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Houses for Sale in Simcoe Under $5 Million - P42

Showing results 1231 - 1260 of 5140
Last Updated: August 12, 2026
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7 Photos
Last Updated : 5 Days ago
69 Boyne Street, Simcoe, ON , MLS #N13590940 , Image - 1
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Unit-212, 69 Boyne Street Alliston, New Tecumseth, Simcoe, ON MLS® N13590940

Residential Condo & Other (Condo Apartment)

$639900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Turn-Key South-West Corner Unit Filled with Natural Light! Welcome to this beautifully appointed corner suite featuring a desirable south-west exposur
50 Photos
Last Updated : 5 Days ago
9 Seymour Crescent, Simcoe, ON , MLS #S13603248 , Image - 1

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9 Seymour Crescent Holly, Barrie, Simcoe, ON MLS® S13603248

Residential Freehold (Att/Row/Townhouse)

$599900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully Renovated 3+1 Bedroom Townhome In Barrie's Highly Sought-After Holly Community! Freshly Updated And Move-In Ready, This Bright And Stylish
35 Photos
Last Updated : 5 Days ago
2554 Champlain Road, Simcoe, ON , MLS #S13643484 , Image - 1

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2554 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13643484

Residential Freehold (Detached)

$639900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Experience the best of Georgian Bay living with beautiful water views, Corrie Hamelin Park beach access just
37 Photos
Last Updated : 5 Days ago
7 Kayla Crescent, Simcoe, ON , MLS #S13639934 , Image - 1

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7 Kayla Crescent Collingwood, Simcoe, ON MLS® S13639934

Residential Freehold (Detached)

$889000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Pride of ownership is evident throughout this beautifully maintained 3+1 bedroom, 4-bathroom home in the sought-after, established community of Georgi
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
45 Photos
Last Updated : 5 Days ago
8231 56 County Road, Simcoe, ON , MLS #N13640964 , Image - 1

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8231 56 County Road Rural Essa, Essa, Simcoe, ON MLS® N13640964

Residential Freehold (Detached)

$1299900.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
8231 County Road 56 is a dream home on a dream property! Incredible family home on picturesque lot in Utopia. Enjoy over 10 acres with fabulous views,
40 Photos
Last Updated : 5 Days ago
17 Srigley Street, Simcoe, ON , MLS #S13643408 , Image - 1

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17 Srigley Street Holly, Barrie, Simcoe, ON MLS® S13643408

Residential Freehold (Att/Row/Townhouse)

$585000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 17 Srigley Street, located in the highly sought-after Holly community in Barrie's desirable south end. This move-in ready townhouse sits on
48 Photos
Last Updated : 5 Days ago
644 Rose Lane, Simcoe, ON , MLS #N13224662 , Image - 1

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644 Rose Lane Alcona, Innisfil, Simcoe, ON MLS® N13224662

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 5.4%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Experience the best of Lake Simcoe living in this charming 4-bedroom, 2-bathroom bungalow nestled on a private lot surrounded by mature trees. Located
50 Photos
Last Updated : 5 Days ago
3712 Michael Street, Simcoe, ON , MLS #S13643026 , Image - 1

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3712 Michael Street Rural Clearview, Clearview, Simcoe, ON MLS® S13643026

Residential Freehold (Detached)

$1475000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Experience refined country estate living in this exceptional custom-built luxury bungalow, nestled on 1.77 private acres in one of Clearview's most pr
35 Photos
Last Updated : 5 Days ago
2114 Chantler Street, Simcoe, ON , MLS #N13643304 , Image - 1

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2114 Chantler Street Stroud, Innisfil, Simcoe, ON MLS® N13643304

Residential Freehold (Detached)

$825000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Opportunity Knocks! Welcome to this spacious 3+2-bedroom family home, ideally situated on a beautifully landscaped, premium pie-shaped lot measuring a
22 Photos
Last Updated : 5 Days ago
30 Berts Road, Simcoe, ON , MLS #S13041068 , Image - 1

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30 Berts Road Midland, Simcoe, ON MLS® S13041068

Residential Freehold (MobileTrailer)

