143+ 5 Bedroom Houses Sale for Simcoe in Under $1.5M

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29 Robert Boulevard, Simcoe, ON , MLS #S13446448 , Image - 1

29 Robert Boulevard Hillsdale, Springwater, Simcoe, ON MLS® S13446448

Residential Freehold (Detached)

$1419000.0

5 Beds
3 Baths
2000-2500 sq-ft

Nestled in the sought-after village of Hillsdale, this exceptional 1.5+ acre estate, one of the largest in the community offers a rare opportunity to

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54 Williams Street, Simcoe, ON , MLS #S13121936 , Image - 1

54 Williams Street Collingwood, Simcoe, ON MLS® S13121936

Residential Freehold (Detached)

$1195000.0

5 Beds
4 Baths
2000-2500 sq-ft

Ideally located in the heart of one of Collingwood's most sought-after school districts, 54 Williams St. is a beautifully maintained home with 2,800+

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3992 Penetanguishene Road, Simcoe, ON , MLS #S13542126 , Image - 1

3992 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S13542126

Residential Freehold (Detached)

$1198000.0

5 Beds
4 Baths
2000-2500 sq-ft

Welcome To Your Private Retreat In The Heart Of Nature. Situated On 8.06 Acres Of Complete Privacy, This Almost 2,500 Sq. Ft. Bungalow Offers An Incre

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93 Ronald Avenue, Simcoe, ON , MLS #S13551900 , Image - 1

93 Ronald Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13551900

Residential Freehold (Detached)

$699900.0

5 Beds
2 Baths
2000-2500 sq-ft

Nestled on a quiet street in Tiny and just a short walk to the sandy shores of Georgian Bay, this beautifully updated 5-bedroom, above-grade family ho

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103 Bluebird Avenue, Simcoe, ON , MLS #N13550840 , Image - 1

103 Bluebird Avenue Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13550840

Residential Freehold (Detached)

$1405990.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to this brand-new, never-lived-in 5-bedroom detached home by Tribute Communities, offering 3,700 sq. ft. of thoughtfully designed living space

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89 Cityview Circle, Simcoe, ON , MLS #S13499636 , Image - 1

89 Cityview Circle Holly, Barrie, Simcoe, ON MLS® S13499636

Residential Freehold (Detached)

$1199000.0

5 +3 Beds
5 Baths
3000-3500 sq-ft

This all-brick EIGHT Bedroom (5+3) FIVE bathroom (4+1) family home is well located in a sought-after south central Barrie enclave and shows exceptiona

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6824 10th Line, Simcoe, ON , MLS #N12685204 , Image - 1

6824 10th Line Beeton, New Tecumseth, Simcoe, ON MLS® N12685204

Residential Freehold (Detached)

$1499000.0

Price drop by 3.2%

5 Beds
3 Baths
3000-3500 sq-ft

GREAT INLAW-INCOME POTENTIAL. View this rare and versatile 30-acre (that's 23 Football Fields!) beauty just outside the growing community of Alliston.

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9 Penetang Street, Simcoe, ON , MLS #S13533376 , Image - 1

9 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S13533376

Residential Freehold (Triplex)

$699500.0

5 Beds
4 Baths
2500-3000 sq-ft

Income-producing legal triplex situated on an approximately 66 ft x 132 ft RM2-zoned lot in one of Barrie's most historic neighbourhoods. This substan

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228 Centre Street, Simcoe, ON , MLS #S13432986 , Image - 1

228 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13432986

Residential Freehold (Detached)

$795000.0

Price drop by 4.1%

5 Beds
4 Baths
2500-3000 sq-ft

MOTIVATED SELLER - Large 5-bedroom, 4-bathroom home in Stayner offering approximately 4,000 sq ft of finished living space. With multiple living areas

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344 First Street, Simcoe, ON , MLS #S13531324 , Image - 1

344 First Street Midland, Simcoe, ON MLS® S13531324

Residential Freehold (Detached)

