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Houses for Sale in Midland ON Under $5 Million - P2

Showing results 31 - 60 of 146
Last Updated: November 07, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
17 Photos
Last Updated : 4 Days ago
921 Dominion Avenue, Simcoe, ON , MLS #S14143566 , Image - 1
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921 Dominion Avenue Midland, Simcoe, ON MLS® S14143566

Residential Freehold (Detached)

$559900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
3 BEDROOM RANCH BUNGALOW WITH A FINISHED BASEMENT, PRIVATE TREED YARD & CONVENIENT ACCESS TO EVERYTHING MIDLAND OFFERS! Let's talk about your wish lis
25 Photos
Last Updated : 4 Days ago
378 ABERDEEN Boulevard, Simcoe, ON , MLS #S13488556 , Image - 1

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378 ABERDEEN Boulevard Midland, Simcoe, ON MLS® S13488556

Residential Freehold (Detached)

$858800.0
price drop iconPrice drop by 10.5%
  • 3 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained custom bungalow nestled on a generous lot in one of Midland's most sought-after neighbourhoods. This home offer
27 Photos
Last Updated : 4 Days ago
48 Riverwalk Place, Simcoe, ON , MLS #S13863482 , Image - 1

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48 Riverwalk Place Midland, Simcoe, ON MLS® S13863482

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 5.6%
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this remarkable 3+2 bedroom home in a scenic Midland setting with a 3 minute walk to Georgian Bay on a walking path directly off the back y
29 Photos
Last Updated : 4 Days ago
1059 Glen Mhor Crescent, Simcoe, ON , MLS #S13703630 , Image - 1

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1059 Glen Mhor Crescent Midland, Simcoe, ON MLS® S13703630

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 1059 Glen Mhor Crescent, a home that offers something buyers are always searching for but rarely find at this price point: space, privacy,
12 Photos
Last Updated : 5 Days ago
98 Fourth Street, Simcoe, ON , MLS #S13768056 , Image - 1

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98 Fourth Street Midland, Simcoe, ON MLS® S13768056

Residential Freehold (Duplex)

$349900.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Looking for a winter project? This property presents a great opportunity for Investors, Builders, Flippers & Handymen! This property is priced to sel
48 Photos
Last Updated : 5 Days ago
1354 Hallen Place, Simcoe, ON , MLS #S14126426 , Image - 1

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1354 Hallen Place Midland, Simcoe, ON MLS® S14126426

Residential Freehold (Detached)

$679900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Sunnyside family home tucked away in a private community! A wonderful combination of comfort, space and convenience, this home is perfect for families
25 Photos
Last Updated : 5 Days ago
456 Parkview Court, Simcoe, ON , MLS #S13804058 , Image - 1

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456 Parkview Court Midland, Simcoe, ON MLS® S13804058

Residential Freehold (Detached)

$845000.0
  • 3 +1 Beds
  • 2 Baths
  • 2500-3000 sq-ft
There is something special about finding a home that gives you both the space you need and the lifestyle you want. At 456 Parkview Court, you'll find
35 Photos
Last Updated : 5 Days ago
681 Harvey Avenue, Simcoe, ON , MLS #S14138258 , Image - 1

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681 Harvey Avenue Midland, Simcoe, ON MLS® S14138258

Residential Freehold (Detached)

$624900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this beautifully maintained raised bungalow, nestled in a welcoming, family-friendly neighbourhood in Midland. Offering 4 bedrooms and 2 fu
39 Photos
Last Updated : 5 Days ago
305 Lindsay Street E, Simcoe, ON , MLS #S13841186 , Image - 1

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305 Lindsay Street E Midland, Simcoe, ON MLS® S13841186

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Rare 3 storey century home, solidly built and full of timeless character blended with modern updates, situated on an amazing oversuzed lot. This well
22 Photos
Last Updated : 5 Days ago
369 Galloway Boulevard, Simcoe, ON , MLS #S14138242 , Image - 1

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369 Galloway Boulevard Midland, Simcoe, ON MLS® S14138242

