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Houses for Sale in Simcoe Under $5 Million - P11

Showing results 301 - 330 of 1064
Last Updated: June 28, 2026
  • New Listings
  • Price(Lo-Hi)
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  • Bedrooms(Hi-Lo)
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32 Photos
Last Updated : 10 Days ago
3679 McCarthy Drive, Simcoe, ON , MLS #S13111718 , Image - 1
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3679 McCarthy Drive Rural Clearview, Clearview, Simcoe, ON MLS® S13111718

Residential Freehold (Detached)

$949000.0
price drop iconPrice drop by 4.0%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Expansive 33-Acre Private Retreat A Rare Blend of Tranquility and ConvenienceWelcome to your own slice of paradise an extraordinary 33-acre home tucke
24 Photos
Last Updated : 10 Days ago
187 Mill Street, Simcoe, ON , MLS #N13457070 , Image - 1

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187 Mill Street Angus, Essa, Simcoe, ON MLS® N13457070

Residential Freehold (Detached)

$789900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
HIGH-TRAFFIC LOCATION WITH C2 ZONING, A DETACHED WORKSHOP/GARAGE, & A 1.5-STOREY HOME! Build your business, grow your vision, and secure a property th
39 Photos
Last Updated : 10 Days ago
1 PIERCE Court, Simcoe, ON , MLS #S13428306 , Image - 1

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1 PIERCE Court Midhurst, Springwater, Simcoe, ON MLS® S13428306

Residential Freehold (Detached)

$2650000.0
  • 4 +2 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Every once in a while, a property comes along that completely resets your expectations. Not because it sits on a breathtaking 4.33-acre estate lot. No
18 Photos
Last Updated : 10 Days ago
47 Moon Point Drive, Simcoe, ON , MLS #S13238880 , Image - 1

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47 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13238880

Residential Freehold (Detached)

$829000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Prime Lake Simcoe Waterfront On A Sought-After Stretch Of Shoreline, Offering 100 Feet Of Pristine Frontage With Crystal-Clear Water, Natural Rocky Sh
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
30 Photos
Last Updated : 10 Days ago
37 Nicholson Drive, Simcoe, ON , MLS #S13456902 , Image - 1

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37 Nicholson Drive Ardagh, Barrie, Simcoe, ON MLS® S13456902

Residential Freehold (Detached)

$674888.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Great Income potential with this charming Brick Bungalow with Walk-Out In-Law Suite in the Heart of Ardagh Bluffs! Welcome to this spacious and sun-dr
26 Photos
Last Updated : 10 Days ago
993 Whitney Crescent, Simcoe, ON , MLS #S13456526 , Image - 1

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993 Whitney Crescent Midland, Simcoe, ON MLS® S13456526

Residential Freehold (Detached)

$949900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exquisite home situated on a premium lot in an outstanding neighbourhood 2) Extensive upgrades include all n
7 Photos
Last Updated : 10 Days ago
7 Whipps Court, Simcoe, ON , MLS #S13437166 , Image - 1

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7 Whipps Court Collingwood, Simcoe, ON MLS® S13437166

Residential Freehold (Detached)

$684900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to an opportunity to enjoy everything that makes Collingwood one of Ontario's most desirable four-season communities. With trails, Georgian Ba
34 Photos
Last Updated : 10 Days ago
112 Lakeshore Road W, Simcoe, ON , MLS #S13438640 , Image - 1

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112 Lakeshore Road W Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13438640

Residential Freehold (Detached)

$1599900.0
  • 5 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Set on over an acre just steps from Lake Simcoe, 112 Lakeshore Road West gives you room to live, work, and host on your own terms. Behind 150 feet of
43 Photos
Last Updated : 10 Days ago
3155 Monarch Drive, Simcoe, ON , MLS #S13158328 , Image - 1

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3155 Monarch Drive Orillia, Simcoe, ON MLS® S13158328

Residential Freehold (Detached)

$859888.0
  • 3 +3 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Stunning bungalow in sought-after West Ridge community of Orillia, offering around 3500 sq ft living space. Built in 2021, this bright modern spacious
50 Photos
Last Updated : 10 Days ago
21 Maryjane Road, Simcoe, ON , MLS #S13044170 , Image - 1

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21 Maryjane Road Wyevale, Tiny, Simcoe, ON MLS® S13044170

Residential Freehold (Detached)

