186+ Houses for Sale in Midland Under $5 Million

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941 Victoria Street, Simcoe, ON , MLS #S13522196 , Image - 1

941 Victoria Street Midland, Simcoe, ON MLS® S13522196

Residential Freehold (Duplex)

$679000.0

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

Beautiful duplex home in a welcoming, family-friendly desirable neighborhood offering two fully independent legal units, each having 3 bedrooms, full

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418 Dominion Avenue, Simcoe, ON , MLS #S13445334 , Image - 1

418 Dominion Avenue Midland, Simcoe, ON MLS® S13445334

Residential Freehold (Detached)

$499990.0

Price drop by 15.3%

7 +1 Beds
3 Baths
2500-3000 sq-ft

Rare opportunity to own a spacious Victorian-style home in the heart of Midland with views of beautiful Georgian Bay. Offering approximately 3,000 sq.

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354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0

Price drop by 16.7%

5 Beds
2 Baths
1500-2000 sq-ft

Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,

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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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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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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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1012 Wright Drive, Simcoe, ON , MLS #S13565594 , Image - 1

1012 Wright Drive Midland, Simcoe, ON MLS® S13565594

Residential Freehold (Att/Row/Townhouse)

$649900.0

3 Beds
3 Baths
1500-2000 sq-ft

Bright spacious townhome loaded wit upgrades! Over 1600 sq ft plan w hardwood o main floor Great working area in kitchen w marble counters, pull-ou

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4 Chatten Court, Simcoe, ON , MLS #S13546540 , Image - 1

4 Chatten Court Midland, Simcoe, ON MLS® S13546540

Residential Freehold (Att/Row/Townhouse)

$659900.0

2 Beds
3 Baths
1100-1500 sq-ft

Welcome to this beautiful freehold bungalow townhouse, tucked away on a quiet cul-de-sac in the sought-after waterfront community of Bayport Village o

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874 Yonge Street N, Simcoe, ON , MLS #S13535028 , Image - 1

874 Yonge Street N Midland, Simcoe, ON MLS® S13535028

Residential Freehold (Detached)

$1090000.0

2 Beds
1 Baths
1100-1500 sq-ft

2 bedroom home situation on 2.03 acres. Potential for the back part of the property to be severed. It is approximately 157' wide and 487' deep and

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321 Glenbrook Drive, Simcoe, ON , MLS #S13467166 , Image - 1

321 Glenbrook Drive Midland, Simcoe, ON MLS® S13467166

Residential Freehold (Detached)

$869900.0

Price drop by 3.3%

4 Beds
3 Baths
1500-2000 sq-ft

This beautiful, well maintained home, is located in a highly sought after, in town, waterfront community. This charming home boasts 4 spacious bed

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927 Vindin Street, Simcoe, ON , MLS #S13506250 , Image - 1

927 Vindin Street Midland, Simcoe, ON MLS® S13506250

Residential Freehold (Detached)

$549777.0

3 +0 Beds
2 Baths
700-1100 sq-ft

Welcome to 927 Vindin Street in Midland, a rare opportunity to enjoy over two acres of privacy while still being centrally located and close to all am

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560 Taylor Drive, Simcoe, ON , MLS #S13540070 , Image - 1

560 Taylor Drive Midland, Simcoe, ON MLS® S13540070

Residential Freehold (Vacant Land)

$229900.0

Opportunity to secure one of the last remaining lots in Midlands most sought-after waterfront community. This rare permit ready lot opens up to 80' at

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444 William Street, Simcoe, ON , MLS #S13521206 , Image - 1

444 William Street Midland, Simcoe, ON MLS® S13521206

Residential Freehold (Detached)

$699900.0

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

Welcome To This Meticulously Maintained Home, Under The Same Ownership Since It Was Built. Nestled In A Highly Desirable, Family-Friendly Community, T

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420 Cornell Drive, Simcoe, ON , MLS #S13520162 , Image - 1

420 Cornell Drive Midland, Simcoe, ON MLS® S13520162

Residential Freehold (Vacant Land)

$189000.0

Prime West End Building Lot on a quiet, lakeside Cul-de-Sac in Midland, ON. The perfect blend of tranquil living & Georgian Bay lifestyle. This beaut

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601 Taylor Drive, Simcoe, ON , MLS #S13512648 , Image - 1

601 Taylor Drive Midland, Simcoe, ON MLS® S13512648

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Steps from the sparkling shores of Georgian Bay, with the property backing onto Tiffin Pier Lake, offeri

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595 Taylor Drive, Simcoe, ON , MLS #S13512600 , Image - 1

595 Taylor Drive Midland, Simcoe, ON MLS® S13512600

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Exceptional location near Georgian Bay featuring partial water views and backing onto the tranquil water

