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Houses Under $500K for Sale in Midland, ON

Showing results 1 - 30 of 40

Are you looking for houses under 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: February 19, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
5 Photos
Last Updated : 16 Hours ago
450 Robert St, Simcoe, Ontario , MLS #S11971383 , Image - 1
450 Robert St Midland, Simcoe, ON MLS® S11971383

Residential (Vacant Land)

$249,777
Check this out. Prime Vacant Lot in the heart of Midland! This in-town lot is the perfect opportunity to build your dream home or investment income pr
40 Photos
Last Updated : 3 Days ago
347 MIDLAND Ave, Simcoe, Ontario , MLS #S11889071 , Image - 1
347 MIDLAND Ave Midland, Simcoe, ON MLS® S11889071

Residential (Duplex)

$499,900
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Fantastic opportunity on this well located duplex located in Down Town Core and steps to everything including Town Dock on Georgian Bay. The Bonus wit
33 Photos
Last Updated : 3 Days ago
280 HUGEL Ave, Simcoe, Ontario , MLS #S11945213 , Image - 1
280 HUGEL Ave Midland, Simcoe, ON MLS® S11945213

Residential (Detached)

$399,000
  • 3 +0 Beds
  • 2 Baths
Welcome to your charming new home in Midland! This century home exudes classic charm and warmth withits 3 bedrooms and 2 bathrooms, ideal for first-ti
22 Photos
Last Updated : 4 Days ago
381 Gloucester St, Simcoe, Ontario , MLS #S11964749 , Image - 1
381 Gloucester St Midland, Simcoe, ON MLS® S11964749

Residential (Duplex)

$469,800
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Perched on a hill with views of Midland Bay, this charming, detached century home is both a slice of history and a smart investment opportunity. Curre
10 Photos
Last Updated : 5 Days ago
788 Yonge St, Simcoe, Ontario , MLS #S9366239 , Image - 1
Unit-3, 788 Yonge St Midland, Simcoe, ON MLS® S9366239

Commercial (Sale Of Business)

Price On Request
Make your own Venture. Discover a prime restaurant opportunity in the bustling heart of Midland! This2,870 sq. ft. fully renovated space is an ideal s
18 Photos
Last Updated : 5 Days ago
195 Elizabeth St, Simcoe, Ontario , MLS #S11940817 , Image - 1
195 Elizabeth St Midland, Simcoe, ON MLS® S11940817

Residential (Detached)

$439,999
  • 2 Beds
  • 1 Baths
Experience The Awe-Inspiring Allure Of This Recently Remodelled Masterpiece Boasting A Vast Lot, Accompanied By A Fresh Roof Installed In 2022 Brand N
39 Photos
Last Updated : 5 Days ago
411 Elizabeth St, Simcoe, Ontario , MLS #S11936541 , Image - 1
411 Elizabeth St Midland, Simcoe, ON MLS® S11936541

Residential (Detached)

$499,500
  • 2 Beds
  • 1 Baths
Charming 2 bedroom 1 bath home in the heart of Midland. Perfect for first time home buyers or downsizers. Step in to a large entry porch room with s
35 Photos
Last Updated : 5 Days ago
694 Quebec St, Simcoe, Ontario , MLS #S11972018 , Image - 1
694 Quebec St Midland, Simcoe, ON MLS® S11972018

Residential (Detached)

$449,999
  • 3 Beds
  • 1 Baths
Charming 3-bedroom home located in a convenient area just minutes from shopping and the waterfront. This inviting home features original hardwood floo
9 Photos
Last Updated : 6 Days ago
568 Johnson St, Simcoe, Ontario , MLS #S11965211 , Image - 1
568 Johnson St Midland, Simcoe, ON MLS® S11965211

Residential (Detached)

$449,900
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Charming and affordable Victorian-style home with timeless appeal, featuring hardwood floors, two bathrooms,
13 Photos
Last Updated : 8 Days ago
269 Whitfield Cres, Simcoe, Ontario , MLS #S10412006 , Image - 1
269 Whitfield Cres Midland, Simcoe, ON MLS® S10412006

Residential (Vacant Land)

$399,000
11 Photos
Last Updated : 8 Days ago
740 Yonge St, Simcoe, Ontario , MLS #S11962744 , Image - 1
740 Yonge St Midland, Simcoe, ON MLS® S11962744

Commercial (Store W/Apartment/Office)

$499,900
Top 5 Reasons You Will Love This Property: 1) Formerly a restaurant with an upper level three bedroom and one bathroom apartment, this vacant property
9 Photos
Last Updated : 11 Days ago
722 Aberdeen Blvd, Simcoe, Ontario , MLS #S11889495 , Image - 1
722 Aberdeen Blvd Midland, Simcoe, ON MLS® S11889495

Residential (Vacant Land)

$328,500
Top 5 Reasons You Will Love This Property: 1) Craft your vision of coastal living on a pristine lot boasting panoramic views of Georgian Bay and one o
33 Photos
Last Updated : 12 Days ago
335 RUSSELL St, Simcoe, Ontario , MLS #S11959886 , Image - 1
335 RUSSELL St Midland, Simcoe, ON MLS® S11959886

Residential (Semi-Detached)

$499,000
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming & Move-In Ready Home in Midland! Welcome to 335 Russell St, a beautifully updated and tastefully decorated home in a prime Midland location.
15 Photos
Last Updated : 18 Days ago
95 Fifth Street, Simcoe, ON , MLS #40673839 , Image - 1
95 Fifth Street Midland, Simcoe, ON MLS® 40673839

Residential Income (Duplex Side/Side)

$495,000
  • 5 Beds
  • 2 Baths
  • 2115 sq-ft
13 Photos
Last Updated : 18 Days ago
95 Fifth St, Simcoe, Ontario , MLS #S10420836 , Image - 1
95 Fifth St Midland, Simcoe, ON MLS® S10420836