$249900.0
price drop iconPrice drop by 12.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Experience the charm of this mobile home in the heart of Smiths Park. This inviting residence offers 2 bedrooms, 1 bathroom, and a flexible den, all s
42 Photos
Last Updated : 5 Days ago
748 Overhead bridge Road, Simcoe, ON , MLS #S13445186 , Image - 1

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748 Overhead bridge Road Penetanguishene, Simcoe, ON MLS® S13445186

Residential Freehold (Detached)

$579999.0
  • 4 Beds
  • 1 Baths
  • 1500-2000 sq-ft
First Time Offered for Sale! Discover this inviting four-bedroom family home, ideally situated on a half-acre lot. The home features a functional eat-
45 Photos
Last Updated : 5 Days ago
100 Dean Avenue, Simcoe, ON , MLS #S13643218 , Image - 1

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Unit-413, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13643218

Residential Condo & Other (Condo Apartment)

$579900.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
*Top Floor Corner Unit* Bright, private & perfectly positioned in the sought-after Young Station condo. With a spacious 3 bedroom + 2 bath open concep
45 Photos
Last Updated : 5 Days ago
295 Queen Street, Simcoe, ON , MLS #S13157692 , Image - 1

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295 Queen Street Midland, Simcoe, ON MLS® S13157692

Residential Freehold (Detached)

$699900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Beautiful, designer inspired, fully renovated home in desirable neighbourhood. Stunning curb appeal. Amazing oversized lot with a view of Georgian Bay
50 Photos
Last Updated : 5 Days ago
28 Maple Drive, Simcoe, ON , MLS #S13582762 , Image - 1

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28 Maple Drive Orillia, Simcoe, ON MLS® S13582762

Residential Freehold (Detached)

$3999900.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Some homes exist in a category all their own, and this is that home. Set on 116 feet of prized east-exposure shoreline on Lake Couchiching, on one of
32 Photos
Last Updated : 6 Days ago
4 Cassandra Drive, Simcoe, ON , MLS #S13642028 , Image - 1

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4 Cassandra Drive East Bayfield, Barrie, Simcoe, ON MLS® S13642028

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Completely Renovated From Top To Bottom - Feels Like A Brand New Home! Located In One Of Barrie's Most Desirable Family Neighbourhoods, This Beautiful
2 Photos
Last Updated : 6 Days ago
194 Victoria Street West Street W, Simcoe, ON , MLS #N13150638 , Image - 1
194 Victoria Street West Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13150638

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 24.8%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This fantastic in town location is on a large 55'x165' lot and is zoned R2 Legal Duplex. What an opportunity to rebuild a great investment property. D
44 Photos
Last Updated : 6 Days ago
93 Holly Meadow Road, Simcoe, ON , MLS #S13599746 , Image - 1

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93 Holly Meadow Road Holly, Barrie, Simcoe, ON MLS® S13599746

Residential Freehold (Detached)

$829900.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 93 Holly Meadow Rd! A beautifully maintained and extensively updated home in one of South Barrie's most desirable, family-friendly neighbor
43 Photos
Last Updated : 6 Days ago
116 Sun King Crescent, Simcoe, ON , MLS #S13594346 , Image - 1

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116 Sun King Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S13594346

Residential Freehold (Detached)

$699900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Great value & quick closing available! Located in Barrie's desirable Innishore community, steps to top schools, beautiful parks & trails, Barrie South
49 Photos
Last Updated : 6 Days ago
951 Larter Street, Simcoe, ON , MLS #N13642670 , Image - 1

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951 Larter Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13642670

Residential Freehold (Detached)

$1299000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Located in one of Innisfil's most desirable neighbourhoods near Lake Simcoe, this thoughtfully customized 4-bedroom Fernbrook home features a redesign
36 Photos
Last Updated : 6 Days ago
43 Walls Crescent, Simcoe, ON , MLS #N13638710 , Image - 1

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43 Walls Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N13638710

Residential Freehold (Detached)

$1049000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this exceptional move-in ready 4-bedroom, 4-bathroom home, where contemporary elegance meets everyday comfort. Boasting over 2,600 sqft of
47 Photos
Last Updated : 6 Days ago
2833 Switch Road, Simcoe, ON , MLS #S13423560 , Image - 1

