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277 Gloucester Street, Midland
$419,000
3 Beds ⋅ 2 Baths ⋅ S13799550 MLS
Top 5 Reasons You Will Love This Home: 1) Enjoy the beauty of Georgian Bay from this beautifully updated 2-storey home, featuring a vinyl siding exterior and a desirable setting close to the waterfront, in-town amenities, dining, parks, and schools 2) Extensively renovated over the past eight years, the home offers updated flooring, plumbing, and electrical, along with a redesigned kitchen featuring quartz countertops and two refreshed bathrooms for comfortable modern living 3) Bright and inviting open-concept interiors bring the kitchen, dining, and living areas together, creating a versatile space for everyday routines, entertaining, and relaxing with family and friends 4) Offering three spacious bedrooms and one-and-a-half bathrooms, this well-appointed home is complemented by a sizeable driveway with parking for three additional vehicles and a garden shed for added storage 5) Enjoy easy outdoor living with a fully fenced backyard featuring concrete tile and a covered patio with plenty of room for outdoor furniture and cooking appliances, while nearby Highways 12 and 93 provide convenient access to surrounding towns. 1,048 fin.sq.ft. *Please note some images have been virtually staged to show the potential of the home.

277 Gloucester Street, Midland

314 Bay Street, Midland
$415,000
2 Beds ⋅ 1 Baths ⋅ S13746464 MLS
A wonderful opportunity for first-time buyers or downsizers, this charming detached 2-bedroom home is move-in ready. From the moment you arrive, the inviting curb appeal draws you in. Inside, you'll find a bright living and dining space featuring updated finishes, while the stylish kitchen completes the main floor with quartz countertops, a newer dishwasher, and a walkout to a brand-new deck, perfect for entertaining. Upstairs, an updated bathroom adds a modern touch, and two well-sized bedrooms complete the space. The backyard is fully fenced for privacy, creating a great setting for relaxing or spending time with family and friends. A workshop and storage shed with hydro provide excellent additional space for hobbies or storage. With a paved driveway and thoughtful updates throughout, this home is the perfect place to put down roots. Conveniently located just minutes from Midland's vibrant downtown and beautiful Georgian Bay waterfront, you'll have shops, restaurants, parks, trails, and the waterfront lifestyle close to your doorstep. New 100AMP Electrical Panel & Wiring Throughout Home (2026), New Stairs to Basement (2026)

314 Bay Street, Midland

926 Brebeuf Road, Midland
$399,900
2 Beds ⋅ 1 Baths ⋅ S13843844 MLS
Welcome to this freshly painted 2-bedroom home set on a beautiful, mature treed lot measuring approximately 82' x 300' . Offering approximately 1,036 sq. ft. of living space, the home features an open-concept living and dining area with attractive hardwood-look laminate flooring, 2 bedrooms and a 4-piece bathroom. Large front and rear decks provide plenty of space to relax, entertain and enjoy the peaceful surroundings, with pot lighting in the front and rear overhangs adding a welcoming touch in the evening. Recent updates include new shingles on both the home and detached garage in 2021, along with a new forced-air propane furnace in 2025. The property is serviced by a private drilled well and septic system, while a large driveway provides paved parking for up to 7 vehicles. The detached garage offers additional parking, storage or workshop space. Conveniently located close to snowmobile trails, shopping and everyday amenities, with easy access to downtown Midland and nearby Penetanguishene. A great opportunity for first-time buyers, down sizers or anyone looking for a comfortable home with an exceptionally deep lot and plenty of outdoor space.

926 Brebeuf Road, Midland

696 KING Street Unit 56, Midland
$399,900
1 Beds ⋅ 1 Baths ⋅ S13798506 MLS
Rare opportunity for a 1 bedroom townhouse bungalow condo with attached garage in sought after Bowling Green Estates in beautiful Midland. This all brick condo features: Open Living Area with gas Fireplace * Eat-In Kitchen * Walk-Out to Private Patio * Heat Pump offering Air Conditioning * Updated flooring and Paint * M/F Laundry and Storage area * Visitor Parking steps away * Walking Path across street to stroll through the grounds and sit under the gazebo * Bowling Green also has owned waterfront on Little Lake only a short walk away to enjoy * Local Transit stop at entrance to Bowling Green * Condo fee under $400 a month * Enjoy condo living with all exterior maintenance, shingles and windows & doors taken care of in your Condo Fee. All this and located in beautiful Midland which is on the shores of Georgian Bay with so much to do - boating, fishing, swimming, canoeing, hiking, cycling, hunting, snowmobiling, atving, golfing, skiing and along with theatres, historical tourist attractions and so much more. Only 5 minutes to Penetang, 40 minutes to Orillia, 40 minutes to Barrie and 90 minutes from GTA.

