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4 Bedroom Houses for Sale in Simcoe Under $5M - P9

Showing results 241 - 270 of 1099
Last Updated: August 08, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
41 Photos
Last Updated : 4 Days ago
53 Brookwood Drive, Simcoe, ON , MLS #S13629252 , Image - 1
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53 Brookwood Drive 400 West, Barrie, Simcoe, ON MLS® S13629252

Residential Freehold (Detached)

$775000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this exceptional 4-bedroom, 3-bathroom family home offering approximately 3,000 sq. ft. of beautifully designed living space in one of Barr
40 Photos
Last Updated : 4 Days ago
14 Thunder Bay Lane, Simcoe, ON , MLS #S13439636 , Image - 1

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14 Thunder Bay Lane Rural Tiny, Tiny, Simcoe, ON MLS® S13439636

Residential Freehold (Detached)

$799000.0
price drop iconPrice drop by 3.7%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Two cottages on one lot in Thunder Beach walking distance to Georgian Bay. Cottage 1- a 4 season 2 bed 1 bath plus an office. Cottage 2- 3 season 2 b
40 Photos
Last Updated : 4 Days ago
27 Kidd Crescent, Simcoe, ON , MLS #N13549680 , Image - 1

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27 Kidd Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N13549680

Residential Freehold (Detached)

$919990.0
price drop iconPrice drop by 3.2%
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Beautifully updated family home offering over 3,000 sq. ft. of finished living space with incredible flexibility for large families, multi-generationa
50 Photos
Last Updated : 4 Days ago
119 Earl Street, Simcoe, ON , MLS #S13628558 , Image - 1

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119 Earl Street Wasaga Beach, Simcoe, ON MLS® S13628558

Residential Freehold (Detached)

$1099000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully maintained 4-bedroom home in the sought-after east end of Wasaga Beach, just moments from the shores of Georgian Bay. Situ
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
28 Photos
Last Updated : 4 Days ago
89 Donald Street, Simcoe, ON , MLS #S13631598 , Image - 1

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89 Donald Street Queen's Park, Barrie, Simcoe, ON MLS® S13631598

Residential Freehold (Fourplex)

$1130000.0
  • 4 +3 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Cash-Flowing 4-Plex in One of Barrie's Most Desirable Investment Locations! This legal 4-plex offers over 4,000 sq. ft. of living space, plus addition
34 Photos
Last Updated : 4 Days ago
20 Boyd Crescent, Simcoe, ON , MLS #S13512594 , Image - 1

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20 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13512594

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Live Where You Play... Nestled on a spectacular 1/2-acre lot backing onto serene greenspace, this impressive family home offers the perfect blend of p
50 Photos
Last Updated : 4 Days ago
34 Pineview Trail, Simcoe, ON , MLS #N13553986 , Image - 1

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34 Pineview Trail Colwell, Essa, Simcoe, ON MLS® N13553986

Residential Freehold (Detached)

$1199000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 34 Pineview Trail, Essa your own private country retreat set on a picturesque 1.8-acre lot. Offering the perfect blend of space, comfort, a
48 Photos
Last Updated : 4 Days ago
1288 Shore Acres Drive, Simcoe, ON , MLS #N13582938 , Image - 1

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1288 Shore Acres Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13582938

Residential Freehold (Detached)

$1729900.0
  • 4 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Stunning Custom-Built Executive Bungalow Set On A Beautifully Landscaped Property Offering Exceptional Luxury, Privacy & Timeless Design In Gilford Es
50 Photos
Last Updated : 5 Days ago
22 Downer Crescent, Simcoe, ON , MLS #S13597040 , Image - 1

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22 Downer Crescent Wasaga Beach, Simcoe, ON MLS® S13597040

Residential Freehold (Detached)

$879000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 22 Downer Crescent, a very well maintained and solid custom bungalow set on a generous 90' x 140' lot in the desirable Marlwood Golf & Coun
49 Photos
Last Updated : 5 Days ago
32 Black Willow Drive, Simcoe, ON , MLS #S13427554 , Image - 1

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32 Black Willow Drive Holly, Barrie, Simcoe, ON MLS® S13427554

Residential Freehold (Detached)

$969420.0
price drop iconPrice drop by 3.0%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Luxury Family Living | Private Oasis | In-Law Suite Potential. Welcome to 32 Black Willow Drive - a meticulously updated all-brick home in Barrie's de
44 Photos
Last Updated : 5 Days ago
167 Trail Boulevard, Simcoe, ON , MLS #S13631020 , Image - 1