$879900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) 2,315 finished square feet (1,375 above grade + 940 finished basement) Inviting four bedroom bungalow with a
38 Photos
Last Updated : 10 Days ago
36 Meadows Avenue, Simcoe, ON , MLS #S13115790 , Image - 1

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36 Meadows Avenue Rural Tay, Tay, Simcoe, ON MLS® S13115790

Residential Freehold (Detached)

$890000.0
  • 3 Beds
  • 2 Baths
  • 2500-3000 sq-ft
Welcome to this exceptional bungaloft retreat-a thoughtfully designed three level layout that sets it apart from standard cookie cutter homes. Fully r
20 Photos
Last Updated : 10 Days ago
1906 Webster Boulevard W, Simcoe, ON , MLS #N13011176 , Image - 1

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1906 Webster Boulevard W Alcona, Innisfil, Simcoe, ON MLS® N13011176

Residential Freehold (Detached)

$999000.0
  • 2 +3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top reasons you will love this 2 + 3 Bdrm Bungalow. Rare Opportunity To Live In One Of The Most Desirable Homes Ever Built In The Alcona Community! Al
29 Photos
Last Updated : 10 Days ago
4099 Glen Cedar Drive, Simcoe, ON , MLS #S13454926 , Image - 1

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4099 Glen Cedar Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13454926

Residential Freehold (Detached)

$838000.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
FULLY RENOVATED, FULLY FURNISHED, WATERFRONT, AND MOVE-IN READY! This exceptional four-season cottage offers 80 feet of direct waterfront and the perf
39 Photos
Last Updated : 10 Days ago
57 Highland Drive, Simcoe, ON , MLS #S13219996 , Image - 1

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57 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13219996

Residential Freehold (Detached)

$1150000.0
price drop iconPrice drop by 4.2%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to refined four-season living in the heart of Horseshoe Valley - one of Ontario's emerging Blue Zone inspired communities, where residents of
7 Photos
Last Updated : 10 Days ago
2295 Shore Lane, Simcoe, ON , MLS #S13432852 , Image - 1

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2295 Shore Lane Wasaga Beach, Simcoe, ON MLS® S13432852

Residential Freehold (Detached)

$1399000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 2295 Shore Lane, a custom-built family home situated on a generous 74' x 119' lot, just steps from the sandy shores of Wasaga Beach. Ideall
39 Photos
Last Updated : 11 Days ago
11 Club Court, Simcoe, ON , MLS #S13097896 , Image - 1

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11 Club Court Wasaga Beach, Simcoe, ON MLS® S13097896

Residential Freehold (Detached)

$888000.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Beautifully Updated Home That Shows Pride Of Ownership With A Deep And Peaceful Ravine Setting On A Huge Lot, Approx. 1700 Square feet. Located in W
40 Photos
Last Updated : 11 Days ago
682 CONCESSION 15 Road W, Simcoe, ON , MLS #S12684102 , Image - 1

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682 CONCESSION 15 Road W Rural Tiny, Tiny, Simcoe, ON MLS® S12684102

Residential Freehold (Detached)

$729000.0
price drop iconPrice drop by 4.1%
  • 3 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This charming home blends comfort, style, and an ideal location near the sandy shores of Georgian Bay. Set on a spacious, well-kept lot, it offers thr
50 Photos
Last Updated : 11 Days ago
95 Spruce Street, Simcoe, ON , MLS #S13452718 , Image - 1

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95 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13452718

Residential Freehold (Detached)

$3500000.0
  • 2 +4 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Set on a beautifully private one-acre estate surrounded by mature forest, this exceptional custom-built 2023 residence offers a rare combination of mo
43 Photos
Last Updated : 11 Days ago
37 Silver Glen Boulevard, Simcoe, ON , MLS #S12990118 , Image - 1

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37 Silver Glen Boulevard Collingwood, Simcoe, ON MLS® S12990118

Residential Condo & Other (Common Element Condo)

$599000.0
price drop iconPrice drop by 7.8%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Charming, low-maintenance townhome-style condo in desirable Silver Glen Preserve, perfectly suited for summer escapes and year-round living. Whether y
45 Photos
Last Updated : 11 Days ago
25 Starboard Road, Simcoe, ON , MLS #S13447602 , Image - 1

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Unit-25, 25 Starboard Road Collingwood, Simcoe, ON MLS® S13447602

Residential Condo & Other (Condo Townhouse)

