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Midland Detached Houses for Sale

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Last Updated: September 28, 2026

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

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

48 Photos

68 Riverwalk Place, Simcoe, ON , MLS #S13822646 , Image - 1

68 Riverwalk Place Midland, Simcoe, ON MLS® S13822646

Residential Freehold (Detached)

$849000.0

3 Beds
3 Baths
2000-2500 sq-ft

Welcome to 68 Riverwalk Place, where peaceful, private living meets the convenience of an in-town location. Tucked into a welcoming community and idea

23 Photos

438 RUSSELL Street, Simcoe, ON , MLS #S13833526 , Image - 1

438 RUSSELL Street Midland, Simcoe, ON MLS® S13833526

Residential Freehold (Detached)

$469000.0

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

Welcome home to this great 3 bed, 1.5 bath home that features space, charm and potential to make it your own! Located in a great family neighbourhood

Open House : Sat Oct 03, 11:00 AM to 01:00 PM

29 Photos

639 Dominion Avenue, Simcoe, ON , MLS #S13814788 , Image - 1

639 Dominion Avenue Midland, Simcoe, ON MLS® S13814788

Residential Freehold (Detached)

$424900.0

3 Beds
1 Baths
1100-1500 sq-ft

Timeless charm meets effortless in-town living on coveted Dominion Avenue. This beautifully maintained century home is a rare blend of character, comf

22 Photos

323 William Street, Simcoe, ON , MLS #S13691574 , Image - 1

323 William Street Midland, Simcoe, ON MLS® S13691574

Residential Freehold (Detached)

$389000.0

Price drop by 8.0%

2 Beds
1 Baths
700-1100 sq-ft

Charming Midland Bungalow with Great Potential! Welcome to 323 William Street, a well cared for 2 bedroom, 1 bathroom bungalow situated on a generous

39 Photos

305 Lindsay Street E, Simcoe, ON , MLS #S13749054 , Image - 1

305 Lindsay Street E Midland, Simcoe, ON MLS® S13749054

Residential Freehold (Detached)

$674900.0

Price drop by 90.0%

3 Beds
3 Baths
2000-2500 sq-ft

Rare 3 storey century home, solidly built and full of timeless character blended with modern updates, situated on an amazing oversuzed lot. This well

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

29 Photos

413 Cornell Drive, Simcoe, ON , MLS #S13830516 , Image - 1

413 Cornell Drive Midland, Simcoe, ON MLS® S13830516

Residential Freehold (Detached)

$649900.0

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

Move-in ready, large lot on one of Midland's most desirable streets with tremendous value and many improvements!! The home includes a Generac generato

30 Photos

740 Balm Beach Road E, Simcoe, ON , MLS #S13501444 , Image - 1

740 Balm Beach Road E Midland, Simcoe, ON MLS® S13501444

Residential Freehold (Detached)

$749900.0

Price drop by 6.3%

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

This 2,100 square foot all brick bungalow is situated on a 1 acre commercially zoned property along Balm Beach Road East in Midland. An excellent oppo

4 Photos

242 Barnett Avenue, Simcoe, ON , MLS #S13799500 , Image - 1

242 Barnett Avenue Midland, Simcoe, ON MLS® S13799500

Residential Freehold (Detached)

$494000.0

Price drop by 3.1%

4 Beds
2 Baths
1100-1500 sq-ft

Exceptional opportunity in Midland! Situated on an expensive double lot with impressive 97.44' frontage by 123.50' depth, this 2-storey home offers in

50 Photos

14 Riverwalk Place, Simcoe, ON , MLS #S13830144 , Image - 1

14 Riverwalk Place Midland, Simcoe, ON MLS® S13830144

Residential Freehold (Detached)

$1250000.0

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

Overlooking Georgian Bay, this spacious home offers beautiful water views from many rooms and comfortable family living in one of the area's most desi

24 Photos

179 Seventh Street, Simcoe, ON , MLS #S13824824 , Image - 1

179 Seventh Street Midland, Simcoe, ON MLS® S13824824

Residential Freehold (Detached)

$369900.0

3 Beds
1 Baths
700-1100 sq-ft

Enjoy quiet mornings on the welcoming front porch or relaxing evenings on the private rear deck. With three bedrooms and 1 bath this century home is i

48 Photos

346 Yonge Street, Simcoe, ON , MLS #S13828240 , Image - 1

346 Yonge Street Midland, Simcoe, ON MLS® S13828240

Residential Freehold (Detached)

$514900.0

3 Beds
2 Baths
1100-1500 sq-ft

Recently updated and move-in ready, this three-bedroom, two-bathroom home offers a comfortable blend of modern improvements and practical features. An

25 Photos

378 ABERDEEN Boulevard, Simcoe, ON , MLS #S13488556 , Image - 1

378 ABERDEEN Boulevard Midland, Simcoe, ON MLS® S13488556

Residential Freehold (Detached)

$924888.0

Price drop by 3.6%

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

Welcome to this beautifully maintained custom bungalow nestled on a generous lot in one of Midland's most sought-after neighbourhoods. This home offer

49 Photos

400 Keller Drive, Simcoe, ON , MLS #S13507026 , Image - 1

400 Keller Drive Midland, Simcoe, ON MLS® S13507026

Residential Freehold (Detached)

