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Houses for Sale in Simcoe Under $500K - P3

Showing results 61 - 90 of 195
Last Updated: February 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
24 Photos
Last Updated : 17 Days ago
11 Knox Road E, Simcoe, ON , MLS #S12604540 , Image - 1
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11 Knox Road E Wasaga Beach, Simcoe, ON MLS® S12604540

Residential Freehold (Vacant Land)

$499900.0
price drop iconPrice drop by 9.1%
Nestled at the bow of the Nottawasaga River, this parcel of land is a true gem waiting to be discovered. Offering over 2 acres of landscape, it boasts
34 Photos
Last Updated : 17 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S9231440 , Image - 1

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Unit-507, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S9231440

Residential Condo & Other (Leasehold Condo)

$439900.0
price drop iconPrice drop by 3.3%
  • 1 Beds
  • 2 Baths
  • 900-999 sq-ft
The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev
21 Photos
Last Updated : 21 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S12720694 , Image - 1

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Unit-113, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12720694

Residential Condo & Other (Condo Apartment)

$349000.0
  • 2 +0 Beds
  • 2 Baths
  • 900-999 sq-ft
Bright and accessible garden-level condo ideal location! - Very accessible 2-bedroom, 2-bath end-unit condo located just steps from the buildings side
29 Photos
Last Updated : 21 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S12713260 , Image - 1

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Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12713260

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
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
2 Photos
Last Updated : 23 Days ago
LOT 24 Con12 Severn Orillia N/A E, Simcoe, ON , MLS #S12138579 , Image - 1
LOT 24 Con12 Severn Orillia N/A E Rural Severn, Severn, Simcoe, ON MLS® S12138579

Residential Freehold (Vacant Land)

$436900.0
  • < 700 sq-ft
Nestled in the Heart of a Serene and lush wooded area, this stunning parcel of land offers a rare opportunity to own a piece of untouched nature. Span
2 Photos
Last Updated : 23 Days ago
LOT 24 CON 12 North Orillia N/A W, Simcoe, ON , MLS #S12138570 , Image - 1
LOT 24 CON 12 North Orillia N/A W Orillia, Simcoe, ON MLS® S12138570

Residential Freehold (Vacant Land)

$136900.0
  • < 700 sq-ft
Nestled in the heart of a serene and lush wooded area, this stunning parcel of land offers a rare opportunity to own a piece of untouched nature. Span
32 Photos
Last Updated : 23 Days ago
25 Hawthorne Drive, Simcoe, ON , MLS #N12371630 , Image - 1

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25 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12371630

Residential Freehold (Modular Home)

$374900.0
price drop iconPrice drop by 12.8%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This home is sure to please. Located in the vibrant adult community of Sandycove Acres South. This bright and spacious renovated 2 bedroom, 1+1 bath A
40 Photos
Last Updated : 23 Days ago
1 Paradise Boulevard, Simcoe, ON , MLS #S12714194 , Image - 1

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Unit-Unit 14, 1 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S12714194

Residential Condo & Other (Condo Townhouse)

$489000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Don't Miss this Exceptional Waterfront Opportunity on Lake Simcoe. This Beautifully Appointed 2-bedroom, Two-Storey Waterfront Condominium on Paradise
18 Photos
Last Updated : 23 Days ago
2 EAST Street, Simcoe, ON , MLS #N12437196 , Image - 1

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2 EAST Street Rural Essa, Essa, Simcoe, ON MLS® N12437196

Residential Freehold (Other)

$257900.0
price drop iconPrice drop by 3.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MOTIVATED SELLER AND QUICK CLOSING AVAILABLE! Nestled on a mature, tree-lined lot in Angus, this charming mobile home offers privacy and peace - await
21 Photos
Last Updated : 23 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S11931442 , Image - 1

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9 Harbour Street E
Unit-4109-41, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11931442

Residential Condo & Other (Timeshare)

