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Detached Houses for Sale in Simcoe Under $5M - P27

Showing results 781 - 810 of 3358
Last Updated: September 21, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 5 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
44 Photos
Last Updated : 5 Days ago
7271 13th Line, Simcoe, ON , MLS #N13555340 , Image - 1

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7271 13th Line Alliston, New Tecumseth, Simcoe, ON MLS® N13555340

Residential Freehold (Detached)

$1623000.0
price drop iconPrice drop by 4.5%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled on just over half an acre and surround by mature trees on conservation lands, this exceptional property offers unmatched privacy with no neigh
49 Photos
Last Updated : 5 Days ago
32 Caroline Street, Simcoe, ON , MLS #S13788272 , Image - 1

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32 Caroline Street Allandale Centre, Barrie, Simcoe, ON MLS® S13788272

Residential Freehold (Detached)

$649900.0
  • 4 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
32 Caroline Street, BarrieAllandale | 5 Bedrooms | Extensively UpdatedWelcome to 32 Caroline Street - a beautifully updated five-bedroom home in Barri
38 Photos
Last Updated : 5 Days ago
3583 Riverdale Drive, Simcoe, ON , MLS #S13612098 , Image - 1

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3583 Riverdale Drive Washago, Severn, Simcoe, ON MLS® S13612098

Residential Freehold (Detached)

$1230000.0
price drop iconPrice drop by 4.5%
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your own paradise! Whether you are looking for a romantic retreat, a family getaway, or to entertain your guests, this place has it all. Re
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
47 Photos
Last Updated : 5 Days ago
635 Wayne Crescent, Simcoe, ON , MLS #S12884896 , Image - 1

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635 Wayne Crescent Midland, Simcoe, ON MLS® S12884896

Residential Freehold (Detached)

$649000.0
price drop iconPrice drop by 7.3%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
New Price!! Motivated Seller Welcome Home to 635 Wayne Cres Midland Ontario, This wonderful all brick raised bungalow is Available Now for you and you
21 Photos
Last Updated : 5 Days ago
86 John Street, Simcoe, ON , MLS #S13513840 , Image - 1

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86 John Street Sanford, Barrie, Simcoe, ON MLS® S13513840

Residential Freehold (Detached)

$515000.0
price drop iconPrice drop by 0.9%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Your Beachside Lifestyle Awaits! Cute as a button and radiating true pride of ownership, this delightful 1,130 sq. ft. home is the turnkey opportunity
27 Photos
Last Updated : 5 Days ago
8315 93 Highway, Simcoe, ON , MLS #S13494966 , Image - 1

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8315 93 Highway Rural Tiny, Tiny, Simcoe, ON MLS® S13494966

Residential Freehold (Detached)

$599000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover the potential in this solid, well-built raised bungalow situated on a generous lot in the desirable community of Tiny Township. Offering exce
50 Photos
Last Updated : 5 Days ago
2473 RONALD Road, Simcoe, ON , MLS #S13153340 , Image - 1

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2473 RONALD Road Rural Springwater, Springwater, Simcoe, ON MLS® S13153340

Residential Freehold (Detached)

$1199900.0
price drop iconPrice drop by 5.9%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 2473 Ronald Road in Minesing, a picturesque country estate set on over 3 acres of peaceful, private landscape. Thoughtfully renovated throu
28 Photos
Last Updated : 5 Days ago
34 North Street N, Simcoe, ON , MLS #S13615600 , Image - 1

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34 North Street N Wellington, Barrie, Simcoe, ON MLS® S13615600

Residential Freehold (Detached)

$599900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Century charm meets modern convenience at 34 North St, Barrie! This beautifully maintained 4-bedroom, 2-bathroom century home offers over 1,850 sq. ft
40 Photos
Last Updated : 5 Days ago
4 Templeton Drive, Simcoe, ON , MLS #S13479754 , Image - 1

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4 Templeton Drive New Lowell, Clearview, Simcoe, ON MLS® S13479754

