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

Showing results 31 - 60 of 199
Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
25 Photos
Last Updated : 21 Days ago
2139 Adjala-Tecumseth Townline, Simcoe, ON , MLS #N12523784 , Image - 1
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2139 Adjala-Tecumseth Townline Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12523784

Residential Freehold (Detached)

$825000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
THE OUTDOOR FREEDOM YOU CRAVE WITH INDOOR SPACE THAT LETS YOU DREAM BIG! It's the kind of property that catches you off guard in the best way because
33 Photos
Last Updated : 21 Days ago
1649 Corsal Court, Simcoe, ON , MLS #N12479129 , Image - 1

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1649 Corsal Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12479129

Residential Freehold (Detached)

$1324900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
ELEGANT FAMILY HOME SHOWCASING A DESIGNER KITCHEN, A SPA-LIKE PRIMARY SUITE, PREMIUM UPGRADES, & OVER 3,400 SQ FT OF STYLE! Discover refined living in
1 Photos
Last Updated : 24 Days ago
13 Del Ray Crescent, Simcoe, ON
13 Del Ray Crescent Wasaga Beach, Simcoe, ON MLS® S12277664

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Never lived in, Large 3157 sqft house, One of the biggest house in the area. Close to Wasaga beach. Premium lot, Paid $130K in Upgrades to builder. op
41 Photos
Last Updated : 25 Days ago
17 Bellflower Crescent, Simcoe, ON , MLS #N12526910 , Image - 1

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17 Bellflower Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12526910

Residential Freehold (Detached)

$2099000.0
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
This brand-new, **NEVER LIVED IN** luxury detached house sits on a premium **70-foot lot** and features a **Triple-car garage*** with a **10-car parki
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
50 Photos
Last Updated : 28 Days ago
53 Silver Creek Drive, Simcoe, ON , MLS #S12522756 , Image - 1

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53 Silver Creek Drive Collingwood, Simcoe, ON MLS® S12522756

Residential Freehold (Detached)

$1899000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Nestled on a secluded, park-like acre within the Town of Collingwood, this exceptional estate blends refined luxury with natural beauty. Surrounded by
45 Photos
Last Updated : 29 Days ago
46 Tyndale Road, Simcoe, ON , MLS #S12391716 , Image - 1

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46 Tyndale Road South Shore, Barrie, Simcoe, ON MLS® S12391716

Residential Freehold (Detached)

$1999000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Experience Unrivaled Luxury in Tollendal's Premier EnclaveStep into the lap of luxury with this stunning, custom-built home in the coveted Tollendal a
43 Photos
Last Updated : 30 Days ago
29 Basswood Circle, Simcoe, ON , MLS #S12512654 , Image - 1

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29 Basswood Circle Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12512654

Residential Freehold (Detached)

$1399000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to your dream home in the heart of Shanty Bay, where luxury meets lifestyle! This beautifully designed bungaloft offers the perfect blend of c
6 Photos
Last Updated : 30 Days ago
573 Mosley Street, Simcoe, ON , MLS #S12385833 , Image - 1

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573 Mosley Street Wasaga Beach, Simcoe, ON MLS® S12385833

Residential Freehold (Detached)

$1299000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to your dream home in the heart of Wasaga Beach! This versatile property offers an incredible opportunity for both homeowners and investors al
49 Photos
Last Updated : 31 Days ago
237 West Shore Drive, Simcoe, ON , MLS #S12508920 , Image - 1

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237 West Shore Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12508920

Residential Freehold (Detached)

$2688000.0
  • 5 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Indulge In Luxury At 237 West Shore Dr., Tiny Exclusive Location In Thunder Beach. Approximately 2500 sq.ft of total living space. This 5-bed, 3-bath
50 Photos
Last Updated : 31 Days ago
58 Shepherd Drive, Simcoe, ON , MLS #S12506558 , Image - 1

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58 Shepherd Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12506558

Residential Freehold (Detached)

