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 - P31

Showing results 901 - 930 of 1115
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
18 Photos
Last Updated : 75 Days ago
166 Owen Street, Simcoe, ON , MLS #S13564330 , Image - 1
Image With Blur overlay

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 : 75 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%
32 Photos
Last Updated : 75 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
4 Photos
Last Updated : 75 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
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
20 Photos
Last Updated : 75 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
4 Photos
Last Updated : 75 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
50 Photos
Last Updated : 76 Days ago
5 Spooner Crescent, Simcoe, ON , MLS #S13530594 , Image - 1

Like What you see?

Unit-215, 5 Spooner Crescent Collingwood, Simcoe, ON MLS® S13530594

Residential Condo & Other (Condo Apartment)

$444999.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Discover Your Dream Home at Blue Fairview Development! Welcome to your stunning new oasis in the heart of Collingwood, nestled on Cranberry Trail and
18 Photos
Last Updated : 76 Days ago
48 Mcarthur Drive, Simcoe, ON , MLS #S13455582 , Image - 1

Like What you see?

48 Mcarthur Drive Penetanguishene, Simcoe, ON MLS® S13455582

Residential Freehold (Detached)

$398000.0
price drop iconPrice drop by 6.3%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Location, location! This Charming turn key, open concept cottage, located in prestigious waterfront community, is within minutes walk to nearby beac
20 Photos
Last Updated : 76 Days ago
29 MADELAINE Drive, Simcoe, ON , MLS #S13457952 , Image - 1

Like What you see?

Unit-4, 29 MADELAINE Drive Painswick South, Barrie, Simcoe, ON MLS® S13457952

Residential Condo & Other (Condo Townhouse)

$499900.0
  • 3 +0 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to Yonge Station - This rarely offered condo/townhome features 3 bedrooms, 2.5 bathrooms, and the perks of maintenance free living! Many build
8 Photos
Last Updated : 76 Days ago
3330 Quetton Street, Simcoe, ON , MLS #S13542530 , Image - 1

Like What you see?

3330 Quetton Street Washago, Severn, Simcoe, ON MLS® S13542530

Residential Freehold (Vacant Land)

$25000.0
Located in the heart of the vibrant village of Washago, this treed vacant lot offers an excellent opportunity to invest in one of Simcoe County's most
35 Photos
Last Updated : 77 Days ago
81 Andrew Drive, Simcoe, ON , MLS #S13520760 , Image - 1

Like What you see?

81 Andrew Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13520760

Residential Freehold (Detached)

$429900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your perfect four-season retreat across the road from beautiful Farlain Lake! Whether you're searching for a year-round home or a cozy cott
50 Photos
Last Updated : 78 Days ago
118 Tecumseth Pines Drive, Simcoe, ON , MLS #N13553454 , Image - 1

Like What you see?

118 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13553454

Residential Freehold (Detached)

$469000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Carefree Living in this Meticulously Maintained 2 Bedroom Detached Home in a Sought-After Adult Lifestyle Community in Rural New Tecumseth.
24 Photos
Last Updated : 78 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13553306 , Image - 1

Like What you see?

Unit-5100-5102, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13553306

Residential Condo & Other (Timeshare)

$45000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
3 WEEK FRACTIONAL OWNERSHIP AT Collingwood's only waterfront resort. This unit is located on the top floor of Living Water Resort and offers amazing u
9 Photos
Last Updated : 78 Days ago
LT 10 Peter Avenue, Simcoe, ON , MLS #S13552612 , Image - 1

Like What you see?

LT 10 Peter Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13552612

Residential Freehold (Vacant Land)

$275000.0
Here is your opportunity to be the proud owner of this premium lot to build your dream home and enjoy the beauty of the rural Tiny area. Awesome locat
7 Photos
Last Updated : 79 Days ago
Lot 17 Ronald Ave Avenue, Simcoe, ON , MLS #S13550898 , Image - 1

Like What you see?

Lot 17 Ronald Ave Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13550898

Residential Freehold (Vacant Land)

$288000.0
Located in Edmore Beach, a very friendly, hidden gem of a beach community, in Tiny Township. This is avery desirable, premium 75x200 ft. lot, because
29 Photos
Last Updated : 79 Days ago
70 Laguna Parkway, Simcoe, ON , MLS #S13211276 , Image - 1

Like What you see?

Unit-9, 70 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13211276

Residential Condo & Other (Condo Townhouse)

$364000.0
price drop iconPrice drop by 4.0%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Pine Tree Villas in The Wonderful Waterfront Community of Lagoon City! This Waterfront End Unit Bungalow Condo Has An Outstanding Canal & S
10 Photos
Last Updated : 79 Days ago
167 Forest Harbour Parkway, Simcoe, ON , MLS #S13517464 , Image - 1

Like What you see?

167 Forest Harbour Parkway Rural Tay, Tay, Simcoe, ON MLS® S13517464

Residential Freehold (Vacant Land)

$199000.0
Discover the perfect opportunity to build on a 100 x 150 foot vacant lot in Forest Harbour. This property offers endless potential, whether you're pla
15 Photos
Last Updated : 80 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S13523246 , Image - 1

Like What you see?

