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5 Bedroom Houses for Sale in Simcoe Under $10M - P4

Showing results 91 - 120 of 218
Last Updated: August 06, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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49 Photos
Last Updated : 16 Days ago
81 Trail Boulevard, Simcoe, ON , MLS #S13583746 , Image - 1
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81 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13583746

Residential Freehold (Detached)

$1489000.0
  • 5 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Nestled in the coveted Stonemanor Woods community in Springwater, this stunning Tribute Home (Sullivan model) offers nearly 5,000 sq. ft. of thoughtfu
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
46 Photos
Last Updated : 17 Days ago
1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1299900.0
price drop iconPrice drop by 10.3%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope
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
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
39 Photos
Last Updated : 18 Days ago
1496 Tiny Beaches Road N, Simcoe, ON , MLS #S13260446 , Image - 1

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1496 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13260446

Residential Freehold (Detached)

$2499900.0
  • 5 Beds
  • 6 Baths
  • 3000-3500 sq-ft
The Perfect Waterfront 5 Bedrooms & 6 Bathrooms Custom Built Home* Premium 71 Ft Waterfront Frontage* Sunny Southern Exposure Overlooking Georgian Bay
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
38 Photos
Last Updated : 20 Days ago
7 Stewart Crescent, Simcoe, ON , MLS #N13573846 , Image - 1

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7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N13573846

Residential Freehold (Detached)

$1599000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Extremely Rare Offering Prestigious Thornton Estates. Welcome to this exceptional family estate nestled in the highly sought-after Thornton Estates Co
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
50 Photos
Last Updated : 21 Days ago
1581 Port Stanton Parkway, Simcoe, ON , MLS #S13491616 , Image - 1

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1581 Port Stanton Parkway Rural Severn, Severn, Simcoe, ON MLS® S13491616

Residential Freehold (Detached)

$1395000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Dreaming of a waterfront farmhouse? How about a farmhouse, PLUS a separate 3-season multigenerational/rental unit as well? Step back in time and disco
38 Photos
Last Updated : 21 Days ago
27 Orchid Crescent, Simcoe, ON , MLS #N13014314 , Image - 1

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27 Orchid Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13014314

Residential Freehold (Detached)

$1769999.0
price drop iconPrice drop by 6.8%
  • 5 Beds
  • 6 Baths
  • 5000 + sq-ft
This expansive 5,000+ square foot executive estate in the heart of Tottenham offers a rare blend of grand-scale luxury and small-town charm, situated
16 Photos
Last Updated : 22 Days ago
76 Bluebird Avenue, Simcoe, ON , MLS #N13520754 , Image - 1

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76 Bluebird Avenue Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13520754

Residential Freehold (Detached)

$1249990.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this brand-new, never-lived-in 5-bedroom detached home by Tribute Communities, offering almost 3,000 sq. ft. of thoughtfully designed livin
44 Photos
Last Updated : 22 Days ago
7665 36/37 NOTTAWASAGA Side Road W, Simcoe, ON , MLS #S13496572 , Image - 1

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7665 36/37 NOTTAWASAGA Side Road W Nottawa, Clearview, Simcoe, ON MLS® S13496572

Residential Freehold (Detached)

$3499000.0
  • 5 Beds
  • 3 Baths
  • 5000 + sq-ft
Prepare to be captivated. Set on 18 private acres overlooking the breathtaking Pretty River, this extraordinary custom-built log home is a masterpiece
45 Photos
Last Updated : 22 Days ago
3625 Fairgrounds Road, Simcoe, ON , MLS #S13564826 , Image - 1

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3625 Fairgrounds Road Rural Severn, Severn, Simcoe, ON MLS® S13564826

Residential Freehold (Detached)

$1799000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 3625 Fairgrounds Road in Severn, a custom-built country estate offering the perfect blend of luxury, privacy, and convenience, just minutes
50 Photos
Last Updated : 22 Days ago
31 Grandview Crescent, Simcoe, ON , MLS #S13562762 , Image - 1

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31 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13562762

Residential Freehold (Detached)

$1949000.0
  • 5 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Experience exceptional waterfront living in this beautifully updated home in a prime location of Oro-Medonte, offering panoramic lake views from almos
40 Photos
Last Updated : 22 Days ago
88 Cook Street, Simcoe, ON , MLS #S13519034 , Image - 1

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88 Cook Street Codrington, Barrie, Simcoe, ON MLS® S13519034

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
50 Photos
Last Updated : 23 Days ago
2263 Lozenby Street, Simcoe, ON , MLS #N13561174 , Image - 1

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2263 Lozenby Street Alcona, Innisfil, Simcoe, ON MLS® N13561174

Residential Freehold (Detached)

$1199999.0
  • 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
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
49 Photos
Last Updated : 23 Days ago
14 Fisher Drive, Simcoe, ON , MLS #N12988428 , Image - 1

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14 Fisher Drive Everett, Adjala-Tosorontio, Simcoe, ON MLS® N12988428

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
50 Photos
Last Updated : 24 Days ago
29 Robert Boulevard, Simcoe, ON , MLS #S13446448 , Image - 1

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29 Robert Boulevard Hillsdale, Springwater, Simcoe, ON MLS® S13446448

Residential Freehold (Detached)

$1419000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in the sought-after village of Hillsdale, this exceptional 1.5+ acre estate, one of the largest in the community offers a rare opportunity to
23 Photos
Last Updated : 24 Days ago
54 Williams Street, Simcoe, ON , MLS #S13121936 , Image - 1

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54 Williams Street Collingwood, Simcoe, ON MLS® S13121936

Residential Freehold (Detached)

$1195000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Ideally located in the heart of one of Collingwood's most sought-after school districts, 54 Williams St. is a beautifully maintained home with 2,800+
50 Photos
Last Updated : 25 Days ago
3992 Penetanguishene Road, Simcoe, ON , MLS #S13542126 , Image - 1

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3992 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S13542126

Residential Freehold (Detached)

$1198000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Retreat In The Heart Of Nature. Situated On 8.06 Acres Of Complete Privacy, This Almost 2,500 Sq. Ft. Bungalow Offers An Incre
50 Photos
Last Updated : 25 Days ago
3951 Alberta Avenue, Simcoe, ON , MLS #N13542962 , Image - 1

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3951 Alberta Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13542962

Residential Freehold (Detached)

$1795000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned just steps to Lake Simcoe with beach access and a boat launch, and directly across from
1 Photos
Last Updated : 25 Days ago
6474 Hwy. 93 Highway, Simcoe, ON
6474 Hwy. 93 Highway Waverley, Tay, Simcoe, ON MLS® S13230050

Residential Freehold (Other)

$5999000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Attention Developers and Builders, This Property is Ready to Go Draft Plan Approved 46 acre parcel, consisting of 53 Premium Sized Building Lots with
46 Photos
Last Updated : 25 Days ago
2981 Line 5 Line, Simcoe, ON , MLS #N13050382 , Image - 1

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

Residential Freehold (Detached)

$1900000.0
price drop iconPrice 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
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
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