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565 Taylor Drive, Simcoe, ON , MLS #S13512566 , Image - 1

565 Taylor Drive Midland, Simcoe, ON MLS® S13512566

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1)Last available walk-out lot in this prestigious waterfront neighbourhood, offering a rare opportunity to

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589 Taylor Drive, Simcoe, ON , MLS #S13512522 , Image - 1

589 Taylor Drive Midland, Simcoe, ON MLS® S13512522

Residential Freehold (Vacant Land)

$299900.0

Top 5 Reasons You Will Love This Property: 1) Steps from Georgian Bay, offering an unmatched lifestyle surrounded by natural beauty and waterfront cha

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24 Lakeshore Road, Simcoe, ON , MLS #S13242028 , Image - 1

24 Lakeshore Road Midland, Simcoe, ON MLS® S13242028

Residential Freehold (MobileTrailer)

$249777.0

2 +0 Beds
1 Baths
< 700 sq-ft

Welcome to 24 Lakeshore Road in Midland, where you can enjoy beautiful waterfront sunsets and a relaxed lifestyle in a welcoming year-round community.

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

241 Donalda Street Midland, Simcoe, ON MLS® S13460042

Residential Freehold (Detached)

$549777.0

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

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458 93 Highway Midland, Simcoe, ON MLS® S13479456

Residential Freehold (Vacant Land)

$389000.0

Excellent opportunity to acquire vacant land in the growing community of Penetanguishene. Conveniently located close to all amenities, including shopp

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1620 Golf Link Road, Simcoe, ON , MLS #S13466326 , Image - 1

1620 Golf Link Road Midland, Simcoe, ON MLS® S13466326

Residential Freehold (Detached)

$1795000.0

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

Here it is - the one you've been dreaming about. Nestled on a private, beautifully landscaped 2-acre property just 5 minutes from both Midland and Pen

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226 Queen Street, Simcoe, ON , MLS #S13439972 , Image - 1

226 Queen Street Midland, Simcoe, ON MLS® S13439972

Residential Freehold (Triplex)

$599900.0

6 Beds
3 Baths
1500-2000 sq-ft

INVESTMENT OPPORTUNITY | BUILD YOUR REAL ESTATE PORTFOLIO | Legal Triplex in Midland with three self-contained units. Two front units are heated by ga

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177 Southwinds Crescent, Simcoe, ON , MLS #S13126438 , Image - 1

177 Southwinds Crescent Midland, Simcoe, ON MLS® S13126438

Residential Freehold (Att/Row/Townhouse)

$549777.0

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

Welcome to 177 Southwinds Crescent in Midland, a well-maintained all-brick home located close to amenities, trails, marinas, and the beautiful shores

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720 Ontario Street, Simcoe, ON , MLS #S12874628 , Image - 1

720 Ontario Street Midland, Simcoe, ON MLS® S12874628

Residential Freehold (Vacant Land)

$100000.0

With R3 zoning in place, this site offers flexibility for residential development under the Town of Midland's zoning framework, supporting a range of

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925 Dominion Avenue, Simcoe, ON , MLS #S13110226 , Image - 1

925 Dominion Avenue Midland, Simcoe, ON MLS® S13110226

Residential Freehold (Detached)

$749777.0

4 Beds
3 Baths
1100-1500 sq-ft

Welcome to the perfect family home, where space, style, and comfort come together! Located in Midlands sought-after west end, this beautifully maintai

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61 Riverwalk Place, Simcoe, ON , MLS #S13086446 , Image - 1

61 Riverwalk Place Midland, Simcoe, ON MLS® S13086446

Residential Freehold (Detached)

$1130000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Luxurious Living with Backyard Oasis in Waterfront Community. Welcome to this exceptional 6-bedroom, 4-bathroom detached bungaloft, where timeless ele

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630 Bayport Boulevard, Simcoe, ON , MLS #S13025006 , Image - 1

630 Bayport Boulevard Midland, Simcoe, ON MLS® S13025006

Residential Freehold (Att/Row/Townhouse)

$649900.0

3 Beds
3 Baths
1500-2000 sq-ft

Experience effortless living in this beautiful townhome, constructed in 2019 and situated in one of Midland's prestigious waterfront communities. Offe

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309 Penetanguishene Road, Simcoe, ON , MLS #S12876860 , Image - 1

309 Penetanguishene Road Midland, Simcoe, ON MLS® S12876860

Residential Freehold (Vacant Land)

$275000.0

Vacant land with exceptional development upside in the heart of West End Midland! Rare opportunity to acquire a infill lot, close to hospital, schools

Houses for Sale in Midland ON Under $5 Million - P6