Residential Freehold (Detached)

$824900.0
price drop iconPrice drop by 2.9%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Step into a welcoming ceramic-tiled foyer that opens to a bright, open-concept main floor featuring beautiful wide-plank laminate flooring throughout.
24 Photos
Last Updated : 5 Days ago
21 Hawthorne Drive, Simcoe, ON , MLS #N13790084 , Image - 1

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21 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13790084

Residential Freehold (Detached)

$239999.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) An upgrade packed home that delivers exceptional value at every turn, even before stepping inside you'll not
21 Photos
Last Updated : 5 Days ago
39 Prudhoe Terrace, Simcoe, ON , MLS #S13499612 , Image - 1

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39 Prudhoe Terrace Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13499612

Residential Freehold (Detached)

$799998.0
price drop iconPrice drop by 6.5%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Beautifully maintained, less than 2-year-old detached home located in Barrie's sought-after south-end community. Offering the perfect blend of modern
42 Photos
Last Updated : 5 Days ago
80 Holt Drive, Simcoe, ON , MLS #N13586532 , Image - 1

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80 Holt Drive Alliston, New Tecumseth, Simcoe, ON MLS® N13586532

Residential Freehold (Detached)

$1147000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Where luxury meets lifestyle. This stunning executive home makes a lasting first impression with exceptional curb appeal, timeless stonework, and beau
48 Photos
Last Updated : 5 Days ago
109 Brant Street E, Simcoe, ON , MLS #S13790002 , Image - 1

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109 Brant Street E Orillia, Simcoe, ON MLS® S13790002

Residential Freehold (Detached)

$749900.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Character. Space. Location. It's rare to get all three-especially in the North Ward. 1) Set on a quiet, treelined street just steps from Lake Couchich
42 Photos
Last Updated : 5 Days ago
4551 Orkney Heights, Simcoe, ON , MLS #S13540300 , Image - 1

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4551 Orkney Heights Atherley, Ramara, Simcoe, ON MLS® S13540300

Residential Freehold (Detached)

$500000.0
price drop iconPrice drop by 16.7%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Unique opportunity awaits contractors, builders, developers! The subject property is a 1966 built 2356sf detached brick 3 bedroom bungalow with detach
48 Photos
Last Updated : 5 Days ago
4 Peacher Street, Simcoe, ON , MLS #S13789958 , Image - 1

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4 Peacher Street Anten Mills, Springwater, Simcoe, ON MLS® S13789958

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Set on an impressive, private corner lot in the sought-after community of Anten Mills, 4 Peacher Street offers space, mature trees and a backyard desi
41 Photos
Last Updated : 5 Days ago
32 Stanley Street, Simcoe, ON , MLS #S13770634 , Image - 1

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32 Stanley Street East Bayfield, Barrie, Simcoe, ON MLS® S13770634

Residential Freehold (Detached)

$949999.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy the ease of bungalow living with a beautifully designed layout featuring two bedrooms on the main leve
35 Photos
Last Updated : 5 Days ago
1466 Broderick Street, Simcoe, ON , MLS #N13701598 , Image - 1

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1466 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13701598

Residential Freehold (Detached)

$1299990.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this beautifully upgraded premium 50' lot home offering over 3,700 sq. ft. of above-grade living space, blending luxury, comfort, and funct
22 Photos
Last Updated : 5 Days ago
22 Berkely Street, Simcoe, ON , MLS #S13628510 , Image - 1

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22 Berkely Street Wasaga Beach, Simcoe, ON MLS® S13628510

Residential Freehold (Detached)

$650000.0
price drop iconPrice drop by 4.1%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this Beautiful 1.5 Yrs Old Custom Raised Bungalow in Wasaga Beach! The Home Features a Separate/Side Entrance to Basement Which Provides Gr
37 Photos
Last Updated : 5 Days ago
11 Stalker Street, Simcoe, ON , MLS #S13145264 , Image - 1

