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Detached Houses for Sale in Simcoe Under $5M - P37

Showing results 1081 - 1110 of 3361
Last Updated: September 21, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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19 Photos
Last Updated : 7 Days ago
34 McDonald Street, Simcoe, ON , MLS #N13619282 , Image - 1
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34 McDonald Street Alliston, New Tecumseth, Simcoe, ON MLS® N13619282

Residential Freehold (Detached)

$569900.0
price drop iconPrice drop by 5.0%
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this 2+1 bedroom brick bungalow, ideally situated in a desirable Alliston neighbourhood just blocks from the local high school.This invitin
47 Photos
Last Updated : 7 Days ago
3 Maw Court, Simcoe, ON , MLS #S13774296 , Image - 1

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3 Maw Court Northwest, Barrie, Simcoe, ON MLS® S13774296

Residential Freehold (Detached)

$799900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Tucked away on a quiet cul-de-sac and backing onto a beautiful treed ravine, this quality-built Morra home offers the privacy, greenery and peaceful s
48 Photos
Last Updated : 7 Days ago
148 Napier Street, Simcoe, ON , MLS #S13770492 , Image - 1

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148 Napier Street Collingwood, Simcoe, ON MLS® S13770492

Residential Freehold (Detached)

$1249000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Right in the heart of downtown Collingwood and surrounded by some of the town's most recognisable landmark buildings, this extensively renovated and t
36 Photos
Last Updated : 7 Days ago
10 Karen Crescent, Simcoe, ON , MLS #S13715082 , Image - 1

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10 Karen Crescent Orillia, Simcoe, ON MLS® S13715082

Residential Freehold (Detached)

$649000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Move-in ready and beautifully updated, this bright bungalow showcases a modern open-concept layout, four spa
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
49 Photos
Last Updated : 7 Days ago
417 Pheasant Lane, Simcoe, ON , MLS #S13545146 , Image - 1

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417 Pheasant Lane Midland, Simcoe, ON MLS® S13545146

Residential Freehold (Detached)

$959900.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
One of Georgian Bay's finest south-facing waterfront settings. Deep water, a beautiful sandy beach, a rare boathouse with a rooftop deck, and breathta
37 Photos
Last Updated : 7 Days ago
2307 Somers Boulevard, Simcoe, ON , MLS #N13677492 , Image - 1

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2307 Somers Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13677492

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 2307 Somers Boulevard, a beautifully renovated bungalow in one of Innisfil's most sought-after lakeside neighbourhoods, just moments from t
49 Photos
Last Updated : 7 Days ago
422 Aberdeen Boulevard, Simcoe, ON , MLS #S13666468 , Image - 1

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422 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13666468

Residential Freehold (Detached)

$729000.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this meticulously maintained, move-in-ready home nestled in a sought-after waterfront community. Surrounded by beautifully landscaped garde
36 Photos
Last Updated : 7 Days ago
8240 93 Highway, Simcoe, ON , MLS #S13507240 , Image - 1

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8240 93 Highway Wyebridge, Tiny, Simcoe, ON MLS® S13507240

Residential Freehold (Detached)

$449000.0
price drop iconPrice drop by 10.2%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Are you looking for a home with the potential to build equity? This charming 3-bedroom, 1-bath all-brick home with walk out unfinished basement is the
31 Photos
Last Updated : 7 Days ago
83 Strachan Trail, Simcoe, ON , MLS #N13751600 , Image - 1

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83 Strachan Trail Beeton, New Tecumseth, Simcoe, ON MLS® N13751600

Residential Freehold (Detached)

$935000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully detached two-storey home in the charming community of Beeton. Offering an inviting blend of space, comfort, and modern fu
30 Photos
Last Updated : 7 Days ago
208 Desroches Trail, Simcoe, ON , MLS #S13416898 , Image - 1

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208 Desroches Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13416898

Residential Freehold (Detached)

