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Midland Single Family Homes for Sale

Showing results 1 - 30 of 37

Find over 37 Single Family houses for sale in Midland with Square Yards Canada. As per the current property price trend shows an increase in demand for single family homes with furnishings and amenities. You can choose from townhouses, detached houses, and semi-detached houses in single family for sale in Midland. Get your upscale and luxury single family houses for sale in Midland

Last Updated: December 05, 2025

18 Photos

9 Riverwalk Place, Simcoe, ON , MLS #S12544572 , Image - 1

9 Riverwalk Place Midland, Simcoe, ON MLS® S12544572

Residential Freehold (Detached)

$849900.0

3 Beds
3 Baths
1500-2000 sq-ft

Discover the charm of this sought-after enclave of Cape Cod-style homes nestled along the scenic shores of Georgian Bay in Midland. This stunning resi

26 Photos

993 Whitney Crescent, Simcoe, ON , MLS #S12456642 , Image - 1

993 Whitney Crescent Midland, Simcoe, ON MLS® S12456642

Residential Freehold (Detached)

$1149900.0

4 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all n

38 Photos

281 Puddicombe Road, Simcoe, ON , MLS #S12320852 , Image - 1

281 Puddicombe Road Midland, Simcoe, ON MLS® S12320852

Residential Freehold (Detached)

$1699900.0

3 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) True gem located on a peninsula of the sheltered lee shore of Midland Bay, enjoying 260-degree of ever-chang

30 Photos

467 Irwin Street, Simcoe, ON , MLS #S12389140 , Image - 1

467 Irwin Street Midland, Simcoe, ON MLS® S12389140

Residential Freehold (Detached)

$599900.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to this beautiful family home located on a quiet, tree-lined street in a sought-after neighborhood. This inviting residence offers the perfect

24 Photos

196 Fourth Street, Simcoe, ON , MLS #S12459858 , Image - 1

196 Fourth Street Midland, Simcoe, ON MLS® S12459858

Residential Freehold (Detached)

$515000.0

Price drop by 4.5%

3 Beds
2 Baths
1100-1500 sq-ft

Discover a rare in-town oasis where historic charm meets convenience. Step inside this beautiful 2-storey 3 bed 1.5 bath home, built over a century ag

23 Photos

1041 Cook Drive, Simcoe, ON , MLS #S12562114 , Image - 1

1041 Cook Drive Midland, Simcoe, ON MLS® S12562114

Residential Freehold (Att/Row/Townhouse)

$495500.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this beautifully cared-for 3-bedroom, 2-bathroom townhouse, ideally located in one of Midland's most desirable neighbourhoods. Move-in read

39 Photos

925 Dominion Avenue, Simcoe, ON , MLS #S12530096 , Image - 1

925 Dominion Avenue Midland, Simcoe, ON MLS® S12530096

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

34 Photos

381 Olive Street, Simcoe, ON , MLS #S12558602 , Image - 1

381 Olive Street Midland, Simcoe, ON MLS® S12558602

Residential Freehold (Detached)

$599900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 381 Olive Street in Midland - a unique opportunity zoned Industrial on nearly half an acre, offering exceptional versatility for home, hobb

29 Photos

828 Dominion Avenue, Simcoe, ON , MLS #S12414268 , Image - 1

828 Dominion Avenue Midland, Simcoe, ON MLS® S12414268

Residential Freehold (Detached)

$749900.0

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

WEST END CHARMER WITH THOUGHTFUL UPDATES, A LEGAL SUITE WITH SEPARATE ENTRANCE, SPACIOUS INTERIOR, & SET ON A LARGE IN-TOWN LOT! You won't fully get t

47 Photos

635 Wayne Crescent, Simcoe, ON , MLS #S12246987 , Image - 1

635 Wayne Crescent Midland, Simcoe, ON MLS® S12246987

Residential Freehold (Detached)

