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Houses for Sale in Simcoe Under $5 Million - P50

Showing results 1471 - 1500 of 5141
Last Updated: August 11, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
21 Photos
Last Updated : 7 Days ago
850 Leslie Drive, Simcoe, ON , MLS #N13592052 , Image - 1
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850 Leslie Drive Alcona, Innisfil, Simcoe, ON MLS® N13592052

Residential Freehold (Detached)

$794500.0
price drop iconPrice drop by 5.4%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this spacious and well-maintained 3+1 bedroom, 3 bathroom family home, ideally located in one of Innisfil's most desirable neighbourhoods.
40 Photos
Last Updated : 7 Days ago
56 Potter Crescent, Simcoe, ON , MLS #N13626018 , Image - 1

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56 Potter Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N13626018

Residential Freehold (Att/Row/Townhouse)

$729000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Don't Miss This Fully Renovated and Freshly Painted **End Unit Townhome Feels Like a Semi-Detached, Just Move In! Too many upgrades to Mention; Newer
40 Photos
Last Updated : 7 Days ago
2477 Old Fort Road, Simcoe, ON , MLS #S13634902 , Image - 1

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2477 Old Fort Road Rural Tay, Tay, Simcoe, ON MLS® S13634902

Residential Freehold (Detached)

$825000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Imagine starting your morning with a coffee on the porch, surrounded by the peace and privacy of your own fully fenced one-acre property. There's room
24 Photos
Last Updated : 7 Days ago
100 Nottawaga Drive, Simcoe, ON , MLS #S13097264 , Image - 1

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100 Nottawaga Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13097264

Residential Freehold (Detached)

$1590000.0
price drop iconPrice drop by 5.1%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nottawaga Beach is one of Tiny Township's highly sought after beaches. This three bedroom cottage offers frontage onto a pristine sand beach and stun
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
27 Photos
Last Updated : 7 Days ago
1 Ottaway Avenue, Simcoe, ON , MLS #S13571160 , Image - 1

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1 Ottaway Avenue East Bayfield, Barrie, Simcoe, ON MLS® S13571160

Residential Freehold (Detached)

$768000.0
price drop iconPrice drop by 2.2%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Beautifully renovated from top to bottom, this exceptional 4-level sidesplit is tucked away on a quiet cul-de-sac in one of Barrie's most sought-after
50 Photos
Last Updated : 7 Days ago
11 Rue Karola Road, Simcoe, ON , MLS #S13602484 , Image - 1

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11 Rue Karola Road Rural Tiny, Tiny, Simcoe, ON MLS® S13602484

Residential Freehold (Detached)

$1199000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this impressive custom-built 3 bedroom, 2 bath raised bungalow nestled on a private property. This spacious home features generous principa
44 Photos
Last Updated : 7 Days ago
2 Irene Drive, Simcoe, ON , MLS #S13488976 , Image - 1

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2 Irene Drive Painswick South, Barrie, Simcoe, ON MLS® S13488976

Residential Freehold (Detached)

$949900.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
LOCATION LOCATION ,10 minutes drive to the beach,walking distace to parks.This immaculate bright home(CORNER LOT)has been well cared for and thoughtfu
40 Photos
Last Updated : 7 Days ago
220 Belmoral Drive, Simcoe, ON , MLS #S13570628 , Image - 1

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220 Belmoral Drive Orillia, Simcoe, ON MLS® S13570628

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this 4 Bedroom family home nestled in Orillia's highly sought-after North Ward. Thoughtfully designed with spacious living areas, this home
46 Photos
Last Updated : 7 Days ago
5 Wood Crescent, Simcoe, ON , MLS #N13634752 , Image - 1

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5 Wood Crescent Angus, Essa, Simcoe, ON MLS® N13634752

Residential Freehold (Detached)

$949000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
GRAB THE POOL FLOATIES, SKIP THE YARD WORK & START LIVING LIKE EVERY WEEKEND IS A GETAWAY! This backyard feels more like a private resort than a tradi
50 Photos
Last Updated : 7 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13634756 , Image - 1

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Unit-224, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13634756

Residential Condo & Other (Condo Apartment)

