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Midland Single Family Homes for Sale - P4

Showing results 91 - 120 of 125
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)
27 Photos
Last Updated : 30 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
34 Photos
Last Updated : 31 Days ago
615 Bay Street, Simcoe, ON , MLS #S13232622 , Image - 1

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615 Bay Street Midland, Simcoe, ON MLS® S13232622

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Calling at GTA buyers.! Here's your opportunity to escape the GTA Without Sacrificing Convenience! Imagine trading traffic jams for waterfront strolls
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
28 Photos
Last Updated : 33 Days ago
137 Fourth Street, Simcoe, ON , MLS #S13672094 , Image - 1

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137 Fourth Street Midland, Simcoe, ON MLS® S13672094

Residential Freehold (Detached)

$389900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Set on an impressive 200-foot-deep lot, the property provides plenty of outdoor space to enjoy and tons of potential, along with parking for up to fiv
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**,
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 : 41 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
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
8 Photos
Last Updated : 55 Days ago
418 Dominion Avenue, Simcoe, ON , MLS #S13445334 , Image - 1

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418 Dominion Avenue Midland, Simcoe, ON MLS® S13445334

Residential Freehold (Detached)

$499990.0
price drop iconPrice drop by 15.3%
  • 7 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Rare opportunity to own a spacious Victorian-style home in the heart of Midland with views of beautiful Georgian Bay. Offering approximately 3,000 sq.
9 Photos
Last Updated : 55 Days ago
354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

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354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0
price drop iconPrice drop by 16.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,
50 Photos
Last Updated : 61 Days ago
984 Cook Drive, Simcoe, ON , MLS #S13594566 , Image - 1

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984 Cook Drive Midland, Simcoe, ON MLS® S13594566

Residential Freehold (Detached)

$749000.0
  • 2 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Built by renowned Ontario builder Devonleigh Homes and offered for the first time since being built in 2014, this beautifully maintained home combines
38 Photos
Last Updated : 62 Days ago
19 Ludlow Street, Simcoe, ON , MLS #S13469038 , Image - 1

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19 Ludlow Street Midland, Simcoe, ON MLS® S13469038

Residential Freehold (Detached)

$569000.0
price drop iconPrice drop by 1.7%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 19 Ludlow St in Midland - a stunning, fully renovated home taken right down to the studs with quality craftsmanship and modern finishes thr
38 Photos
Last Updated : 63 Days ago
1087 Vindin Street, Simcoe, ON , MLS #S13584122 , Image - 1

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1087 Vindin Street Midland, Simcoe, ON MLS® S13584122

Residential Freehold (Detached)

$1749900.0
  • 3 +1 Beds
  • 6 Baths
  • 3000-3500 sq-ft
PRIVATE ARCHITECTURAL MASTERPIECE ON 3.6 ACRES WITH OVER 4,000 FINISHED SQ FT INCLUDING SEPARATE LIVING QUARTERS, A POST & BEAM BARN, CEDAR SAUNA & DU
27 Photos
Last Updated : 68 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
24 Photos
Last Updated : 73 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
15 Photos
Last Updated : 73 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 : 74 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 : 74 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
35 Photos
Last Updated : 79 Days ago
444 William Street, Simcoe, ON , MLS #S13521206 , Image - 1

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444 William Street Midland, Simcoe, ON MLS® S13521206

Residential Freehold (Detached)

$699900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To This Meticulously Maintained Home, Under The Same Ownership Since It Was Built. Nestled In A Highly Desirable, Family-Friendly Community, T
33 Photos
Last Updated : 89 Days ago
241 Donalda Street, Simcoe, ON , MLS #S13460042 , Image - 1

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241 Donalda Street Midland, Simcoe, ON MLS® S13460042

Residential Freehold (Detached)

$549777.0
  • 2 +0 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 241 Donalda Street in Midland, a cute and cozy home that is perfect for first-time buyers, downsizers, or anyone looking for a well-located
50 Photos
Last Updated : 94 Days ago
1620 Golf Link Road, Simcoe, ON , MLS #S13466326 , Image - 1

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1620 Golf Link Road Midland, Simcoe, ON MLS® S13466326

Residential Freehold (Detached)

$1795000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Here it is - the one you've been dreaming about. Nestled on a private, beautifully landscaped 2-acre property just 5 minutes from both Midland and Pen
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