$549900.0

5 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy the authentic charm of a true century home, where original craftsmanship provides a warm, soulful foun

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68 Nunn Crescent, Simcoe, ON , MLS #N13476304 , Image - 1

68 Nunn Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N13476304

Residential Freehold (Detached)

$876000.0

Price drop by 7.4%

5 Beds
4 Baths
1500-2000 sq-ft

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33 Mckenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13471102

Residential Freehold (Detached)

$1259000.0

Price drop by 1.6%

5 Beds
4 Baths
2500-3000 sq-ft

Absolutely Stunning 5 bedroom family home in one of Bradford's most sought after communities approx 2800 Sqft above grade featuring 9 ft Ceilings and

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22 Ludlow Drive E, Simcoe, ON , MLS #S13524710 , Image - 1

22 Ludlow Drive E Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13524710

Residential Freehold (Detached)

$1199900.0

5 Beds
4 Baths
2500-3000 sq-ft

A truly rare opportunity in Barrie's sought-after Mapleview Park community! Welcome to 22 Ludlow Drive, a spectacular 'Corner Elevation A' model situa

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120 Durham Avenue, Simcoe, ON , MLS #S13524630 , Image - 1

120 Durham Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13524630

Residential Freehold (Detached)

$1059900.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to this stunning approximately 3,000 sq. ft. home built in 2023, perfectly positioned on a premium 50 ft corner lot facing a park in desirable

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4 Sandhill Crescent, Simcoe, ON , MLS #N13522468 , Image - 1

4 Sandhill Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13522468

Residential Freehold (Detached)

$1341900.0

5 Beds
5 Baths
3500-5000 sq-ft

!!Welcome to 4 Sandhill Cres- A Stunning Recently-Built Home in the Heart of Nature, Offering the perfect escape from city life. Situated on a premium

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6435 12/13 Stayner Side Road, Simcoe, ON , MLS #S12998080 , Image - 1

6435 12/13 Stayner Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12998080

Residential Freehold (Detached)

$1099999.0

Price drop by 15.3%

5 +2 Beds
4 Baths
2500-3000 sq-ft

Welcome to this stunning Cape Cod-style home offering over 3,400 square feet of beautifully designed living space, perfectly set to capture the scenic

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1808 Concession Road 10 Concession, Simcoe, ON , MLS #S13516662 , Image - 1

1808 Concession Road 10 Concession Rural Ramara, Ramara, Simcoe, ON MLS® S13516662

Residential Freehold (Farm)

$1275000.0

5 Beds
2 Baths
1500-2000 sq-ft

Welcome to 1808 Concession Road 10 a rare opportunity to own nearly 100 acres of highly productive farmland. This 98.6-acre property features prime ag

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76 Wellington Street, Simcoe, ON , MLS #N13515934 , Image - 1

76 Wellington Street Alliston, New Tecumseth, Simcoe, ON MLS® N13515934

Residential Freehold (Triplex)

$899900.0

5 Beds
3 Baths
2000-2500 sq-ft

Fully renovated legal triplex in the heart of Alliston - a turnkey, separately metered income property built for the hands-off investor. Three self-co

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61 Barker Boulevard, Simcoe, ON , MLS #S13019872 , Image - 1

61 Barker Boulevard Collingwood, Simcoe, ON MLS® S13019872

Residential Condo & Other (Semi-Detached Condo)

$748800.0

Price drop by 9.6%

5 Beds
3 Baths
2000-2249 sq-ft

Welcome to Cranberry Trails West in Collingwood, This beautiful semi-detached, Catalina model home and features 2300 square feet of open concept livin

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3118 Emperor Drive, Simcoe, ON , MLS #S13430058 , Image - 1

3118 Emperor Drive Orillia, Simcoe, ON MLS® S13430058

Residential Freehold (Duplex)

$799999.0

5 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Nestled in the highly desirable Westridge neighbourhood, this purpose-built rental property enjoys a prime l

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3114 Emperor Drive, Simcoe, ON , MLS #S13430180 , Image - 1

