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Houses Under $5 Million for Sale in Midland ON

Showing results 1 - 30 of 140

Are you looking for houses under under $5m 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 $5m 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 $5m, including freehold homes, condos, and commercial properties.

Last Updated: March 28, 2025

3 Photos

725 Aberdeen Boulevard, Simcoe, ON , MLS #S12046622 , Image - 1

Unit-78, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12046622

Residential Condo & Other (Other)

$3,900

0-499 sq-ft

25' Marina Boat Slip. Welcome to Tiffin Pier Marina! Your access point to beautiful Georgian Bay awaits! This deep water marina offers convenient ele

3 Photos

725 Aberdeen Boulevard, Simcoe, ON , MLS #S12046621 , Image - 1

Unit-29, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12046621

Residential Condo & Other (Other)

$5,200

0-499 sq-ft

40' Marina Boat Slip. Welcome to Tiffin Pier Marina! Your access point to beautiful Georgian Bay awaits! This deep water marina offers convenient ele

44 Photos

915 Ottawa Street N, Simcoe, ON , MLS #S12045657 , Image - 1

915 Ottawa Street N Midland, Simcoe, ON MLS® S12045657

Residential Freehold (Detached)

$749,000

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

This beautifully maintained 3+1-bedroom brick bungalow is the perfect move-in ready home. Situated on a family-friendly street in the highly sought-af

24 Photos

660 Harvey Avenue, Simcoe, ON , MLS #S12044848 , Image - 1

660 Harvey Avenue Midland, Simcoe, ON MLS® S12044848

Residential Freehold (Detached)

$599,000

3 Beds
2 Baths

Looking for a solid bungalow situated on a spacious corner lot in a prime location. This well-maintained 3-bedroom, 2-bathroom home offers functional

Open House : Sat Mar 29, 10:00 AM to 11:00 AM

40 Photos

481 BAYPORT Boulevard, Simcoe, ON , MLS #S10438464 , Image - 1

481 BAYPORT Boulevard Midland, Simcoe, ON MLS® S10438464

Residential Freehold (Detached)

$1,299,900

Price drop by 3.7%

3 +0 Beds
3 Baths

Enjoy all that the Georgian Bay Lifestyle has to offer in this Beautiful Bungalow in the sought-after Bayport Village waterfront community. This home

Open House : Sun Mar 30, 11:00 AM to 02:00 PM

33 Photos

193 Elizabeth Street, Simcoe, ON , MLS #S12045544 , Image - 1

193 Elizabeth Street Midland, Simcoe, ON MLS® S12045544

Residential Freehold (Multiplex)

$575,000

2 +2 Beds
2 Baths

This is a fantastic opportunity to own a legal duplex, live in 1 and rent out the other. Both units have a nice sized living room, eat in kitchen, 4 p

33 Photos

163 7th Street, Simcoe, ON , MLS #S12041419 , Image - 1

163 7th Street Midland, Simcoe, ON MLS® S12041419

Residential Freehold (Detached)

$399,900

2 Beds
1 Baths
700-1100 sq-ft

Dreaming of owning your own home? This is a fantastic opportunity for first-time buyers, down sizers, or anyone seeking an affordable year-round resid

26 Photos

745 Algonquin Drive, Simcoe, ON , MLS #S12006947 , Image - 1

745 Algonquin Drive Midland, Simcoe, ON MLS® S12006947

Residential Freehold (Detached)

$684,900

Price drop by 2.1%

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

Charming Bungalow in Prime Midland Location! Welcome to 745 Algonquin Drive, a beautifully updated bungalow offering the perfect blend of comfort and

6 Photos

LOT 9 Cornell Drive, Simcoe, ON , MLS #40663747 , Image - 1

LOT 9 Cornell Drive Midland, Simcoe, ON MLS® 40663747

Land (Residential)

$249,000

Price drop by 16.7%

22 Photos

280 Aberdeen Boulevard

Unit-403-PH3, 280 Aberdeen Boulevard Midland, Simcoe, ON MLS® S11942142

Residential Condo & Other (Condo Apartment)

$413,900

Price drop by 5.7%

1 Beds
1 Baths
600-699 sq-ft

This 1 bedroom and den condo boasts 9ft ceilings so go ahead and stretch out! Gorgeous waterfront views of Georgian Bay can be appreciated from your

