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Houses for Sale in Midland ON Under $5 Million - P4

Showing results 91 - 120 of 199
Last Updated: August 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
45 Photos
Last Updated : 22 Days ago
1085 Dina Crescent, Simcoe, ON , MLS #S13567836 , Image - 1
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1085 Dina Crescent Midland, Simcoe, ON MLS® S13567836

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Move in and enjoy this beautifully maintained family home, ideally located within walking distance of both elementary schools on Midland's West End. O
34 Photos
Last Updated : 22 Days ago
239 Scott Street, Simcoe, ON , MLS #S13566530 , Image - 1

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239 Scott Street Midland, Simcoe, ON MLS® S13566530

Residential Freehold (Detached)

$549900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
All-brick bungalow in Midland, just minutes from Georgian Bay, with quick access to Hwy 12, greenspace, and trails. This 4-bedroom, 1.5-bath home offe
27 Photos
Last Updated : 22 Days ago
1012 Wright Drive, Simcoe, ON , MLS #S13565594 , Image - 1

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1012 Wright Drive Midland, Simcoe, ON MLS® S13565594

Residential Freehold (Att/Row/Townhouse)

$649900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Bright spacious townhome loaded wit upgrades! Over 1600 sq ft plan w hardwood o main floor Great working area in kitchen w marble counters, pull-ou
22 Photos
Last Updated : 23 Days ago
314 Bay Street, Simcoe, ON , MLS #S13438566 , Image - 1

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314 Bay Street Midland, Simcoe, ON MLS® S13438566

Residential Freehold (Detached)

$439900.0
price drop iconPrice drop by 4.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
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 i
17 Photos
Last Updated : 24 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)

$249900.0
  • 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,
47 Photos
Last Updated : 24 Days ago
635 Wayne Crescent, Simcoe, ON , MLS #S12884896 , Image - 1

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635 Wayne Crescent Midland, Simcoe, ON MLS® S12884896

Residential Freehold (Detached)

$659900.0
price drop iconPrice drop by 5.7%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
New Price!! Motivated Seller Welcome Home to 635 Wayne Cres Midland Ontario, This wonderful all brick raised bungalow is Available Now for you and you
39 Photos
Last Updated : 24 Days ago
282 Norene Street, Simcoe, ON , MLS #S13556214 , Image - 1

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282 Norene Street Midland, Simcoe, ON MLS® S13556214

Residential Freehold (Duplex)

$624900.0
  • 4 +3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Great value can be found in this well located West End Duplex which is vacant. Perfect opportunity for Investor to set own rents or for a Multi-Genera
24 Photos
Last Updated : 25 Days ago
1010 Glen Eagles Crescent, Simcoe, ON , MLS #S13212784 , Image - 1

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1010 Glen Eagles Crescent Midland, Simcoe, ON MLS® S13212784

Residential Freehold (Detached)

$579000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Want a great location? This classic, 4-level backsplit has that and then some! Situated on a quieter crescent in an established neighbourhood of west-
43 Photos
Last Updated : 25 Days ago
736 Victoria Street, Simcoe, ON , MLS #S13552932 , Image - 1

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736 Victoria Street Midland, Simcoe, ON MLS® S13552932

Residential Freehold (Detached)

$849900.0
  • 2 +2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to your own private oasis in town, a truly exceptional bungalow set on a large, perfectly landscaped lot that blends comfort, style and outdoo
29 Photos
Last Updated : 25 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
49 Photos
Last Updated : 25 Days ago
417 Pheasant Lane, Simcoe, ON , MLS #S13545146 , Image - 1

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417 Pheasant Lane Midland, Simcoe, ON MLS® S13545146

Residential Freehold (Detached)

$959900.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
One of Georgian Bay's finest south-facing waterfront settings. Deep water, a beautiful sandy beach, a rare boathouse with a rooftop deck, and breathta
33 Photos
Last Updated : 27 Days ago
647 Manly Street, Simcoe, ON , MLS #S13447464 , Image - 1

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647 Manly Street Midland, Simcoe, ON MLS® S13447464

Residential Freehold (Detached)

$589000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Timeless Charm & Modern Comfort in the Heart of Midland Welcome to this warm and inviting 3-bedroom back-split in the heart of Midland, offering appro
24 Photos
Last Updated : 27 Days ago
4 Chatten Court, Simcoe, ON , MLS #S13546540 , Image - 1

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4 Chatten Court Midland, Simcoe, ON MLS® S13546540

Residential Freehold (Att/Row/Townhouse)

$659900.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautiful freehold bungalow townhouse, tucked away on a quiet cul-de-sac in the sought-after waterfront community of Bayport Village o
20 Photos
Last Updated : 27 Days ago
405 Dominion Avenue, Simcoe, ON , MLS #S13506512 , Image - 1

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405 Dominion Avenue Midland, Simcoe, ON MLS® S13506512

Residential Freehold (Detached)

$459900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Solid century home with 2 separate apartments with separate entrances on separate water and hydro meters. Live in the main floor 2 bedroom apartment a
17 Photos
Last Updated : 27 Days ago
295 Galloway Boulevard, Simcoe, ON , MLS #S13544036 , Image - 1