Residential Freehold (Link)

$499999.0
  • 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
17 Photos
Last Updated : 6 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)

$219900.0
price drop iconPrice drop by 12.0%
  • 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,
33 Photos
Last Updated : 6 Days ago
699 Aberdeen Boulevard, Simcoe, ON , MLS #S13659620 , Image - 1

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Unit-901, 699 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13659620

Residential Condo & Other (Condo Apartment)

$899900.0
price drop iconPrice drop by 5.2%
  • 2 +1 Beds
  • 2 Baths
  • 1800-1999 sq-ft
Stunning 1,919 sq. ft.2-bedroom plus den corner unit offers multiple walkouts and two private waterfront balconies. The bright open-concept layout fea
22 Photos
Last Updated : 6 Days ago
323 William Street, Simcoe, ON , MLS #S14099526 , Image - 1

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323 William Street Midland, Simcoe, ON MLS® S14099526

Residential Freehold (Detached)

$325000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Exceptional Value in the Heart of Midland! Welcome to 323 William Street, a well-maintained 2 bedroom, 1 bathroom bungalow offering exceptional value
41 Photos
Last Updated : 7 Days ago
404 Manly Street, Simcoe, ON , MLS #S13793438 , Image - 1

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404 Manly Street Midland, Simcoe, ON MLS® S13793438

Residential Freehold (Detached)

$634900.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
RARE 3-STOREY CENTURY HOME SHOWCASING TIMELESS CURB APPEAL & A PRIVATE BACKYARD OASIS COMPLETE WITH AN INGROUND POOL! Welcome to this beautifully main
27 Photos
Last Updated : 8 Days ago
836 Coral Springs Lane, Simcoe, ON , MLS #S13838114 , Image - 1

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836 Coral Springs Lane Midland, Simcoe, ON MLS® S13838114

Residential Freehold (Att/Row/Townhouse)

$479777.0
price drop iconPrice drop by 4.0%
  • 3 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 836 Coral Springs Lane - the perfect starter home or investment opportunity! This well-kept 3-bedroom, 2-bathroom home features an inviting
40 Photos
Last Updated : 8 Days ago
359 Galloway Boulevard, Simcoe, ON , MLS #S13876290 , Image - 1

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359 Galloway Boulevard Midland, Simcoe, ON MLS® S13876290

Residential Freehold (Detached)

$599900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 359 Galloway Blvd, a beautifully maintained 3-bedroom, 2-bath bungalow where pride of ownership is evident inside and out. Bright and welco
15 Photos
Last Updated : 9 Days ago
9513 County Rd 93 Road NE, Simcoe, ON , MLS #S13803118 , Image - 1

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9513 County Rd 93 Road NE Midland, Simcoe, ON MLS® S13803118

Residential Freehold (Detached)

$999999.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
ONE OF A KIND! THIS UNIQUE 1994 SQ FT RANCH BUNGALOW SITS ON 15.43 ACRE HIGHWAY LOT. 4 BEDROOMS, 2 4-PC BATHS, PARTIALLY FINISHED BASEMENT 400 Sq Ft W
22 Photos
Last Updated : 9 Days ago
154 Fifth Street, Simcoe, ON , MLS #S14129136 , Image - 1

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154 Fifth Street Midland, Simcoe, ON MLS® S14129136

Residential Freehold (Duplex)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention investors and homebuyers! Looking for an investment with real cash-flow potential? Look no further! Welcome to 154 Fifth Street in Midland -
49 Photos
Last Updated : 9 Days ago
469 Parkview Court, Simcoe, ON , MLS #S13741086 , Image - 1

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469 Parkview Court Midland, Simcoe, ON MLS® S13741086

Residential Freehold (Detached)

$1149000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to the highly sought-after Midland Point community. This just under half acre lot has backyard access to the waterfront trail and Georgian Bay
42 Photos
Last Updated : 9 Days ago
400 Russell Street, Simcoe, ON , MLS #S14127508 , Image - 1

