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Houses for Sale in Simcoe Under $5 Million - P31

Showing results 901 - 930 of 1064
Last Updated: June 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
30 Photos
Last Updated : 65 Days ago
4927 25 Side Road, Simcoe, ON , MLS #N13034672 , Image - 1
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4927 25 Side Road Rural Essa, Essa, Simcoe, ON MLS® N13034672

Residential Freehold (Detached)

$1049990.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Custom-Built Walk-Out Bungalow on 2.3 Acres of Ultimate Privacy! Experience serene country living in this beautifully crafted custom walk-out bungalow
36 Photos
Last Updated : 65 Days ago
29 Peel Street, Simcoe, ON , MLS #S13034188 , Image - 1

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29 Peel Street Codrington, Barrie, Simcoe, ON MLS® S13034188

Residential Freehold (Duplex)

$849999.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Rare opportunity to own a multi-unit investment property in a prime Barrie location, just steps to the waterfront and Georgian College. Set on a gener
37 Photos
Last Updated : 65 Days ago
155 William Street, Simcoe, ON , MLS #S13034186 , Image - 1

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Unit-12, 155 William Street Midland, Simcoe, ON MLS® S13034186

Residential Condo & Other (Condo Apartment)

$1400000.0
  • 2 +1 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Imagine waking up each morning to sweeping, uninterrupted views of Midland Harbour and the shimmering water
29 Photos
Last Updated : 65 Days ago
187 Champlain Road, Simcoe, ON , MLS #S13034156 , Image - 1

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187 Champlain Road Penetanguishene, Simcoe, ON MLS® S13034156

Residential Freehold (Detached)

$1850000.0
  • 3 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exceptional waterfront home or vacation property settled on 1.4 acres in Penetang Bay just minutes to shoppi
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
49 Photos
Last Updated : 66 Days ago
79 Caroline Street W, Simcoe, ON , MLS #S13029152 , Image - 1

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79 Caroline Street W Rural Clearview, Clearview, Simcoe, ON MLS® S13029152

Residential Freehold (Detached)

$1185000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
A must-see to truly appreciate the space this home offers! This warm and welcoming home in Creemore provides far more room and flexibility than first
26 Photos
Last Updated : 66 Days ago
423 Irwin Street, Simcoe, ON , MLS #S13031704 , Image - 1

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423 Irwin Street Midland, Simcoe, ON MLS® S13031704

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A Home That Fits Your Life, and Everyone in It. With four bedrooms, two full bathrooms, and a layout built for real comfort, this all-brick raised bun
33 Photos
Last Updated : 66 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S13012564 , Image - 1

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24 Ramblings Way
Unit-901, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S13012564

Residential Condo & Other (Condo Apartment)

$729900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to the lifestyle you've been waiting for in Collingwood's prestigious Rupert's Landing. Perched on the 9th floor of Bayview Tower, this bright
4 Photos
Last Updated : 66 Days ago
41 Paradise Boulevard, Simcoe, ON , MLS #S13005956 , Image - 1
41 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S13005956

Residential Freehold (Vacant Land)

$899000.0
Premium lot located on the mail channel of Lagoon City with permits, foundation and piles already in place for a 6,000+ sq. ft. custom home. Large boa
17 Photos
Last Updated : 67 Days ago
20 Koda Street, Simcoe, ON , MLS #S12970182 , Image - 1

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Unit-211, 20 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12970182

Residential Condo & Other (Condo Apartment)

$525000.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Rare three bedroom spacious layout offering nearly 1,500 square feet, this well-designed unit provides the
7 Photos
Last Updated : 67 Days ago
45 Glen Road, Simcoe, ON , MLS #S12905050 , Image - 1

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45 Glen Road Collingwood, Simcoe, ON MLS® S12905050

Residential Freehold (Vacant Land)

$900000.0
Outstanding waterfront vacant lot (50' x 323' irregular) in Collingwood! Spectacular panoramic waterfront views from this property close to the finest
30 Photos
Last Updated : 67 Days ago
47 Glen Road, Simcoe, ON , MLS #S12905046 , Image - 1

