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Houses for Sale in Simcoe Under $5 Million - P12

Showing results 331 - 360 of 4534
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
27 Photos
Last Updated : 2 Days ago
58 Stevenson Street, Simcoe, ON , MLS #N14160614 , Image - 1
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58 Stevenson Street Angus, Essa, Simcoe, ON MLS® N14160614

Residential Freehold (Detached)

$769900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
BROWNLEY MEADOWS DETACHED | ANGUS, ON. Prime Brownley Meadows 2-story home in Angus features 4 bedrooms, 3 bathrooms, and an open-concept layout with
50 Photos
Last Updated : 2 Days ago
6171 Sheba Drive, Simcoe, ON , MLS #S13742964 , Image - 1

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6171 Sheba Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13742964

Residential Freehold (Detached)

$549900.0
price drop iconPrice drop by 8.3%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Country living with tons of potential in this 4 bedroom detached home on a beautiful 3/4 acre lot with access to Lake St. John across the road. Spacio
30 Photos
Last Updated : 2 Days ago
74 Buchanan Street, Simcoe, ON , MLS #S14126716 , Image - 1

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74 Buchanan Street Grove East, Barrie, Simcoe, ON MLS® S14126716

Residential Freehold (Detached)

$729900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 74 Buchanan Street-a beautifully renovated bungalow that has been thoughtfully upgraded from top to bottom with quality, style, and functio
50 Photos
Last Updated : 2 Days ago
1887 Ellis Road, Simcoe, ON , MLS #S13621210 , Image - 1

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1887 Ellis Road Coldwater, Severn, Simcoe, ON MLS® S13621210

Residential Freehold (Detached)

$1099999.0
price drop iconPrice drop by 8.3%
  • 3 +2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to your year-round waterfront retreat on beautiful MacLean Lake, offering direct access to Gloucester Pool & the Trent Severn Waterway. Set on
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
39 Photos
Last Updated : 2 Days ago
21 Kempenfelt Drive, Simcoe, ON , MLS #S14110668 , Image - 1

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Unit-308, 21 Kempenfelt Drive North Shore, Barrie, Simcoe, ON MLS® S14110668

Residential Condo & Other (Condo Apartment)

$665000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Beautifully Appointed | Move-In Ready | Along the Bay, in the Heart of the City. Enjoy a simpler lifestyle without compromising on quality, comfort or
48 Photos
Last Updated : 2 Days ago
7 Georgian Grande Drive, Simcoe, ON , MLS #S13619582 , Image - 1

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7 Georgian Grande Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13619582

Residential Freehold (Detached)

$1398800.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
** WATCH LISTING VIDEO ** Welcome to Braestone, where refined country living meets modern comfort. Set on a beautifully landscaped estate backing dire
34 Photos
Last Updated : 2 Days ago
691 Rue Lafontaine Road W, Simcoe, ON , MLS #S14148054 , Image - 1

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691 Rue Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14148054

Residential Freehold (Detached)

$649900.0
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover Your Own Private Sanctuary - Where Nature, Serenity & Beach Living Meet. Escape the everyday and embrace a slower, more peaceful way of life
6 Photos
Last Updated : 2 Days ago
7346 County Rd 9 Road, Simcoe, ON , MLS #S13248214 , Image - 1

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7346 County Rd 9 Road Creemore, Clearview, Simcoe, ON MLS® S13248214

Residential Freehold (Vacant Land)

$249999.0
price drop iconPrice drop by 16.4%
Enjoy excellent sun exposure on this beautiful, partially cleared lot, offering just over 3/4 of an acre of land and privacy, just minutes from the he
28 Photos
Last Updated : 2 Days ago
49 Red Oak Crescent, Simcoe, ON , MLS #S14160690 , Image - 1

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49 Red Oak Crescent Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S14160690

Residential Freehold (Detached)

$998000.0
  • 4 +4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
arely offered in the highly sought-after Shanty Bay community, this exceptional residence at 49 Red Oak Crescent presents a rare opportunity to own a
23 Photos
Last Updated : 2 Days ago
23 Finlay Mill Road, Simcoe, ON , MLS #S14114428 , Image - 1

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23 Finlay Mill Road Midhurst, Springwater, Simcoe, ON MLS® S14114428

Residential Freehold (Detached)

