3360+ Detached Houses for Sale in Simcoe Under $5M

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133 Mcgahey Street, Simcoe, ON , MLS #N13724186 , Image - 1

133 Mcgahey Street Tottenham, New Tecumseth, Simcoe, ON MLS® N13724186

Residential Freehold (Detached)

$929000.0

2 Beds
3 Baths
1100-1500 sq-ft

*Welcome to a Rare Find in Tottenham A Modern Bungalow!**Opportunities like this do not come often! This upgraded bungalow, less than 10 years old, of

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12 Orleans Avenue, Simcoe, ON , MLS #S13761356 , Image - 1

12 Orleans Avenue Innis-Shore, Barrie, Simcoe, ON MLS® S13761356

Residential Freehold (Detached)

$999900.0

5 Beds
4 Baths
3000-3500 sq-ft

*OPEN HOUSE SUNDAY SEP 20 AT 2-4 PM* Luxurious 3,100 SqFt Home! Stunning 4-bed + library (convertible 5th bed) on second floor home loaded with upgrad

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7701 Doner Drive, Simcoe, ON , MLS #S13792886 , Image - 1

7701 Doner Drive Washago, Severn, Simcoe, ON MLS® S13792886

Residential Freehold (Detached)

$1349900.0

5 Beds
4 Baths
2000-2500 sq-ft

Breathtaking Waterfront Retreat with Stunning Lake Views and Incredible Sunrises. Welcome to this beautifully fully renovated 5-bedroom waterfront hom

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939 Green Street, Simcoe, ON , MLS #N13790832 , Image - 1

939 Green Street Lefroy, Innisfil, Simcoe, ON MLS® N13790832

Residential Freehold (Detached)

$1098000.0

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

Welcome to 939 Green Street in sought-after South Innisfil! Backing onto a ravine, this spacious home features four bedrooms, four bathrooms, 9-foot c

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597 Lafontaine Road W, Simcoe, ON , MLS #S13792864 , Image - 1

597 Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13792864

Residential Freehold (Detached)

$1180000.0

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

Over 1.5 acres with TWO full homes, an oversized detached double garage, and a stunning custom ranch bungalow completed in December 2025 with a fully

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337 Nottawasaga Street, Simcoe, ON , MLS #S13772072 , Image - 1

337 Nottawasaga Street Orillia, Simcoe, ON MLS® S13772072

Residential Freehold (Detached)

$524900.0

3 Beds
1 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy the best of in-town convenience with easy access to downtown Orillia, the beautiful waterfront, Highwa

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4359 Hepinstall Landing, Simcoe, ON , MLS #S13792768 , Image - 1

4359 Hepinstall Landing Washago, Severn, Simcoe, ON MLS® S13792768

Residential Freehold (Detached)

$620000.0

2 Beds
2 Baths
1100-1500 sq-ft

Turnkey waterfront home in the heart of Washago, set along the tranquil Green River and just under 1 hour from the GTA. This well-maintained 3-bedroom

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50 Windermere Circle, Simcoe, ON , MLS #S13425812 , Image - 1

50 Windermere Circle Rural Tay, Tay, Simcoe, ON MLS® S13425812

Residential Freehold (Detached)

$1249777.0

Price drop by 16.7%

4 Beds
3 Baths
1500-2000 sq-ft

Live in luxury. Welcome to Windermere Estates - Executive-style custom-built home, nestled in the highly sought subdivision. Designed with both functi

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5412 SUNNIDALE -TOSORONTIO TOWN LINE N/A, Simcoe, ON , MLS #S13792696 , Image - 1

5412 SUNNIDALE -TOSORONTIO TOWN LINE N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13792696

Residential Freehold (Detached)

$1200000.0

3 Beds
3 Baths
3000-3500 sq-ft

Exceptional custom-built country estate where privacy, luxury, & resort-style living come together on approximately 5 acres. Set well back from the ro

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1454 Tomkins Road, Simcoe, ON , MLS #N13792744 , Image - 1

1454 Tomkins Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13792744

Residential Freehold (Detached)

