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4 Bedroom Houses for Sale in Simcoe Under $5M - P18

Showing results 511 - 540 of 992
Last Updated: November 06, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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33 Photos
Last Updated : 21 Days ago
49 Daphne Crescent, Simcoe, ON , MLS #S14086920 , Image - 1
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49 Daphne Crescent Cundles East, Barrie, Simcoe, ON MLS® S14086920

Residential Freehold (Semi-Detached )

$614900.0
  • 4 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
LEGAL DUPLEX! This exceptional opportunity offers the perfect opportunity for investors, multi-generational families, or homeowners looking to offset
41 Photos
Last Updated : 21 Days ago
32 Wessenger Drive, Simcoe, ON , MLS #S13796468 , Image - 1

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32 Wessenger Drive Holly, Barrie, Simcoe, ON MLS® S13796468

Residential Freehold (Detached)

$729900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
32 Wessenger is a true showstopper! With over 2300 square feet of total living space, this beautifully landscaped home offers the perfect blend of sty
49 Photos
Last Updated : 21 Days ago
145 Milby Crescent, Simcoe, ON , MLS #N14086758 , Image - 1

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145 Milby Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14086758

Residential Freehold (Detached)

$1180000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this stunning 4-bedroom detached home offering over 3,300 sq. ft. of beautifully designed living space in one of Bradford's most desirable
50 Photos
Last Updated : 21 Days ago
34 Felhazi Trail S, Simcoe, ON , MLS #N14086646 , Image - 1

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34 Felhazi Trail S Baxter, Essa, Simcoe, ON MLS® N14086646

Residential Freehold (Detached)

$1210000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This exceptional residence offers an impressive blend of space, luxury, and thoughtful design. Featuring four generously sized bedrooms, three of whic
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
40 Photos
Last Updated : 21 Days ago
275 Gill Street, Simcoe, ON , MLS #S13797376 , Image - 1

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275 Gill Street Orillia, Simcoe, ON MLS® S13797376

Residential Freehold (Duplex)

$674900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Incredible flexibility awaits with two self-contained dwellings in one property, each with their own furnace
50 Photos
Last Updated : 21 Days ago
1520 Rosemount Road, Simcoe, ON , MLS #S13788036 , Image - 1

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1520 Rosemount Road Rural Tay, Tay, Simcoe, ON MLS® S13788036

Residential Freehold (Detached)

$1890000.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) An extraordinary country retreat on 8.5 scenic acres overlooking the tranquil Sturgeon River, surrounded by
50 Photos
Last Updated : 21 Days ago
4 Mills Circle, Simcoe, ON , MLS #S13790644 , Image - 1

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4 Mills Circle Rural Springwater, Springwater, Simcoe, ON MLS® S13790644

Residential Freehold (Detached)

$1539999.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set within a highly coveted Springwater neighbourhood surrounded by executive-style homes, this exceptional
41 Photos
Last Updated : 21 Days ago
24 Sassafras Road, Simcoe, ON , MLS #S13789746 , Image - 1

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24 Sassafras Road Midhurst, Springwater, Simcoe, ON MLS® S13789746

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nearly new luxury home built in 2023, this stunning full-brick detached home offers 2,411 square feet of bea
33 Photos
Last Updated : 21 Days ago
105 Barrie Street, Simcoe, ON , MLS #N13780252 , Image - 1

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105 Barrie Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13780252

Residential Freehold (Detached)

$699000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step inside and discover a main level made for gathering, where a welcoming kitchen with stainless-steel app
47 Photos
Last Updated : 21 Days ago
2032 Chantler Street, Simcoe, ON , MLS #N13813290 , Image - 1

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2032 Chantler Street Stroud, Innisfil, Simcoe, ON MLS® N13813290

Residential Freehold (Detached)

$1124900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy peace of mind with major updates, including a new roof, furnace, central air conditioner, most windows
43 Photos
Last Updated : 21 Days ago
33 Auburn Court, Simcoe, ON , MLS #S13774140 , Image - 1

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33 Auburn Court Ardagh, Barrie, Simcoe, ON MLS® S13774140

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to the highly sought-after Ardagh Bluffs community in Barrie, where scenic walking trails, top-rated
44 Photos
Last Updated : 21 Days ago
2 Vanessa Drive, Simcoe, ON , MLS #S13752982 , Image - 1

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2 Vanessa Drive Orillia, Simcoe, ON MLS® S13752982

Residential Freehold (Detached)

$999999.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned in the heart of Orillia, this spacious legal duplex offers exceptional convenience, wal
48 Photos
Last Updated : 21 Days ago
1284 Harrington Street, Simcoe, ON , MLS #N13745086 , Image - 1

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1284 Harrington Street Lefroy, Innisfil, Simcoe, ON MLS® N13745086

Residential Freehold (Detached)

$1087777.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Boasting over 4,400 square feet of pure luxury, this grand home offers space for everyone with six spacious
47 Photos
Last Updated : 21 Days ago
108 Shoreline Road, Simcoe, ON , MLS #S13740996 , Image - 1

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108 Shoreline Road Rural Tiny, Tiny, Simcoe, ON MLS® S13740996

Residential Freehold (Detached)

$1400000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Wake up to the beauty of waterfront living on legendary Cedar Point, where a revitalized shoreline complete
50 Photos
Last Updated : 21 Days ago
223A Hickory Lane, Simcoe, ON , MLS #S13756684 , Image - 1

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223A Hickory Lane Bayshore, Barrie, Simcoe, ON MLS® S13756684

Residential Freehold (Detached)

$1589000.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Situated on almost an acre, this true turn-key, like-new home underwent a massive transformation in 2021 and
47 Photos
Last Updated : 21 Days ago
3146 Wasdell Falls Road, Simcoe, ON , MLS #S13730476 , Image - 1