$355000.0
  • 1 +0 Beds
  • 1 Baths
  • 500-599 sq-ft
Whether you're seeking a full-time home, weekend retreat, recreational getaway, or investment property, this turnkey condo chalet offers an exceptiona
28 Photos
Last Updated : 7 Days ago
1016 Wright Drive, Simcoe, ON , MLS #S13632876 , Image - 1

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1016 Wright Drive Midland, Simcoe, ON MLS® S13632876

Residential Freehold (Semi-Detached )

$649900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Built in 2021 and thoughtfully upgraded throughout, this modern home showcases stylish flooring, central air
28 Photos
Last Updated : 7 Days ago
59 Highlands Crescent, Simcoe, ON , MLS #S13429222 , Image - 1

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59 Highlands Crescent Collingwood, Simcoe, ON MLS® S13429222

Residential Freehold (Detached)

$997900.0
price drop iconPrice drop by 0.1%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to the family home you've been waiting for. Situated on a premium oversized corner lot in one of Collingwood's most sought-after neighbourhoo
48 Photos
Last Updated : 7 Days ago
3852 Muley Point Road, Simcoe, ON , MLS #S13634570 , Image - 1

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3852 Muley Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13634570

Residential Freehold (Detached)

$1549000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 3852 Muley Point Road, a beautifully maintained 1 1/2-storey home offering 104 feet of pristine waterfront on a quiet, dead-end street with
50 Photos
Last Updated : 7 Days ago
8 Oliver's Mill Road, Simcoe, ON , MLS #S13479270 , Image - 1

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8 Oliver's Mill Road Centre Vespra, Springwater, Simcoe, ON MLS® S13479270

Residential Freehold (Detached)

$1349000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Escape to your own private backyard resort! This beautifully maintained 2 story home offers just over 3,400 total sq. ft. of comfort and luxury, featu
27 Photos
Last Updated : 7 Days ago
1558 Champlain Road, Simcoe, ON , MLS #S13557406 , Image - 1

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1558 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13557406

Residential Freehold (Detached)

$424500.0
price drop iconPrice drop by 3.5%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking for a true summer cottage escape? This three bedroom seasonal, full insulated cottage presents a fantastic opportunity to own an affordable re
22 Photos
Last Updated : 7 Days ago
8 Culinary Lane, Simcoe, ON , MLS #S13512044 , Image - 1

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8 Culinary Lane
Unit-101, 8 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13512044

Residential Condo & Other (Condo Apartment)

$529900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Amazing 1st floor condo unit features 1199 sq ft with two bedrooms plus den & two full bathrooms. Open concept floor plan with 9' ceilings, laminate &
36 Photos
Last Updated : 7 Days ago
34 Crompton Drive, Simcoe, ON , MLS #S13634488 , Image - 1

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34 Crompton Drive Little Lake, Barrie, Simcoe, ON MLS® S13634488

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 34 Crompton Drive in Barrie - a beautifully maintained carpet-free two-storey home backing directly onto the prestigious Barrie Country Clu
34 Photos
Last Updated : 7 Days ago
61 Ivy Crescent, Simcoe, ON , MLS #S13505360 , Image - 1

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61 Ivy Crescent Wasaga Beach, Simcoe, ON MLS® S13505360

Residential Freehold (Att/Row/Townhouse)

$499999.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully maintained townhouse approximately 1,268 sq. ft. in The Villas at Wasaga Meadows, a sought after Land Lease community by P
19 Photos
Last Updated : 7 Days ago
241 Mountain Avenue, Simcoe, ON , MLS #S13621732 , Image - 1

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241 Mountain Avenue Waubaushene, Tay, Simcoe, ON MLS® S13621732

Residential Freehold (Vacant Land)

$119000.0
Welcome to 241 Mountain Road in Waubaushene, Where 1.32 Acres of Opportunity Await. This Partially Cleared Property Offers a Head Start for Those Look
50 Photos
Last Updated : 7 Days ago
8941 County 91 Road, Simcoe, ON , MLS #S13136856 , Image - 1

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8941 County 91 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13136856

Residential Freehold (Detached)

$1364000.0
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to your own private retreat set on just over 4 acres, offering breathtaking panoramic views of Georgian Bay and the surrounding countryside. T
38 Photos
Last Updated : 7 Days ago
5411 Elliott Side Road, Simcoe, ON , MLS #S13634044 , Image - 1