$859777.0

Price drop by 4.4%

4 +0 Beds
3 Baths
2500-3000 sq-ft

Welcome to 400 Keller Drive in Midland's desirable West end, an exceptional executive or family home ideally located close to all amenities, Little La

26 Photos

769 Pratt Avenue, Simcoe, ON , MLS #S13827348 , Image - 1

769 Pratt Avenue Midland, Simcoe, ON MLS® S13827348

Residential Freehold (Detached)

$515000.0

3 Beds
2 Baths
700-1100 sq-ft

Welcome to 769 Pratt Avenue, a move-in-ready bungalow tucked away on a quiet cul-de-sac in Midland. This well maintained home is an excellent opportun

49 Photos

417 Pheasant Lane, Simcoe, ON , MLS #S13545146 , Image - 1

417 Pheasant Lane Midland, Simcoe, ON MLS® S13545146

Residential Freehold (Detached)

$959900.0

2 Beds
3 Baths
1100-1500 sq-ft

One of Georgian Bay's finest south-facing waterfront settings. Deep water, a beautiful sandy beach, a rare boathouse with a rooftop deck, and breathta

28 Photos

137 Fourth Street, Simcoe, ON , MLS #S13809860 , Image - 1

137 Fourth Street Midland, Simcoe, ON MLS® S13809860

Residential Freehold (Detached)

$349900.0

3 Beds
2 Baths
1500-2000 sq-ft

Set on an impressive 200-foot-deep lot, the property provides plenty of outdoor space to enjoy and tons of potential, along with parking for up to fiv

44 Photos

716 Dominion Avenue, Simcoe, ON , MLS #S13716054 , Image - 1

716 Dominion Avenue Midland, Simcoe, ON MLS® S13716054

Residential Freehold (Detached)

$569000.0

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

Seasonal Water Views + A Heated Garage = The Perfect Bungalow. Searching for the perfect mix of location, potential, and functionality? Look no furthe

32 Photos

210 Centennial Drive, Simcoe, ON , MLS #S13822916 , Image - 1

210 Centennial Drive Midland, Simcoe, ON MLS® S13822916

Residential Freehold (Detached)

$595000.0

3 Beds
2 Baths
1100-1500 sq-ft

Discover one of Midland's best-kept secrets! Set on an impressive 60 x 200 ft lot with frontage on two streets and two separate driveways, this though

1 Photos

836 Victoria Street Midland, Simcoe, ON MLS® S13821026

Residential Freehold (Detached)

$584900.0

Price drop by 99.9%

3 Beds
2 Baths
1100-1500 sq-ft

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

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

39 Photos

449 Elizabeth Street, Simcoe, ON , MLS #S13731214 , Image - 1

449 Elizabeth Street Midland, Simcoe, ON MLS® S13731214

Residential Freehold (Detached)

$649000.0

3 Beds
3 Baths
1500-2000 sq-ft

WOW, this property checks a lot of boxes! If you're looking for a family home in a convenient location with great walkability to downtown and Little L

7 Photos

361 Fitton Street, Simcoe, ON , MLS #S13573576 , Image - 1

361 Fitton Street Midland, Simcoe, ON MLS® S13573576

Residential Freehold (Detached)

$269900.0

Price drop by 16.9%

2 Beds
1 Baths
700-1100 sq-ft

Ideal for first-time buyers, investors, or those looking to downsize, this home offers a functional layout with plenty of potential. Natural light fil

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-

27 Photos

976 Yonge Street, Simcoe, ON , MLS #S13714356 , Image - 1

976 Yonge Street Midland, Simcoe, ON MLS® S13714356

Residential Freehold (Detached)

$485000.0

Price drop by 7.6%

1 Beds
1 Baths
700-1100 sq-ft

Charming Midland Home with Extensive Updates & Exceptional Garage - Welcome to 976 Yonge St, a well-maintained 1-bedroom, 1-bathroom home offering com

50 Photos

421 Midland Avenue, Simcoe, ON , MLS #S13736606 , Image - 1

421 Midland Avenue Midland, Simcoe, ON MLS® S13736606

Residential Freehold (Detached)

$699900.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Embrace the timeless appeal of a true century home, where a charming covered front porch, original character

22 Photos

314 Bay Street, Simcoe, ON , MLS #S13746464 , Image - 1

314 Bay Street Midland, Simcoe, ON MLS® S13746464

Residential Freehold (Detached)

$415000.0

Price drop by 3.5%

2 Beds
1 Baths
700-1100 sq-ft

A wonderful opportunity for first-time buyers or downsizers, this charming detached 2-bedroom home is move-in ready. From the moment you arrive, the i

17 Photos

295 Galloway Boulevard, Simcoe, ON , MLS #S13793622 , Image - 1

295 Galloway Boulevard Midland, Simcoe, ON MLS® S13793622

Residential Freehold (Detached)

$549999.0

3 Beds
2 Baths
1100-1500 sq-ft

BRIGHT, UPDATED 3-BEDROOM BACKSPLIT WITH SPACE TO LIVE, RELAX, & ENTERTAIN! Welcome to a beautifully updated Midland home offering a bright, spacious

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