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5 Bedroom Houses for Sale in Simcoe Under $5M - P4

Showing results 91 - 120 of 199
Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
50 Photos
Last Updated : 138 Days ago
2199 Dawson Crescent, Simcoe, ON , MLS #40736715 , Image - 1
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2199 Dawson Crescent Alcona, Innisfil, Simcoe, ON MLS® 40736715

Residential (Single Family Residence)

$1279000
price drop iconPrice drop by 5.3%
  • 5 Beds
  • 5 Baths
  • 2557 sq-ft
Step into this stunning 5 (4+1) Bedroom home with 5 bathrooms. This 2 story home displays modern upgrades and thoughtful design which come together to
24 Photos
Last Updated : 138 Days ago
19 Oakridge Drive, Simcoe, ON , MLS #40748072 , Image - 1

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19 Oakridge Drive Sunnidale, Barrie, Simcoe, ON MLS® 40748072

Residential (Single Family Residence)

$1089000
  • 5 Beds
  • 4 Baths
  • 2598 sq-ft
BEAUTIFULLY MAINTAINED 5-BEDROOM GEM IN OLD SUNNIDALE WITH A TRANQUIL FOREST BACKDROP! A rare opportunity awaits in the coveted Old Sunnidale neighbou
50 Photos
Last Updated : 139 Days ago
61 The Queensway, Simcoe, ON , MLS #40745905 , Image - 1

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61 The Queensway Innis-Shore, Barrie, Simcoe, ON MLS® 40745905

Residential (Single Family Residence)

$1125000
price drop iconPrice drop by 2.0%
  • 5 Beds
  • 4 Baths
  • 3543 sq-ft
Welcome to 61 The Queensway, a stunning and spacious family home located in one of Barrie's most desirable neighbourhoods. Boasting 5generous bedrooms
49 Photos
Last Updated : 139 Days ago
1426 Kellough Street, Simcoe, ON , MLS #40745987 , Image - 1

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1426 Kellough Street Alcona, Innisfil, Simcoe, ON MLS® 40745987

Residential (Single Family Residence)

$1220000
  • 5 Beds
  • 5 Baths
  • 3015 sq-ft
Discover this beautiful 4+1 bedroom home that perfectly combines elegance, comfort, and exceptional outdoor living. The main floor showcases hardwood
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
34 Photos
Last Updated : 140 Days ago
11 Emerald Terrace, Simcoe, ON , MLS #40742808 , Image - 1

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11 Emerald Terrace Sugarbush, Oro-Medonte, Simcoe, ON MLS® 40742808

Residential (Single Family Residence)

$1699900
  • 5 Beds
  • 4 Baths
  • 5101 sq-ft
UPGRADES GALORE IN THIS 5100 SQFT LUXURY BUNGALOW WITH A TRIPLE CAR GARAGE, IN LAW POTENTIAL & THEATRE ROOM SURROUNDED BY MATURE TREES IN MAPLEWOOD ES
50 Photos
Last Updated : 140 Days ago
7028 Pine Plains Road, Simcoe, ON , MLS #40750912 , Image - 1

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7028 Pine Plains Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® 40750912

Residential (Single Family Residence)

$1899000
  • 5 Beds
  • 3 Baths
  • 4041 sq-ft
This custom-built home offers over 4,000 sq ft of beautifully finished living space on a peaceful 1.98-acre lot at the end of a quiet dead-end road. E
33 Photos
Last Updated : 140 Days ago
11 Oakmont Avenue, Simcoe, ON , MLS #40723928 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40723928

Residential (Single Family Residence)

$899000
  • 5 Beds
  • 4 Baths
  • 1854 sq-ft
Stunning home in Horseshoe Valley. Unique features make this one stand out. Lower level has a separate private entrance from garage to a 2 bedroom stu
29 Photos
Last Updated : 140 Days ago
68 Coughlin Road, Simcoe, ON , MLS #40752376 , Image - 1

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68 Coughlin Road Holly, Barrie, Simcoe, ON MLS® 40752376

