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5 Bedroom Houses for Sale in Simcoe Under $2M - P3

Showing results 61 - 90 of 179
Last Updated: August 06, 2026
  • 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 : 12 Days ago
32 Bridlewood Crescent, Simcoe, ON , MLS #S13508386 , Image - 1
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32 Bridlewood Crescent Wasaga Beach, Simcoe, ON MLS® S13508386

Residential Freehold (Detached)

$889900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Located in the sought-after Sunward Estates community and just two doors from a scenic walking trail leading to Allenwood Beach (approx. 12-minute wal
48 Photos
Last Updated : 13 Days ago
76 CALYPSO Avenue, Simcoe, ON , MLS #S13492752 , Image - 1

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76 CALYPSO Avenue Midhurst, Springwater, Simcoe, ON MLS® S13492752

Residential Freehold (Detached)

$1030000.0
price drop iconPrice drop by 3.3%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome To 76 Calypso Ave In Sought-After Midhurst! This Exceptional 5 Bedrooms, 4 Bathroom Detached 2-Storey Home Sits On A Premium Ravine Lot And Of
35 Photos
Last Updated : 13 Days ago
1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

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1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$599900.0
price drop iconPrice drop by 7.6%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo
24 Photos
Last Updated : 14 Days ago
2048 Mcneil Street, Simcoe, ON , MLS #N13158812 , Image - 1

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2048 Mcneil Street Alcona, Innisfil, Simcoe, ON MLS® N13158812

Residential Freehold (Detached)

$849000.0
price drop iconPrice drop by 9.6%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
A Beautiful Home In Innisfil, With Close To 2500 Sq Ft Above Ground Featuring 5 Bedrooms And 4 Washrooms. The Loft Has Been Converted To A Beautiful 5
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
45 Photos
Last Updated : 14 Days ago
403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

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403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1398000.0
price drop iconPrice drop by 3.6%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores o
20 Photos
Last Updated : 14 Days ago
1965 Jans Boulevard, Simcoe, ON , MLS #N13593780 , Image - 1

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1965 Jans Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13593780

Residential Freehold (Detached)

$899900.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to this bright and spacious 5 Bed/4 Bath home in Alcona! Close to all the amenities you need! This large home has you enter into the foyer wit
50 Photos
Last Updated : 15 Days ago
150 Heritage Street, Simcoe, ON , MLS #N13571412 , Image - 1

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150 Heritage Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13571412

Residential Freehold (Detached)

$1199900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 3 year new executive home offering over 3,000 sq/ft above grade on a desirable premium lot! Nestled on a quiet street and
50 Photos
Last Updated : 15 Days ago
83 Bearberry Road, Simcoe, ON , MLS #S13115616 , Image - 1

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83 Bearberry Road Midhurst, Springwater, Simcoe, ON MLS® S13115616

Residential Freehold (Detached)

$899990.0
price drop iconPrice drop by 7.1%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
REMARKS FORCLIENTS [EREIRrws] Welcome to this luxurious Countrywide 2,814 sq. ft. five-bedroom home, beautifully upgraded with approximately $150,000
42 Photos
Last Updated : 15 Days ago
3734 Line 12 N/A N, Simcoe, ON , MLS #S13468534 , Image - 1

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3734 Line 12 N/A N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13468534

Residential Freehold (Rural Residential)

$1699900.0
price drop iconPrice drop by 9.8%
  • 5 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Improved Price! Welcome to Horseshoe Valley Farm, an exceptional 87-acre country estate in one of Central Ontario's most desirable four-season destina
50 Photos
Last Updated : 15 Days ago
8 W. Dykie Court, Simcoe, ON , MLS #N13482256 , Image - 1

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8 W. Dykie Court Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13482256

Residential Freehold (Detached)

$1390000.0
price drop iconPrice drop by 4.1%
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this stunning, carpet-free detached residence offering 3,484 sq. ft. of luxurious living space, thoughtfully designed with 5 spacious bedro
50 Photos
Last Updated : 15 Days ago
205 Warden Street, Simcoe, ON , MLS #S13582906 , Image - 1

