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Detached Houses for Sale in Simcoe Under $5M - P14

Showing results 391 - 420 of 3389
Last Updated: August 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
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33 Photos
Last Updated : 2 Days ago
214 Point Street, Simcoe, ON , MLS #S13596254 , Image - 1
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214 Point Street Stayner, Clearview, Simcoe, ON MLS® S13596254

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this exceptionally well maintained and updated bungalow, offering comfortable main floor living on a beautifully landscaped lot in the hear
32 Photos
Last Updated : 2 Days ago
2974 Monarch Drive, Simcoe, ON , MLS #S13539430 , Image - 1

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2974 Monarch Drive Orillia, Simcoe, ON MLS® S13539430

Residential Freehold (Detached)

$826900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
*PRICE REFLECTS HST REBATE* Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home consists of many
35 Photos
Last Updated : 2 Days ago
1555 Baseline Road S, Simcoe, ON , MLS #S13635268 , Image - 1

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1555 Baseline Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13635268

Residential Freehold (Detached)

$1525000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Meticulously designed and custom-built, this distinguished home exudes sophistication with premium finishes
41 Photos
Last Updated : 2 Days ago
753 Concession 19 Road W, Simcoe, ON , MLS #S13079642 , Image - 1

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753 Concession 19 Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13079642

Residential Freehold (Detached)

$899900.0
price drop iconPrice drop by 14.3%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Set on a quiet concession road in Tiny Township, this 50 acre property offers exceptional privacy surrounded entirely by mature forest, with establish
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
38 Photos
Last Updated : 2 Days ago
5 Tecumseth Pines Drive, Simcoe, ON , MLS #N13635248 , Image - 1

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5 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13635248

Residential Freehold (Detached)

$399200.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines - a sought-after active adult landlease community known for its welcoming atmosphere and like-minded residents, where neigh
35 Photos
Last Updated : 2 Days ago
477 Murray Road, Simcoe, ON , MLS #S13577436 , Image - 1

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477 Murray Road Penetanguishene, Simcoe, ON MLS® S13577436

Residential Freehold (Detached)

$474900.0
price drop iconPrice drop by 4.1%
  • 3 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
This well-maintained family home in Penetanguishene offers 3+1 bedrooms, 2+1 bathrooms, and beautiful views overlooking Martin's Valley. Ideally locat
49 Photos
Last Updated : 2 Days ago
3285 Rockcliffe Court, Simcoe, ON , MLS #S13535034 , Image - 1

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3285 Rockcliffe Court Port Severn, Severn, Simcoe, ON MLS® S13535034

Residential Freehold (Detached)

$1450000.0
price drop iconPrice drop by 3.3%
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
CONTEMPORARY YEAR-ROUND WATERFRONT HOME - GLOUCESTER POOL - TRENT SEVERN. This updated two-story home sits on over 300 feet of private waterfront on t
50 Photos
Last Updated : 2 Days ago
84 Culbert Road, Simcoe, ON , MLS #N13635128 , Image - 1

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84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13635128

Residential Freehold (Detached)

$1579000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this stunning newly built corner-lot home at 84 Culbert Rd, located in the heart of the family-oriented and friendly Summerlyn Village comm
2 Photos
Last Updated : 2 Days ago
38 Amber Drive, Simcoe, ON , MLS #S13249182 , Image - 1
38 Amber Drive Wasaga Beach, Simcoe, ON MLS® S13249182

Residential Freehold (Detached)

$925000.0
price drop iconPrice drop by 4.0%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
NEW HST REBATE PRICING! Welcome to 38 Amber Drive - Brand-new and never lived in, this stunning Aspen Model Elevation A by Baycliffe Communities offer
26 Photos
Last Updated : 2 Days ago
1908 10th Line, Simcoe, ON , MLS #N13635068 , Image - 1

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1908 10th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13635068

Residential Freehold (Detached)