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47 Glen Road Collingwood, Simcoe, ON MLS® S12905046

Residential Freehold (Detached)

$2150000.0
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Outstanding waterfront residence in Collingwood! Spectacular panoramic waterfront views from this custom-built home close to the finest amenities thi
50 Photos
Last Updated : 67 Days ago
3531 Crescent Harbour Road, Simcoe, ON , MLS #N13026976 , Image - 1

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3531 Crescent Harbour Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13026976

Residential Freehold (Detached)

$3599000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This exceptional 2011 custom-built home with over 3,000 sq ft of finished living space offers the perfect blend of modern luxury and classic cottage c
22 Photos
Last Updated : 67 Days ago
4359 Hepinstall Landing, Simcoe, ON , MLS #S13026314 , Image - 1

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4359 Hepinstall Landing Washago, Severn, Simcoe, ON MLS® S13026314

Residential Freehold (Detached)

$688000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Turnkey waterfront home in the heart of Washago, set along the tranquil Green River and just under 1 hour from the GTA. This well-maintained 3-bedroom
25 Photos
Last Updated : 67 Days ago
630 Bayport Boulevard, Simcoe, ON , MLS #S13025006 , Image - 1

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630 Bayport Boulevard Midland, Simcoe, ON MLS® S13025006

Residential Freehold (Att/Row/Townhouse)

$649900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Experience effortless living in this beautiful townhome, constructed in 2019 and situated in one of Midland's prestigious waterfront communities. Offe
4 Photos
Last Updated : 68 Days ago
15 Tiny Beaches Road N, Simcoe, ON , MLS #S12236229 , Image - 1
15 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12236229

Residential Freehold (Vacant Land)

$299900.0
Prime building lot located next to a park and just steps from the shores of Georgian Bay. Enjoy the convenience of being minutes from a marina and Pro
50 Photos
Last Updated : 68 Days ago
42 Madawaska Trail, Simcoe, ON , MLS #S13017290 , Image - 1

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42 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S13017290

Residential Freehold (Detached)

$609999.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Enjoy easy, upscale living in this beautiful cottage-style home set in a private gated community, backing onto a calm, peaceful pond. Start your day o
2 Photos
Last Updated : 68 Days ago
2082 Lea Road, Simcoe, ON , MLS #N13021816 , Image - 1
2082 Lea Road Alcona, Innisfil, Simcoe, ON MLS® N13021816

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
45 Photos
Last Updated : 68 Days ago
317 Broward Way, Simcoe, ON , MLS #N12856204 , Image - 1

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317 Broward Way
Unit-110, 317 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12856204

Residential Condo & Other (Condo Townhouse)

$1599000.0
  • 2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Rare Marina-Facing Residence in Friday Harbor Welcome to one of Friday Harbor's most coveted waterfront residences. This exceptional and rarely availa
39 Photos
Last Updated : 69 Days ago
1740 Angus Street, Simcoe, ON , MLS #N13017320 , Image - 1

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1740 Angus Street Alcona, Innisfil, Simcoe, ON MLS® N13017320

Residential Freehold (Detached)

$1075000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Situated on one of Innisfil's Best Family Locations in Alcona, Surrounded by San-Diego's newer development. 1740 Angus Street is a True 1751 SqFt Bung
34 Photos
Last Updated : 70 Days ago
37 Muirfield Drive, Simcoe, ON , MLS #S12868252 , Image - 1

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37 Muirfield Drive Holly, Barrie, Simcoe, ON MLS® S12868252

Residential Freehold (Detached)

$1249999.0
price drop iconPrice drop by 2.0%
  • 5 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
OPEN HOUSE April 18, 1-3 pm! Welcome to 37 Muirfield Drive, a rare executive 7-bedroom home (potential for 8) offering over 4,600 sq. ft. of finished
48 Photos
Last Updated : 71 Days ago
130 Dale Crescent, Simcoe, ON , MLS #N13014780 , Image - 1

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130 Dale Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13014780

Residential Freehold (Detached)

