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5 Bedroom Houses for Sale in Simcoe Under $3M - P7

Showing results 181 - 206 of 206
Last Updated: September 21, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
38 Photos
Last Updated : 68 Days ago
27 Orchid Crescent, Simcoe, ON , MLS #N13014314 , Image - 1
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27 Orchid Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13014314

Residential Freehold (Detached)

$1769999.0
price drop iconPrice drop by 6.8%
  • 5 Beds
  • 6 Baths
  • 5000 + sq-ft
This expansive 5,000+ square foot executive estate in the heart of Tottenham offers a rare blend of grand-scale luxury and small-town charm, situated
50 Photos
Last Updated : 70 Days ago
29 Robert Boulevard, Simcoe, ON , MLS #S13446448 , Image - 1

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29 Robert Boulevard Hillsdale, Springwater, Simcoe, ON MLS® S13446448

Residential Freehold (Detached)

$1419000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in the sought-after village of Hillsdale, this exceptional 1.5+ acre estate, one of the largest in the community offers a rare opportunity to
40 Photos
Last Updated : 74 Days ago
6824 10th Line, Simcoe, ON , MLS #N12685204 , Image - 1

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6824 10th Line Beeton, New Tecumseth, Simcoe, ON MLS® N12685204

Residential Freehold (Detached)

$1499000.0
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
GREAT INLAW-INCOME POTENTIAL. View this rare and versatile 30-acre (that's 23 Football Fields!) beauty just outside the growing community of Alliston.
40 Photos
Last Updated : 75 Days ago
68 Alana Drive, Simcoe, ON , MLS #S13536438 , Image - 1

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68 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S13536438

Residential Freehold (Detached)

$1950000.0
  • 5 +1 Beds
  • 7 Baths
  • 3500-5000 sq-ft
Welcome to this impressive two-storey brick estate, thoughtfully designed for space, flexibility, and everyday practicality. Set on a private 0.859-ac
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
48 Photos
Last Updated : 76 Days ago
228 Centre Street, Simcoe, ON , MLS #S13432986 , Image - 1

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228 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13432986

Residential Freehold (Detached)

$795000.0
price drop iconPrice drop by 4.1%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
MOTIVATED SELLER - Large 5-bedroom, 4-bathroom home in Stayner offering approximately 4,000 sq ft of finished living space. With multiple living areas
45 Photos
Last Updated : 76 Days ago
1836 Quantz Crescent, Simcoe, ON , MLS #N13517384 , Image - 1

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1836 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13517384

Residential Freehold (Detached)

$2299900.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Surrounded by lush greenery and mature trees, this exceptional custom-built residence located in an exclusive enclave minutes from Barrie, feels like
1 Photos
Last Updated : 77 Days ago
33 Mckenzie Way, Simcoe, ON
33 Mckenzie Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13471102

Residential Freehold (Detached)

$1259000.0
price drop iconPrice drop by 1.6%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolutely Stunning 5 bedroom family home in one of Bradford's most sought after communities approx 2800 Sqft above grade featuring 9 ft Ceilings and
40 Photos
Last Updated : 78 Days ago
22 Ludlow Drive E, Simcoe, ON , MLS #S13524710 , Image - 1

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22 Ludlow Drive E Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13524710

Residential Freehold (Detached)

$1199900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A truly rare opportunity in Barrie's sought-after Mapleview Park community! Welcome to 22 Ludlow Drive, a spectacular 'Corner Elevation A' model situa
41 Photos
Last Updated : 79 Days ago
17 Bellflower Crescent, Simcoe, ON , MLS #N13523796 , Image - 1

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17 Bellflower Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13523796

Residential Freehold (Detached)

$1950000.0
  • 5 Beds
  • 5 Baths
  • 5000 + sq-ft
This luxury detached house sits on a premium **70-foot lot** & features **Triple-car garage*** with **10-car parking**. - 5 bedrooms and 5 bathrooms-
50 Photos
Last Updated : 79 Days ago
4 Sandhill Crescent, Simcoe, ON , MLS #N13522468 , Image - 1

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4 Sandhill Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13522468

Residential Freehold (Detached)

$1341900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
!!Welcome to 4 Sandhill Cres- A Stunning Recently-Built Home in the Heart of Nature, Offering the perfect escape from city life. Situated on a premium
35 Photos
Last Updated : 81 Days ago
1808 Concession Road 10 Concession, Simcoe, ON , MLS #S13516662 , Image - 1

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1808 Concession Road 10 Concession Rural Ramara, Ramara, Simcoe, ON MLS® S13516662

Residential Freehold (Farm)

$1275000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1808 Concession Road 10 a rare opportunity to own nearly 100 acres of highly productive farmland. This 98.6-acre property features prime ag
49 Photos
Last Updated : 81 Days ago
61 Barker Boulevard, Simcoe, ON , MLS #S13019872 , Image - 1

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61 Barker Boulevard Collingwood, Simcoe, ON MLS® S13019872

Residential Condo & Other (Semi-Detached Condo)

$748800.0
price drop iconPrice drop by 9.6%
  • 5 Beds
  • 3 Baths
  • 2000-2249 sq-ft
Welcome to Cranberry Trails West in Collingwood, This beautiful semi-detached, Catalina model home and features 2300 square feet of open concept livin
42 Photos
Last Updated : 84 Days ago
24 Brentwood Road, Simcoe, ON , MLS #N13482862 , Image - 1

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24 Brentwood Road Angus, Essa, Simcoe, ON MLS® N13482862

Residential Freehold (Triplex)

