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Houses for Sale in Midland ON Under $5 Million - P5

Showing results 121 - 150 of 186
Last Updated: September 21, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
17 Photos
Last Updated : 25 Days ago
21 Vics Road, Simcoe, ON , MLS #S13551836 , Image - 1
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21 Vics Road Midland, Simcoe, ON MLS® S13551836

Residential Freehold (MobileTrailer)

$229900.0
price drop iconPrice 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,
32 Photos
Last Updated : 26 Days ago
756 Quebec Street, Simcoe, ON , MLS #S13715820 , Image - 1

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756 Quebec Street Midland, Simcoe, ON MLS® S13715820

Residential Freehold (Detached)

$539900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming two storey century home located in a quiet neighbourhood. Suitable for a small family or a retired couple looking to downsize. The main level
29 Photos
Last Updated : 26 Days ago
79 Stans Circle, Simcoe, ON , MLS #S13709426 , Image - 1

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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
22 Photos
Last Updated : 26 Days ago
369 Galloway Boulevard, Simcoe, ON , MLS #S13714284 , Image - 1

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369 Galloway Boulevard Midland, Simcoe, ON MLS® S13714284

Residential Freehold (Link)

$518900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully maintained bungalow situated in a very sought after community of Midland. Located conveniently near Huron Park Public School and Saint The
35 Photos
Last Updated : 26 Days ago
1060 HARBOURVIEW Drive, Simcoe, ON , MLS #S13670654 , Image - 1

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1060 HARBOURVIEW Drive Midland, Simcoe, ON MLS® S13670654

Residential Freehold (Detached)

$559777.0
  • 3 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 1060 Harbourview Drive in Midland, a great family home situated on a generous 50' x 200' in-town lot close to local amenities and the beaut
44 Photos
Last Updated : 28 Days ago
163 Woodland Drive, Simcoe, ON , MLS #S13578644 , Image - 1

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163 Woodland Drive Midland, Simcoe, ON MLS® S13578644

Residential Freehold (Detached)

$689000.0
price drop iconPrice drop by 0.9%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning Fully Updated Family Home in Midland's Prestigious West End. Welcome to this exceptional, move-in-ready family home, ideally located in one o
9 Photos
Last Updated : 28 Days ago
696 King Street, Simcoe, ON , MLS #S13697204 , Image - 1

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Unit-72, 696 King Street Midland, Simcoe, ON MLS® S13697204

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This end-unit condo bungalow offers 2 bedrooms, 2 full bathrooms and convenient main level living in a well-maintained Midland community. The layout i
21 Photos
Last Updated : 28 Days ago
817 Birchwood Drive, Simcoe, ON , MLS #S13536666 , Image - 1

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817 Birchwood Drive Midland, Simcoe, ON MLS® S13536666

Residential Freehold (Detached)

$489000.0
price drop iconPrice drop by 2.0%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This 3+1 bedroom, 2 bath bungalow offers the perfect combination of comfort, functionality, and versatility in a desirable Midland neighbourhood. The
34 Photos
Last Updated : 31 Days ago
551 Hudson Street, Simcoe, ON , MLS #S13702522 , Image - 1

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551 Hudson Street Midland, Simcoe, ON MLS® S13702522

Residential Freehold (Att/Row/Townhouse)

$629990.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Purchase price inclusive of HST, net the Ontario Enhanced New Housing Rebate! If the purchaser does not meet the eligibility criteria, the purchaser s
27 Photos
Last Updated : 31 Days ago
537 Hudson Crescent, Simcoe, ON , MLS #S13702502 , Image - 1

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537 Hudson Crescent Midland, Simcoe, ON MLS® S13702502

Residential Freehold (Att/Row/Townhouse)

$629990.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Purchase price inclusive of HST, net the Ontario Enhanced New Housing Rebate! If the purchaser does not meet the eligibility criteria, the purchaser s
29 Photos
Last Updated : 31 Days ago
525 Midland Point Road, Simcoe, ON , MLS #S13699776 , Image - 1

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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
35 Photos
Last Updated : 33 Days ago
778 William Street, Simcoe, ON , MLS #S13690416 , Image - 1

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Unit-58, 778 William Street Midland, Simcoe, ON MLS® S13690416

Residential Condo & Other (Condo Townhouse)

$399900.0
  • 3 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
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 wit
24 Photos
Last Updated : 33 Days ago
179 Seventh Street, Simcoe, ON , MLS #S13671900 , Image - 1

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179 Seventh Street Midland, Simcoe, ON MLS® S13671900

Residential Freehold (Detached)

$389900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
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 i
42 Photos
Last Updated : 34 Days ago
139 WAWINET Street, Simcoe, ON , MLS #S13684630 , Image - 1

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139 WAWINET Street Midland, Simcoe, ON MLS® S13684630

Residential Freehold (Detached)

$639000.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
**GREAT OPPORTUNITY & EXCEPTIONAL VALUE!** Welcome to 139 Wawinet Street, **Lovingly owned by the same family since purchased new from the builder**,
30 Photos
Last Updated : 35 Days ago
699 Aberdeen Boulevard, Simcoe, ON , MLS #S13644790 , Image - 1

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Unit-501, 699 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13644790

Residential Condo & Other (Condo Apartment)

$779900.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Are You Searching For A Maintenance Free Lifestyle Without Sacrificing Luxury, Size & Privacy? This Gorgeous, 1,512 Sq. Ft. 2-Bedroom + Den Corner-Uni
30 Photos
Last Updated : 35 Days ago
10 Maple Lane, Simcoe, ON , MLS #S13247166 , Image - 1

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10 Maple Lane Midland, Simcoe, ON MLS® S13247166

Residential Freehold (MobileTrailer)