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167 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13631020

Residential Freehold (Detached)

$1434999.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Beautifully Upgraded 4 Bedroom Home with 3 garage (tandem), Is close to 3500 Sq Ft And Located In The Prestigious Community Of Stone manor Woods.
46 Photos
Last Updated : 5 Days ago
118 Berkely Street, Simcoe, ON , MLS #S13042790 , Image - 1

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118 Berkely Street Wasaga Beach, Simcoe, ON MLS® S13042790

Residential Freehold (Detached)

$870000.0
price drop iconPrice drop by 13.0%
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This upgraded bungalow-loft offers a practical layout with well-finished spaces throughout. The main level features a spacious primary bedroom with a
47 Photos
Last Updated : 5 Days ago
6155 27/28 Nottawasaga Side Road, Simcoe, ON , MLS #S13567228 , Image - 1

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6155 27/28 Nottawasaga Side Road Stayner, Clearview, Simcoe, ON MLS® S13567228

Residential Freehold (Detached)

$1849000.0
price drop iconPrice drop by 7.1%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
***Major Price Improvement!*** 6155 Nottawasaga 27/28 Sideroad, Clearview, ON L0M 1S0, Canada. Welcome to Clearview, where refined country living blen
Open House : Sat Aug 08, 12:00 PM to 02:00 PM
44 Photos
Last Updated : 5 Days ago
132 Blue Forest Crescent, Simcoe, ON , MLS #S13630748 , Image - 1

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132 Blue Forest Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S13630748

Residential Freehold (Att/Row/Townhouse)

$665000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Executive Freehold Townhome Backing Onto a Tranquil Ravine with Walk-Out Basement! Built in 2023 and offering over 2,200 sq. ft. of thoughtfully desig
49 Photos
Last Updated : 5 Days ago
38 Sundew Drive, Simcoe, ON , MLS #S13630634 , Image - 1

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38 Sundew Drive Holly, Barrie, Simcoe, ON MLS® S13630634

Residential Freehold (Link)

$799000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome home to 38 Sundew Drive, an exceptional residence tucked away on a quiet street in Barrie's premier Holly community. Flooded with natural ligh
27 Photos
Last Updated : 5 Days ago
2070 Osbond Road, Simcoe, ON , MLS #N13630608 , Image - 1

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2070 Osbond Road Alcona, Innisfil, Simcoe, ON MLS® N13630608

Residential Freehold (Detached)

$1050000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
NEARLY 4,200 FINISHED SQ FT ON A CORNER LOT WITH A FINISHED WALK-UP BASEMENT, IN-LAW CAPABILITY & SOLAR INCOME POTENTIAL! Nearly 4,200 finished sq ft
49 Photos
Last Updated : 5 Days ago
1064 Wisker Avenue, Simcoe, ON , MLS #N13626958 , Image - 1

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1064 Wisker Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13626958

Residential Freehold (Detached)

$1219000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Situated right across the street from a rare 50 ft x 580 ft owned water lot on Lake Simcoe, 1064 Wisker Avenue offers the ultimate setting for waterfr
Open House : Sat Aug 08, 10:00 AM to 01:00 PM
41 Photos
Last Updated : 5 Days ago
31 Baynes Way, Simcoe, ON , MLS #N13627392 , Image - 1

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Unit-1, 31 Baynes Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13627392

Residential Condo & Other (Condo Townhouse)

$699999.0
  • 4 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to 31 Bains Way a spacious corner-unit townhouse designed for modern family living. Spread across four thoughtfully designed levels, this brig
49 Photos
Last Updated : 5 Days ago
59 Kells Crescent, Simcoe, ON , MLS #S13604150 , Image - 1

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59 Kells Crescent Collingwood, Simcoe, ON MLS® S13604150

Residential Freehold (Detached)

$1475000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to one of Mair Mills' most exceptional offerings, where refined executive class living meets an excellent setting. Ideally located between the
50 Photos
Last Updated : 5 Days ago
140 Wildwood Trail, Simcoe, ON , MLS #S13484436 , Image - 1

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140 Wildwood Trail Ardagh, Barrie, Simcoe, ON MLS® S13484436

Residential Freehold (Detached)