$649000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Exceptional Investment Opportunity in Angus! Rare legal triplex offering strong income potential and exceptional versatility. This property features o
48 Photos
Last Updated : 89 Days ago
4 Woodview Drive, Simcoe, ON , MLS #S13476610 , Image - 1

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4 Woodview Drive Rural Clearview, Clearview, Simcoe, ON MLS® S13476610

Residential Freehold (Detached)

$1995000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 4 Woodview Drive in the highly sought-after Collingwoodlands community. Extensively renovated between 2023 and 2024 with approximately $400
50 Photos
Last Updated : 91 Days ago
11 Caldwell Drive, Simcoe, ON , MLS #S13475136 , Image - 1

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11 Caldwell Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13475136

Residential Freehold (Detached)

$1799900.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Brand new custom-built bungalow with 5,000 Sqft + living space offering elevated luxury, exceptional craftsmanship, and ultimate comfort on a sprawlin
42 Photos
Last Updated : 95 Days ago
896 Booth Avenue, Simcoe, ON , MLS #N13463956 , Image - 1

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896 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N13463956

Residential Freehold (Detached)

$1299000.0
  • 5 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this stunning 5-bedroom family home nestled in a sought-after neighbourhood just steps from the lake and nearby parks! Situated in a quiet,
50 Photos
Last Updated : 98 Days ago
19 Marigold Boulevard, Simcoe, ON , MLS #N13168070 , Image - 1

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19 Marigold Boulevard Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13168070

Residential Freehold (Detached)

$2049000.0
price drop iconPrice drop by 2.2%
  • 5 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Luxurious Tribute-Built Detached Home in Tottenham A Rare Gem!Welcome to this masterpiece, boasting an impressive 5,115 sq. ft. of thoughtfully design
50 Photos
Last Updated : 99 Days ago
9 Windrose Valley Boulevard, Simcoe, ON , MLS #S13102874 , Image - 1

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9 Windrose Valley Boulevard Rural Clearview, Clearview, Simcoe, ON MLS® S13102874

Residential Freehold (Detached)

$2899000.0
  • 5 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome to WINDROSE VALLEY ESTATES. This beautiful home only 5 years old built by McPherson Builders is set on a 2.3 acre corner lot with a long drive
50 Photos
Last Updated : 101 Days ago
3730 Mangusta Court, Simcoe, ON , MLS #N13439676 , Image - 1

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3730 Mangusta Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13439676

Residential Freehold (Att/Row/Townhouse)

$2899999.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Client RemarksRESORT LIVING AT ITS FINEST - Stunning 3550 Sqft Fully Upgraded End Unit Island Town On Prime Mangusta Court In The Sought After Marina
14 Photos
Last Updated : 107 Days ago
47 Walnut Street, Simcoe, ON , MLS #N13240534 , Image - 1

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47 Walnut Street Alliston, New Tecumseth, Simcoe, ON MLS® N13240534

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Exceptional development opportunity in the heart of Alliston! This rare property offers incredible potential for builders, investors, and developers a
36 Photos
Last Updated : 114 Days ago
112 Bearberry Road, Simcoe, ON , MLS #S13217744 , Image - 1

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112 Bearberry Road Minesing, Springwater, Simcoe, ON MLS® S13217744

Residential Freehold (Detached)

$1059000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
WELCOME TO 112 BEARBERRY ROAD, Midhurst Valley by Countrywide Homes - an exceptional master planned community in the Township of Springwater, surround
46 Photos
Last Updated : 117 Days ago
3021 Sandy Bend, Simcoe, ON , MLS #S13196516 , Image - 1

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3021 Sandy Bend Elmvale, Springwater, Simcoe, ON MLS® S13196516

Residential Freehold (Detached)

$1689000.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Nantucket charm meets Orr Lake living. This is the kind of property buyers wait years for. Set on a beautifully landscaped waterfront lot with 100 fee
36 Photos
Last Updated : 130 Days ago
22 Gooch Park Drive, Simcoe, ON , MLS #N13130500 , Image - 1

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22 Gooch Park Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13130500

Residential Freehold (Detached)

$2399000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
RARE Waterfront Home With Private Beach In One Of the Most Sought After Locations In Big Bay Point Innisfil! Sunset Facing Beach House Offers Unobstru
18 Photos
Last Updated : 139 Days ago
51 Balsam Road, Simcoe, ON , MLS #S13061400 , Image - 1

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51 Balsam Road Atherley, Ramara, Simcoe, ON MLS® S13061400

Residential Freehold (Farm)

$2988000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
This is the kind of opportunity that rarely comes along. A true turnkey farm paired with future development potential, this remarkable 53+ acre proper
50 Photos
Last Updated : 145 Days ago
77 Polish Avenue, Simcoe, ON , MLS #S13056342 , Image - 1

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77 Polish Avenue Penetanguishene, Simcoe, ON MLS® S13056342

Residential Freehold (Detached)

$999999.0
  • 5 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to a thoughtfully designed bright custom home in a quiet, family-friendly neighbourhood just steps from Georgian Bay. Offering over 3,200 sq
49 Photos
Last Updated : 232 Days ago
69 CITYVIEW Circle, Simcoe, ON , MLS #S12746916 , Image - 1

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69 CITYVIEW Circle Holly, Barrie, Simcoe, ON MLS® S12746916

Residential Freehold (Detached)

$1550000.0
  • 5 +0 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Discover this beautifully maintained home on a rare pie-shaped lot backing directly onto Ardagh Forest, offering unparalleled privacy and a peaceful,
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