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Detached Houses for Sale in Simcoe Under $5M - P15

Showing results 421 - 450 of 3363
Last Updated: September 21, 2026
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  • Bedrooms(Hi-Lo)
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47 Photos
Last Updated : 3 Days ago
2032 Chantler Street, Simcoe, ON , MLS #N13719184 , Image - 1
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2032 Chantler Street Stroud, Innisfil, Simcoe, ON MLS® N13719184

Residential Freehold (Detached)

$1199900.0
  • 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
38 Photos
Last Updated : 3 Days ago
38 Royal Oak Drive, Simcoe, ON , MLS #N13628114 , Image - 1

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38 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N13628114

Residential Freehold (Detached)

$229900.0
price drop iconPrice drop by 11.2%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Excellent Opportunity To Own An Affordable Home In Royal Oaks Estates, A Well-Maintained Adult Lifestyle Community In Cookstown. This Bright And Invit
29 Photos
Last Updated : 3 Days ago
7533 County Road 10 N/A, Simcoe, ON , MLS #N13798822 , Image - 1

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7533 County Road 10 N/A Rural Essa, Essa, Simcoe, ON MLS® N13798822

Residential Freehold (Detached)

$1199000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
1.8-ACRE PRIVATE COUNTRY RETREAT WITH PROTECTED FOREST SURROUNDINGS! Trade the noise of the city for the privacy of this spectacular 1.8-acre country
24 Photos
Last Updated : 3 Days ago
90 Sproule Drive, Simcoe, ON , MLS #S13584398 , Image - 1

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90 Sproule Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13584398

Residential Freehold (Detached)

$749900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this stunning fully renovated all-brick bungalow, where modern design meets exceptional functionality. Featuring 5 bedrooms, 3 bathrooms, a
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
5 Photos
Last Updated : 3 Days ago
47 Waverley Heights, Simcoe, ON , MLS #S13533092 , Image - 1
47 Waverley Heights Waverley, Tay, Simcoe, ON MLS® S13533092

Residential Freehold (Detached)

$1300000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Be among the first to call Waverley Heights home. This brand-new custom executive bungalow offers 1,986 square feet of thoughtfully designed living sp
30 Photos
Last Updated : 3 Days ago
3485 Brennan Line, Simcoe, ON , MLS #S13786676 , Image - 1

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3485 Brennan Line West Shore, Severn, Simcoe, ON MLS® S13786676

Residential Freehold (Detached)

$829000.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 3485 Brennan Line, where peaceful country living, privacy and space come together without giving up everyday convenience. Set on a beautifu
26 Photos
Last Updated : 3 Days ago
207 Warnica Road, Simcoe, ON , MLS #S13798766 , Image - 1

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207 Warnica Road Painswick North, Barrie, Simcoe, ON MLS® S13798766

Residential Freehold (Detached)

$639999.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Lovingly maintained bungalow set on an expansive lot in the heart of desirable Painswick, offering a rare op
38 Photos
Last Updated : 3 Days ago
1490 Champlain Road, Simcoe, ON , MLS #S13798730 , Image - 1

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1490 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13798730

Residential Freehold (Detached)

$974900.0
  • 2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) One-of-a-kind retreat showcasing soaring vaulted ceilings, a hand-installed solid pine tongue-and-groove int
Open House : Sun Sep 27, 10:00 AM to 11:30 AM
50 Photos
Last Updated : 3 Days ago
144 Miller Drive, Simcoe, ON , MLS #S13741718 , Image - 1

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144 Miller Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13741718

Residential Freehold (Detached)

$597500.0
price drop iconPrice drop by 7.7%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Attention contractors/renovators! Great opportunity for wise buyers on the western edge of Barrie. 1288sf 3 bedroom Ranch style brick bungalow set int
39 Photos
Last Updated : 3 Days ago
4098 Concession 12 Sunnidale Road, Simcoe, ON , MLS #S13782196 , Image - 1

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4098 Concession 12 Sunnidale Road Rural Clearview, Clearview, Simcoe, ON MLS® S13782196

Residential Freehold (Detached)