$1385990.0
  • 4 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 140 Wildwood, a California-inspired executive residence in one of Barrie's most prestigious neighborhoods, offering true resort-style livin
45 Photos
Last Updated : 6 Days ago
5 Misty Ridge Road, Simcoe, ON , MLS #S13145590 , Image - 1

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5 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S13145590

Residential Freehold (Detached)

$891000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
NEW HST Rebate Pricing. Welcome to one of Baycliffe Communities set on a premium walk-out lot backing onto parkland and forested trails - ideal for t
47 Photos
Last Updated : 6 Days ago
1858 Emerald Court, Simcoe, ON , MLS #N13627658 , Image - 1

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1858 Emerald Court Alcona, Innisfil, Simcoe, ON MLS® N13627658

Residential Freehold (Detached)

$849000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 1858 Emerald Court - a beautifully updated family home tucked away on a quiet, child-safe court with only local traffic, all within walking
46 Photos
Last Updated : 6 Days ago
149 Blake Street, Simcoe, ON , MLS #S13629660 , Image - 1

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149 Blake Street North Shore, Barrie, Simcoe, ON MLS® S13629660

Residential Freehold (Detached)

$849900.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Nestled on a generous 67.5 x 165 ft lot with seasonal lake views, this meticulously crafted & fully finished home offers an impressive 4,700 sq ft of
26 Photos
Last Updated : 6 Days ago
12 Lakeshore Road E, Simcoe, ON , MLS #S13470240 , Image - 1

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12 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13470240

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 2.9%
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 12 Lakeshore Road in desirable Oro-Medonte, where you can enjoy the Lake Simcoe lifestyle without the high waterfront property taxes. This
39 Photos
Last Updated : 6 Days ago
98 Shanty Bay Road, Simcoe, ON , MLS #S13629774 , Image - 1

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98 Shanty Bay Road North Shore, Barrie, Simcoe, ON MLS® S13629774

Residential Freehold (Detached)

$1274800.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Tucked away in the prestigious Shanty Bay enclave of downtown Barrie, this exceptional custombuiltresidence offers a rare blend of luxury, privacy, an
49 Photos
Last Updated : 6 Days ago
15 Deanna Drive, Simcoe, ON , MLS #S13528072 , Image - 1

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15 Deanna Drive Wasaga Beach, Simcoe, ON MLS® S13528072

Residential Freehold (Detached)

$919000.0
price drop iconPrice drop by 3.2%
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to upscale living in Wasaga Sands Estates, where space, flexibility, and style come together on a premium estate-sized lot. Offering nearly 3,
25 Photos
Last Updated : 6 Days ago
134 Napier Street, Simcoe, ON , MLS #S13629462 , Image - 1

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134 Napier Street Codrington, Barrie, Simcoe, ON MLS® S13629462

Residential Freehold (Triplex)

$1100000.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover a special opportunity to own a well-maintained triplex in Barrie's sought-after East End, nestled in a quiet, tree-lined neighbourhood surrou
44 Photos
Last Updated : 6 Days ago
51 Lighthouse Lane W, Simcoe, ON , MLS #S13020818 , Image - 1

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51 Lighthouse Lane W Collingwood, Simcoe, ON MLS® S13020818

Residential Condo & Other (Condo Townhouse)

$799900.0
price drop iconPrice drop by 20.0%
  • 4 Beds
  • 4 Baths
  • 2250-2499 sq-ft
AMAZING OPPORTUNITY, very motivated Sellers! Stunning Waterfront Executive Townhome in Dockside Village, a premium waterfront community on Georgian B
50 Photos
Last Updated : 6 Days ago
33 Pearl Street, Simcoe, ON , MLS #S13629264 , Image - 1

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33 Pearl Street Wasaga Beach, Simcoe, ON MLS® S13629264

Residential Freehold (Detached)

$899000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully designed 4+1 bedroom home offering over 3,700 square feet of finished living space, thoughtfully
48 Photos
Last Updated : 6 Days ago
490 Silver Birch Drive, Simcoe, ON , MLS #S13627852 , Image - 1

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490 Silver Birch Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13627852

Residential Freehold (Detached)

$1699000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
82 ft of direct, clean Georgian Bay frontage - west-facing for sunsets over the water. This 4-bed, 3-bath, 1.5-storey home offers ~2,655 sq ft above g
Shortlisted Properties
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