$724900.0
  • 4 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 23 Finlay Mill Road, a truly unique property nestled in the charming village of Midhurst, just 5 minutes from all the shopping, dining, and
50 Photos
Last Updated : 2 Days ago
258 Sunnidale Street, Simcoe, ON , MLS #S14160628 , Image - 1

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258 Sunnidale Street Stayner, Clearview, Simcoe, ON MLS® S14160628

Residential Freehold (Detached)

$849900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Big, Bright Bungalow on an Estate-Sized Lot 132 x 330 feet! Welcome to this beautifully updated almost 3,000 sq. ft. finished home offering exceptiona
24 Photos
Last Updated : 2 Days ago
213 Melbourne Drive, Simcoe, ON , MLS #N13865594 , Image - 1

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213 Melbourne Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13865594

Residential Freehold (Detached)

$918000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 213 Melbourne Drive in Bradford. This beautifully renovated 3+1 bedroom home offers a comfortable and updated living space in a convenient
30 Photos
Last Updated : 2 Days ago
3485 Brennan Line, Simcoe, ON , MLS #S14013902 , Image - 1

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3485 Brennan Line West Shore, Severn, Simcoe, ON MLS® S14013902

Residential Freehold (Detached)

$799999.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 3485 Brennan Line, where peaceful country living, privacy and space come together without giving up everyday convenience. Set on a beautifu
32 Photos
Last Updated : 2 Days ago
962 Church Drive, Simcoe, ON , MLS #N14124626 , Image - 1

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962 Church Drive Lefroy, Innisfil, Simcoe, ON MLS® N14124626

Residential Freehold (Detached)

$665000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 962 Church Drive in the charming community of Lefroy, Innisfil! Located on a dead end street with no through traffic, this beautifully reno
48 Photos
Last Updated : 2 Days ago
36 Tecumseth Pines Drive, Simcoe, ON , MLS #N13496326 , Image - 1

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36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13496326

Residential Freehold (Detached)

$449000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu
47 Photos
Last Updated : 2 Days ago
3 Maw Court, Simcoe, ON , MLS #S14107368 , Image - 1

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3 Maw Court Northwest, Barrie, Simcoe, ON MLS® S14107368

Residential Freehold (Detached)

$779900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
RAVINE LOT | 2700 SQFT | DOUBLE GARAGE! Looking for a home that offers privacy, space and the convenience of main-floor living? Tucked away on a quiet
35 Photos
Last Updated : 2 Days ago
376 Dunsmore Lane, Simcoe, ON , MLS #S14135544 , Image - 1

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376 Dunsmore Lane Georgian Drive, Barrie, Simcoe, ON MLS® S14135544

Residential Freehold (Att/Row/Townhouse)

$499000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 376 Dunsmore Lane. This immaculate 3 bedroom home is located within walking distance to Georgian College and Royal Victoria Regional Health
36 Photos
Last Updated : 2 Days ago
43 Stoneham Street, Simcoe, ON , MLS #N14090264 , Image - 1

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43 Stoneham Street Alliston, New Tecumseth, Simcoe, ON MLS® N14090264

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 1.5%
  • 3 Beds
  • 4 Baths
  • 1100-1500 sq-ft
The Perfect Place To Call Home! Welcome To 43 Stoneham Street, A Beautifully Maintained, Fully Detached Home Nestled In One Of Alliston's Welcoming, F
35 Photos
Last Updated : 2 Days ago
8785 8th Line, Simcoe, ON , MLS #N14100850 , Image - 1

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8785 8th Line Rural Essa, Essa, Simcoe, ON MLS® N14100850

Residential Freehold (Detached)

$950000.0
price drop iconPrice drop by 4.9%
  • 3 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Escape the hustle and bustle of city life and discover the perfect blend of peaceful country living, modern comfort, and versatile family living at 87
Open House : Sun Nov 15, 02:00 PM to 04:00 PM
36 Photos
Last Updated : 2 Days ago
91 Maryjane Road, Simcoe, ON , MLS #S14160524 , Image - 1

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91 Maryjane Road Wyevale, Tiny, Simcoe, ON MLS® S14160524

Residential Freehold (Detached)

