Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

Houses for Sale in Simcoe Under $500K - P21

Showing results 601 - 630 of 1094
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
32 Photos
Last Updated : 29 Days ago
71 Laguna Parkway, Simcoe, ON , MLS #S13058472 , Image - 1
Image With Blur overlay

Like What you see?

Unit-Unit 19, 71 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13058472

Residential Condo & Other (Condo Townhouse)

$419649.0
price drop iconPrice drop by 4.5%
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Wonderful Waterfront Location In This 3 Bedroom Condo Over Looking Gondola Lagoon Offering Private Boat Slip With Access To Lake Simcoe And The Trent/
26 Photos
Last Updated : 29 Days ago
8 Arbor Road, Simcoe, ON , MLS #S13565114 , Image - 1

Like What you see?

8 Arbor Road Rural Tiny, Tiny, Simcoe, ON MLS® S13565114

Residential Freehold (Detached)

$489900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
YEAR-ROUND, FULLY WINTERIZED HOME/COTTAGE JUST STEPS TO THE BEACH! Located in the highly sought-after Balm Beach, this charming property offers the pe
18 Photos
Last Updated : 29 Days ago
7682 Oak Point Road, Simcoe, ON , MLS #S13547300 , Image - 1

Like What you see?

7682 Oak Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13547300

Residential Freehold (Detached)

$349000.0
  • 700-1100 sq-ft
YES YOU CAN OWN WATERFRONT! Spectacular LAKE COUCHICHING SUNSETS from this picturesque waterfront property on the Trent-Severn Waterway. A Unique OPP
4 Photos
Last Updated : 29 Days ago
2889 Sunset Drive, Simcoe, ON , MLS #S13476574 , Image - 1
2889 Sunset Drive Brechin, Ramara, Simcoe, ON MLS® S13476574

Residential Freehold (Vacant Land)

$169000.0
price drop iconPrice drop by 15.1%
Rare opportunity to own a clean, vacant building lot just steps from beautiful Lake Simcoe. Featuring an impressive 90 ft frontage x 200 ft depth, thi
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
18 Photos
Last Updated : 30 Days ago
166 Owen Street, Simcoe, ON , MLS #S13564330 , Image - 1

Like What you see?

Unit-204, 166 Owen Street Wellington, Barrie, Simcoe, ON MLS® S13564330

Residential Condo & Other (Condo Apartment)

$415900.0
  • 1 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to this highly sought-after downtown condominium, perfectly situated within walking distance to the waterfront, restaurants, shops, and all th
1 Photos
Last Updated : 30 Days ago
1410 Chemin Du Loup Road, Simcoe, ON
1410 Chemin Du Loup Road Rural Tiny, Tiny, Simcoe, ON MLS® S12463260

Residential Freehold (Vacant Land)

$217480.0
price drop iconPrice drop by 37.8%
22 Photos
Last Updated : 30 Days ago
314 Bay Street, Simcoe, ON , MLS #S13438566 , Image - 1

Like What you see?

314 Bay Street Midland, Simcoe, ON MLS® S13438566

Residential Freehold (Detached)

$439900.0
price drop iconPrice drop by 4.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
A wonderful opportunity for first-time buyers or downsizers, this charming detached 2-bedroom home is move-in ready. From the moment you arrive, the i
25 Photos
Last Updated : 30 Days ago
43 Linden Lane, Simcoe, ON , MLS #N13015168 , Image - 1

Like What you see?

43 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13015168

Residential Freehold (Modular Home)

$290000.0
price drop iconPrice drop by 16.4%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Fantastic Opportunity in Innisfil's Sought-After Sandycove Acres! Beautifully updated 2-bedroom, 2-bathroom home offering approximately 1,120 sq. ft.
33 Photos
Last Updated : 30 Days ago
63 Ferris Lane, Simcoe, ON , MLS #S13497210 , Image - 1

Like What you see?

63 Ferris Lane
Unit-E4, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S13497210

Residential Condo & Other (Condo Townhouse)

$479900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) End-unit townhome showcasing a fully fenced backyard with a newly built deck and fresh sod, ideally positio
27 Photos
Last Updated : 30 Days ago
42 Ferndale Drive S, Simcoe, ON , MLS #S13063314 , Image - 1

Like What you see?

