3208+ Detached Houses for Sale in Simcoe Under $2M

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24 Fernanne Drive, Simcoe, ON , MLS #S13774112 , Image - 1

24 Fernanne Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13774112

Residential Freehold (Detached)

$679000.0

3 Beds
2 Baths
1100-1500 sq-ft

Tucked away on a quiet cul-de-sac just minutes walk to renowned Cawaja Beach, this 3-bedroom, 2-bathroom home offers everything you need to enjoy the

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3449 Upper Big Chute Road, Simcoe, ON , MLS #S13773744 , Image - 1

3449 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13773744

Residential Freehold (Detached)

$324900.0

Price drop by 1.2%

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to 3449 Upper Big Chute Rd! Here is your opportunity to own a piece of the country and create a home that's truly your own. Set on 2.25 acres

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4 Fitton Heights, Simcoe, ON , MLS #S13789528 , Image - 1

4 Fitton Heights Orillia, Simcoe, ON MLS® S13789528

Residential Freehold (Detached)

$669500.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 4 Fitton Heights, located on a quiet cul-de-sac, well-established neighbourhood in Orillia's North Ward. This lovingly maintained home off

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76 Gray Avenue, Simcoe, ON , MLS #N13792546 , Image - 1

76 Gray Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13792546

Residential Freehold (Detached)

$689900.0

3 Beds
2 Baths
1100-1500 sq-ft

Meticulously Maintained! 1,404 Sqft Home Offering Easy & Affordable Living. Convenient Main Level Includes Laundry & Garage Access. Eat-In Kitchen W/N

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794116 Grey Rd 124 Road, Simcoe, ON , MLS #X13709256 , Image - 1

794116 Grey Rd 124 Road Singhampton, Clearview, Simcoe, ON MLS® X13709256

Residential Freehold (Detached)

$574900.0

Price drop by 4.2%

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this beautifully updated two-storey home featuring 3 bedrooms and 2 bathrooms located in the charming village of Singhampton. The primary h

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1908 10th Line, Simcoe, ON , MLS #N13635068 , Image - 1

1908 10th Line Stroud, Innisfil, Simcoe, ON MLS® N13635068

Residential Freehold (Detached)

$1100000.0

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

Welcome to 1908 10th Line, a beautifully renovated home that perfectly combines modern style, comfort, and functionality. Situated on a generous 100.0

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1749 Gratrix Road, Simcoe, ON , MLS #S13793006 , Image - 1

1749 Gratrix Road Rural Tay, Tay, Simcoe, ON MLS® S13793006

Residential Freehold (Detached)

$835000.0

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

You're going to love living in the country in this 4 bedroom raised bungalow on about 3.4 acres of land, with a huge 2 car detached garage as well as

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82 Huronwoods Drive, Simcoe, ON , MLS #S13792988 , Image - 1

82 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13792988

Residential Freehold (Detached)

$774900.0

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

A Private 1-Acre Sanctuary in the Heart of Sugarbush - Escape to your own private woodland paradise. Set far back from the road on a spectacular 1-acr

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27 Masters Drive, Simcoe, ON , MLS #S13754054 , Image - 1

27 Masters Drive East Bayfield, Barrie, Simcoe, ON MLS® S13754054

Residential Freehold (Detached)

$649900.0

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

Perfect Bungalow That Checks All the Boxes! This bright and beautifully maintained home offers an inviting open-concept floor plan filled with natural

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2055 Elana Drive, Simcoe, ON , MLS #S13749544 , Image - 1

2055 Elana Drive Marchmont, Severn, Simcoe, ON MLS® S13749544

Residential Freehold (Detached)

$1599900.0

3 +2 Beds
5 Baths
2000-2500 sq-ft

Stunning custom-built raised executive bungalow offering over 4,000 sq. ft. of finished living space, a self-contained in-law suite, inground saltwate

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7 Stanley Street, Simcoe, ON , MLS #S13722980 , Image - 1

7 Stanley Street East Bayfield, Barrie, Simcoe, ON MLS® S13722980

Residential Freehold (Detached)

$849900.0

Price drop by 2.3%

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

Welcome to 7 Stanley Street, where thoughtful design, beautiful gardens and a flexible layout come together in a home designed to grow and change with

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28 Brookfield Crescent, Simcoe, ON , MLS #S13751580 , Image - 1

28 Brookfield Crescent Bayshore, Barrie, Simcoe, ON MLS® S13751580

Residential Freehold (Detached)

$799000.0

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

Family-sized kitchen with separate eating area - Offers plenty of space for meal preparation and family dining, with direct access to a large 12' x 18

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149 Little Avenue, Simcoe, ON , MLS #S13787150 , Image - 1

149 Little Avenue Allandale Heights, Barrie, Simcoe, ON MLS® S13787150

Residential Freehold (Detached)

$639900.0

3 Beds
2 Baths
1100-1500 sq-ft

Wonderful opportunity to own a home in the high demand neighbourhood of Allandale Heights. This move in ready home is superb for a growing family, fir

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20 Pineview Trail, Simcoe, ON , MLS #N13742280 , Image - 1

20 Pineview Trail Colwell, Essa, Simcoe, ON MLS® N13742280

Residential Freehold (Detached)

$1167000.0

Price drop by 6.6%

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

Welcome to Bear Creek Estates! This gorgeous Victorian-style home sits on a sprawling 1.59-acre lot, offering a classic wraparound porch and over 3,83

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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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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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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

Detached Houses for Sale in Simcoe Under $2M - P20

Rosehaven Simcoe Woods