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5 Bedroom Houses for Sale in Simcoe Under $2M - P2

Showing results 31 - 60 of 174
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)
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
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
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 : 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
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
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
44 Photos
Last Updated : 58 Days ago
290 Inverness Way, Simcoe, ON , MLS #N12384664 , Image - 1

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290 Inverness Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12384664

Residential Freehold (Detached)

$1398000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to your dream home - a stunning, luxury 5-bedroom and 5-bathroom double car Garagedetached house, nestled in one of Bradford's most sought-aft
40 Photos
Last Updated : 62 Days ago
36 TURTLE Path, Simcoe, ON , MLS #S12140916 , Image - 1

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36 TURTLE Path Brechin, Ramara, Simcoe, ON MLS® S12140916

Residential Freehold (Detached)

$1599999.0
  • 5 +0 Beds
  • 5 Baths
  • 5000 + sq-ft
Indulge in the epitome of opulence and tranquility at 36 Turtle Path, an enchanting waterfront haven nestled within the breathtaking labyrinth of cana
50 Photos
Last Updated : 65 Days ago
118 Lorne Thomas Place, Simcoe, ON , MLS #N12391330 , Image - 1

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118 Lorne Thomas Place Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12391330

Residential Freehold (Detached)

$1190000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 118 Lorne Thomas Place, New Tecumseth. It is a gorgeous detached 3-story house 5 bed, 4 washroom with 2 car garage Brookfield model home av
24 Photos
Last Updated : 65 Days ago
38 Richard Street, Simcoe, ON , MLS #S12353063 , Image - 1

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38 Richard Street Victoria Harbour, Tay, Simcoe, ON MLS® S12353063

Residential Freehold (Detached)

$525000.0
price drop iconPrice drop by 1.9%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to your Forever Home! Located in the heart of Victoria Harbour and set on over 3/4 of an acre. Surrounded by mature trees and walking distance
50 Photos
Last Updated : 66 Days ago
2 Evergreen Lane, Simcoe, ON , MLS #N12434973 , Image - 1

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2 Evergreen Lane Thornton, Essa, Simcoe, ON MLS® N12434973

Residential Freehold (Detached)

$1599900.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) This expansive family home is designed for both space and function, featuring generous living areas, an over
38 Photos
Last Updated : 67 Days ago
66 Pearl Drive, Simcoe, ON , MLS #S12381721 , Image - 1

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66 Pearl Drive Orillia, Simcoe, ON MLS® S12381721

Residential Freehold (Detached)

$709000.0
price drop iconPrice drop by 2.9%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Stylish & Spacious 3+2 Bedroom Home in Sought-After West Ridge, Orillia Welcome to this beautifully updated and move-in ready detached home, ideally l
40 Photos
Last Updated : 72 Days ago
15 Hummingbird Grove E, Simcoe, ON , MLS #N12392744 , Image - 1

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15 Hummingbird Grove E Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12392744

Residential Freehold (Detached)

$1598900.0
  • 5 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 15 Hummingbird Grove, in Adjala-Tosorontio, this Brand new home is a extraordinary 5+1-bedroom and 4-bathroom dwelling, with 3707 Square fe
49 Photos
Last Updated : 73 Days ago
69 CITYVIEW Circle, Simcoe, ON , MLS #S12201283 , Image - 1

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69 CITYVIEW Circle Holly, Barrie, Simcoe, ON MLS® S12201283

Residential Freehold (Detached)

$1550000.0
  • 5 +0 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Discover this beautifully maintained home on a rare pie-shaped lot backing directly onto Ardagh Forest, offering unparalleled privacy and a peaceful,
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