$1000000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Modern open spaced bungalow nestled on a private 1-acre lot on a quiet street, just 10 minutes from the world's longest freshwater beach in Wasaga Bea
21 Photos
Last Updated : 3 Days ago
134 Sandringham Drive, Simcoe, ON , MLS #S13797756 , Image - 1

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134 Sandringham Drive Innis-Shore, Barrie, Simcoe, ON MLS® S13797756

Residential Freehold (Detached)

$999999.0
  • 4 +0 Beds
  • 4 Baths
  • 3500-5000 sq-ft
This is the kind of home that makes an impression the moment you walk through the door. Beautifully finished, thoughtfully updated & clearly well love
25 Photos
Last Updated : 3 Days ago
48 Lake Avenue, Simcoe, ON , MLS #S13797644 , Image - 1

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48 Lake Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13797644

Residential Freehold (Detached)

$1199000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome To This Beautiful Lakefront Cottage In Lagoon City, Offering Private, Direct Access ToLake Simcoe With A Coveted Western Exposure And Breathta
15 Photos
Last Updated : 3 Days ago
303 Tupper Boulevard, Simcoe, ON , MLS #N13787004 , Image - 1

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303 Tupper Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13787004

Residential Freehold (Detached)

$929000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 303 Tupper Blvd, a beautifully upgraded 4-bedroom, 4-bathroom home privately situated on a large in-town ravine lot in a quiet, established
34 Photos
Last Updated : 3 Days ago
10 Beck Boulevard, Simcoe, ON , MLS #S13798634 , Image - 1

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10 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13798634

Residential Freehold (Detached)

$1588000.0
  • 3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
The Art of Four-Season Waterfront Living. A truly distinctive luxury four-season waterfront bungalow, thoughtfully designed and impeccably maintained,
38 Photos
Last Updated : 3 Days ago
7 Stewart Crescent, Simcoe, ON , MLS #N13719860 , Image - 1

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7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N13719860

Residential Freehold (Detached)

$1549000.0
price drop iconPrice drop by 3.1%
  • 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
50 Photos
Last Updated : 3 Days ago
9 Vine Street, Simcoe, ON , MLS #S13688310 , Image - 1

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9 Vine Street Sunnidale, Barrie, Simcoe, ON MLS® S13688310

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 4.8%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this delightful bungalow in Barrie's highly desirable Sunnidale neighbourhood, just minutes from shopping, dining, parks, and the vibrant d
28 Photos
Last Updated : 3 Days ago
1152 Peelar Crescent, Simcoe, ON , MLS #N13798290 , Image - 1

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1152 Peelar Crescent Lefroy, Innisfil, Simcoe, ON MLS® N13798290

Residential Freehold (Detached)

$827999.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Don't miss your chance on this impeccably maintained, FULLY FINISHED, MOVE-IN READY & Upgraded 4+1 Bedrooms, 4-Bathrooms Detached Walk-out Basement in
14 Photos
Last Updated : 3 Days ago
8 Edna Street, Simcoe, ON , MLS #S13670930 , Image - 1

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8 Edna Street Orillia, Simcoe, ON MLS® S13670930

Residential Freehold (Detached)

$559900.0
price drop iconPrice drop by 13.8%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this 3-bedroom, 2-bathroom bungalow offering 1,517 sq ft above grade in a convenient location close to highway access, shopping, schools, p
49 Photos
Last Updated : 3 Days ago
5 Trask Drive, Simcoe, ON , MLS #S13759048 , Image - 1

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5 Trask Drive Ardagh, Barrie, Simcoe, ON MLS® S13759048

Residential Freehold (Detached)

$699000.0
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully renovated, sun-filled home offering over 1,900 sq. ft. of thoughtfully designed living space. Located in a highly sought-a
40 Photos
Last Updated : 3 Days ago
168 CUNNINGHAM Drive, Simcoe, ON , MLS #S13798210 , Image - 1

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168 CUNNINGHAM Drive Ardagh, Barrie, Simcoe, ON MLS® S13798210

Residential Freehold (Detached)

$749000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 168 Cunningham Drive, A Fantastic Home Conveniently located in the South/West Barrie. Once inside the open concept design and the natural l
40 Photos
Last Updated : 3 Days ago
28 SHERIDAN Street, Simcoe, ON , MLS #S13786954 , Image - 1

