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

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129 Bass Line, Simcoe, ON , MLS #S13207170 , Image - 1

129 Bass Line Prices Corners, Oro-Medonte, Simcoe, ON MLS® S13207170

Residential Freehold (Detached)

$1630000.0

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

Welcome home to 129 Bass Line - where serene luxury and family comfort seamlessly blend. Set on nearly 1.8 lush acres, this spacious 5-bedroom, 3-bath

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925 Dominion Avenue, Simcoe, ON , MLS #S13110226 , Image - 1

925 Dominion Avenue Midland, Simcoe, ON MLS® S13110226

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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405 Champlain Road, Simcoe, ON , MLS #S13175156 , Image - 1

405 Champlain Road Penetanguishene, Simcoe, ON MLS® S13175156

Residential Freehold (Detached)

$1399777.0

3 Beds
3 Baths
2500-3000 sq-ft

Welcome to waterfront living at it's finest on the shores of Beautiful Georgian Bay. This stunning home offers 115' of prime shoreline with ample dock

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5 Bourgeois Beach Road, Simcoe, ON , MLS #S13206760 , Image - 1

5 Bourgeois Beach Road Victoria Harbour, Tay, Simcoe, ON MLS® S13206760

Residential Freehold (Detached)

$610000.0

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

Welcome to 5 Bourgeois Beach Road - where lifestyle, location, and value come together in a way that's becoming harder and harder to find. Opportuniti

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121 Allegra Drive, Simcoe, ON , MLS #S13103370 , Image - 1

121 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S13103370

Residential Freehold (Detached)

$1099000.0

5 Beds
4 Baths
2500-3000 sq-ft

Fresh air, quiet streets and that rare ability to feel away from it all while still being close to everything. This is the reason people move to Wasag

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1361 Blackmore Street, Simcoe, ON , MLS #N13102294 , Image - 1

1361 Blackmore Street Alcona, Innisfil, Simcoe, ON MLS® N13102294

Residential Freehold (Detached)

$1275000.0

4 +2 Beds
4 Baths
3000-3500 sq-ft

Welcome to this beautifully renovated home tucked away on a quiet private street in a sought-after Innisfil neighbourhood, backing onto peaceful green

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43 Dunnett Drive, Simcoe, ON , MLS #S12956152 , Image - 1

43 Dunnett Drive Ardagh, Barrie, Simcoe, ON MLS® S12956152

Residential Freehold (Detached)

$1125000.0

Price drop by 2.2%

4 +2 Beds
4 Baths
2000-2500 sq-ft

Discover a beautifully upgraded 3,040 sq.ft. home featuring a fully legal, city-registered second suite-perfect for generating income, hosting extende

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143 Fourth Street W, Simcoe, ON , MLS #S12861304 , Image - 1

143 Fourth Street W Collingwood, Simcoe, ON MLS® S12861304

Residential Freehold (Detached)

$849000.0

3 Beds
1 Baths
1500-2000 sq-ft

Downtown Collingwood Century Home Full of Charm! Welcome to this beautiful red brick century home set on a coveted tree-lined street around the corner

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9157 30th Side Road, Simcoe, ON , MLS #N13202544 , Image - 1

9157 30th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13202544

Residential Freehold (Detached)

$1899900.0

3 Beds
4 Baths
3000-3500 sq-ft

GORGEOUS COUNTRY ESTATE HOME ON NEARLY 19 ACRES WITH 3,300+ SQ FT PLUS AN UNSPOILED WALKOUT BASEMENT, AN ATTACHED DOUBLE CAR GARAGE, A 30 X 40 SHOP, &

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828 Oxbow Park Drive, Simcoe, ON , MLS #S13070900 , Image - 1

828 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13070900

Residential Freehold (Detached)

$715000.0

3 Beds
3 Baths
2000-2500 sq-ft

DEVELOPMENT POTENTIAL~ Possibility for Lot Severance! Discover the Calm and Quiet of this Unique Property Situated on a Generous 20,000 sq ft lot, Sur