Residential (Single Family Residence)

$849900
  • 5 Beds
  • 3 Baths
  • 2394 sq-ft
STUNNING FIVE-BEDROOM RAISED BUNGALOW OFFERING OUTDOOR ENTERTAINING PERFECTION & FAMILY FRIENDLY LUXURY! Welcome to this corner-lot gem in Barrie’s so
40 Photos
Last Updated : 140 Days ago
2 Noraline Avenue, Simcoe, ON , MLS #40750939 , Image - 1

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2 Noraline Avenue Midhurst, Springwater, Simcoe, ON MLS® 40750939

Residential (Single Family Residence)

$1149900
  • 5 Beds
  • 2 Baths
  • 2076 sq-ft
Welcome to 2 Noraline Avenue in beautiful Midhurst. A stunning and thoughtfully updated side-split home seton a mature, private 0.5-acre corner lot. S
28 Photos
Last Updated : 140 Days ago
2235 Meadowland Street, Simcoe, ON , MLS #40749068 , Image - 1

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2235 Meadowland Street Churchill, Innisfil, Simcoe, ON MLS® 40749068

Residential (Single Family Residence)

$1275000
  • 5 Beds
  • 3 Baths
  • 2845 sq-ft
CORNER LOT STUNNER WITH A POOL, FINISHED BASEMENT, & PRIME LOCATION! Tucked into the peaceful and family-friendly Churchill neighbourhood, this beauti
45 Photos
Last Updated : 140 Days ago
1057 Vance Crescent, Simcoe, ON , MLS #40744533 , Image - 1

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1057 Vance Crescent Alcona, Innisfil, Simcoe, ON MLS® 40744533

Residential (Single Family Residence)

$924900
  • 5 Beds
  • 4 Baths
  • 2730 sq-ft
Discover the perfect home for your growing or multi-generational family on a desirable, pool sized corner lot in Alcona's Mature Crescent with no neig
50 Photos
Last Updated : 140 Days ago
54 Marlow Circle, Simcoe, ON , MLS #40739128 , Image - 1

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54 Marlow Circle Hillsdale, Springwater, Simcoe, ON MLS® 40739128

Residential (Single Family Residence)

$898000
  • 5 Beds
  • 2 Baths
  • 1289 sq-ft
Exceptional 3+2 Bedroom Raised Bungalow W/Fully Finished Walk-Out Lower Level PLUS A Fully Self-Contained In-Law Suite W/Separate Entrance, 2nd Kitche
28 Photos
Last Updated : 141 Days ago
1746 Angus Street, Simcoe, ON , MLS #40751416 , Image - 1

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1746 Angus Street Alcona, Innisfil, Simcoe, ON MLS® 40751416

Residential (Single Family Residence)

$1450000
  • 5 Beds
  • 5 Baths
  • 5249 sq-ft
OVER 5,000 SQ FT OF SPRAWLING ELEGANCE WITH RESORT-STYLE OUTDOOR LIVING JUST MINUTES FROM LAKE SIMCOE! Step into luxury living in the heart of Alcona
31 Photos
Last Updated : 141 Days ago
3 Cypress Point Street, Simcoe, ON , MLS #40744680 , Image - 1

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3 Cypress Point Street Ardagh, Barrie, Simcoe, ON MLS® 40744680

Residential (Single Family Residence)

$1126000
  • 5 Beds
  • 5 Baths
  • 3160 sq-ft
MOVE-IN READY 2-STOREY WITH LEGAL SECOND UNIT IN PRIME BARRIE LOCATION! Located in a highly sought-after Ardagh neighbourhood, this property boasts st
50 Photos
Last Updated : 141 Days ago
25 Lamers Crescent, Simcoe, ON , MLS #40751166 , Image - 1

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25 Lamers Crescent New Lowell , Clearview, Simcoe, ON MLS® 40751166

Residential (Single Family Residence)

