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Houses for Sale in Midland ON Under $500K

Showing results 1 - 17 of 17

Are you looking for houses under $500k 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 $500k 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 $500k, including freehold homes, condos, and commercial properties.


Last Updated: December 04, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
13 Photos
Last Updated : 1 Day ago
722 Aberdeen Boulevard, Simcoe, ON , MLS #S12464086 , Image - 1
Image With Blur overlay

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722 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12464086

Residential Freehold (Vacant Land)

$299900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Build your dream of lakeside living on a pristine lot showcasing sweeping Georgian Bay views and overloo
21 Photos
Last Updated : 3 Days ago
778 William Street, Simcoe, ON , MLS #S12476719 , Image - 1

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Unit-56, 778 William Street Midland, Simcoe, ON MLS® S12476719

Residential Condo & Other (Condo Townhouse)

$375000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
** OPEN HOUSE SUNDAY NOV 30TH 12-3PM** Welcome to this move-in ready Condo Townhouse in Midland, featuring 3 bedrooms and 2 bathrooms with a fully fin
23 Photos
Last Updated : 13 Days ago
1041 Cook Drive, Simcoe, ON , MLS #S12562114 , Image - 1

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1041 Cook Drive Midland, Simcoe, ON MLS® S12562114

Residential Freehold (Att/Row/Townhouse)

$495500.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully cared-for 3-bedroom, 2-bathroom townhouse, ideally located in one of Midland's most desirable neighbourhoods. Move-in read
38 Photos
Last Updated : 30 Days ago
309 Manly Street, Simcoe, ON , MLS #S12509724 , Image - 1

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309 Manly Street Midland, Simcoe, ON MLS® S12509724

Residential Freehold (Detached)

$424900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 309 Manly Street in Midland. Whether you are looking for an investment or just starting out this property has upside potential. Featuring
5 Photos
Last Updated : 55 Days ago
1203 Everton Road, Simcoe, ON , MLS #S12115568 , Image - 1
1203 Everton Road Midland, Simcoe, ON MLS® S12115568

Residential Freehold (Vacant Land)

$259000.0
price drop iconPrice drop by 3.7%
  • < 700 sq-ft
Attention all Builders & Investors. Amazing Vacant Lot!(109f X 250f) Minutes to Georgian Bay ( Midland Harbour) Walking distance to Bay Port . The Per
18 Photos
Last Updated : 59 Days ago
525 Midland Point Road, Simcoe, ON , MLS #S12447209 , Image - 1

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Unit-36, 525 Midland Point Road Midland, Simcoe, ON MLS® S12447209

Residential Freehold (MobileTrailer)

$255000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Easy living at its best in popular Leeshore Estates, Midland. This unit is located in Midland's prime waterfront community on Georgian Bay. Two bedroo
14 Photos
Last Updated : 59 Days ago
269 Whitfield Crescent, Simcoe, ON , MLS #S12443929 , Image - 1

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269 Whitfield Crescent Midland, Simcoe, ON MLS® S12443929

Residential Freehold (Vacant Land)

$335900.0
  • < 700 sq-ft
Rare 1.05 Acre Industrial Lot ( Zoned M1) Within The Town Of Midland In The Heritage Business Park ! Unique Two Level Lot, Mostly Cleared And Ready
44 Photos
Last Updated : 62 Days ago
330 Third Street, Simcoe, ON , MLS #S12443761 , Image - 1

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330 Third Street Midland, Simcoe, ON MLS® S12443761

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Charming Century Home in the Heart of Midland! Perfect for First-Time Buyers & Young Families! Step into this beautifully renovated and immaculately c
26 Photos
Last Updated : 72 Days ago
659 Victoria Street, Simcoe, ON , MLS #S12222561 , Image - 1

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659 Victoria Street Midland, Simcoe, ON MLS® S12222561

Residential Freehold (Detached)

$485000.0
price drop iconPrice drop by 3.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This well-maintained 2-bedroom, 1-bath bungalow is move-in ready and perfectly suited for first-time buyers, down-sizers, or anyone looking for a low-
34 Photos
Last Updated : 72 Days ago
3 Lakeshore Road, Simcoe, ON , MLS #S12213140 , Image - 1

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3 Lakeshore Road Midland, Simcoe, ON MLS® S12213140

Residential Freehold (MobileTrailer)

$389777.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Check this out! Time to sit back and relax. Lovely 2-Bedroom mobile home in sought after Smiths Camp. This mobile home features open concept living, d
18 Photos
Last Updated : 72 Days ago
204 Gianetto Drive, Simcoe, ON , MLS #S12205970 , Image - 1

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204 Gianetto Drive Midland, Simcoe, ON MLS® S12205970

Residential Freehold (Vacant Land)

$214000.0
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
7 Photos
Last Updated : 72 Days ago
607 TAYLOR Drive, Simcoe, ON , MLS #S12161574 , Image - 1

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607 TAYLOR Drive Midland, Simcoe, ON MLS® S12161574

Residential Freehold (Vacant Land)

$250000.0
price drop iconPrice drop by 16.4%
  • < 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
13 Photos
Last Updated : 72 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039581 , Image - 1

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Unit-47, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039581

Residential Freehold (Detached)

$337600.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Situated on a rare, premium waterfront end lot (Lot 47) right on the shores of Georgian Bay, this brand-new Beckwith Cottage model offers 780 sq ft of
6 Photos
Last Updated : 72 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039577 , Image - 1

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Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039577

Residential Freehold (Detached)

$198700.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on an interior waterfront lot with stunning views of the marina harbour, this charming 3-bedroom, 1-bathroom Wanakita Model offers an affordab
6 Photos
Last Updated : 149 Days ago
LOT 9 Cornell Drive, Simcoe, ON , MLS #40663747 , Image - 1

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LOT 9 Cornell Drive Midland, Simcoe, ON MLS® 40663747

Land (Residential)

$249000
price drop iconPrice drop by 16.7%
For additional information, please click on Brochure button below. Seize the opportunity to own this exceptional 100 x 98 ft sloping lot with rare dee
20 Photos
Last Updated : 368 Days ago
778 William Street, Simcoe, ON , MLS #40678962 , Image - 1

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Unit-91, 778 William Street Midland, Simcoe, ON MLS® 40678962

Residential (Condo/Apartment Unit)

$399500
  • 3 Beds
  • 1 Baths
  • 1000 sq-ft
Discover the perfect blend of comfort, convenience, and affordability with this spacious 3-bedroom, 2-story condominium townhouse located in a vibrant
31 Photos
Last Updated : 395 Days ago
188 Sixth Street, Simcoe, ON , MLS #40642317 , Image - 1

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188 Sixth Street Midland, Simcoe, ON MLS® 40642317

Residential (Single Family Residence)

$495000
price drop iconPrice drop by 2.9%
  • 3 Beds
  • 1 Baths
  • 1080 sq-ft
Welcome To 188 Sixth Street! This Charming Fully Detached Bungalow Is Located On A Quiet Street In The Heart Of Midland Featuring An Oversized Detache
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