20 Photos

3282 ogdens beach Road, Simcoe, ON , MLS #S12039578 , Image - 1

Unit-37, 3282 ogdens beach Road Midland, Simcoe, ON MLS® S12039578

Residential Freehold (Cottage)

$339,500

2 Beds
2 Baths

Set against the picturesque backdrop of Southern Georgian Bay, this 2-bedroom, 2-bathroom Beausoleil Cottage model offers an exceptional opportunity f

50 Photos

105 Southwinds Crescent, Simcoe, ON , MLS #S12040119 , Image - 1

105 Southwinds Crescent Midland, Simcoe, ON MLS® S12040119

Residential Freehold (Att/Row/Townhouse)

$647,500

3 Beds
2 Baths
1100-1500 sq-ft

Midland situated on the shores of Georgian Bay. Welcome to this inviting end unit townhouse in Midland, featuring a large partially fenced back yard a

50 Photos

510 Irwin Street, Simcoe, ON , MLS #S12040472 , Image - 1

510 Irwin Street Midland, Simcoe, ON MLS® S12040472

Residential Freehold (Detached)

$699,900

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

Fantastic all brick Rei Built home located on over sized lot with severance possibilities in quiet East end neighbourhood. This well cared for home ha

40 Photos

167 LUCKPORT Crescent, Simcoe, ON , MLS #S12029977 , Image - 1

167 LUCKPORT Crescent Midland, Simcoe, ON MLS® S12029977

Residential Freehold (Detached)

$799,900

4 +0 Beds
4 Baths

You're going to love living here! With four bedrooms all on one level, a primary suite with a walk-in closet and ensuite, and a main floor family room

33 Photos

335 RUSSELL Street, Simcoe, ON , MLS #S11959886 , Image - 1

335 RUSSELL Street Midland, Simcoe, ON MLS® S11959886

Residential Freehold (Semi-Detached )

$429,000

Price drop by 14.0%

2 +0 Beds
1 Baths
700-1100 sq-ft

***REDUCED $30,000*** Charming & Move-In Ready Home in Midland! Welcome to 335 Russell St, a beautifully updated and tastefully decorated home in a pr

39 Photos

201 Bayfield Avenue, Simcoe, ON , MLS #S12031306 , Image - 1

201 Bayfield Avenue Midland, Simcoe, ON MLS® S12031306

Residential Freehold (Detached)

$759,900

3 Beds
2 Baths

*OPEN HOUSE - MARCH 30 FROM 2:30PM-4PM* Welcome to this beautifully maintained 3-bedroom, 2-bath home in the Sunnyside area in the Town of Midland. Th

23 Photos

42 Fourth Street, Simcoe, ON , MLS #S12034008 , Image - 1

42 Fourth Street Midland, Simcoe, ON MLS® S12034008

Residential Freehold (Detached)

$449,900

3 Beds
1 Baths
700-1100 sq-ft

Bungalow in great central Midland location. Three bedrooms, four piece bath, kitchen and separate dining area, living room with walk out to second ent

13 Photos

3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039581 , Image - 1

Unit-47, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039581

Residential Freehold (Cottage)

$337,600

3 Beds
2 Baths

Situated on a rare, premium waterfront end lot (Lot 47) right on the shores of Georgian Bay, this brand-new Beckwith Cottage model offers 780 sq ft of

9 Photos

722 Aberdeen Boulevard, Simcoe, ON , MLS #S12014603 , Image - 1

722 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12014603

Residential Freehold (Vacant Land)

$328,500

Top 5 Reasons You Will Love This Property: 1) Craft your vision of coastal living on a pristine lot boasting panoramic views of Georgian Bay and one o

40 Photos

334 ROSE Crescent, Simcoe, ON , MLS #S12002687 , Image - 1

334 ROSE Crescent Midland, Simcoe, ON MLS® S12002687

Residential Freehold (Semi-Detached )

$629,000

3 +1 Beds
2 Baths

Located in Midland, nearly new semi detached home completed in February 2024. Original foundation and garage floor. Three plus one bedrooms, 1.5 bathr

Open House : Sat Mar 29, 09:00 AM to 11:00 AM

36 Photos

295 Sixth Street, Simcoe, ON , MLS #S12037454 , Image - 1

295 Sixth Street Midland, Simcoe, ON MLS® S12037454

Residential Freehold (Detached)