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28 SHERIDAN Street Penetanguishene, Simcoe, ON MLS® S13786954

Residential Freehold (Detached)

$449900.0
  • 4 +0 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Fantastic opportunity on this well cared for home located in quiet neighbourhood only a short walk to Georgian Bay, McGuire Park and Burkevale school.
49 Photos
Last Updated : 3 Days ago
133 Cardinal Street, Simcoe, ON , MLS #S13790932 , Image - 1

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133 Cardinal Street Cundles East, Barrie, Simcoe, ON MLS® S13790932

Residential Freehold (Detached)

$749000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 133 Cardinal St, a beautifully maintained 4-bedroom home situated in a desirable, family-friendly Barrie neighbourhood. Offering a function
24 Photos
Last Updated : 3 Days ago
30 Harding Avenue, Simcoe, ON , MLS #S13783188 , Image - 1

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30 Harding Avenue Cundles East, Barrie, Simcoe, ON MLS® S13783188

Residential Freehold (Detached)

$669900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Fully Brick Family Home Set On A Premium 58' x 133' Corner Lot! Surrounded By Mature Trees, Offering The Space, Privacy And Backyard Lifestyle That's
45 Photos
Last Updated : 3 Days ago
1415 15 16 Side Road E, Simcoe, ON , MLS #S13648774 , Image - 1

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1415 15 16 Side Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13648774

Residential Freehold (Detached)

$1098000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Elegance meets nature in this exceptional custom-built bungalow, nestled in the heart of Oro-Medonte. Situated on a premium 109' x 198' landscaped end
40 Photos
Last Updated : 3 Days ago
21 PINETREE Court, Simcoe, ON , MLS #S13662638 , Image - 1

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21 PINETREE Court Rural Ramara, Ramara, Simcoe, ON MLS® S13662638

Residential Freehold (Detached)

$839000.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Waterfront bungalow in Lagoon City! Dock your boat on the private 145ft shorewall. Minutes by boat to Lake Simcoe & private sandy beaches. Situated on
44 Photos
Last Updated : 3 Days ago
3 Arnold Crescent, Simcoe, ON , MLS #N13798000 , Image - 1

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3 Arnold Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N13798000

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to one of the largest lots in Alliston's prestigious Treetops community, showcasing animmaculate 2-storey detached home situated on a premium
32 Photos
Last Updated : 3 Days ago
39 Domar Road, Simcoe, ON , MLS #S13695472 , Image - 1

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39 Domar Road Rural Tiny, Tiny, Simcoe, ON MLS® S13695472

Residential Freehold (Detached)

$548000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Rare Opportunity to Own a Huge 100' x 150' Lot Just Steps from Georgian Bay. Tucked beneath mature trees on a private, generously sized lot, 39 Domar
45 Photos
Last Updated : 3 Days ago
5 Elizabeth Street, Simcoe, ON , MLS #N13745346 , Image - 1

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5 Elizabeth Street Cookstown, Innisfil, Simcoe, ON MLS® N13745346

Residential Freehold (Detached)

$560000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this 3-bedroom, 2-bathroom raised ranch, situated in the historic village of Cookstown! The main floor features an open-concept layout cent
34 Photos
Last Updated : 3 Days ago
15 Sherwood Court, Simcoe, ON , MLS #S13762608 , Image - 1

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15 Sherwood Court Northwest, Barrie, Simcoe, ON MLS® S13762608

Residential Freehold (Detached)

$759900.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Step into a home that combines comfort, style & thoughtful updates in a welcoming setting! From the moment you enter, you'll appreciate the care & att
50 Photos
Last Updated : 3 Days ago
390 Arthur Street, Simcoe, ON , MLS #S13546356 , Image - 1

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390 Arthur Street Orillia, Simcoe, ON MLS® S13546356

Residential Freehold (Detached)

$625000.0
price drop iconPrice drop by 3.7%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Completely renovated from the studs in, this beautifully updated Orillia home offers modern style, flexible living space, and an unbeatable central lo
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