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 - P13

Showing results 361 - 390 of 1116
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
27 Photos
Last Updated : 12 Days ago
57 Loggers Run N/A, Simcoe, ON , MLS #S13534122 , Image - 1
Image With Blur overlay

Like What you see?

Unit-22, 57 Loggers Run N/A Ardagh, Barrie, Simcoe, ON MLS® S13534122

Residential Condo & Other (Condo Townhouse)

$408999.0
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
NO RENTAL EQUIPMENT, on a corner lot, with a walkout balcony on the main and walk out sliding door in the basement. Complete with two kitchens this is
18 Photos
Last Updated : 12 Days ago
5 Robert Street, Simcoe, ON , MLS #S13787308 , Image - 1

Like What you see?

5 Robert Street 400 North, Barrie, Simcoe, ON MLS® S13787308

Residential Freehold (Detached)

$485000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top Reasons You'll Love this Home: Move-in ready and ideally located, this inviting 2-storey home featuring a vinyl siding exterior, private single-wi
4 Photos
Last Updated : 12 Days ago
79 Frederick Street, Simcoe, ON , MLS #S13655208 , Image - 1
79 Frederick Street Orillia, Simcoe, ON MLS® S13655208

Residential Freehold (Detached)

$399900.0
price drop iconPrice drop by 19.9%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
ESTATE SALE - A Rare Opportunity in the Heart of Historic Orillia! Offered for the first time in generations, this cherished family home was lovingly
30 Photos
Last Updated : 12 Days ago
308 Russell Street, Simcoe, ON , MLS #S13785364 , Image - 1

Like What you see?

308 Russell Street Midland, Simcoe, ON MLS® S13785364

Residential Freehold (Detached)

$369900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Bright, custom-designed kitchen thoughtfully crafted for both style and functionality, with an abundance of
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
29 Photos
Last Updated : 12 Days ago
45 Northland Drive, Simcoe, ON , MLS #S13721232 , Image - 1

Like What you see?

45 Northland Drive Midland, Simcoe, ON MLS® S13721232

Residential Freehold (MobileTrailer)

$274000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to the wonderful community of Smiths Camp! This well-maintained 2-bedroom home offers over 950 square feet of comfortable living space and sit
6 Photos
Last Updated : 12 Days ago
1659 County Road 92 N/A, Simcoe, ON , MLS #S13786776 , Image - 1

Like What you see?

1659 County Road 92 N/A Rural Springwater, Springwater, Simcoe, ON MLS® S13786776

Residential Freehold (Vacant Land)

$499900.0
MOTIVATED SELLER! STOP WAITING FOR THE RIGHT HOUSE & START BUILDING IT ON 10 TREED ACRES! Bring your imagination, your builder and maybe a pair of boo
32 Photos
Last Updated : 12 Days ago
40 HORSESHOE Boulevard, Simcoe, ON , MLS #S13736152 , Image - 1

Like What you see?

Unit-302, 40 HORSESHOE Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13736152

Residential Condo & Other (Condo Apartment)

$397900.0
price drop iconPrice drop by 0.3%
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
VACANT, PRICED TO SELL!**FOUR-SEASON GETAWAY WITH SKI HILL VIEWS, COVERED BALCONY, PARKING & LOCKER!** One-bedroom plus den layout in 756 sq. ft. with
27 Photos
Last Updated : 12 Days ago
1061 2nd Line, Simcoe, ON , MLS #N13682278 , Image - 1

Like What you see?

1061 2nd Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N13682278

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming detached cottage-style bungalow offering comfortable, easy-maintenance living in a desirable lakeside community. This 2 bedro
15 Photos
Last Updated : 12 Days ago
11 Beck Boulevard, Simcoe, ON , MLS #S13643030 , Image - 1

Like What you see?

Unit-404, 11 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13643030

Residential Condo & Other (Condo Apartment)

$499000.0
price drop iconPrice drop by 5.7%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
MUST SELL! Soak In Water Views Up And Down Penetang Bay From Your Main Spaces Including The Bedrooms And Your Very Own Balcony. Enjoy life right acros
28 Photos
Last Updated : 12 Days ago
5 Chef Lane, Simcoe, ON , MLS #S13602242 , Image - 1

Like What you see?