696 KING Street Unit 56, Midland

778 William Street Unit 85, Midland
$399,900
3 Beds ⋅ 2 Baths ⋅ S13764872 MLS ⋅ Georgian Landing BLDG.
Welcome to this beautifully updated 3-bedroom, 2-bathroom condo townhouse in Midland-an excellent opportunity for families, first-time buyers, or anyone looking for comfortable, low-maintenance living. The home features a bright and functional layout with a newly renovated kitchen complete with some new appliances, along with a beautifully updated upstairs bathroom. Enjoy additional living space in the finished basement, featuring a spacious family room perfect for movie nights, play area, or entertaining. The home also offers the convenience of inside entry from the garage, forced air heating, central air conditioning, and several important recent updates including a new furnace and new back deck. Step outside through the walkout to the back deck and enjoy outdoor living right at home. With plenty of space for the whole family and thoughtful updates throughout, this is a fantastic family home in a desirable Midland location!

778 William Street Unit 85, Midland

280 Aberdeen Boulevard Unit 415, Midland
$399,900
2 Beds ⋅ 1 Baths ⋅ S13730886 MLS ⋅ Tiffin Place BLDG.
Penthouse overlooking Georgian Bay, anyone? If you have ever wanted a condominium with a large balcony and water views, this may be the one for you!! It comes with 2 parking spaces and all the amenities for the building are at your finger tips, including a party room, a gazebo and right across the street is our amazing waterfront walking trail that can take you to the many shops and restaurants in downtown Midland, as well as parks and marinas. Enjoy being situated in an established and very desirable neighbourhood close to the YMCA, rec centre, curling club, the library, the hospital, cultural centres, golf courses and all the other activities our shoreline community has to offer you. Commuting distance to Barrie, Wasaga Beach, Orillia, and 90 minutes to the Toronto area. This is the perfect opportunity for your first home, or to downsize and simplify. Arrange your personal visit today.

280 Aberdeen Boulevard Unit 415, Midland

778 William Street Unit 58, Midland
$399,900
4 Beds ⋅ 2 Baths ⋅ S13690416 MLS
Top 5 Reasons You Will Love This Condo: 1) Fantastic opportunity for first-time buyers, downsizers, or anyone looking for an easy-to-maintain home without giving up the space and features that matter most 2) Filled with natural light, this bright unit enjoys a beautiful treed outlook, offering a peaceful backdrop and added privacy that's hard to find 3) Well-proportioned living spaces are complemented by a spacious primary bedroom with room for a king-sized bed, along with three additional bedrooms to accommodate family, guests, or a dedicated home office 4) Walkout lower level extending your living space outdoors with direct access to a private patio, while newer appliances and a rough-in for upper level laundry add everyday convenience and future flexibility 5) Set in a convenient location close to shopping, restaurants, parks, schools, and other everyday essentials, everything you need is just minutes from your doorstep. 1,247 above grade sq.ft. plus a finished lower level.