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805 Eastdale Drive, Simcoe, ON , MLS #S13075914 , Image - 1

805 Eastdale Drive Wasaga Beach, Simcoe, ON MLS® S13075914

Residential Freehold (Detached)

$1574444.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Enjoy life just steps from the white sandy shores of Allenwood Beach in this beautifully designed custom home, featuring 3,552 sq. ft. of finished liv

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243 River Road E, Simcoe, ON , MLS #S12458468 , Image - 1

243 River Road E Wasaga Beach, Simcoe, ON MLS® S12458468

Residential Freehold (Detached)

$749000.0

Price drop by 6.3%

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

This amazing custom built home is located just on the periphery of the Stonebridge development. The river is across the street and at the rear of the

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46 Erie Street, Simcoe, ON , MLS #S13109838 , Image - 1

46 Erie Street Collingwood, Simcoe, ON MLS® S13109838

Residential Freehold (Detached)

$599000.0

4 +0 Beds
2 Baths
1100-1500 sq-ft

Welcome to 46 Erie Street - a fantastic opportunity on a well-established, family-friendly street. Recent updates include brand-new carpeting and fres

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113 Rugman Crescent, Simcoe, ON , MLS #S13199808 , Image - 1

113 Rugman Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S13199808

Residential Freehold (Detached)

$1275000.0

4 Beds
4 Baths
3500-5000 sq-ft

A HOME WITH ARCHITECTURAL PRESENCE, 3,520 SQ FT ABOVE GRADE, & A TRIPLE-CAR GARAGE! Set in a family-friendly estate neighbourhood surrounded by beauti

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103 41st Street S, Simcoe, ON , MLS #S13200304 , Image - 1

103 41st Street S Wasaga Beach, Simcoe, ON MLS® S13200304

Residential Freehold (Detached)

$775000.0

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

Top 5 Reasons You Will Love This Home: 1) This distinctive five bedroom, four bathroom bungaloft offers an impressive 3,152 square feet of bright, air

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2533 Flos 3 Road W, Simcoe, ON , MLS #S12935852 , Image - 1

2533 Flos 3 Road W Rural Springwater, Springwater, Simcoe, ON MLS® S12935852

Residential Freehold (Detached)

$750000.0

Price drop by 3.2%

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

Set on a picturesque 1.2-acre lot surrounded by peaceful farmland, this rural property offers the perfect blend of privacy, functionality, and coun

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10 White Oaks Road, Simcoe, ON , MLS #S13070218 , Image - 1

10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S13070218

Residential Freehold (Detached)

$3350000.0

5 Beds
4 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Experience true waterfront living with over 91 feet of pristine sandy shoreline, enhanced by a steel retaini

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278 Coastline Drive, Simcoe, ON , MLS #S13023834 , Image - 1

278 Coastline Drive Wasaga Beach, Simcoe, ON MLS® S13023834

Residential Freehold (Detached)

$1050000.0

Price drop by 2.7%

3 +0 Beds
1 Baths
700-1100 sq-ft

Start your summer on the shores of Georgian Bay. Enjoy spectacular sunsets and the blue waters from this ideally positioned beachfront property, just

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17 Oakmont Avenue, Simcoe, ON , MLS #S13188218 , Image - 1

17 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13188218

Residential Freehold (Detached)

$924800.0

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

HORSESHOE VALLEY BUNGALOFT WITH NEARLY 4,000 FINISHED SQ FT, ELEGANT FINISHES, A FINISHED BASEMENT & PRIVATE BACKYARD WITH HOT TUB! Buy the address fo

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4 Belair Place, Simcoe, ON , MLS #N13005392 , Image - 1

4 Belair Place Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13005392

Residential Condo & Other (Detached Condo)

$659900.0

Price drop by 5.6%

1 +1 Beds
3 Baths
1200-1399 sq-ft

Welcome to the amazing Briar Hill development just minutes from the Nottawassaga Inn and 36 hole golf course, 15 minutes west of Hwy 400 along Hwy 89.

