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Houses for Sale in Simcoe Under $5 Million - P22

Showing results 631 - 660 of 2271
Last Updated: December 16, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
30 Photos
Last Updated : 35 Days ago
15 Recreation Drive, Simcoe, ON , MLS #N12532122 , Image - 1
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15 Recreation Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12532122

Residential Freehold (Detached)

$559000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Get the golf cart ready! Are you looking for an active lifestyle? Ready to downsize? Come check out Sandycove Acres! A fabulous community located just
40 Photos
Last Updated : 35 Days ago
97 Tracey Lane, Simcoe, ON , MLS #S12531664 , Image - 1

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97 Tracey Lane Collingwood, Simcoe, ON MLS® S12531664

Residential Freehold (Detached)

$819000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This Marigold model has everything you need and more! With 3 bedrooms and 2 full bathrooms, it's perfect for families, couples, or anyone looking to
7 Photos
Last Updated : 36 Days ago
Lot 41 Explorers Landing, Simcoe, ON , MLS #S12481923 , Image - 1

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Lot 41 Explorers Landing Rural Tiny, Tiny, Simcoe, ON MLS® S12481923

Residential Freehold (Vacant Land)

$189000.0
Beautiful treed building lot located less than 10 minutes to shopping, a boat launch, marina, the OFSCA trail system, Awenda Provincial Park, restaura
49 Photos
Last Updated : 36 Days ago
750 Johnston Park Avenue, Simcoe, ON , MLS #S12529944 , Image - 1

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Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12529944

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the vibrant lifestyle at Lighthouse Point Yacht & Tennis Club, a premier waterfront community spanning over 125 acres and offering a wealth
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
36 Photos
Last Updated : 36 Days ago
96 Redmond Crescent, Simcoe, ON , MLS #S12487962 , Image - 1

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96 Redmond Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S12487962

Residential Freehold (Detached)

$999000.0
price drop iconPrice drop by 9.2%
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Experience Refined Living in This Exquisite Primrose Model, Thoughtfully Upgraded with Designer Touches Throughout! Nestled on a premium 150-foot deep
7 Photos
Last Updated : 36 Days ago
210 Sutherland Street S, Simcoe, ON , MLS #S9242314 , Image - 1

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210 Sutherland Street S Stayner, Clearview, Simcoe, ON MLS® S9242314

Residential Freehold (Vacant Land)

$295000.0
  • < 700 sq-ft
Great opportunity for investors and builders in a developing Stayner community. This 66' x 165' lot is within walking distance to nearby amenities suc
44 Photos
Last Updated : 36 Days ago
4 Bronze Bird Crescent, Simcoe, ON , MLS #S12471839 , Image - 1

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4 Bronze Bird Crescent New Lowell, Clearview, Simcoe, ON MLS® S12471839

Residential Freehold (Detached)

$1299000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Your Search Just Ended! This stunning custom-built bungalow combines the serenity of nature with modern architecture and technology. Nestled on a 1.47
49 Photos
Last Updated : 36 Days ago
1 Mariposa Drive, Simcoe, ON , MLS #S12237649 , Image - 1

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1 Mariposa Drive Orillia, Simcoe, ON MLS® S12237649

Residential Freehold (Detached)

$774900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Amazing Investment!! Completely renovated 5 Bedroom LEGAL DUPLEX in Orillia close to all amenities, walking trails and easy access from Hwy 11!! Thi
28 Photos
Last Updated : 36 Days ago
4304 Plum Point Road, Simcoe, ON , MLS #S12521150 , Image - 1

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4304 Plum Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S12521150

Residential Freehold (Detached)

$840000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy year-round living in this fully winterized waterfront home, nestled on a private lot in a sheltered bay with 93 feet of shoreline. Featuring stu
47 Photos
Last Updated : 36 Days ago
54 Koda Street, Simcoe, ON , MLS #S12528802 , Image - 1

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Unit-412, 54 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12528802

Residential Condo & Other (Condo Apartment)

$550000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Bright and sunny, open concept two bedroom, two bathroom condo with two parking spaces and a storage locker! Close to all amenities and only 10 minute
33 Photos
Last Updated : 36 Days ago
527 Big Bay Point Road, Simcoe, ON , MLS #N12528598 , Image - 1