Residential (Duplex)

$495,000
  • 5 Beds
  • 3 Baths
3 Photos
Last Updated : 19 Days ago
293 Centennial Dr, Simcoe, Ontario , MLS #S11944192 , Image - 1
293 Centennial Dr Midland, Simcoe, ON MLS® S11944192

Residential (Vacant Land)

$339,000
WELCOME TO MARCELLUS PLACE, 4 VACANT LARGE LOTS, COMPLETELY CLEARED AND GRADED ON A PAVED CUL DU SAC ROAD. ALL INFRASTRUCTURE AND UTILITIES INSTALLED.
7 Photos
Last Updated : 20 Days ago
643 645 Dominion Ave, Simcoe, Ontario , MLS #S11945251 , Image - 1
643 645 Dominion Ave Midland, Simcoe, ON MLS® S11945251

Residential (Triplex)

$474,900
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
22 Photos
Last Updated : 22 Days ago
280 Aberdeen Blvd, Simcoe, Ontario , MLS #S11942142 , Image - 1
280 Aberdeen Blvd
Unit-403-PH3, 280 Aberdeen Blvd Midland, Simcoe, ON MLS® S11942142

Condo (Condo Apartment)

$439,900
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
This 1 bedroom and den condo boasts 9ft ceilings so go ahead and stretch out! Gorgeous waterfront views of Georgian Bay can be appreciated from your
34 Photos
Last Updated : 32 Days ago
3 Lakeshore Rd, Simcoe, Ontario , MLS #S11881242 , Image - 1
3 Lakeshore Rd Midland, Simcoe, ON MLS® S11881242

Residential (Mobile/Trailer)

$389,777
  • 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
4 Photos
Last Updated : 50 Days ago
699 Aberdeen Blvd, Simcoe, Ontario , MLS #S9263575 , Image - 1
699 Aberdeen Blvd
Unit-66, 699 Aberdeen Blvd Midland, Simcoe, ON MLS® S9263575

Commercial (Office)

$275,000
Work On the Water in Midlands Most Sought After Waterfront Community, With Loyal Clientele, Close to Downtown. Snowplowing, Garbage Removal, Bldg. Ins
24 Photos
Last Updated : 58 Days ago
555 Bay St, Simcoe, Ontario , MLS #S9362699 , Image - 1
555 Bay St Midland, Simcoe, ON MLS® S9362699

Commercial (Commercial/Retail)

$499,800
Excellent Opportunity for Investment! Ready to start your own restaurant? Restaurant set up or for prime retail or office space in a thriving location
3 Photos
Last Updated : 60 Days ago
815 King St, Simcoe, Ontario , MLS #S11899190 , Image - 1
Unit-123, 815 King St Midland, Simcoe, ON MLS® S11899190

Commercial (Sale Of Business)

$321,100
20 Photos
Last Updated : 79 Days ago
778 William Street, Simcoe, ON , MLS #40678962 , Image - 1
Unit-91, 778 William Street Midland, Simcoe, ON MLS® 40678962

Residential (Condo/Apartment Unit)

$399,500
  • 3 Beds
  • 1 Baths
  • 1000 sq-ft
6 Photos
Last Updated : 87 Days ago
LOT 9 Cornell Drive, Simcoe, ON , MLS #40663747 , Image - 1
LOT 9 Cornell Drive Midland, Simcoe, ON MLS® 40663747

Land (Residential)

$299,000
50 Photos
Last Updated : 90 Days ago
347 Midland Avenue, Simcoe, ON , MLS #40679074 , Image - 1
347 Midland Avenue Midland, Simcoe, ON MLS® 40679074

Residential (Single Family Residence)

$499,900
  • 5 Beds
  • 3 Baths
  • 2215 sq-ft
Fantastic opportunity on this well located duplex located in Down Town Core and steps to everything including Town Dock on Georgian Bay. The Bonus wit
20 Photos
Last Updated : 96 Days ago
9225 Hwy 93, Simcoe, Ontario , MLS #S9250417 , Image - 1
9225 Hwy 93 Midland, Simcoe, ON MLS® S9250417

Commercial (Sale Of Business)

$199,000
31 Photos
Last Updated : 106 Days ago
188 Sixth Street, Simcoe, ON , MLS #40642317 , Image - 1
188 Sixth Street Midland, Simcoe, ON MLS® 40642317

Residential (Single Family Residence)

$495,000
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
11 Photos
Last Updated : 116 Days ago
297 King St, Simcoe, Ontario , MLS #S9505870 , Image - 1
297 King St Midland, Simcoe, ON MLS® S9505870

Commercial (Commercial/Retail)

$499,900
Top 5 Reasons You Will Love This Property: 1) Turn-key commercial building with an A+ anchor tenant, ready for immediate investment or business use 2)
25 Photos
Last Updated : 145 Days ago
292 King St, Simcoe, Ontario , MLS #S9356332 , Image - 1
292 King St Midland, Simcoe, ON MLS® S9356332

Commercial (Commercial/Retail)

$499,000
Top 5 Reasons You Will Love This Property: 1) Bright storefront offering an incredible retail space with 3 change rooms and tasteful finishes 2) 6 par
13 Photos
Last Updated : 148 Days ago
280 Aberdeen Blvd, Simcoe, Ontario , MLS #S9364110 , Image - 1
280 Aberdeen Blvd
Unit-402, 280 Aberdeen Blvd Midland, Simcoe, ON MLS® S9364110

Condo (Condo Apartment)

$430,000
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
This is the one. A penthouse overlooking Georgian Bay surrounded by peaceful tranquility. Lifestyle of complete comfort and amenities indoors and ou
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Rishi Raj Tiwari
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