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3146 Wasdell Falls Road Washago, Severn, Simcoe, ON MLS® S13730476

Residential Freehold (Detached)

$1299999.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover the exceptional possibilities of this impressive 41-acre hobby farm, offering a peaceful rural sett
39 Photos
Last Updated : 21 Days ago
338 Gloucester Street, Simcoe, ON , MLS #S13761904 , Image - 1

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338 Gloucester Street Midland, Simcoe, ON MLS® S13761904

Residential Freehold (Detached)

$649900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Charming duplex Century Home ideally situated on a large corner lot with nearly 200' of frontage on a quiet
46 Photos
Last Updated : 21 Days ago
1128 Westmount Avenue, Simcoe, ON , MLS #N13721622 , Image - 1

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1128 Westmount Avenue Alcona, Innisfil, Simcoe, ON MLS® N13721622

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled in a quiet, family-friendly neighbourhood, this beautiful four bedroom, three and a half bathroom ho
37 Photos
Last Updated : 21 Days ago
3114 Innisfil Beach Road, Simcoe, ON , MLS #N13842930 , Image - 1

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3114 Innisfil Beach Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13842930

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on just over half an acre and surrounded by mature trees, this property offers plenty of outdoor space a
35 Photos
Last Updated : 21 Days ago
787 Freemont Court, Simcoe, ON , MLS #N13703486 , Image - 1

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787 Freemont Court Alcona, Innisfil, Simcoe, ON MLS® N13703486

Residential Freehold (Detached)

$1039000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Offering 2,600 square feet, this home features a well-designed layout that balances open-concept living with
47 Photos
Last Updated : 21 Days ago
1 Susan Place, Simcoe, ON , MLS #S13845306 , Image - 1

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1 Susan Place Sunnidale, Barrie, Simcoe, ON MLS® S13845306

Residential Freehold (Detached)

$899900.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Tucked away on a quiet, flat, family-friendly crescent in a sought-after Barrie neighbourhood, where kids ca
50 Photos
Last Updated : 21 Days ago
33 Sheppard Drive, Simcoe, ON , MLS #S13871308 , Image - 1

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33 Sheppard Drive Victoria Harbour, Tay, Simcoe, ON MLS® S13871308

Residential Freehold (Detached)

$874900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Spacious and thoughtfully designed family home offering five generously sized bedrooms, four bathrooms, and
50 Photos
Last Updated : 21 Days ago
6 Midves Court, Simcoe, ON , MLS #S13673582 , Image - 1

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6 Midves Court Midhurst, Springwater, Simcoe, ON MLS® S13673582

Residential Freehold (Detached)

$3150000.0
  • 4 +1 Beds
  • 6 Baths
  • 5000 + sq-ft
Top 5 Reasons You Will Love This Home: 1) Prestigious Midhurst estate offering nearly two acres of beautifully landscaped property surrounded by matur
50 Photos
Last Updated : 21 Days ago
301 Concession 4 Road E, Simcoe, ON , MLS #S13641492 , Image - 1

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301 Concession 4 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13641492

Residential Freehold (Farm)

$2599900.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Expansive 44-acre estate offering immediate positive cash flow through a fully established and thriving dog
46 Photos
Last Updated : 21 Days ago
1467 Cunningham Crescent, Simcoe, ON , MLS #S13838168 , Image - 1

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1467 Cunningham Crescent Rural Severn, Severn, Simcoe, ON MLS® S13838168

Residential Freehold (Detached)

$1060000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Four bedroom, 1.5 bathroom four-season bungalow nestled along the highly sought-after west shores of Lake Co
48 Photos
Last Updated : 21 Days ago
238 Robins Point Road, Simcoe, ON , MLS #S13863570 , Image - 1

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238 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S13863570

Residential Freehold (Multiplex)

$1259999.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy stunning waterfront living with over 50' of Georgian Bay frontage, offering expansive views and a layo
46 Photos
Last Updated : 21 Days ago
19 Kingfisher Crescent, Simcoe, ON , MLS #S13487962 , Image - 1

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19 Kingfisher Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13487962

Residential Freehold (Detached)

$1049777.0
price drop iconPrice drop by 8.8%
  • 4 +0 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Welcome to 19 Kingfisher Crescent in Tiny, a custom-built log home nestled on over two acres in prestigious Whippoorwill Estates. Surrounded by nature
35 Photos
Last Updated : 21 Days ago
783 Green Street, Simcoe, ON , MLS #N14028374 , Image - 1

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783 Green Street Lefroy, Innisfil, Simcoe, ON MLS® N14028374

Residential Freehold (Detached)

$1015000.0
  • 4 +3 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome To This Beautifully Upgraded Detached Home In A Family-Friendly Innisfil Neighbourhood! Offering Over 4,000 Sq Ft Of Total Living Space, This
42 Photos
Last Updated : 21 Days ago
2966 George Johnston Road, Simcoe, ON , MLS #S13745506 , Image - 1

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2966 George Johnston Road Rural Springwater, Springwater, Simcoe, ON MLS® S13745506

Residential Freehold (Detached)

$998000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nearly three acres of beautifully maintained property surrounded by picturesque farmland deliver a rare mix
41 Photos
Last Updated : 21 Days ago
16 Carmichael Crescent, Simcoe, ON , MLS #S13842726 , Image - 1

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16 Carmichael Crescent Collingwood, Simcoe, ON MLS® S13842726

Residential Freehold (Detached)

$1269000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Completely Renovated Luxury Family Home in Sought-After Lockhart Subdivision! Welcome to this exceptional move-in ready home, backing onto Kinsmen Par
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