191+ Houses for Sale in Midland Under $10 Million

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

409 Bayport Boulevard Midland, Simcoe, ON MLS® S13114812

Residential Freehold (Detached)

$1699000.0

Price drop by 21.3%

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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400 Russell Street, Simcoe, ON , MLS #S13690936 , Image - 1

400 Russell Street Midland, Simcoe, ON MLS® S13690936

Residential Freehold (Detached)

$695000.0

Price drop by 7.3%

3 Beds
1 Baths
1500-2000 sq-ft

This Gorgeous 1,762 Sq. Ft. All-Brick, 3-Storey Home Has Been Fully Renovated, From Top-To-Bottom, With The Perfect Blend Of Original Character & Char

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255 Hanly Street, Simcoe, ON , MLS #S13779942 , Image - 1

255 Hanly Street Midland, Simcoe, ON MLS® S13779942

Residential Freehold (Detached)

$588000.0

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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507 Aberdeen Boulevard, Simcoe, ON , MLS #S13756098 , Image - 1

507 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13756098

Residential Freehold (Detached)

$1100000.0

1 +2 Beds
3 Baths
2500-3000 sq-ft

Welcome to Tiffin By The Bay, a sought-after waterfront community where you can enjoy the beauty of Georgian Bay while still having all the convenienc

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117 Wawinet Street, Simcoe, ON , MLS #S13738712 , Image - 1

117 Wawinet Street Midland, Simcoe, ON MLS® S13738712

Residential Freehold (Detached)

$609000.0

Price drop by 3.2%

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

Location.. Location...Location !!!! This Is The One! Freshly Renovated. Open Concept Living/Dining Room; Eat-In Kitchen, Sliding Doors Out To Deck. B

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1018 Cook Drive, Simcoe, ON , MLS #S13766782 , Image - 1

1018 Cook Drive Midland, Simcoe, ON MLS® S13766782

Residential Freehold (Att/Row/Townhouse)

$564900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this exceptional 3-bedroom, 3-bathroom home, thoughtfully designed for modern living with an inviting open-concept layout, generous proport

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158 Sixth Street, Simcoe, ON , MLS #S13775578 , Image - 1

158 Sixth Street Midland, Simcoe, ON MLS® S13775578

Residential Freehold (Detached)

$549900.0

4 Beds
2 Baths
1500-2000 sq-ft

Welcome to 158 Sixth Street, a solidly built all-brick 2.5-storey home in Midland's desirable west end. Rich in character and charm, this inviting hom

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77 Stans Circle, Simcoe, ON , MLS #S13761402 , Image - 1

77 Stans Circle Midland, Simcoe, ON MLS® S13761402

Residential Freehold (MobileTrailer)

$105900.0

2 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy a large kitchen and living space that seamlessly adjoins to an outdoor deck, perfect for hosting guest

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680 Ontario Street, Simcoe, ON , MLS #S13602160 , Image - 1

680 Ontario Street Midland, Simcoe, ON MLS® S13602160

Residential Freehold (Detached)

$465000.0

Price drop by 2.1%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to the heart of Midland! Situated on an impressive lot 104 ft x 50 ft (double lot frontage), this beautifully updated home offers exceptional

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1005 Dina Crescent, Simcoe, ON , MLS #S13478408 , Image - 1

1005 Dina Crescent Midland, Simcoe, ON MLS® S13478408

Residential Freehold (Detached)

$714777.0

Price drop by 3.4%

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

Welcome to 1005 Dina Crescent in Midland, a beautifully maintained all-brick home offering space, comfort, and a fantastic location within walking dis

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344 Second Street, Simcoe, ON , MLS #S13754630 , Image - 1

344 Second Street Midland, Simcoe, ON MLS® S13754630

Residential Freehold (Detached)

$574900.0

3 Beds
3 Baths
1100-1500 sq-ft

Beautifully transformed home where timeless character meets thoughtful, modern design, just a five-minute walk from downtown Midland. Set in one of Mi

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644 Taylor Drive Midland, Simcoe, ON MLS® S13436142

Residential Freehold (Detached)

$1095000.0

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

WELCOME to a Remarkable one of a kind, (8 yr, old quality built custom home) in the upscale Waterfront Community of Tiffin on the Bay in the beautiful

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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

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725 Aberdeen Boulevard, Simcoe, ON , MLS #S13436118 , Image - 1

Unit-57, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13436118

Residential Condo & Other (Vacant Land Condo)

$27500.0

0-499 sq-ft

30 Foot Marina Boat Slip. Rare opportunity to purchase a slip on beautiful GEORGIAN BAY why pay for a seasonal rental at a Marina. Can you even find a

