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5 Bedroom Houses for Sale in Simcoe Under $3M - P2

Showing results 31 - 60 of 202
Last Updated: August 07, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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23 Photos
Last Updated : 4 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1
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323 Crawford Street Orillia, Simcoe, ON MLS® S13619434

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This legal duplex offers the perfect blend of comfortable living and income potential. The vac
44 Photos
Last Updated : 4 Days ago
3252 15th Side Road, Simcoe, ON , MLS #N13625550 , Image - 1

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3252 15th Side Road Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13625550

Residential Freehold (Detached)

$1299999.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Your own private, cottage-style escape, without leaving the city behind. Welcome to this rare 2.03-acre property, where everyday living feels like a g
50 Photos
Last Updated : 5 Days ago
23 Trail Boulevard, Simcoe, ON , MLS #S13629746 , Image - 1

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23 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13629746

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to True Luxury in Stonemanor WoodsPrepare to be impressed by this spectacular Perfect South Ravin lot with 5+1 bed and 6 bath. Quality built b
21 Photos
Last Updated : 5 Days ago
46 Park Street, Simcoe, ON , MLS #S13043680 , Image - 1

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46 Park Street Queen's Park, Barrie, Simcoe, ON MLS® S13043680

Residential Freehold (Detached)

$689000.0
price drop iconPrice drop by 9.3%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully updated century home in the heart of Barrie, where timeless character meets modern comfort. Perfectly located close to sch
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
30 Photos
Last Updated : 5 Days ago
642-644 Bay Street, Simcoe, ON , MLS #S13532098 , Image - 1

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642-644 Bay Street Midland, Simcoe, ON MLS® S13532098

Residential Freehold (Duplex)

$444900.0
price drop iconPrice drop by 11.0%
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Attention Investors or First Time Home Buyers. Amazing Opportunity. Side by Side Duplex. Live in One Side and Rent Out the Other One. Or Rent Out Both
36 Photos
Last Updated : 6 Days ago
259 Centre Street, Simcoe, ON , MLS #S13618232 , Image - 1

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259 Centre Street Stayner, Clearview, Simcoe, ON MLS® S13618232

Residential Freehold (Detached)

$999000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 259 Centre Street, an exceptional executive home built in 2023, offering modern design, premium upgrades, and outstanding flexibility for t
50 Photos
Last Updated : 6 Days ago
36 Oliver's Mill Road, Simcoe, ON , MLS #S13627956 , Image - 1

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36 Oliver's Mill Road Minesing, Springwater, Simcoe, ON MLS® S13627956

Residential Freehold (Detached)

$1478800.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Luxury Living Meets Exceptional Craftsmanship! Welcome to this extensively upgraded executive residence offering over 4,194 sqft. of elegant living sp
23 Photos
Last Updated : 6 Days ago
384 Keller Drive, Simcoe, ON , MLS #S13552012 , Image - 1

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384 Keller Drive Midland, Simcoe, ON MLS® S13552012

Residential Freehold (Detached)

$769900.0
  • 5 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your next family home! This spacious 5+ bedroom, 4-bathroom two-storey residence offers the perfect combination of comfort, functionality,
50 Photos
Last Updated : 6 Days ago
2236 Pemberton Way, Simcoe, ON , MLS #N13627066 , Image - 1

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2236 Pemberton Way Churchill, Innisfil, Simcoe, ON MLS® N13627066

Residential Freehold (Detached)

$1990000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 2236 Pemberton Way, an exceptional 5-bedroom, 4.5-bath luxury residence offering 4,373 sq ft of refined living space on a rare nearly 1-acr
47 Photos
Last Updated : 7 Days ago
1367 Lawson Street, Simcoe, ON , MLS #N13472422 , Image - 1

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1367 Lawson Street Alcona, Innisfil, Simcoe, ON MLS® N13472422

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to nearly 5,000 sq. ft. of refined, modern living on a premium corner lot in one of Innisfil's most desirable communities. Located just five m
17 Photos
Last Updated : 7 Days ago
2670 SOUTH SPARROW LAKE Road, Simcoe, ON , MLS #S13609264 , Image - 1

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2670 SOUTH SPARROW LAKE Road Rural Severn, Severn, Simcoe, ON MLS® S13609264

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 0.1%
  • 5 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This is 57 Acres of Private Paradise! Enjoy approximately 57 acres of picturesque countryside with a private driveway leading to two homes on the prop
49 Photos
Last Updated : 7 Days ago
20 King Street S, Simcoe, ON , MLS #N13538958 , Image - 1

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20 King Street S Cookstown, Innisfil, Simcoe, ON MLS® N13538958

Residential Freehold (Detached)

$1549900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome To 20 King Street S, Known As The King Victorian. A Rare Opportunity To Own A Beautifully Renovated Century Home Dating Back To 1890, Offering
35 Photos
Last Updated : 7 Days ago
3456 Jean Street, Simcoe, ON , MLS #S12938492 , Image - 1

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3456 Jean Street Washago, Severn, Simcoe, ON MLS® S12938492

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 14.4%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Large 2200 SF, Waterfront Home/Cottage with 76 Ft X 207 Ft Lot on the Severn River. Featuring Five Bedrooms, Propane FP, Wood FP, Sunroom, Covered Boa
43 Photos
Last Updated : 7 Days ago
4296 Manton Lane, Simcoe, ON , MLS #S13617202 , Image - 1

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4296 Manton Lane Rural Severn, Severn, Simcoe, ON MLS® S13617202

Residential Freehold (Detached)

$1895000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Experience the best of waterfront living at this beautifully maintained four-bedroom, two-bathroom cottage on the picturesque Severn River. Just 90 mi
40 Photos
Last Updated : 7 Days ago
50 Concession Rd 2 N/A W, Simcoe, ON , MLS #S13076862 , Image - 1