$40000.0
price drop iconPrice drop by 33.3%
  • 2 Beds
  • 2 Baths
  • 0-499 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. Located on the 4th floor of Living Water Resort, this unit offers amazing views o
18 Photos
Last Updated : 24 Days ago
204 Gianetto Drive, Simcoe, ON , MLS #S12628254 , Image - 1

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204 Gianetto Drive Midland, Simcoe, ON MLS® S12628254

Residential Freehold (Vacant Land)

$199000.0
Build your Dream Home! Breath taking views of Midland Harbour! This generously sized 0.7 acre building lot offers a rare opportunity in one of Midland
4 Photos
Last Updated : 24 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
46 Photos
Last Updated : 24 Days ago
150 Dunlop Street E, Simcoe, ON , MLS #S12710726 , Image - 1

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Unit-601, 150 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12710726

Residential Condo & Other (Condo Apartment)

$339900.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
MOVE-IN READY one-bedroom suite in the well-known Bayshore Landing, ideally located near Kempenfelt Bay and Barrie's downtown waterfront. Walk to the
11 Photos
Last Updated : 24 Days ago
909B Willow Street, Simcoe, ON , MLS #N12513916 , Image - 1

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909B Willow Street Lefroy, Innisfil, Simcoe, ON MLS® N12513916

Residential Freehold (Vacant Land)

$209000.0
  • < 700 sq-ft
Great opportunity to build your own home or home away from home in lovely Lefroy. Also suitable for small builders/investors. Great location, a short
15 Photos
Last Updated : 24 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S12709270 , Image - 1

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Unit-312, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12709270

Residential Condo & Other (Condo Apartment)

$399000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
RARELY OFFERED 3-BEDROOM CONDO IN AN UNBEATABLE LOCATION! Welcome to this updated, bright, and spacious 1,000 sqft condo, just minutes from RVH, Hwy 4
1 Photos
Last Updated : 24 Days ago
9-10-11 N/A Street, Simcoe, ON
9-10-11 N/A Street Atherley, Ramara, Simcoe, ON MLS® S12709122

Residential Freehold (Vacant Land)

$220000.0
  • < 700 sq-ft
Discover a remarkable opportunity in Ramara Township, where this expansive vacant lot awaits your imagination. With the potential to be divided into t
28 Photos
Last Updated : 24 Days ago
333 Sea Ray Avenue, Simcoe, ON , MLS #N12708012 , Image - 1

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Unit-427D, 333 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12708012

Residential Condo & Other (Condo Apartment)

$489900.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to your dream condo in the vibrant and scenic Friday Harbour Resort! This contemporary 2-bedroom, 2-bathroom condo offers the perfect blend of
8 Photos
Last Updated : 26 Days ago
4797 County Road 90 Road, Simcoe, ON , MLS #N12469870 , Image - 1

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4797 County Road 90 Road Rural Essa, Essa, Simcoe, ON MLS® N12469870

Residential Freehold (Vacant Land)

$320000.0
price drop iconPrice drop by 14.7%
  • < 700 sq-ft
Seize this incredible opportunity to build your dream home or investment property on this spacious 3/4 acre lot in the heart of Essa! Perfectly positi
23 Photos
Last Updated : 27 Days ago
215 Pine Street, Simcoe, ON , MLS #S12081876 , Image - 1

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Unit-4, 215 Pine Street Collingwood, Simcoe, ON MLS® S12081876

Residential Condo & Other (Condo Apartment)

$429000.0
price drop iconPrice drop by 23.3%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Spacious 2 bedroom, 2 bathroom condominium located on a historic and very pretty street in Collingwood with century homes. Walking distance to many am
13 Photos
Last Updated : 27 Days ago
722 Aberdeen Boulevard, Simcoe, ON , MLS #S12703708 , Image - 1

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722 Aberdeen Boulevard Midland, Simcoe, ON MLS® S12703708

Residential Freehold (Vacant Land)

$299900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Build your dream of lakeside living on a pristine lot showcasing sweeping Georgian Bay views and overloo
37 Photos
Last Updated : 27 Days ago
15 Kenora Trail, Simcoe, ON , MLS #S12702762 , Image - 1

