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Houses for Sale in Midland ON Under $300K

Showing results 1 - 30 of 30

Are you looking for houses under $300k for sale in Midland ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Midland. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Midland. Whether you’re looking to buy houses under under $300k in Midland ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Midland houses for sale under under $300k, including freehold homes, condos, and commercial properties.

Last Updated: September 26, 2026

33 Photos

11 Ryan's Road, Simcoe, ON , MLS #S13760944 , Image - 1

11 Ryan's Road Midland, Simcoe, ON MLS® S13760944

Residential Freehold (MobileTrailer)

$225000.0

Price drop by 10.0%

2 Beds
1 Baths
700-1100 sq-ft

Looking to Downsize! Welcome to 11 Ryan's Road in Smith's Camp, Midland, a mobile home community located near beautiful Little Lake and offering plent

Open House : Sat Sep 26, 09:30 AM to 11:00 AM

25 Photos

24 Lakeshore Road, Simcoe, ON , MLS #S13242028 , Image - 1

24 Lakeshore Road Midland, Simcoe, ON MLS® S13242028

Residential Freehold (MobileTrailer)

$249777.0

2 +0 Beds
1 Baths
< 700 sq-ft

Welcome to 24 Lakeshore Road in Midland, where you can enjoy beautiful waterfront sunsets and a relaxed lifestyle in a welcoming year-round community.

7 Photos

361 Fitton Street, Simcoe, ON , MLS #S13573576 , Image - 1

361 Fitton Street Midland, Simcoe, ON MLS® S13573576

Residential Freehold (Detached)

$269900.0

Price drop by 16.9%

2 Beds
1 Baths
700-1100 sq-ft

Ideal for first-time buyers, investors, or those looking to downsize, this home offers a functional layout with plenty of potential. Natural light fil

Open House : Sat Sep 26, 12:00 PM to 01:00 PM

25 Photos

525 Midland Point Road, Simcoe, ON , MLS #S13739738 , Image - 1

Unit-28, 525 Midland Point Road Midland, Simcoe, ON MLS® S13739738

Residential Freehold (MobileTrailer)

$199777.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Welcome to 525 Midland Point Road, Unit #28 in Leeshore Estates, a great opportunity to enjoy comfortable living in a sought-after community located i

27 Photos

1 Smiths Lane, Simcoe, ON , MLS #S13735984 , Image - 1

1 Smiths Lane Midland, Simcoe, ON MLS® S13735984

Residential Freehold (MobileTrailer)

$299999.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 1 Smiths Lane in Smiths Camp. You have found an affordable home providing space and accessibility in a waterfront community. This spaciou

29 Photos

45 Northland Drive, Simcoe, ON , MLS #S13721232 , Image - 1

45 Northland Drive Midland, Simcoe, ON MLS® S13721232

Residential Freehold (MobileTrailer)

$274000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to the wonderful community of Smiths Camp! This well-maintained 2-bedroom home offers over 950 square feet of comfortable living space and sit

23 Photos

77 Stans Circle, Simcoe, ON , MLS #S13761402 , Image - 1

77 Stans Circle Midland, Simcoe, ON MLS® S13761402

Residential Freehold (MobileTrailer)

$105900.0

2 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy a large kitchen and living space that seamlessly adjoins to an outdoor deck, perfect for hosting guest

3 Photos

725 Aberdeen Boulevard, Simcoe, ON , MLS #S13436118 , Image - 1

Unit-57, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13436118

Residential Condo & Other (Vacant Land Condo)

$27500.0

0-499 sq-ft

30 Foot Marina Boat Slip. Rare opportunity to purchase a slip on beautiful GEORGIAN BAY why pay for a seasonal rental at a Marina. Can you even find a

1 Photos

239 Marshall Road Midland, Simcoe, ON MLS® S13761598

Residential Freehold (Vacant Land)

Price On Request

Attention Investors, Builders & Hobby Farmers! Rare opportunity to own approximately 32 acres of corner lot at 239 Marshall Dr, Midland. This property

9 Photos

3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067668 , Image - 1

Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S13067668

Residential Freehold (Detached)

$174900.0

Price drop by 7.9%

3 Beds
1 Baths
< 700 sq-ft

End of season promotion original retail $219,865 Current In-Stock Price: $189,900Featured Cottage Event Price: $174,900. Nestled on an interior w

28 Photos

379 Gloucester Street, Simcoe, ON , MLS #S13542010 , Image - 1

379 Gloucester Street Midland, Simcoe, ON MLS® S13542010

Residential Freehold (Detached)

$274777.0

Price drop by 8.3%

2 +0 Beds
1 Baths
1500-2000 sq-ft

Welcome to 379 Gloucester Street in Midland, a fantastic opportunity for first-time buyers, investors, or anyone looking for a rewarding renovation pr

29 Photos

48 Northland Drive, Simcoe, ON , MLS #S13736382 , Image - 1

48 Northland Drive Midland, Simcoe, ON MLS® S13736382

Residential Freehold (MobileTrailer)

$259900.0

2 Beds
1 Baths
700-1100 sq-ft

MOTIVATED SELLER! A great opportunity to downsize your home and move into this clean and comfortable mobile home in Midland. Located in Smith's Camp,

17 Photos

21 Vics Road, Simcoe, ON , MLS #S13551836 , Image - 1

21 Vics Road Midland, Simcoe, ON MLS® S13551836

Residential Freehold (MobileTrailer)

