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Midland Real Estate & Houses for Sale

Showing results 1 - 30 of 198

Browse through Square Yards Canada to learn about Midland MLS listings and find your ideal home in Midland. As a coveted neighbourhood, Midland house prices can vary depending on the market outlook. Choose from a wide range of properties, offering various square footage options to perfectly suit your needs. Review the latest MLS Midland listings to find the best properties on stellar deals across Midland. Start your home search in Midland today. Narrow down your search by selecting properties based on age, price trends, and more.

Property Types Available in for Sale

Uncover a diverse selection of properties for Sale in Midland, suitable for all lifestyles and budgets. Explore a range of options including Single Family Homes, detached, commercial, land, office and many more, each offering a distinct living or investment opportunity. With prices starting from $2K and reaching up to $10 Million, the Midland real estate market guarantees a perfect property for every buyer.

Property Type	Min Price	Max Price	Avg Listing Price	Property Count
Single Family Homes	$299K	$10 Million	$1 Million	49
Detached	$299K	$10 Million	$1 Million	46
Commercial	$2K	$2 Million	$934K	33
Land	$389K	$8 Million	$3 Million	10
Office	$245K	$975K	$595K	7
Multi Family Homes	$539K	$599K	$569K	6
Luxury Homes	$15K	$10 Million	$824K	4
Townhouse	$550K	$715K	$631K	3

Last Updated: August 06, 2026

45 Photos

494 Aberdeen Boulevard, Simcoe, ON , MLS #S13643888 , Image - 1

494 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13643888

Residential Freehold (Detached)

$699000.0

2 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to waterfront living in one of Midland's most sought-after communities. This spacious bungalow offers the convenience of one-level living with

22 Photos

30 Berts Road, Simcoe, ON , MLS #S13041068 , Image - 1

30 Berts Road Midland, Simcoe, ON MLS® S13041068

Residential Freehold (MobileTrailer)

$249900.0

Price drop by 12.3%

2 Beds
1 Baths
700-1100 sq-ft

Experience the charm of this mobile home in the heart of Smiths Park. This inviting residence offers 2 bedrooms, 1 bathroom, and a flexible den, all s

45 Photos

295 Queen Street, Simcoe, ON , MLS #S13157692 , Image - 1

295 Queen Street Midland, Simcoe, ON MLS® S13157692

Residential Freehold (Detached)

$699900.0

3 Beds
2 Baths
1500-2000 sq-ft

Beautiful, designer inspired, fully renovated home in desirable neighbourhood. Stunning curb appeal. Amazing oversized lot with a view of Georgian Bay

33 Photos

1339 Everton Road, Simcoe, ON , MLS #S13625138 , Image - 1

1339 Everton Road Midland, Simcoe, ON MLS® S13625138

Residential Freehold (Semi-Detached )

$489900.0

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

Welcome to this bright, cozy and private 3 bedroom, 2 bath move in ready semi-detached bungalow on a large lot in the sought after Sunnyside neighborh

Open House : Sat Aug 08, 11:00 AM to 01:00 PM

44 Photos

163 Woodland Drive, Simcoe, ON , MLS #S13578644 , Image - 1

163 Woodland Drive Midland, Simcoe, ON MLS® S13578644

Residential Freehold (Detached)

$689000.0

Price drop by 0.9%

4 Beds
3 Baths
1500-2000 sq-ft

Stunning Fully Updated Family Home in Midland's Prestigious West End. Welcome to this exceptional, move-in-ready family home, ideally located in one o

Open House : Sun Aug 09, 10:00 AM to 11:30 AM

41 Photos

404 Manly Street, Simcoe, ON , MLS #S13640472 , Image - 1

404 Manly Street Midland, Simcoe, ON MLS® S13640472

Residential Freehold (Detached)

$665000.0

4 Beds
3 Baths
2500-3000 sq-ft

RARE 3-STOREY CENTURY HOME SHOWCASING TIMELESS CURB APPEAL & A PRIVATE BACKYARD OASIS COMPLETE WITH AN INGROUND POOL! Welcome to this beautifully main

