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Houses for Sale in Simcoe Under $500K - P16

Showing results 451 - 480 of 1094
Last Updated: August 14, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
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28 Photos
Last Updated : 17 Days ago
15 Carruthers Street S, Simcoe, ON , MLS #S12934442 , Image - 1
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15 Carruthers Street S Wasaga Beach, Simcoe, ON MLS® S12934442

Residential Freehold (Detached)

$269900.0
price drop iconPrice drop by 12.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this well-maintained 2-bedroom home located in a sought-after adult lifestyle community for those aged 55 and over. Enjoy a relaxed and so
12 Photos
Last Updated : 17 Days ago
29 Dunes Drive, Simcoe, ON , MLS #S13610166 , Image - 1

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29 Dunes Drive Wasaga Beach, Simcoe, ON MLS® S13610166

Residential Freehold (Att/Row/Townhouse)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this 3-bedroom, 2-bathroom townhome located in the desirable Georgian Sands community of Wasaga Beach. Close to shopping, the new Wasaga Be
22 Photos
Last Updated : 17 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
22 Photos
Last Updated : 17 Days ago
11 62nd Street S, Simcoe, ON , MLS #S13609968 , Image - 1

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11 62nd Street S Wasaga Beach, Simcoe, ON MLS® S13609968

Residential Freehold (Vacant Land)

$299000.0
GREAT OPPORTUNITY! Prime building lot located in the west end of Wasaga Beach, just minutes from the highly sought-after Beach Area 6. This 50 ft x 13
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
23 Photos
Last Updated : 17 Days ago
184 Eighth Street, Simcoe, ON , MLS #S13609596 , Image - 1

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Unit-307, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13609596

Residential Condo & Other (Condo Apartment)

$299900.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Here's a unique chance to own a condo in the sought-after West Winds building! Properties here rarely become available. This secure, centrally located
34 Photos
Last Updated : 17 Days ago
11 Beck Boulevard, Simcoe, ON , MLS #S13454104 , Image - 1

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Unit-108, 11 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13454104

Residential Condo & Other (Condo Apartment)

$429000.0
price drop iconPrice drop by 4.6%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Attention all boaters, water sport enthusiasts, retirees, first time buyers or those justlooking for the ease of condo living! Welcome to 11 Beck Blvd
8 Photos
Last Updated : 17 Days ago
4881 Orser Street, Simcoe, ON , MLS #S13609582 , Image - 1

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

Residential Freehold (Vacant Land)

$299900.0
*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
33 Photos
Last Updated : 17 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 : 17 Days ago
140 DUNLOP Street E, Simcoe, ON , MLS #S13150078 , Image - 1

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Unit-704, 140 DUNLOP Street E City Centre, Barrie, Simcoe, ON MLS® S13150078

Residential Condo & Other (Common Element Condo)

$349000.0
price drop iconPrice drop by 2.8%
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
OVERVIEW- Welcome to Unit 704 at 140 Dunlop Street East, a 1 bedroom plus den, 1 bath condo at Bayshore Landing in Barrie's waterfront and downtown ar
33 Photos
Last Updated : 17 Days ago
10C Coulter Street, Simcoe, ON , MLS #S13609178 , Image - 1

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Unit-324, 10C Coulter Street Sunnidale, Barrie, Simcoe, ON MLS® S13609178

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Discover easy, low-maintenance living in this bright and beautifully updated 2-bedroom,1-bathroom condo, perfectly situated in one of Barrie's most de
15 Photos
Last Updated : 17 Days ago
4 Kimberly Lane, Simcoe, ON , MLS #S13605654 , Image - 1

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4 Kimberly Lane
Unit-325, 4 Kimberly Lane Collingwood, Simcoe, ON MLS® S13605654

Residential Condo & Other (Condo Apartment)

$459000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Royal Windsor Condos at Balmoral Village-Collingwood's premier 4-season lifestyle address! This bright and spacious 1+1 Bedroom, 1 Bath Pri
35 Photos
Last Updated : 17 Days ago
246 Weir Street, Simcoe, ON , MLS #S13588512 , Image - 1

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246 Weir Street Stayner, Clearview, Simcoe, ON MLS® S13588512

Residential Freehold (Detached)

$469000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming bungalow in the heart of Clearview! Situated on a beautiful lot and just walking distance to downtown, shops, restaurants, an
27 Photos
Last Updated : 17 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
21 Photos
Last Updated : 18 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N13231434 , Image - 1

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Unit-224, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13231434

Residential Condo & Other (Condo Apartment)

$399000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Resort Living at It's Finest FURNISHED FULLY UPGRADED West facing VIEWS OF THE POOL & HOT TUB 1 Bedroom Suite At Friday Harbour Waterfront Four Season
26 Photos
Last Updated : 18 Days ago
23 Mimosa Crescent, Simcoe, ON , MLS #N12975068 , Image - 1

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

Residential Freehold (Modular Home)

$267500.0
price drop iconPrice drop by 9.3%
  • 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 Royal model has
50 Photos
Last Updated : 19 Days ago
5 SPOONER Crescent, Simcoe, ON , MLS #S13110758 , Image - 1

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Unit-314, 5 SPOONER Crescent Collingwood, Simcoe, ON MLS® S13110758

Residential Condo & Other (Condo Apartment)

