199+ Houses for Sale in Midland Under $5 Million

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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

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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

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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

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344 Fourth Street, Simcoe, ON , MLS #S13587050 , Image - 1

344 Fourth Street Midland, Simcoe, ON MLS® S13587050

Residential Freehold (Detached)

$824777.0

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

Welcome to 344 Fourth Street in Midland, a beautifully updated and renovated home ideally located within walking distance to Little Lake Park, the bea

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379 Gloucester Street, Simcoe, ON , MLS #S13542010 , Image - 1

379 Gloucester Street Midland, Simcoe, ON MLS® S13542010

Residential Freehold (Detached)

$299777.0

2 +0 Beds
1 Baths
1500-2000 sq-ft

Welcome to 379 Gloucester Street in Midland, a fantastic opportunity for first-time buyers, investors, or anyone looking for a rewarding renovation pr

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1 Smiths Lane, Simcoe, ON , MLS #S13531568 , Image - 1

1 Smiths Lane Midland, Simcoe, ON MLS® S13531568

Residential Freehold (MobileTrailer)

$349000.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 1 Smiths Lane Road. Looking for an affordable home with more space for less? This spacious 2-bedroom, 1.5 bath home is located in Smith's C

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808 Jane Boulevard, Simcoe, ON , MLS #S13596314 , Image - 1

808 Jane Boulevard Midland, Simcoe, ON MLS® S13596314

Residential Condo & Other (Condo Townhouse)

$429900.0

2 +0 Beds
2 Baths
1200-1399 sq-ft

This affordable property is priced to sell and ready to make your own. Don't judge a book by its cover! You will be pleasantly surprized by the size o

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984 Cook Drive, Simcoe, ON , MLS #S13594566 , Image - 1

984 Cook Drive Midland, Simcoe, ON MLS® S13594566

Residential Freehold (Detached)

$749000.0

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

Built by renowned Ontario builder Devonleigh Homes and offered for the first time since being built in 2014, this beautifully maintained home combines

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551 Hudson Street, Simcoe, ON , MLS #S13566318 , Image - 1

551 Hudson Street Midland, Simcoe, ON MLS® S13566318

Residential Freehold (Att/Row/Townhouse)

$689990.0

2 Beds
3 Baths
1100-1500 sq-ft

Welcome to 551 Hudson Crescent, a stunning brand-new home located in the heart of Bayport Village, Midland-nestled in a pristine natural setting along

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165 Wilson Road, Simcoe, ON , MLS #S13594232 , Image - 1

165 Wilson Road Midland, Simcoe, ON MLS® S13594232

Residential Freehold (Detached)

$1790000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Every Once in awhile a Special Home comes along! This Modern Architectural Custom Built Bungalow Blends All The Current Luxuries You can Dream of In A

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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

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857 Birchwood Drive, Simcoe, ON , MLS #S13537548 , Image - 1

857 Birchwood Drive Midland, Simcoe, ON MLS® S13537548

Residential Freehold (Detached)

$449000.0

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

SUN-FILLED BUNGALOW LIVING JUST MINUTES FROM MIDLAND'S WATERFRONT! Escape to a peaceful, tree-lined neighbourhood where quiet streets, mature trees, a

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3 Northland Road, Simcoe, ON , MLS #S13492936 , Image - 1

3 Northland Road Midland, Simcoe, ON MLS® S13492936

Residential Freehold (MobileTrailer)

$253900.0

2 Beds
1 Baths
700-1100 sq-ft

Affordable Living with Great Amenities! Looking for an affordable home with extras you don't usually get at this price? This charming 2-bedroom, 1-bat

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409 Bayport Boulevard, Simcoe, ON , MLS #S13114812 , Image - 1

409 Bayport Boulevard Midland, Simcoe, ON MLS® S13114812

Residential Freehold (Detached)

$1759000.0

Price drop by 18.5%

4 Beds
4 Baths
2500-3000 sq-ft

Your Georgian Bay Dream Lakefront Awaits! Immerse yourself in breathtaking year-round water views from this impressive turn-key residence, boasting ov

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1035 Wright Drive, Simcoe, ON , MLS #S13590726 , Image - 1

1035 Wright Drive Midland, Simcoe, ON MLS® S13590726

Residential Freehold (Att/Row/Townhouse)

$589900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful townhome nestled in one of Midland's newest and most sought-after neighbourhoods!Offering 3 spacious bedrooms and 2.5 bathro

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326 Christine Drive, Simcoe, ON , MLS #S13589338 , Image - 1

326 Christine Drive Midland, Simcoe, ON MLS® S13589338

Residential Freehold (Duplex)

$550000.0

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

Legal Midland Duplex with Strong Income Potential - Ideal for Investors or Owner-Occupiers. This legal duplex is located in a convenient Midland neigh

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19 Ludlow Street, Simcoe, ON , MLS #S13469038 , Image - 1

