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5 Bedroom Houses for Sale in Simcoe Under $5M - P2

Showing results 31 - 60 of 186
Last Updated: November 06, 2026
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  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
34 Photos
Last Updated : 3 Days ago
5287 COUNTY 9 Road, Simcoe, ON , MLS #S14142868 , Image - 1
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5287 COUNTY 9 Road New Lowell, Clearview, Simcoe, ON MLS® S14142868

Residential Freehold (Duplex)

$1199000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Sale of Mixed Use real estate property Situated On A Large Corner Lot With Commercial (C1) Zoning. Property gives flexibility of use with two separate
38 Photos
Last Updated : 3 Days ago
56 Redmond Crescent, Simcoe, ON , MLS #S13741744 , Image - 1

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56 Redmond Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S13741744

Residential Freehold (Detached)

$1490000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Rarely Available 85-Ft x 145-Ft Lot In Prestigious Stonemanor Woods! Original Owner Of This 5-Bedroom Executive Home, Featuring Approximately 4,200 Sq
32 Photos
Last Updated : 3 Days ago
1373 Lawson Street, Simcoe, ON , MLS #N14131846 , Image - 1

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Unit-Lot 6, 1373 Lawson Street Alcona, Innisfil, Simcoe, ON MLS® N14131846

Residential Freehold (Detached)

$1329990.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 1373 Lawson Street. Your modern beachside retreat awaits. This stunning five year old corner estate in coveted Alcona offers over 3,200 squ
49 Photos
Last Updated : 3 Days ago
61 Dyer Drive, Simcoe, ON , MLS #S13652550 , Image - 1

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61 Dyer Drive Wasaga Beach, Simcoe, ON MLS® S13652550

Residential Freehold (Detached)

$715000.0
price drop iconPrice drop by 2.4%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 61 Dyer Drive, a beautifully maintained family home offering over 2,500 sq. ft. of finished living space in one of Wasaga Beach's most desi
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
50 Photos
Last Updated : 3 Days ago
12 Walker Road, Simcoe, ON , MLS #S14133992 , Image - 1

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12 Walker Road Rural Tiny, Tiny, Simcoe, ON MLS® S14133992

Residential Freehold (Detached)

$2695500.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
A RARE GEORGIAN BAY WATERFRONT LEGACY - WHERE WHITE SANDY BEACHES, EXTRAORDINARY CRAFTSMANSHIP AND TIMELESS DESIGN COME TOGETHER.Set along the pristin
40 Photos
Last Updated : 3 Days ago
326 Lafontaine Road W, Simcoe, ON , MLS #S14140888 , Image - 1

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326 Lafontaine Road W Lafontaine, Tiny, Simcoe, ON MLS® S14140888

Residential Freehold (Detached)

$490000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This spacious 5-bedroom home offers a versatile layout, premium features, and rare C5 zoning for endless possibilities. Featuring approximately 2,400
44 Photos
Last Updated : 3 Days ago
2 Seeley Court, Simcoe, ON , MLS #S14139656 , Image - 1

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2 Seeley Court Wasaga Beach, Simcoe, ON MLS® S14139656

Residential Freehold (Detached)

$899900.0
  • 5 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully updated all-brick family home situated on a private, maturely treed 0.45-acre lot in one of Wasaga Beach's most desirable
45 Photos
Last Updated : 3 Days ago
1836 Quantz Crescent, Simcoe, ON , MLS #N14124940 , Image - 1

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1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N14124940

Residential Freehold (Detached)

$1999900.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Surrounded by lush greenery and mature trees, this exceptional custom-built residence in an exclusive Innisfil enclave offers a private country retrea
41 Photos
Last Updated : 3 Days ago
254 Grove Street E, Simcoe, ON , MLS #S14139380 , Image - 1

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254 Grove Street E Wellington, Barrie, Simcoe, ON MLS® S14139380

Residential Freehold (Detached)

$749000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 254 Grove Street East, a beautifully updated 5 bedroom, 2 bathroom home in a convenient Barrie location close to RVH, Georgian College, sch
35 Photos
Last Updated : 4 Days ago
43 Amelia Street S, Simcoe, ON , MLS #S13636338 , Image - 1

