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Houses for Sale in Simcoe Under $5 Million - P18

Showing results 511 - 540 of 2279
Last Updated: December 15, 2025
  • New Listings
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  • Price(Hi-Lo)
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  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 26 Days ago
376 Brewery Lane, Simcoe, ON , MLS #S12432210 , Image - 1
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376 Brewery Lane Orillia, Simcoe, ON MLS® S12432210

Residential Freehold (Detached)

$4799000.0
  • 3 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 376 Brewery Lane, a stunning luxury waterfront home situated on one of Orillias finest streets. This exceptional property offers 104 feet o
48 Photos
Last Updated : 26 Days ago
61 Oliver's Mill Road, Simcoe, ON , MLS #S12439565 , Image - 1

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61 Oliver's Mill Road Centre Vespra, Springwater, Simcoe, ON MLS® S12439565

Residential Freehold (Detached)

$1399000.0
  • 4 +1 Beds
  • 5 Baths
  • 3000-3500 sq-ft
This impeccably maintained residence in the prestigious Stonemanor Woods community offers an unparalleledliving experience. The Clearwater model, reno
34 Photos
Last Updated : 26 Days ago
2371 Lakeshore Road E, Simcoe, ON , MLS #S12527924 , Image - 1

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2371 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12527924

Residential Freehold (Detached)

$1925000.0
  • 2 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully renovated bungalow, perfectly positioned on the inviting shores of Lake Simcoe. This home is an ideal retreat for those wh
46 Photos
Last Updated : 26 Days ago
201 Cedar Island Road, Simcoe, ON , MLS #S12151443 , Image - 1

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201 Cedar Island Road Orillia, Simcoe, ON MLS® S12151443

Residential Freehold (Detached)

$2599900.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Tucked along a quiet bay on Lake Couchiching, this stunning waterfront cottage or year-round home offers the peaceful lifestyle you've been dreaming o
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
29 Photos
Last Updated : 26 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S12557918 , Image - 1

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Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12557918

Residential Condo & Other (Condo Townhouse)

$287000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Best value in Collingwood! Affordable, turn-Key Livingstone Resort Condo! Well-maintained and move-in ready one-bedroom, one-bathroom condo in the sou
47 Photos
Last Updated : 26 Days ago
185 Dunlop Street E, Simcoe, ON , MLS #S12162471 , Image - 1

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Unit-PH 3, 185 Dunlop Street E Lakeshore, Barrie, Simcoe, ON MLS® S12162471

Residential Condo & Other (Condo Apartment)

$1590000.0
price drop iconPrice drop by 6.5%
  • 1 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Penthouse 3 at Lakhouse, Barrie's premier lakefront luxury condominium on the shores of Lake Simcoe. This exceptional penthouse offers a ra
32 Photos
Last Updated : 26 Days ago
158 Dale Crescent, Simcoe, ON , MLS #N12557698 , Image - 1

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158 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12557698

Residential Freehold (Detached)

$2699999.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Executive, custom-built bungaloft in an exclusive estate neighbourhood, perfectly positioned and backing ont
48 Photos
Last Updated : 26 Days ago
33 Foley Crescent, Simcoe, ON , MLS #S12439446 , Image - 1

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33 Foley Crescent Collingwood, Simcoe, ON MLS® S12439446

Residential Freehold (Att/Row/Townhouse)

$699000.0
price drop iconPrice drop by 2.8%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Located in highly sought after family neighbourhood of Summit View, this bright corner Vista model townhome shows to perfection. 3 Bdrm., 2.5 bath and
21 Photos
Last Updated : 27 Days ago
1 Chamberlain Crescent, Simcoe, ON , MLS #S12424501 , Image - 1

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Unit-102, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12424501

Residential Condo & Other (Condo Apartment)

$474900.0
price drop iconPrice drop by 5.0%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
End Unit Ground Floor Condo Just Minutes from Blue Mountain Ski Resort Perfect for Winter Lovers! Spacious 2-bedroom, 1-bath end-unit condo. Ideally
35 Photos
Last Updated : 27 Days ago
1165 Mitchell Court, Simcoe, ON , MLS #N12406326 , Image - 1

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1165 Mitchell Court Alcona, Innisfil, Simcoe, ON MLS® N12406326

Residential Freehold (Detached)

$1099000.0
price drop iconPrice drop by 2.7%
  • 2 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This income generating home has luxury self contained apartment generating $2000 rent plus additional space room. 3800 sqft of living space, 1900 sq.
40 Photos
Last Updated : 27 Days ago
42 Lighthouse Crescent, Simcoe, ON , MLS #S12557062 , Image - 1

