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5 Bedroom Houses for Sale in Simcoe Under $2M - P6

Showing results 151 - 174 of 174
Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
46 Photos
Last Updated : 149 Days ago
99 Wellington Street E, Simcoe, ON , MLS #40722911 , Image - 1
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99 Wellington Street E Codrington, Barrie, Simcoe, ON MLS® 40722911

Residential Income (Duplex Up/Down)

$799900
  • 5 Beds
  • 2 Baths
  • 1797 sq-ft
Turn-Key Legal Duplex Bungalow in the Heart of Barrie. Welcome to 99 Wellington Street East, a beautifully maintained and thoughtfully upgraded legal
50 Photos
Last Updated : 149 Days ago
14 Regalia Way, Simcoe, ON , MLS #40722176 , Image - 1

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14 Regalia Way Innis-Shore, Barrie, Simcoe, ON MLS® 40722176

Residential (Single Family Residence)

$1325000
price drop iconPrice drop by 5.4%
  • 5 Beds
  • 4 Baths
  • 3150 sq-ft
Welcome to 14 Regalia Way Barrie. This executive themed property features it all! Luxury, class, style and location! Located minutes from everything o
30 Photos
Last Updated : 149 Days ago
4927 25 Side Road, Simcoe, ON , MLS #40720571 , Image - 1

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4927 25 Side Road Rural King, Essa, Simcoe, ON MLS® 40720571

Residential (Single Family Residence)

$1224900
  • 5 Beds
  • 3 Baths
  • 1560 sq-ft
Custom-Built Walk-Out Bungalow on 2.3 Acres of Ultimate Privacy! Experience serene country living in this beautifully crafted custom walk-out bungalow
27 Photos
Last Updated : 149 Days ago
791 Horseshoe Valley Road E, Simcoe, ON , MLS #40713078 , Image - 1

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791 Horseshoe Valley Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® 40713078

Farm (Agriculture)

$1850000
  • 5 Beds
  • 5 Baths
  • 3540 sq-ft
Discover a world of tranquility with this picturesque 80+ acre farm, perfect blend of modern living and rural serenity. The centrepiece of this estate
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 : 149 Days ago
25 Heron Boulevard, Simcoe, ON , MLS #40713032 , Image - 1

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25 Heron Boulevard Snow Valley, Springwater, Simcoe, ON MLS® 40713032

Residential (Single Family Residence)

$1875000
price drop iconPrice drop by 3.8%
  • 5 Beds
  • 3 Baths
  • 1831 sq-ft
Nestled in an exclusive enclave of executive homes, 25 Heron Blvd offers the perfect blend of luxury, privacy, and convenience. Located just minutes f
37 Photos
Last Updated : 149 Days ago
3173 Bass Lake Side Road E, Simcoe, ON , MLS #40699209 , Image - 1

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3173 Bass Lake Side Road E Orillia, Simcoe, ON MLS® 40699209

Residential (Single Family Residence)

$864900
price drop iconPrice drop by 3.7%
  • 5 Beds
  • 4 Baths
  • 3444 sq-ft
Welcome to this rare opportunity inside city limits! Nestled on a mature, tree-lined street, this beautifully maintained home offers the perfect blend
21 Photos
Last Updated : 149 Days ago
47 Grove Street E, Simcoe, ON , MLS #40697385 , Image - 1

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47 Grove Street E Wellington, Barrie, Simcoe, ON MLS® 40697385

Residential Income (Multi-3 Unit)

$898000
price drop iconPrice drop by 7.8%
  • 5 Beds
  • 3 Baths
  • 2831 sq-ft
Legal Conforming Triplex – 3 Units - Newly Renovated and Ready for You!Welcome to this beautifully renovated 3-unit building, where modern living mee
50 Photos
Last Updated : 149 Days ago
117 Rowe Street, Simcoe, ON , MLS #40696279 , Image - 1

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117 Rowe Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® 40696279

Residential (Single Family Residence)

