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

Showing results 31 - 60 of 68
Last Updated: August 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
43 Photos
Last Updated : 16 Days ago
30 McAvoy Drive, Simcoe, ON , MLS #S13587704 , Image - 1
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30 McAvoy Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13587704

Residential Freehold (Detached)

$739900.0
  • 5 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained detached bungalow offering the perfect blend of space, comfort, and outdoor living! Featuring 5 spacious bedroo
36 Photos
Last Updated : 16 Days ago
15 Valleybrook Road, Simcoe, ON , MLS #S13562066 , Image - 1

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15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13562066

Residential Freehold (Duplex)

$949000.0
price drop iconPrice drop by 5.0%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Bright and Open Concept Duplex by Tiffany Homes, designed with a striking architectural style and thoughtful layout. Each unit features meticulously c
1 Photos
Last Updated : 16 Days ago
35 Sassafras Road, Simcoe, ON
35 Sassafras Road Midhurst, Springwater, Simcoe, ON MLS® S13585402

Residential Freehold (Detached)

$938990.0
  • 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
43 Photos
Last Updated : 17 Days ago
9992 Hwy 12 Highway, Simcoe, ON , MLS #S13513504 , Image - 1

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9992 Hwy 12 Highway Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13513504

Residential Freehold (Detached)

$734900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Check out this solid, older 5-bedroom, 3-bathroom home with a double car garage at 9992 Highway 12, just past Warminster and only minutes from Orillia
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
15 Photos
Last Updated : 18 Days ago
353 Ontario Street, Simcoe, ON , MLS #S13515424 , Image - 1

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353 Ontario Street Collingwood, Simcoe, ON MLS® S13515424

Residential Freehold (Triplex)

$850000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Positive cash flowing tri-plex walking distance to downtown Collingwood and Hospital. All tenants in good standing. Tenants pay own hydro ( separate m
50 Photos
Last Updated : 19 Days ago
154 Park Road, Simcoe, ON , MLS #S13476042 , Image - 1

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154 Park Road Rural Tiny, Tiny, Simcoe, ON MLS® S13476042

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 154 Park Rd, Tiny! Steps to beautiful Woodland Beach, this fully updated 5-bed, 3-bath home blends modern comfort with coastal charm. Brigh
50 Photos
Last Updated : 19 Days ago
7 Coles Court, Simcoe, ON , MLS #S13559026 , Image - 1

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7 Coles Court Wasaga Beach, Simcoe, ON MLS® S13559026

Residential Freehold (Detached)

$825000.0
  • 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 : 20 Days ago
244 Warden Street, Simcoe, ON , MLS #S13573072 , Image - 1

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244 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13573072

Residential Freehold (Detached)

$947000.0
  • 5 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully crafted brand-new home in the charming town of Stayner, offering the perfect blend of small-town living and easy access to
32 Photos
Last Updated : 20 Days ago
179 John Street, Simcoe, ON , MLS #S13572748 , Image - 1

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179 John Street Victoria Harbour, Tay, Simcoe, ON MLS® S13572748

Residential Freehold (Triplex)

$649900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Legal triplex recently renovated and ready as a completely turn-key investment with no upfront work required
45 Photos
Last Updated : 21 Days ago
54 Gretzky Avenue, Simcoe, ON , MLS #S13572118 , Image - 1

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54 Gretzky Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13572118

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
BRAND-NEW HOME WITH NEARLY 2,800 SQ FT, MODERN DESIGN, & ENERGY-EFFICIENT HOUSE! This stunning Detached home offers a RARE 5 Bedroom, 3.5 Bathroom lay
50 Photos
Last Updated : 21 Days ago
23 ALGONQUIN Trail, Simcoe, ON , MLS #S13570154 , Image - 1

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23 ALGONQUIN Trail Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13570154

Residential Freehold (Detached)

$999999.0
  • 5 +0 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 23 Algonquin Trail in the sought-after Sugarbush community of Oro-Medonte. Nestled on a private, treed lot on a quiet dead-end court, this
35 Photos
Last Updated : 21 Days ago
4 Thomas Street, Simcoe, ON , MLS #N12536452 , Image - 1

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4 Thomas Street Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N12536452

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Welcome to a rare opportunity to own a home where timeless character meets space to grow. Perfect for first-time home buyers ready to put down roots o
41 Photos
Last Updated : 23 Days ago
2997 Stone Ridge Boulevard, Simcoe, ON , MLS #S13559916 , Image - 1

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2997 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13559916

Residential Freehold (Detached)

$799999.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Whether you're searching for a spacious single-family home, a true multigenerational property with a private in-law suite, or an investment opportunit
50 Photos
Last Updated : 26 Days ago
93 Ronald Avenue, Simcoe, ON , MLS #S13551900 , Image - 1

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93 Ronald Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13551900

Residential Freehold (Detached)

$699900.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Nestled on a quiet street in Tiny and just a short walk to the sandy shores of Georgian Bay, this beautifully updated 5-bedroom, above-grade family ho
13 Photos
Last Updated : 29 Days ago
9 Penetang Street, Simcoe, ON , MLS #S13533376 , Image - 1