$539000.0
price drop iconPrice drop by 1.8%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Your Four-Season Retreat or Year-Round Home Awaits! Experience peace, privacy, and endless potential in this beautifully updated Viceroy home, ideally
47 Photos
Last Updated : 7 Days ago
33 Reilly's Run, Simcoe, ON , MLS #S13214250 , Image - 1

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33 Reilly's Run Snow Valley, Springwater, Simcoe, ON MLS® S13214250

Residential Freehold (Detached)

$1449000.0
price drop iconPrice drop by 3.3%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Stunning open-concept bungalow in one of Springwater's most sought-after communities offering the perfect blend of luxury, comfort, privacy, and year-
39 Photos
Last Updated : 7 Days ago
1 Tecumseth Pines Drive, Simcoe, ON , MLS #N13776750 , Image - 1

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1 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13776750

Residential Freehold (Detached)

$427000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1 Tecumseth Pines, a beautifully maintained home situated in a premier 55+ land lease community in Simcoe. Perfectly located close to Highw
44 Photos
Last Updated : 7 Days ago
26 Big Bay Point Road, Simcoe, ON , MLS #N13721032 , Image - 1

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26 Big Bay Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13721032

Residential Freehold (Detached)

$649000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy the best of the Lake Simcoe lifestyle in Big Bay Point, with the lake and golf just a short walk away,
41 Photos
Last Updated : 7 Days ago
28 Empire Drive, Simcoe, ON , MLS #S13781996 , Image - 1

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28 Empire Drive Innis-Shore, Barrie, Simcoe, ON MLS® S13781996

Residential Freehold (Detached)

$879999.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Large, all brick, 2 storey home in desirable southeast Barrie. With over 3200 sq ft of total living space, this home provides room for everyone. Large
3 Photos
Last Updated : 7 Days ago
1651 Peninsula Pt Road, Simcoe, ON , MLS #S13736230 , Image - 1
1651 Peninsula Pt Road Rural Severn, Severn, Simcoe, ON MLS® S13736230

Residential Freehold (Detached)

$1298000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stunning custom-built waterfront detached home, only 5 years old, showcasing modern architecture with soaring cathedral ceilings, dramatic open-to-abo
44 Photos
Last Updated : 7 Days ago
380 ROBINS POINT Road, Simcoe, ON , MLS #S13623394 , Image - 1

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380 ROBINS POINT Road Victoria Harbour, Tay, Simcoe, ON MLS® S13623394

Residential Freehold (Detached)

$1289000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Enjoy exceptional waterfront living with 80 feet of fully serviced shoreline and desirable southwest exposure, offering stunning sunsets and all-day n
50 Photos
Last Updated : 7 Days ago
116 Mill Pond Side Road, Simcoe, ON , MLS #S13780894 , Image - 1

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116 Mill Pond Side Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13780894

Residential Freehold (Detached)

$1899000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this nature lover's retreat! If you have been searching for a large acreage property in Oro Medonte, look no further. This private and secl
30 Photos
Last Updated : 7 Days ago
84 32nd Street N, Simcoe, ON , MLS #S12962910 , Image - 1

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84 32nd Street N Wasaga Beach, Simcoe, ON MLS® S12962910

Residential Freehold (Detached)

$580000.0
price drop iconPrice drop by 3.3%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Perfectly located just north of Mosley Street, this charming beach home offers the lifestyle buyers dream about. Just steps from the sand, you can enj
14 Photos
Last Updated : 7 Days ago
98 Elizabeth Street, Simcoe, ON , MLS #S13743332 , Image - 1

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98 Elizabeth Street Ardagh, Barrie, Simcoe, ON MLS® S13743332

Residential Freehold (Detached)

$650000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
This home is located in a mature cul-de-sac offering the perfect blend of privacy, tranquility, and convenient access to urban amenities such as a bea
42 Photos
Last Updated : 7 Days ago
718 Birchwood Drive, Simcoe, ON , MLS #S13740734 , Image - 1

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718 Birchwood Drive Midland, Simcoe, ON MLS® S13740734

Residential Freehold (Detached)