Unit-114, 5 Chef Lane Innis-Shore, Barrie, Simcoe, ON MLS® S13602242

Residential Condo & Other (Condo Apartment)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to this beautifully maintained 1,300 sq. ft. home featuring a spacious ceramic-tiled foyer and an inviting open-concept layout. The stylish ki
2 Photos
Last Updated : 12 Days ago
7865 Pineridge Road, Simcoe, ON , MLS #S13732122 , Image - 1
7865 Pineridge Road Rural Ramara, Ramara, Simcoe, ON MLS® S13732122

Residential Freehold (Vacant Land)

$209900.0
Nicely treed building lot 5 minutes from Washago's Muskoka street stores and restaurants. Quiet location on dead end Road. Build your dream retreat pr
3 Photos
Last Updated : 12 Days ago
7859 Pineridge Road, Simcoe, ON , MLS #S13731928 , Image - 1
7859 Pineridge Road Rural Ramara, Ramara, Simcoe, ON MLS® S13731928

Residential Freehold (Vacant Land)

$229900.0
Build your dream home on this 1 Acre treed estate lot located at the end of a quiet road on the edge of Washago. Minutes to the LCBO, local grocery st
22 Photos
Last Updated : 12 Days ago
66 Main Street, Simcoe, ON , MLS #N13785680 , Image - 1

Like What you see?

66 Main Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13785680

Residential Freehold (Modular Home)

$229900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Enjoy quality adult community living in Sandy Cove Acres, with various amenities from outdoor pool to pickelball, you will easily make new friends and
7 Photos
Last Updated : 12 Days ago
257 Robins Point Road, Simcoe, ON , MLS #S13785532 , Image - 1

Like What you see?

257 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S13785532

Residential Freehold (Vacant Land)

$289000.0
  • < 700 sq-ft
An incredible parcel of land awaits to build your dream home, perfectly situated across from the stunning shores of Georgian Bay! This lot offers peac
17 Photos
Last Updated : 13 Days ago
47 Kipling Place, Simcoe, ON , MLS #S13784418 , Image - 1

Like What you see?

47 Kipling Place Letitia Heights, Barrie, Simcoe, ON MLS® S13784418

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
IDEALLY LOCATED 3-BEDROOM WEST BARRIE TOWNHOME WITH A FENCED BACKYARD & A PARTIALLY FINISHED LOWER LEVEL WITH ROOM TO GROW! Set on a quiet, mature str
22 Photos
Last Updated : 13 Days ago
28 Harriet Street, Simcoe, ON , MLS #S13576262 , Image - 1

Like What you see?

28 Harriet Street Penetanguishene, Simcoe, ON MLS® S13576262

Residential Freehold (Detached)

$349900.0
price drop iconPrice drop by 12.5%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this charming 3-bedroom bungalow nestled on a generous 49' x 165' lot in the heart of Penetanguishene. This home is an excellent opportunit
21 Photos
Last Updated : 13 Days ago
397 William Street, Simcoe, ON , MLS #S13683720 , Image - 1

Like What you see?

397 William Street Victoria Harbour, Tay, Simcoe, ON MLS® S13683720

Residential Freehold (Detached)

$479000.0
  • 3 +0 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Do you have a large family? This classic family home on an impressive sized lot in Victoria Harbour could easily be a 5 bedroom home making it ideal
18 Photos
Last Updated : 13 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13480864 , Image - 1

Like What you see?

Unit-108, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13480864

Residential Condo & Other (Condo Townhouse)

$319999.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to easy living in the heart of Horseshoe Valley. This main floor walk-in unit with no stairs offers an ideal opportunity for retirees, first-t
37 Photos
Last Updated : 13 Days ago
711 Johnston Park Avenue, Simcoe, ON , MLS #S13741048 , Image - 1

Like What you see?

711 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13741048

Residential Condo & Other (Condo Townhouse)

$459900.0
price drop iconPrice drop by 2.1%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the privatebeach, b
35 Photos
Last Updated : 13 Days ago
9 Ridge Avenue, Simcoe, ON , MLS #S13528118 , Image - 1

Like What you see?

9 Ridge Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13528118

Residential Freehold (Detached)

$365649.0
price drop iconPrice drop by 8.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming & Cozy Two Bedroom Home or Recreational Retreat Just Steps to Sandy Beach on Lake Simcoe Offering Great Boating and Fishing. This Affordable
35 Photos
Last Updated : 13 Days ago
87 Bond Street, Simcoe, ON , MLS #S13672502 , Image - 1

Like What you see?