Unit-108, 42 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13063314

Residential Condo & Other (Condo Apartment)

$389900.0
price drop iconPrice drop by 9.3%
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Welcome to the Rockefeller at Manhattan Upper West Side Complex. Well-maintained, quiet building in a central Barrie location.2-bed, 1-bath suite with
50 Photos
Last Updated : 30 Days ago
48 Madawaska Trail, Simcoe, ON , MLS #S13150930 , Image - 1

Like What you see?

48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S13150930

Residential Freehold (Detached)

$405900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. We're located in t
19 Photos
Last Updated : 30 Days ago
2 Zhingos Miikaans Lane, Simcoe, ON , MLS #S13131928 , Image - 1

Like What you see?

2 Zhingos Miikaans Lane Beausoleil First Nation, Christian Island 30, Simcoe, ON MLS® S13131928

Residential Freehold (Other)

$249900.0
price drop iconPrice drop by 3.9%
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
NESTLED IN THE WOODS OF BIG SAND BAY ON CHRISTIAN ISLAND, YOU WILL FIND A 2 BEDROOM, 1 BATHROOM COTTAGE WITH STORAGE LOFT THAT WAS CONCEPTUALIZED BY T
8 Photos
Last Updated : 30 Days ago
26 Dundee Drive, Simcoe, ON , MLS #S13561972 , Image - 1

Like What you see?

26 Dundee Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13561972

Residential Freehold (Detached)

$395000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this solid all-brick raised bungalow with attached garage, ideally located in a highly sought-after neighbourhood just a short walk to the
17 Photos
Last Updated : 30 Days ago
12 Lankin Boulevard, Simcoe, ON , MLS #S13231682 , Image - 1

Like What you see?

Unit-40, 12 Lankin Boulevard Orillia, Simcoe, ON MLS® S13231682

Residential Condo & Other (Condo Townhouse)

$399900.0
price drop iconPrice drop by 4.3%
  • 3 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to Ontario's Sunshine City, where waterfront living, recreation, and convenience come together in one of Central Ontario's most desirable comm
32 Photos
Last Updated : 30 Days ago
101 Tecumseth Pines Drive, Simcoe, ON , MLS #N13561798 , Image - 1

Like What you see?

101 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13561798

Residential Freehold (Detached)

$469900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Enjoy the carefree-living adult lifestyle that awaits you at Tecumseth Pines just minutes from Tottenham, where residents can enjoy a range of ameniti
31 Photos
Last Updated : 30 Days ago
29 Corner Brook Trail, Simcoe, ON , MLS #N13046144 , Image - 1

Like What you see?

29 Corner Brook Trail Rural Innisfil, Innisfil, Simcoe, ON MLS® N13046144

Residential Freehold (Modular Home)

$478700.0
price drop iconPrice drop by 4.0%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 29 Corner brook Trail, one of the best lots in the Park & nestled in the highly sought-after adult lifestyle community of Sandycove Acres i
4 Photos
Last Updated : 30 Days ago
221 Matchedash Street S, Simcoe, ON , MLS #S13560270 , Image - 1
221 Matchedash Street S Orillia, Simcoe, ON MLS® S13560270

Residential Freehold (Vacant Land)

$285000.0
  • < 700 sq-ft
Attention builders and investors! Partial VTB available for qualified purchaser! Vacant land for sale, corner lot on a quiet street. Building permit i
20 Photos
Last Updated : 30 Days ago
100 Dean Avenue, Simcoe, ON , MLS #S13561246 , Image - 1

Like What you see?

Unit-410, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13561246

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
TRADE WEEKEND CHORES FOR TOP-FLOOR SUNSETS AT THIS THOUGHTFULLY UPDATED SOUTH BARRIE CONDO! Freshly painted, beautifully maintained, and perched on th
8 Photos
Last Updated : 30 Days ago
600 West Street S, Simcoe, ON , MLS #S13561268 , Image - 1

Like What you see?