$1749900
  • 5 Beds
  • 4 Baths
  • 4384 sq-ft
Featured in the heart of Bradford West Gwillimbury's Newly built Bondhead Subdivision is this masterpiece of a family home! 5 bathrooms, 5 bedrooms an
21 Photos
Last Updated : 149 Days ago
35 Dillon Drive, Simcoe, ON , MLS #40672397 , Image - 1

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35 Dillon Drive Collingwood, Simcoe, ON MLS® 40672397

Residential Income (Duplex Up/Down)

$777000
price drop iconPrice drop by 8.5%
  • 5 Beds
  • 2 Baths
  • 2200 sq-ft
For more information click the brochure button below.Description: For more information, please click Brochure button. Welcome to this beautifully reno
50 Photos
Last Updated : 257 Days ago
3146 Wasdell Falls Road, Simcoe, ON , MLS #40682484 , Image - 1

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3146 Wasdell Falls Road Rural Severn, Severn, Simcoe, ON MLS® 40682484

Residential (Single Family Residence)

$1548888
  • 5 Beds
  • 5 Baths
  • 3340 sq-ft
Welcome to your dream property! Nestled on 41 sprawling acres and directly across from the Severn River, this 4+1 bedroom, 4.5-bath home is a true ret
38 Photos
Last Updated : 257 Days ago
14 Snowy Owl Crescent, Simcoe, ON , MLS #40708904 , Image - 1

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14 Snowy Owl Crescent Little Lake, Barrie, Simcoe, ON MLS® 40708904

Residential (Single Family Residence)

$899000
  • 5 Beds
  • 1 Baths
  • 1850 sq-ft
Stunning 4+1 Bedroom Home with Oasis Master Bath, Open-Concept Living & Versatile Basement! Welcome to this beautifullydesigned 4+1 bedroom, 4-bathroo
35 Photos
Last Updated : 335 Days ago
29 Berkshire Avenue, Simcoe, ON , MLS #40651016 , Image - 1

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29 Berkshire Avenue Wasaga Beach, Simcoe, ON MLS® 40651016

Residential (Row/Townhouse)

$685000
  • 5 Beds
  • 4 Baths
  • 2588 sq-ft
**IN LAW SUITE**Welcome to this stunning townhome located in a sought-after golf course community, where neighbours are like family. This home is link
39 Photos
Last Updated : 336 Days ago
89 Julia Crescent, Simcoe, ON , MLS #40680361 , Image - 1

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89 Julia Crescent Orillia, Simcoe, ON MLS® 40680361

Residential (Single Family Residence)

$654900
  • 5 Beds
  • 4 Baths
  • 2205 sq-ft
Welcome home to this 3+2 bedroom, 4 bathroom home in desirable Westridge. Spacious interior, large living room and eat-in kitchen with granite counte
45 Photos
Last Updated : 366 Days ago
6123  27/28 Nottawasaga Sideroad, Simcoe, ON , MLS #40682444 , Image - 1

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6123 27/28 Nottawasaga Sideroad Stayner, Clearview, Simcoe, ON MLS® 40682444

Residential (Single Family Residence)

$1799000
  • 5 Beds
  • 4 Baths
  • 3718 sq-ft
Luxury Custom-Built Home in Clearview -Ultimate Four Season Retreat Nestled on 20.99 Acres in a Peaceful Rural Setting~ Prime Ski Area, Close Proximit
20 Photos
Last Updated : 374 Days ago
538 Nelson Street, Simcoe, ON , MLS #40680663 , Image - 1

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538 Nelson Street Midland, Simcoe, ON MLS® 40680663

Residential Income (Duplex Up/Down)

$525000
  • 5 Beds
  • 2 Baths
  • 1689 sq-ft
Attention investors! This turn-key duplex offers the perfect opportunity to expand your portfolio in a great location near parks, Little Lake, and a v
49 Photos
Last Updated : 375 Days ago
4 Foxwood Crescent, Simcoe, ON , MLS #40659958 , Image - 1

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4 Foxwood Crescent Wasaga Beach, Simcoe, ON MLS® 40659958

Residential (Single Family Residence)