778 William Street Unit 58, Midland

323 William Street, Midland
$389,000
2 Beds ⋅ 1 Baths ⋅ S13691574 MLS
Charming Midland Bungalow with Great Potential! Welcome to 323 William Street, a well cared for 2 bedroom, 1 bathroom bungalow situated on a generous 38' x 150' lot in the heart of Midland. This home offers comfortable one level living with plenty of opportunity to make the space your own. The kitchen was thoughtfully expanded in 1990, at which time the electrical wiring was also updated and a 200-amp panel was installed. A wonderful bonus is the versatile front room, currently being used as a convenient laundry area with washer and dryer, but offering many possibilities to suit your needs. Use it as a potential third bedroom, cozy sitting room, home office, hobby space or additional living area. Recent updates include a new furnace and newer central air conditioning, providing peace of mind for years to come. Outside, the deep 150 foot lot offers plenty of room for gardening, entertaining, relaxing or future possibilities. Ideally located close to schools, shopping, parks, marinas and Midland's beautiful Rotary Waterfront Trail system, this home puts many of the area's amenities within easy reach. Whether you're a first time buyer looking to get into the market, an investor seeking potential, or looking to downsize into a manageable bungalow, this property offers an excellent opportunity in a convenient Midland location.

323 William Street, Midland

458 93 Highway, Midland
$389,000
S13479456 MLS
Excellent opportunity to acquire vacant land in the growing community of Penetanguishene. Conveniently located close to all amenities, including shopping, schools, parks, restaurants, and waterfront access, this property offers both accessibility and long-term potential.The lot provides the ability to build residential units (buyer to verify zoning and permitted uses with the municipality), making it an ideal option for developers, investors, or those looking to build a custom home or income-producing property. Situated in an established area with services nearby, this parcel presents a rare chance to secure land in a desirable and well-connected location.Whether you are planning a development project or looking for a long-term investment, this property offers flexibility, location, and strong future value.

458 93 Highway, Midland

179 Seventh Street, Midland
$369,900
3 Beds ⋅ 1 Baths ⋅ S13824824 MLS
Enjoy quiet mornings on the welcoming front porch or relaxing evenings on the private rear deck. With three bedrooms and 1 bath this century home is ideally situated on a large corner lot in a mature West end Midland neighbourhood, just minutes from the shops, restaurants, waterfront and amenities of downtown. Recent updates include a new furnace (2022), central air conditioning (2023), washer and dryer (2024), and electric hot water tank (owned 2021). The property provides exceptional parking, with space for four vehicles in the driveway off Montreal Street plus an additional one-car driveway off Seventh Street. The Primary features a large walk in closet, the unfinished basement offers plenty of storage, while the workshop in the rear yard provides additional space for hobbies, projects or equipment. Don't miss this opportunity to enjoy a spacious lot, ample parking and a convenient location close to the heart of Midland.

179 Seventh Street, Midland

308 Russell Street, Midland
$369,900
3 Beds ⋅ 1 Baths ⋅ S13785364 MLS
Top 5 Reasons You Will Love This Home: 1) Bright, custom-designed kitchen thoughtfully crafted for both style and functionality, with an abundance of natural light creating a warm and inviting space 2) Recently remodeled full bathroom offering peace of mind, complete with a modern granite-topped vanity and contemporary finishes 3) Ideally situated just minutes from vibrant downtown Midland, with convenient access to the scenic Tiffin walking trail for year-round outdoor enjoyment 4) Spacious and private backyard surrounded by mature trees and enhanced by the deep lot, creating a peaceful, shaded retreat perfect for relaxing, entertaining, or play 5) Fantastic opportunity for first-time buyers to enter the market, ideally located just minutes from the beautiful shores of Georgian Bay, local marinas, and waterfront parks. 1,167 above grade sq.ft. plus an unfinished basement. *Please note some images have been virtually staged to show the potential of the home.

308 Russell Street, Midland

339 King Street, Midland
$350,000
1 Baths ⋅ S13740246 MLS
Excellent investment opportunity in the heart of Downtown Midland. Ideally positioned on King Street, this well-maintained 1149 sq.ft. commercial property offers excellent exposure along Midland's main downtown corridor and a versatile space suitable for retail, professional office or service-based uses. The property is currently occupied by an established hearing clinic, providing an attractive opportunity for investors looking for a tenanted commercial asset with minimal maintenance required. The interior underwent extensive renovations in June 2023, with the current tenant further refreshing the space with new paint in 2024. Several important building improvements have also been completed, including a new furnace and water heater in June 2023, replacement of the window on the left side of the building. Property has a full basement, mostly unfinished snd was framed and partially drywalled in 2023, giving lots of extra space for storage. A great opportunity to own a turnkey commercial property in a highly visible Downtown Midland location, surrounded by local businesses, shops, restaurants and services.

