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Houses for Sale in Simcoe Under $500K - P29

Showing results 841 - 870 of 1115
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
22 Photos
Last Updated : 60 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13574832 , Image - 1
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Unit-225, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13574832

Residential Condo & Other (Condo Apartment)

$455000.0
  • 1 +1 Beds
  • 1 Baths
  • 500-599 sq-ft
Rarely does a property offer this combination of lifestyle, location, and value in the courtyard. At almost 600 SQFT - Unit #225 in the Aquarius build
8 Photos
Last Updated : 60 Days ago
426 Seventh Avenue, Simcoe, ON , MLS #S12784396 , Image - 1

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426 Seventh Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12784396

Residential Freehold (Vacant Land)

$124900.0
  • < 700 sq-ft
READY TO QUIT THE RAT-RACE? Tay/Port McNicoll may just be the spot you've been looking for. The area offers a relaxed, small-town atmosphere for those
43 Photos
Last Updated : 61 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

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Unit-6411/6413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13077362

Residential Condo & Other (Condo Apartment)

$48500.0
price drop iconPrice drop by 19.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa, your four-season getaway on the shores of Georgian Bay in beautiful Collingwood. This fractional ownership oppor
27 Photos
Last Updated : 61 Days ago
7 Fern Lane, Simcoe, ON , MLS #N13006460 , Image - 1

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7 Fern Lane Rural Essa, Essa, Simcoe, ON MLS® N13006460

Residential Freehold (Vacant Land)

$489000.0
This is a rare opportunity to own waterfront property along the renowned Nottawasaga River. Known locally as The Notty, this river is highly regarded
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
17 Photos
Last Updated : 61 Days ago
3 Boys Street S, Simcoe, ON , MLS #S13613986 , Image - 1

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Unit-A, 3 Boys Street S Queen's Park, Barrie, Simcoe, ON MLS® S13613986

Residential Freehold (Vacant Land)

$349000.0
Rare Vacant Land Opportunity Backing Onto Audrey Milligan Park & PondDiscover a unique opportunity in the historic heart of Barrie. This proposed vaca
4 Photos
Last Updated : 61 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)

$289900.0
price drop iconPrice drop by 3.3%
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
6 Photos
Last Updated : 61 Days ago
3600 Narrows Road, Simcoe, ON , MLS #S12636568 , Image - 1

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Unit-Unit #Lot 12, 3600 Narrows Road Rural Severn, Severn, Simcoe, ON MLS® S12636568

Residential Freehold (Vacant Land)

$490000.0
price drop iconPrice drop by 18.3%
Prime vacant land opportunity with 342.25 feet of water frontage and 7.64 acres of land! This expansive lot offers endless potential for your dream pr
3 Photos
Last Updated : 61 Days ago
136 Fox Street, Simcoe, ON , MLS #S13077550 , Image - 1
136 Fox Street Penetanguishene, Simcoe, ON MLS® S13077550

Residential Freehold (Vacant Land)

$390000.0
Amazing views of Georgian Bay await on this expansive in-town lot measuring 161 ft by 197 ft, offering exceptional space to build your dream home with
22 Photos
Last Updated : 61 Days ago
2920 Old Penetanguishene Road, Simcoe, ON , MLS #S13598988 , Image - 1

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Unit-104, 2920 Old Penetanguishene Road Rural Springwater, Springwater, Simcoe, ON MLS® S13598988

Residential Freehold (MobileTrailer)

$59900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Escape to Camp Hideaway with this beautifully maintained 2019 Keystone Montana High Country 330RL fifth wheel offering comfort, space, and incredible
5 Photos
Last Updated : 61 Days ago
0 Taylorwoods Boulevard, Simcoe, ON , MLS #N13439020 , Image - 1
0 Taylorwoods Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13439020

Residential Freehold (Vacant Land)

$160000.0
Excellent opportunity for builder/developer or those looking for a reasonably priced lot with municipal services. Sewer, water and gas available at lo
20 Photos
Last Updated : 61 Days ago
60 Laidlaw Street, Simcoe, ON , MLS #S13612942 , Image - 1

