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Houses for Sale in Simcoe Under $5 Million - P50

Showing results 1471 - 1500 of 4534
Last Updated: November 10, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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50 Photos
Last Updated : 10 Days ago
29 Madelaine Drive, Simcoe, ON , MLS #S14109146 , Image - 1
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Unit-6, 29 Madelaine Drive Painswick South, Barrie, Simcoe, ON MLS® S14109146

Residential Condo & Other (Condo Townhouse)

$549900.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Ideal for first-time buyers or savvy investors, this beautiful townhome has it all. Fully upgraded with elegant Wainscoting, Crown Moulding, and Moder
3 Photos
Last Updated : 10 Days ago
Part LOT 21 CONCESSION 12 ORO,BEING PART 3,PLAN51R44997 Township, Simcoe, ON , MLS #S12810596 , Image - 1
Part LOT 21 CONCESSION 12 ORO,BEING PART 3,PLAN51R44997 Township Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12810596

Residential Freehold (Vacant Land)

$259000.0
price drop iconPrice drop by 13.4%
  • < 700 sq-ft
Build your dream home on this prime piece of vacant land in the picturesque waterfront community of Hawkestone. This half-acre lot is ready for your c
49 Photos
Last Updated : 10 Days ago
194 Ferragine Crescent, Simcoe, ON , MLS #N14131778 , Image - 1

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194 Ferragine Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14131778

Residential Freehold (Detached)

$1438000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
New Bright Modern home in Green Valley East on a premium WALK-OUT RAVINE lot. This bright, beautiful residence blends modern elevation with thoughtful
47 Photos
Last Updated : 10 Days ago
22 LAURIER Boulevard, Simcoe, ON , MLS #S14131690 , Image - 1

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22 LAURIER Boulevard Rural Tiny, Tiny, Simcoe, ON MLS® S14131690

Residential Freehold (Detached)

$595999.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Move in right away and start enjoying the lifestyle you've been waiting for! Immediate occupancy is available with this charming turnkey raised bungal
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
35 Photos
Last Updated : 10 Days ago
31 Huron Street, Simcoe, ON , MLS #S12456563 , Image - 1

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Unit-224, 31 Huron Street Collingwood, Simcoe, ON MLS® S12456563

Residential Condo & Other (Condo Apartment)

$869000.0
price drop iconPrice drop by 17.2%
  • 1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Luxury Waterfront Living in Downtown Collingwood-Your Four-Season Retreat. Welcome to this spacious 1,100 sq. ft. corner residence with panoramic view
46 Photos
Last Updated : 10 Days ago
1171 Gina Street, Simcoe, ON , MLS #N14131404 , Image - 1

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1171 Gina Street Alcona, Innisfil, Simcoe, ON MLS® N14131404

Residential Freehold (Detached)

$939900.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Space to grow, room to gather, and a location that connects it all! Welcome to 1171 Gina Street in Alcona, offering approximately 3,460 sq. ft. of liv
39 Photos
Last Updated : 10 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S14128696 , Image - 1

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Unit-1509, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S14128696

Residential Condo & Other (Condo Apartment)

$429900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
TWO BEDROOM | TWO BATH | ONE OWNER CONDO | Presenting suite 1509 at 140 Dunlop Street East - a rare condo offering that has only had one owner! Spacio
25 Photos
Last Updated : 10 Days ago
41 Laidlaw Street, Simcoe, ON , MLS #S13808172 , Image - 1

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41 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13808172

Residential Freehold (Detached)

$629000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
TURNKEY WASAGA HOME WITH WALKABLE BEACH ACCESS, A RARE BACKYARD RETREAT WITH NO REAR NEIGHBOURS, & A FLEXIBLE LAYOUT WITH A BONUS MULTI-USE BUNKIE! Tu
44 Photos
Last Updated : 10 Days ago
48 Autumn Drive, Simcoe, ON , MLS #S14131554 , Image - 1

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48 Autumn Drive Wasaga Beach, Simcoe, ON MLS® S14131554

Residential Freehold (Att/Row/Townhouse)

$575000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 48 Autumn Drive, offering approximately 1,789 sq. ft. of above-grade living space. The bright, open-concept main floor features hardwood f
21 Photos
Last Updated : 10 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13037230 , Image - 1

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Unit-2307, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13037230

Residential Condo & Other (Timeshare)

