181+ 5 Bedroom Houses Sale for Simcoe in Under $2M

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469 Parkview Court, Simcoe, ON , MLS #S13741086 , Image - 1

469 Parkview Court Midland, Simcoe, ON MLS® S13741086

Residential Freehold (Detached)

$1149000.0

5 Beds
2 Baths
2000-2500 sq-ft

Welcome to the highly sought-after Midland Point community. This just under half acre lot has backyard access to the waterfront trail and Georgian Bay

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199 Nottawasaga Street, Simcoe, ON , MLS #S13739074 , Image - 1

199 Nottawasaga Street Orillia, Simcoe, ON MLS® S13739074

Residential Freehold (Triplex)

$950000.0

5 Beds
3 Baths
2000-2500 sq-ft

Turnkey Investment or Live & Rent! Premium Legal Triplex with Garden Suite PotentialMaximize your real estate portfolio with this exceptionally well-m

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19 Centre Street, Simcoe, ON , MLS #S13737850 , Image - 1

19 Centre Street Allandale, Barrie, Simcoe, ON MLS® S13737850

Residential Freehold (Detached)

$1300000.0

5 Beds
4 Baths
2500-3000 sq-ft

Exceptional Allandale Investment Opportunity - Multi-Unit Property with Strong Income Potential. Welcome to 19 Centre Street, a unique and versatile i

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795853 Grey 19 Road, Simcoe, ON , MLS #S13452012 , Image - 1

795853 Grey 19 Road Collingwood, Simcoe, ON MLS® S13452012

Residential Freehold (Detached)

$1229000.0

5 Beds
4 Baths
2500-3000 sq-ft

Set on a beautifully private rural lot w/ stunning views of Blue Mountain & only 7 minutes from downtown Collingwood, this charming ranch bungalow off

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29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

29 TECUMSETH Street Orillia, Simcoe, ON MLS® S13622146

Residential Freehold (Detached)

$849000.0

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a

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403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1398000.0

Price drop by 3.6%

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores o

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113 BEARBERRY Road, Simcoe, ON , MLS #S13724800 , Image - 1

113 BEARBERRY Road Midhurst, Springwater, Simcoe, ON MLS® S13724800

Residential Freehold (Detached)

$1099900.0

5 Beds
6 Baths
3500-5000 sq-ft

Modern Luxury in Midhurst Valley of Perfection experience the pinnacle of contemporary detached two-story home, Built in 2023, this residence is metic

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4298 Plum Point Road W, Simcoe, ON , MLS #S13562824 , Image - 1

4298 Plum Point Road W Rural Ramara, Ramara, Simcoe, ON MLS® S13562824

Residential Freehold (Detached)

$1198000.0

Price drop by 7.7%

5 +1 Beds
3 Baths
3000-3500 sq-ft

WELCOME TO YOUR PRIVATE LAKE SIMCOE RETREAT! Set on approx.100 feet of beautifully rebuilt granite-boulder shoreline, this extensively renovated water

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208 Lamont Court, Simcoe, ON , MLS #S13732348 , Image - 1

208 Lamont Court Stayner, Clearview, Simcoe, ON MLS® S13732348

Residential Freehold (Detached)

$819000.0

5 Beds
3 Baths
1500-2000 sq-ft

This is where space, comfort, and lifestyle come together. Welcome to 208 Lamont Court in Stayner, a beautifully updated raised bungalow set on an ove

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2670 SOUTH SPARROW LAKE Road, Simcoe, ON , MLS #S13609264 , Image - 1

2670 SOUTH SPARROW LAKE Road Rural Severn, Severn, Simcoe, ON MLS® S13609264

Residential Freehold (Detached)

$999000.0

Price drop by 9.2%

5 +1 Beds
2 Baths
700-1100 sq-ft

This is 57 Acres of Private Paradise! Enjoy approximately 57 acres of picturesque countryside with a private driveway leading to two homes on the prop

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238 Sixth Street, Simcoe, ON , MLS #S13702204 , Image - 1

238 Sixth Street Midland, Simcoe, ON MLS® S13702204

Residential Freehold (Detached)

$649900.0

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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30 Magnolia Avenue N, Simcoe, ON , MLS #N13695872 , Image - 1

30 Magnolia Avenue N Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13695872

Residential Freehold (Detached)

$1899000.0

5 +0 Beds
5 Baths
5000 + sq-ft

Welcome to this impressive 5,000+ executive home in the heart of Tottenham, showcasing over $200,000 in upgrades and situated on a prime 73.24 X 179.2

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229 Datas Drive E, Simcoe, ON , MLS #S13101416 , Image - 1

229 Datas Drive E Stayner, Clearview, Simcoe, ON MLS® S13101416

Residential Freehold (Detached)

$649000.0

Price drop by 7.3%

5 Beds
2 Baths
1100-1500 sq-ft

Quality brick bungalow in a prime Stayner location. Welcome to 229 Datas Drive East, a solid and well-cared-for home built in 1985 by the respected Wo

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176 Tigertail Crescent, Simcoe, ON , MLS #N13713854 , Image - 1

176 Tigertail Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13713854

Residential Freehold (Detached)

$1499000.0

5 +1 Beds
5 Baths
3000-3500 sq-ft

Positioned on a premium 50-foot lot in one of Summerlyn's most sought-after crescents, this beautiful family home offers approximately 3,400 square fe

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112 Farlain Lake Road E, Simcoe, ON , MLS #S13644352 , Image - 1

112 Farlain Lake Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13644352

Residential Freehold (Detached)

$800000.0

5 Beds
3 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Three-season cottage offering a unique two-structure setup with plenty of room for family and guests, featur