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60 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13612942

Residential Freehold (Detached)

$399900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
BUNGALOW WITHIN WALKING DISTANCE OF THE BEACH WITH A HEATED BUNKIE, MATURE TREES & A GENEROUS 60 X 125 FT LOT! Just a 10-minute walk from Wasaga's bea
50 Photos
Last Updated : 61 Days ago
49 Jacobs Terrace, Simcoe, ON , MLS #S13027924 , Image - 1

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Unit-116, 49 Jacobs Terrace Allandale, Barrie, Simcoe, ON MLS® S13027924

Residential Condo & Other (Condo Apartment)

$289900.0
price drop iconPrice drop by 10.2%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Bright Main Floor Living Near Barrie's Waterfront
35 Photos
Last Updated : 61 Days ago
10 Brandy Lane Drive, Simcoe, ON , MLS #S13612040 , Image - 1

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Unit-204, 10 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13612040

Residential Condo & Other (Condo Apartment)

$424000.0
  • 1 Beds
  • 2 Baths
  • 700-799 sq-ft
One of the most private locations in the Wyldewood Community, backing on to green space and the trails. Comfortable Year round living or your four sea
12 Photos
Last Updated : 61 Days ago
4 Nida Crescent, Simcoe, ON , MLS #S13612130 , Image - 1

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4 Nida Crescent Wasaga Beach, Simcoe, ON MLS® S13612130

Residential Freehold (Vacant Land)

$289000.0
  • < 700 sq-ft
Large Building Lot Located On A Quiet Cul De Sac In A Highly Desirable Area In The Heart Of Wasaga! Within Minutes Walk ToBeach Area 1 And Allenwood B
8 Photos
Last Updated : 61 Days ago
418 Dominion Avenue, Simcoe, ON , MLS #S13445334 , Image - 1

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418 Dominion Avenue Midland, Simcoe, ON MLS® S13445334

Residential Freehold (Detached)

$499990.0
price drop iconPrice drop by 15.3%
  • 7 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Rare opportunity to own a spacious Victorian-style home in the heart of Midland with views of beautiful Georgian Bay. Offering approximately 3,000 sq.
9 Photos
Last Updated : 61 Days ago
354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

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354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0
price drop iconPrice drop by 16.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,
22 Photos
Last Updated : 62 Days ago
76 Turtle Path, Simcoe, ON , MLS #S13576816 , Image - 1

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76 Turtle Path Rural Ramara, Ramara, Simcoe, ON MLS® S13576816

Residential Freehold (Vacant Land)

$319900.0
  • < 700 sq-ft
**Discover the Waterfront Lifestyle You've Been Dreaming Of at 76 Turtle Path.** This rare waterfront building lot offers the perfect opportunity to c
33 Photos
Last Updated : 62 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13173134 , Image - 1

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4 Kimberly Lane
Unit-124, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13173134

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 7.0%
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Absolutely Stunning. Spacious One Bedroom Plus Den Condo With Upgraded Finishes. Quartz Countertops, S/S Appliances, Engineered Flooring, Ensuite Laun
27 Photos
Last Updated : 62 Days ago
341 Tiny Beaches Road N, Simcoe, ON , MLS #S13586334 , Image - 1

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341 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13586334

Residential Freehold (Detached)

$495000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming and Traditional 3 Bedroom Summer Cottage Between Walker's Beach. 200 meters to Cawaja Sandy Beach and 400 meters to Rowntree Beach. A Great P
11 Photos
Last Updated : 64 Days ago
71 Wozniak Road, Simcoe, ON , MLS #S13605380 , Image - 1

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71 Wozniak Road Penetanguishene, Simcoe, ON MLS® S13605380

Residential Freehold (Vacant Land)

$119900.0
Imagine building the home or cottage you've always dreamed of in a peaceful Georgian Bay community where nature, recreation, and convenience come toge
45 Photos
Last Updated : 65 Days ago
15 Kneeshaw Drive, Simcoe, ON , MLS #S13581586 , Image - 1