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15 Kenora Trail Wasaga Beach, Simcoe, ON MLS® S12702762

Residential Freehold (MobileTrailer)

$165000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Golf cart included! Embrace the charm of a seasonal retreat in the coveted Countrylife Resort, where tranquility meets recreation from end of April to
12 Photos
Last Updated : 27 Days ago
584 Curry Road, Simcoe, ON , MLS #S12702620 , Image - 1

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584 Curry Road Penetanguishene, Simcoe, ON MLS® S12702620

Residential Freehold (Vacant Land)

$375000.0
Top 5 Reasons You Will Love This Property: 1) This generous 2-acre corner estate lot is fully cleared and ready to build, offering an exceptional oppo
9 Photos
Last Updated : 27 Days ago
1511 Tay Point Road, Simcoe, ON , MLS #S12702216 , Image - 1

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1511 Tay Point Road Penetanguishene, Simcoe, ON MLS® S12702216

Residential Freehold (Vacant Land)

$289900.0
Top 5 Reasons You Will Love This Property: 1) Newly created 1.78-acre corner estate lot, fully cleared and ready for construction in the sought-after
13 Photos
Last Updated : 27 Days ago
1499 Tay Point Road, Simcoe, ON , MLS #S12702214 , Image - 1

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1499 Tay Point Road Penetanguishene, Simcoe, ON MLS® S12702214

Residential Freehold (Vacant Land)

$244900.0
Top 5 Reasons You Will Love This Property: 1) This premium 1.78-acre lot is part of an exclusive release of newly created estate parcels, offering the
34 Photos
Last Updated : 29 Days ago
2 Anchorage Crescent, Simcoe, ON , MLS #S12689508 , Image - 1

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Unit-200, 2 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12689508

Residential Condo & Other (Condo Apartment)

$409800.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Team Tiger proudly presents 2 Anchorage Crescent #200 - a luminous corner residence where refined design meets effortless, four-season living. Bathed
20 Photos
Last Updated : 29 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N12697028 , Image - 1

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Unit-105, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12697028

Residential Condo & Other (Condo Apartment)

$405000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Stunning largest 1 bedroom 1 bathroom unit located on the 1st floor of High point building this beautiful unit has an open concept layout 10ft ceiling
23 Photos
Last Updated : 29 Days ago
1 GRAY Street, Simcoe, ON , MLS #S12185393 , Image - 1

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1 GRAY Street Coldwater, Severn, Simcoe, ON MLS® S12185393

Residential Freehold (Detached)

$479900.0
price drop iconPrice drop by 8.6%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Check out this very affordable and well maintained 1,260 total finished square foot home. Three bedrooms on the main floor, attached garage, and a ful
11 Photos
Last Updated : 29 Days ago
49 ROYAL OAK Drive, Simcoe, ON , MLS #N12695994 , Image - 1

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49 ROYAL OAK Drive Cookstown, Innisfil, Simcoe, ON MLS® N12695994

Residential Freehold (Modular Home)

$275000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Totally renovated, bright 2 bedroom modular home in move-in condition. 2 picture windows, generous living/dining space, wood-burning fireplace, skylig
1 Photos
Last Updated : 29 Days ago
217 Atherley Drive, Simcoe, ON
217 Atherley Drive Orillia, Simcoe, ON MLS® S12311275

Residential Freehold (Vacant Land)

$429999.0
price drop iconPrice drop by 14.0%
  • < 700 sq-ft
Premium Downtown Waterfront Building Lot with Approved Permits Ready to Build An exceptional opportunity to build a luxury side-by-side duplex in Ori
34 Photos
Last Updated : 30 Days ago
479 Oxbow Crescent, Simcoe, ON , MLS #S12692944 , Image - 1

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479 Oxbow Crescent Collingwood, Simcoe, ON MLS® S12692944

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
The perfect home or getaway in Collingwood - Ontario's Four Season playground. This remarkable condo townhome is located in Living Stone Community (fo
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