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Houses for Sale in Simcoe Under $500K - P5

Showing results 121 - 150 of 205
Last Updated: March 31, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
9 Photos
Last Updated : 56 Days ago
1052 Spruce Road, Simcoe, ON , MLS #N12666198 , Image - 1
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1052 Spruce Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12666198

Residential Freehold (Vacant Land)

$419000.0
price drop iconPrice drop by 6.7%
Prime Building Lot Steps To Belle Aire Beach ! Seller has paid for the building permit, which is included with the purchase price. Property is permit-
11 Photos
Last Updated : 56 Days ago
LT 4 Glenn Howard Court, Simcoe, ON , MLS #S12752318 , Image - 1

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LT 4 Glenn Howard Court Rural Tiny, Tiny, Simcoe, ON MLS® S12752318

Residential Freehold (Vacant Land)

$399900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to own one of the last remaining lots in the prestigious Copeland Creek estate communit
39 Photos
Last Updated : 57 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S12737542 , Image - 1

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Unit-Unit 5, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S12737542

Residential Condo & Other (Condo Townhouse)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
*EMBRACE LAKESIDE LIVING TODAY**. Affordable Family Home-, BEACH & BOAT Retreat, Discover the Enchanting Joys of this Beautifully Designed Updated 3-b
32 Photos
Last Updated : 57 Days ago
173 Barrie Road, Simcoe, ON , MLS #S12746702 , Image - 1

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173 Barrie Road Orillia, Simcoe, ON MLS® S12746702

Residential Freehold (Detached)

$399999.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-time buyers or investors, located in the heart of Orilli
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
33 Photos
Last Updated : 59 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12745080 , Image - 1

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Unit-610, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12745080

Residential Condo & Other (Condo Apartment)

$494900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Affordable waterfront living with front-row views - a smart alternative along Barrie's shoreline.Welcome to Suite 610 at 65 Ellen Street, a bright and
7 Photos
Last Updated : 59 Days ago
607 TAYLOR Drive, Simcoe, ON , MLS #S12161574 , Image - 1

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607 TAYLOR Drive Midland, Simcoe, ON MLS® S12161574

Residential Freehold (Vacant Land)

$219900.0
price drop iconPrice drop by 26.5%
  • < 700 sq-ft
Build Your Dream Home Here. Rare opportunity to own a spacious building lot (60ft Wide x 229ft Deep) backing onto Tiffin Pond in a very desirable Midl
19 Photos
Last Updated : 60 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S12574958 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S12574958

Residential Condo & Other (Condo Apartment)

$439000.0
price drop iconPrice drop by 5.6%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome To Wyldewood! The Home Of Ski And Golf Enthusiasts. A Four - Season Community In The Heart Of Collingwood. Make This Two Bedroom, 2 Bath Your
8 Photos
Last Updated : 60 Days ago
7950 Kings River Road, Simcoe, ON , MLS #S12741664 , Image - 1

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7950 Kings River Road Rural Ramara, Ramara, Simcoe, ON MLS® S12741664

Residential Freehold (Vacant Land)

$205000.0
Top 5 Reasons You Will Love This Property: 1) Stunning 2-acre, water-facing building lot with 165' of frontage, offering an idyllic setting for your f
2 Photos
Last Updated : 60 Days ago
379 ROPE Boulevard, Simcoe, ON , MLS #S12741538 , Image - 1
379 ROPE Boulevard Rural Tay, Tay, Simcoe, ON MLS® S12741538

Residential Freehold (Vacant Land)

$349900.0
  • < 700 sq-ft
Discover the perfect blend of nature and convenience with this stunning 3+ acre vacant land property in Waubaushene. Nestled in a serene rural setting
28 Photos
Last Updated : 61 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S12739156 , Image - 1

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147 Dufferin Street Orillia, Simcoe, ON MLS® S12739156

Residential Freehold (Detached)

$359000.0
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to this cute and cozy home located in Orillia's West Ward neighbourhood. This home has lots of natural light and plenty of potential for any f
5 Photos
Last Updated : 61 Days ago
1418 Maple Way, Simcoe, ON , MLS #N12737896 , Image - 1
1418 Maple Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12737896

Residential Freehold (Vacant Land)

$235000.0
Attention builders and investors! Don't miss the chance to create your dream retreat or new forever home on this beautiful vacant lot, nestled on a se
11 Photos
Last Updated : 62 Days ago
7012 County Road 169 N/A, Simcoe, ON , MLS #S12647880 , Image - 1

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7012 County Road 169 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S12647880

Residential Freehold (Vacant Land)

$349000.0
  • < 700 sq-ft
5-ACRE WATERFRONT RETREAT ALONG THE BLACK RIVER - ENDLESS POTENTIAL AWAITS! Discover the ultimate opportunity to create your dream retreat on this pea
25 Photos
Last Updated : 62 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S12735622 , Image - 1

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Unit-605, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12735622

Residential Condo & Other (Condo Apartment)

$419900.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Live steps from it all in this sun-filled 1-bedroom + den condo with incredible views of Kempenfelt Bay! Welcome to Bayshore Landing, where the excit
14 Photos
Last Updated : 63 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S12163920 , Image - 1

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Unit-201, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12163920

Residential Condo & Other (Leasehold Condo)

$479900.0
price drop iconPrice drop by 8.6%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This lovely Painswick Suite has 2 bedrooms, 2 baths with a South facing Solarium. It has 2 full bathrooms one with a tub in the ensuite bath and stand
5 Photos
Last Updated : 63 Days ago
7046 Sideroad 30/31 Nottawasaga N/A, Simcoe, ON , MLS #S12475928 , Image - 1
7046 Sideroad 30/31 Nottawasaga N/A Stayner, Clearview, Simcoe, ON MLS® S12475928

Residential Freehold (Vacant Land)

$369900.0
Top 5 Reasons You Will Love This Property: 1) Discover the tranquility of country living on this peaceful 1.6-acre vacant lot, your chance to embrace
24 Photos
Last Updated : 64 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 : 64 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
2 Photos
Last Updated : 69 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 : 69 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
21 Photos
Last Updated : 70 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 : 71 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 : 71 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
1 Photos
Last Updated : 71 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
8 Photos
Last Updated : 72 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
37 Photos
Last Updated : 74 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 : 74 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 : 74 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 : 74 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
20 Photos
Last Updated : 76 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
1 Photos
Last Updated : 76 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
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