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5 Bedroom Houses for Sale in Simcoe Under $2M - P5

Showing results 121 - 150 of 174
Last Updated: December 05, 2025
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
24 Photos
Last Updated : 149 Days ago
2121 Gordon Street, Simcoe, ON , MLS #40748662 , Image - 1
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2121 Gordon Street Stroud, Innisfil, Simcoe, ON MLS® 40748662

Residential (Single Family Residence)

$885000
  • 5 Beds
  • 2 Baths
  • 2002 sq-ft
MOVE-IN READY RAISED BUNGALOW ON A 78 X 208 FT LOT WITH A BACKYARD THAT GOES BIG! Big lot. Bigger lifestyle. This all-brick raised bungalow in Stroud
50 Photos
Last Updated : 149 Days ago
29 Robert Boulevard, Simcoe, ON , MLS #40748651 , Image - 1

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29 Robert Boulevard Hillsdale, Springwater, Simcoe, ON MLS® 40748651

Residential (Single Family Residence)

$1550000
  • 5 Beds
  • 3 Baths
  • 2500 sq-ft
Located in the small, sought-after village of Hillsdale, this stunning and meticulously maintained 5-bedroom, 3-bathroom home sits on a private 1.5+ a
34 Photos
Last Updated : 149 Days ago
7816 6th Line, Simcoe, ON , MLS #40747197 , Image - 1

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7816 6th Line Rural King, Essa, Simcoe, ON MLS® 40747197

Residential (Single Family Residence)

$1450000
  • 5 Beds
  • 4 Baths
  • 4422 sq-ft
SPRAWLING ESTATE HOME ON 2 ACRES WITH 4,400+ SQ FT, A WALKOUT BASEMENT & LOFT RETREAT OFFERING MULTI-GENERATIONAL OPPORTUNITIES! This is the kind of h
41 Photos
Last Updated : 149 Days ago
60 Knupp Road, Simcoe, ON , MLS #40746703 , Image - 1

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60 Knupp Road Edgehill Drive, Barrie, Simcoe, ON MLS® 40746703

Residential (Single Family Residence)

$1080000
  • 5 Beds
  • 4 Baths
  • 3229 sq-ft
Welcome to 60 Knupp Road — a beautifully maintained and updated two-storey home nestled in Barrie’s desirable west end. With over 2,300 sq. ft. of abo
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
49 Photos
Last Updated : 149 Days ago
143 Crompton Drive, Simcoe, ON , MLS #40746590 , Image - 1

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143 Crompton Drive Little Lake, Barrie, Simcoe, ON MLS® 40746590

Residential (Single Family Residence)

$979900
  • 5 Beds
  • 4 Baths
  • 3079 sq-ft
Do not miss your chance to live in the prestigious Country Club Estates, a highly sought-after neighborhood surrounded by mature trees and ravine lots
43 Photos
Last Updated : 149 Days ago
1175 Carson Road, Simcoe, ON , MLS #40746377 , Image - 1

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1175 Carson Road Midhurst, Springwater, Simcoe, ON MLS® 40746377

Residential (Single Family Residence)

$919000
  • 5 Beds
  • 2 Baths
  • 1524 sq-ft
A rare blend of nature, privacy & convenience, just minutes from Barrie! This dream retreat is just a 4 minute drive from Georgian Mall and all the am
42 Photos
Last Updated : 149 Days ago
150 Daphne Crescent, Simcoe, ON , MLS #40745937 , Image - 1

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150 Daphne Crescent Cundles East, Barrie, Simcoe, ON MLS® 40745937

Residential (Single Family Residence)

$749950
  • 5 Beds
  • 2 Baths
  • 1442 sq-ft
Located near RVH and Georgian College, this well-presented legal duplex backs onto Ferris Park, and offers easyaccess to schools, shops, restaurants,
38 Photos
Last Updated : 149 Days ago
864 Lebanon Drive, Simcoe, ON , MLS #40745826 , Image - 1