$229900.0

Price drop by 8.0%

3 Beds
1 Baths
700-1100 sq-ft

Looking for an affordable starter home or the perfect place to retire? Welcome to 21 Vic's Road! This 3-bedroom, 1-bathroom home is nestled on a rare,

29 Photos

79 Stans Circle, Simcoe, ON , MLS #S13709426 , Image - 1

79 Stans Circle Midland, Simcoe, ON MLS® S13709426

Residential Freehold (MobileTrailer)

$109990.0

2 Beds
2 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy breathtaking views of Little Lake, complemented by a spacious private yard, ideal for relaxation and o

29 Photos

525 Midland Point Road, Simcoe, ON , MLS #S13699776 , Image - 1

Unit-33, 525 Midland Point Road Midland, Simcoe, ON MLS® S13699776

Residential Freehold (MobileTrailer)

$229900.0

2 +0 Beds
1 Baths
700-1100 sq-ft

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 - Fres

30 Photos

10 Maple Lane, Simcoe, ON , MLS #S13247166 , Image - 1

10 Maple Lane Midland, Simcoe, ON MLS® S13247166

Residential Freehold (MobileTrailer)

$244000.0

Price drop by 6.1%

2 Beds
1 Baths
700-1100 sq-ft

Clean, cozy, and move in ready. This bright and tidy 2 bedroom mobile home offers comfortable, affordable living in the heart of Smith's Camp. Enjoy

7 Photos

607 TAYLOR Drive, Simcoe, ON , MLS #S13677582 , Image - 1

607 TAYLOR Drive Midland, Simcoe, ON MLS® S13677582

Residential Freehold (Vacant Land)

$179900.0

< 700 sq-ft

Build Your Dream Home Here. Rare opportunity to own a spacious building lot (60ft Wide x 229ft Deep) backing onto Tiffin Pond in a very desirable Midl

18 Photos

204 Gianetto Drive, Simcoe, ON , MLS #S12628254 , Image - 1

204 Gianetto Drive Midland, Simcoe, ON MLS® S12628254

Residential Freehold (Vacant Land)

$199000.0

Build your Dream Home! Breath taking views of Midland Harbour! This generously sized 0.7 acre building lot offers a rare opportunity in one of Midland

5 Photos

560 Taylor Drive, Simcoe, ON , MLS #S13540070 , Image - 1

560 Taylor Drive Midland, Simcoe, ON MLS® S13540070

Residential Freehold (Vacant Land)

$229900.0

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

3 Photos

420 Cornell Drive, Simcoe, ON , MLS #S13520162 , Image - 1

420 Cornell Drive Midland, Simcoe, ON MLS® S13520162

Residential Freehold (Vacant Land)

$189000.0

Prime West End Building Lot on a quiet, lakeside Cul-de-Sac in Midland, ON. The perfect blend of tranquil living & Georgian Bay lifestyle. This beaut

12 Photos

601 Taylor Drive, Simcoe, ON , MLS #S13512648 , Image - 1

601 Taylor Drive Midland, Simcoe, ON MLS® S13512648

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Steps from the sparkling shores of Georgian Bay, with the property backing onto Tiffin Pier Lake, offeri

11 Photos

595 Taylor Drive, Simcoe, ON , MLS #S13512600 , Image - 1

595 Taylor Drive Midland, Simcoe, ON MLS® S13512600

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Exceptional location near Georgian Bay featuring partial water views and backing onto the tranquil water

11 Photos

565 Taylor Drive, Simcoe, ON , MLS #S13512566 , Image - 1

565 Taylor Drive Midland, Simcoe, ON MLS® S13512566

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1)Last available walk-out lot in this prestigious waterfront neighbourhood, offering a rare opportunity to

11 Photos

589 Taylor Drive, Simcoe, ON , MLS #S13512522 , Image - 1

589 Taylor Drive Midland, Simcoe, ON MLS® S13512522

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Steps from Georgian Bay, offering an unmatched lifestyle surrounded by natural beauty and waterfront cha

5 Photos

720 Ontario Street, Simcoe, ON , MLS #S12874628 , Image - 1

720 Ontario Street Midland, Simcoe, ON MLS® S12874628

Residential Freehold (Vacant Land)

$100000.0

With R3 zoning in place, this site offers flexibility for residential development under the Town of Midland's zoning framework, supporting a range of

5 Photos

309 Penetanguishene Road, Simcoe, ON , MLS #S12876860 , Image - 1

309 Penetanguishene Road Midland, Simcoe, ON MLS® S12876860

Residential Freehold (Vacant Land)

$275000.0

Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools

5 Photos

305 Penetanguishene Rd Road, Simcoe, ON , MLS #S12876730 , Image - 1

305 Penetanguishene Rd Road Midland, Simcoe, ON MLS® S12876730

Residential Freehold (Vacant Land)

$250000.0

Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schoo

5 Photos

301 Penetanguishene Road, Simcoe, ON , MLS #S12876542 , Image - 1

301 Penetanguishene Road Midland, Simcoe, ON MLS® S12876542

Residential Freehold (Vacant Land)

$225000.0

Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools

5 Photos

1041 Ingram Crescent, Simcoe, ON , MLS #S12876230 , Image - 1

1041 Ingram Crescent Midland, Simcoe, ON MLS® S12876230

Residential Freehold (Vacant Land)

$275000.0

Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schoo