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44 Albert Street W, Simcoe, ON , MLS #N13159492 , Image - 1

44 Albert Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13159492

Residential Freehold (Detached)

$1599000.0

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

Welcome to 44 Albert Street West, a stunning custom-built luxury residence in the heart of Alliston offering the perfect blend of upscale living, mode

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36 Tecumseth Pines Drive, Simcoe, ON , MLS #N12426310 , Image - 1

36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12426310

Residential Freehold (Detached)

$499000.0

Price drop by 1.2%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu

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10 Allen Drive N, Simcoe, ON , MLS #S12916764 , Image - 1

10 Allen Drive N Wasaga Beach, Simcoe, ON MLS® S12916764

Residential Freehold (Detached)

$399900.0

2 Beds
2 Baths
700-1100 sq-ft

Stylishly Updated Bungalow in Sought-After 55+ Parkbridge Community - Wasaga Beach. Welcome to 10 Allen Dr N in Hometown, a desirable 55+ Parkbridge l

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1949 Jans Boulevard, Simcoe, ON , MLS #N13013126 , Image - 1

1949 Jans Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13013126

Residential Freehold (Detached)

$1299000.0

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

Welcome to 1949 Jans Blvd, Innisfil - Where Space, Style & Lifestyle come together! This stunning, detached, 2 car garage home offers the perfect blen

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22 Chantler Road, Simcoe, ON , MLS #N13154956 , Image - 1

22 Chantler Road Alliston, New Tecumseth, Simcoe, ON MLS® N13154956

Residential Freehold (Detached)

$869999.0

4 +1 Beds
4 Baths
1500-2000 sq-ft

Recently renovated kitchen with gleaming quartz countertops (2026) and laminate flooring on the main level installed in 2026. This spacious Wellington

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5 Kelsey Crescent, Simcoe, ON , MLS #S12946974 , Image - 1

5 Kelsey Crescent Ardagh, Barrie, Simcoe, ON MLS® S12946974

Residential Freehold (Detached)

$999000.0

4 Beds
3 Baths
2000-2500 sq-ft

Immaculate , Sun Filled Family with Clear View ! 2210 Sqft Home plus 932 Sqft Basement in NUMBER ONE SOUTH BARRIE ARDAGH COMMUNITY *** Large Size 4 Be

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1129 Lindy Lane, Simcoe, ON , MLS #N13019610 , Image - 1

1129 Lindy Lane Gilford, Innisfil, Simcoe, ON MLS® N13019610

Residential Freehold (Detached)

$649900.0

Price drop by 3.7%

2 Beds
1 Baths
700-1100 sq-ft

Location, location, location! Just steps from Lake Simcoe in the welcoming waterfront community of Gilford, this bright and beautifully updated bungal

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215 Roy Drive, Simcoe, ON , MLS #S13174246 , Image - 1

215 Roy Drive Stayner, Clearview, Simcoe, ON MLS® S13174246

Residential Freehold (Detached)

$939000.0

4 Beds
4 Baths
2500-3000 sq-ft

Beautifully finished family home nestled in the charming community of Stayner, offering exceptional space, style, and comfort for growing families. Th

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77 Sovereign's Gate, Simcoe, ON , MLS #S13173626 , Image - 1

77 Sovereign's Gate Innis-Shore, Barrie, Simcoe, ON MLS® S13173626

Residential Freehold (Detached)

$949000.0

4 +2 Beds
4 Baths
2000-2500 sq-ft

Welcome to 77 Sovereigns Gate, Barrie - a spacious home offering over 3,500 sq ft of finished living space, featuring four bedrooms on the upper level

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17 Private Drive, Simcoe, ON , MLS #N13173370 , Image - 1

17 Private Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13173370

Residential Freehold (Detached)

$248000.0

< 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

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

Rosehaven Simcoe Woods