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Houses for Sale in Midland ON Under $10 Million

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Are you looking for houses under $10m for sale in Midland ON? Square Yards Canada offers a wide selection of properties that cater to various budgets in Midland. Browse through detailed listings with HD images and guides to find the ideal property that fits your budget and preferences in Midland. Whether you’re looking to buy houses under under $10m in Midland ON for residential living or as investment opportunities, our listings allow you to filter by amenities, property age, number of bedrooms and much more. Explore a diverse range of Midland houses for sale under under $10m, including freehold homes, condos, and commercial properties.

Last Updated: November 11, 2026

33 Photos

11 Ryan's Road, Simcoe, ON , MLS #S13760944 , Image - 1

11 Ryan's Road Midland, Simcoe, ON MLS® S13760944

Residential Freehold (MobileTrailer)

$225000.0

Price drop by 10.0%

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

Open House : Sun Nov 15, 10:30 AM to 12:00 PM

39 Photos

495 Shewfelt Crescent, Simcoe, ON , MLS #S13758512 , Image - 1

495 Shewfelt Crescent Midland, Simcoe, ON MLS® S13758512

Residential Freehold (Detached)

$599900.0

Price 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

Open House : Sat Nov 14, 02:00 PM to 03:30 PM

32 Photos

696 King Street, Simcoe, ON , MLS #S13710790 , Image - 1

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

Residential Condo & Other (Condo Townhouse)

$549777.0

Price 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

Open House : Sat Nov 14, 10:00 AM to 11:30 AM

22 Photos

634 Dominion Avenue, Simcoe, ON , MLS #S14030978 , Image - 1

634 Dominion Avenue Midland, Simcoe, ON MLS® S14030978

Residential Freehold (Detached)

$639800.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to 634 Dominion Avenue, Midland, a spacious and updated 3+1-bedroom, 3-bathroom home offering flexibility for families, investors, or buyers l

37 Photos

229 Donalda Street, Simcoe, ON , MLS #S14004272 , Image - 1

229 Donalda Street Midland, Simcoe, ON MLS® S14004272

Residential Freehold (Detached)

$424999.0

Price drop by 5.3%

2 Beds
1 Baths
700-1100 sq-ft

NEW PRICE! More home, more updates and more value for your money! If you're looking to get into the market or downsize without taking on a renovation

Open House : Sat Nov 14, 01:00 PM to 02:30 PM

50 Photos

421 Midland Avenue, Simcoe, ON , MLS #S14031948 , Image - 1

421 Midland Avenue Midland, Simcoe, ON MLS® S14031948

Residential Freehold (Detached)

$639000.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Embrace the timeless appeal of a true century home, where a charming covered front porch, original character

Open House : Sat Nov 14, 11:00 AM to 12:30 PM

20 Photos

255 Eighth Street, Simcoe, ON , MLS #S14095120 , Image - 1

255 Eighth Street Midland, Simcoe, ON MLS® S14095120

Residential Freehold (Detached)

$554000.0

Price drop by 4.3%

3 Beds
1 Baths
700-1100 sq-ft

A Place to Call Home! This affordable classic solid-built brick home is located on a Rare 75 x 100 ft lot!!! in the Prime West-End of Midland. Fresh

Open House : Sat Nov 14, 01:00 PM to 03:00 PM

39 Photos

305 Lindsay Street E, Simcoe, ON , MLS #S13841186 , Image - 1

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

12 Photos

98 Fourth Street, Simcoe, ON , MLS #S13768056 , Image - 1

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

9 Photos

798 Coral Springs Lane, Simcoe, ON , MLS #S13790194 , Image - 1

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

647 VICTORIA Street, Simcoe, ON , MLS #S14152154 , Image - 1

647 VICTORIA Street Midland, Simcoe, ON MLS® S14152154

Residential Freehold (Detached)

$519900.0

3 +0 Beds
1 Baths
1100-1500 sq-ft

Fresh updates, inviting outdoor spaces and a walkable Midland location come together at 647 Victoria Street. This 3-bedroom home offers approximately

Open House : Sun Nov 15, 02:00 PM to 04:00 PM

36 Photos

641 Bay Street, Simcoe, ON , MLS #S14155864 , Image - 1

641 Bay Street Midland, Simcoe, ON MLS® S14155864

Residential Freehold (Detached)

$629777.0

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

35 Photos

1060 HARBOURVIEW Drive, Simcoe, ON , MLS #S14146796 , Image - 1

1060 HARBOURVIEW Drive Midland, Simcoe, ON MLS® S14146796

Residential Freehold (Detached)

$539777.0

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

29 Photos

828 Dominion Avenue, Simcoe, ON , MLS #S13882078 , Image - 1

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

48 Photos

346 Yonge Street, Simcoe, ON , MLS #S13828240 , Image - 1

346 Yonge Street Midland, Simcoe, ON MLS® S13828240

Residential Freehold (Detached)

$499900.0

Price drop by 2.9%

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

30 Photos

308 Russell Street, Simcoe, ON , MLS #S14163240 , Image - 1

308 Russell Street Midland, Simcoe, ON MLS® S14163240

Residential Freehold (Detached)

$349900.0

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

20 Photos

57 Discovery Trail, Simcoe, ON , MLS #S14109920 , Image - 1

57 Discovery Trail Midland, Simcoe, ON MLS® S14109920

Residential Condo & Other (Condo Townhouse)