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864 Lebanon Drive Alcona, Innisfil, Simcoe, ON MLS® 40745826

Residential (Single Family Residence)

$729000
  • 5 Beds
  • 4 Baths
  • 2960 sq-ft
Charismatic Country home offering 4+1bed, 4 bath w/ finished sep-entrance in-law suite, approx 3000 sqft of living space situated on a generous 58x166
50 Photos
Last Updated : 149 Days ago
114 Jewel House Lane, Simcoe, ON , MLS #40745108 , Image - 1

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114 Jewel House Lane Innis-Shore, Barrie, Simcoe, ON MLS® 40745108

Residential (Single Family Residence)

$1289000
  • 5 Beds
  • 3 Baths
  • 2817 sq-ft
Situated on a generous 51 ft x 141 ft fully fenced lot with front and rear irrigation, this stunning Grandview-built home offers outstanding living in
42 Photos
Last Updated : 149 Days ago
469 Ramblewood Drive, Simcoe, ON , MLS #40744388 , Image - 1

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469 Ramblewood Drive Wasaga Beach, Simcoe, ON MLS® 40744388

Residential (Single Family Residence)

$895000
  • 5 Beds
  • 3 Baths
  • 3265 sq-ft
Welcome to this stunning, fully renovated all-brick bungalow in the heart of Wasaga Beach's sought-after West End! Nestled on a premium 62' x 131' lot
49 Photos
Last Updated : 149 Days ago
1 Mariposa Drive, Simcoe, ON , MLS #40743818 , Image - 1

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1 Mariposa Drive Orillia, Simcoe, ON MLS® 40743818

Residential (Single Family Residence)

$799900
  • 5 Beds
  • 3 Baths
  • 2321 sq-ft
Amazing Investment!! Completely renovated 5 Bedroom LEGAL DUPLEX in Orillia close to all amenities, walking trails and easy access from Hwy 11!! Thi
45 Photos
Last Updated : 149 Days ago
136 Patterson Street N, Simcoe, ON , MLS #40743155 , Image - 1

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136 Patterson Street N Beeton, New Tecumseth, Simcoe, ON MLS® 40743155

Residential (Single Family Residence)

$960000
  • 5 Beds
  • 2 Baths
  • 1232 sq-ft
Charming Raised Bungalow on a Huge Half-Acre Lot! Enjoy the best of both worlds peaceful country living just minutes from city amenities! Nestled in a
36 Photos
Last Updated : 149 Days ago
112 Farlain Lake Road E, Simcoe, ON , MLS #40742750 , Image - 1

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112 Farlain Lake Road E Rural Tiny, Tiny, Simcoe, ON MLS® 40742750

Residential (Single Family Residence)

$935000
  • 5 Beds
  • 3 Baths
  • 1166 sq-ft
Turnkey Cottage with Incredible Waterfront Lot on Farlain Lake! This rare offering features nearly half an acre (.471 acres) of sun-drenched, private
30 Photos
Last Updated : 149 Days ago
3705 County Road 124, Simcoe, ON , MLS #40741209 , Image - 1

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3705 County Road 124 Rural Clearview, Clearview, Simcoe, ON MLS® 40741209

Residential (Single Family Residence)

$1229000
  • 5 Beds
  • 3 Baths
  • 2569 sq-ft
COUNTRY LIVING AT ITS BEST - WITH BLUE MOUNTAIN VIEWS, RURAL TRANQUILLITY MEETS EVERYDAY CONVENIENCE IN THE CHARMING VILLAGE OF NOTTAWA! Discover the
16 Photos
Last Updated : 149 Days ago
11 Hills Thistle Drive, Simcoe, ON , MLS #40740074 , Image - 1

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11 Hills Thistle Drive Wasaga Beach, Simcoe, ON MLS® 40740074

Residential (Single Family Residence)

