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5 Bedroom Houses for Sale in Simcoe Under $1.5M - P3

Showing results 61 - 90 of 151
Last Updated: September 20, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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16 Photos
Last Updated : 12 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13752824 , Image - 1
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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13752824

Residential Freehold (Duplex)

$774999.0
  • 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
22 Photos
Last Updated : 12 Days ago
62 Calypso Avenue, Simcoe, ON , MLS #S13542942 , Image - 1

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62 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S13542942

Residential Freehold (Detached)

$1053900.0
price drop iconPrice drop by 9.1%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Introducing this stunning brand new detached home built by reputable Sundance Homes. The Countryside Model boasting an impressive 3,323 sq ft of luxur
24 Photos
Last Updated : 12 Days ago
3118 Emperor Drive, Simcoe, ON , MLS #S13752688 , Image - 1

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3118 Emperor Drive Orillia, Simcoe, ON MLS® S13752688

Residential Freehold (Duplex)

$774999.0
  • 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
36 Photos
Last Updated : 12 Days ago
259 Centre Street, Simcoe, ON , MLS #S13618232 , Image - 1

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259 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13618232

Residential Freehold (Detached)

$999000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 259 Centre Street, an exceptional executive home built in 2023, offering modern design, premium upgrades, and outstanding flexibility for t
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
48 Photos
Last Updated : 12 Days ago
31 The Queensway N/A, Simcoe, ON , MLS #S13710848 , Image - 1

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31 The Queensway N/A Innis-Shore, Barrie, Simcoe, ON MLS® S13710848

Residential Freehold (Detached)

$1200000.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exceptional income and multi-generational living potential with an over 1,200 square foot legal basement apa
50 Photos
Last Updated : 12 Days ago
2263 Lozenby Street, Simcoe, ON , MLS #N13670828 , Image - 1

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2263 Lozenby Street Alcona, Innisfil, Simcoe, ON MLS® N13670828

Residential Freehold (Detached)

$1149999.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully appointed five bedroom home set on a quiet cul-de-sac in the desirable Alcona community, ideally
35 Photos
Last Updated : 13 Days ago
1784 Tiny Beaches Road S, Simcoe, ON , MLS #S13733826 , Image - 1

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1784 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13733826

Residential Freehold (Detached)

$1490000.0
  • 5 +2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 1784 Tiny Beaches Road South, where gorgeous Georgian Bay waterfront, a sandy beach, and a spacious family retreat come together in one of
44 Photos
Last Updated : 13 Days ago
6 Henderson Street, Simcoe, ON , MLS #N13728890 , Image - 1

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6 Henderson Street Baxter, Essa, Simcoe, ON MLS® N13728890

Residential Freehold (Detached)

$1149900.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Presenting 6 Henderson Street, Essa, an exceptional newly built home nestled in a sought-after community surrounded by picturesque forests and rolling
40 Photos
Last Updated : 14 Days ago
1 Walker Boulevard, Simcoe, ON , MLS #N13602804 , Image - 1

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1 Walker Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13602804

Residential Freehold (Detached)

$899900.0
price drop iconPrice drop by 10.0%
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Beautifully upgraded & immaculately maintained over 3200 Sq Ft Executive Home In the highly Sought-After Alliston Community offers A Perfect Blen
28 Photos
Last Updated : 16 Days ago
76 Wellington Street, Simcoe, ON , MLS #N13746866 , Image - 1

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76 Wellington Street Alliston, New Tecumseth, Simcoe, ON MLS® N13746866

Residential Freehold (Triplex)

$859000.0
  • 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
1 Photos
Last Updated : 16 Days ago
35 Sassafras Road, Simcoe, ON
35 Sassafras Road Midhurst, Springwater, Simcoe, ON MLS® S13744476

Residential Freehold (Detached)

$899991.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully appointed brand new 2800 sq. ft. home built by award winning Brookfield Residential located in the sought after Midhurst V
36 Photos
Last Updated : 16 Days ago
50 Beaufort Crescent, Simcoe, ON , MLS #S13744350 , Image - 1

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50 Beaufort Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13744350

Residential Freehold (Detached)

$1299900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Custom built in 2024 with exceptional attention to detail, this impressive home showcases rare full-height I
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 : 17 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
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
17 Photos
Last Updated : 18 Days ago
199 Nottawasaga Street, Simcoe, ON , MLS #S13739074 , Image - 1

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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
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
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
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
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
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