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295 Galloway Boulevard Midland, Simcoe, ON MLS® S13544036

Residential Freehold (Detached)

$575000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
BRIGHT, UPDATED 3-BEDROOM BACKSPLIT WITH SPACE TO LIVE, RELAX, & ENTERTAIN! Welcome to a beautifully updated Midland home offering a bright, spacious
15 Photos
Last Updated : 28 Days ago
874 Yonge Street N, Simcoe, ON , MLS #S13535028 , Image - 1

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874 Yonge Street N Midland, Simcoe, ON MLS® S13535028

Residential Freehold (Detached)

$1090000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
2 bedroom home situation on 2.03 acres. Potential for the back part of the property to be severed. It is approximately 157' wide and 487' deep and
50 Photos
Last Updated : 28 Days ago
321 Glenbrook Drive, Simcoe, ON , MLS #S13467166 , Image - 1

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321 Glenbrook Drive Midland, Simcoe, ON MLS® S13467166

Residential Freehold (Detached)

$869900.0
price drop iconPrice drop by 3.3%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This beautiful, well maintained home, is located in a highly sought after, in town, waterfront community. This charming home boasts 4 spacious bed
27 Photos
Last Updated : 28 Days ago
927 Vindin Street, Simcoe, ON , MLS #S13506250 , Image - 1

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927 Vindin Street Midland, Simcoe, ON MLS® S13506250

Residential Freehold (Detached)

$549777.0
  • 3 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 927 Vindin Street in Midland, a rare opportunity to enjoy over two acres of privacy while still being centrally located and close to all am
39 Photos
Last Updated : 29 Days ago
305 Lindsay Street E, Simcoe, ON , MLS #S13532984 , Image - 1

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305 Lindsay Street E Midland, Simcoe, ON MLS® S13532984

Residential Freehold (Detached)

$699900.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This 3 bedroom home sits on a 100' x 187' level lot with hedging all around the property for privacy. There is a large 20' x 20' storage shed at the
5 Photos
Last Updated : 29 Days ago
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
30 Photos
Last Updated : 29 Days ago
277 Gloucester Street, Simcoe, ON , MLS #S13537870 , Image - 1

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277 Gloucester Street Midland, Simcoe, ON MLS® S13537870

Residential Freehold (Detached)

$449900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Wake up each morning to breathtaking views of Georgian Bay right from your front doorstep, where stunning wa
41 Photos
Last Updated : 29 Days ago
1183 Everton Road, Simcoe, ON , MLS #S13536426 , Image - 1

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1183 Everton Road Midland, Simcoe, ON MLS® S13536426

Residential Freehold (Detached)

$699900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Well-maintained and move-in ready home featuring bright open-concept living spaces, a cozy gas fireplace for
21 Photos
Last Updated : 29 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)

$499000.0
  • 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
27 Photos
Last Updated : 30 Days ago
537 Hudson Crescent, Simcoe, ON , MLS #S13248192 , Image - 1

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537 Hudson Crescent Midland, Simcoe, ON MLS® S13248192

Residential Freehold (Att/Row/Townhouse)

$689990.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 537 Hudson Crescent, a stunning brand-new home located in the heart of Bayport Village, Midland-nestled in a pristine natural setting along
12 Photos
Last Updated : 30 Days ago
280 Aberdeen Boulevard, Simcoe, ON , MLS #S12944342 , Image - 1

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Unit-415, 280 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12944342

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 7.0%
  • 2 Beds
  • 1 Baths
  • 600-699 sq-ft
If you have ever wanted to have a penthouse condominium with a large balcony overlooking the water, then this one may be for you!! This condo comes wi
27 Photos
Last Updated : 30 Days ago
344 First Street, Simcoe, ON , MLS #S13531324 , Image - 1

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344 First Street Midland, Simcoe, ON MLS® S13531324

Residential Freehold (Detached)

$549900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy the authentic charm of a true century home, where original craftsmanship provides a warm, soulful foun
44 Photos
Last Updated : 31 Days ago
502 Aberdeen Boulevard, Simcoe, ON , MLS #S13446046 , Image - 1

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502 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13446046

Residential Freehold (Detached)

$774900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to Tiffin by the Bay, one of Midland's most sought-after waterfront communities. This move-in-ready bungalow offers over 2,200 sq. ft. of refi
3 Photos
Last Updated : 31 Days ago
38 Northland Road, Simcoe, ON , MLS #S13097832 , Image - 1
38 Northland Road Midland, Simcoe, ON MLS® S13097832

Residential Freehold (MobileTrailer)

$245000.0
price drop iconPrice drop by 10.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Affordable living in a peaceful lakeside community! Welcome to this well-maintained 2 bedroom, 1 bath mobile home offering comfortable living in the d
7 Photos
Last Updated : 31 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)

$199000.0
price drop iconPrice drop by 33.4%
  • < 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
23 Photos
Last Updated : 32 Days ago
849 Midland Point Road, Simcoe, ON , MLS #S13489530 , Image - 1

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849 Midland Point Road Midland, Simcoe, ON MLS® S13489530

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in the prestigious Midland Point neighbourhood, this meticulously maintained family home offers the perfect blend of comfort, charm, and locat
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