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Midland Single Family Homes for Sale - P4

Showing results 91 - 120 of 131
Last Updated: August 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
35 Photos
Last Updated : 33 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
45 Photos
Last Updated : 34 Days ago
656 Aberdeen Boulevard, Simcoe, ON , MLS #S13213930 , Image - 1

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656 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13213930

Residential Freehold (Detached)

$849777.0
price drop iconPrice drop by 5.6%
  • 1 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 656 Aberdeen Boulevard in Midland, located in the sought-after Tiffin by the Bay community and offering exceptional craftsmanship, style, a
36 Photos
Last Updated : 34 Days ago
1038 COOK Drive, Simcoe, ON , MLS #S13504362 , Image - 1

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1038 COOK Drive Midland, Simcoe, ON MLS® S13504362

Residential Freehold (Att/Row/Townhouse)

$585000.0
  • 3 +0 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Looking for a move-in ready home that perfectly combines comfort, convenience, and lifestyle? This beautifully maintained end-unit townhome offers ext
40 Photos
Last Updated : 34 Days ago
1005 Dina Crescent, Simcoe, ON , MLS #S13478408 , Image - 1

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1005 Dina Crescent Midland, Simcoe, ON MLS® S13478408

Residential Freehold (Detached)

$739777.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 1005 Dina Crescent in Midland, a beautifully maintained all-brick home offering space, comfort, and a fantastic location within walking dis
49 Photos
Last Updated : 35 Days ago
841 Portage Park Lane, Simcoe, ON , MLS #S13495666 , Image - 1

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841 Portage Park Lane Midland, Simcoe, ON MLS® S13495666

Residential Freehold (Detached)

$899900.0
price drop iconPrice drop by 5.3%
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to a truly one-of-a-kind chalet-inspired cedar home, nestled in the trees in one of Midland Point's most sought-after areas. Surrounded by ext
1 Photos
Last Updated : 36 Days ago
644 Taylor Drive, Simcoe, ON
644 Taylor Drive Midland, Simcoe, ON MLS® S13436142

Residential Freehold (Detached)

$1095000.0
  • 1 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
WELCOME to a Remarkable one of a kind, (8 yr, old quality built custom home) in the upscale Waterfront Community of Tiffin on the Bay in the beautiful
34 Photos
Last Updated : 36 Days ago
956 Cook Drive, Simcoe, ON , MLS #S13221306 , Image - 1

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956 Cook Drive Midland, Simcoe, ON MLS® S13221306

Residential Freehold (Att/Row/Townhouse)

$584900.0
price drop iconPrice drop by 3.3%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 956 Cook Drive, nestled in The Grove, one of Midland's most sought after neighbourhoods. Ideally situated on a quiet cul-de-sac, this prope
44 Photos
Last Updated : 36 Days ago
330 Third Street, Simcoe, ON , MLS #S13044912 , Image - 1

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330 Third Street Midland, Simcoe, ON MLS® S13044912

Residential Freehold (Detached)

$439000.0
price drop iconPrice drop by 8.4%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Timeless Charm & Modern Comfort in the Heart of Midland! Welcome to a home that instantly feels just right. This beautifully updated 2-storey century
27 Photos
Last Updated : 36 Days ago
836 Coral Springs Lane, Simcoe, ON , MLS #S13480740 , Image - 1

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836 Coral Springs Lane Midland, Simcoe, ON MLS® S13480740

Residential Freehold (Att/Row/Townhouse)

$539777.0
  • 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
35 Photos
Last Updated : 37 Days ago
1060 HARBOURVIEW Drive, Simcoe, ON , MLS #S13419132 , Image - 1

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1060 HARBOURVIEW Drive Midland, Simcoe, ON MLS® S13419132

Residential Freehold (Detached)

$579777.0
price drop iconPrice drop by 1.7%
  • 3 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 1060 Harbourview Drive in Midland, a great family home situated on a generous 50' x 200' in-town lot close to local amenities and the beaut
49 Photos
Last Updated : 38 Days ago
422 Aberdeen Boulevard, Simcoe, ON , MLS #S13500460 , Image - 1

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422 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13500460

Residential Freehold (Detached)

$759000.0
  • 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
50 Photos
Last Updated : 40 Days ago
14 Riverwalk Place, Simcoe, ON , MLS #S13485884 , Image - 1

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14 Riverwalk Place Midland, Simcoe, ON MLS® S13485884

Residential Freehold (Detached)

$1250000.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Overlooking Georgian Bay, this spacious home offers beautiful water views from many rooms and comfortable family living in one of the area's most desi
29 Photos
Last Updated : 41 Days ago
238 Sixth Street, Simcoe, ON , MLS #S13487250 , Image - 1

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238 Sixth Street Midland, Simcoe, ON MLS® S13487250

Residential Freehold (Detached)

$699900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Step into the timeless charm of this beautifully maintained century home, offering the perfect blend of character, comfort, and versatility. Lovingly
43 Photos
Last Updated : 43 Days ago
922 Playfair Road, Simcoe, ON , MLS #S13483156 , Image - 1