$999999.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Step into this stunning 2-year-new home featuring a sleek modern elevation and over 3,000 sqft of thoughtfully designed living space. With 5+1 bedroom
50 Photos
Last Updated : 32 Days ago
3733 Ferretti Court, Simcoe, ON , MLS #N12503192 , Image - 1

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3733 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12503192

Residential Freehold (Att/Row/Townhouse)

$1799000.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
FRIDAY HARBOUR WATERFRONT LUXURY ONE-OF-A-KIND CORNER UNIT right beside private pool area! -private dock in front - elevator - hot tub. This stunning
30 Photos
Last Updated : 33 Days ago
1949 Jans Boulevard, Simcoe, ON , MLS #N12428089 , Image - 1

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1949 Jans Boulevard Alcona, Innisfil, Simcoe, ON MLS® N12428089

Residential Freehold (Detached)

$1349000.0
  • 5 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Beautiful Detached Home On A Corner Lot Located In The Community Of Alcona, Innisfil. This Spacious, 5-Bedroom House Features 9' Ceilings, Harwood Flo
50 Photos
Last Updated : 34 Days ago
285 Maple Street, Simcoe, ON , MLS #S12204621 , Image - 1

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285 Maple Street Collingwood, Simcoe, ON MLS® S12204621

Residential Freehold (Duplex)

$1649000.0
price drop iconPrice drop by 10.9%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Charming Century Home on Coveted Tree Street in Central Collingwood. Nestled on one of Collingwood's most sought-after tree-lined streets, this beauti
23 Photos
Last Updated : 35 Days ago
10 White Oaks Road, Simcoe, ON , MLS #S12378091 , Image - 1

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10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S12378091

Residential Freehold (Detached)

$3350000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to an exceptional waterfront retreat, boasting over 91' of pristine sandy shoreline and a steel reta
33 Photos
Last Updated : 36 Days ago
109 Bearberry Road, Simcoe, ON , MLS #S12492832 , Image - 1

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109 Bearberry Road Midhurst, Springwater, Simcoe, ON MLS® S12492832

Residential Freehold (Detached)

$1049900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this stunning 5-bedroom, 3.5-bathroom home located in the highly sought-after Midhurst Valley Community-where modern luxury meets family-fr
43 Photos
Last Updated : 36 Days ago
156 Dunlop Street W, Simcoe, ON , MLS #S12490704 , Image - 1

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156 Dunlop Street W City Centre, Barrie, Simcoe, ON MLS® S12490704

Residential Freehold (Multiplex)

$849900.0
  • 5 Beds
  • 5 Baths
  • 2000-2500 sq-ft
5 unit multi residential property With A Newly In An Area Where Major Development Changes Are In Play Solid Construction With Many Improvements And Ba
39 Photos
Last Updated : 38 Days ago
19 Mumberson Street, Simcoe, ON , MLS #N12129106 , Image - 1

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19 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N12129106

Residential Freehold (Detached)

$1999900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Newer luxury home with 3 car garage (tandem). Massive 4,949 square feet (Mpac) . Largest sized BELCROFT model built by Zanier Homes & Feels almost li
40 Photos
Last Updated : 41 Days ago
26 Hearn Street, Simcoe, ON , MLS #N12414781 , Image - 1

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26 Hearn Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12414781

Residential Freehold (Detached)

$1649400.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Ridgeland model by Sundance Homes the only one of its kind perched at the Highest Point of the Community w/Over-Looks to the GOLF Course Field! Offeri
39 Photos
Last Updated : 41 Days ago
45 Ivy Lane, Simcoe, ON , MLS #S12446597 , Image - 1

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45 Ivy Lane Orillia, Simcoe, ON MLS® S12446597

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover this extraordinary 1.2-acre compound on Grape Island, offering 233' of pristine waterfront on Lake
40 Photos
Last Updated : 41 Days ago
4 Wild Ginger Lane, Simcoe, ON , MLS #S12423025 , Image - 1

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4 Wild Ginger Lane Midhurst, Springwater, Simcoe, ON MLS® S12423025

Residential Freehold (Detached)