$1100000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 1908 10th Line, a beautifully renovated home that perfectly combines modern style, comfort, and functionality. Situated on a generous 100.0
45 Photos
Last Updated : 2 Days ago
25 Muir Drive, Simcoe, ON , MLS #S13520402 , Image - 1

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25 Muir Drive Ardagh, Barrie, Simcoe, ON MLS® S13520402

Residential Freehold (Detached)

$850000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This maintained family home in a highly sought-after location near Ardagh Bluffs is within walking distance to over 17 km of recreational trails. This
38 Photos
Last Updated : 2 Days ago
26 Stroud Crescent, Simcoe, ON , MLS #S13601358 , Image - 1

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26 Stroud Crescent Wasaga Beach, Simcoe, ON MLS® S13601358

Residential Freehold (Detached)

$699000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 26 Stroud Crescent in the heart of Wasaga Beach, where comfort, space, and a tranquil riverfront setting come together. This well-maintaine
21 Photos
Last Updated : 2 Days ago
850 Leslie Drive, Simcoe, ON , MLS #N13592052 , Image - 1

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850 Leslie Drive Alcona, Innisfil, Simcoe, ON MLS® N13592052

Residential Freehold (Detached)

$794500.0
price drop iconPrice drop by 5.4%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this spacious and well-maintained 3+1 bedroom, 3 bathroom family home, ideally located in one of Innisfil's most desirable neighbourhoods.
40 Photos
Last Updated : 2 Days ago
2477 Old Fort Road, Simcoe, ON , MLS #S13634902 , Image - 1

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2477 Old Fort Road Rural Tay, Tay, Simcoe, ON MLS® S13634902

Residential Freehold (Detached)

$825000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Imagine starting your morning with a coffee on the porch, surrounded by the peace and privacy of your own fully fenced one-acre property. There's room
24 Photos
Last Updated : 2 Days ago
100 Nottawaga Drive, Simcoe, ON , MLS #S13097264 , Image - 1

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100 Nottawaga Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13097264

Residential Freehold (Detached)

$1590000.0
price drop iconPrice drop by 5.1%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nottawaga Beach is one of Tiny Township's highly sought after beaches. This three bedroom cottage offers frontage onto a pristine sand beach and stun
27 Photos
Last Updated : 2 Days ago
1 Ottaway Avenue, Simcoe, ON , MLS #S13571160 , Image - 1

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1 Ottaway Avenue East Bayfield, Barrie, Simcoe, ON MLS® S13571160

Residential Freehold (Detached)

$768000.0
price drop iconPrice drop by 2.2%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully renovated from top to bottom, this exceptional 4-level sidesplit is tucked away on a quiet cul-de-sac in one of Barrie's most sought-after
50 Photos
Last Updated : 2 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
44 Photos
Last Updated : 2 Days ago
2 Irene Drive, Simcoe, ON , MLS #S13488976 , Image - 1

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2 Irene Drive Painswick South, Barrie, Simcoe, ON MLS® S13488976

Residential Freehold (Detached)

$949900.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
LOCATION LOCATION ,10 minutes drive to the beach,walking distace to parks.This immaculate bright home(CORNER LOT)has been well cared for and thoughtfu
48 Photos
Last Updated : 2 Days ago
12 White Crescent, Simcoe, ON , MLS #S13592250 , Image - 1

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12 White Crescent Holly, Barrie, Simcoe, ON MLS® S13592250

Residential Freehold (Detached)

$729900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Rizzardi-built raised bungalow offering great value in an ideal, family-friendly location close to schools with quick access to the highway. A stunnin
40 Photos
Last Updated : 2 Days ago
220 Belmoral Drive, Simcoe, ON , MLS #S13570628 , Image - 1

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220 Belmoral Drive Orillia, Simcoe, ON MLS® S13570628

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this 4 Bedroom family home nestled in Orillia's highly sought-after North Ward. Thoughtfully designed with spacious living areas, this home
46 Photos
Last Updated : 2 Days ago
5 Wood Crescent, Simcoe, ON , MLS #N13634752 , Image - 1