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205 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13582906

Residential Freehold (Detached)

$1299900.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 5-bedroom, 5-bathroom Treasure Hill home in the growing community of Stayner, offering 3,374 sq. ft. of beautifully design
43 Photos
Last Updated : 16 Days ago
30 McAvoy Drive, Simcoe, ON , MLS #S13587704 , Image - 1

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30 McAvoy Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S13587704

Residential Freehold (Detached)

$739900.0
  • 5 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained detached bungalow offering the perfect blend of space, comfort, and outdoor living! Featuring 5 spacious bedroo
29 Photos
Last Updated : 16 Days ago
3 East Street, Simcoe, ON , MLS #S13586364 , Image - 1

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3 East Street Wellington, Barrie, Simcoe, ON MLS® S13586364

Residential Freehold (Triplex)

$1100100.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Solid brick triplex in a desirable, quiet Barrie neighbourhood, offering an excellent opportunity for investors looking to expand their portfolio and
36 Photos
Last Updated : 16 Days ago
15 Valleybrook Road, Simcoe, ON , MLS #S13562066 , Image - 1

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15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13562066

Residential Freehold (Duplex)

$949000.0
price drop iconPrice drop by 5.0%
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Bright and Open Concept Duplex by Tiffany Homes, designed with a striking architectural style and thoughtful layout. Each unit features meticulously c
1 Photos
Last Updated : 16 Days ago
35 Sassafras Road, Simcoe, ON
35 Sassafras Road Midhurst, Springwater, Simcoe, ON MLS® S13585402

Residential Freehold (Detached)

$938990.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to this beautifully appointed brand new 2800 sq. ft. home built by award winning Brookfield Residential located in the sought after Midhurst V
39 Photos
Last Updated : 16 Days ago
19 Mumberson Street, Simcoe, ON , MLS #N13071972 , Image - 1

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19 Mumberson Street Cookstown, Innisfil, Simcoe, ON MLS® N13071972

Residential Freehold (Detached)

$1829000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Almost 5,000 square feet luxury home with 3 car garage (tandem). Largest sized BELCROFT model built by Zanier Homes & Feels almost like a brand new h
41 Photos
Last Updated : 16 Days ago
383 Peek-A-Boo Trail, Simcoe, ON , MLS #S13584692 , Image - 1

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383 Peek-A-Boo Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13584692

Residential Freehold (Detached)

$1499000.0
  • 5 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
YOUR OWN PIECE OF GEORGIAN BAY PARADISE WITH A SANDY BEACH, PRIVATE DOCK & SECOND DWELLING OFFERING MULTIGENERATIONAL POTENTIAL! With 83 feet of priva
45 Photos
Last Updated : 16 Days ago
2636+ Lakeshore Drive, Simcoe, ON , MLS #S13483328 , Image - 1

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2636+ Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13483328

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to own a four-PIN Lake Simcoe property package in the sought-after community of Brechin - offered together as one exceptional water
49 Photos
Last Updated : 16 Days ago
81 Trail Boulevard, Simcoe, ON , MLS #S13583746 , Image - 1

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81 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13583746

Residential Freehold (Detached)

$1489000.0
  • 5 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Nestled in the coveted Stonemanor Woods community in Springwater, this stunning Tribute Home (Sullivan model) offers nearly 5,000 sq. ft. of thoughtfu
43 Photos
Last Updated : 17 Days ago
9992 Hwy 12 Highway, Simcoe, ON , MLS #S13513504 , Image - 1

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9992 Hwy 12 Highway Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13513504

Residential Freehold (Detached)

$734900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Check out this solid, older 5-bedroom, 3-bathroom home with a double car garage at 9992 Highway 12, just past Warminster and only minutes from Orillia
46 Photos
Last Updated : 17 Days ago
1174 15 Line N, Simcoe, ON , MLS #S13151618 , Image - 1