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2833 Switch Road Rural Ramara, Ramara, Simcoe, ON MLS® S13423560

Residential Freehold (Detached)

$1199000.0
price drop iconPrice drop by 6.0%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
OPEN HOUSE SCHEDULED FOR AUG 8 AND 9 CANCELLED....Tucked into one of Washago's most desirable neighbourhoods, surrounded by fine custom-built homes,
40 Photos
Last Updated : 6 Days ago
1304 Vincent Crescent, Simcoe, ON , MLS #N13642666 , Image - 1

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1304 Vincent Crescent Alcona, Innisfil, Simcoe, ON MLS® N13642666

Residential Freehold (Detached)

$898888.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to one of the Alcona most desirable family neighborhood's in Innisfil ,where lifestyle, community, and everyday convenience come together just
2 Photos
Last Updated : 6 Days ago
100 Trail Boulevard, Simcoe, ON , MLS #S13513798 , Image - 1
100 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13513798

Residential Freehold (Detached)

$1399999.0
price drop iconPrice drop by 3.4%
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
This beautifully maintained family home in the sought-after Stonemanor Woods community offers a perfect balance of style and everyday functionality. S
33 Photos
Last Updated : 6 Days ago
1339 Everton Road, Simcoe, ON , MLS #S13625138 , Image - 1

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1339 Everton Road Midland, Simcoe, ON MLS® S13625138

Residential Freehold (Semi-Detached )

$489900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this bright, cozy and private 3 bedroom, 2 bath move in ready semi-detached bungalow on a large lot in the sought after Sunnyside neighborh
41 Photos
Last Updated : 6 Days ago
129 Heydon Avenue, Simcoe, ON , MLS #N13594806 , Image - 1

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129 Heydon Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13594806

Residential Freehold (Detached)

$639000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to a well-maintained detached home in the heart of Alliston, one of New Tecumseth's most desirable family-friendly communities. This move-in-r
22 Photos
Last Updated : 6 Days ago
541 High Street, Simcoe, ON , MLS #S13583630 , Image - 1

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541 High Street Orillia, Simcoe, ON MLS® S13583630

Residential Freehold (Duplex)

$599900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Attention investors - this is a must-see opportunity! Beautifully finished legal duplex situated on a wonderful oversized lot in an unbeatable locatio
18 Photos
Last Updated : 6 Days ago
195 Banting Crescent, Simcoe, ON , MLS #N13642274 , Image - 1

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195 Banting Crescent Angus, Essa, Simcoe, ON MLS® N13642274

Residential Freehold (Att/Row/Townhouse)

$609800.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 195 Banting Crescent, a beautifully maintained and light filled 3 bedroom, 3bathroom townhouse nestled in a sought after family friendly co
35 Photos
Last Updated : 6 Days ago
1 Rigby Drive, Simcoe, ON , MLS #S13474438 , Image - 1

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1 Rigby Drive Wasaga Beach, Simcoe, ON MLS® S13474438

Residential Freehold (Detached)

$869000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautifully maintained bungalow nestled on an exceptionally private lot in the highly sought-after Wasaga Sa
50 Photos
Last Updated : 6 Days ago
1724 Angus Street, Simcoe, ON , MLS #N13642226 , Image - 1

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1724 Angus Street Alcona, Innisfil, Simcoe, ON MLS® N13642226

Residential Freehold (Detached)

$1197000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
STUNNING DESIGN, LUXURY FINISHES & LOADED WITH UPGRADES! Built by renowned SanDiego Homes & meticulously maintained by its original owner, this except
32 Photos
Last Updated : 6 Days ago
23 Pine Park Boulevard, Simcoe, ON , MLS #N13547382 , Image - 1

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23 Pine Park Boulevard Everett, Adjala-Tosorontio, Simcoe, ON MLS® N13547382

Residential Freehold (Detached)

$650000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
DON'T MISS THIS OPPORTUNITY !! Attention First Time Home Buyers, Investors or Contractors! 23 PINE PARK BLVD. EVERETT Is a 3 Bed, 2 Bath, 3 Level Side
Shortlisted Properties
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