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5 Bedroom Detached Houses for Sale in Simcoe, ON - P4

Showing results 91 - 120 of 196
Last Updated: September 20, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
31 Photos
Last Updated : 16 Days ago
121 Allegra Drive, Simcoe, ON , MLS #S13479080 , Image - 1
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121 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S13479080

Residential Freehold (Detached)

$999000.0
  • 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
50 Photos
Last Updated : 16 Days ago
5 Elderberry Way, Simcoe, ON , MLS #N13740250 , Image - 1

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5 Elderberry Way Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13740250

Residential Freehold (Detached)

$1399000.0
price drop iconPrice drop by 2.2%
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional 4,131 sq ft detached residence in the prestigious Colgan Crossing community of Tottenham.Situated on a premium 60 ft lot,
45 Photos
Last Updated : 17 Days ago
1474 Simpkin Court, Simcoe, ON , MLS #N13742826 , Image - 1

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1474 Simpkin Court Lefroy, Innisfil, Simcoe, ON MLS® N13742826

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
This beautiful home is 'as new' as the day it was built! The main floor is open concept with 9 foot ceilings, expansive windows (California Shutters)
49 Photos
Last Updated : 17 Days ago
14 Fisher Drive, Simcoe, ON , MLS #N13741230 , Image - 1

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14 Fisher Drive Everett, Adjala-Tosorontio, Simcoe, ON MLS® N13741230

Residential Freehold (Detached)

$1399000.0
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to one of Everett's finest custom-built estates, offering nearly 7,000 sq. ft. of fully finished living space on a private, professionally lan
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
49 Photos
Last Updated : 17 Days ago
469 Parkview Court, Simcoe, ON , MLS #S13741086 , Image - 1

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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
49 Photos
Last Updated : 18 Days ago
19 Centre Street, Simcoe, ON , MLS #S13737850 , Image - 1

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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
50 Photos
Last Updated : 18 Days ago
8672 County Rd 91 Road, Simcoe, ON , MLS #S13736848 , Image - 1

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8672 County Rd 91 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13736848

Residential Freehold (Detached)

$2875000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Luxury Estate where timeless craftsmanship meets modern elegance. Nestled on over 4 acres of picturesque countryside, this custom-built 5-bedroom, 4-b
44 Photos
Last Updated : 18 Days ago
7781 Poplar Side Road, Simcoe, ON , MLS #S13213290 , Image - 1

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7781 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13213290

Residential Freehold (Detached)

$5999999.0
  • 5 Beds
  • 7 Baths
  • 5000 + sq-ft
Welcome to one of the most spectacular properties you will find located on the Clearview/Collingwood border just 2hrs from Toronto and located minutes
41 Photos
Last Updated : 19 Days ago
795853 Grey 19 Road, Simcoe, ON , MLS #S13452012 , Image - 1

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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
49 Photos
Last Updated : 19 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

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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
50 Photos
Last Updated : 19 Days ago
5385 8 Line N, Simcoe, ON , MLS #S13628286 , Image - 1

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5385 8 Line N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13628286

Residential Freehold (Detached)

$3399000.0
  • 5 +2 Beds
  • 6 Baths
  • 5000 + sq-ft
FAMILY COMPOUND | Built in 2022, this expansive 9,000 sqft estate on 100 acres is ideal for multi-generational living, family compound use, or rental
45 Photos
Last Updated : 19 Days ago
403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

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403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1398000.0
price drop iconPrice 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
44 Photos
Last Updated : 19 Days ago
113 BEARBERRY Road, Simcoe, ON , MLS #S13724800 , Image - 1

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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
50 Photos
Last Updated : 19 Days ago
4298 Plum Point Road W, Simcoe, ON , MLS #S13562824 , Image - 1

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

Residential Freehold (Detached)

$1198000.0
price drop iconPrice 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
36 Photos
Last Updated : 19 Days ago
208 Lamont Court, Simcoe, ON , MLS #S13732348 , Image - 1

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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
17 Photos
Last Updated : 19 Days ago
2670 SOUTH SPARROW LAKE Road, Simcoe, ON , MLS #S13609264 , Image - 1

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

Residential Freehold (Detached)

$999000.0
price drop iconPrice 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
29 Photos
Last Updated : 20 Days ago
238 Sixth Street, Simcoe, ON , MLS #S13702204 , Image - 1

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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
50 Photos
Last Updated : 21 Days ago
30 Magnolia Avenue N, Simcoe, ON , MLS #N13695872 , Image - 1

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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
40 Photos
Last Updated : 21 Days ago
229 Datas Drive E, Simcoe, ON , MLS #S13101416 , Image - 1

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

Residential Freehold (Detached)

$649000.0
price drop iconPrice 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
49 Photos
Last Updated : 21 Days ago
176 Tigertail Crescent, Simcoe, ON , MLS #N13713854 , Image - 1

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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
42 Photos
Last Updated : 22 Days ago
112 Farlain Lake Road E, Simcoe, ON , MLS #S13644352 , Image - 1

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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
47 Photos
Last Updated : 23 Days ago
6576 Quarry Point Road, Simcoe, ON , MLS #S13663136 , Image - 1

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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
50 Photos
Last Updated : 24 Days ago
298 Seventh Street, Simcoe, ON , MLS #S13719098 , Image - 1

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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
48 Photos
Last Updated : 24 Days ago
102 Nottingham Road, Simcoe, ON , MLS #S13717160 , Image - 1

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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
20 Photos
Last Updated : 24 Days ago
874 Cedar Point Road, Simcoe, ON , MLS #S13717464 , Image - 1

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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
41 Photos
Last Updated : 24 Days ago
3965 Algoma Avenue, Simcoe, ON , MLS #N13717392 , Image - 1

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3965 Algoma Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13717392

Residential Freehold (Detached)

$2348800.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
DO NOT MISS THIS GREAT OPPORTUNITY!!! Welcome to this exceptional, upgraded custom bungaloft set on a rare 200 x 150 ft private lot surrounded by mat
48 Photos
Last Updated : 25 Days ago
76 CALYPSO Avenue, Simcoe, ON , MLS #S13492752 , Image - 1

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

Residential Freehold (Detached)

$999900.0
price drop iconPrice 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
22 Photos
Last Updated : 25 Days ago
246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

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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
39 Photos
Last Updated : 25 Days ago
2 Hook Court, Simcoe, ON , MLS #S13621808 , Image - 1

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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
46 Photos
Last Updated : 25 Days ago
607 Cedarvale Drive, Simcoe, ON , MLS #N13713416 , Image - 1

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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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