Unit-I, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13523246

Residential Freehold (MobileTrailer)

$155000.0
price drop iconPrice drop by 8.8%
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to your ultimate summer retreat at Wasaga CountryLife Resort, where this fully furnished, turn-key three-bedroom seasonal cottage awaits. Tuck
8 Photos
Last Updated : 80 Days ago
1274 Killarney Beach Road, Simcoe, ON , MLS #N13546298 , Image - 1

Like What you see?

1274 Killarney Beach Road Lefroy, Innisfil, Simcoe, ON MLS® N13546298

Residential Freehold (Detached)

$469000.0
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
10 Photos
Last Updated : 80 Days ago
310 Maple Street, Simcoe, ON , MLS #S13518402 , Image - 1

Like What you see?

310 Maple Street Collingwood, Simcoe, ON MLS® S13518402

Residential Freehold (Detached)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Walk to Downtown Collingwood!Endless potential awaits on this premium 28.8' x 165' deep lot, located steps from downtown Collingwood's shops, cafes, a
4 Photos
Last Updated : 81 Days ago
6696 33/34 Nottawasaga Side Road, Simcoe, ON , MLS #S13097876 , Image - 1
6696 33/34 Nottawasaga Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13097876

Residential Freehold (Vacant Land)

$229900.0
Excellent opportunity to own a nearly half-acre lot on 33/34 Nottawasaga Side Road. Featuring a gated entry and an installed driveway for added conven
39 Photos
Last Updated : 81 Days ago
3 Fairbirch Court, Simcoe, ON , MLS #N13527440 , Image - 1

Like What you see?

3 Fairbirch Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13527440

Residential Freehold (Modular Home)

$325000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this bright and spacious 2-bedroom, 2-bath bungalow in Sandy Cove Acres! This open-concept layout is filled with natural light thanks to th
5 Photos
Last Updated : 81 Days ago
560 Taylor Drive, Simcoe, ON , MLS #S13540070 , Image - 1
560 Taylor Drive Midland, Simcoe, ON MLS® S13540070

Residential Freehold (Vacant Land)

$229900.0
Opportunity to secure one of the last remaining lots in Midlands most sought-after waterfront community. This rare permit ready lot opens up to 80' at
50 Photos
Last Updated : 81 Days ago
54 Scott Crescent, Simcoe, ON , MLS #S13410872 , Image - 1

Like What you see?

54 Scott Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S13410872

Residential Freehold (Att/Row/Townhouse)

$479000.0
price drop iconPrice drop by 4.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 54 Scott Crescent, Barrie - an incredible opportunity for first-time buyers,downsizers, and investors alike. New heat pump, furnace, water
18 Photos
Last Updated : 81 Days ago
16 KENORA Trail, Simcoe, ON , MLS #S12861266 , Image - 1

Like What you see?

16 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S12861266

Residential Freehold (MobileTrailer)

$119900.0
price drop iconPrice drop by 14.3%
  • 3 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Short walk to the beach! Seasonal retreat in popular Countrylife Resort. (7 months April 28th-Nov 15th). This 2014 model year Northlander Cottager Ref
24 Photos
Last Updated : 81 Days ago
91.5 KING Road, Simcoe, ON , MLS #S13538398 , Image - 1

Like What you see?

91.5 KING Road Waubaushene, Tay, Simcoe, ON MLS® S13538398

Residential Freehold (Detached)

$119900.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
TINY HOME ONLY! IT DOES NOT COME WITH THE LAND AND NEEDS TO BE MOVED TO YOUR OWN PROPERTY! Welcome to one of today's unique options for a year-round b
45 Photos
Last Updated : 83 Days ago
13 WHITE PINES Trail, Simcoe, ON , MLS #S13492930 , Image - 1

Like What you see?

13 WHITE PINES Trail Wasaga Beach, Simcoe, ON MLS® S13492930

Residential Freehold (Detached)

$179900.0
  • 1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 13 White Pines Trail in the highly sought-after Wasaga CountryLife Resort, offering an exceptional blend of craftsmanship, comfort, and wat
14 Photos
Last Updated : 83 Days ago
570 Curry Road, Simcoe, ON , MLS #S12702470 , Image - 1

Like What you see?

570 Curry Road Penetanguishene, Simcoe, ON MLS® S12702470

Residential Freehold (Vacant Land)

$399900.0
Top 5 Reasons You Will Love This Property: 1) Discover 2.64-acres of fully cleared, level land, an ideal canvas for bringing your dream home to life w
12 Photos
Last Updated : 83 Days ago
584 Curry Road, Simcoe, ON , MLS #S12702620 , Image - 1

Like What you see?

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
25 Photos
Last Updated : 83 Days ago
12 Waagosh Miikans Lane, Simcoe, ON , MLS #S13420210 , Image - 1

Like What you see?

12 Waagosh Miikans Lane Beausoleil First Nation, Christian Island 30, Simcoe, ON MLS® S13420210

Residential Freehold (Other)

$249999.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Just 50 steps to the gorgeous beaches of Big Sand Bay sits this great 3 bedroom, 1 bath bungalow designed and built by the current owners who have bee
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!