339 King Street, Midland

390 Mildred Street, Midland
$349,900
3 Beds ⋅ 2 Baths ⋅ S13811184 MLS
Top 5 Reasons You Will Love This Home: 1) Step inside and discover a home with plenty of space to make your own, where generously sized principal rooms create a comfortable setting for everyday living, complemented by a well-sized kitchen offering ample workspace and exciting potential to personalize over time 2) Tucked away on a quiet dead-end street with minimal through traffic, this inviting property provides a peaceful setting to come home to while presenting a fantastic opportunity for first-time buyers looking to put down roots 3) Discover added flexibility on the lower level, where an additional bedroom provides versatile space for overnight guests, a home office, or the potential to create a secondary living area tailored to your changing needs 4) Extend your living space outdoors to the fully fenced backyard, where a spacious deck provides the perfect backdrop for summer barbeques, gatherings with family and friends, or quiet evenings relaxing at home 5) Embrace an active and convenient lifestyle with Little Lake Park practically at your doorstep, along with the recreation centre and YMCA just a short stroll away, making it easy to enjoy nearby green space, recreation, and community amenities. 1,236 above grade sq.ft.

390 Mildred Street, Midland

98 Fourth Street, Midland
$349,900
4 Beds ⋅ 3 Baths ⋅ S13768056 MLS
Looking for a winter project? This property presents a great opportunity for Investors, Builders, Flippers & Handymen! This property is priced to sell and being sold "as is". An opportunity for savvy buyers looking to restore, renovate, or reimagine functional space. This solid duplex features two units. Unit #1 is a main level 2 bedroom 2 bath which is tenanted. Unit #2 is an upper level 2 bedroom 1 bath which requires updating. Live in one unit while updating the other. Bonus attic space waiting for your finishing touches. Walk to downtown waterfront, shops, dining, parks, walking trails. Newer furnace and Hot water tank. This property represents a rare opportunity to capitalize and build equity in a convenient in-town location.

98 Fourth Street, Midland

722 Aberdeen Boulevard, Midland
$315,000
S13805682 MLS
Top 5 Reasons You Will Love This Property: 1) Stop browsing and start building your custom luxury masterpiece, this prime 60'x131' lot offers an incredible canvas with beautiful views of Georgian Bay, waiting for a high-end build to match its prestigious surroundings 2) Located in one of Midland's most exclusive premium neighbourhoods, look around, the surrounding luxury homes are already built, established, and fully serviced, the groundwork for your success is completely laid out 3) Boater's paradise is right here with Tiffin Pier Marina just moments away, where you can secure instant boat slip and dock rentals, keep your vessel in sight and hit the open waters of Georgian Bay in minutes 4) Enjoy the perfect balance of privacy and convenience, you are just a quick 5 minute drive, or a scenic 10 minute bike ride, to Midland's vibrant downtown core, boutique shops, grocery stores, and top-tier dining on King Street 5) Outdoor adventure is right at your doorstep with the iconic Trans Canada Trail network running right by the property, offering miles of pristine paved waterfront paths that connect your front door directly to the downtown harbour.

722 Aberdeen Boulevard, Midland

1037 Ingram Crescent, Midland
$300,000
S12875954 MLS
Unique deep lot ! Subject to site plan and municipal approvals, tons of flexibility for residential development under the Town of Midland's zoning framework, a creative infill solution that compliments the surrounding neighbourhood awaits on a serviced lot. Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schools, shopping and highway access. Parcel requires Official Plan amendment and zoning bylaw amendment to build - a blank slate to develop. Buyers are encouraged to complete their own due diligence regarding zoning regulations, development charges, site servicing, environmental studies, and official plan policies. A truly unique infill parcel with multiple paths to value creation - bring your vision and development expertise!