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42 Lighthouse Crescent Victoria Harbour, Tay, Simcoe, ON MLS® S12557062

Residential Freehold (Detached)

$1080000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 6 Reasons You Will Love This Home. 1) Location-Location-Location. Beautiful Waterfront Home In Victoria Harbour on Georgian Bay 2) Fully Renovated
25 Photos
Last Updated : 27 Days ago
1654 Viking Marina Road, Simcoe, ON , MLS #S12346817 , Image - 1

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1654 Viking Marina Road Rural Severn, Severn, Simcoe, ON MLS® S12346817

Residential Freehold (Detached)

$485000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Cozy Waterfront Property w/ 50' X 450' Deep Lot. **Front on Matchedash Bay ** Bright & Spacious 2 Bedroom Detached Bungalow Backing onto Trail. Direct
1 Photos
Last Updated : 27 Days ago
1000 Strawberry Island, Simcoe, ON
1000 Strawberry Island Rural Ramara, Ramara, Simcoe, ON MLS® S12556594

Residential Freehold (Other)

$4950000.0
  • < 700 sq-ft
A Truly Exceptional Fall And Winter Opportunity To Own Strawberry Island-A 26-Acre Private, Iconic, And Historically Significant Sanctuary On Lake Sim
15 Photos
Last Updated : 27 Days ago
67 Fairlane Avenue, Simcoe, ON , MLS #S12487733 , Image - 1

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67 Fairlane Avenue Painswick South, Barrie, Simcoe, ON MLS® S12487733

Residential Freehold (Att/Row/Townhouse)

$595000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 67 Fairlane , stunning newly built three-storey modern townhouse, ideally located just south of Barrie close to the Go station and all esse
16 Photos
Last Updated : 27 Days ago
38 Brandon Crescent, Simcoe, ON , MLS #N12556302 , Image - 1

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38 Brandon Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N12556302

Residential Freehold (Att/Row/Townhouse)

$793827.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
BRAND-NEW END UNIT WITH HIGH-END UPGRADES & SPACES THAT INSPIRE! Welcome to the Townes at Deer Springs by Honeyfield Communities. Step into contempora
4 Photos
Last Updated : 27 Days ago
10 Stoddart Street, Simcoe, ON , MLS #N12256949 , Image - 1
10 Stoddart Street Thornton, Essa, Simcoe, ON MLS® N12256949

Residential Freehold (Vacant Land)

$299900.0
price drop iconPrice drop by 7.7%
  • < 700 sq-ft
Transform your Architectural Dreams into Reality on this 57x164 Feet Building Lot On A Quiet Mature Street in The Quaint Village of Thornton! An Exist
35 Photos
Last Updated : 27 Days ago
2616 Grand Tamarack Crescent, Simcoe, ON , MLS #S12556258 , Image - 1

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2616 Grand Tamarack Crescent West Shore, Severn, Simcoe, ON MLS® S12556258

Residential Freehold (Att/Row/Townhouse)

$529000.0
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this bright and beautifully maintained three-storey freehold townhouse offering approximately1,880 sq ft of finished living space only ten
33 Photos
Last Updated : 27 Days ago
86 Sagewood Avenue, Simcoe, ON , MLS #S12486393 , Image - 1

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86 Sagewood Avenue Painswick South, Barrie, Simcoe, ON MLS® S12486393

Residential Freehold (Semi-Detached )

$695900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
BRAND NEW SEMI DETACHED HOME with quick closing available - this commuter's dream is now offered at a reduced price, and qualified first-time home buy
34 Photos
Last Updated : 27 Days ago
275 BROWARD Way, Simcoe, ON , MLS #N12458163 , Image - 1

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275 BROWARD Way
Unit-60, 275 BROWARD Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12458163

Residential Condo & Other (Condo Apartment)

$338800.0
  • 0 +1 Beds
  • 1 Baths
  • 0-499 sq-ft
Live everyday like it's Friday!!! Friday Harbour is a stunning waterside community that gives a one of a kind experience for homeowners, guest and vis
50 Photos
Last Updated : 27 Days ago
13 Collship Lane, Simcoe, ON , MLS #S12423777 , Image - 1

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13 Collship Lane Collingwood, Simcoe, ON MLS® S12423777

Residential Condo & Other (Condo Townhouse)