87 Bond Street Orillia, Simcoe, ON MLS® S13672502

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 3.9%
  • 4 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Investors, contractors, handyman and families this property offers plenty of potential on a large lot 60' x 239'. House is a 1 1/2 storey approx 1442
36 Photos
Last Updated : 13 Days ago
8240 93 Highway, Simcoe, ON , MLS #S13507240 , Image - 1

Like What you see?

8240 93 Highway Wyebridge, Tiny, Simcoe, ON MLS® S13507240

Residential Freehold (Detached)

$449000.0
price drop iconPrice drop by 10.2%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Are you looking for a home with the potential to build equity? This charming 3-bedroom, 1-bath all-brick home with walk out unfinished basement is the
39 Photos
Last Updated : 13 Days ago
1 Tecumseth Pines Drive, Simcoe, ON , MLS #N13776750 , Image - 1

Like What you see?

1 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13776750

Residential Freehold (Detached)

$427000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1 Tecumseth Pines, a beautifully maintained home situated in a premier 55+ land lease community in Simcoe. Perfectly located close to Highw
12 Photos
Last Updated : 13 Days ago
108 Lakeshore Road E, Simcoe, ON , MLS #S13781656 , Image - 1

Like What you see?

108 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13781656

Residential Freehold (Vacant Land)

$225000.0
Build your dream home across from the sparkling shores of Lake Simcoe! Welcome to 108 Lakeshore Road East in Oro-Medonte - a prime quarter-acre buildi
31 Photos
Last Updated : 13 Days ago
214 Escarpment Crescent, Simcoe, ON , MLS #S13134312 , Image - 1

Like What you see?

Unit-214, 214 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13134312

Residential Condo & Other (Condo Townhouse)

$474900.0
price drop iconPrice drop by 13.6%
  • 4 Beds
  • 2 Baths
  • 1400-1599 sq-ft
YOUR TURNKEY FOUR-SEASON RETREAT IN COLLINGWOOD. Welcome to the Cranberry Resort & Golf Court neighborhood, where comfort, lifestyle, and year-round a
36 Photos
Last Updated : 13 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S13756960 , Image - 1

Like What you see?

Unit-68, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13756960

Residential Condo & Other (Condo Townhouse)

$380000.0
  • 2 Beds
  • 2 Baths
  • 600-699 sq-ft
One-of-a-kind ground floor condo in Collingwood with incredible outdoor space that truly feels like home. You'll never tire of returning after a day
26 Photos
Last Updated : 13 Days ago
23 Mimosa Crescent, Simcoe, ON , MLS #N12975068 , Image - 1

Like What you see?

23 Mimosa Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N12975068

Residential Freehold (Modular Home)

$238000.0
price drop iconPrice drop by 19.3%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your new home. Located in the vibrant adult community of Sandycove Acres South on a quiet crescent. This 3 bedroom,1 bath, 1,1074 sq. ft.
33 Photos
Last Updated : 13 Days ago
31 Huron Street, Simcoe, ON , MLS #S13774712 , Image - 1

Like What you see?

Unit-412, 31 Huron Street Collingwood, Simcoe, ON MLS® S13774712

Residential Condo & Other (Condo Apartment)

$499900.0
  • 1 +1 Beds
  • 1 Baths
  • 600-699 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Here's your opportunity to own one of the few remaining suites at Harbour House, Collingwood's sought-after
8 Photos
Last Updated : 13 Days ago
4881 Orser Street, Simcoe, ON , MLS #S13609582 , Image - 1

Like What you see?

4881 Orser Street Brentwood, Clearview, Simcoe, ON MLS® S13609582

Residential Freehold (Vacant Land)

$259900.0
price drop iconPrice drop by 13.3%
*Build Your Dream in the Village of Brentwood* Discover this picturesque 3.17 acre property tucked away on a quiet private dead-end road in the charmi
23 Photos
Last Updated : 13 Days ago
111 Worsley Street, Simcoe, ON , MLS #S13701456 , Image - 1

Like What you see?

Unit-309, 111 Worsley Street City Centre, Barrie, Simcoe, ON MLS® S13701456

Residential Condo & Other (Condo Apartment)

$349000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
NEARLY 650 SQ. FT. OF PRIVATE TERRACE, BAY VIEWS & DOWNTOWN LIVING! Modern, immaculate and exceptionally well presented, this one-bedroom condo has a
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!