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Detached Houses for Sale in Simcoe Under $5M - P50

Showing results 1471 - 1500 of 3360
Last Updated: September 20, 2026
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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50 Photos
Last Updated : 11 Days ago
11 Crestwood Drive, Simcoe, ON , MLS #S13758456 , Image - 1
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11 Crestwood Drive North Shore, Barrie, Simcoe, ON MLS® S13758456

Residential Freehold (Detached)

$1599900.0
  • 2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
HIGH DESIGN. UNMISTAKABLE PRESENCE. CRAFTED TO BE REMEMBERED. Perched above Kempenfelt Bay on a wooded 0.39-acre lot, this architecturally distinctive
32 Photos
Last Updated : 11 Days ago
69 Prince George Crescent, Simcoe, ON , MLS #S13531576 , Image - 1

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69 Prince George Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S13531576

Residential Freehold (Detached)

$819900.0
price drop iconPrice drop by 3.5%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Imagine a home that adapts to your lifestyle-not the other way around. Welcome to 69 Prince George Crescent, a thoughtfully designed and recently buil
50 Photos
Last Updated : 11 Days ago
32 Bridlewood Crescent, Simcoe, ON , MLS #S13508386 , Image - 1

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32 Bridlewood Crescent Wasaga Beach, Simcoe, ON MLS® S13508386

Residential Freehold (Detached)

$839900.0
price drop iconPrice drop by 5.6%
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Located in the sought-after Sunward Estates community and just two doors from a scenic walking trail leading to Allenwood Beach (approx. 12-minute wal
1 Photos
Last Updated : 11 Days ago
89 Masters Drive, Simcoe, ON
89 Masters Drive East Bayfield, Barrie, Simcoe, ON MLS® S13706766

Residential Freehold (Detached)

$728888.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
East Bayfield Gem! Spacious Raised Bungalow With 4 Bedrooms & Large Backyard **Welcome to a home where comfort, space and possibility come together in
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
50 Photos
Last Updated : 11 Days ago
15 Shaina Court, Simcoe, ON , MLS #S13667870 , Image - 1

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15 Shaina Court Painswick South, Barrie, Simcoe, ON MLS® S13667870

Residential Freehold (Detached)

$849900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Presenting 15 Shaina Court! Conveniently located in South East Barrie being just minutes away from Schools, Parks, Grocery Stores, and Lovers Creek Ra
30 Photos
Last Updated : 11 Days ago
67 East Street E, Simcoe, ON , MLS #S13759122 , Image - 1

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67 East Street E Collingwood, Simcoe, ON MLS® S13759122

Residential Freehold (Detached)

$629999.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 67 East Collingwood - a solid all-brick bungalow offering comfort, versatility, and excellent investment potential. This well-maintained ho
42 Photos
Last Updated : 11 Days ago
11 Dugdale Avenue, Simcoe, ON , MLS #N13655452 , Image - 1

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11 Dugdale Avenue Beeton, New Tecumseth, Simcoe, ON MLS® N13655452

Residential Freehold (Detached)

$719900.0
price drop iconPrice drop by 1.2%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this well-maintained 3-bedroom fully detached family home, ideally situated on a mature 49-ft treed lot in an established neighbourhood. Of
40 Photos
Last Updated : 11 Days ago
7672 Birch Drive, Simcoe, ON , MLS #S13420078 , Image - 1

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7672 Birch Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13420078

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 3.1%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
MODERNIZED BUNGALOW ON THE BLACK RIVER WITH 119 FT OF WATER FRONTAGE, 2 DOCKS, JUST UNDER HALF AN ACRE & A NEWER DETACHED GARAGE! If the goal is more
44 Photos
Last Updated : 11 Days ago
69 Strachan Trail, Simcoe, ON , MLS #N13756936 , Image - 1

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69 Strachan Trail Beeton, New Tecumseth, Simcoe, ON MLS® N13756936

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome home! Nestled in a cozy, welcoming community, this beautifully maintained 4-bedroom, 4-bathroom home offers 1,978 sq. ft. of above-grade livin
42 Photos
Last Updated : 11 Days ago
28 McCurdy Drive, Simcoe, ON , MLS #N13758506 , Image - 1

