional property offers the lifestyle you've been waiting for. A beautifully upgraded custom home in an unbeatable location. You will love living here! (42823075)
NEW PRICE & MOTIVATED SELLER! Exceptional value in Orillia's highly desirable West Ridge community. This very well maintained 3 bedroom, 3 bathroom detached home delivers the perfect blend of contemporary living and rustic architectural character, highlighted by stunning custom wooden beam work throughout the main level and stairwell. The bright, open-concept floor plan flows seamlessly to a private rear deck-an ideal retreat for morning coffee or outdoor entertaining. Perfectly positioned just minutes from Lakehead University, premium shopping, parks, and quick access to Highways 11 & 12. Move-in ready with flexible closing options available. An outstanding opportunity at revised pricing-book your private tour today! (44050425)
Welcome to 42-28 Ramblings Way, Collingwood-an exceptional end-unit townhome in the highly coveted waterfront community of Rupert's Landing. Offering approximately 1,479 sq. ft. of thoughtfully designed living space, this is one of the largest and most desirable end units available, complete with ample parking and two outdoor storage lockers. Bathed in natural light, the main level showcases an inviting open-concept layout, seamlessly connecting the living, dining, and kitchen areas-ideal for both everyday living and entertaining. The spacious living room is anchored by a charming brick-front gas fireplace, while the adjacent dining area flows effortlessly to a private, tree-lined deck featuring a natural gas BBQ hookup-perfect for outdoor gatherings in a serene setting. The modern kitchen is well-appointed with granite countertops and ample cabinetry, offering both style and functionality. A convenient main floor laundry, generous storage space, and a 2-piece powder room complete this level. Upstairs, you'll find three well-proportioned bedrooms, including a spacious primary retreat with its own private balcony and updated 4-piece ensuite. Two additional bedrooms and a beautifully updated main bathroom provide comfortable accommodations for family and guests alike. Rupert's Landing is renowned for its unmatched lifestyle amenities along the shores of Georgian Bay. Residents enjoy access to a private marina, swimming platform, and three tennis courts, pickleball along with a recreation centre featuring an indoor pool, sauna, hot tub, fitness room, and adult lounge. Ideally located just minutes from downtown Collingwood, shopping, dining, and year-round outdoor activities, this property offers the perfect blend of comfort, convenience, and four-season living. Whether you're seeking a full-time residence or a weekend retreat, this is your opportunity to experience the best of Collingwood's waterfront lifestyle. Book your private showing today. (42665592)
- All Active Listings (172)
- Bruce County (76)
- Grey County (76)
- Simcoe County (9)
- uncategorized (4)
- Dufferin County (3)
- Huron County (2)
- Regional Municipality Of Waterloo (1)
- Wellington County (1)