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50 Concession Rd 2 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13076862

Residential Freehold (Detached)

$1499000.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Beautifully Updated 5-Bedroom, 3-Bathroom Home Set On A Rarely Offered 20.31-Acre Four-Season Property Overlooking The Wye River As It Winds Peacefull
37 Photos
Last Updated : 7 Days ago
9 Little Lake Drive, Simcoe, ON , MLS #S13036046 , Image - 1

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9 Little Lake Drive Little Lake, Barrie, Simcoe, ON MLS® S13036046

Residential Freehold (Detached)

$950000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Exceptional opportunity to own a large and highly versatile home offering over 3,000 sq ft of living space plus a partially finished basement, set on
49 Photos
Last Updated : 7 Days ago
15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

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15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's
48 Photos
Last Updated : 7 Days ago
245 Jane Street, Simcoe, ON , MLS #S13532262 , Image - 1

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245 Jane Street Stayner, Clearview, Simcoe, ON MLS® S13532262

Residential Freehold (Detached)

$1149000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Exceptional legal duplex offering the perfect blend of family living and investment potential. The bright, open-concept main home features 3 spacious
46 Photos
Last Updated : 7 Days ago
1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

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1108 Trombley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13621610

Residential Freehold (Detached)

$849000.0
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1108 Trombley Street, a unique lakeside property in the charming hamlet of Belle Ewart, just steps from Lake Simcoe and approximately 45 mi
49 Photos
Last Updated : 8 Days ago
29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

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29 TECUMSETH Street Orillia, Simcoe, ON MLS® S13622146

Residential Freehold (Detached)

$849000.0
  • 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
44 Photos
Last Updated : 8 Days ago
104 The Steps Road, Simcoe, ON , MLS #S13584416 , Image - 1

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104 The Steps Road Rural Ramara, Ramara, Simcoe, ON MLS® S13584416

Residential Freehold (Detached)

$1299888.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
YOUR OWN PRIVATE BEACH ON LAKE SIMCOE! Experience waterfront living at its best with this beautifully renovated Lake Simcoe home, complete with your o
39 Photos
Last Updated : 8 Days ago
2 Hook Court, Simcoe, ON , MLS #S13621808 , Image - 1

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2 Hook Court West Bayfield, Barrie, Simcoe, ON MLS® S13621808

Residential Freehold (Detached)

$999999.0
  • 5 +3 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Discover this stunning oversized two-storey detached home with a double-car garage, ideally situated on a quiet court in the highly sought-after North
1 Photos
Last Updated : 8 Days ago
3525 Tenth Line, Simcoe, ON
3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13422752

Residential Freehold (Detached)

Price On Request
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Discover an exceptional opportunity to acquire 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally positioned
41 Photos
Last Updated : 8 Days ago
2448 Stockdale Road, Simcoe, ON , MLS #S13548570 , Image - 1

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2448 Stockdale Road West Shore, Severn, Simcoe, ON MLS® S13548570

Residential Freehold (Detached)

$1479000.0
price drop iconPrice drop by 1.4%
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to 2448 Stockdale Road, Severn Township. Set on 4 acres, this luxurious custom-built home with wrap-around porch showcases exceptional craftsm
39 Photos
Last Updated : 8 Days ago
1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

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1417 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N12662114

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Here is your chance to own a stunning bungaloft-style home located in the tranquil Gilford, Ontario. This 5-bedroom, 3-bathroom residence offers over
24 Photos
Last Updated : 8 Days ago
102 Westminster Circle, Simcoe, ON , MLS #S13620256 , Image - 1

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102 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S13620256

Residential Freehold (Detached)

$999000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this spacious double garage detached home offering approximately 3,120 sq. ft. of well-designed living space. Featuring 5 generously sized
32 Photos
Last Updated : 8 Days ago
1144 Wickham Road, Simcoe, ON , MLS #N13508276 , Image - 1

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1144 Wickham Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13508276

Residential Freehold (Detached)

$1079000.0
price drop iconPrice drop by 1.8%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Light bright and spacious this rare 5 bedroom model in Fernbrook Homes Bell Aire Shores community is well worth viewing. 3600 sq ft of living area mea
50 Photos
Last Updated : 8 Days ago
4298 Plum Point Road W, Simcoe, ON , MLS #S13562824 , Image - 1

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4298 Plum Point Road W Rural Ramara, Ramara, Simcoe, ON MLS® S13562824

Residential Freehold (Detached)

$1298000.0
  • 5 +1 Beds
  • 3 Baths
  • 3000-3500 sq-ft
WELCOME TO YOUR PRIVATE LAKE SIMCOE RETREAT! Set on approx.100 feet of beautifully rebuilt granite-boulder shoreline, this extensively renovated water
35 Photos
Last Updated : 8 Days ago
1784 Tiny Beaches Road S, Simcoe, ON , MLS #S13487324 , Image - 1

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1784 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13487324

Residential Freehold (Detached)

$1599000.0
  • 5 +2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 1784 Tiny Beaches Road South, where gorgeous Georgian Bay waterfront, a sandy beach, and a spacious family retreat come together in one of
20 Photos
Last Updated : 8 Days ago
86 37th Street N, Simcoe, ON , MLS #S12691270 , Image - 1

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86 37th Street N Wasaga Beach, Simcoe, ON MLS® S12691270

Residential Freehold (Detached)

$1449000.0
price drop iconPrice drop by 5.8%
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 86 37th Street N! Eligible for the HST New Home Rebate. This newly built custom home is a few minutes walk from Wasaga Beach! This meticulo
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