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28 McCurdy Drive Tottenham, New Tecumseth, Simcoe, ON MLS® N13758506

Residential Freehold (Detached)

$915000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Spacious Fernbrook-built Metcalf model offering over 2,300 square feet above grade, showcasing a stately cov
49 Photos
Last Updated : 11 Days ago
16 Gelderland Crescent, Simcoe, ON , MLS #S13759136 , Image - 1

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16 Gelderland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13759136

Residential Freehold (Detached)

$1474000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the prestigious Braestone community of Oro-Medonte, nationally recognized for excellence in community design. Built in 2020 and set on a pr
32 Photos
Last Updated : 11 Days ago
23 Yonge Street S, Simcoe, ON , MLS #S13676444 , Image - 1

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23 Yonge Street S Elmvale, Springwater, Simcoe, ON MLS® S13676444

Residential Freehold (Detached)

$679000.0
  • 4 Beds
  • 2 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to Cooper House, a beautifully preserved Queen Anne style heritage home in the heart of Elmvale, ric
36 Photos
Last Updated : 11 Days ago
37 Boyd Crescent, Simcoe, ON , MLS #S13658698 , Image - 1

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37 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13658698

Residential Freehold (Detached)

$795000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Stunning Bungalow in Sought-After Moonstone! Situated on just over an acre this immaculate bungalow features a spectacular glass-encased solarium and
49 Photos
Last Updated : 11 Days ago
4436 20 Side Road, Simcoe, ON , MLS #N13754994 , Image - 1

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4436 20 Side Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13754994

Residential Freehold (Detached)

$1679999.0
  • 4 +2 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to your dream country estate in Bradford! Set on an impressive 1.38-acre private lot, this custom-built 4+2 bedroom, 3-bathroom home offers th
40 Photos
Last Updated : 11 Days ago
90 McBride Trail, Simcoe, ON , MLS #S13682202 , Image - 1

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90 McBride Trail Painswick South, Barrie, Simcoe, ON MLS® S13682202

Residential Freehold (Detached)

$1249900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
FIVE-BEDROOM MASTERPIECE IN SOUTHEAST BARRIE! Two-year-new home where luxury, design and upgrades come together on the most premium lots in the area!
48 Photos
Last Updated : 11 Days ago
346 Yonge Street, Simcoe, ON , MLS #S13635516 , Image - 1

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346 Yonge Street Midland, Simcoe, ON MLS® S13635516

Residential Freehold (Detached)

$524999.0
price drop iconPrice drop by 4.5%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Recently updated and move-in ready, this three-bedroom, two-bathroom home offers a comfortable blend of modern improvements and practical features. An
48 Photos
Last Updated : 11 Days ago
4244 4th Line, Simcoe, ON , MLS #N13758718 , Image - 1

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4244 4th Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13758718

Residential Freehold (Detached)

$973500.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Solid brick bungalow situated on an over half-acre lot surrounded by countryside! Complete with a durable, long-lasting metal roof, this property offe
49 Photos
Last Updated : 11 Days ago
41 Meadows Avenue, Simcoe, ON , MLS #S13747302 , Image - 1

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41 Meadows Avenue Waubaushene, Tay, Simcoe, ON MLS® S13747302

Residential Freehold (Detached)

$1099000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this stunning 3 year old new build in the charming Township of Tay, where exceptional finishes and thoughtful design come together beautifu
39 Photos
Last Updated : 11 Days ago
19 Mumberson Street, Simcoe, ON , MLS #N13757484 , Image - 1

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19 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N13757484

Residential Freehold (Detached)

$1729000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Almost 5,000 square feet luxury home with 3 car garage (tandem). Largest sized BELCROFT model built by Zanier Homes & Feels almost like a brand new ho
40 Photos
Last Updated : 11 Days ago
5 McCutcheon Court, Simcoe, ON , MLS #S13154270 , Image - 1

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5 McCutcheon Court Northwest, Barrie, Simcoe, ON MLS® S13154270

Residential Freehold (Detached)