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6576 Quarry Point Road, Simcoe, ON , MLS #S13663136 , Image - 1

6576 Quarry Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13663136

Residential Freehold (Detached)

$1780000.0

5 +1 Beds
3 Baths
1500-2000 sq-ft

Turnkey waterfront retreat on beautiful Lake Couchiching! Just 15 minutes from Orillia and minutes to Casino Rama, this exceptional four-season proper

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298 Seventh Street, Simcoe, ON , MLS #S13719098 , Image - 1

298 Seventh Street Midland, Simcoe, ON MLS® S13719098

Residential Freehold (Detached)

$889900.0

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

Welcome to this spacious and versatile 5+1 bedroom, 4+1 bathroom home in Midland, offering an exceptional blend of space, functionality, and flexibili

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102 Nottingham Road, Simcoe, ON , MLS #S13717160 , Image - 1

102 Nottingham Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13717160

Residential Freehold (Detached)

$1099000.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome to this beautifully upgraded 5-bedroom, 4-bathroom detached home in Barrie South, built in 2022 and ideally situated on a corner lot backing/f

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22 Olive Crescent Orillia, Simcoe, ON MLS® S13649236

Residential Freehold (Fourplex)

$1179000.0

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

RENOVATED LEGAL FOURPLEX WITH MAJOR UPGRADES, LAKE SIMCOE ACROSS THE ROAD & INCOME-PRODUCING POTENTIAL! Secure an income-focused legal fourplex on nea

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874 Cedar Point Road, Simcoe, ON , MLS #S13717464 , Image - 1

874 Cedar Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S13717464

Residential Freehold (Detached)

$524000.0

5 Beds
2 Baths
1500-2000 sq-ft

Brimming with Character and Country Charm! This timeless two-storey home offers the perfect combination of space, warmth, and opportunity. Featuring 5

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76 CALYPSO Avenue, Simcoe, ON , MLS #S13492752 , Image - 1

76 CALYPSO Avenue Midhurst, Springwater, Simcoe, ON MLS® S13492752

Residential Freehold (Detached)

$999900.0

Price drop by 6.1%

5 Beds
4 Baths
3000-3500 sq-ft

Welcome To 76 Calypso Ave In Sought-After Midhurst! This Exceptional 5 Bedrooms, 4 Bathroom Detached 2-Storey Home Sits On A Premium Ravine Lot And Of

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246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

246 Mary Street Orillia, Simcoe, ON MLS® S13652024

Residential Freehold (Detached)

$499900.0

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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2 Hook Court, Simcoe, ON , MLS #S13621808 , Image - 1

2 Hook Court West Bayfield, Barrie, Simcoe, ON MLS® S13621808

Residential Freehold (Detached)

$1039900.0

5 +3 Beds
5 Baths
2500-3000 sq-ft

Discover this stunning oversized two-storey detached home with a double-car garage, ideally situated on a quiet court in the highly sought-after North

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607 Cedarvale Drive, Simcoe, ON , MLS #N13713416 , Image - 1

607 Cedarvale Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13713416

Residential Freehold (Detached)

$1950000.0

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

Big Cedar Point, Innisfil - Exceptional Lakefront Opportunity on Lake Simcoe. A rare offering at the very tip of sought-after Big Cedar Point. This pr

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2981 Line 5 Line, Simcoe, ON , MLS #N13050382 , Image - 1

2981 Line 5 Line Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13050382

Residential Freehold (Detached)

$1900000.0

Price drop by 11.5%

5 +2 Beds
5 Baths
3000-3500 sq-ft

A rare opportunity to own a truly exceptional new custom-built home designed with multi-generational living in mind, blending thoughtful design, luxur

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245 Jane Street, Simcoe, ON , MLS #S13532262 , Image - 1

245 Jane Street Stayner, Clearview, Simcoe, ON MLS® S13532262

Residential Freehold (Detached)

$1149000.0

5 Beds
5 Baths
3000-3500 sq-ft

Exceptional legal duplex offering the perfect blend of family living and investment potential. The bright, open-concept main home features 3 spacious

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153 Romanelli Crescent, Simcoe, ON , MLS #N13658530 , Image - 1

153 Romanelli Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13658530

Residential Freehold (Detached)

$1349900.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to 153 Romanelli Crescent, an impressive detached home offering approximately 3,000 sq. ft. of beautifully designed living space with 5 bedroo

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17 Staglir Drive, Simcoe, ON , MLS #S13700360 , Image - 1

17 Staglir Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13700360

Residential Freehold (Detached)

$1250000.0

5 Beds
3 Baths
3000-3500 sq-ft

Escape The GTA Hustle For Ultimate Luxury Just Moments From The Crystal-Clear Shores Of Georgian Bay. Built In 2025, This Modern Custom Residence Offe

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88 Cook Street, Simcoe, ON , MLS #S13696070 , Image - 1

88 Cook Street Codrington, Barrie, Simcoe, ON MLS® S13696070

Residential Freehold (Detached)

$1250000.0

5 Beds
3 Baths
3000-3500 sq-ft

Unique Custom Sprawling Modern Bungalow with Inground Pool, and triple car garage - ideally located in Barrie's East Ends Exclusive Area of Fine Homes

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122 Thicketwood Avenue, Simcoe, ON , MLS #S13687398 , Image - 1

122 Thicketwood Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13687398

Residential Freehold (Detached)

$919000.0

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to Everwell South Barrie, an exclusive community on the city's southern edge. This luxury 2,943 sq. ft. detached home by Sorbara is move-in re

5 Bedroom Houses for Sale in Simcoe Under $2M - P4

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