$849900
  • 5 Beds
  • 3 Baths
  • 2331 sq-ft
Welcome to 25 Lamers Cres, a stunning bungalow in New Lowell, offering bright, sun-filled living space with an open-concept, carpet-free design. The m
24 Photos
Last Updated : 141 Days ago
19 Korlea Crescent, Simcoe, ON , MLS #40745029 , Image - 1

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19 Korlea Crescent Orillia, Simcoe, ON MLS® 40745029

Residential (Single Family Residence)

$680000
  • 5 Beds
  • 2 Baths
  • 1850 sq-ft
LEGAL DUPLEX WITH MODERN UPDATES & ENDLESS LIVING POSSIBILITIES IN PRIME ORILLIA LOCATION! Why choose between living and investing when you can do bot
21 Photos
Last Updated : 141 Days ago
10 Jill's Court, Simcoe, ON , MLS #40745037 , Image - 1

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10 Jill's Court Grove East, Barrie, Simcoe, ON MLS® 40745037

Residential (Single Family Residence)

$875000
  • 5 Beds
  • 3 Baths
  • 2170 sq-ft
EAST END GEM FEATURING THOUGHTFUL UPGRADES & A SPACIOUS LAYOUT DESIGNED FOR FAMILY LIVING! Set on a quiet street in Barrie’s east end, this home offer
23 Photos
Last Updated : 141 Days ago
86 Penvill Trail, Simcoe, ON , MLS #40735334 , Image - 1

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86 Penvill Trail Ardagh, Barrie, Simcoe, ON MLS® 40735334

Residential (Single Family Residence)

$989999
  • 5 Beds
  • 4 Baths
  • 3161 sq-ft
SPACIOUS FAMILY LIVING WITH IN-LAW POTENTIAL IN ARDAGH! Step into something truly special with this stunning 2-storey home, tucked away on a quiet, de
21 Photos
Last Updated : 142 Days ago
9 Buggs Gate, Simcoe, ON , MLS #40750422 , Image - 1

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9 Buggs Gate Georgian Drive, Barrie, Simcoe, ON MLS® 40750422

Residential (Single Family Residence)

$810000
  • 5 Beds
  • 3 Baths
  • 2928 sq-ft
YOUR FAMILY'S NEXT GREAT MOVE STARTS WITH THIS EXPANSIVE HOME IN A QUIET, FAMILY-FRIENDLY NEIGHBOURHOOD! Say hello to your next chapter in a home that
46 Photos
Last Updated : 142 Days ago
943 Barry Avenue, Simcoe, ON , MLS #40727919 , Image - 1

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943 Barry Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® 40727919

Residential (Single Family Residence)

$2229000
  • 5 Beds
  • 5 Baths
  • 3405 sq-ft
Stunning fully renovated waterfront home on long private property nestled on the shores of Lake Simcoe. With 5 bedrooms plus office (2 being in a priv
48 Photos
Last Updated : 142 Days ago
4 Sycamore Circle, Simcoe, ON , MLS #40745770 , Image - 1

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4 Sycamore Circle Rural SpringWater, Springwater, Simcoe, ON MLS® 40745770

Residential (Single Family Residence)

$3299000
  • 5 Beds
  • 5 Baths
  • 4870 sq-ft
Welcome to 4 Sycamore Circle in picturesque Springwater. A stunning bunga-loft that blends luxury, craftsmanship, and thoughtful design on a beautiful
24 Photos
Last Updated : 143 Days ago
15 Valleybrook Road, Simcoe, ON , MLS #40741700 , Image - 1

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15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® 40741700

Residential Income (Duplex Up/Down)

$998888
  • 5 Beds
  • 4 Baths
  • 2596 sq-ft
Bright and Open Concept Legal Duplex by Tiffany Homes, designed with a striking architectural style and thoughtful layout. Each unit features meticulo
42 Photos
Last Updated : 143 Days ago
296 Codrington Street, Simcoe, ON , MLS #40731088 , Image - 1

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296 Codrington Street Codrington, Barrie, Simcoe, ON MLS® 40731088

Residential (Single Family Residence)