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527 Big Bay Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12528598

Residential Freehold (Detached)

$1480000.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Set within Innisfil's prestigious Big Bay Point community-just 90 minutes from Toronto-this nearly ten-acre private retreat offers an extraordinary bl
2 Photos
Last Updated : 36 Days ago
1366 Wilson Point Road, Simcoe, ON , MLS #S12369715 , Image - 1
1366 Wilson Point Road Orillia, Simcoe, ON MLS® S12369715

Residential Freehold (Vacant Land)

$280000.0
Attention builders or investors. A Beautiful, building lot in the City of Orillia. New city water and sewer services. Driveway permits pulled. Great
30 Photos
Last Updated : 36 Days ago
591 Oak Street, Simcoe, ON , MLS #S12528110 , Image - 1

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591 Oak Street Collingwood, Simcoe, ON MLS® S12528110

Residential Freehold (Detached)

$599999.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome Home to one of the nicest neighbourhoods in Collingwood! This lovely bungalow is located in the beautiful Tree Streets community. This 2 bedro
49 Photos
Last Updated : 36 Days ago
1995 Romina Court, Simcoe, ON , MLS #N12523016 , Image - 1

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1995 Romina Court Alcona, Innisfil, Simcoe, ON MLS® N12523016

Residential Freehold (Detached)

$889000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 1995 Romina Court, a beautifully maintained bungalow nestled in the heart of Innisfil. This property presents an exceptional opportunity fo
39 Photos
Last Updated : 36 Days ago
32 Chaucer Crescent, Simcoe, ON , MLS #S12472612 , Image - 1

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32 Chaucer Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S12472612

Residential Freehold (Att/Row/Townhouse)

$555000.0
price drop iconPrice drop by 0.7%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 32 Chaucer Crescent, located in lovely neighbourhood of Letitia Heights, Barrie! This freshly updated home boasts brand-new flooring , Fres
40 Photos
Last Updated : 36 Days ago
82 Melinda Crescent, Simcoe, ON , MLS #S12527548 , Image - 1

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82 Melinda Crescent Allandale, Barrie, Simcoe, ON MLS® S12527548

Residential Freehold (Detached)

$564900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Why Buy a townhouse? Choose a Fully detached home with a spacious Yard with room to expand. Move Approximately 1367 sf. 3 bed home is an excellent ch
39 Photos
Last Updated : 37 Days ago
164 Allegra Drive, Simcoe, ON , MLS #S12396051 , Image - 1

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164 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S12396051

Residential Freehold (Att/Row/Townhouse)

$699900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Double Garage, High celling's, Good size Backyard>>Welcome to 164 Allegra Dr just minutes from Ontario's largest freshwater beach. Surrounded by natur
44 Photos
Last Updated : 38 Days ago
41 Treetops Boulevard, Simcoe, ON , MLS #N12417984 , Image - 1

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41 Treetops Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12417984

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 6.9%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Across the street from the park this 2410 sq ft ( per MPAC ) spacious 3 + 1 bedroom vs 4 smaller bedroom optional floorplan comes with over 600 sq ft
50 Photos
Last Updated : 38 Days ago
22 Cranberry Surf N/A, Simcoe, ON , MLS #S12425977 , Image - 1

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22 Cranberry Surf N/A Collingwood, Simcoe, ON MLS® S12425977

Residential Condo & Other (Condo Townhouse)

$549900.0
  • 3 Beds
  • 3 Baths
  • 1000-1199 sq-ft
With views of Georgian Bay, a neighborhood saltwater pool, and direct access to nature, 22 Cranberry Surf offers the perfect blend of modern comfort a
40 Photos
Last Updated : 38 Days ago
143 Fourth Street W, Simcoe, ON , MLS #S12511694 , Image - 1

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143 Fourth Street W Collingwood, Simcoe, ON MLS® S12511694

Residential Freehold (Detached)

$869000.0
  • 3 +0 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Charming Red Brick Century Home in Downtown Collingwood! Fall in love with this stunning century home on a beautiful tree-lined street just steps from
15 Photos
Last Updated : 38 Days ago
22 Admiral Crescent, Simcoe, ON , MLS #N12406135 , Image - 1

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22 Admiral Crescent Angus, Essa, Simcoe, ON MLS® N12406135

