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

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1 Lindale Avenue, Simcoe, ON , MLS #S12575008 , Image - 1

1 Lindale Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12575008

Residential Freehold (Detached)

$699777.0

3 Beds
2 Baths
1500-2000 sq-ft

The search stops here. If you've been dreaming of space, comfort, and a prime location, this is the one. This solid all-brick family home offers room

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50 Windermere Circle, Simcoe, ON , MLS #S12610082 , Image - 1

50 Windermere Circle Rural Tay, Tay, Simcoe, ON MLS® S12610082

Residential Freehold (Detached)

$1599777.0

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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106 Diana Drive, Simcoe, ON , MLS #S12573034 , Image - 1

106 Diana Drive Orillia, Simcoe, ON MLS® S12573034

Residential Freehold (Detached)

$599999.0

3 Beds
3 Baths
1500-2000 sq-ft

Experience the charm of this newly built, meticulously crafted three- bedroom, three-bathroom detached home and showcasing modern elegance throughout.

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20 Tiny Beaches Road N, Simcoe, ON , MLS #S12647006 , Image - 1

20 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12647006

Residential Freehold (Detached)

$2199900.0

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

This exceptional 0.8-acre waterfront Georgian Bay estate offers 270-degree water views and breathtaking sunsets. The meticulously maintained 2,818 sqf

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6121 Concession B C Road, Simcoe, ON , MLS #S11887032 , Image - 1

6121 Concession B C Road Rural Ramara, Ramara, Simcoe, ON MLS® S11887032

Residential Freehold (Detached)

$899900.0

Price drop by 9.1%

3 Beds
2 Baths
1500-2000 sq-ft

ANOTHER QUALITY KRISTENSEN BUILDERS HOME, 1600 ft. , THREE BEDROOMS, WITH A LARGE 2 CAR ATTACHED GARAGE,[ 22'.5 X 24'8] MAIN FLOOR AND BASEMENT ENTRAN

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230 Kozlov Street, Simcoe, ON , MLS #S12554512 , Image - 1

230 Kozlov Street West Bayfield, Barrie, Simcoe, ON MLS® S12554512

Residential Freehold (Detached)

$615000.0

3 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled in the beautiful and sought-after North End Barrie neighbourhood, this home offers unmatched conveni

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344 First Street, Simcoe, ON , MLS #S12642798 , Image - 1

344 First Street Midland, Simcoe, ON MLS® S12642798

Residential Freehold (Detached)

$599900.0

5 Beds
3 Baths
1500-2000 sq-ft

This updated century home offers timeless charm and exceptional flexibility, set within DC-F2 zoning that supports a variety of uses. Ideal for a grow

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19 Finlay Mill Road, Simcoe, ON , MLS #S12247654 , Image - 1

19 Finlay Mill Road Midhurst, Springwater, Simcoe, ON MLS® S12247654

Residential Freehold (Detached)

$698800.0

Price drop by 12.6%

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

Midhurst bungalow on large private lot, approximately 85ft x 200ft, trees at the back. House is a 4 bedroom, 2 bath home with a finished basement tha

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24 Parr Boulevard, Simcoe, ON , MLS #S12629482 , Image - 1

24 Parr Boulevard Rural Springwater, Springwater, Simcoe, ON MLS® S12629482

Residential Freehold (Detached)

$999950.0

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

Top 5 Reasons You Will Love This Home: 1) Set on a sprawling property, this home delivers space, privacy, and tranquility, creating a setting where fa

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591 Oak Street, Simcoe, ON , MLS #S12528110 , Image - 1

591 Oak Street Collingwood, Simcoe, ON MLS® S12528110

Residential Freehold (Detached)

$599999.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome Home to one of the nicest neighbourhoods in Collingwood! This lovely bungalow is located in the beautiful Tree Streets community. This 2 bedro

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6 Alana Drive, Simcoe, ON , MLS #S12630890 , Image - 1

6 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S12630890

Residential Freehold (Detached)

$1499000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) If you're dreaming of a spacious lot surrounded by mature trees but still want to be less than 10 minutes fr

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326 BLUEBERRY MARSH Road, Simcoe, ON , MLS #S12437711 , Image - 1

326 BLUEBERRY MARSH Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12437711

Residential Freehold (Detached)

$1699900.0

3 +0 Beds
3 Baths
3000-3500 sq-ft

Stunning estate property situated on 28 acres in central Oro-Medonte location with a custom built home by Gilkon Construction, who are builders of hig

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29 Quinn Avenue, Simcoe, ON , MLS #S12571198 , Image - 1

29 Quinn Avenue Orillia, Simcoe, ON MLS® S12571198

Residential Freehold (Detached)

$549900.0

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

Welcome to this well-maintained two-bedroom bungalow located in a mature West Orillia neighbourhood. Situated on a fully fenced 70' x 189' lot, this p

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14 Wilson Street, Simcoe, ON , MLS #N12636832 , Image - 1

14 Wilson Street Tottenham, New Tecumseth, Simcoe, ON MLS® N12636832

Residential Freehold (Detached)

$849900.0

3 Beds
2 Baths
2000-2500 sq-ft

Welcome to this beautifully restored Century home, ideally located on one of the area's most sought-after streets, where timeless character meets mode

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46 King Street N, Simcoe, ON , MLS #N12637396 , Image - 1

