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

Showing results 31 - 60 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)
33 Photos
Last Updated : 4 Days ago
11 Ryan's Road, Simcoe, ON , MLS #S13760944 , Image - 1
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11 Ryan's Road Midland, Simcoe, ON MLS® S13760944

Residential Freehold (MobileTrailer)

$249900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to Downsize! Welcome to 11 Ryan's Road in Smith's Camp, Midland, a mobile home community located near beautiful Little Lake and offering plent
39 Photos
Last Updated : 5 Days ago
654 Victoria Street, Simcoe, ON , MLS #S13701214 , Image - 1

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654 Victoria Street Midland, Simcoe, ON MLS® S13701214

Residential Freehold (Detached)

$509000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned in a sought-after Midland neighbourhood, this home places you within easy reach of down
17 Photos
Last Updated : 5 Days ago
295 Galloway Boulevard, Simcoe, ON , MLS #S13793622 , Image - 1

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295 Galloway Boulevard Midland, Simcoe, ON MLS® S13793622

Residential Freehold (Detached)

$549999.0
  • 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
33 Photos
Last Updated : 5 Days ago
647 Manly Street, Simcoe, ON , MLS #S13767682 , Image - 1

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647 Manly Street Midland, Simcoe, ON MLS® S13767682

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
27 Photos
Last Updated : 5 Days ago
1 Smiths Lane, Simcoe, ON , MLS #S13735984 , Image - 1

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1 Smiths Lane Midland, Simcoe, ON MLS® S13735984

Residential Freehold (MobileTrailer)

$299999.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 1 Smiths Lane in Smiths Camp. You have found an affordable home providing space and accessibility in a waterfront community. This spaciou
50 Photos
Last Updated : 5 Days ago
121 Seventh Street, Simcoe, ON , MLS #S13697338 , Image - 1

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121 Seventh Street Midland, Simcoe, ON MLS® S13697338

Residential Freehold (Duplex)

$648000.0
  • 7 Beds
  • 4 Baths
  • 2000-2500 sq-ft
WELCOME TO 121 SEVENTH ST, LEGAL DUPLEX WITH 7 BEDROOMS, 4 BATHROOMS & IN-GROUND POOL. This Is An Excellent Opportunity To Own A Spacious Legal Duplex
29 Photos
Last Updated : 5 Days ago
778 William Street, Simcoe, ON , MLS #S13764872 , Image - 1

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Unit-85, 778 William Street Midland, Simcoe, ON MLS® S13764872

Residential Condo & Other (Condo Townhouse)

$399900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this beautifully updated 3-bedroom, 2-bathroom condo townhouse in Midland-an excellent opportunity for families, first-time buyers, or anyo
47 Photos
Last Updated : 5 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)

$649000.0
price drop iconPrice drop by 7.3%
  • 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
9 Photos
Last Updated : 5 Days ago
798 Coral Springs Lane, Simcoe, ON , MLS #S13790194 , Image - 1

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798 Coral Springs Lane Midland, Simcoe, ON MLS® S13790194

Residential Freehold (Att/Row/Townhouse)

$475000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Turn-key brick townhome in a family-friendly Midland neighbourhood, offering the space, comfort, and convenience first-time buyers have been waiting f
30 Photos
Last Updated : 5 Days ago
642-644 Bay Street, Simcoe, ON , MLS #S13532098 , Image - 1

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642-644 Bay Street Midland, Simcoe, ON MLS® S13532098

Residential Freehold (Duplex)

$419999.0
price drop iconPrice drop by 16.0%
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Attention Investors or First Time Home Buyers. Amazing Opportunity. Side by Side Duplex. Live in One Side and Rent Out the Other One. Or Rent Out Both
44 Photos
Last Updated : 6 Days ago
716 Dominion Avenue, Simcoe, ON , MLS #S13716054 , Image - 1

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716 Dominion Avenue Midland, Simcoe, ON MLS® S13716054

Residential Freehold (Detached)

$569000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Seasonal Water Views + A Heated Garage = The Perfect Bungalow. Searching for the perfect mix of location, potential, and functionality? Look no furthe
26 Photos
Last Updated : 6 Days ago
346 Bay Street, Simcoe, ON , MLS #S13783804 , Image - 1

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346 Bay Street Midland, Simcoe, ON MLS® S13783804

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this charming red-brick home, where timeless character meets modern updates. Filled with warmth and personality, this home features beautif
30 Photos
Last Updated : 6 Days ago
308 Russell Street, Simcoe, ON , MLS #S13785364 , Image - 1

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308 Russell Street Midland, Simcoe, ON MLS® S13785364

Residential Freehold (Detached)