1037 Ingram Crescent, Midland

1 Smiths Lane, Midland
$299,999
2 Beds ⋅ 2 Baths ⋅ S13735984 MLS
Welcome to 1 Smiths Lane in Smiths Camp. You have found an affordable home providing space and accessibility in a waterfront community. This spacious 2-bedroom, 1.5-bath home is located right in the heart of Midland, offering comfort, convenience, and great value. Take a look at the floor plan and you'll see some great extras, including a bright additional sunroom with a large deck, additional 2-piece bathroom off the spacious storage room/laundry room, bright kitchen with plenty of cupboard space, and newly built mudroom and wheelchair ramp. Situated on a large corner lot with privacy and nature you can enjoy a coffee on your deck or watch the birds while having breakfast in the large kitchen with bright windows. Smiths Camp offers additional benefits having access to the saltwater community pool, private sport park and beach front all while close to the amenities in Midland. Two detached sheds, one with power, provide even more storage. This is a rare find at this price point! Perfect for first-time buyers, downsizers, or anyone looking for a budget-friendly home in a great park with plenty of amenities.

1 Smiths Lane, Midland

309 Penetanguishene Road, Midland
$275,000
S12876860 MLS
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools, shopping and highway access. Parcel requires Official Plan amendment and zoning bylaw amendment to build - a blank slate to develop. This infill property offers flexibility for residential development under the Town of Midland's zoning framework, subject to site plan and municipal approvals a creative infill solution that compliments the surrounding neighbourhood awaits on a serviced lot. Buyers are encouraged to complete their own due diligence regarding zoning regulations, development charges, site servicing, environmental studies, and official plan policies. A truly unique infill parcel with multiple paths to value creation - bring your vision and development expertise!

309 Penetanguishene Road, Midland

1041 Ingram Crescent, Midland
$275,000
S12876230 MLS
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schools, shopping and highway access. Parcel requires Official Plan amendment and zoning bylaw amendment to build - a blank slate to develop. Unique irregular lot ! Subject to site plan and municipal approvals, tons of flexibility for residential development under the Town of Midland's zoning framework, a creative infill solution that compliments the surrounding neighbourhood awaits on a serviced lot. Buyers are encouraged to complete their own due diligence regarding zoning regulations, development charges, site servicing, environmental studies, and official plan policies. A truly unique infill parcel with multiple paths to value creation - bring your vision and development expertise!

1041 Ingram Crescent, Midland

379 Gloucester Street, Midland
$274,777
2 Beds ⋅ 1 Baths ⋅ S13542010 MLS
Welcome to 379 Gloucester Street in Midland, a fantastic opportunity for first-time buyers, investors, or anyone looking for a rewarding renovation project. This handyman special offers plenty of potential to update, personalize, and build equity in a convenient in-town location. The home features two bedrooms, a 4-piece bathroom, kitchen and living area, gas heating, and a metal roof. With a solid foundation and endless possibilities, it's an excellent option for buyers ready to make a home their own. Ideally located within walking distance to downtown Midland, scenic trails, and the beautiful shores of Georgian Bay, you'll enjoy easy access to shopping, restaurants, parks, and waterfront amenities. Why rent when you can own? This is an affordable opportunity to enter the market and create something truly your own.

379 Gloucester Street, Midland

361 Fitton Street, Midland
$269,900
2 Beds ⋅ 1 Baths ⋅ S13573576 MLS
Ideal for first-time buyers, investors, or those looking to downsize, this home offers a functional layout with plenty of potential. Natural light fills the main living areas, creating a bright and comfortable space. The living room flows into the kitchen, which features appliances and room for a dining table. Just off the kitchen is a versatile bonus room that could be used as a home office, hobby room, storage area, or gym. The bedroom offers a large closet and a window that brings in plenty of natural light. Outside, you'll find a spacious deck overlooking the backyard, complete with a storage shed and ample parking at both the front and side of the home. With a practical layout and room to make it your own, this property is a great opportunity.