$849999.0
price drop iconPrice drop by 7.5%
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 5 McCutcheon Court, Barrie, a beautifully appointed family home set on a premium pie-shaped lot at the end of a quiet court in one of the c
34 Photos
Last Updated : 11 Days ago
31 Marni Lane, Simcoe, ON , MLS #S13758560 , Image - 1

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31 Marni Lane Rural Springwater, Springwater, Simcoe, ON MLS® S13758560

Residential Freehold (Detached)

$1988800.0
  • 3 +3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 31 Marni Lane, an architectural statement set on a stunning 150.92' x 268.93' lot. Showcasing Scandinavian-inspired design, this home offer
47 Photos
Last Updated : 11 Days ago
3267 Albany Street, Simcoe, ON , MLS #S13517178 , Image - 1

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3267 Albany Street Washago, Severn, Simcoe, ON MLS® S13517178

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 3.0%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Your Private Forest Escape Awaits. Tucked away on a quiet dead-end road and surrounded by mature trees, this beautifully updated 3-bedroom, 2 full bat
Open House : Sun Sep 27, 11:00 AM to 01:00 PM
37 Photos
Last Updated : 11 Days ago
4304 Hopkins Bay Road, Simcoe, ON , MLS #S13758364 , Image - 1

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4304 Hopkins Bay Road Rural Ramara, Ramara, Simcoe, ON MLS® S13758364

Residential Freehold (Detached)

$639900.0
  • 1 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 4304 Hopkins Bay Road, a charming lakeside retreat offering stunning views of Lake Couchiching and a deeded right-of-way to the community b
25 Photos
Last Updated : 11 Days ago
470 Manly Street, Simcoe, ON , MLS #S13735558 , Image - 1

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470 Manly Street Midland, Simcoe, ON MLS® S13735558

Residential Freehold (Detached)

$524777.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Great Family Home in a Convenient Midland Location! This well-kept 3-bedroom home is set in a desirable neighbourhood within walking distance to schoo
16 Photos
Last Updated : 11 Days ago
1897 10 Line N, Simcoe, ON , MLS #S13758294 , Image - 1

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1897 10 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13758294

Residential Freehold (Detached)

$779000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Experience peace and tranquility amidst nature on this stunning 2.6-acre property in the heart of Oro-Medont
17 Photos
Last Updated : 11 Days ago
15 Lucy Street, Simcoe, ON , MLS #S13755114 , Image - 1

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15 Lucy Street Penetanguishene, Simcoe, ON MLS® S13755114

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 15 Lucy Street, a super cute, thoughtfully updated 1 1/2 storey home in the heart of Penetanguishene! Offering 3 bedrooms and 2 bathrooms,
47 Photos
Last Updated : 11 Days ago
282 Warrington Road, Simcoe, ON , MLS #S13758240 , Image - 1

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282 Warrington Road Stayner, Clearview, Simcoe, ON MLS® S13758240

Residential Freehold (Detached)

$849900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Fully finished bungalow on one of Stayner's most sought-after streets! Offering over 2,200 sq ft of finished living space on a generous 1/2 acre lot,
42 Photos
Last Updated : 11 Days ago
26 Shades Valley Road, Simcoe, ON , MLS #S13632578 , Image - 1

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26 Shades Valley Road Rural Tiny, Tiny, Simcoe, ON MLS® S13632578

Residential Freehold (Detached)

$949900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Ever dreamed on living by the ocean? Want to wake up and walk the beach with your morning coffee? How about fall asleep with sounds of rolling waves?
42 Photos
Last Updated : 11 Days ago
23 Downsview Drive, Simcoe, ON , MLS #S13590276 , Image - 1

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23 Downsview Drive Codrington, Barrie, Simcoe, ON MLS® S13590276

Residential Freehold (Detached)

$629900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Some homes simply feel right the moment you walk through the door-and this is one of them. Thoughtfully renovated and exceptionally well cared for, th
38 Photos
Last Updated : 11 Days ago
12 Gres Court, Simcoe, ON , MLS #N13649282 , Image - 1

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12 Gres Court Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13649282

Residential Freehold (Detached)

$999999.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Rarely offered on quiet court location, 12 Gres Crt. is a warm, inviting and spacious forever home perfectly situated in a highly sought-after, family
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