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Houses for Sale in Simcoe Under $5 Million - P42

Showing results 1231 - 1260 of 2344
Last Updated: December 10, 2025
  • New Listings
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26 Photos
Last Updated : 81 Days ago
7 Nipagon Circle, Simcoe, ON , MLS #S12399590 , Image - 1
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7 Nipagon Circle Wasaga Beach, Simcoe, ON MLS® S12399590

Residential Freehold (Detached)

$135900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 7 Nipagon Cir, a remarkable 2015 Northlander cottage in the desirable Parkbridge's Country Life Gated Resort. This charming property featur
20 Photos
Last Updated : 81 Days ago
22 Dawson Drive, Simcoe, ON , MLS #S12399284 , Image - 1

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Unit-534, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S12399284

Residential Condo & Other (Condo Townhouse)

$385000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to this bright and inviting 2-bedroom, 2-bathroom townhouse, designed with a unique reverse floor plan. The upper level is the heart of the ho
50 Photos
Last Updated : 81 Days ago
571 High Street, Simcoe, ON , MLS #S12395900 , Image - 1

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571 High Street Orillia, Simcoe, ON MLS® S12395900

Residential Freehold (Triplex)

$999900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Turn-Key Triplex Ideal for Multi-Generational Living or Savvy Investors! Are you searching for the perfect home to accommodate a large or blended fami
36 Photos
Last Updated : 81 Days ago
465 Mariners Way, Simcoe, ON , MLS #S12395000 , Image - 1

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465 Mariners Way Collingwood, Simcoe, ON MLS® S12395000

Residential Condo & Other (Condo Apartment)

$575000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Amenity Rich Lighthouse Point! This 2 bed, 2 bath second floor unit includes a 30 ft Boat Slip, is steps away from the Rec Centre, is being sold parti
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 : 81 Days ago
145 Fairway Crescent, Simcoe, ON , MLS #S12394390 , Image - 1

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Unit-58, 145 Fairway Crescent Collingwood, Simcoe, ON MLS® S12394390

Residential Condo & Other (Condo Townhouse)

$599900.0
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Beautifully Updated Condo with Panoramic Views in Cranberry Village. Welcome to this stunning, move-in-ready condo offering breathtaking panoramic vie
32 Photos
Last Updated : 81 Days ago
44 Trott Boulevard, Simcoe, ON , MLS #S12393036 , Image - 1

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Unit-7, 44 Trott Boulevard Collingwood, Simcoe, ON MLS® S12393036

Residential Condo & Other (Condo Townhouse)

$599000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to The Cove, one of Collingwood's most desirable waterfront communities, where Georgian Bay is right outside your door and four-season adventu
17 Photos
Last Updated : 81 Days ago
20 Koda Street, Simcoe, ON , MLS #S12391754 , Image - 1

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Unit-211, 20 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12391754

Residential Condo & Other (Condo Apartment)

$569900.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Offers anytime! Motivated Seller! * The Perfect 3 Bedroom 2 Bathroom Corner Unit Condo ** Enjoy This Sunfilled Layout With 1464 Sq Ft Of Interior Spac
41 Photos
Last Updated : 81 Days ago
22 Lamont Creek Drive S, Simcoe, ON , MLS #S12386061 , Image - 1

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22 Lamont Creek Drive S Wasaga Beach, Simcoe, ON MLS® S12386061

Residential Freehold (Detached)

$995000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this spacious raised Bungalow, perfectly situated in a quiet, garden-lined area of Wasaga Beach-ideal for growing families or anyone lookin
30 Photos
Last Updated : 81 Days ago
3410 Reservoir Road, Simcoe, ON , MLS #S12383376 , Image - 1

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3410 Reservoir Road Rural Severn, Severn, Simcoe, ON MLS® S12383376

Residential Freehold (Detached)

$899000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy the perfect blend of convenience and country charm in this ideally located property, just minutes from
26 Photos
Last Updated : 81 Days ago
87 Goodwin Drive, Simcoe, ON , MLS #S12379090 , Image - 1