$745000
price drop iconPrice drop by 5.6%
  • 5 Beds
  • 4 Baths
  • 2200 sq-ft
Welcome to the Heart of Georgian Sand in Wasaga Beach! Just minutes from the shoreline, this fully upgraded, one-of-a-kind 4-bedroom home offers over
35 Photos
Last Updated : 149 Days ago
134 Spruce Street, Simcoe, ON , MLS #40739479 , Image - 1

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134 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® 40739479

Residential (Single Family Residence)

$1099000
  • 5 Beds
  • 3 Baths
  • 3485 sq-ft
A CUSTOM-BUILT STUNNER WITH OVER 3,400 FIN SQFT, COZY CHARM & THE BEACH JUST STEPS AWAY! Perfectly placed beneath a canopy of lush, mature trees in Ti
44 Photos
Last Updated : 149 Days ago
51 Shakespeare Crescent, Simcoe, ON , MLS #40739234 , Image - 1

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51 Shakespeare Crescent Letitia Heights, Barrie, Simcoe, ON MLS® 40739234

Residential (Single Family Residence)

$849000
  • 5 Beds
  • 4 Baths
  • 2640 sq-ft
Welcome to this beautifully maintained two-story home offering space, comfort, and flexibility for todays lifestyle. Featuring 4 generously sized bedr
42 Photos
Last Updated : 149 Days ago
77 Mennill Drive, Simcoe, ON , MLS #40737141 , Image - 1

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77 Mennill Drive Snow Valley, Springwater, Simcoe, ON MLS® 40737141

Residential (Single Family Residence)

$1899900
  • 5 Beds
  • 5 Baths
  • 3657 sq-ft
Nestled on a beautifully wooded lot in the sought-after community of Snow Valley, this custom bungalow offers over 3,600 square feet of finished livin
36 Photos
Last Updated : 149 Days ago
973 Church Drive, Simcoe, ON , MLS #40735431 , Image - 1

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973 Church Drive Lefroy, Innisfil, Simcoe, ON MLS® 40735431

Residential (Single Family Residence)

$988888
  • 5 Beds
  • 2 Baths
  • 1500 sq-ft
Welcome to this beautifully renovated home nestled on a peaceful street in the heart of Lefroy. Just a 15-minutedrive to Highway 400 and within walkin
50 Photos
Last Updated : 149 Days ago
102 Highland Drive, Simcoe, ON , MLS #40734662 , Image - 1

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102 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® 40734662

Residential (Single Family Residence)

$1399999
  • 5 Beds
  • 3 Baths
  • 4096 sq-ft
Luxury Living in a Coveted Location Welcome to 102 Highland Drive, Horseshoe Valley Nestled in one of Simcoe Countys most sought-after communities, t
49 Photos
Last Updated : 149 Days ago
1359 Mosley Street, Simcoe, ON , MLS #40733909 , Image - 1

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1359 Mosley Street Wasaga Beach, Simcoe, ON MLS® 40733909

Residential (Single Family Residence)

$1050000
  • 5 Beds
  • 3 Baths
  • 2489 sq-ft
Yes, 1359 Mosley is located on a lively main road—but don’t let that fool you. The real magic happens out back! Step beyond the front door and you're
41 Photos
Last Updated : 149 Days ago
25 Paddington Grove, Simcoe, ON , MLS #40730248 , Image - 1

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25 Paddington Grove Rural Barrie Southwest, Barrie, Simcoe, ON MLS® 40730248

Residential (Single Family Residence)

$1149000
  • 5 Beds
  • 5 Baths
  • 4212 sq-ft
Elegant Executive Home in Prime South End Barrie! Welcome to 25 Paddington Grove, a stunning residence offering over 4,200 sq. ft. of finished living
50 Photos
Last Updated : 149 Days ago
292 Leacock Drive, Simcoe, ON , MLS #40730221 , Image - 1

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292 Leacock Drive Letitia Heights, Barrie, Simcoe, ON MLS® 40730221