600 West Street S Orillia, Simcoe, ON MLS® S13561268

Residential Freehold (Detached)

$399000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders, Renovators, & Investors! Exceptional opportunity in the highly sought-after Lakeside Estates community. Situated in Orillia's desi
4 Photos
Last Updated : 30 Days ago
414 Limerick Street, Simcoe, ON , MLS #N13532238 , Image - 1
414 Limerick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13532238

Residential Freehold (Vacant Land)

$199000.0
Vacant lot beside 412 Limerick Crescent (currently for sale) - A rare opportunity in sought-after Gilford, just steps from Cooks Bay and Gilford Beach
13 Photos
Last Updated : 31 Days ago
6 BROWNS Lane, Simcoe, ON , MLS #S13559444 , Image - 1

Like What you see?

6 BROWNS Lane Wasaga Beach, Simcoe, ON MLS® S13559444

Residential Freehold (Vacant Land)

$449900.0
FULLY SERVICED LOT STEPS TO GEORGIAN BAY. At the mouth of the Nottawasaga River, where the water widens, the dunes rise, and the bay drifts into view
25 Photos
Last Updated : 31 Days ago
16 ZOO PARK Road, Simcoe, ON , MLS #S13559356 , Image - 1

Like What you see?

16 ZOO PARK Road Wasaga Beach, Simcoe, ON MLS® S13559356

Residential Freehold (Detached)

$399900.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
A SWEET WASAGA BEACH COTTAGE WITH DEEDED WATER ACCESS. Tucked just steps from the shoreline and overlooking hints of the bay and marina, this charming
29 Photos
Last Updated : 31 Days ago
18 Briar Wood Place, Simcoe, ON , MLS #N13532598 , Image - 1

Like What you see?

18 Briar Wood Place Cookstown, Innisfil, Simcoe, ON MLS® N13532598

Residential Freehold (MobileTrailer)

$399000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the Shops and Restaurants,
34 Photos
Last Updated : 31 Days ago
16 Briarwood Place, Simcoe, ON , MLS #N13533156 , Image - 1

Like What you see?

16 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13533156

Residential Freehold (MobileTrailer)

$409000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the SHops and Restaurants,
33 Photos
Last Updated : 31 Days ago
14 Briarwood Place, Simcoe, ON , MLS #N13532804 , Image - 1

Like What you see?

14 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13532804

Residential Freehold (MobileTrailer)

$399000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart ofCookstown.Just a short walk from the Shops and Restaurants,
29 Photos
Last Updated : 31 Days ago
12 Briarwood Place, Simcoe, ON , MLS #N13533472 , Image - 1

Like What you see?

12 Briarwood Place Cookstown, Innisfil, Simcoe, ON MLS® N13533472

Residential Freehold (Modular Home)

$389000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Royal Oak Estates. This Senior (Age 55+) Land Lease Community is in the heart of Cookstown.Just a short walk from the SHops and Restaurants
26 Photos
Last Updated : 31 Days ago
23 Georgian Glen Drive, Simcoe, ON , MLS #S13555682 , Image - 1

Like What you see?

23 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S13555682

Residential Freehold (Modular Home)

$289710.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Enjoy carefree, affordable living in Georgian Glen Estates, a peaceful Parkbridge land-lease community in the heart of Wasaga Beach with no age restri
2 Photos
Last Updated : 31 Days ago
Lot 77 Mapleside Drive, Simcoe, ON , MLS #S12544558 , Image - 1
Lot 77 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12544558

Residential Freehold (Vacant Land)

$289800.0
Located on the highly desirable west end of Wasaga Beach, this 85-foot building lot offers an exceptional opportunity. The lot can be severed into two
32 Photos
Last Updated : 31 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S13557582 , Image - 1

Like What you see?

Unit-107, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13557582

Residential Condo & Other (Condo Apartment)

$431000.0
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
Rarely offered ground floor Mountain View suite in sought-after Copeland House at Horseshoe Resort offering the ultimate four-season lifestyle. This d
13 Photos
Last Updated : 31 Days ago
250 Kingfisher Avenue, Simcoe, ON , MLS #S12654300 , Image - 1

Like What you see?

250 Kingfisher Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12654300

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 14.1%
  • 700-1100 sq-ft
You've just arrived in Paradise Point! This Seasonal cottage sits on a 60' x 146' lot in the heart of this beloved community. Potential !!! Project to
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!