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Midland Detached Houses for Sale

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Last Updated: August 12, 2026

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,

39 Photos

201 Bayfield Avenue, Simcoe, ON , MLS #S13051684 , Image - 1

201 Bayfield Avenue Midland, Simcoe, ON MLS® S13051684

Residential Freehold (Detached)

$699900.0

Price drop by 4.1%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this well-cared-for 3-bedroom, 2-bathroom home in Midland's desirable Sunnyside neighbourhood. Designed with both comfort and entertaining

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

45 Photos

656 Aberdeen Boulevard, Simcoe, ON , MLS #S13213930 , Image - 1

656 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13213930

Residential Freehold (Detached)

$824777.0

Price drop by 8.3%

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

49 Photos

422 Aberdeen Boulevard, Simcoe, ON , MLS #S13666468 , Image - 1

422 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13666468

Residential Freehold (Detached)

$729000.0

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

30 Photos

423 Ellen Street, Simcoe, ON , MLS #S13466144 , Image - 1

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

24 Photos

1010 Glen Eagles Crescent, Simcoe, ON , MLS #S13212784 , Image - 1

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-

45 Photos

244 Frank Street, Simcoe, ON , MLS #S13663120 , Image - 1

244 Frank Street Midland, Simcoe, ON MLS® S13663120

Residential Freehold (Detached)

$1099000.0

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

Panoramic Georgian Bay Views & Secondary Suite! Welcome to 244 Frank Street, where beautiful water views, generous living space and exceptional flexib

Open House : Sat Aug 15, 01:00 PM to 04:00 PM

20 Photos

405 Dominion Avenue, Simcoe, ON , MLS #S13506512 , Image - 1

405 Dominion Avenue Midland, Simcoe, ON MLS® S13506512

Residential Freehold (Detached)

$439900.0

Price drop by 4.3%

4 Beds
2 Baths
1500-2000 sq-ft

Solid century home with 2 separate apartments with separate entrances on separate water and hydro meters. Live in the main floor 2 bedroom apartment a

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

49 Photos

681 McMurtry Road, Simcoe, ON , MLS #S13571540 , Image - 1

681 McMurtry Road Midland, Simcoe, ON MLS® S13571540

Residential Freehold (Detached)

$549900.0

3 Beds
1 Baths
700-1100 sq-ft

Unobstructed Waterfront Views with a park directly across from your new home. Steps from Little Lake and minutes to downtown Midland, this 4-season bu

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

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

45 Photos

174 Seventh Street, Simcoe, ON , MLS #S13228240 , Image - 1

174 Seventh Street Midland, Simcoe, ON MLS® S13228240

Residential Freehold (Detached)

$699900.0

Price drop by 3.4%

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

Located in Midland's desirable west end, this charming 1.5 storey home offers the perfect blend of character, comfort, and modern updates for growing

43 Photos

922 Playfair Road, Simcoe, ON , MLS #S13483156 , Image - 1

922 Playfair Road Midland, Simcoe, ON MLS® S13483156

Residential Freehold (Detached)

$715000.0

Price drop by 3.4%

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

23 Photos

939 Stollar Place, Simcoe, ON , MLS #S13415790 , Image - 1

939 Stollar Place Midland, Simcoe, ON MLS® S13415790

Residential Freehold (Detached)

$797000.0

2 Beds
3 Baths
1100-1500 sq-ft

Welcome to this beautifully maintained raised bungalow in Midland, built in 2020 and thoughtfully designed for modern living. This bright and inviting

Open House : Sun Aug 16, 09:00 AM to 10:30 AM

50 Photos

933 Playfair Road, Simcoe, ON , MLS #S13034258 , Image - 1

933 Playfair Road Midland, Simcoe, ON MLS® S13034258

Residential Freehold (Detached)

$759900.0

Price drop by 1.9%

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

Located in the highly desirable West End, this all-brick bungalow offers the perfect blend of comfort, space, and outdoor living. Featuring 3+2 bedroo

