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

Showing results 91 - 120 of 146
Last Updated: November 07, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
3 Photos
Last Updated : 29 Days ago
420 Cornell Drive, Simcoe, ON , MLS #S13520162 , Image - 1
420 Cornell Drive Midland, Simcoe, ON MLS® S13520162

Residential Freehold (Vacant Land)

$189000.0
Prime West End Building Lot on a quiet, lakeside Cul-de-Sac in Midland, ON. The perfect blend of tranquil living & Georgian Bay lifestyle. This beaut
29 Photos
Last Updated : 29 Days ago
828 Dominion Avenue, Simcoe, ON , MLS #S13882078 , Image - 1

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828 Dominion Avenue Midland, Simcoe, ON MLS® S13882078

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
25 Photos
Last Updated : 29 Days ago
30 Samantha Lane, Simcoe, ON , MLS #S13815158 , Image - 1

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30 Samantha Lane Midland, Simcoe, ON MLS® S13815158

Residential Condo & Other (Semi-Detached Condo)

$519900.0
  • 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
24 Photos
Last Updated : 30 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)

$649900.0
price drop iconPrice drop by 1.5%
  • 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
4 Photos
Last Updated : 30 Days ago
242 Barnett Avenue, Simcoe, ON , MLS #S13799500 , Image - 1
242 Barnett Avenue Midland, Simcoe, ON MLS® S13799500

Residential Freehold (Detached)

$469000.0
price drop iconPrice drop by 8.0%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Exceptional opportunity in Midland! Situated on an expensive double lot with impressive 97.44' frontage by 123.50' depth, this 2-storey home offers in
30 Photos
Last Updated : 32 Days ago
344 Second Street, Simcoe, ON , MLS #S13754630 , Image - 1

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344 Second Street Midland, Simcoe, ON MLS® S13754630

Residential Freehold (Detached)

$549900.0
price drop iconPrice drop by 4.3%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully transformed home where timeless character meets thoughtful, modern design, just a five-minute walk from downtown Midland. Set in one of Mi
37 Photos
Last Updated : 32 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)

$535000.0
price drop iconPrice drop by 1.8%
  • 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
24 Photos
Last Updated : 32 Days ago
179 Seventh Street, Simcoe, ON , MLS #S13824824 , Image - 1

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179 Seventh Street Midland, Simcoe, ON MLS® S13824824

Residential Freehold (Detached)

$369900.0
  • 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
33 Photos
Last Updated : 32 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
5 Photos
Last Updated : 32 Days ago
720 Ontario Street, Simcoe, ON , MLS #S12874628 , Image - 1
720 Ontario Street Midland, Simcoe, ON MLS® S12874628

Residential Freehold (Vacant Land)

$100000.0
With R3 zoning in place, this site offers flexibility for residential development under the Town of Midland's zoning framework, supporting a range of
5 Photos
Last Updated : 32 Days ago
309 Penetanguishene Road, Simcoe, ON , MLS #S12876860 , Image - 1
309 Penetanguishene Road Midland, Simcoe, ON MLS® S12876860

Residential Freehold (Vacant Land)

$275000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools
5 Photos
Last Updated : 32 Days ago
305 Penetanguishene Rd Road, Simcoe, ON , MLS #S12876730 , Image - 1
305 Penetanguishene Rd Road Midland, Simcoe, ON MLS® S12876730

Residential Freehold (Vacant Land)

$250000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schoo
5 Photos
Last Updated : 32 Days ago
301 Penetanguishene Road, Simcoe, ON , MLS #S12876542 , Image - 1
301 Penetanguishene Road Midland, Simcoe, ON MLS® S12876542

Residential Freehold (Vacant Land)

$225000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools
5 Photos
Last Updated : 32 Days ago
1041 Ingram Crescent, Simcoe, ON , MLS #S12876230 , Image - 1
1041 Ingram Crescent Midland, Simcoe, ON MLS® S12876230

Residential Freehold (Vacant Land)

$275000.0
Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a building lot, close to hospital, schoo
5 Photos
Last Updated : 32 Days ago
1037 Ingram Crescent, Simcoe, ON , MLS #S12875954 , Image - 1
1037 Ingram Crescent Midland, Simcoe, ON MLS® S12875954

Residential Freehold (Vacant Land)

$300000.0
Unique deep lot ! Subject to site plan and municipal approvals, tons of flexibility for residential development under the Town of Midland's zoning fra
6 Photos
Last Updated : 32 Days ago
611 William Street, Simcoe, ON , MLS #S12875640 , Image - 1

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611 William Street Midland, Simcoe, ON MLS® S12875640

Residential Freehold (Vacant Land)