$699900.0
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Welcome to Dockside Village located on the Sparkling Blue Waters of Georgian Bay in Collingwood! This Fabulous Four Season Retreat is Located in a Bea
41 Photos
Last Updated : 11 Days ago
1745 Twin Oaks Crescent, Simcoe, ON , MLS #S12994386 , Image - 1

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1745 Twin Oaks Crescent Coldwater, Severn, Simcoe, ON MLS® S12994386

Residential Freehold (Rural Residential)

$689900.0
price drop iconPrice drop by 1.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1745 Twin Oaks Crescent, where space, privacy, and potential come together in a peaceful setting just minutes from town. Set on a beautiful
35 Photos
Last Updated : 11 Days ago
1961 Mcneil Street, Simcoe, ON , MLS #N13429812 , Image - 1

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1961 Mcneil Street Alcona, Innisfil, Simcoe, ON MLS® N13429812

Residential Freehold (Detached)

$825000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 1961 McNeil Street, a beautifully maintained family home situated in one of Innisfil's most desirable neighbourhoods. Offering 4 spacious b
31 Photos
Last Updated : 11 Days ago
182 Banting Crescent, Simcoe, ON , MLS #N13452524 , Image - 1

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182 Banting Crescent Angus, Essa, Simcoe, ON MLS® N13452524

Residential Freehold (Semi-Detached )

$664900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 182 Banting Crescent in the growing community of Angus! This beautifully maintained semi-detached home offers 3 spacious bedrooms, 3 bathro
20 Photos
Last Updated : 11 Days ago
54 Homewood Avenue, Simcoe, ON , MLS #S13451232 , Image - 1

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54 Homewood Avenue Wasaga Beach, Simcoe, ON MLS® S13451232

Residential Freehold (Detached)

$423000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Cottage Life on Georgian Bay-what does it mean to you? Is it an easy stroll to New Wasaga Beach or cozy nights by the fire with sand between your toes
33 Photos
Last Updated : 11 Days ago
527 Big Bay Point Road, Simcoe, ON , MLS #N13451606 , Image - 1

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527 Big Bay Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13451606

Residential Freehold (Detached)

$1449000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Nearly 10 acres in Innisfil's prestigious Big Bay Point community - just 5 minutes from Friday Harbour Resort and moments from Lake Simcoe's beaches,
21 Photos
Last Updated : 11 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S13155570 , Image - 1

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Unit-113, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S13155570

Residential Condo & Other (Condo Apartment)

$275000.0
  • 2 +0 Beds
  • 2 Baths
  • 900-999 sq-ft
Bright and accessible garden-level condo ideal location! - Very accessible 2-bedroom, 2-bath end-unit condo located just steps from the buildings side
46 Photos
Last Updated : 11 Days ago
169 Downy Emerald Drive, Simcoe, ON , MLS #N13240726 , Image - 1

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169 Downy Emerald Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13240726

Residential Freehold (Detached)

$1199000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 169 Downy Emerald Dr Bradford, a beautifully maintained 4 +1 -bedroom, 4-bathroom detached home offering Over 3100 Sq feet of living space
37 Photos
Last Updated : 11 Days ago
7426 ISLAND VIEW Street, Simcoe, ON , MLS #S13451410 , Image - 1

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7426 ISLAND VIEW Street Rural Ramara, Ramara, Simcoe, ON MLS® S13451410

Residential Freehold (Detached)

$1499900.0
  • 4 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to your dream waterfront retreat on Lake Couchiching, where stunning evening sunsets, a sandy shoreline, and peaceful privacy create the perfe
36 Photos
Last Updated : 11 Days ago
96 Redmond Crescent, Simcoe, ON , MLS #S13115814 , Image - 1

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96 Redmond Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S13115814

Residential Freehold (Detached)

$972500.0
price drop iconPrice drop by 2.5%
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
STONEMANOR WOODS ESTATE BUNGALOW WITH NEARLY 1,700 SQ FT ABOVE GRADE, AN ELEGANT INTERIOR, A BEAUTIFUL KITCHEN & A LANDSCAPED 53 X 133 FT LOT! 96 Redm
40 Photos
Last Updated : 11 Days ago
823 Essa Road, Simcoe, ON , MLS #S13450640 , Image - 1

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823 Essa Road Holly, Barrie, Simcoe, ON MLS® S13450640

Residential Freehold (Detached)

$749900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Presenting 823 Essa Road, set on an expansive 75' x 200' mature lot in one of Barrie's most rapidly evolving corridors. Surrounded by ongoing and rece
Shortlisted Properties
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