$699000.0

Price drop by 2.8%

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

Welcome Home to 635 Wayne Cres Midland Ontario, This wonderful all brick raised bungalow is Available Now for you and your family. This Home offers 2

36 Photos

641 Bay Street, Simcoe, ON , MLS #S12516836 , Image - 1

641 Bay Street Midland, Simcoe, ON MLS® S12516836

Residential Freehold (Detached)

$659777.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your perfect family home, ideally situated in the heart of Midland. Just a short walk to shops, schools, trails, and the shores of beautifu

27 Photos

657 Manly Street, Simcoe, ON , MLS #S12512356 , Image - 1

657 Manly Street Midland, Simcoe, ON MLS® S12512356

Residential Freehold (Detached)

$665000.0

3 Beds
1 Baths
1500-2000 sq-ft

Welcome home to this well maintained home on a large, centrally located in town lot. There are no steps on this main floor including to the separate f

38 Photos

309 Manly Street, Simcoe, ON , MLS #S12509724 , Image - 1

309 Manly Street Midland, Simcoe, ON MLS® S12509724

Residential Freehold (Detached)

$424900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 309 Manly Street in Midland. Whether you are looking for an investment or just starting out this property has upside potential. Featuring

32 Photos

61 Riverwalk Place, Simcoe, ON , MLS #S12309465 , Image - 1

61 Riverwalk Place Midland, Simcoe, ON MLS® S12309465

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

26 Photos

423 Irwin Street, Simcoe, ON , MLS #S12347563 , Image - 1

423 Irwin Street Midland, Simcoe, ON MLS® S12347563

Residential Freehold (Detached)

$699900.0

4 Beds
2 Baths
2000-2500 sq-ft

A Home That Fits Your Life, and Everyone in It. With four bedrooms, two full bathrooms, and a layout built for real comfort, this all-brick raised bun

20 Photos

14 Danielle Crescent, Simcoe, ON , MLS #S12206829 , Image - 1

14 Danielle Crescent Midland, Simcoe, ON MLS® S12206829

Residential Condo & Other (Semi-Detached Condo)

$549800.0

3 Beds
3 Baths
1400-1599 sq-ft

Visit REALTOR website for additional information. Nestled in Midland's The Seasons on Little Lake, this 1493 sq ft semi-detached condo offers accessib

35 Photos

296 John Street, Simcoe, ON , MLS #S12464734 , Image - 1

296 John Street Midland, Simcoe, ON MLS® S12464734

Residential Freehold (Detached)

$675000.0

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

Looking for a bungalow that offers 3+1 bedrooms, 2 bathrooms and a fully finished basement? Then look no further than this well maintained home locate

41 Photos

233 Queen Street, Simcoe, ON , MLS #S12446748 , Image - 1

233 Queen Street Midland, Simcoe, ON MLS® S12446748

Residential Freehold (Detached)

$599900.0

4 Beds
2 Baths
2000-2500 sq-ft

Welcome to 233 Queen Street, a charming century home offering timeless character, spacious living, and a prime location near Georgian Bay. Nestled on

44 Photos

330 Third Street, Simcoe, ON , MLS #S12443761 , Image - 1

330 Third Street Midland, Simcoe, ON MLS® S12443761

Residential Freehold (Detached)

$499000.0

2 Beds
2 Baths
700-1100 sq-ft

Charming Century Home in the Heart of Midland! Perfect for First-Time Buyers & Young Families! Step into this beautifully renovated and immaculately c

26 Photos

659 Victoria Street, Simcoe, ON , MLS #S12222561 , Image - 1

659 Victoria Street Midland, Simcoe, ON MLS® S12222561

Residential Freehold (Detached)

$485000.0

Price drop by 3.0%

2 Beds
1 Baths
700-1100 sq-ft

This well-maintained 2-bedroom, 1-bath bungalow is move-in ready and perfectly suited for first-time buyers, down-sizers, or anyone looking for a low-

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 (Detached)