$1077000.0

5 Beds
4 Baths
3000-3500 sq-ft

Built by the award-winning Bayview Wellington Homes, a trusted builder with over 40 years of experience, this exceptional, fully detached all-brick ho

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2804 9th Line, Simcoe, ON , MLS #N13769878 , Image - 1

2804 9th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13769878

Residential Freehold (Detached)

$2650000.0

5 Beds
4 Baths
3500-5000 sq-ft

Spectacular 175-year-old, 5 bedroom, 4 bathroom century home situated on a private, stunning 10 acre lot featuring a picturesque pond & stream. Every

Open House : Sun Sep 27, 01:00 PM to 03:00 PM

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8684 County 1 Road, Simcoe, ON , MLS #N13745296 , Image - 1

8684 County 1 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13745296

Residential Freehold (Detached)

$1265000.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to your own private retreat overlooking the breathtaking Hockley Valley area! Beautifully situated on 4 acres with panoramic views of the surr

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

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70 High Street, Simcoe, ON , MLS #S13788652 , Image - 1

70 High Street Queen's Park, Barrie, Simcoe, ON MLS® S13788652

Residential Freehold (Detached)

$775000.0

2 Beds
1 Baths
700-1100 sq-ft

EXCEPTIONAL DEVELOPMENT OPPORTUNITY IN BARRIE'S BOOMING DOWNTOWN CORE! This sought-after location is near the waterfront, public transit, parks, schoo

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3316 Point Bush Court, Simcoe, ON , MLS #S13082362 , Image - 1

3316 Point Bush Court Port Severn, Severn, Simcoe, ON MLS® S13082362

Residential Freehold (Detached)

$2699000.0

2 +2 Beds
3 Baths
1500-2000 sq-ft

Where waterfront living meets everyday comfort, this custom-built four-season retreat sits on a picturesque point of land on Little Lake, offering sou

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239 Atkinson Street, Simcoe, ON , MLS #S13586564 , Image - 1

239 Atkinson Street Stayner, Clearview, Simcoe, ON MLS® S13586564

Residential Freehold (Detached)

$669000.0

Price drop by 2.9%

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

This raised bungalow is situated on a private, fenced lot in the heart of Stayner. The home features a large eat-in kitchen, updated in 2022 with newe

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4261 Huronia Road, Simcoe, ON , MLS #S13792542 , Image - 1

4261 Huronia Road Rural Severn, Severn, Simcoe, ON MLS® S13792542

Residential Freehold (Detached)

$625000.0

3 +2 Beds
2 Baths
1500-2000 sq-ft

5-BEDROOM RAISED BUNGALOW WITH IN-LAW POTENTIAL & A DEEP LOT! Set on an 80 x 186 ft lot with over 2,900 finished sq. ft., this home offers a layout th

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92 Wildwood Trail, Simcoe, ON , MLS #S13587898 , Image - 1

92 Wildwood Trail Ardagh, Barrie, Simcoe, ON MLS® S13587898

Residential Freehold (Detached)

$1199900.0

3 Beds
3 Baths
2000-2500 sq-ft

CUSTOM GREGOR HOME ON AN EXCEPTIONAL 70 X 181 FT LOT IN ARDAGH BLUFFS! Tucked among mature trees and executive homes, this beautifully maintained 3,40

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66 Royal Beech Drive, Simcoe, ON , MLS #S13641420 , Image - 1

66 Royal Beech Drive Wasaga Beach, Simcoe, ON MLS® S13641420

Residential Freehold (Detached)

$698000.0

Price drop by 1.7%

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

This all-brick, custom (Joe Donato) built, original owner raised bungalow comes complete with an over-sized double garage with extra bonus area (9.25

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8 Joliet Crescent, Simcoe, ON , MLS #S13792562 , Image - 1

8 Joliet Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13792562

Residential Freehold (Detached)

$874900.0

3 Beds
2 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on just over half an acre, this fully renovated raised bungalow offers a private setting with ample park

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9 Wellington Street E, Simcoe, ON , MLS #S13700006 , Image - 1

9 Wellington Street E Creemore, Clearview, Simcoe, ON MLS® S13700006

Residential Freehold (Detached)