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Unit-102, 15 Kneeshaw Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13581586

Residential Condo & Other (Condo Apartment)

$499000.0
  • 1 +1 Beds
  • 1 Baths
  • 900-999 sq-ft
SHOW ANYTIME!!!!!! NO NOTICE REQUIRED!!!!!!! IMAGINE LIVING HERE!!!!! LUNA @ ELEMENTS CONDOMINIUMS! Spacious Solarium Balcony With Retractable Window
30 Photos
Last Updated : 65 Days ago
2135 Champlain Road, Simcoe, ON , MLS #S13604942 , Image - 1

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2135 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13604942

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Visit the REALTOR website for further information about this Listing. Year-round home or cottage in a natural setting, near Sawlog Point in Tiny. 2 B
2 Photos
Last Updated : 65 Days ago
75 Bay Sands Drive, Simcoe, ON , MLS #S13604562 , Image - 1
75 Bay Sands Drive Wasaga Beach, Simcoe, ON MLS® S13604562

Residential Freehold (Vacant Land)

$119000.0
Build your vision on this residential building lot tucked away on a quiet cul-de-sac in Wasaga Beach. Offering approximately 97.74 ft of frontage and
21 Photos
Last Updated : 65 Days ago
84 Appletree Lane, Simcoe, ON , MLS #S13604402 , Image - 1

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Unit-59, 84 Appletree Lane Innis-Shore, Barrie, Simcoe, ON MLS® S13604402

Residential Condo & Other (Condo Townhouse)

$499990.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to this beautifully upgraded 3-bedroom, 3-bathroom end-unit stacked townhome in Barrie's highly desirable Innis-Shore community, ideally locat
9 Photos
Last Updated : 65 Days ago
Lot 71 Whispering Pine Circle, Simcoe, ON , MLS #S13508736 , Image - 1

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Lot 71 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S13508736

Residential Freehold (Vacant Land)

$159000.0
price drop iconPrice drop by 5.9%
Seller financing available OAC. 3/4 acre building lot located in the Toanche area of Tiny Township. Access to the water, a number of marinas, mun
27 Photos
Last Updated : 66 Days ago
2678 25th Side Road, Simcoe, ON , MLS #N13074692 , Image - 1

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2678 25th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13074692

Residential Freehold (Detached)

$425000.0
price drop iconPrice drop by 9.6%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to live and build in beautiful Innisfil Beach. This oversized lot of 50 X 200 feet with and approximate 700 sq ft bungalow frame fe
1 Photos
Last Updated : 66 Days ago
6 Oakwood Avenue, Simcoe, ON
6 Oakwood Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13599548

Residential Freehold (Vacant Land)

$167500.0
Beautiful 100' x 150' level building lot nestled on a quiet street in the heart of Tiny Township. An exceptional opportunity to build your dream home
27 Photos
Last Updated : 66 Days ago
64 60th Street N, Simcoe, ON , MLS #S13599098 , Image - 1

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64 60th Street N Wasaga Beach, Simcoe, ON MLS® S13599098

Residential Freehold (Vacant Land)

$420000.0
price drop iconPrice drop by 99.0%
RARE FIND! North Side of Mosley! Steps to Prime Beach! Spacious 59 x 107 ft Lot in a Highly Desirable Wasaga Beach WEST End Location~ Water and Sewer
41 Photos
Last Updated : 66 Days ago
45 Andrew Drive, Simcoe, ON , MLS #S13469628 , Image - 1

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45 Andrew Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13469628

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 3.9%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Excellent four season bungalow offering an affordable entry into a highly desirable lakeside community. Situated in a quiet area of Rural Tiny, this d
15 Photos
Last Updated : 67 Days ago
9 Wolfe Street, Simcoe, ON , MLS #S13571870 , Image - 1

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9 Wolfe Street Penetanguishene, Simcoe, ON MLS® S13571870

Residential Freehold (Detached)

$399900.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 9 Wolfe Street in the heart of Penetanguishene! This spacious bungalow offers exceptional potential for first-time buyers, families, or inv
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