$337600.0

3 Beds
2 Baths
700-1100 sq-ft

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

6 Photos

3282 Ogdens Beach Road, Simcoe, ON , MLS #S12039577 , Image - 1

Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S12039577

Residential Freehold (Detached)

$198700.0

3 Beds
1 Baths
< 700 sq-ft

Nestled on an interior waterfront lot with stunning views of the marina harbour, this charming 3-bedroom, 1-bathroom Wanakita Model offers an affordab

42 Photos

372 Lakewood Drive, Simcoe, ON , MLS #S12418264 , Image - 1

372 Lakewood Drive Midland, Simcoe, ON MLS® S12418264

Residential Freehold (Detached)

$1100000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to 372 Lakewood, an exquisite family home spanning approximately 3,000 square feet, perfectly blending modern elegance with timeless charm, ju

28 Photos

635 Bayport Boulevard, Simcoe, ON , MLS #S12341000 , Image - 1

635 Bayport Boulevard Midland, Simcoe, ON MLS® S12341000

Residential Freehold (Att/Row/Townhouse)

$679900.0

3 Beds
3 Baths
1500-2000 sq-ft

Stunning bright bungaloft backing onto Marina! Welcome to this beautiful and spacious 3 bedroom bungaloft featuring 3 bathrooms and a den - perfect fo

29 Photos

828 Dominion Avenue, Simcoe, ON , MLS #40744391 , Image - 1

828 Dominion Avenue Midland, Simcoe, ON MLS® 40744391

Residential (Single Family Residence)

$749900

4 Beds
3 Baths
2603 sq-ft

WEST END CHARMER WITH THOUGHTFUL UPDATES, A LEGAL SUITE WITH SEPARATE ENTRANCE, SPACIOUS INTERIOR, & SET ON A LARGE IN-TOWN LOT! You won't fully get t

27 Photos

638 Norman Crescent, Simcoe, ON , MLS #40742021 , Image - 1

638 Norman Crescent Midland, Simcoe, ON MLS® 40742021

Residential (Single Family Residence)

$699900

4 Beds
2 Baths
2168 sq-ft

Well Maintained Home With Beautiful Curb Appeal, Located In One Of The Most Sought Out Areas In Midland! The Fantastic Layout Of This 4 Bedroom, 2 Bat

46 Photos

361 Glenbrook Drive, Simcoe, ON , MLS #40748581 , Image - 1

361 Glenbrook Drive Midland, Simcoe, ON MLS® 40748581

Residential (Single Family Residence)

$1199999

Price drop by 40.0%

5 Beds
4 Baths
2400 sq-ft

Beautiful Home by the Bay! Imagine peaceful living beneath the trees and just steps from the sparkling shores of Midland Bay. Welcome to361 Glenbrook

20 Photos

9866 County Road 93, Simcoe, ON , MLS #40715577 , Image - 1

9866 County Road 93 Midland, Simcoe, ON MLS® 40715577

Residential (Single Family Residence)

$515000

2 Beds
2 Baths
1012 sq-ft

CHARM, COMFORT & VALLEY VIEWS YOU’LL LOVE TO COME HOME TO! This charming home offers a fantastic opportunity in the heart of Penetanguishene, just a s

42 Photos

124 Ninth Street, Simcoe, ON , MLS #40743955 , Image - 1

124 Ninth Street Midland, Simcoe, ON MLS® 40743955

Residential (Single Family Residence)

$649000

4 Beds
2 Baths
1868 sq-ft

FULLY RENOVATED! Price drop! Traditional family home in one of the most sought-after areas of Midland situated on a generous 50x154ft deep lot backing

30 Photos

467 Irwin Street, Simcoe, ON , MLS #40740319 , Image - 1

467 Irwin Street Midland, Simcoe, ON MLS® 40740319

Residential (Single Family Residence)

$649900

Price drop by 3.0%

3 Beds
2 Baths
1939 sq-ft

Welcome to this beautiful family home located on a quiet, tree-lined street in a sought-after neighborhood. This inviting residence offers the perfect

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