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11 Stalker Street Collingwood, Simcoe, ON MLS® S13145264

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 3.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This beautifully designed bungalow offers the perfect blend of modern comfort, and four-season lifestyle living. Positioned on a generous pie-shaped c
36 Photos
Last Updated : 5 Days ago
220 Barrie Street, Simcoe, ON , MLS #N13789866 , Image - 1

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220 Barrie Street Thornton, Essa, Simcoe, ON MLS® N13789866

Residential Freehold (Detached)

$775000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this charming century home, where soaring 9-foot ceilings and timeless character create an inviting first impression. Rich with history and
41 Photos
Last Updated : 5 Days ago
4090 Wainman Line, Simcoe, ON , MLS #S13706262 , Image - 1

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4090 Wainman Line Orillia, Simcoe, ON MLS® S13706262

Residential Freehold (Detached)

$849900.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this spacious and versatile home featuring a welcoming foyer with a large closet, convenient access to the accessory apartment, and a gener
45 Photos
Last Updated : 5 Days ago
67 Vanessa Drive, Simcoe, ON , MLS #S13687440 , Image - 1

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67 Vanessa Drive Orillia, Simcoe, ON MLS® S13687440

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 2.8%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully landscaped ranch bungalow with a walkout basement, offering spacious living areas and quality finishes throughout. A high stone walkway le
41 Photos
Last Updated : 5 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
27 Photos
Last Updated : 5 Days ago
14 Courtland Street, Simcoe, ON , MLS #S13451982 , Image - 1

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14 Courtland Street Orillia, Simcoe, ON MLS® S13451982

Residential Freehold (Detached)

$609900.0
price drop iconPrice drop by 6.2%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautifully landscaped property with a newly paved driveway is ideally located close to beaches, parks, and all amenities. Situated on a generous 200-
41 Photos
Last Updated : 5 Days ago
83 Logan Court, Simcoe, ON , MLS #S13717272 , Image - 1

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83 Logan Court Holly, Barrie, Simcoe, ON MLS® S13717272

Residential Freehold (Detached)

$675000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Say hello to easy living at 83 Logan Court! This brick bungalow in Barrie's family-favourite Holly neighbourhood proves great living doesn't need stai
43 Photos
Last Updated : 5 Days ago
3778 Vasey Road, Simcoe, ON , MLS #S13710142 , Image - 1

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3778 Vasey Road Rural Tay, Tay, Simcoe, ON MLS® S13710142

Residential Freehold (Detached)

$2474900.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
75 FORESTED ACRES of quiet luxury in Tay. Long, paved, tree-lined winding driveway leads to this UNIQUE CUSTOM EXECUTIVE HOME, offering unmatched priv
30 Photos
Last Updated : 5 Days ago
2342 Somers Boulevard, Simcoe, ON , MLS #N13656164 , Image - 1

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2342 Somers Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13656164

Residential Freehold (Detached)

$730000.0
price drop iconPrice drop by 2.6%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 2342 Somers Blvd, situated on a spacious 45 x 167 ft lot on a quiet, secluded street in the desirable north/east end of Alcona. This 3+1 b
47 Photos
Last Updated : 5 Days ago
1043 Hurlwood Lane, Simcoe, ON , MLS #S13709132 , Image - 1

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1043 Hurlwood Lane Rural Severn, Severn, Simcoe, ON MLS® S13709132

Residential Freehold (Detached)

$1499500.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 1043 Hurlwood Lane in Severn Township, a stunning estate bungalow located just minutes outside of Orillia. Proudly owned by the same owners
3 Photos
Last Updated : 5 Days ago
781 Edward Street, Simcoe, ON , MLS #N13499654 , Image - 1
781 Edward Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13499654

Residential Freehold (Detached)

$749000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Beautiful Sun Filled Bungalow on a Hugh Double Lot! Excellent Opportunity for an End User or Investor! *Double Lot (140ft x 175ft) Minutes walk to L
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