3114 Emperor Drive Orillia, Simcoe, ON MLS® S13430180

Residential Freehold (Duplex)

$799999.0

5 Beds
3 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Outstanding investment opportunity in the highly desirable Westridge community, offering a purpose-built ren

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24 Brentwood Road, Simcoe, ON , MLS #N13482862 , Image - 1

24 Brentwood Road Angus, Essa, Simcoe, ON MLS® N13482862

Residential Freehold (Triplex)

$649000.0

5 Beds
4 Baths
2000-2500 sq-ft

Exceptional Investment Opportunity in Angus! Rare legal triplex offering strong income potential and exceptional versatility. This property features o

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17 Sanford Circle, Simcoe, ON , MLS #S12975748 , Image - 1

17 Sanford Circle Centre Vespra, Springwater, Simcoe, ON MLS® S12975748

Residential Freehold (Detached)

$1374900.0

5 Beds
4 Baths
3500-5000 sq-ft

Experience the pinnacle of turnkey luxury in this immaculate 3,945 sq. ft. Lilac model by Yorkwood Homes (2023). Situated on a premium lot in the pres

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22 Caroline Street, Simcoe, ON , MLS #S13494256 , Image - 1

22 Caroline Street Allandale Centre, Barrie, Simcoe, ON MLS® S13494256

Residential Freehold (Detached)

$1249900.0

5 Beds
4 Baths
2000-2500 sq-ft

Prime Land Assembly Development in Barrie. Offering two contiguous properties 22 & 26 Caroline Street totaling approx. 25,700 Square Feet of Land. Ind

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238 Sixth Street, Simcoe, ON , MLS #S13487250 , Image - 1

238 Sixth Street Midland, Simcoe, ON MLS® S13487250

Residential Freehold (Detached)

$699900.0

5 Beds
3 Baths
2000-2500 sq-ft

Step into the timeless charm of this beautifully maintained century home, offering the perfect blend of character, comfort, and versatility. Lovingly

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17 Staglir Drive, Simcoe, ON , MLS #S13481642 , Image - 1

17 Staglir Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13481642

Residential Freehold (Detached)

$1290000.0

5 Beds
3 Baths
3000-3500 sq-ft

Modern Custom-Built Home (2025) Featuring Over 3,500 Sq. Ft. Of Total Luxury Living Space, This Home Includes 5 Spacious Bedrooms, 3 Full Bathrooms, H

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26 Cathedral Pines Road, Simcoe, ON , MLS #S13467448 , Image - 1

26 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13467448

Residential Freehold (Detached)

$1349000.0

5 Beds
5 Baths
2500-3000 sq-ft

TIMELESS ESTATE-STYLE LIVING IN DISTINGUISHED CATHEDRAL PINES WITH NEARLY 2,900 SQ FT ON OVER HALF AN ACRE! Hidden behind a veil of mature evergreens

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246 Mary Street, Simcoe, ON , MLS #S13115594 , Image - 1

246 Mary Street Orillia, Simcoe, ON MLS® S13115594

Residential Freehold (Detached)

$525000.0

Price drop by 9.5%

5 Beds
2 Baths
2000-2500 sq-ft

VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th

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537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

537 Ste Marie Street Collingwood, Simcoe, ON MLS® S13127624

Residential Freehold (Detached)

$699000.0

Price drop by 17.7%

5 Beds
2 Baths
1500-2000 sq-ft

UNIQUE OPPORTUNITY to purchase a delightful 3 Bedroom Victorian heritage property with wrap around porch and ample parking in an excellent location an

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896 Booth Avenue, Simcoe, ON , MLS #N13463956 , Image - 1

896 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N13463956

Residential Freehold (Detached)

$1299000.0

5 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to this stunning 5-bedroom family home nestled in a sought-after neighbourhood just steps from the lake and nearby parks! Situated in a quiet,

5 Bedroom Houses for Sale in Simcoe Under $1.5M - P4

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