$1249000
price drop iconPrice drop by 10.8%
  • 5 Beds
  • 3 Baths
  • 2825 sq-ft
Prime Barrie Location! Exceptional opportunity in one of Barrie's most sought-after neighborhoods. This executive family-friendly home is located with
27 Photos
Last Updated : 143 Days ago
115 Lion's Gate Boulevard, Simcoe, ON , MLS #40738401 , Image - 1

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115 Lion's Gate Boulevard Little Lake, Barrie, Simcoe, ON MLS® 40738401

Residential (Single Family Residence)

$899900
  • 5 Beds
  • 3 Baths
  • 2490 sq-ft
MOVE-IN READY WITH MODERN UPGRADES – YOUR DREAM HOME AWAITS! Discover this turn-key all-brick bungalow in the north end, just moments from RVH, Georgi
50 Photos
Last Updated : 143 Days ago
6 Midves Court, Simcoe, ON , MLS #40745041 , Image - 1

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6 Midves Court Midhurst, Springwater, Simcoe, ON MLS® 40745041

Residential (Single Family Residence)

$3595000
  • 5 Beds
  • 6 Baths
  • 8503 sq-ft
Welcome to one of Midhurst’s most prestigious addresses—Midves Court. This custom-built estate sits on nearly 2 acres of private, landscaped grounds w
49 Photos
Last Updated : 144 Days ago
3545 Timberline Avenue, Simcoe, ON , MLS #40743338 , Image - 1

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3545 Timberline Avenue West Shore, Severn, Simcoe, ON MLS® 40743338

Residential (Single Family Residence)

$1189000
  • 5 Beds
  • 4 Baths
  • 3948 sq-ft
Welcome to this upscale bungalow offering approx. 3,500 sq ft of living space, steps from Lake Couchiching! Meticulously maintained, it features 3 spa
46 Photos
Last Updated : 144 Days ago
11 Phoenix Blvd Boulevard, Simcoe, ON , MLS #40742779 , Image - 1

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11 Phoenix Blvd Boulevard Rural Barrie Southeast, Barrie, Simcoe, ON MLS® 40742779

Residential (Single Family Residence)

$999000
  • 5 Beds
  • 3 Baths
  • 3819 sq-ft
Welcome to this beautifully designed, just 1 year old home, offering over 2,569 sq ft of above-grade living space in one of Barrie’s most desirable fa
29 Photos
Last Updated : 144 Days ago
20 Frost Trail, Simcoe, ON , MLS #40737686 , Image - 1

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20 Frost Trail Letitia Heights, Barrie, Simcoe, ON MLS® 40737686

Residential (Single Family Residence)

$599000
price drop iconPrice drop by 7.7%
  • 5 Beds
  • 2 Baths
  • 1575 sq-ft
Charming 3+2 Bedroom Home with Income Potential in Barrie! Welcome to 20 Frost Trail, a fantastic opportunity in a desirable Barrie neighborhood! This
48 Photos
Last Updated : 144 Days ago
32 Black Willow Drive, Simcoe, ON , MLS #40744151 , Image - 1

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32 Black Willow Drive Holly, Barrie, Simcoe, ON MLS® 40744151

Residential (Single Family Residence)

$1179000
  • 5 Beds
  • 4 Baths
  • 3621 sq-ft
*Overview* Welcome To 32 Black Willow Drive, A Beautifully Updated All-Brick Home Nestled In Desirable South-West Barrie. Offering 4+1 Bedrooms, 3.5 B
42 Photos
Last Updated : 145 Days ago
9 Black Creek Trail, Simcoe, ON , MLS #40735618 , Image - 1

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9 Black Creek Trail Snow Valley, Springwater, Simcoe, ON MLS® 40735618

Residential (Single Family Residence)

$1950000
  • 5 Beds
  • 4 Baths
  • 4314 sq-ft
Set on an expansive corner lot of over half an acre, this Gorgeous Custom-Built Sun filled in prestigious Black Creek Estates exemplifies luxury and t
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