$989900.0
  • 3 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Beautiful open-concept home on a spacious half-an-acre lot in Wyevale, offering 3+2 bedrooms, 4 bathrooms, a
18 Photos
Last Updated : 2 Days ago
52 Adelaide Street, Simcoe, ON , MLS #S14160482 , Image - 1

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Unit-34, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S14160482

Residential Condo & Other (Condo Townhouse)

$429900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
3 BEDROOMS, THE SPACE OF A TOWNHOME, & THE EASE OF LOW-MAINTENANCE CONDO LIVING! Make the most of an easygoing lifestyle in Barrie's sought-after Alla
14 Photos
Last Updated : 2 Days ago
718 Keast Place N/A, Simcoe, ON , MLS #N14114374 , Image - 1

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718 Keast Place N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N14114374

Residential Freehold (Att/Row/Townhouse)

$399907.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Discover an affordable opportunity to own a brand new 2 bedroom, 2 bathroom bungalow townhome in Lakehaven, a welcoming Land Lease Community in Innisf
49 Photos
Last Updated : 2 Days ago
33 Ellen Street, Simcoe, ON , MLS #S14158680 , Image - 1

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Unit-906, 33 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S14158680

Residential Condo & Other (Condo Apartment)

$949900.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to Nautica, experience exceptional condo living in this remarkable 1,458 sq. ft. 'Antigua' model. Set on the front of the building, this home
49 Photos
Last Updated : 2 Days ago
12 51st Street S, Simcoe, ON , MLS #S13863040 , Image - 1

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12 51st Street S Wasaga Beach, Simcoe, ON MLS® S13863040

Residential Freehold (Detached)

$745000.0
price drop iconPrice drop by 1.3%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this custom-built raised bungalow nestled in a prime location close to Collingwood, Blue Mountain, and the world's longest freshwater beach
25 Photos
Last Updated : 2 Days ago
369 Essa Road, Simcoe, ON , MLS #S14153168 , Image - 1

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Unit-36, 369 Essa Road Ardagh, Barrie, Simcoe, ON MLS® S14153168

Residential Freehold (Att/Row/Townhouse)

$537500.0
  • 2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 369 Essa Road, Unit 36, a modern, energy-efficient townhouse offering over 1,500 sq. ft. of finished living space and a thoughtfully design
50 Photos
Last Updated : 2 Days ago
114 11th Line S, Simcoe, ON , MLS #S13713916 , Image - 1

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114 11th Line S Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13713916

Residential Freehold (Detached)

$1100000.0
price drop iconPrice drop by 10.2%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
House and shop on a 1.485 acre lot. The shop is a steel-clad, insulated building 32 ft. x 64 ft. with a 12 ft. overhead door, 16 ft. ceiling height an
39 Photos
Last Updated : 2 Days ago
282 Norene Street, Simcoe, ON , MLS #S13556214 , Image - 1

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282 Norene Street Midland, Simcoe, ON MLS® S13556214

Residential Freehold (Duplex)

$599900.0
price drop iconPrice drop by 4.0%
  • 4 +3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Great value can be found in this well located West End Duplex which is vacant. Perfect opportunity for Investor to set own rents or for a Multi-Genera
33 Photos
Last Updated : 2 Days ago
120 Allegra Drive, Simcoe, ON , MLS #S13778246 , Image - 1

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120 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S13778246

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 8.3%
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Stunning 4+1 Bedroom Home in Wasaga Beach | Over 3,100 Sq. Ft. of Finished Living Space. Welcome to this beautifully maintained and thoughtfully upgra
40 Photos
Last Updated : 2 Days ago
16 Atlantic Avenue, Simcoe, ON , MLS #S13650058 , Image - 1

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16 Atlantic Avenue Wasaga Beach, Simcoe, ON MLS® S13650058

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 10.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Close before June 2027 to take advantage of the current low lease rate of $664.16 per month, instead of $825. Pristine bungalow with pond views, loca
50 Photos
Last Updated : 2 Days ago
80 Shirley Avenue, Simcoe, ON , MLS #S13757210 , Image - 1

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80 Shirley Avenue Sunnidale, Barrie, Simcoe, ON MLS® S13757210

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 3.6%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this well-maintained raised bungalow in Barrie's desirable Sunnidale neighbourhood. Situated on a beautiful oversized lot, this home offers
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