$369900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Bright, custom-designed kitchen thoughtfully crafted for both style and functionality, with an abundance of
29 Photos
Last Updated : 6 Days ago
45 Northland Drive, Simcoe, ON , MLS #S13721232 , Image - 1

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45 Northland Drive Midland, Simcoe, ON MLS® S13721232

Residential Freehold (MobileTrailer)

$274000.0
  • 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
22 Photos
Last Updated : 6 Days ago
154 Fifth Street, Simcoe, ON , MLS #S13785972 , Image - 1

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154 Fifth Street Midland, Simcoe, ON MLS® S13785972

Residential Freehold (Duplex)

$519000.0
  • 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-a
37 Photos
Last Updated : 6 Days ago
699 Aberdeen Boulevard, Simcoe, ON , MLS #S13786440 , Image - 1

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Unit-706, 699 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13786440

Residential Condo & Other (Condo Apartment)

$624900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Discover the exceptional lifestyle offered at Tiffin Pier, a highly sought-after waterfront condominium community where the beauty of Georgian Bay is
30 Photos
Last Updated : 6 Days ago
443 Elizabeth Street, Simcoe, ON , MLS #S13421260 , Image - 1

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443 Elizabeth Street Midland, Simcoe, ON MLS® S13421260

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 12.5%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A UNIQUE, ONE OF A KIND HOME IN MIDLAND WITH ONE OF THE BEST SHOPS IN TOWN. Check out this classic red brick Midland home, which shows evident pride o
37 Photos
Last Updated : 6 Days ago
413 Irwin Street, Simcoe, ON , MLS #S13646252 , Image - 1

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413 Irwin Street Midland, Simcoe, ON MLS® S13646252

Residential Freehold (Detached)

$545000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 413 Irwin Street, Midland-a versatile 3-bedroom, 2-bathroom home offering in-law potential, a fully fenced backyard, and an unbeatable loca
47 Photos
Last Updated : 6 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
34 Photos
Last Updated : 6 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
39 Photos
Last Updated : 6 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)

$627777.0
  • 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 : 6 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)

$599777.0
  • 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
49 Photos
Last Updated : 7 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
49 Photos
Last Updated : 7 Days ago
422 Aberdeen Boulevard, Simcoe, ON , MLS #S13666468 , Image - 1

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422 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13666468

Residential Freehold (Detached)

$729000.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this meticulously maintained, move-in-ready home nestled in a sought-after waterfront community. Surrounded by beautifully landscaped garde
16 Photos
Last Updated : 7 Days ago
326 Christine Drive, Simcoe, ON , MLS #S13589338 , Image - 1

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326 Christine Drive Midland, Simcoe, ON MLS® S13589338

Residential Freehold (Duplex)

$550000.0
  • 4 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Legal Midland Duplex with Strong Income Potential - Ideal for Investors or Owner-Occupiers. This legal duplex is located in a convenient Midland neigh
42 Photos
Last Updated : 7 Days ago
718 Birchwood Drive, Simcoe, ON , MLS #S13740734 , Image - 1

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718 Birchwood Drive Midland, Simcoe, ON MLS® S13740734

Residential Freehold (Detached)

$599900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Great value is found on this 4 bedroom family home that has been well maintained and offers something for the whole family. Located on quiet street cl
46 Photos
Last Updated : 7 Days ago
409 Bayport Boulevard, Simcoe, ON , MLS #S13114812 , Image - 1

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409 Bayport Boulevard Midland, Simcoe, ON MLS® S13114812

Residential Freehold (Detached)

$1699000.0
price drop iconPrice drop by 21.3%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Your Georgian Bay Dream Lakefront Awaits! Immerse yourself in breathtaking year-round water views from this impressive turn-key residence, boasting ov
42 Photos
Last Updated : 7 Days ago
400 Russell Street, Simcoe, ON , MLS #S13690936 , Image - 1

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400 Russell Street Midland, Simcoe, ON MLS® S13690936

Residential Freehold (Detached)

$695000.0
price drop iconPrice drop by 7.3%
  • 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
47 Photos
Last Updated : 7 Days ago
255 Hanly Street, Simcoe, ON , MLS #S13779942 , Image - 1

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255 Hanly Street Midland, Simcoe, ON MLS® S13779942

Residential Freehold (Detached)

$588000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained Colonial-style home, where timeless charm meets everyday comfort. Nestled in a desirable Midland neighbourhood,
1 Photos
Last Updated : 7 Days ago
836 Victoria Street, Simcoe, ON
836 Victoria Street Midland, Simcoe, ON MLS® S13605072

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 4.6%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 836 Victoria Street, a peaceful retreat in the beautiful lakeside town of Midland. Set onone of the community's most desirable streets, thi
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