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43 Amelia Street S Codrington, Barrie, Simcoe, ON MLS® S13636338

Residential Freehold (Detached)

$869999.0
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
For nearly seven decades, this home has belonged to one family. Now, for the first time since it was built, it's next chapter begins in Barrie's sough
50 Photos
Last Updated : 4 Days ago
30 Neilly Terrace, Simcoe, ON , MLS #N14137994 , Image - 1

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30 Neilly Terrace Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14137994

Residential Freehold (Detached)

$1299000.0
  • 5 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome To 30 Neilly Terrace, An Exceptional, Approximately 5-Year-Old Detached Residence Built By Renowned Builder CountryWide Homes, Offering Approx
49 Photos
Last Updated : 4 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S14118302 , Image - 1

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29 TECUMSETH Street Orillia, Simcoe, ON MLS® S14118302

Residential Freehold (Detached)

$789000.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a
Open House : Sun Nov 08, 01:00 PM to 03:00 PM
20 Photos
Last Updated : 4 Days ago
874 Cedar Point Road, Simcoe, ON , MLS #S14137558 , Image - 1

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874 Cedar Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S14137558

Residential Freehold (Detached)

$474990.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Character, Charm & Country Living! Discover the warmth and timeless appeal of this charming two storey country home, offering an abundance of space, c
48 Photos
Last Updated : 4 Days ago
76 CALYPSO Avenue, Simcoe, ON , MLS #S13834102 , Image - 1

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76 CALYPSO Avenue Midhurst, Springwater, Simcoe, ON MLS® S13834102

Residential Freehold (Detached)

$949000.0
price drop iconPrice drop by 3.1%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To 76 Calypso Ave In Sought-After Midhurst! This Exceptional 5 Bedrooms, 4 Bathroom Detached 2-Storey Home Sits On A Premium Ravine Lot And Of
50 Photos
Last Updated : 6 Days ago
3992 Penetanguishene Road, Simcoe, ON , MLS #S13879982 , Image - 1

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3992 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S13879982

Residential Freehold (Detached)

$989000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Retreat In The Heart Of Nature. Situated On 8.06 Acres Of Complete Privacy, This Almost 2,500 Sq. Ft. Bungalow Offers An Incre
22 Photos
Last Updated : 6 Days ago
246 Mary Street, Simcoe, ON , MLS #S14125536 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S14125536

Residential Freehold (Detached)

$450000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th
48 Photos
Last Updated : 7 Days ago
42 Elizabeth Street, Simcoe, ON , MLS #N14132250 , Image - 1

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42 Elizabeth Street Alliston, New Tecumseth, Simcoe, ON MLS® N14132250

Residential Freehold (Detached)

$1799000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to your dream home! Experience the perfect blend of sophisticated in-town living & peaceful cottage-inspired charm in this stunning, custom-b
50 Photos
Last Updated : 7 Days ago
65 Ghibb Avenue, Simcoe, ON , MLS #S14085254 , Image - 1

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65 Ghibb Avenue Anten Mills, Springwater, Simcoe, ON MLS® S14085254

Residential Freehold (Detached)

$2399999.0
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this extraordinary custom-built stone bungalow, offering over 6,000 sq. ft. of beautifully finished living space, where timeless elegance,
50 Photos
Last Updated : 7 Days ago
8672 County Rd 91 Road, Simcoe, ON , MLS #S13736848 , Image - 1

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8672 County Rd 91 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13736848

Residential Freehold (Detached)

$2875000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Luxury Estate where timeless craftsmanship meets modern elegance. Nestled on over 4 acres of picturesque countryside, this custom-built 5-bedroom, 4-b
48 Photos
Last Updated : 7 Days ago
3657 Ferretti Court, Simcoe, ON , MLS #N14104582 , Image - 1

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3657 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N14104582

Residential Freehold (Att/Row/Townhouse)

$1790000.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Experience the pinnacle of waterfront luxury in this spectacular 3-storey end unit Island Townhome, perfectly situated at the prestigious Friday Harbo
41 Photos
Last Updated : 7 Days ago
3965 Algoma Avenue, Simcoe, ON , MLS #N14127574 , Image - 1