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Unit-2, 87 Goodwin Drive Painswick South, Barrie, Simcoe, ON MLS® S12379090

Residential Condo & Other (Condo Apartment)

$469000.0
  • 3 +0 Beds
  • 1 Baths
  • 900-999 sq-ft
Creative financing options available! (VTB) vender take back mortgage is available to assist qualified buyers. Turn-key 3 bedroom open concept condo j
50 Photos
Last Updated : 81 Days ago
3324 Bramshott Avenue, Simcoe, ON , MLS #S12378554 , Image - 1

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3324 Bramshott Avenue West Shore, Severn, Simcoe, ON MLS® S12378554

Residential Freehold (Detached)

$867700.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
The quality and craftsmanship of this newly constructed bungalow are unmistakable! Offering nearly 1,500 sq.ft. of thoughtfully designed living space,
41 Photos
Last Updated : 81 Days ago
4 BECK Boulevard, Simcoe, ON , MLS #S12377963 , Image - 1

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Unit-6, 4 BECK Boulevard Penetanguishene, Simcoe, ON MLS® S12377963

Residential Condo & Other (Condo Townhouse)

$799995.0
  • 3 Beds
  • 3 Baths
  • 2000-2249 sq-ft
DEEDED WATERFRONT PROPERTY + BOAT SLIP INCLUDED- 30 foot slip with running water + hydro. Discover waterfront living at its finest w/ this beautifully
32 Photos
Last Updated : 81 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,
35 Photos
Last Updated : 81 Days ago
1369 Ryerson Boulevard, Simcoe, ON , MLS #S12376956 , Image - 1

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1369 Ryerson Boulevard Rural Severn, Severn, Simcoe, ON MLS® S12376956

Residential Freehold (Detached)

$1249000.0
  • 4 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to tranquility surrounded by trees and nature. This newly renovated/un-lived in (upper) country home sits on 10 acres of land with plenty of l
50 Photos
Last Updated : 81 Days ago
41 Tall Pines Drive, Simcoe, ON , MLS #S12375193 , Image - 1

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41 Tall Pines Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12375193

Residential Freehold (Detached)

$1124999.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Your escape from the city awaits at 41 Tall Pines. This executive ranch-style bungalow is situated on a beautifully treed lot, just a stroll from the
49 Photos
Last Updated : 81 Days ago
61 Waterview Road, Simcoe, ON , MLS #S12373226 , Image - 1

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61 Waterview Road Wasaga Beach, Simcoe, ON MLS® S12373226

Residential Freehold (Detached)

$1595000.0
  • 3 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Waterfront - Gorgeous home located in the private Blue Water enclave. Spectacular Georgian Bay views with floor to ceiling windows in the open concept
36 Photos
Last Updated : 81 Days ago
47 Lake Avenue, Simcoe, ON , MLS #S12370625 , Image - 1

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47 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S12370625

Residential Freehold (Detached)

$899000.0
  • 4 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Looking for your forever home or cottage retreat? This waterfront gem is perfectly situated on one of the canals leading directly to Lake Simcoe, offe
9 Photos
Last Updated : 81 Days ago
39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12367068 , Image - 1

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39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12367068

Residential Freehold (Vacant Land)

$250000.0
Build Your Dream Escape - Prime Land Just Steps to Lake Simcoe! Discover the perfect canvas for your cabin or cottage retreat on this 1-acre treed par
31 Photos
Last Updated : 81 Days ago
3 Cypress Point Street, Simcoe, ON , MLS #S12364669 , Image - 1

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3 Cypress Point Street Ardagh, Barrie, Simcoe, ON MLS® S12364669

Residential Freehold (Detached)

$1129000.0
  • 4 +1 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Looking for a home that offers everyday comfort & income generating potential without compromising on style and space? This is the one! Located on a q
1 Photos
Last Updated : 81 Days ago
6 Dorothys Drive, Simcoe, ON
6 Dorothys Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12363396

Residential Freehold (Detached)

$1689000.0
  • 4 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Stunning 4-year-old home built on 100 ft. wide lot offers space, modern design and functionality. Perfectly situated just two streets away from Lake S
34 Photos
Last Updated : 81 Days ago
26 Glen Cedar Drive, Simcoe, ON , MLS #S12354911 , Image - 1