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1174 15 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13151618

Residential Freehold (Detached)

$1299900.0
price drop iconPrice drop by 10.3%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare opportunity to own a west facing, waterfront home on sought-after Bass Lake. Situated on a generous lot with 40 ft of sandy shoreline, this prope
15 Photos
Last Updated : 18 Days ago
353 Ontario Street, Simcoe, ON , MLS #S13515424 , Image - 1

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353 Ontario Street Collingwood, Simcoe, ON MLS® S13515424

Residential Freehold (Triplex)

$850000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Positive cash flowing tri-plex walking distance to downtown Collingwood and Hospital. All tenants in good standing. Tenants pay own hydro ( separate m
50 Photos
Last Updated : 19 Days ago
154 Park Road, Simcoe, ON , MLS #S13476042 , Image - 1

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154 Park Road Rural Tiny, Tiny, Simcoe, ON MLS® S13476042

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 154 Park Rd, Tiny! Steps to beautiful Woodland Beach, this fully updated 5-bed, 3-bath home blends modern comfort with coastal charm. Brigh
50 Photos
Last Updated : 19 Days ago
7 Coles Court, Simcoe, ON , MLS #S13559026 , Image - 1

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7 Coles Court Wasaga Beach, Simcoe, ON MLS® S13559026

Residential Freehold (Detached)

$825000.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 7 Coles Court, Wasaga Beach, tucked at the end of a quiet cul-de-sac with no through traffic. This beautifully updated raised bungalow sits
49 Photos
Last Updated : 20 Days ago
244 Warden Street, Simcoe, ON , MLS #S13573072 , Image - 1

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244 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13573072

Residential Freehold (Detached)

$947000.0
  • 5 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this beautifully crafted brand-new home in the charming town of Stayner, offering the perfect blend of small-town living and easy access to
38 Photos
Last Updated : 20 Days ago
7 Stewart Crescent, Simcoe, ON , MLS #N13573846 , Image - 1

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7 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N13573846

Residential Freehold (Detached)

$1599000.0
  • 5 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Extremely Rare Offering Prestigious Thornton Estates. Welcome to this exceptional family estate nestled in the highly sought-after Thornton Estates Co
32 Photos
Last Updated : 20 Days ago
179 John Street, Simcoe, ON , MLS #S13572748 , Image - 1

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179 John Street Victoria Harbour, Tay, Simcoe, ON MLS® S13572748

Residential Freehold (Triplex)

$649900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Legal triplex recently renovated and ready as a completely turn-key investment with no upfront work required
45 Photos
Last Updated : 20 Days ago
54 Gretzky Avenue, Simcoe, ON , MLS #S13572118 , Image - 1

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54 Gretzky Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13572118

Residential Freehold (Detached)

$899000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
BRAND-NEW HOME WITH NEARLY 2,800 SQ FT, MODERN DESIGN, & ENERGY-EFFICIENT HOUSE! This stunning Detached home offers a RARE 5 Bedroom, 3.5 Bathroom lay
50 Photos
Last Updated : 20 Days ago
23 ALGONQUIN Trail, Simcoe, ON , MLS #S13570154 , Image - 1

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23 ALGONQUIN Trail Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13570154

Residential Freehold (Detached)

$999999.0
  • 5 +0 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 23 Algonquin Trail in the sought-after Sugarbush community of Oro-Medonte. Nestled on a private, treed lot on a quiet dead-end court, this
35 Photos
Last Updated : 21 Days ago
4 Thomas Street, Simcoe, ON , MLS #N12536452 , Image - 1

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4 Thomas Street Glencairn, Adjala-Tosorontio, Simcoe, ON MLS® N12536452

Residential Freehold (Detached)

$999900.0
  • 5 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Welcome to a rare opportunity to own a home where timeless character meets space to grow. Perfect for first-time home buyers ready to put down roots o
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