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922 Playfair Road Midland, Simcoe, ON MLS® S13483156

Residential Freehold (Detached)

$739900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained brick bungalow located in Midland's desirable west end. Offering 3+1 bedrooms and 3 bathrooms, this move-in rea
33 Photos
Last Updated : 43 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
30 Photos
Last Updated : 44 Days ago
423 Ellen Street, Simcoe, ON , MLS #S13466144 , Image - 1

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423 Ellen Street Midland, Simcoe, ON MLS® S13466144

Residential Freehold (Detached)

$549000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Looking for a family home in a great location? This spacious 2.5-storey has a main floor family room with a gas fireplace and walkout to the deck, a f
34 Photos
Last Updated : 44 Days ago
775 Ontario Street, Simcoe, ON , MLS #S13478858 , Image - 1

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775 Ontario Street Midland, Simcoe, ON MLS® S13478858

Residential Freehold (Detached)

$615000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step into the stunning, brand-new kitchen (2026), beautifully illuminated by natural light and showcasing cr
29 Photos
Last Updated : 47 Days ago
1059 Glen Mhor Crescent, Simcoe, ON , MLS #S13430498 , Image - 1

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1059 Glen Mhor Crescent Midland, Simcoe, ON MLS® S13430498

Residential Freehold (Detached)

$514990.0
  • 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,
50 Photos
Last Updated : 48 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
39 Photos
Last Updated : 49 Days ago
495 Shewfelt Crescent, Simcoe, ON , MLS #S12942860 , Image - 1

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495 Shewfelt Crescent Midland, Simcoe, ON MLS® S12942860

Residential Freehold (Detached)

$699777.0
price drop iconPrice drop by 6.7%
  • 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
26 Photos
Last Updated : 50 Days ago
993 Whitney Crescent, Simcoe, ON , MLS #S13456526 , Image - 1

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993 Whitney Crescent Midland, Simcoe, ON MLS® S13456526

Residential Freehold (Detached)

$949900.0
  • 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
39 Photos
Last Updated : 50 Days ago
654 Victoria Street, Simcoe, ON , MLS #S13455042 , Image - 1

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654 Victoria Street Midland, Simcoe, ON MLS® S13455042

Residential Freehold (Detached)

$549900.0
  • 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
18 Photos
Last Updated : 50 Days ago
117 Wawinet Street, Simcoe, ON , MLS #S13149098 , Image - 1

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117 Wawinet Street Midland, Simcoe, ON MLS® S13149098

Residential Freehold (Detached)

$679000.0
price drop iconPrice drop by 4.2%
  • 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
23 Photos
Last Updated : 52 Days ago
438 RUSSELL Street, Simcoe, ON , MLS #S13217862 , Image - 1

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438 RUSSELL Street Midland, Simcoe, ON MLS® S13217862

Residential Freehold (Detached)

$489000.0
price drop iconPrice drop by 4.1%
  • 3 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
Located in a family-friendly neighbourhood just steps from downtown Midland, this charming 3 bedroom, 1.5 bath home offers a functional layout, fully
42 Photos
Last Updated : 52 Days ago
139 WAWINET Street, Simcoe, ON , MLS #S12847414 , Image - 1

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139 WAWINET Street Midland, Simcoe, ON MLS® S12847414

Residential Freehold (Detached)

$655000.0
price drop iconPrice drop by 3.0%
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 139 Wawinet Street, a home where comfort, community and lasting memories come together. Situated on a quiet family friendly street in Midla
33 Photos
Last Updated : 54 Days ago
177 Southwinds Crescent, Simcoe, ON , MLS #S13126438 , Image - 1

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177 Southwinds Crescent Midland, Simcoe, ON MLS® S13126438

Residential Freehold (Att/Row/Townhouse)

$549777.0
  • 2 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Welcome to 177 Southwinds Crescent in Midland, a well-maintained all-brick home located close to amenities, trails, marinas, and the beautiful shores
30 Photos
Last Updated : 56 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)

$799900.0
  • 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
40 Photos
Last Updated : 58 Days ago
167 LUCKPORT Crescent, Simcoe, ON , MLS #S13124450 , Image - 1

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167 LUCKPORT Crescent Midland, Simcoe, ON MLS® S13124450

Residential Freehold (Detached)

$774900.0
  • 4 +0 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Backing directly onto Mac Allen Park, this impeccably maintained family home offers one of the nicest backyard settings in Midland's west end, where m
46 Photos
Last Updated : 61 Days ago
432 Shewfelt Crescent, Simcoe, ON , MLS #S13224052 , Image - 1

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432 Shewfelt Crescent Midland, Simcoe, ON MLS® S13224052

Residential Freehold (Att/Row/Townhouse)

$649000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 432 Shewfelt Crescent in the heart of Midland. Enjoy the benefits of low-maintenance living without the high condominium fees in this thoug
41 Photos
Last Updated : 61 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)

$674900.0
price drop iconPrice drop by 3.6%
  • 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
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