$19000.0
price drop iconPrice drop by 34.5%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
An exceptional opportunity to own a fractional interest in a condo at Living Water Resort. Enjoy a vacation lifestyle in Collingwood with three design
41 Photos
Last Updated : 10 Days ago
35 Golfview Boulevard, Simcoe, ON , MLS #N13513240 , Image - 1

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35 Golfview Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13513240

Residential Freehold (Detached)

$1599000.0
price drop iconPrice drop by 11.2%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Fabulous custom built bungalow on .7 Acre fully landscaped lot in upscale development. Very private with mature landscaping, inground sprinkler system
48 Photos
Last Updated : 10 Days ago
71 Edward Street, Simcoe, ON , MLS #S13873314 , Image - 1

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71 Edward Street Penetanguishene, Simcoe, ON MLS® S13873314

Residential Freehold (Detached)

$589900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this well-cared-for 3-bedroom, 3-bathroom home offering a flexible layout in a convenient Penetanguishene location. The upper level feature
50 Photos
Last Updated : 10 Days ago
8672 County Rd 91 Road, Simcoe, ON , MLS #S13736848 , Image - 1

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8672 County Rd 91 Road Rural Clearview, Clearview, Simcoe, ON MLS® S13736848

Residential Freehold (Detached)

$2875000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Luxury Estate where timeless craftsmanship meets modern elegance. Nestled on over 4 acres of picturesque countryside, this custom-built 5-bedroom, 4-b
32 Photos
Last Updated : 10 Days ago
5 Greenwich Street, Simcoe, ON , MLS #S12816378 , Image - 1

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Unit-105, 5 Greenwich Street Ardagh, Barrie, Simcoe, ON MLS® S12816378

Residential Condo & Other (Condo Apartment)

$384900.0
price drop iconPrice drop by 9.4%
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Simplify your life without sacrificing comfort. Welcome to treetop serenity at 5 Greenwich St set within Ardagh Bluffs in Bear Creek Eco Park. Unit 10
50 Photos
Last Updated : 10 Days ago
16 Blake Street, Simcoe, ON , MLS #S14131424 , Image - 1

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16 Blake Street North Shore, Barrie, Simcoe, ON MLS® S14131424

Residential Freehold (Detached)

$1400000.0
  • 7 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Discover one of Barrie's most extraordinary properties at 16 Blake Street, a breathtaking blend of historic grandeur, remarkable space and enchanting
50 Photos
Last Updated : 10 Days ago
37 Bellehumeur Road, Simcoe, ON , MLS #S14131464 , Image - 1

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37 Bellehumeur Road Rural Tiny, Tiny, Simcoe, ON MLS® S14131464

Residential Freehold (Detached)

$619900.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Recently updated and offering plenty of flexible living space, this 4-bedroom, 2.5-bathroom home is ideal for families, guests, or those looking for i
49 Photos
Last Updated : 10 Days ago
15 Gould Crescent, Simcoe, ON , MLS #N13748464 , Image - 1

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15 Gould Crescent Beeton, New Tecumseth, Simcoe, ON MLS® N13748464

Residential Freehold (Detached)

$849000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Beeton - where small-town charm is just minutes from big-city conveniences. Welcome to 15 Gould Crescent, a beautifully maintained and thoughtfully de
28 Photos
Last Updated : 10 Days ago
55 Shelswell Boulevard, Simcoe, ON , MLS #S13795792 , Image - 1

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55 Shelswell Boulevard Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13795792

Residential Freehold (Detached)

$749900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
BUNGALOW ON A GENEROUS LOT WITH A WALKOUT BASEMENT & IN-LAW POTENTIAL! Set on a 100 x 160 ft lot, this brick bungalow offers nearly 2,600 sq. ft. of f
50 Photos
Last Updated : 10 Days ago
33 Churchland Drive, Simcoe, ON , MLS #S14131310 , Image - 1

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33 Churchland Drive Holly, Barrie, Simcoe, ON MLS® S14131310

Residential Freehold (Link)

$649900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this bright and inviting 3-bedroom home, conveniently linked by the garage and offering a spacious, open-concept layout. The welcoming livi
40 Photos
Last Updated : 10 Days ago
1897 Marchmont Road, Simcoe, ON , MLS #S14131272 , Image - 1

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1897 Marchmont Road Marchmont, Severn, Simcoe, ON MLS® S14131272

Residential Freehold (Detached)