Residential (Single Family Residence)

$1100000
  • 5 Beds
  • 3 Baths
  • 2400 sq-ft
Welcome Home!!! This 4 + 1 Bedroom Gregor Built all brick 2 storey, located next to the park is incredible! Over 2450 sq ft plus full finished walkout
40 Photos
Last Updated : 149 Days ago
350 Concession 5 W, Simcoe, ON , MLS #40727476 , Image - 1

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350 Concession 5 W Rural Tiny, Tiny, Simcoe, ON MLS® 40727476

Residential (Single Family Residence)

$1250000
price drop iconPrice drop by 3.8%
  • 5 Beds
  • 3 Baths
  • 2033.31 sq-ft
Welcome to the beautiful peaceful retreat located in Tiny on 34 of scenic land. Surrounded by mature forest, this charming 5 bedroom, 3 bathroom, rais
50 Photos
Last Updated : 149 Days ago
3738 Fairway Road, Simcoe, ON , MLS #40727373 , Image - 1

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3738 Fairway Road Rural Innisfil, Innisfil, Simcoe, ON MLS® 40727373

Residential (Single Family Residence)

$1369000
  • 5 Beds
  • 3 Baths
  • 2822 sq-ft
Frustrated you can't check all your boxes while house hunting? Look no further, you've found your dream home. With 1.28-acre deeded waterfront acces
40 Photos
Last Updated : 149 Days ago
33 Primrose Crescent, Simcoe, ON , MLS #40726597 , Image - 1

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33 Primrose Crescent Ardagh, Barrie, Simcoe, ON MLS® 40726597

Residential (Single Family Residence)

$980000
  • 5 Beds
  • 3 Baths
  • 1259 sq-ft
Welcome to this beautifully maintained Gregor-built home, proudly offered for sale by the original owners—the very first time this exceptional propert
38 Photos
Last Updated : 149 Days ago
66 Pearl Drive, Simcoe, ON , MLS #40725333 , Image - 1

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66 Pearl Drive Orillia, Simcoe, ON MLS® 40725333

Residential (Single Family Residence)

$739950
price drop iconPrice drop by 2.6%
  • 5 Beds
  • 2 Baths
  • 2316 sq-ft
Stylish & Spacious 3+2 Bedroom Home in Sought-After West Ridge, OrilliaWelcome to this beautifully updated and move-in ready detached home, ideally lo
40 Photos
Last Updated : 149 Days ago
190 Centre Street, Simcoe, ON , MLS #40725306 , Image - 1

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190 Centre Street Angus, Essa, Simcoe, ON MLS® 40725306

Residential (Single Family Residence)

$1079000
  • 5 Beds
  • 4 Baths
  • 3113 sq-ft
This unique family home is set on a rare, expansive in-town property beside the picturesque Nottawasaga River, offering the perfect blend of space, co
43 Photos
Last Updated : 149 Days ago
3075 Orion Blvd Boulevard, Simcoe, ON , MLS #40724071 , Image - 1

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3075 Orion Blvd Boulevard Orillia, Simcoe, ON MLS® 40724071

Residential (Single Family Residence)

$1079999
price drop iconPrice drop by 4.0%
  • 5 Beds
  • 7 Baths
  • 3763 sq-ft
Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfect blend of luxury, comfort, and functionality, des
47 Photos
Last Updated : 149 Days ago
7987 County Road 1 Road, Simcoe, ON , MLS #40723966 , Image - 1

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7987 County Road 1 Road Loretto, Adjala-Tosorontio, Simcoe, ON MLS® 40723966

Residential (Single Family Residence)

$899900
price drop iconPrice drop by 3.2%
  • 5 Beds
  • 2 Baths
  • 2569.45 sq-ft
Discover this charming bungalow nestled in the peaceful Hamlet of Loretto, offering the perfect blend of countryside tranquility and urban convenience
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