$749,888

4 Beds
3 Baths
2000-2500 sq-ft

**Location, Location, Location:** Nestled in an elegant neighbourhood, this stately home offers an exceptional lifestyle. With its proximity to school

21 Photos

280 Aberdeen Boulevard

Unit-413, 280 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12006534

Residential Condo & Other (Condo Apartment)

$424,000

1 Beds
1 Baths
600-699 sq-ft

Live carefree in your very own penthouse with spectacular views of Georgian Bay! Be literally steps from miles of waterfront trail for your outdoor en

21 Photos

778 William Street, Simcoe, ON , MLS #S12033762 , Image - 1

Unit-56, 778 William Street Midland, Simcoe, ON MLS® S12033762

Residential Condo & Other (Condo Townhouse)

$479,000

3 Beds
2 Baths
1000-1199 sq-ft

Fully-finished and move-in ready, this 3-bed, 2 bath townhome has endless rooftop views from your main spaces and is neutrally painted throughout to u

20 Photos

30 Allison Lane, Simcoe, ON , MLS #40708670 , Image - 1

30 Allison Lane Midland, Simcoe, ON MLS® 40708670

Residential (Row/Townhouse)

$525,000

2 Beds
3 Baths
1280 sq-ft

OPEN HOUSE SATURDAY & SUNDAY MARCH 29TH & 30TH FROM 11-12:30PM. This end unit Townhome is newly built with 2-bedroom, plus den, 2.5-bathroom in the so

Open House : Sat Mar 29, 11:00 AM to 12:30 PM

15 Photos

101 Riverwalk Place, Simcoe, ON , MLS #S11959152 , Image - 1

101 Riverwalk Place Midland, Simcoe, ON MLS® S11959152

Residential Freehold (Detached)

$969,000

4 Beds
3 Baths
1500-2000 sq-ft

Welcome to 101 Riverwalk Place - a captivating 4-bedroom, 3-bathroom home in Midland's premier neighbourhood. This move-in ready residence offers two

17 Photos

30 Allison Lane, Simcoe, ON , MLS #S12034972 , Image - 1

30 Allison Lane Midland, Simcoe, ON MLS® S12034972

Residential Condo & Other (Condo Townhouse)

$525,000

2 Beds
3 Baths
1200-1399 sq-ft

OPEN HOUSE SAT MARCH 29TH AND SUN MARCH 30TH FROM 11-12:30PM. This end unit Townhome is newly built with 2-bedroom, plus den, 2.5-bathroom in the soug

38 Photos

348 Fuller Avenue, Simcoe, ON , MLS #S11918756 , Image - 1

348 Fuller Avenue Midland, Simcoe, ON MLS® S11918756

Residential Freehold (Detached)

$1,299,000

Price drop by 0.1%

4 +1 Beds
5 Baths

You can have it all! This open concept custom built dream home boasts over 3,500 sq. ft. on nearly 1.5 acres, offering privacy and proximity to all am

38 Photos

268 Russell Street, Simcoe, ON , MLS #S12034762 , Image - 1

268 Russell Street Midland, Simcoe, ON MLS® S12034762

Residential Freehold (Detached)

$549,900

4 Beds
2 Baths
1500-2000 sq-ft

Timeless Century Home with Modern Comforts in the Heart of Midland. Nestled on a desirable corner lot, this stunning 2-storey century home seamlessly

49 Photos

569 Manly Street, Simcoe, ON , MLS #S12026598 , Image - 1

569 Manly Street Midland, Simcoe, ON MLS® S12026598

Residential Freehold (Detached)

$649,900

3 Beds
2 Baths
1500-2000 sq-ft

This meticulously maintained 3-bedroom, 2-bathroom sidesplit in Midland is the perfect family home, offering plenty of space to grow in a prime locati

31 Photos

626 Randles Crescent, Simcoe, ON , MLS #S12030924 , Image - 1

626 Randles Crescent Midland, Simcoe, ON MLS® S12030924

Residential Freehold (Detached)

$674,777

3 Beds
2 Baths
1500-2000 sq-ft

Fantastic Family Home in a Great Location! Nestled on a quiet street in a great neighborhood, this 3-bedroom, 2-bathroom home is the perfect place for

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