$2499000.0
  • 3 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 130 Dale Crescent, a modern bungalow set on a private 1.5-acre lot backing onto a protected forest. Large floor-to-ceiling windows, vaulted
42 Photos
Last Updated : 71 Days ago
8485 Highway 93 N/A, Simcoe, ON , MLS #S13013990 , Image - 1

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8485 Highway 93 N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13013990

Residential Freehold (Farm)

$2170000.0
  • 3 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Expansive 80-acre rural estate delivering exceptional income potential with diversified revenue streams, inc
10 Photos
Last Updated : 71 Days ago
2295 Lakeshore Road E, Simcoe, ON , MLS #S12957458 , Image - 1

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2295 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12957458

Residential Freehold (Detached)

$1398000.0
price drop iconPrice drop by 3.3%
  • 1 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Gorgeous south east views of Lake Simcoe sitting on the edge of Carthew Bay. This well cared for waterfront gem is ready to be your year round sanctua
45 Photos
Last Updated : 71 Days ago
522 Oxbow Crescent, Simcoe, ON , MLS #S12952860 , Image - 1

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522 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12952860

Residential Condo & Other (Condo Townhouse)

$562500.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Peaceful and Private location in Cranberry. Close to all the local trails for biking and hiking and just a few minutes from downtown Collingwood & Blu
45 Photos
Last Updated : 71 Days ago
333 LAFONTAINE Road W, Simcoe, ON , MLS #S13012886 , Image - 1

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Unit-102, 333 LAFONTAINE Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13012886

Residential Condo & Other (Other)

$175000.0
  • 1 +0 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to Unit 102 at The Villageois in Tiny Township, near Georgian Bay. This ground-floor, 1-bedroom, 1-bathroom life lease condo offers just under
46 Photos
Last Updated : 71 Days ago
333 LAFONTAINE Road W, Simcoe, ON , MLS #S13012692 , Image - 1

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Unit-310, 333 LAFONTAINE Road W Rural Tiny, Tiny, Simcoe, ON MLS® S13012692

Residential Condo & Other (Other)

$199900.0
  • 1 +0 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Unit 310 at The Villageois, a peaceful retirement community near Georgian Bay in Tiny Township. This spacious 1-bedroom, 1-bathroom life le
19 Photos
Last Updated : 71 Days ago
6 Victoria Street, Simcoe, ON , MLS #S13012140 , Image - 1

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6 Victoria Street City Centre, Barrie, Simcoe, ON MLS® S13012140

Residential Condo & Other (Condo Townhouse)

$875000.0
  • 2 Beds
  • 3 Baths
  • 1400-1599 sq-ft
LIVE JUST STEPS TO KEMPENFELT BAY IN THIS 2-STOREY NAUTICA CONDO TOWNHOME WITH A PRIVATE PATIO! Set in one of Barrie's most walkable waterfront locati
18 Photos
Last Updated : 71 Days ago
525 Midland Point Road, Simcoe, ON , MLS #S13011760 , Image - 1

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Unit-36, 525 Midland Point Road Midland, Simcoe, ON MLS® S13011760

Residential Freehold (MobileTrailer)

$255900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Easy living at its best in popular Leeshore Estates, Midland. This unit is located in Midland's prime waterfront community on Georgian Bay. Two bedroo
6 Photos
Last Updated : 71 Days ago
14 Barbara Avenue, Simcoe, ON , MLS #S13010966 , Image - 1

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14 Barbara Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13010966

Residential Freehold (Vacant Land)

$344000.0
  • < 700 sq-ft
Here's an Easy Choice.With an ideal location, a level ready-to-build residential lot, development charges paid (approx. $41,245 value), two driveways,
35 Photos
Last Updated : 71 Days ago
904 Maplewood Drive, Simcoe, ON , MLS #N12724866 , Image - 1

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904 Maplewood Drive Alcona, Innisfil, Simcoe, ON MLS® N12724866

Residential Freehold (Detached)

$645000.0
price drop iconPrice drop by 4.9%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
This charming 3-bedroom, 1-washroom bungalow sits on a 50 160 ft lot and is just steps from the beach. It features an open-concept kitchen and main l
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