$1275000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 1897 Marchmont Road-an exceptional family home where comfort, quality, and lifestyle come together in one of Severn's most desirable settin
50 Photos
Last Updated : 10 Days ago
27 Ralph Dalton Boulevard, Simcoe, ON , MLS #S13536520 , Image - 1

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27 Ralph Dalton Boulevard Victoria Harbour, Tay, Simcoe, ON MLS® S13536520

Residential Freehold (Detached)

$774900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 27 Ralph Dalton Blvd in Victoria Harbour. An inviting raised bungalow on a fully fenced landscaped lot. An open concept living space featu
50 Photos
Last Updated : 10 Days ago
60 Prince William Way W, Simcoe, ON , MLS #S13842090 , Image - 1

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60 Prince William Way W Innis-Shore, Barrie, Simcoe, ON MLS® S13842090

Residential Freehold (Detached)

$1050000.0
price drop iconPrice drop by 6.2%
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 60 Prince William Way, a spacious detached 2-storey home offering approximately 3,300 sq. ft. above grade on a desirable corner lot. Featur
47 Photos
Last Updated : 10 Days ago
3020 Sierra Drive, Simcoe, ON , MLS #S14131116 , Image - 1

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3020 Sierra Drive Orillia, Simcoe, ON MLS® S14131116

Residential Freehold (Detached)

$989000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover exceptional quality and craftsmanship in this beautifully designed home, thoughtfully customized wi
50 Photos
Last Updated : 10 Days ago
1 Shipyard Lane, Simcoe, ON , MLS #S13555554 , Image - 1

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1 Shipyard Lane
Unit-302, 1 Shipyard Lane Collingwood, Simcoe, ON MLS® S13555554

Residential Condo & Other (Condo Apartment)

$575000.0
price drop iconPrice drop by 4.2%
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Open House on November 15, Sunday, from 12 pm- 2 pm. The Shipyards - A premier waterfront address in the heart of Collingwood. This refined third-floo
Open House : Sun Nov 15, 12:00 PM to 02:00 PM
39 Photos
Last Updated : 10 Days ago
51 Gosnel Circle, Simcoe, ON , MLS #N14131056 , Image - 1

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51 Gosnel Circle Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14131056

Residential Freehold (Att/Row/Townhouse)

$749900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Exceptional Freehold Townhome in a Sought-After Neighbourhood* Beautifully Maintained 1,591 sq. ft. Home* Full of Upgrades* Featuring 9' Ceilings on M
42 Photos
Last Updated : 10 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S13766874 , Image - 1

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Unit-1409, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13766874

Residential Condo & Other (Condo Apartment)

$374800.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Unit 1409 at 140 Dunlop Street East, where beautiful views of Kempenfelt Bay are part of everyday life. This bright & beautifully updated 1
4 Photos
Last Updated : 11 Days ago
10 Stoddart Street, Simcoe, ON , MLS #N14131038 , Image - 1
10 Stoddart Street Thornton, Essa, Simcoe, ON MLS® N14131038

Residential Freehold (Vacant Land)

$1170000.0
Welcome to 10 Stoddart Street in the charming community of Thornton, just minutes south of Barrie. This custom-home-inspired, intentionally designed c
2 Photos
Last Updated : 11 Days ago
710R Katrina Street, Simcoe, ON , MLS #S14130632 , Image - 1
710R Katrina Street Wasaga Beach, Simcoe, ON MLS® S14130632

Residential Freehold (Att/Row/Townhouse)

$589990.0
  • 2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
New HST Rebate Pricing! To Be Built in 2028 - Welcome to bungalow living in the beautiful Brightside by River's Edge community. Walking distance to Wa
2 Photos
Last Updated : 11 Days ago
711L Katrina Street, Simcoe, ON , MLS #S14130644 , Image - 1
711L Katrina Street Wasaga Beach, Simcoe, ON MLS® S14130644

Residential Freehold (Link)

$614990.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
New HST Rebate Pricing! To Be Built in 2028 - Welcome to Brightside in the River's Edge community. This 'Vivid' floor plan offers 1,798sq ft with 3 be
39 Photos
Last Updated : 11 Days ago
1286 Forest Street, Simcoe, ON , MLS #N13723204 , Image - 1

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1286 Forest Street Alcona, Innisfil, Simcoe, ON MLS® N13723204

Residential Freehold (Detached)

$898000.0
  • 4 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
! Beautiful home offering plenty of elegant living space, in a quiet family neighborhood. Perfect for commuters, first time homebuyers, young families
Shortlisted Properties
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