$1493000.0
  • 3 Beds
  • 4 Baths
  • 2500-2749 sq-ft
For Sale: 13 Collship Lane, The Shipyards, Collingwood! 3 Beds | 4 Baths | 4 private secured Underground Parking | Private Elevator. Welcome to luxur
33 Photos
Last Updated : 27 Days ago
3366 Muskoka Street, Simcoe, ON , MLS #S12246721 , Image - 1

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3366 Muskoka Street Washago, Severn, Simcoe, ON MLS® S12246721

Residential Freehold (Detached)

$700000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
What a wonderful place to call home! This beautifully updated 3 Bedroom/3 Bathroom home has been completely transformed. Striped down, reinsulated a
45 Photos
Last Updated : 27 Days ago
3686 Agnew Road, Simcoe, ON , MLS #S12555366 , Image - 1

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3686 Agnew Road Rural Severn, Severn, Simcoe, ON MLS® S12555366

Residential Freehold (Detached)

$1699900.0
  • 4 +0 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Discover a one-of-a-kind Barndominium that is a perfect blend of timeless luxury and rustic character. Nestled within a lush, tree-lined sanctuary, th
26 Photos
Last Updated : 27 Days ago
209 Barrie Street, Simcoe, ON , MLS #N12542736 , Image - 1

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209 Barrie Street Thornton, Essa, Simcoe, ON MLS® N12542736

Residential Freehold (Detached)

$699999.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 209 Barrie St, a truly remarkable property in the heart of Thornton! Situated on an expansive 114' x 294' lot, offering over 3/4 of an acre
50 Photos
Last Updated : 27 Days ago
2230 Spring Street, Simcoe, ON , MLS #N12473997 , Image - 1

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2230 Spring Street Alcona, Innisfil, Simcoe, ON MLS® N12473997

Residential Freehold (Detached)

$3736000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A beautifully renovated 4-bedroom HOME on 1.96 ACRES, complete with a serene pond. In addition you could add an additional fully serviced 2.56-acre lo
44 Photos
Last Updated : 27 Days ago
230 Kozlov Street, Simcoe, ON , MLS #S12554512 , Image - 1

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230 Kozlov Street West Bayfield, Barrie, Simcoe, ON MLS® S12554512

Residential Freehold (Detached)

$615000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled in the beautiful and sought-after North End Barrie neighbourhood, this home offers unmatched conveni
2 Photos
Last Updated : 27 Days ago
2149 Conc 5 N N/A, Simcoe, ON , MLS #S12554280 , Image - 1
2149 Conc 5 N N/A Rural Clearview, Clearview, Simcoe, ON MLS® S12554280

Residential Freehold (Vacant Land)

$149000.0
  • < 700 sq-ft
Over half acre lot that would qualify for a building permit if combined with a neighbouring lot but presently just a nicely treed lot for weekend enjo
28 Photos
Last Updated : 27 Days ago
120 D'Ambrosio Drive N/A, Simcoe, ON , MLS #S12551204 , Image - 1

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Unit-34, 120 D'Ambrosio Drive N/A Painswick North, Barrie, Simcoe, ON MLS® S12551204

Residential Condo & Other (Condo Townhouse)

$448000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Fully renovated & move-in ready with thousands spent on upgrades, including a modern kitchen with granite c
2 Photos
Last Updated : 28 Days ago
2082 Lea Road, Simcoe, ON , MLS #N12553568 , Image - 1
2082 Lea Road Alcona, Innisfil, Simcoe, ON MLS® N12553568

Residential Freehold (Detached)

$899900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
21000 Sqft Lot With Mixed Use Zoning. Second Access From Innisfil Beach Rd. Minutes To Beaches, Amenities, And Lake Simcoe. Enjoy Your Large Private B
28 Photos
Last Updated : 28 Days ago
17 Sun Valley Avenue, Simcoe, ON , MLS #S12553494 , Image - 1

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17 Sun Valley Avenue Wasaga Beach, Simcoe, ON MLS® S12553494

Residential Freehold (Detached)

$799990.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Bungalow Living! Newly built Talbot floor plan with 1,568 sq ft by Zancor Homes. This 2 bedroom and 2 bathroom floor plan has everything you need. As
36 Photos
Last Updated : 28 Days ago
7 60th Street S, Simcoe, ON , MLS #S12461340 , Image - 1

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7 60th Street S Wasaga Beach, Simcoe, ON MLS® S12461340

Residential Freehold (Detached)

$399999.0
price drop iconPrice drop by 8.5%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled in the heart of Wasaga Beach, this property offers a unique opportunity to own a pieceof this vibrant community. This detached single-family h
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