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400 Russell Street Midland, Simcoe, ON MLS® S14127508

Residential Freehold (Detached)

$649000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
This Gorgeous 1,762 Sq. Ft. All-Brick, 3-Storey Home Has Been Fully Renovated, From Top-To-Bottom, With The Perfect Blend Of Original Character & Char
29 Photos
Last Updated : 9 Days ago
45 Northland Drive, Simcoe, ON , MLS #S13842920 , Image - 1

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45 Northland Drive Midland, Simcoe, ON MLS® S13842920

Residential Freehold (MobileTrailer)

$269000.0
  • 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
47 Photos
Last Updated : 10 Days ago
625 Aberdeen Boulevard, Simcoe, ON , MLS #S13678340 , Image - 1

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625 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13678340

Residential Freehold (Detached)

$1999000.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
A rare offering on Georgian Bay in Midland, just 90 minutes from the GTA: a private, deep-water lot with your own dock and full shoreline ownership ri
23 Photos
Last Updated : 10 Days ago
66 Fifth Street, Simcoe, ON , MLS #S14126322 , Image - 1

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66 Fifth Street Midland, Simcoe, ON MLS® S14126322

Residential Freehold (Detached)

$559900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Fresh. Inviting. Move-In Ready. Thoughtfully updated inside and out, this four-bedroom bungalow offers the perfect blend of comfort, functionality, an
16 Photos
Last Updated : 10 Days ago
985 Cook Drive, Simcoe, ON , MLS #S13825916 , Image - 1

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985 Cook Drive Midland, Simcoe, ON MLS® S13825916

Residential Freehold (Att/Row/Townhouse)

$520000.0
  • 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
26 Photos
Last Updated : 10 Days ago
993 Whitney Crescent, Simcoe, ON , MLS #S14123950 , Image - 1

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993 Whitney Crescent Midland, Simcoe, ON MLS® S14123950

Residential Freehold (Detached)

$914900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all n
18 Photos
Last Updated : 11 Days ago
117 Wawinet Street, Simcoe, ON , MLS #S13738712 , Image - 1

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117 Wawinet Street Midland, Simcoe, ON MLS® S13738712

Residential Freehold (Detached)

$609000.0
price drop iconPrice drop by 3.2%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Location.. Location...Location !!!! This Is The One! Freshly Renovated. Open Concept Living/Dining Room; Eat-In Kitchen, Sliding Doors Out To Deck. B
34 Photos
Last Updated : 11 Days ago
699 Aberdeen Boulevard, Simcoe, ON , MLS #S13784232 , Image - 1

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Unit-307, 699 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13784232

Residential Condo & Other (Condo Apartment)

$640000.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Stunning waterfront condo at Tiffin Pier-just steps from Georgian Bay. Enjoy easy, resort-style living in this bright 1,488 sq. ft corner suite in one
37 Photos
Last Updated : 11 Days ago
229 Donalda Street, Simcoe, ON , MLS #S14004272 , Image - 1

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229 Donalda Street Midland, Simcoe, ON MLS® S14004272

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Freshly Updated & Move-In Ready! This charming 1-storey home has been thoughtfully refreshed by its current owners, creating a warm and inviting space
39 Photos
Last Updated : 11 Days ago
495 Shewfelt Crescent, Simcoe, ON , MLS #S13758512 , Image - 1

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495 Shewfelt Crescent Midland, Simcoe, ON MLS® S13758512

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 4.4%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 495 Shewfelt Crescent, located in Midland's desirable west end in a quiet, sought-after neighbourhood. This well-maintained all-brick home
32 Photos
Last Updated : 11 Days ago
696 King Street, Simcoe, ON , MLS #S13710790 , Image - 1

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Unit-63, 696 King Street Midland, Simcoe, ON MLS® S13710790

Residential Condo & Other (Condo Townhouse)

$549777.0
price drop iconPrice drop by 8.3%
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 696 King Street #63 in Bowling Green Estates, a well-maintained home ideally located within walking distance to Little Lake Park, walking t
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