$999900
  • 5 Beds
  • 3 Baths
  • 2802.58 sq-ft
Welcome to 4 Foxwood Crescent, located in the desirable Blueberry Trails neighborhood of Wasaga Beach. This stunning raised bungalow offers a perfect
47 Photos
Last Updated : 375 Days ago
44 Trails End, Simcoe, ON , MLS #40654486 , Image - 1

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44 Trails End Collingwood, Simcoe, ON MLS® 40654486

Residential (Single Family Residence)

$1990000
  • 5 Beds
  • 4 Baths
  • 4325 sq-ft
Welcome home to 44 Trails End. A stunning and grand custom-built log home, nestled on a quiet cul-de-sac of a sought after, family friendly neighbourh
34 Photos
Last Updated : 375 Days ago
92 Main Road, Simcoe, ON , MLS #40680469 , Image - 1

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92 Main Road Devil's Glen, Clearview, Simcoe, ON MLS® 40680469

Residential (Single Family Residence)

$975000
  • 5 Beds
  • 4 Baths
  • 1977 sq-ft
Over 1900 square foot chalet on the Devils Glen Ski Club property with spectacular views and walking distance to the Clubhouse. 5 total bedrooms, 2.5
32 Photos
Last Updated : 376 Days ago
54 Asselin Drive, Simcoe, ON , MLS #40678478 , Image - 1

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54 Asselin Drive Rural Tiny, Tiny, Simcoe, ON MLS® 40678478

Residential (Single Family Residence)

$1299900
  • 5 Beds
  • 3 Baths
  • 3324 sq-ft
Nestled on a beautifully landscaped, 1-acre lot is this custom-built brick bungalow, surrounded by scenic farm fields in a quiet location. Every detai
32 Photos
Last Updated : 384 Days ago
5 Oakwood Avenue, Simcoe, ON , MLS #40669066 , Image - 1

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5 Oakwood Avenue Rural Tiny, Tiny, Simcoe, ON MLS® 40669066

Residential (Single Family Residence)

$1295000
  • 5 Beds
  • 3 Baths
  • 2809 sq-ft
Welcome to Your Dream Home in Tiny Township!Nestled just 90 minutes north of Toronto, this stunning new home offers the perfect blend of luxury and co
24 Photos
Last Updated : 386 Days ago
687 Montreal St, Simcoe, ON , MLS #40676994 , Image - 1

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687 Montreal St Midland, Simcoe, ON MLS® 40676994

Residential Income (Duplex Up/Down)

$789900
  • 5 Beds
  • 2 Baths
  • 2160 sq-ft
Welcome to your next investment opportunity to own in sought after West End Midland This newer purpose built legal duplex has so much potential. Live
24 Photos
Last Updated : 390 Days ago
4330 Marr Lane, Simcoe, ON , MLS #40670156 , Image - 1

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4330 Marr Lane Rural Severn, Severn, Simcoe, ON MLS® 40670156

Residential (Single Family Residence)

$1895000
  • 5 Beds
  • 3 Baths
  • 2955 sq-ft
Situated on renowned Canadian Shield granite along a serene channel of the Severn River, 4330 Marr Lane is designed to embrace its stunning surroundin
50 Photos
Last Updated : 390 Days ago
38 Richard Street, Simcoe, ON , MLS #40673658 , Image - 1

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38 Richard Street Victoria Harbour, Tay, Simcoe, ON MLS® 40673658

Residential (Single Family Residence)

$574000
  • 5 Beds
  • 2 Baths
  • 2924 sq-ft
Nestled on nearly an 1-acre lot right in town, this classic two storey century home blends timeless character with endless potential. Featuring 5 flex
24 Photos
Last Updated : 434 Days ago
51 Smallman Drive, Simcoe, ON , MLS #40643024 , Image - 1

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51 Smallman Drive Wasaga Beach, Simcoe, ON MLS® 40643024

Residential (Single Family Residence)

$725000
  • 5 Beds
  • 3 Baths
  • 1281 sq-ft
Welcome Home to 51 Smallman Drive! This detached home features 5 bedrooms and 3 bathrooms with great in-law capability. Spacious main floor living wi
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