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Houses for Sale in Simcoe Under $5 Million - P29

Showing results 841 - 870 of 975
Last Updated: March 29, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
1 Photos
Last Updated : 81 Days ago
98 King Street Angus, Essa, Simcoe, ON MLS® N12670750

Residential Freehold (Vacant Land)

$150000.0
  • < 700 sq-ft
Why fit your life into someone else's floor plan when you can start from scratch? This vacant lot in Angus is a true blank canvas, set in an establish
12 Photos
Last Updated : 82 Days ago
26 George Avenue, Simcoe, ON , MLS #S12670070 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S12670070

Residential Freehold (Detached)

$449900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity Knocks! Attention Renovators, Contractors, Investors, Builders And First Time Buyers. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. Ki
8 Photos
Last Updated : 82 Days ago
147 Peel Street, Simcoe, ON , MLS #S12669726 , Image - 1

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147 Peel Street Wellington, Barrie, Simcoe, ON MLS® S12669726

Residential Freehold (Vacant Land)

$479000.0
ATTENTION Investors, Developers, Builders! Here is a great opportunity for a new build in an established East Barrie community. Central to key ameniti
40 Photos
Last Updated : 82 Days ago
3718 Mangusta Court, Simcoe, ON , MLS #N12665456 , Image - 1

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3718 Mangusta Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12665456

Residential Freehold (Att/Row/Townhouse)

$1599999.0
  • 3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Discover the epitome of luxurious 4-seasons waterfront living at 3718 Mangusta, a marvel that blends sophistication &comfort, nestled on a private & g
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
47 Photos
Last Updated : 83 Days ago
93 Bayshore Drive, Simcoe, ON , MLS #S12087968 , Image - 1

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93 Bayshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12087968

Residential Freehold (Detached)

$948000.0
price drop iconPrice drop by 11.8%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome home to this wonderful 4-bedroom, 3-bath home in the prestigious Bayshore Village waterfront community. Backing onto a tranquil pond, this pro
39 Photos
Last Updated : 83 Days ago
1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

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1417 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N12662114

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Here is your chance to own a stunning bungaloft-style home located in the tranquil Gilford, Ontario. This 5-bedroom, 3-bathroom residence offers over
33 Photos
Last Updated : 83 Days ago
155 Webb Street, Simcoe, ON , MLS #N12661896 , Image - 1

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155 Webb Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12661896

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Discover this stunning 2-storey detached home, built in 2013, offering the perfect blend of modern style, comfort, and convenience. With 3 generous be
40 Photos
Last Updated : 85 Days ago
1230 GRANDVIEW LODGE Road, Simcoe, ON , MLS #S12658886 , Image - 1

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Unit-Beach Chalet #3, 1230 GRANDVIEW LODGE Road Rural Severn, Severn, Simcoe, ON MLS® S12658886

Residential Freehold (Att/Row/Townhouse)

$474900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 2026, wow that year went by quickly! Spring and summer are just around the corner so why not get you the summer vacation home of your dream
8 Photos
Last Updated : 85 Days ago
8 Kelley Crescent, Simcoe, ON , MLS #S12658412 , Image - 1

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8 Kelley Crescent Wasaga Beach, Simcoe, ON MLS® S12658412

Residential Freehold (Vacant Land)

$499900.0
  • 5000 + sq-ft
A Rare Opportunity to build your dream home in the highly sought-after Wasaga Sands Golf Club community. This fully treed building lot backs onto gree
3 Photos
Last Updated : 86 Days ago
4 East Street, Simcoe, ON , MLS #S12657488 , Image - 1
4 East Street Wellington, Barrie, Simcoe, ON MLS® S12657488

Residential Freehold (Detached)

$549900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Property is being sold As is, Where is. Unique century home on 55 X 115 Lot close to downtown Barrie. The front portion of the home is the original
40 Photos
Last Updated : 86 Days ago
4 KIMBERLY Lane, Simcoe, ON , MLS #S10438907 , Image - 1

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Unit-207, 4 KIMBERLY Lane Collingwood, Simcoe, ON MLS® S10438907

Residential Condo & Other (Condo Apartment)

$749000.0
price drop iconPrice drop by 13.9%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Royal Windsor Condominiums in Beautiful Collingwood - This Brand new DYNASTY suite (1,305 Sq ft) has a two bedroom, two bathroom floor plan
1 Photos
Last Updated : 89 Days ago
323 SUNNIDALE Street, Simcoe, ON
323 SUNNIDALE Street Stayner, Clearview, Simcoe, ON MLS® S12152612

Residential Freehold (Vacant Land)

$249000.0
  • < 700 sq-ft
Get it now before the price of all vacant lots goes up once the new municipal services are completed in the very near future. Discover the Possibiliti
2 Photos
Last Updated : 89 Days ago
423 Yonge Street, Simcoe, ON , MLS #S9371978 , Image - 1
423 Yonge Street Painswick North, Barrie, Simcoe, ON MLS® S9371978

Residential Freehold (Vacant Land)

$999999.0
Land development opportunity located on an Intensification Corridor with proposed new zoning allowing for medium density development. Close proximity
32 Photos
Last Updated : 89 Days ago
80 HORSESHOE Boulevard, Simcoe, ON , MLS #S12377696 , Image - 1

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Unit-302, 80 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12377696

Residential Condo & Other (Condo Apartment)