46 Photos

947 Montreal Street, Simcoe, ON , MLS #S13537454 , Image - 1

947 Montreal Street Midland, Simcoe, ON MLS® S13537454

Residential Freehold (Detached)

$565000.0

Price drop by 5.8%

2 +0 Beds
1 Baths
1100-1500 sq-ft

Act now on this value packed all brick bungalow located in prime West end location of Midland. This well cared for home is being offered for the first

29 Photos

828 Dominion Avenue, Simcoe, ON , MLS #S13551116 , Image - 1

828 Dominion Avenue Midland, Simcoe, ON MLS® S13551116

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

29 Photos

281 Elizabeth Street, Simcoe, ON , MLS #S13661090 , Image - 1

281 Elizabeth Street Midland, Simcoe, ON MLS® S13661090

Residential Freehold (Detached)

$479777.0

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

34 Photos

867 Birchwood Drive, Simcoe, ON , MLS #S13660176 , Image - 1

867 Birchwood Drive Midland, Simcoe, ON MLS® S13660176

Residential Freehold (Detached)

$549000.0

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

Welcome to 867 Birchwood Drive, a well-kept 3+1 bedroom bungalow situated on a desirable corner lot in Midland. The practical main-floor layout featur

30 Photos

344 Second Street, Simcoe, ON , MLS #S13135660 , Image - 1

344 Second Street Midland, Simcoe, ON MLS® S13135660

Residential Freehold (Detached)

$649000.0

Price drop by 3.8%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 344 Second Street in the heart of Midland. Where style, comfort, and character come together in this 1548 sq. ft. beautifully finished 3-b

34 Photos

239 Scott Street, Simcoe, ON , MLS #S13566530 , Image - 1

239 Scott Street Midland, Simcoe, ON MLS® S13566530

Residential Freehold (Detached)

$529900.0

Price drop by 3.6%

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

All-brick bungalow in Midland, just minutes from Georgian Bay, with quick access to Hwy 12, greenspace, and trails. This 4-bedroom, 1.5-bath home offe

20 Photos

1053 Glen Bogie Crescent, Simcoe, ON , MLS #S13597252 , Image - 1

1053 Glen Bogie Crescent Midland, Simcoe, ON MLS® S13597252

Residential Freehold (Detached)

$499900.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to Midland's most sought-after west end neighbourhood, where mature trees, quiet streets, and long-time residents create a true sense of commu

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

43 Photos

736 Victoria Street, Simcoe, ON , MLS #S13552932 , Image - 1

736 Victoria Street Midland, Simcoe, ON MLS® S13552932

Residential Freehold (Detached)

$849900.0

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

Welcome to your own private oasis in town, a truly exceptional bungalow set on a large, perfectly landscaped lot that blends comfort, style and outdoo

29 Photos

915 Vindin Street, Simcoe, ON , MLS #S13561308 , Image - 1

915 Vindin Street Midland, Simcoe, ON MLS® S13561308

Residential Freehold (Detached)

$499900.0

3 Beds
2 Baths
1100-1500 sq-ft

Offered for the first time by its original owners, this 3 bedroom, 2 bathroom raised bungalow sits on just over half an acre, surrounded by mature tre

23 Photos

849 Midland Point Road, Simcoe, ON , MLS #S13489530 , Image - 1

849 Midland Point Road Midland, Simcoe, ON MLS® S13489530

Residential Freehold (Detached)

$799000.0

4 Beds
3 Baths
2000-2500 sq-ft

Nestled in the prestigious Midland Point neighbourhood, this meticulously maintained family home offers the perfect blend of comfort, charm, and locat

37 Photos

320 Scott Street, Simcoe, ON , MLS #S13538324 , Image - 1

320 Scott Street Midland, Simcoe, ON MLS® S13538324

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

1 Photos

836 Victoria Street Midland, Simcoe, ON MLS® S13605072

Residential Freehold (Detached)

$599900.0

Price drop by 4.6%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 836 Victoria Street, a peaceful retreat in the beautiful lakeside town of Midland. Set onone of the community's most desirable streets, thi

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