$160000.0
Requires Official Plan Act amendment from current Natural Heritage designation. Possibly a zoning change depending on development strategy. Registere
25 Photos
Last Updated : 36 Days ago
630 Bayport Boulevard, Simcoe, ON , MLS #S13855908 , Image - 1

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630 Bayport Boulevard Midland, Simcoe, ON MLS® S13855908

Residential Freehold (Att/Row/Townhouse)

$639900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Experience effortless living in this beautiful townhome, constructed in 2019 and situated in one of Midland's prestigious waterfront communities. Offe
42 Photos
Last Updated : 36 Days ago
372 Lakewood Drive, Simcoe, ON , MLS #S13752212 , Image - 1

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372 Lakewood Drive Midland, Simcoe, ON MLS® S13752212

Residential Freehold (Detached)

$899000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 372 Lakewood Drive - a sun-filled family home on Midland Bay where everyday life feels like a getaway.Tucked just steps from the water, thi
9 Photos
Last Updated : 37 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067668 , Image - 1

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Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S13067668

Residential Freehold (Detached)

$169900.0
price drop iconPrice drop by 10.5%
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
End of season promotion original retail $219,865 Current In-Stock Price: $189,900Featured Cottage Event Price: $174,900. Nestled on an interior w
48 Photos
Last Updated : 38 Days ago
346 Yonge Street, Simcoe, ON , MLS #S13828240 , Image - 1

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346 Yonge Street Midland, Simcoe, ON MLS® S13828240

Residential Freehold (Detached)

$514900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Recently updated and move-in ready, this three-bedroom, two-bathroom home offers a comfortable blend of modern improvements and practical features. An
9 Photos
Last Updated : 39 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
49 Photos
Last Updated : 40 Days ago
289 Centennial Drive, Simcoe, ON , MLS #S13837772 , Image - 1

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289 Centennial Drive Midland, Simcoe, ON MLS® S13837772

Residential Freehold (Detached)

$1224500.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
There's something about life by Georgian Bay. Maybe it's having the marina minutes away, beaches around the corner, trails out your back door and four
48 Photos
Last Updated : 40 Days ago
68 Riverwalk Place, Simcoe, ON , MLS #S13822646 , Image - 1

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68 Riverwalk Place Midland, Simcoe, ON MLS® S13822646

Residential Freehold (Detached)

$849000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 68 Riverwalk Place, where peaceful, private living meets the convenience of an in-town location. Tucked into a welcoming community and idea
50 Photos
Last Updated : 43 Days ago
14 Riverwalk Place, Simcoe, ON , MLS #S13830144 , Image - 1

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14 Riverwalk Place Midland, Simcoe, ON MLS® S13830144

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
26 Photos
Last Updated : 43 Days ago
769 Pratt Avenue, Simcoe, ON , MLS #S13827348 , Image - 1

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769 Pratt Avenue Midland, Simcoe, ON MLS® S13827348

Residential Freehold (Detached)

$515000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 769 Pratt Avenue, a move-in-ready bungalow tucked away on a quiet cul-de-sac in Midland. This well maintained home is an excellent opportun
43 Photos
Last Updated : 44 Days ago
699 Aberdeen Boulevard, Simcoe, ON , MLS #S12984502 , Image - 1

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Unit-905, 699 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12984502

Residential Condo & Other (Condo Apartment)

$629000.0
price drop iconPrice drop by 3.2%
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Beautiful Rose model at sought after Tiffin Pier Condo. This 2 bed 2 bath waterfront condo offers 1,102 sf plus balcony and water views from every roo
39 Photos
Last Updated : 45 Days ago
449 Elizabeth Street, Simcoe, ON , MLS #S13731214 , Image - 1

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449 Elizabeth Street Midland, Simcoe, ON MLS® S13731214

Residential Freehold (Detached)

$649000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
WOW, this property checks a lot of boxes! If you're looking for a family home in a convenient location with great walkability to downtown and Little L
24 Photos
Last Updated : 45 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-
37 Photos
Last Updated : 46 Days ago
320 Scott Street, Simcoe, ON , MLS #S13772898 , Image - 1

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320 Scott Street Midland, Simcoe, ON MLS® S13772898

Residential Freehold (Detached)

$495000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
This well-kept 3-bedroom, 1-bathroom all-brick backsplit offers a great family-friendly layout in a central Midland location. The main level features
30 Photos
Last Updated : 47 Days ago
583 Aberdeen Boulevard, Simcoe, ON , MLS #S13717354 , Image - 1

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583 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13717354

Residential Freehold (Vacant Land)

$800000.0
Welcome to 583 Aberdeen Boulevard, a prime waterfront building lot with breathtaking views of Georgian Bay and nestled among luxury waterfront homes i
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