$599900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Great value is found on this 4 bedroom family home that has been well maintained and offers something for the whole family. Located on quiet street cl
19 Photos
Last Updated : 7 Days ago
139 Livingstone Street, Simcoe, ON , MLS #S13425946 , Image - 1

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139 Livingstone Street Sunnidale, Barrie, Simcoe, ON MLS® S13425946

Residential Freehold (Detached)

$798000.0
price drop iconPrice drop by 6.1%
  • 4 +2 Beds
  • 6 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained 4-bedroom home offering spacious and functional living for the whole family. Featuring a bright and open-concep
21 Photos
Last Updated : 7 Days ago
526 Grove Street E, Simcoe, ON , MLS #S13516642 , Image - 1

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526 Grove Street E Grove East, Barrie, Simcoe, ON MLS® S13516642

Residential Freehold (Detached)

$798000.0
price drop iconPrice drop by 6.0%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this spacious and well-maintained 2-storey detached home in a desirable Barrie neighbourhood! Situated on a premium 50' x 110' lot, this ho
37 Photos
Last Updated : 7 Days ago
68 Dyer Drive, Simcoe, ON , MLS #S13713334 , Image - 1

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68 Dyer Drive Wasaga Beach, Simcoe, ON MLS® S13713334

Residential Freehold (Detached)

$614900.0
price drop iconPrice drop by 5.4%
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this spacious raised bungalow offering approx. 2300 sq ft of living space, just minutes from Canada's largest freshwater beach. This home
46 Photos
Last Updated : 7 Days ago
1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1199900.0
price drop iconPrice drop by 17.2%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope
50 Photos
Last Updated : 7 Days ago
11 Rue Karola Road, Simcoe, ON , MLS #S13602484 , Image - 1

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11 Rue Karola Road Rural Tiny, Tiny, Simcoe, ON MLS® S13602484

Residential Freehold (Detached)

$1199000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this impressive custom-built 3 bedroom, 2 bath raised bungalow nestled on a private property. This spacious home features generous principa
50 Photos
Last Updated : 7 Days ago
122 Poyntz Street, Simcoe, ON , MLS #S13706560 , Image - 1

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122 Poyntz Street Penetanguishene, Simcoe, ON MLS® S13706560

Residential Freehold (Detached)

$1049900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Where Town Convenience Meets Your Own Private Retreat. Opportunities like this are exceptionally rare. Set on a 3.07-acre property in the heart of Pen
50 Photos
Last Updated : 7 Days ago
1229 County Road 124 N/A, Simcoe, ON , MLS #S12712114 , Image - 1

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1229 County Road 124 N/A Rural Clearview, Clearview, Simcoe, ON MLS® S12712114

Residential Freehold (Detached)

$549000.0
price drop iconPrice drop by 19.9%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this fully finished home offering the perfect blend of rustic charm and modern comfort. Featuring 3 bedrooms and 1.5 bathrooms, this inviti
47 Photos
Last Updated : 7 Days ago
12 65th Street N, Simcoe, ON , MLS #S13564172 , Image - 1

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12 65th Street N Wasaga Beach, Simcoe, ON MLS® S13564172

Residential Freehold (Detached)

$759500.0
price drop iconPrice drop by 5.0%
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
If you yearn to be SO close to the Beach that you can very clearly hear the waves, BUT you do not want to spend several million dollars to get that be
24 Photos
Last Updated : 7 Days ago
23 Morton Crescent, Simcoe, ON , MLS #S13781504 , Image - 1

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23 Morton Crescent West Bayfield, Barrie, Simcoe, ON MLS® S13781504

Residential Freehold (Detached)

$729000.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Great Opportunity To Enter The Barrie Market! This Detached 2+2 Bedroom Bungalow Features A Fully Finished Walkout Lower Level With Separate Entrance
1 Photos
Last Updated : 7 Days ago
866 Innisfil Beach Road, Simcoe, ON
866 Innisfil Beach Road Alcona, Innisfil, Simcoe, ON MLS® N13769460

Residential Freehold (Detached)

$799900.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
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