197+ 5 Bedroom Detached Houses for Sale in Simcoe, ON

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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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1836 Quantz Crescent, Simcoe, ON , MLS #N13517384 , Image - 1

1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13517384

Residential Freehold (Detached)

$2299900.0

5 Beds
5 Baths
3000-3500 sq-ft

Surrounded by lush greenery and mature trees, this exceptional custom-built residence located in an exclusive enclave minutes from Barrie, feels like

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943 Barry Avenue, Simcoe, ON , MLS #N13225302 , Image - 1

943 Barry Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13225302

Residential Freehold (Detached)

$1798000.0

5 Beds
5 Baths
3500-5000 sq-ft

Stunning fully renovated private waterfront home on deep property nestled on the shores of Lake Simcoe. With 5 bedrooms plus office (2 being in a priv

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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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17 Bellflower Crescent, Simcoe, ON , MLS #N13523796 , Image - 1

17 Bellflower Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13523796

Residential Freehold (Detached)

$1950000.0

5 Beds
5 Baths
5000 + sq-ft

This luxury detached house sits on a premium **70-foot lot** & features **Triple-car garage*** with **10-car parking**. - 5 bedrooms and 5 bathrooms-

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24 Twinleaf Crescent, Simcoe, ON , MLS #N13523148 , Image - 1

24 Twinleaf Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13523148

Residential Freehold (Detached)

$1830990.0

5 Beds
5 Baths
5000 + sq-ft

Welcome to this brand-new, never-lived-in 5-bedroom detached home by Tribute Communities, offering 5,100 sq. ft. of thoughtfully designed living space

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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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237 West Shore Drive, Simcoe, ON , MLS #S13506046 , Image - 1

237 West Shore Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13506046

Residential Freehold (Detached)

$2250000.0

5 Beds
3 Baths
2000-2500 sq-ft

Set Within The Highly Coveted Thunder Beach Enclave, This Exceptional Georgian Bay Waterfront Home Offers A Seamless Blend Of Refined Design And Effor

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209 Bay Street, Simcoe, ON , MLS #S13508726 , Image - 1

209 Bay Street Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13508726

Residential Freehold (Detached)

$4490000.0

5 Beds
5 Baths
3000-3500 sq-ft

Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on

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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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2032 Lakeshore Drive, Simcoe, ON , MLS #S13493972 , Image - 1

2032 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13493972

Residential Freehold (Detached)

$1598000.0

5 Beds
4 Baths
2000-2500 sq-ft

Spectacular Family Cottage with 78ft of Perfect West Facing Lake Simcoe Shoreline. Just a One Hour Drive From the Eastern End of the GTA. The Cottage

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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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995611 Mono-Adjala Townline N/A, Simcoe, ON , MLS #N13472276 , Image - 1

995611 Mono-Adjala Townline N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13472276

Residential Freehold (Detached)

$7250000.0

5 +1 Beds
6 Baths
5000 + sq-ft

Set amid 97+ acres of rolling countryside, forests, ponds and productive farmland, Pond Hill Farm is a rare legacy estate where heritage architecture,

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756 Champlain Road, Simcoe, ON , MLS #S13021962 , Image - 1

756 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13021962

Residential Freehold (Detached)

$999000.0

Price drop by 23.1%

5 +1 Beds
4 Baths
2000-2500 sq-ft

This is a rare opportunity you won't want to miss! Proudly owned by the original owners and offered for sale for the very first time, this property is

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4 Woodview Drive, Simcoe, ON , MLS #S13476610 , Image - 1

4 Woodview Drive Rural Clearview, Clearview, Simcoe, ON MLS® S13476610

Residential Freehold (Detached)

$1995000.0

5 Beds
3 Baths
3000-3500 sq-ft

Welcome to 4 Woodview Drive in the highly sought-after Collingwoodlands community. Extensively renovated between 2023 and 2024 with approximately $400

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8418 Tosorontio 20th Side Road, Simcoe, ON , MLS #N13483456 , Image - 1

8418 Tosorontio 20th Side Road Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13483456

Residential Freehold (Detached)

$2888000.0

5 +1 Beds
5 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Remarkable custom estate set on nearly 50 acres of private wooded land, offering an exceptional sense of sec

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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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3778 Vasey Road, Simcoe, ON , MLS #S12826236 , Image - 1

3778 Vasey Road Rural Tay, Tay, Simcoe, ON MLS® S12826236

Residential Freehold (Detached)

$2599900.0

5 Beds
4 Baths
3500-5000 sq-ft

Quiet Luxury on 75 forested Acres in Tay. Long, paved, tree-lined winding driveway leads to this unique custom-built executive home, offering unmatche

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1688 Lakeshore Drive, Simcoe, ON , MLS #S13479230 , Image - 1

1688 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13479230

Residential Freehold (Detached)

$3999999.0

5 Beds
5 Baths
5000 + sq-ft

Welcome to 1688 Lakeshore, a spectacular custom-built waterfront estate set on an impressive 151'x 305' lot. Offering over 5,000 sq. ft. of beautifull

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11 Caldwell Drive, Simcoe, ON , MLS #S13475136 , Image - 1

11 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13475136

Residential Freehold (Detached)

$1799900.0

5 Beds
5 Baths
2500-3000 sq-ft

Brand new custom-built bungalow with 5,000 Sqft + living space offering elevated luxury, exceptional craftsmanship, and ultimate comfort on a sprawlin

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1250 Frankland Lane, Simcoe, ON , MLS #S13473724 , Image - 1

1250 Frankland Lane Rural Severn, Severn, Simcoe, ON MLS® S13473724

Residential Freehold (Detached)

$4699000.0

5 Beds
3 Baths
5000 + sq-ft

Top Reasons You Will Love This Home: Experience the epitome of lakeside living in this breathtaking 5,348 square foot waterfront estate, gracefully se

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10 Misty Court, Simcoe, ON , MLS #S13060582 , Image - 1

10 Misty Court Rural Ramara, Ramara, Simcoe, ON MLS® S13060582

Residential Freehold (Detached)

$2680000.0

Price drop by 7.2%

5 +0 Beds
5 Baths
3000-3500 sq-ft

Stunning Large Two-Storey Waterfront Family Home Located In Bayshore Village, A Unique, Friendly And Highly Sought-After Community On A School Bus Rou

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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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203 Coates Drive, Simcoe, ON , MLS #S13467204 , Image - 1

203 Coates Drive Stayner, Clearview, Simcoe, ON MLS® S13467204

Residential Freehold (Detached)

$1687000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 203 Coates Drive, a beautifully designed 5-bedroom, 4-bathroom home built in 2023 in one of Stayner's newest and most desirable neighbourho

5 Bedroom Detached Houses for Sale in Simcoe, ON - P5

Rosehaven Simcoe Woods