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3965 Algoma Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N14127574

Residential Freehold (Detached)

$2188800.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
DO NOT MISS THIS GREAT OPPORTUNITY!!! Welcome to this exceptional, upgraded custom bungaloft set on a rare 200 x 150 ft private lot surrounded by matu
50 Photos
Last Updated : 7 Days ago
3938 Hogback Road, Simcoe, ON , MLS #S14129110 , Image - 1

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3938 Hogback Road Rural Clearview, Clearview, Simcoe, ON MLS® S14129110

Residential Freehold (Detached)

$925000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Custom-built executive family home situated on a picturesque 1.2-acre lot, offering over 3,200 sq. ft. of beautifully finished living space above grad
49 Photos
Last Updated : 8 Days ago
469 Parkview Court, Simcoe, ON , MLS #S13741086 , Image - 1

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469 Parkview Court Midland, Simcoe, ON MLS® S13741086

Residential Freehold (Detached)

$1149000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to the highly sought-after Midland Point community. This just under half acre lot has backyard access to the waterfront trail and Georgian Bay
40 Photos
Last Updated : 8 Days ago
90 McBride Trail, Simcoe, ON , MLS #S14127606 , Image - 1

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90 McBride Trail Painswick South, Barrie, Simcoe, ON MLS® S14127606

Residential Freehold (Detached)

$1099900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
FIVE-BEDROOM MASTERPIECE IN SOUTHEAST BARRIE! Two-year-new home where luxury, design and upgrades come together on the most premium lots in the area!
14 Photos
Last Updated : 8 Days ago
77 Calypso Avenue, Simcoe, ON , MLS #S14127616 , Image - 1

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77 Calypso Avenue Midhurst, Springwater, Simcoe, ON MLS® S14127616

Residential Freehold (Detached)

$920000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Beautiful 4-bedroom detached home featuring 3.5 bathrooms, no sidewalk, and separate living and family rooms. Conveniently located close to shopping,
50 Photos
Last Updated : 8 Days ago
42 Robins Point Road, Simcoe, ON , MLS #S14108036 , Image - 1

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42 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S14108036

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Warning: Guests may never leave! This Georgian Bay waterfront home is where lifelong memories are made, family and friends feel welcome, and goodbyes
Open House : Sat Nov 07, 12:00 PM to 03:00 PM
49 Photos
Last Updated : 8 Days ago
320 Birch Street, Simcoe, ON , MLS #S14127220 , Image - 1

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320 Birch Street Collingwood, Simcoe, ON MLS® S14127220

Residential Freehold (Detached)

$1680000.0
  • 5 Beds
  • 5 Baths
  • 1500-2000 sq-ft
This stunning home offers over 3000 sq.ft of living area! Welcome to 320 Birch Street, ideally situated in Collingwood's coveted Treed Streets one o
49 Photos
Last Updated : 8 Days ago
35 Glenridge Road, Simcoe, ON , MLS #S14105520 , Image - 1

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35 Glenridge Road Allandale Heights, Barrie, Simcoe, ON MLS® S14105520

Residential Freehold (Detached)

$789000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Pride of ownership shines throughout this bright and spacious 5-bedroom family home offering 2,023 sq. ft. above ground level! Featuring a huge 4-car
46 Photos
Last Updated : 8 Days ago
18 Vista Drive, Simcoe, ON , MLS #N13769864 , Image - 1

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18 Vista Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13769864

Residential Freehold (Detached)

$1322000.0
price drop iconPrice drop by 5.6%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 18 Vista Drive, a detached 2-storey home in an established west Bradford neighbourhood. It offers 5 bedrooms, 4 bathrooms and just under 3,
47 Photos
Last Updated : 8 Days ago
625 Aberdeen Boulevard, Simcoe, ON , MLS #S13678340 , Image - 1

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625 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13678340

Residential Freehold (Detached)

$1999000.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
A rare offering on Georgian Bay in Midland, just 90 minutes from the GTA: a private, deep-water lot with your own dock and full shoreline ownership ri
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