Residential Freehold (Att/Row/Townhouse)

$589900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 22 Admiral Crescent, Angus!This beautifully maintained freehold townhome offers the perfect blend of comfort, functionality, and style. Fea
36 Photos
Last Updated : 38 Days ago
8 Mel Irving Drive, Simcoe, ON , MLS #N12268999 , Image - 1

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8 Mel Irving Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12268999

Residential Freehold (Att/Row/Townhouse)

$868000.0
price drop iconPrice drop by 0.2%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
One year old Freehold Townhouse Located In The Heart Of Bradford!. This Thoughtfully Designed 3-Storey Townhome Boasts 3 Large Bedrooms And 3 Bathro
42 Photos
Last Updated : 39 Days ago
59 Edwards Drive, Simcoe, ON , MLS #S12522516 , Image - 1

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59 Edwards Drive Bayshore, Barrie, Simcoe, ON MLS® S12522516

Residential Freehold (Detached)

$949999.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 59 Edwards Drive, an inviting 5-bedroom, 3-full bathroom bungalow in Barrie's friendly Kingswood neighbourhood - home to top-rated Algonqui
41 Photos
Last Updated : 39 Days ago
45 Clover Crescent, Simcoe, ON , MLS #S12363286 , Image - 1

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45 Clover Crescent Wasaga Beach, Simcoe, ON MLS® S12363286

Residential Freehold (Att/Row/Townhouse)

$499000.0
price drop iconPrice drop by 2.2%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Lovely end unit bungalow in Wasaga Meadows community. Enjoy your coffee on your covered front porch! This open concept home is 1263 sq.ft, with two go
50 Photos
Last Updated : 39 Days ago
53 Silver Creek Drive, Simcoe, ON , MLS #S12522756 , Image - 1

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53 Silver Creek Drive Collingwood, Simcoe, ON MLS® S12522756

Residential Freehold (Detached)

$1899000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Nestled on a secluded, park-like acre within the Town of Collingwood, this exceptional estate blends refined luxury with natural beauty. Surrounded by
32 Photos
Last Updated : 39 Days ago
65 ELLEN Street, Simcoe, ON , MLS #S12520742 , Image - 1

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Unit-305, 65 ELLEN Street Lakeshore, Barrie, Simcoe, ON MLS® S12520742

Residential Condo & Other (Condo Apartment)

$439900.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Marina Bay Condominiums, where comfort, convenience, and captivating lake views come together in one of Barrie's most desirable waterfront
46 Photos
Last Updated : 39 Days ago
7070 93 Highway, Simcoe, ON , MLS #S12522594 , Image - 1

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7070 93 Highway Rural Tiny, Tiny, Simcoe, ON MLS® S12522594

Residential Freehold (Detached)

$1350000.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Exceptional Family Home on 5 Acres! This custom home is designed with families in mind, situated on a beautiful private, treed 5-acre lot! Built in 20
20 Photos
Last Updated : 39 Days ago
57 Coldwater Road, Simcoe, ON , MLS #S12522580 , Image - 1

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57 Coldwater Road Coldwater, Severn, Simcoe, ON MLS® S12522580

Residential Freehold (Detached)

$650000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Located just a short walk from the charming village centre of Coldwater, this beautifully updated century home combines character with modern comfort.
16 Photos
Last Updated : 39 Days ago
59 Amber Drive, Simcoe, ON , MLS #S12447317 , Image - 1

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59 Amber Drive Wasaga Beach, Simcoe, ON MLS® S12447317

Residential Freehold (Detached)

$925000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 59 Amber Drive, boasting all Brick & Stone home with triple car garage. This stunning move in Pine Model in the sought-after Villas of Uppe
29 Photos
Last Updated : 39 Days ago
79 Gateland Drive, Simcoe, ON , MLS #S12231371 , Image - 1

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79 Gateland Drive Painswick South, Barrie, Simcoe, ON MLS® S12231371

Residential Freehold (Att/Row/Townhouse)

$599900.0
price drop iconPrice drop by 7.7%
  • 3 +1 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Contemporary Newly-built Freehold townhouse located in sought-after Southeast Barrie offering over 1500sqft of total living space featuring 3+1beds, 4
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