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9 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S13533376

Residential Freehold (Triplex)

$699500.0
  • 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
48 Photos
Last Updated : 30 Days ago
228 Centre Street, Simcoe, ON , MLS #S13432986 , Image - 1

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228 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13432986

Residential Freehold (Detached)

$795000.0
price drop iconPrice drop by 4.1%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MOTIVATED SELLER - Large 5-bedroom, 4-bathroom home in Stayner offering approximately 4,000 sq ft of finished living space. With multiple living areas
27 Photos
Last Updated : 30 Days ago
344 First Street, Simcoe, ON , MLS #S13531324 , Image - 1

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344 First Street Midland, Simcoe, ON MLS® S13531324

Residential Freehold (Detached)

$549900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy the authentic charm of a true century home, where original craftsmanship provides a warm, soulful foun
50 Photos
Last Updated : 30 Days ago
68 Nunn Crescent, Simcoe, ON , MLS #N13476304 , Image - 1

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68 Nunn Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N13476304

Residential Freehold (Detached)

$876000.0
price drop iconPrice drop by 7.4%
  • 5 Beds
  • 4 Baths
  • 1500-2000 sq-ft
28 Photos
Last Updated : 34 Days ago
76 Wellington Street, Simcoe, ON , MLS #N13515934 , Image - 1

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76 Wellington Street Alliston, New Tecumseth, Simcoe, ON MLS® N13515934

Residential Freehold (Triplex)

$899900.0
  • 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
49 Photos
Last Updated : 34 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
24 Photos
Last Updated : 37 Days ago
3118 Emperor Drive, Simcoe, ON , MLS #S13430058 , Image - 1

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3118 Emperor Drive Orillia, Simcoe, ON MLS® S13430058

Residential Freehold (Duplex)

$799999.0
  • 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
16 Photos
Last Updated : 37 Days ago
3114 Emperor Drive, Simcoe, ON , MLS #S13430180 , Image - 1

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3114 Emperor Drive Orillia, Simcoe, ON MLS® S13430180

Residential Freehold (Duplex)

$799999.0
  • 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
42 Photos
Last Updated : 38 Days ago
24 Brentwood Road, Simcoe, ON , MLS #N13482862 , Image - 1

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24 Brentwood Road Angus, Essa, Simcoe, ON MLS® N13482862

Residential Freehold (Triplex)

$649000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Exceptional Investment Opportunity in Angus! Rare legal triplex offering strong income potential and exceptional versatility. This property features o
29 Photos
Last Updated : 41 Days ago
238 Sixth Street, Simcoe, ON , MLS #S13487250 , Image - 1

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238 Sixth Street Midland, Simcoe, ON MLS® S13487250

Residential Freehold (Detached)

$699900.0
  • 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
47 Photos
Last Updated : 42 Days ago
756 Champlain Road, Simcoe, ON , MLS #S13021962 , Image - 1

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756 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13021962

Residential Freehold (Detached)

$999000.0
price drop iconPrice drop by 23.1%
  • 5 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This is a rare opportunity you won't want to miss! Proudly owned by the original owners and offered for sale for the very first time, this property is
22 Photos
Last Updated : 47 Days ago
246 Mary Street, Simcoe, ON , MLS #S13115594 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S13115594

Residential Freehold (Detached)

$525000.0
price drop iconPrice drop by 9.5%
  • 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
50 Photos
Last Updated : 48 Days ago
537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

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537 Ste Marie Street Collingwood, Simcoe, ON MLS® S13127624

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 17.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
UNIQUE OPPORTUNITY to purchase a delightful 3 Bedroom Victorian heritage property with wrap around porch and ample parking in an excellent location an
48 Photos
Last Updated : 51 Days ago
8352 Main Lisle Street, Simcoe, ON , MLS #N13450998 , Image - 1

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8352 Main Lisle Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13450998

Residential Freehold (Detached)

$999800.0
  • 5 +6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Investor Opportunity on a Rare Oversized Lot! Situated on an expansive 82 x 602 ft lot backing onto a serene forest, this private property offers exce
4 Photos
Last Updated : 55 Days ago
1 Sturgeon Bay Road, Simcoe, ON , MLS #S13431996 , Image - 1
1 Sturgeon Bay Road Coldwater, Severn, Simcoe, ON MLS® S13431996

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Located on the banks of the Coldwater river this 5-bedroom, 3-bath Victorian home offers plenty of space and a unique setting. The home features large
33 Photos
Last Updated : 61 Days ago
44 Tecumseth Street, Simcoe, ON , MLS #S13085952 , Image - 1

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44 Tecumseth Street Orillia, Simcoe, ON MLS® S13085952

Residential Freehold (Detached)

$869900.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 44 Tecumseth St., a grand 5-bedroom, 3-bathroom residence that perfectly captures the harmony between historic craftsmanship & contemporary
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