19 Ludlow Street Midland, Simcoe, ON MLS® S13469038

Residential Freehold (Detached)

$569000.0

Price drop by 1.7%

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

Welcome to 19 Ludlow St in Midland - a stunning, fully renovated home taken right down to the studs with quality craftsmanship and modern finishes thr

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204 Gianetto Drive, Simcoe, ON , MLS #S12628254 , Image - 1

204 Gianetto Drive Midland, Simcoe, ON MLS® S12628254

Residential Freehold (Vacant Land)

$199000.0

Build your Dream Home! Breath taking views of Midland Harbour! This generously sized 0.7 acre building lot offers a rare opportunity in one of Midland

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255 Hanly Street, Simcoe, ON , MLS #S13584838 , Image - 1

255 Hanly Street Midland, Simcoe, ON MLS® S13584838

Residential Freehold (Detached)

$649900.0

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

Welcome to this beautifully maintained Colonial-style home, where timeless charm meets everyday comfort. Nestled in a desirable Midland neighbourhood,

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1087 Vindin Street, Simcoe, ON , MLS #S13584122 , Image - 1

1087 Vindin Street Midland, Simcoe, ON MLS® S13584122

Residential Freehold (Detached)

$1749900.0

3 +1 Beds
6 Baths
3000-3500 sq-ft

PRIVATE ARCHITECTURAL MASTERPIECE ON 3.6 ACRES WITH OVER 4,000 FINISHED SQ FT INCLUDING SEPARATE LIVING QUARTERS, A POST & BEAM BARN, CEDAR SAUNA & DU

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317 Hugel Avenue, Simcoe, ON , MLS #S12890206 , Image - 1

317 Hugel Avenue Midland, Simcoe, ON MLS® S12890206

Residential Freehold (Duplex)

$450000.0

Price drop by 2.2%

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

Legal duplex located within walking distance to downtown Midland. Excellent investment opportunity with positive cash flow and reliable tenants in pla

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642 Randles Crescent, Simcoe, ON , MLS #S13501296 , Image - 1

642 Randles Crescent Midland, Simcoe, ON MLS® S13501296

Residential Freehold (Detached)

$589000.0

Price drop by 1.7%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome home to this beautifully maintained raised bungalow in Midland's desirable east end! Offering 3 spacious bedrooms and 2 bathrooms, this inviti

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8 Lakeshore Road, Simcoe, ON , MLS #S13103884 , Image - 1

8 Lakeshore Road Midland, Simcoe, ON MLS® S13103884

Residential Freehold (MobileTrailer)

$214900.0

Price drop by 14.0%

1 Beds
1 Baths
< 700 sq-ft

Enjoy easy, affordable waterfront living on beautiful Little Lake in Midland. Set on a spacious double lot in Smith's Camp, this mobile home offers a

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1 Samantha Lane, Simcoe, ON , MLS #S13491646 , Image - 1

1 Samantha Lane Midland, Simcoe, ON MLS® S13491646

Residential Condo & Other (Condo Townhouse)

$548000.0

Price drop by 1.8%

3 +2 Beds
3 Baths
1400-1599 sq-ft

RECENT PRICE REDUCTION! Welcome to 1 Samantha Lane in Midland, a beautifully finished end-unit bungalow townhouse offering low-maintenance living in a

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10 Maple Lane, Simcoe, ON , MLS #S13247166 , Image - 1

10 Maple Lane Midland, Simcoe, ON MLS® S13247166

Residential Freehold (MobileTrailer)

$244000.0

Price drop by 6.1%

2 Beds
1 Baths
700-1100 sq-ft

Clean, cozy, and move in ready. This bright and tidy 2 bedroom mobile home offers comfortable, affordable living in the heart of Smith's Camp. Enjoy

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361 Galloway Boulevard, Simcoe, ON , MLS #S13572728 , Image - 1

361 Galloway Boulevard Midland, Simcoe, ON MLS® S13572728

Residential Freehold (Detached)

$575000.0

3 Beds
3 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled on a quiet street in a highly sought-after family neighbourhood, this home delivers the perfect sett

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635 William Street, Simcoe, ON , MLS #S13572574 , Image - 1

635 William Street Midland, Simcoe, ON MLS® S13572574

Residential Freehold (Detached)

$764900.0

3 Beds
3 Baths
3000-3500 sq-ft

Executive Bungalow with elevated Georgian Bay Views on nearly 1/2 acre in-town lot.Rarely does a bungalow of this scale become available in such a pri

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992 Cook Drive, Simcoe, ON , MLS #S13142774 , Image - 1

992 Cook Drive Midland, Simcoe, ON MLS® S13142774

Residential Freehold (Att/Row/Townhouse)

$579900.0

Price drop by 3.3%

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautifully updated 2-storey townhouse located in Midland's desirable West End, offering the perfect blend of comfort, privacy, and co

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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

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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

Houses for Sale in Midland ON Under $5 Million - P3