46 King Street N Cookstown, Innisfil, Simcoe, ON MLS® N12637396

Residential Freehold (Detached)

$939900.0

4 +0 Beds
2 Baths
1500-2000 sq-ft

46 King Street N, Cookstown Century Charm on a Rare Deep Lot!Beautifully preserved 4-bed century home on a 66 x 330 lot in the heart ofCookstown. Over

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5 Breanna Boulevard, Simcoe, ON , MLS #S12636432 , Image - 1

5 Breanna Boulevard Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12636432

Residential Freehold (Detached)

$1465000.0

3 Beds
2 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Set on a 0.75-acre lot, this stunning custom-built home offers breathtaking sunrise views from the backyard

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28 Birch Trail, Simcoe, ON , MLS #S12281488 , Image - 1

28 Birch Trail Wasaga Beach, Simcoe, ON MLS® S12281488

Residential Freehold (Detached)

$998888.0

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

For more info on this property, please click the Brochure button. Welcome to this mid-century modern four-season home, just a short walk from the san

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38 Camelot Square, Simcoe, ON , MLS #S12529442 , Image - 1

38 Camelot Square Innis-Shore, Barrie, Simcoe, ON MLS® S12529442

Residential Freehold (Detached)

$1499900.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Welcome to refined living in one of South Barrie's most sought-after neighbourhoods, just steps from Wilkins Beach. Set on a private, tree-lined corne

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73 Findlay Drive, Simcoe, ON , MLS #S12467719 , Image - 1

73 Findlay Drive Collingwood, Simcoe, ON MLS® S12467719

Residential Freehold (Detached)

$999000.0

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

Welcome to this spacious and immaculate custom bungalow in a prime location backing onto greenbelt! Offering an open-concept floor plan that perfectly

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7 Bailey Crescent, Simcoe, ON , MLS #S12562450 , Image - 1

7 Bailey Crescent Wyevale, Tiny, Simcoe, ON MLS® S12562450

Residential Freehold (Detached)

$1189900.0

4 Beds
4 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Step into this move-in-ready 3,040 above grade square foot home showcasing a new board and batten exterior w

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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

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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

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8717 Beachwood Road, Simcoe, ON , MLS #S12629636 , Image - 1

8717 Beachwood Road Wasaga Beach, Simcoe, ON MLS® S12629636

Residential Freehold (Detached)

$749000.0

3 Beds
1 Baths
700-1100 sq-ft

Welcome to 8717 Beachwood Road in the heart of Wasaga Beach - a fully renovated, move-in-ready gem that's been completely transformed from the studs u

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11 Thackeray Crescent, Simcoe, ON , MLS #S12628900 , Image - 1

11 Thackeray Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S12628900

Residential Freehold (Detached)

$1188000.0

3 +3 Beds
6 Baths
3500-5000 sq-ft

Original owner, custom built 2-Storey detached home, with a walkout basement, featuring 6 bedrooms, 6 bathrooms with 4 en-suites. Two custom built w/l

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17 Bellflower Crescent, Simcoe, ON , MLS #N12526910 , Image - 1

17 Bellflower Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12526910

Residential Freehold (Detached)

$1990000.0

Price drop by 5.2%

5 Beds
5 Baths
5000 + sq-ft

This brand-new, **NEVER LIVED IN** luxury detached house sits on a premium **70-foot lot** and features a **Triple-car garage*** with a **10-car parki

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88 Puget Street, Simcoe, ON , MLS #S12626766 , Image - 1

88 Puget Street Codrington, Barrie, Simcoe, ON MLS® S12626766

Residential Freehold (Detached)

$824900.0

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

Prime old east end Barrie location!! This updated detached bungalow is situated on the corner of two of the most desirable streets in town (Puget & Na

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17 Private Drive, Simcoe, ON , MLS #N12626674 , Image - 1

17 Private Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12626674

Residential Freehold (Detached)

$288000.0

< 700 sq-ft

Rare Waterfront Opportunity On The Holland River! This 50 X 100 Ft Property Is Accessed Via A Private Road With Direct Access To Yonge St Offering A P

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8 Malta Crescent, Simcoe, ON , MLS #S12616950 , Image - 1

8 Malta Crescent Midhurst, Springwater, Simcoe, ON MLS® S12616950

Residential Freehold (Detached)

$1348888.0

4 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Tucked away on one of Midhurst's most prestigious roads, this home offers the perfect balance of elegance an

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1119 Sajnovic Place, Simcoe, ON , MLS #S12616312 , Image - 1

1119 Sajnovic Place Rural Ramara, Ramara, Simcoe, ON MLS® S12616312

Residential Freehold (Detached)

$1399000.0

4 Beds
3 Baths
2000-2500 sq-ft

Experience ranch-style or resort-style living on this remarkable 100-acre property, offering exceptional privacy, abundant space, and endless possibil

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3 Meadow Acres Road, Simcoe, ON , MLS #S12473408 , Image - 1

3 Meadow Acres Road Warminister, Oro-Medonte, Simcoe, ON MLS® S12473408

Residential Freehold (Detached)

$1380000.0

3 Beds
2 Baths
1500-2000 sq-ft

In the heart of Warminster, Oro-Medonte, this Brand new Modern Farmhouse Bungalow by Adall Homes sits on a large executive almost 1 acre lot in new Es

Detached Houses for Sale in Simcoe Under $5M - P14

Rosehaven Simcoe Woods