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5 Wood Crescent Angus, Essa, Simcoe, ON MLS® N13634752

Residential Freehold (Detached)

$949000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
GRAB THE POOL FLOATIES, SKIP THE YARD WORK & START LIVING LIKE EVERY WEEKEND IS A GETAWAY! This backyard feels more like a private resort than a tradi
41 Photos
Last Updated : 2 Days ago
92 Daniele Avenue N, Simcoe, ON , MLS #N13516702 , Image - 1

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92 Daniele Avenue N Beeton, New Tecumseth, Simcoe, ON MLS® N13516702

Residential Freehold (Detached)

$729900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully updated 5-level backsplit offering a great layout with the rare combination of both a designated family and living room, s
41 Photos
Last Updated : 2 Days ago
16 Carmichael Crescent, Simcoe, ON , MLS #S13634656 , Image - 1

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16 Carmichael Crescent Collingwood, Simcoe, ON MLS® S13634656

Residential Freehold (Detached)

$1299000.0
  • 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
28 Photos
Last Updated : 2 Days ago
59 Highlands Crescent, Simcoe, ON , MLS #S13429222 , Image - 1

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59 Highlands Crescent Collingwood, Simcoe, ON MLS® S13429222

Residential Freehold (Detached)

$997900.0
price drop iconPrice drop by 0.1%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to the family home you've been waiting for. Situated on a premium oversized corner lot in one of Collingwood's most sought-after neighbourhoo
48 Photos
Last Updated : 2 Days ago
3852 Muley Point Road, Simcoe, ON , MLS #S13634570 , Image - 1

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3852 Muley Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13634570

Residential Freehold (Detached)

$1549000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 3852 Muley Point Road, a beautifully maintained 1 1/2-storey home offering 104 feet of pristine waterfront on a quiet, dead-end street with
50 Photos
Last Updated : 2 Days ago
8 Oliver's Mill Road, Simcoe, ON , MLS #S13479270 , Image - 1

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8 Oliver's Mill Road Centre Vespra, Springwater, Simcoe, ON MLS® S13479270

Residential Freehold (Detached)

$1349000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Escape to your own private backyard resort! This beautifully maintained 2 story home offers just over 3,400 total sq. ft. of comfort and luxury, featu
27 Photos
Last Updated : 2 Days ago
1558 Champlain Road, Simcoe, ON , MLS #S13557406 , Image - 1

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1558 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13557406

Residential Freehold (Detached)

$424500.0
price drop iconPrice drop by 3.5%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking for a true summer cottage escape? This three bedroom seasonal, full insulated cottage presents a fantastic opportunity to own an affordable re
36 Photos
Last Updated : 2 Days ago
34 Crompton Drive, Simcoe, ON , MLS #S13634488 , Image - 1

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34 Crompton Drive Little Lake, Barrie, Simcoe, ON MLS® S13634488

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 34 Crompton Drive in Barrie - a beautifully maintained carpet-free two-storey home backing directly onto the prestigious Barrie Country Clu
36 Photos
Last Updated : 2 Days ago
23A George Street, Simcoe, ON , MLS #S13110238 , Image - 1

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23A George Street Orillia, Simcoe, ON MLS® S13110238

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 7.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well kept brick bungalow located in a family-friendly neighbourhood close to schools, parks, and everyday amenities. With no rear neig
26 Photos
Last Updated : 2 Days ago
8886 County Road 91 N/A, Simcoe, ON , MLS #S13001910 , Image - 1

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8886 County Road 91 N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13001910

Residential Freehold (Detached)

$1295000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
PRIVATE HILLSIDE RETREAT WITH PANORAMIC VIEWS ON NEARLY 5 ACRES! Wake up to sweeping panoramic views, with Georgian Bay in the distance, from this cus
Shortlisted Properties
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