23 Photos

175 Elizabeth Street, Simcoe, ON , MLS #S13615886 , Image - 1

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

48 Photos

68 Riverwalk Place, Simcoe, ON , MLS #S13460912 , Image - 1

68 Riverwalk Place Midland, Simcoe, ON MLS® S13460912

Residential Freehold (Detached)

$899900.0

4 Beds
3 Baths
2000-2500 sq-ft

Client RemarksDesigned for true main-floor living, this home in Captains Cove offers a practical layout in a location buyers actively seek along Georg

48 Photos

346 Yonge Street, Simcoe, ON , MLS #S13635516 , Image - 1

346 Yonge Street Midland, Simcoe, ON MLS® S13635516

Residential Freehold (Detached)

$549999.0

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

28 Photos

1016 Wright Drive, Simcoe, ON , MLS #S13632876 , Image - 1

1016 Wright Drive Midland, Simcoe, ON MLS® S13632876

Residential Freehold (Semi-Detached )

$649900.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Built in 2021 and thoughtfully upgraded throughout, this modern home showcases stylish flooring, central air

40 Photos

329 Glenbrook Drive, Simcoe, ON , MLS #S13424482 , Image - 1

329 Glenbrook Drive Midland, Simcoe, ON MLS® S13424482

Residential Freehold (Detached)

$998777.0

Price 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

39 Photos

390 Puddicombe Road, Simcoe, ON , MLS #S13466154 , Image - 1

390 Puddicombe Road Midland, Simcoe, ON MLS® S13466154

Residential Freehold (Detached)

$1144000.0

3 +2 Beds
4 Baths
1500-2000 sq-ft

Escape to Midland Point and enjoy seamless indoor-outdoor living in this sprawling bungalow on 0.85 of an acre with a pool and backing onto treed beau

34 Photos

945 Cook Drive, Simcoe, ON , MLS #S13631512 , Image - 1

945 Cook Drive Midland, Simcoe, ON MLS® S13631512

Residential Freehold (Att/Row/Townhouse)

$649000.0

2 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to The Grove, where quality craftsmanship, peaceful surroundings & convenient location all come together. Built by Granite Homes in 2019, this

29 Photos

281 Elizabeth Street, Simcoe, ON , MLS #S13542080 , Image - 1

281 Elizabeth Street Midland, Simcoe, ON MLS® S13542080

Residential Freehold (Detached)

$489900.0

2 Beds
2 Baths
700-1100 sq-ft

Beautifully renovated and move-in ready, this charming 2-bedroom home is a wonderful opportunity in a desirable Midland neighbourhood. Thoughtfully up

26 Photos

769 Pratt Avenue, Simcoe, ON , MLS #S13619928 , Image - 1

769 Pratt Avenue Midland, Simcoe, ON MLS® S13619928

Residential Freehold (Detached)

$524900.0

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

37 Photos

469 Robert Street, Simcoe, ON , MLS #S13630326 , Image - 1

469 Robert Street Midland, Simcoe, ON MLS® S13630326

Residential Freehold (Detached)

$220000.0

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to your next great opportunity in central Midland! Whether you're looking to restore the existing structure or start anew, the possibilities a

30 Photos

642-644 Bay Street, Simcoe, ON , MLS #S13532098 , Image - 1

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

Residential Freehold (Duplex)

$444900.0

Price drop by 11.0%

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

37 Photos

679 Montreal Street, Simcoe, ON , MLS #S13421928 , Image - 1

679 Montreal Street Midland, Simcoe, ON MLS® S13421928

Residential Freehold (Duplex)

$645000.0

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

Attention investors! Here is a rare, low-stress addition to your portfolio. Located in a desirable, high-demand neighborhood on Midland's west side, t

21 Photos

19 Vics Road, Simcoe, ON , MLS #S13013734 , Image - 1

19 Vics Road Midland, Simcoe, ON MLS® S13013734

Residential Freehold (MobileTrailer)

$299900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to simple, low-maintenance living. Situated on one of the largest lots in the park, this beautifully updated double-wide offers space, privacy

23 Photos

384 Keller Drive, Simcoe, ON , MLS #S13552012 , Image - 1

384 Keller Drive Midland, Simcoe, ON MLS® S13552012

Residential Freehold (Detached)

$769900.0

5 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to your next family home! This spacious 5+ bedroom, 4-bathroom two-storey residence offers the perfect combination of comfort, functionality,