$799950.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to 9 Wellington Street E, a charming and turnkey century home in the heart of Creemore, just a couple of blocks from the shops, cafés and rest

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312 Lafontaine Road W, Simcoe, ON , MLS #S13792344 , Image - 1

312 Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13792344

Residential Freehold (Detached)

$875000.0

4 Beds
2 Baths
2000-2500 sq-ft

NEARLY AN ACRE, OVER 2,200 SQ. FT., A 1,380 SQ. FT. DETACHED GARAGE/SHOP & GEORGIAN BAY MINUTES AWAY! From the long driveway and detached shop to the

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553 Spruce Street, Simcoe, ON , MLS #S13722036 , Image - 1

553 Spruce Street Collingwood, Simcoe, ON MLS® S13722036

Residential Freehold (Detached)

$729000.0

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

Set on a large, beautifully landscaped lot, this completely renovated all-brick bungalow offers the perfect blend of comfort, style and space, both in

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503 Grove Street E, Simcoe, ON , MLS #S13792280 , Image - 1

503 Grove Street E Grove East, Barrie, Simcoe, ON MLS® S13792280

Residential Freehold (Detached)

$775000.0

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

Top 5 Reasons You Will Love This Home: 1) Exceptionally spacious family home offering an impressive seven bedrooms, providing incredible flexibility f

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36 Weeping Willow Drive, Simcoe, ON , MLS #N13628098 , Image - 1

36 Weeping Willow Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13628098

Residential Freehold (Detached)

$239500.0

2 Beds
2 Baths
700-1100 sq-ft

Retirement living in Sandycove Acres. Pride of ownership, beautifully maintained with neutral colors this 2 bedroom, 2 bath with extra Shower. Main

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30 Legacy Circle, Simcoe, ON , MLS #S13622884 , Image - 1

30 Legacy Circle Wasaga Beach, Simcoe, ON MLS® S13622884

Residential Freehold (Detached)

$680522.0

4 Beds
4 Baths
2000-2500 sq-ft

Experience the prestige of a never-lived-in home! This 2,199 sq. ft. (builder's plan) two-storey residence offers 4 bedrooms and 4 bathrooms within a

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470 st vincent Street, Simcoe, ON , MLS #S13579100 , Image - 1

470 st vincent Street Cundles East, Barrie, Simcoe, ON MLS® S13579100

Residential Freehold (Detached)

$629900.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

Welcome to this solid two-storey all-brick home set on a generous 62-foot frontage lot with a large backyard perfect for relaxing and entertaining. Th

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49 Bond Street, Simcoe, ON , MLS #S13646500 , Image - 1

49 Bond Street Orillia, Simcoe, ON MLS® S13646500

Residential Freehold (Detached)

$625000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this well-maintained, updated bungalow in a desirable Orillia neighbourhood! Offering over 1,100 sq. ft. above grade plus a finished lower

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201 Steel Street, Simcoe, ON , MLS #S13639300 , Image - 1

201 Steel Street Codrington, Barrie, Simcoe, ON MLS® S13639300

Residential Freehold (Detached)

$729999.0

Price drop by 3.9%

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

Attention investors! This registered two-unit raised bungalow offers immediate income opportunity with both units currently tenanted. This property of

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130 Fifth Street, Simcoe, ON , MLS #S13639562 , Image - 1

130 Fifth Street Collingwood, Simcoe, ON MLS® S13639562

Residential Freehold (Detached)

$1180000.0

Price drop by 4.1%

3 Beds
3 Baths
1500-2000 sq-ft

Victoria Annex: History Made Modern Nestled in one of Collingwood's most sought-after neighbourhoods, Victoria Annex is a boutique community of just n

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721 Mika Street, Simcoe, ON , MLS #N13792058 , Image - 1

721 Mika Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13792058

Residential Freehold (Detached)

$974900.0

3 Beds
3 Baths
2500-3000 sq-ft

Extensively upgraded with nearly $200,000 in premium upgrades, this impressive approx. 2,960 sq. ft. home offers exceptional value just steps from Lak

Detached Houses for Sale in Simcoe Under $5M - P23

Rosehaven Simcoe Woods