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338 Gloucester Street, Simcoe, ON , MLS #S13761904 , Image - 1

338 Gloucester Street Midland, Simcoe, ON MLS® S13761904

Residential Freehold (Detached)

$649900.0

4 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Charming duplex Century Home ideally situated on a large corner lot with nearly 200' of frontage on a quiet

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239 Marshall Road Midland, Simcoe, ON MLS® S13761598

Residential Freehold (Vacant Land)

Price On Request

Attention Investors, Builders & Hobby Farmers! Rare opportunity to own approximately 32 acres of corner lot at 239 Marshall Dr, Midland. This property

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338 Seventh Street, Simcoe, ON , MLS #S13759868 , Image - 1

338 Seventh Street Midland, Simcoe, ON MLS® S13759868

Residential Freehold (Detached)

$699777.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to your next family home in Midlands sought-after West End. This well-cared-for property offers a warm and functional layout, featuring a comb

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933 Playfair Road, Simcoe, ON , MLS #S13759176 , Image - 1

933 Playfair Road Midland, Simcoe, ON MLS® S13759176

Residential Freehold (Detached)

$744900.0

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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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

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470 Manly Street, Simcoe, ON , MLS #S13735558 , Image - 1

470 Manly Street Midland, Simcoe, ON MLS® S13735558

Residential Freehold (Detached)

$524777.0

3 Beds
1 Baths
1100-1500 sq-ft

Great Family Home in a Convenient Midland Location! This well-kept 3-bedroom home is set in a desirable neighbourhood within walking distance to schoo

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16 Samantha Lane, Simcoe, ON , MLS #S13727986 , Image - 1

16 Samantha Lane Midland, Simcoe, ON MLS® S13727986

Residential Condo & Other (Condo Townhouse)

$449900.0

2 Beds
2 Baths
1400-1599 sq-ft

Welcome to modern, maintenance-free living in this beautifully designed condo semi-detached home built in 2020! With everything - from the structure t

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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

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775 Ontario Street, Simcoe, ON , MLS #S13706024 , Image - 1

775 Ontario Street Midland, Simcoe, ON MLS® S13706024

Residential Freehold (Detached)

$599900.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) Step into the stunning, brand-new kitchen (2026), beautifully illuminated by natural light and showcasing cr

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372 Lakewood Drive, Simcoe, ON , MLS #S13752212 , Image - 1

372 Lakewood Drive Midland, Simcoe, ON MLS® S13752212

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 372 Lakewood Drive - a sun-filled family home on Midland Bay where everyday life feels like a getaway.Tucked just steps from the water, thi

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699 ABERDEEN Boulevard, Simcoe, ON , MLS #S12492142 , Image - 1

Unit-504, 699 ABERDEEN Boulevard Midland, Simcoe, ON MLS® S12492142

Residential Condo & Other (Condo Apartment)

$525000.0

Price drop by 7.7%

1 Beds
1 Baths
800-899 sq-ft

RARE TO FIND 1 BDRM,1 BATH,1 PARKING,1 LOCKER - IN THIS PRESTIGIOUS TIFFIN PIER CONDO LOCATED ON THE SHORE OF GEORGIAN BAY. 801 SQ F APARTMENT PLUS LA

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3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067668 , Image - 1

Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S13067668

Residential Freehold (Detached)

$174900.0

Price drop by 7.9%

3 Beds
1 Baths
< 700 sq-ft

End of season promotion original retail $219,865 Current In-Stock Price: $189,900Featured Cottage Event Price: $174,900. Nestled on an interior w

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128 Ninth Street, Simcoe, ON , MLS #S13744450 , Image - 1

128 Ninth Street Midland, Simcoe, ON MLS® S13744450

Residential Freehold (Detached)

$599900.0

3 Beds
2 Baths
700-1100 sq-ft

Move-In Ready in West-End Midland! Welcome to 128 Ninth Street - a lovingly maintained 3-bedroom, 2-bathroom raised bungalow tucked away on a quiet st

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361 Galloway Boulevard, Simcoe, ON , MLS #S13744284 , Image - 1

361 Galloway Boulevard Midland, Simcoe, ON MLS® S13744284

Residential Freehold (Detached)

$549900.0

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

379 Gloucester Street Midland, Simcoe, ON MLS® S13542010

Residential Freehold (Detached)

$274777.0

Price drop by 8.3%

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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1016 Wright Drive, Simcoe, ON , MLS #S13736826 , Image - 1

1016 Wright Drive Midland, Simcoe, ON MLS® S13736826

Residential Freehold (Semi-Detached )

$599900.0

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

Houses for Sale in Midland ON Under $10 Million - P4