$500000.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Year-Round Adventure Meets Modern Comfort in Horseshoe Valley! Discover the ultimate blend of relaxation and recreation in this beautifully appointed,
32 Photos
Last Updated : 90 Days ago
61 Riverwalk Place, Simcoe, ON , MLS #S12309465 , Image - 1

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61 Riverwalk Place Midland, Simcoe, ON MLS® S12309465

Residential Freehold (Detached)

$1130000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Luxurious Living with Backyard Oasis in Waterfront Community. Welcome to this exceptional 6-bedroom, 4-bathroom detached bungaloft, where timeless ele
13 Photos
Last Updated : 90 Days ago
265 Barrie Road, Simcoe, ON , MLS #S12514850 , Image - 1

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265 Barrie Road Orillia, Simcoe, ON MLS® S12514850

Residential Freehold (Multiplex)

$1098000.0
  • 10 Beds
  • 5 Baths
  • 3500-5000 sq-ft
This charming 5-unit multiplex in the heart of Orillia is an excellent opportunity for a seasoned investor grow their portfolio or a new investor look
23 Photos
Last Updated : 90 Days ago
10 White Oaks Road, Simcoe, ON , MLS #S12651342 , Image - 1

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10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S12651342

Residential Freehold (Detached)

$3350000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to an exceptional waterfront retreat, boasting over 91' of pristine sandy shoreline and a steel reta
39 Photos
Last Updated : 92 Days ago
26 Oakmont Avenue, Simcoe, ON , MLS #S12500518 , Image - 1

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26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12500518

Residential Freehold (Detached)

$969900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as
27 Photos
Last Updated : 92 Days ago
230 Robins Point Road, Simcoe, ON , MLS #S12064442 , Image - 1

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230 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S12064442

Residential Freehold (Detached)

$939000.0
price drop iconPrice drop by 13.8%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Wow !! This Stunning Waterfront Property On Georgian Bay With Direct Access To Clean Water. Waterfront living on Georgian Bay with this extraordinary
13 Photos
Last Updated : 96 Days ago
1968 Rosemount Road, Simcoe, ON , MLS #S12583144 , Image - 1

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1968 Rosemount Road Waubaushene, Tay, Simcoe, ON MLS® S12583144

Residential Freehold (Vacant Land)

$374777.0
  • < 700 sq-ft
Dreaming of building your perfect home? This 100' x 320' lot offers the ideal opportunity to make it a reality! Centrally located between Barrie, Oril
42 Photos
Last Updated : 96 Days ago
1445 Cedar Point Road, Simcoe, ON , MLS #S12629790 , Image - 1

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1445 Cedar Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S12629790

Residential Freehold (Detached)

$749777.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Tucked away on a secluded 1.2-acre lot, this one-of-a-kind log home offers the perfect blend of rustic charm and peaceful living. If you're seeking sp
41 Photos
Last Updated : 96 Days ago
32 BONAVENTURE Place, Simcoe, ON , MLS #S12468545 , Image - 1

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32 BONAVENTURE Place Penetanguishene, Simcoe, ON MLS® S12468545

Residential Freehold (Detached)

$709777.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A perfect 3-bedroom family home in a highly desirable neighbourhood! This beautiful all-brick property offers a bright kitchen, open living and dining
46 Photos
Last Updated : 96 Days ago
1 Lindale Avenue, Simcoe, ON , MLS #S12575008 , Image - 1

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1 Lindale Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12575008

Residential Freehold (Detached)

$699777.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
The search stops here. If you've been dreaming of space, comfort, and a prime location, this is the one. This solid all-brick family home offers room
1 Photos
Last Updated : 100 Days ago
Lot 33 Rue Eric N/A, Simcoe, ON
Lot 33 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450119

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Create your ideal home or seize a fantastic opportunity for a builder to develop multiple lots, the oppo
1 Photos
Last Updated : 100 Days ago
Lot 32 Rue Eric N/A, Simcoe, ON
Lot 32 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450149

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to build your dream home or for a builder to develop multiple premium lots in a sought-
1 Photos
Last Updated : 100 Days ago
Lot 31 Rue Eric N/A, Simcoe, ON
Lot 31 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450102

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Prime opportunity to build your dream home or for a builder to develop multiple premium lots in a highly
1 Photos
Last Updated : 100 Days ago
Lot 35 Rue Eric N/A, Simcoe, ON
Lot 35 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450065

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Build your dream home, or take advantage of an excellent opportunity for a builder to develop multiple l
1 Photos
Last Updated : 100 Days ago
Lot 34 Rue Eric N/A, Simcoe, ON
Lot 34 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450016

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Design your ideal home or take advantage of a prime opportunity for builders with multiple lots ready fo
27 Photos
Last Updated : 100 Days ago
344 First Street, Simcoe, ON , MLS #S12642798 , Image - 1

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344 First Street Midland, Simcoe, ON MLS® S12642798

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This updated century home offers timeless charm and exceptional flexibility, set within DC-F2 zoning that supports a variety of uses. Ideal for a grow
11 Photos
Last Updated : 101 Days ago
3568 4 Line, Simcoe, ON , MLS #N12641382 , Image - 1

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3568 4 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12641382

Residential Freehold (Vacant Land)

$3500000.0
Are you ready to turn your real estate dreams into reality? Presenting a golden opportunity for savvy investors - a sprawling piece of vacant land nes
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