$409000.0
price drop iconPrice drop by 8.9%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Beautifully maintained newly-built two-bedroom two-bath condo overlooking the Cranberry Golf Course, featuring a bright open-concept layout in a prime
42 Photos
Last Updated : 19 Days ago
4103 Lynn Street, Simcoe, ON , MLS #S13070272 , Image - 1

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4103 Lynn Street Rural Severn, Severn, Simcoe, ON MLS® S13070272

Residential Freehold (Modular Home)

$399900.0
price drop iconPrice drop by 8.9%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Silver Creek Estates, Riviera Model in a Well-Maintained Modular Home Community set in a Picturesque Country Location Just Minutes from To
28 Photos
Last Updated : 19 Days ago
39 Chamberlain Crescent, Simcoe, ON , MLS #S12956852 , Image - 1

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39 Chamberlain Crescent Penetanguishene, Simcoe, ON MLS® S12956852

Residential Freehold (Att/Row/Townhouse)

$495000.0
price drop iconPrice drop by 5.7%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Live the lifestyle you've earned in this beautifully maintained, low-maintenance end unit bungalow just steps from Georgian Bay in the 55+ community o
17 Photos
Last Updated : 19 Days ago
43 Coulter Street, Simcoe, ON , MLS #S12829808 , Image - 1

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Unit-20, 43 Coulter Street Sunnidale, Barrie, Simcoe, ON MLS® S12829808

Residential Condo & Other (Condo Apartment)

$417900.0
price drop iconPrice drop by 2.8%
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Welcome to Sunnidale Vistas! This large, bright 2-bedroom end-unit condo offers over 1,000 sq ft of comfortable living space with a private view and e
35 Photos
Last Updated : 19 Days ago
81 Laguna Parkway, Simcoe, ON , MLS #S12867712 , Image - 1

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Unit-14, 81 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12867712

Residential Condo & Other (Condo Townhouse)

$424900.0
price drop iconPrice drop by 7.4%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Discover this beautifully renovated Rarely offered end-unit 2-bedroom, 2-bath waterfront townhome in the heart of Lagoon City, perfectly situated on t
23 Photos
Last Updated : 19 Days ago
111 Worsley Street, Simcoe, ON , MLS #S13543908 , Image - 1

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Unit-309, 111 Worsley Street City Centre, Barrie, Simcoe, ON MLS® S13543908

Residential Condo & Other (Condo Apartment)

$349000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
BRIGHT ONE-BEDROOM CONDO WITH A PRIVATE TERRACE IN THE HEART OF BARRIE! Imagine starting your day with a coffee on your private terrace, enjoying city
11 Photos
Last Updated : 19 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 : 20 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
10 Photos
Last Updated : 20 Days ago
6583 Pioneer Village Line, Simcoe, ON , MLS #S13066072 , Image - 1

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6583 Pioneer Village Line Rural Ramara, Ramara, Simcoe, ON MLS® S13066072

Residential Freehold (Detached)

$399500.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Perfect reno opportunity for a team of trades or couple. Great bones ..some roof repair needed. All furniture will stay except bedding and person
20 Photos
Last Updated : 20 Days ago
54 Koda Street, Simcoe, ON , MLS #S13604976 , Image - 1

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Unit-314, 54 Koda Street Holly, Barrie, Simcoe, ON MLS® S13604976

Residential Condo & Other (Condo Apartment)

$464900.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Rarely available premium 1-Bed + Den model boasting an impressive 869 sq ft of open-concept luxury! This exceptionally spacious turn-key condo at Bear
30 Photos
Last Updated : 20 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
31 Photos
Last Updated : 20 Days ago
7 Tamarack Court, Simcoe, ON , MLS #N13448478 , Image - 1

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7 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13448478

Residential Freehold (Detached)

$424900.0
price drop iconPrice drop by 9.6%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
A rare find in Tecumseth Pines - a must see bright and beautifully updated bungalow where the major work has already been done! Located on a sunny sou
33 Photos
Last Updated : 20 Days ago
576 Oxbow Crescent, Simcoe, ON , MLS #S13211556 , Image - 1

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Unit-16, 576 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13211556

Residential Condo & Other (Condo Townhouse)

$499000.0
  • 4 Beds
  • 3 Baths
  • 1600-1799 sq-ft
FULLY FURNISHED AND MOVE-IN READY! This 2 Story condo townhouse is a beautifully maintained 4-bedroom, 3-bathroom townhome in Collingwood's highly des
16 Photos
Last Updated : 20 Days ago
17 Harbour Street W, Simcoe, ON , MLS #S12873986 , Image - 1

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Unit-227, 17 Harbour Street W Collingwood, Simcoe, ON MLS® S12873986

Residential Condo & Other (Condo Townhouse)

$350000.0
price drop iconPrice drop by 20.4%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Cranberry living in the heart of Collingwood! This private 2-bedroom, 1-bathroom condo offers a bright, stylish retreat in a sought-after c
40 Photos
Last Updated : 20 Days ago
680 Ontario Street, Simcoe, ON , MLS #S13602160 , Image - 1

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680 Ontario Street Midland, Simcoe, ON MLS® S13602160

Residential Freehold (Detached)

$474900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to the heart of Midland! Situated on an impressive lot 104 ft x 50 ft (double lot frontage), this beautifully updated home offers exceptional
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