36 Photos

641 Bay Street, Simcoe, ON , MLS #S13088554 , Image - 1

641 Bay Street Midland, Simcoe, ON MLS® S13088554

Residential Freehold (Detached)

$629777.0

Price 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

50 Photos

256 Manly Street, Simcoe, ON , MLS #S13456666 , Image - 1

256 Manly Street Midland, Simcoe, ON MLS® S13456666

Residential Freehold (Detached)

$349900.0

Price drop by 5.4%

3 Beds
2 Baths
1500-2000 sq-ft

Century home opportunity in the heart of Midland! This character-filled 3 bedroom home offers a 4-piece bathroom plus an additional 1-piece bath, spac

28 Photos

519 Yonge Street, Simcoe, ON , MLS #S13624322 , Image - 1

519 Yonge Street Midland, Simcoe, ON MLS® S13624322

Residential Freehold (Triplex)

$749900.0

6 Beds
3 Baths
2000-2500 sq-ft

Investment Opportunity - Recently Renovated Triplex turnkey investment opportunity in the heart of town! This well-maintained triplex has seen extensi

25 Photos

1005 WHITNEY Crescent, Simcoe, ON , MLS #S13089850 , Image - 1

1005 WHITNEY Crescent Midland, Simcoe, ON MLS® S13089850

Residential Freehold (Detached)

$649999.0

Price drop by 7.1%

3 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to West End living in Midland where comfort, space, and convenience come together beautifully. This 4-bedroom, 3-bathroom home is tucked into

49 Photos

400 Keller Drive, Simcoe, ON , MLS #S13507026 , Image - 1

400 Keller Drive Midland, Simcoe, ON MLS® S13507026

Residential Freehold (Detached)

$899777.0

4 +0 Beds
3 Baths
2500-3000 sq-ft

Welcome to 400 Keller Drive in Midland's desirable West end, an exceptional executive or family home ideally located close to all amenities, Little La

37 Photos

1044 Dina Crescent, Simcoe, ON , MLS #S13623110 , Image - 1

1044 Dina Crescent Midland, Simcoe, ON MLS® S13623110

Residential Freehold (Detached)

$619900.0

3 +1 Beds
4 Baths
1500-2000 sq-ft

Welcome to this beautifully maintained 3+1 bedroom, 4-bathroom family home nestled in one of Midland's desirable west-end neighbourhoods. Move-in read

44 Photos

716 Dominion Avenue, Simcoe, ON , MLS #S13568456 , Image - 1

716 Dominion Avenue Midland, Simcoe, ON MLS® S13568456

Residential Freehold (Detached)

$599000.0

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

OPEN HOUSE: SATURDAY, AUGUST 8 Time: 1:00-3:00 FRESH PRICE on this cute Bungalow. Offering a solid opportunity for buyers looking to build equity in

46 Photos

67 Discovery Trail, Simcoe, ON , MLS #S13040164 , Image - 1

67 Discovery Trail Midland, Simcoe, ON MLS® S13040164

Residential Condo & Other (Semi-Detached Condo)

$524900.0

Price drop by 4.5%

2 Beds
4 Baths
1200-1399 sq-ft

'move in' ready, 5 year home. Just move in and enjoy. 60K in upgrades including Stainless steel appliances, home professionally painted, solid oak

Open House : Sat Aug 08, 10:30 AM to 12:00 PM

3 Photos

579 Wayne Crescent, Simcoe, ON , MLS #S13061040 , Image - 1

579 Wayne Crescent Midland, Simcoe, ON MLS® S13061040

Residential Freehold (Duplex)

$525000.0

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

Well-maintained Midland duplex , easy to rent and positive cash flow. Long-standing tenants who take evident care and upkeep of the property.Each unit

25 Photos

378 ABERDEEN Boulevard, Simcoe, ON , MLS #S13488556 , Image - 1

378 ABERDEEN Boulevard Midland, Simcoe, ON MLS® S13488556

Residential Freehold (Detached)

$944900.0

Price drop by 1.6%

3 +0 Beds
3 Baths
2000-2500 sq-ft

Welcome to this beautifully maintained custom bungalow nestled on a generous lot in one of Midland's most sought-after neighbourhoods. This home offer

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