$244000.0
price drop iconPrice 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
Last Updated : 38 Days ago
607 TAYLOR Drive, Simcoe, ON , MLS #S13677582 , Image - 1

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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
25 Photos
Last Updated : 38 Days ago
30 Samantha Lane, Simcoe, ON , MLS #S13675724 , Image - 1

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30 Samantha Lane Midland, Simcoe, ON MLS® S13675724

Residential Condo & Other (Semi-Detached Condo)

$539900.0
  • 3 +0 Beds
  • 4 Baths
  • 1400-1599 sq-ft
Maintenance-Free Living and Main Floor Living at Its Best! Motivated Seller! Discover this premium semi-detached end-unit townhome offering 3+1 bedroo
41 Photos
Last Updated : 38 Days ago
1010 Wright Drive, Simcoe, ON , MLS #S13102946 , Image - 1

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1010 Wright Drive Midland, Simcoe, ON MLS® S13102946

Residential Freehold (Att/Row/Townhouse)

$659900.0
price drop iconPrice drop by 5.7%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 1010 Wright Drive, a warm and inviting home nestled in one of Midland's most sought-after newer neighbourhoods. This beautifully maintained
26 Photos
Last Updated : 38 Days ago
423 Irwin Street, Simcoe, ON , MLS #S13670688 , Image - 1

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423 Irwin Street Midland, Simcoe, ON MLS® S13670688

Residential Freehold (Detached)

$679777.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 423 Irwin Street in Midland, a well-maintained all-brick home offering over 2,000 sq ft of finished living space in a quiet, family-friendl
28 Photos
Last Updated : 38 Days ago
375 Horrell Avenue, Simcoe, ON , MLS #S13674652 , Image - 1

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375 Horrell Avenue Midland, Simcoe, ON MLS® S13674652

Residential Freehold (Detached)

$449777.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 375 Horrell Avenue in Midland, a great opportunity for first-time buyers, investors, or those looking for an affordable home in a convenien
23 Photos
Last Updated : 41 Days ago
175 Elizabeth Street, Simcoe, ON , MLS #S13615886 , Image - 1

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175 Elizabeth Street Midland, Simcoe, ON MLS® S13615886

Residential Freehold (Detached)

$525000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Newly built and thoughtfully designed, this spacious raised bungalow offers over 1,000 sq. ft. of bright, comfortable living space on an impressive 50
23 Photos
Last Updated : 41 Days ago
939 Stollar Place, Simcoe, ON , MLS #S13415790 , Image - 1

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939 Stollar Place Midland, Simcoe, ON MLS® S13415790

Residential Freehold (Detached)

$797000.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained raised bungalow in Midland, built in 2020 and thoughtfully designed for modern living. This bright and inviting
29 Photos
Last Updated : 41 Days ago
828 Dominion Avenue, Simcoe, ON , MLS #S13551116 , Image - 1

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828 Dominion Avenue Midland, Simcoe, ON MLS® S13551116

Residential Freehold (Detached)

$699999.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
LEGAL SECOND SUITE, LARGE IN-TOWN LOT & UPGRADES GALORE NEAR DOWNTOWN & THE WATERFRONT! More than 2,600 finished square feet, a legal second suite, an
34 Photos
Last Updated : 42 Days ago
867 Birchwood Drive, Simcoe, ON , MLS #S13660176 , Image - 1

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867 Birchwood Drive Midland, Simcoe, ON MLS® S13660176

Residential Freehold (Detached)

$549000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 867 Birchwood Drive, a well-kept 3+1 bedroom bungalow situated on a desirable corner lot in Midland. The practical main-floor layout featur
50 Photos
Last Updated : 45 Days ago
911 Watson Place, Simcoe, ON , MLS #S13649248 , Image - 1

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911 Watson Place Midland, Simcoe, ON MLS® S13649248

Residential Freehold (Detached)

$749777.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Location, Location, Location! This charming 3-bedroom family home is situated in Midlands highly desirable West End. The main level features a large e
40 Photos
Last Updated : 48 Days ago
329 Glenbrook Drive, Simcoe, ON , MLS #S13424482 , Image - 1

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329 Glenbrook Drive Midland, Simcoe, ON MLS® S13424482

Residential Freehold (Detached)

$998777.0
price drop iconPrice drop by 16.8%
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 329 Glenbrook Drive in the prestigious area of Midland Point, one of Midland's most sought-after communities. Situated on a desirable corne
36 Photos
Last Updated : 52 Days ago
641 Bay Street, Simcoe, ON , MLS #S13088554 , Image - 1

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641 Bay Street Midland, Simcoe, ON MLS® S13088554

Residential Freehold (Detached)

$629777.0
price drop iconPrice drop by 3.1%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your perfect family home, ideally situated in the heart of Midland. Just a short walk to shops, schools, trails, and the shores of beautifu
3 Photos
Last Updated : 53 Days ago
579 Wayne Crescent, Simcoe, ON , MLS #S13061040 , Image - 1
579 Wayne Crescent Midland, Simcoe, ON MLS® S13061040

Residential Freehold (Duplex)

$525000.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Well-maintained Midland duplex , easy to rent and positive cash flow. Long-standing tenants who take evident care and upkeep of the property.Each unit
16 Photos
Last Updated : 55 Days ago
985 Cook Drive, Simcoe, ON , MLS #S13532186 , Image - 1

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985 Cook Drive Midland, Simcoe, ON MLS® S13532186

Residential Freehold (Att/Row/Townhouse)

$530000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
END-UNIT TOWNHOME WITH A FULLY FENCED BACKYARD OFFERING LOW-MAINTENANCE LIVING & WALKABLE ACCESS TO SCHOOLS, SHOPS, & LITTLE LAKE! Step into effortles
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