$1289990.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to Midhurst Valley by Countrywide Homes. Live in the First Phase of a Master Planned Community Neighbouring Barrie. This Beautiful 44' Laila M
38 Photos
Last Updated : 41 Days ago
10 12 Line N, Simcoe, ON , MLS #S12106183 , Image - 1

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10 12 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12106183

Residential Freehold (Vacant Land)

$1539900.0
  • 5 Beds
  • 2 Baths
  • < 700 sq-ft
93.47 acres of farmland with amazing visual exposure of 1,555 feet right on busy Highway 11 perfectly positioned between Barrie and Orillia making thi
22 Photos
Last Updated : 42 Days ago
62 Calypso Avenue, Simcoe, ON , MLS #S12481433 , Image - 1

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62 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S12481433

Residential Freehold (Detached)

$1159900.0
  • 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 luxuri
31 Photos
Last Updated : 42 Days ago
3775 Sunbank Crescent, Simcoe, ON , MLS #S12480791 , Image - 1

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3775 Sunbank Crescent West Shore, Severn, Simcoe, ON MLS® S12480791

Residential Freehold (Detached)

$1199000.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Luxury Meets Functionality: Discover this stunning, newly built residence featuring high-end upgrades throughout, five spacious bedrooms, and five bea
9 Photos
Last Updated : 46 Days ago
6 Barrow Avenue, Simcoe, ON , MLS #N12463716 , Image - 1

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6 Barrow Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12463716

Residential Freehold (Detached)

$1479900.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Brand new 3,748 sq. ft. Inventory Home in Green Valley Estates! This stunning 5-bedroom, 6-bathroom corner lot offers the perfect blend of space, ligh
35 Photos
Last Updated : 46 Days ago
1359 Mosley Street, Simcoe, ON , MLS #S12456955 , Image - 1

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1359 Mosley Street Wasaga Beach, Simcoe, ON MLS® S12456955

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Yes, 1359 Mosley is located on a lively main road, but don't let that fool you. The real magic happens out back! Step beyond the front door and you're
13 Photos
Last Updated : 49 Days ago
2781 Sixth Line, Simcoe, ON , MLS #N12468474 , Image - 1

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2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12468474

Residential Freehold (Detached)

Price On Request
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A prime investment opportunity to acquire 1.631 acres of land located at the main entrance of Bradford's largest upcoming residential subdivision with
35 Photos
Last Updated : 49 Days ago
1466 Broderick Street, Simcoe, ON , MLS #N12441248 , Image - 1

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1466 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12441248

Residential Freehold (Detached)

$1199000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Stunning Upgraded 5-Bedroom Detached Home in Prime Innisfil Location! Welcome to your dream home! Nestled on a premium lot in a quiet, family-friendly
39 Photos
Last Updated : 50 Days ago
32 ST PAUL Street, Simcoe, ON , MLS #S12290231 , Image - 1

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32 ST PAUL Street Collingwood, Simcoe, ON MLS® S12290231

Residential Freehold (Triplex)

$1169000.0
  • 5 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
CALLING ALL INVESTORS. This beautifully renovated TRIPLEX in the heart of downtown Collingwood presents an exceptional opportunity to own a fully upda
40 Photos
Last Updated : 52 Days ago
3298 Seydel Lane, Simcoe, ON , MLS #S12460299 , Image - 1

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3298 Seydel Lane Rural Severn, Severn, Simcoe, ON MLS® S12460299

Residential Freehold (Detached)

$3798000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Executive Waterfront Retreat on Gloucester Pool. Located on the Trent Severn Waterway, one Lock to Georgian Bay. Escape to luxury with this stunning 5
34 Photos
Last Updated : 57 Days ago
23 Mumberson Street, Simcoe, ON , MLS #N12360665 , Image - 1

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23 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N12360665

Residential Freehold (Detached)

$1899000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Absolute Luxury Living, at 23 Mumberston St! This beautiful 2020 Built home with a expansive corner lot, boasts over 5000 square feet of li
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