$399900.0

2 Beds
3 Baths
1200-1399 sq-ft

OPEN HOUSE SATURDAY AND SUNDAY NOV 7TH & 8TH FROM 2-4PM. Welcome to 57 Discovery Trail, a bright and inviting CORNER UNIT in Midland's desirable Seaso

48 Photos

68 Riverwalk Place, Simcoe, ON , MLS #S13822646 , Image - 1

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

29 Photos

330 Christine Drive, Simcoe, ON , MLS #S14151282 , Image - 1

330 Christine Drive Midland, Simcoe, ON MLS® S14151282

Residential Freehold (Detached)

$499900.0

3 +1 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming 3+1 bedroom bungalow, ideally situated on a very quiet street in a well-established, family-friendly neighbourhood of Midland

39 Photos

282 Norene Street, Simcoe, ON , MLS #S13556214 , Image - 1

282 Norene Street Midland, Simcoe, ON MLS® S13556214

Residential Freehold (Duplex)

$599900.0

Price drop by 4.0%

4 +3 Beds
3 Baths
1100-1500 sq-ft

Great value can be found in this well located West End Duplex which is vacant. Perfect opportunity for Investor to set own rents or for a Multi-Genera

50 Photos

1 Samantha Lane, Simcoe, ON , MLS #S13848220 , Image - 1

1 Samantha Lane Midland, Simcoe, ON MLS® S13848220

Residential Condo & Other (Condo Townhouse)

$499900.0

3 +2 Beds
3 Baths
1600-1799 sq-ft

Welcome to Season's on Little Lake, where modern design meets maintenance-free living! This beautifully designed condo townhome built in 2020 offers

30 Photos

740 Balm Beach Road E, Simcoe, ON , MLS #S13501444 , Image - 1

740 Balm Beach Road E Midland, Simcoe, ON MLS® S13501444

Residential Freehold (Detached)

$749900.0

Price drop by 6.3%

3 +1 Beds
3 Baths
2000-2500 sq-ft

This 2,100 square foot all brick bungalow is situated on a 1 acre commercially zoned property along Balm Beach Road East in Midland. An excellent oppo

33 Photos

241 Donalda Street, Simcoe, ON , MLS #S13460042 , Image - 1

241 Donalda Street Midland, Simcoe, ON MLS® S13460042

Residential Freehold (Detached)

$539777.0

Price drop by 1.8%

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

13 Photos

558 Elizabeth Street, Simcoe, ON , MLS #S14102496 , Image - 1

558 Elizabeth Street Midland, Simcoe, ON MLS® S14102496

Residential Freehold (Detached)

$459000.0

Price drop by 2.1%

3 Beds
1 Baths
1100-1500 sq-ft

Historic Charm Meets Modern Living in the Heart of Midland. Step into a piece of local history with this one-of-a-kind home originally built in the l

21 Photos

375 Fitton Street, Simcoe, ON , MLS #S14153230 , Image - 1

375 Fitton Street Midland, Simcoe, ON MLS® S14153230

Residential Freehold (Semi-Detached )

$449900.0

3 +2 Beds
2 Baths
1100-1500 sq-ft

5-BEDROOM SEMI-DETACHED HOME ON A QUIET CUL-DE-SAC FEATURING A FINISHED BASEMENT WITH SEPARATE ENTRANCE & A PRIME MIDLAND LOCATION! When schools, park

1 Photos

836 Victoria Street Midland, Simcoe, ON MLS® S14152150

Residential Freehold (Detached)

$575000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 836 Victoria Street, a peaceful retreat in the beautiful lakeside town of Midland. Envision a century home that offers the potential to gro

29 Photos

413 Cornell Drive, Simcoe, ON , MLS #S13830516 , Image - 1

413 Cornell Drive Midland, Simcoe, ON MLS® S13830516

Residential Freehold (Detached)

$649900.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Move-in ready, large lot on one of Midland's most desirable streets with tremendous value and many improvements!! The home includes a Generac generato

38 Photos

1111 Everton Road, Simcoe, ON , MLS #S14145472 , Image - 1

1111 Everton Road Midland, Simcoe, ON MLS® S14145472

Residential Freehold (Detached)

$624900.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Some addresses are simply meant to stand out - Welcome Home to 1111 Everton Road where an unforgettable address meets an extraordinary property/locati

39 Photos

128 Ninth Street, Simcoe, ON , MLS #S13744450 , Image - 1

128 Ninth Street Midland, Simcoe, ON MLS® S13744450

Residential Freehold (Detached)

$599900.0

3 Beds
2 Baths
700-1100 sq-ft

Move-In Ready in West-End Midland! Welcome to 128 Ninth Street - a lovingly maintained 3-bedroom, 2-bathroom raised bungalow tucked away on a quiet st

20 Photos

231 Barnett Avenue, Simcoe, ON , MLS #S14100168 , Image - 1

231 Barnett Avenue Midland, Simcoe, ON MLS® S14100168

Residential Freehold (Detached)

$389000.0

Price drop by 2.5%

3 Beds
2 Baths
1100-1500 sq-ft

Whether you're a first-time homebuyer looking to enter the market or ready to downsize and simplify your lifestyle, this charming 3-bedroom, 2-full-ba

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