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5 Bedroom Houses for Sale in Simcoe Under $1M - P2

Showing results 31 - 60 of 74
Last Updated: November 05, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
35 Photos
Last Updated : 13 Days ago
1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1
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1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$479900.0
price drop iconPrice drop by 26.1%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo
13 Photos
Last Updated : 14 Days ago
9 Penetang Street, Simcoe, ON , MLS #S14099342 , Image - 1

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9 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S14099342

Residential Freehold (Triplex)

$649900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Income-producing legal triplex situated on an approximately 66 ft x 132 ft RM2-zoned lot in one of Barrie's most historic neighbourhoods. This substan
13 Photos
Last Updated : 14 Days ago
63 Wood Crescent, Simcoe, ON , MLS #N14104044 , Image - 1

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63 Wood Crescent Angus, Essa, Simcoe, ON MLS® N14104044

Residential Freehold (Detached)

$995000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Make yourself at home in this beautifully upgraded all-brick and stone residence by Sandiego Homes, offering
50 Photos
Last Updated : 15 Days ago
77 Polish Avenue, Simcoe, ON , MLS #S13056342 , Image - 1

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77 Polish Avenue Penetanguishene, Simcoe, ON MLS® S13056342

Residential Freehold (Detached)

$999999.0
  • 5 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover the perfect blend of modern comfort, spacious living, and Georgian Bay lifestyle! Nestled in a peaceful, family-friendly neighbourhood just s
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
1 Photos
Last Updated : 15 Days ago
41 Fenn Crescent, Simcoe, ON
41 Fenn Crescent Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14100008

Residential Freehold (Detached)

$829990.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to Honey Hill, a desirable community in Alliston! Discover The Ivy model by Highcastle Homes, Elevation B with an optional second floor, offer
27 Photos
Last Updated : 15 Days ago
3 Sallows Drive, Simcoe, ON , MLS #S13769174 , Image - 1

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3 Sallows Drive Rural Tay, Tay, Simcoe, ON MLS® S13769174

Residential Freehold (Detached)

$550000.0
price drop iconPrice drop by 6.8%
  • 5 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Tucked away at the very end of Sallows Drive, this private property offers approximately 60 feet of east-facing Georgian Bay waterfront on a 60.64-by-
15 Photos
Last Updated : 16 Days ago
486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

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486 Hannah Street Midland, Simcoe, ON MLS® S13797614

Residential Freehold (Detached)

$499900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover this standout 3-Unit investment opportunity in a friendly Midland neighbourhood. This property features modern updates on 3 floors; ***Main F
6 Photos
Last Updated : 18 Days ago
6 Cerberus Trail, Simcoe, ON , MLS #S14091044 , Image - 1

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6 Cerberus Trail Devil's Glen, Clearview, Simcoe, ON MLS® S14091044

Residential Freehold (Detached)

$950000.0
  • 5 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Lovely 5 bedroom chalet located on Devil's Glen property. Lots of space to entertain friends and family. In the trees for complete privacy. Large wind
16 Photos
Last Updated : 19 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13865626 , Image - 1

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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13865626

Residential Freehold (Detached)

$699999.0
  • 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
33 Photos
Last Updated : 20 Days ago
61 Marina Crescent, Simcoe, ON , MLS #S13818716 , Image - 1

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61 Marina Crescent Collingwood, Simcoe, ON MLS® S13818716

Residential Freehold (Detached)

$979000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Nestled in the sought-after Georgian Meadows community near top schools, local ski hills, and downtown Collingwood, this Clairefield model executive h
50 Photos
Last Updated : 20 Days ago
1581 Port Stanton Parkway, Simcoe, ON , MLS #S13804268 , Image - 1

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1581 Port Stanton Parkway Rural Severn, Severn, Simcoe, ON MLS® S13804268

Residential Freehold (Detached)

$999000.0
price drop iconPrice drop by 16.4%
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Dreaming of a waterfront lake house? How about a charming farmhouse, PLUS a separate 3-season multigenerational/rental unit as well? Step back in time
48 Photos
Last Updated : 20 Days ago
43 Davies Crescent, Simcoe, ON , MLS #S13763168 , Image - 1

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43 Davies Crescent Grove East, Barrie, Simcoe, ON MLS® S13763168

Residential Freehold (Detached)

$719000.0
price drop iconPrice drop by 1.1%
  • 5 +2 Beds
  • 4 Baths
  • 700-1100 sq-ft
Beautifully renovated home on a large lot in Barrie's sought-after East End! Features an open-concept layout with luxury vinyl plank flooring througho
50 Photos
Last Updated : 21 Days ago
7 Coles Court, Simcoe, ON , MLS #S13760490 , Image - 1

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7 Coles Court Wasaga Beach, Simcoe, ON MLS® S13760490

Residential Freehold (Detached)

$799999.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 7 Coles Court, Wasaga Beach, tucked at the end of a quiet cul-de-sac with no through traffic. This beautifully updated raised bungalow sits
49 Photos
Last Updated : 21 Days ago
61 Barker Boulevard, Simcoe, ON , MLS #S13019872 , Image - 1

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61 Barker Boulevard Collingwood, Simcoe, ON MLS® S13019872

Residential Condo & Other (Semi-Detached Condo)

$748800.0
price drop iconPrice drop by 9.6%
  • 5 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to Cranberry Trails West in Collingwood, This beautiful semi-detached, Catalina model home and features 2300 square feet of open concept livin
44 Photos
Last Updated : 22 Days ago
320 Lafontaine Road W, Simcoe, ON , MLS #S13877024 , Image - 1

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320 Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13877024

Residential Freehold (Detached)