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Unit-27 Scottsdale, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13634044

Residential Freehold (MobileTrailer)

$529777.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 5411 Elliott Side Road #27 in a beautifully maintained modular park located in the quiet and sought-after Retirement community of Candlelig
40 Photos
Last Updated : 7 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13631316 , Image - 1

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Unit-18, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13631316

Residential Condo & Other (Condo Townhouse)

$399900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Experience the waterfront and canal lifestyle of Lagoon City, conveniently located just over an hour north of the GTA. This three-bedroom, two-bathroo
48 Photos
Last Updated : 7 Days ago
36 Grouse Glen, Simcoe, ON , MLS #S13632564 , Image - 1

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36 Grouse Glen Ardagh, Barrie, Simcoe, ON MLS® S13632564

Residential Freehold (Detached)

$1499999.0
  • 2 +2 Beds
  • 4 Baths
  • 1100-1500 sq-ft
Welcome to 36 Grouse Glen, a 2681 sqft beautifully reimagined home where luxury finishes and resort-style outdoor living come together. From the momen
26 Photos
Last Updated : 7 Days ago
1 Lang Drive, Simcoe, ON , MLS #S13633226 , Image - 1

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1 Lang Drive Northwest, Barrie, Simcoe, ON MLS® S13633226

Residential Freehold (Detached)

$645000.0
  • 2 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 1 Lang Drive - Freshly painted throughout, this bungalow offers exceptional value in a popular, family-friendly neighbourhood! This beautif
38 Photos
Last Updated : 7 Days ago
160 14 Concession W, Simcoe, ON , MLS #S13055540 , Image - 1

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160 14 Concession W Rural Tiny, Tiny, Simcoe, ON MLS® S13055540

Residential Freehold (Detached)

$1179000.0
price drop iconPrice drop by 23.9%
  • 2 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Set on 50.68 acres of complete privacy, this custom log home captures some of the most captivating views in the region-stretching across Georgian Bay,
26 Photos
Last Updated : 7 Days ago
2237 25th Side Road, Simcoe, ON , MLS #N13544314 , Image - 1

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2237 25th Side Road Alcona, Innisfil, Simcoe, ON MLS® N13544314

Residential Freehold (Detached)

$650000.0
price drop iconPrice drop by 7.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This spacious raised bungalow offers the perfect blend of comfort, versatility, and lifestyle. Ideally located just minutes from schools, parks, beach
5 Photos
Last Updated : 7 Days ago
31 Huron Street, Simcoe, ON , MLS #S13571706 , Image - 1
Unit-413, 31 Huron Street Collingwood, Simcoe, ON MLS® S13571706

Residential Condo & Other (Condo Apartment)

$489900.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Stunning new condo in the heart of Collingwood, perfectly situated near Nottawasaga Bay and offering an exc
30 Photos
Last Updated : 7 Days ago
105 Oren Boulevard, Simcoe, ON , MLS #S13634024 , Image - 1

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105 Oren Boulevard Sunnidale, Barrie, Simcoe, ON MLS® S13634024

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated 2-storey detached home in Barrie, where modern finishes and thoughtful upgrades create a move-in-ready living expe
26 Photos
Last Updated : 7 Days ago
132 Esther Drive, Simcoe, ON , MLS #S13491510 , Image - 1

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132 Esther Drive Painswick South, Barrie, Simcoe, ON MLS® S13491510

Residential Freehold (Duplex)

$849999.0
price drop iconPrice drop by 4.4%
  • 2 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This legal duplex bungalow is a prime investment opportunity in a great location in South Painswick, in Barrie. With two fully separate legal units-an
48 Photos
Last Updated : 7 Days ago
46 Marni Lane, Simcoe, ON , MLS #S13614398 , Image - 1

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46 Marni Lane Phelpston, Springwater, Simcoe, ON MLS® S13614398

Residential Freehold (Detached)

$2349990.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this custom-built home that is situated on a landscaped 1.3+ acre lot in Fergusonvale Estates, offering approximately 4,854 sq. ft. of fini
Shortlisted Properties
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