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26 Glen Cedar Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12354911

Residential Freehold (Detached)

$799900.0
  • 3 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully updated 4-bedroom, 2-bath home in the sought-after Georgian Highlands community, just steps from the shores of Georgian Ba
10 Photos
Last Updated : 81 Days ago
226 Church Street, Simcoe, ON , MLS #S12353549 , Image - 1

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226 Church Street Penetanguishene, Simcoe, ON MLS® S12353549

Residential Freehold (Vacant Land)

$228000.0
  • < 700 sq-ft
**Municipal Water at property line**Prime location to build your dream house. Services At The Lot Line. massive 65 frontage with 150' Deep Lot Present
32 Photos
Last Updated : 81 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S12350072 , Image - 1

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Unit-41, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12350072

Residential Condo & Other (Condo Townhouse)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Waterfront Townhome Living at Its Finest! Don't miss your chance to own this beautifully updated 3-bedroom, 2-bathroom waterfront townhome in one of t
39 Photos
Last Updated : 81 Days ago
33 Edgecombe Terrace, Simcoe, ON , MLS #S12341912 , Image - 1

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33 Edgecombe Terrace Rural Springwater, Springwater, Simcoe, ON MLS® S12341912

Residential Freehold (Detached)

$2095000.0
  • 4 +1 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Discover exceptional luxury in one of Springwater's premier and sought-after neighbourhoods. Situated on the largest and most private lot on the stree
28 Photos
Last Updated : 81 Days ago
635 Bayport Boulevard, Simcoe, ON , MLS #S12341000 , Image - 1

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635 Bayport Boulevard Midland, Simcoe, ON MLS® S12341000

Residential Freehold (Att/Row/Townhouse)

$679900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Stunning bright bungaloft backing onto Marina! Welcome to this beautiful and spacious 3 bedroom bungaloft featuring 3 bathrooms and a den - perfect fo
4 Photos
Last Updated : 81 Days ago
Lt 13 Beatrice Avenue, Simcoe, ON , MLS #S12340280 , Image - 1
Lt 13 Beatrice Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12340280

Residential Freehold (Vacant Land)

$199900.0
  • < 700 sq-ft
Welcome to Thunder Beach, one of Georgian Bays most prestigious and sought-after communities. These three vacant residential building lots present a r
5 Photos
Last Updated : 81 Days ago
712 Mt St Louis Road W, Simcoe, ON , MLS #S12338926 , Image - 1
Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S12338926

Residential Freehold (Vacant Land)

$449000.0
  • < 700 sq-ft
Beautiful building lot. Border of trees around the property for privacy. Almost 1 Acre of sandy soil, great soil to build on. Services required natura
39 Photos
Last Updated : 81 Days ago
159 Franklin Trail, Simcoe, ON , MLS #S12338095 , Image - 1

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159 Franklin Trail Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12338095

Residential Freehold (Detached)

$1149000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Stunning 4-Year New LEGAL DUPLEX 3,700+ Sq Ft of Upgraded Living Space! SPACIOUS LAYOUT: 6 beds, 5 baths, 10 ft ceilings, hardwood floors, pot light
13 Photos
Last Updated : 81 Days ago
1277 Sunnidale Road, Simcoe, ON , MLS #S12333441 , Image - 1

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1277 Sunnidale Road Rural Springwater, Springwater, Simcoe, ON MLS® S12333441

Residential Freehold (Detached)

$1450000.0
  • 4 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Welcome to this one-of-a-kind custom-built side split home, perfectly situated on a spacious 120x193ft lot. Designed with versatility in mind, this pr
37 Photos
Last Updated : 81 Days ago
11 Saint Avenue, Simcoe, ON , MLS #N12411539 , Image - 1

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11 Saint Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12411539

Residential Freehold (Detached)

$1399000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Attention First-Time Buyers & Investors! Legal Finished Basement with Separate EntranceWelcome to this exquisite Bradford home on a premium 49.21 x 12
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