$869900.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
LIVE, WORK & PLAY IN THE HEART OF LAFONTAINE! Big on space, loaded with possibilities! Offering an impressive 3,949 sq. ft. of finished living space o
21 Photos
Last Updated : 22 Days ago
46 Park Street, Simcoe, ON , MLS #S13043680 , Image - 1

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46 Park Street Queen's Park, Barrie, Simcoe, ON MLS® S13043680

Residential Freehold (Detached)

$674900.0
price drop iconPrice drop by 11.2%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully updated century home in the heart of Barrie, where timeless character meets modern comfort. Perfectly located close to sch
32 Photos
Last Updated : 26 Days ago
9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

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9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$469900.0
price drop iconPrice drop by 6.0%
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten
11 Photos
Last Updated : 26 Days ago
150 West Street N, Simcoe, ON , MLS #S13883358 , Image - 1

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150 West Street N Orillia, Simcoe, ON MLS® S13883358

Residential Freehold (Detached)

$599800.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Ideal for first-time buyers and investors, this versatile 5-bedroom, 2-bathroom home offers space, flexibility, and strong income or multi-generationa
50 Photos
Last Updated : 26 Days ago
12 Orleans Avenue, Simcoe, ON , MLS #S13816556 , Image - 1

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12 Orleans Avenue Innis-Shore, Barrie, Simcoe, ON MLS® S13816556

Residential Freehold (Detached)

$949900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Luxurious 3,100 SqFt Home! Stunning 4-bed + library (convertible 5th bed) on second floor home loaded with upgrades. The main floor shines with pot li
34 Photos
Last Updated : 28 Days ago
210 Owen Street, Simcoe, ON , MLS #S13458386 , Image - 1

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Unit-#1, #2, #3, 210 Owen Street Wellington, Barrie, Simcoe, ON MLS® S13458386

Residential Freehold (Multiplex)

$914000.0
price drop iconPrice drop by 2.7%
  • 5 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
INVESTORS! Three fully self-contained renovated rental units - each well-appointed with large kitchen, 4-piece bath and in unit laundry. Looking for
23 Photos
Last Updated : 32 Days ago
102 West Street N, Simcoe, ON , MLS #S13771100 , Image - 1

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102 West Street N Orillia, Simcoe, ON MLS® S13771100

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 0.0%
  • 5 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
A rare opportunity to own a legal, income-producing triplex in the heart of Orillia. Set on a generous lot with ample surface parking, this property o
38 Photos
Last Updated : 33 Days ago
36 Sandringham Drive, Simcoe, ON , MLS #S13858000 , Image - 1

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36 Sandringham Drive Innis-Shore, Barrie, Simcoe, ON MLS® S13858000

Residential Freehold (Detached)

$950000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this spacious and beautifully maintained 3,134 sq. ft. family home in one of Southeast Barrie's most desirable neighbourhoods. Offering fiv
28 Photos
Last Updated : 33 Days ago
1055 Henry Street, Simcoe, ON , MLS #S13856394 , Image - 1

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1055 Henry Street Waverley, Tay, Simcoe, ON MLS® S13856394

Residential Freehold (Detached)

$999800.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Unique Custom Home in Prime Waverley Location! Ideally situated between Georgian Bay, Horseshoe & Moonstone Ski Hills, Wasaga Beach, Orr Lake, and jus
40 Photos
Last Updated : 33 Days ago
229 Datas Drive E, Simcoe, ON , MLS #S13849030 , Image - 1

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229 Datas Drive E Stayner, Clearview, Simcoe, ON MLS® S13849030

Residential Freehold (Detached)

$649000.0
  • 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
50 Photos
Last Updated : 34 Days ago
32 Bridlewood Crescent, Simcoe, ON , MLS #S13851014 , Image - 1

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32 Bridlewood Crescent Wasaga Beach, Simcoe, ON MLS® S13851014

Residential Freehold (Detached)

$835000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Located in the sought-after Sunward Estates community and just two doors from a scenic walking trail leading to Allenwood Beach (approx. 12-minute wal
8 Photos
Last Updated : 43 Days ago
1024 Ewart Street, Simcoe, ON , MLS #N13053244 , Image - 1

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1024 Ewart Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13053244

Residential Freehold (Store W Apartment/Office)

$799999.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Discover an exceptional and versatile investment opportunity just steps from Lake Simcoe. This unique mixed-use property offers multiple income-genera
24 Photos
Last Updated : 44 Days ago
102 Westminster Circle, Simcoe, ON , MLS #S13662202 , Image - 1

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102 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S13662202

Residential Freehold (Detached)

$948000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this spacious double garage detached home offering approximately 3,120 sq. ft. of well-designed living space. Featuring 5 generously sized
46 Photos
Last Updated : 44 Days ago
1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

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1108 Trombley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13621610

Residential Freehold (Detached)

$834800.0
price drop iconPrice drop by 1.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1108 Trombley Street, a unique lakeside property in the charming hamlet of Belle Ewart, just steps from Lake Simcoe and approximately 45 mi
40 Photos
Last Updated : 44 Days ago
345 LINWOOD Avenue, Simcoe, ON , MLS #S13810206 , Image - 1

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345 LINWOOD Avenue Orillia, Simcoe, ON MLS® S13810206

Residential Freehold (Detached)

$449400.0
  • 5 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Opportunity awaits in this detached 1-storey family home located on a quiet residential street in south-central Orillia. Situated on a standard-sized
48 Photos
Last Updated : 49 Days ago
8352 Main Lisle Street, Simcoe, ON , MLS #N13795436 , Image - 1

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8352 Main Lisle Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13795436

Residential Freehold (Detached)

$999900.0
  • 5 +6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Investor/Extended Family Opportunity on an oversized Lot! Situated on an expansive 82 x 602 ft lot backing onto a serene forest, this private propert
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