361 Fitton Street, Midland

45 Northland Drive, Midland
$269,000
2 Beds ⋅ 1 Baths ⋅ S13842920 MLS
Welcome to the wonderful community of Smiths Camp! This well-maintained 2-bedroom home offers over 950 square feet of comfortable living space and sits on a beautiful corner lot with extra outdoor space and added privacy.The bright, open-concept living and dining area provides a welcoming space to relax or entertain. The spacious kitchen features plenty of wood cabinetry and generous counter space, making meal preparation a breeze. Two large bedrooms offer comfortable living, while the walkout to the side yard provides easy access to your outdoor space.One of the highlights of the home is the enclosed 3-season porch-a perfect spot to enjoy your morning coffee, curl up with a book, or relax on a rainy afternoon.Smiths Camp offers a wonderful community lifestyle with amenities including a community swimming pool and access to a private waterfront. With friendly neighbors and a welcoming atmosphere, it's an easy place to feel at home.Located just minutes from downtown Midland, you'll have convenient access to local restaurants, shopping, and everyday amenities, with easy access to Highway 400 for those looking to explore the surrounding area.Windows, roof, and siding were completed in 2011. Just move in, relax, and enjoy everything this wonderful community has to offer!

45 Northland Drive, Midland

305 Penetanguishene Rd Road, Midland
$250,000
S12876730 MLS
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schools, shopping and highway access. Parcel requires Official Plan amendment and zoning bylaw amendment to build - a blank slate to develop. This property has 62' of frontage and offers flexibility for residential development under the Town of Midland's zoning framework, subject to site plan and municipal approvals a creative infill solution that complements the surrounding neighbourhood awaits on a serviced lot. Buyers are encouraged to complete their own due diligence regarding zoning regulations, development charges, site servicing, environmental studies, and official plan policies .A truly unique infill parcel with multiple paths to value creation - bring your vision and development expertise!

305 Penetanguishene Rd Road, Midland

24 Lakeshore Road, Midland
$249,777
2 Beds ⋅ 1 Baths ⋅ S13242028 MLS
Welcome to 24 Lakeshore Road in Midland, where you can enjoy beautiful waterfront sunsets and a relaxed lifestyle in a welcoming year-round community. This cute and cozy 2-bedroom mobile home has been renovated from top to bottom, offering move-in-ready living in a desirable location. The home features an open-concept layout with an eat-in kitchen and living area, creating a bright and comfortable space for everyday living. A new deck provides the perfect place to relax outdoors, while the bunkie/shed offers additional storage or flexible use space. Residents can enjoy access to a community pool and are within walking distance to parks and trails, with all amenities just a short drive away. With gas heating, year-round living, and an affordable price point, this is a fantastic opportunity for downsizers, retirees, or first-time buyers looking to enjoy the Midland waterfront lifestyle.

24 Lakeshore Road, Midland

525 Midland Point Road Unit 33, Midland
$229,900
2 Beds ⋅ 1 Baths ⋅ S13699776 MLS
Here's why 525 Midland Point Road Unit #33 could be your next move -- AFFORDABLE, EASY LIVING STEPS FROM GEORGIAN BAY -- BRIGHT & MOVE-IN READY - Fresh, clean and filled with natural light, this well-maintained 2-bedroom home offers comfortable one-level living with an easy, functional layout. MORE ROOM THAN YOU'D EXPECT - The spacious living and dining areas are complemented by a sunroom, giving you extra space to relax, read, entertain or simply enjoy your morning coffee. PEACE OF MIND - A brand new central air conditioning system has just been installed and a home inspection has already been completed, helping take some of the guesswork out of your next move. DETACHED GARAGE - A paved driveway leads to the detached garage, providing valuable space for parking, storage, hobbies or projects. GEORGIAN BAY AT YOUR DOORSTEP - Located in Leeshore Estates, you're just a short walk from the community's sandy beach and waterfront on beautiful Georgian Bay. Monthly Park Fees $727.23 (Land Lease Fee and Property Taxes)

525 Midland Point Road Unit 33, Midland

560 Taylor Drive, Midland
$229,900
S13540070 MLS
Opportunity to secure one of the last remaining lots in Midlands most sought-after waterfront community. This rare permit ready lot opens up to 80' at the back allowing extra space for your backyard oasis. Having fewer proximal neighbors and backing onto mature forest provides natural landscape and additional privacy. Steps to Georgian Bay, Tiffin Marina and the Trans Canada Trail allows you to explore all the area has to offer, by road, bike or water. This year round in town location comes with all the services and quick access to the best restaurants and shops the area has to offer. Save thousands with Site Plan, Grading Plan and Architectural Drawings Included or design your own custom home. Life's too short to live anywhere else!

560 Taylor Drive, Midland