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Houses for Sale in Simcoe Under $500K - P2

Showing results 31 - 60 of 195
Last Updated: February 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
5 Photos
Last Updated : 9 Days ago
712 Mt St Louis Road W, Simcoe, ON , MLS #S12755424 , Image - 1
Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S12755424

Residential Freehold (Vacant Land)

$449000.0
  • < 700 sq-ft
Beautiful building lot. Border of trees around the property for privacy. Almost 1 Acre of sandy soil, great soil to build on. Services required natura
50 Photos
Last Updated : 9 Days ago
48 Madawaska Trail, Simcoe, ON , MLS #S12538492 , Image - 1

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48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S12538492

Residential Freehold (Detached)

$419000.0
  • 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
9 Photos
Last Updated : 9 Days ago
1052 Spruce Road, Simcoe, ON , MLS #N12666198 , Image - 1

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1052 Spruce Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12666198

Residential Freehold (Vacant Land)

$419000.0
price drop iconPrice drop by 6.7%
Prime Building Lot Steps To Belle Aire Beach ! Seller has paid for the building permit, which is included with the purchase price. Property is permit-
11 Photos
Last Updated : 9 Days ago
LT 4 Glenn Howard Court, Simcoe, ON , MLS #S12752318 , Image - 1

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LT 4 Glenn Howard Court Rural Tiny, Tiny, Simcoe, ON MLS® S12752318

Residential Freehold (Vacant Land)

$399900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to own one of the last remaining lots in the prestigious Copeland Creek estate communit
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 : 10 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S12628230 , Image - 1

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Unit-B08, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12628230

Residential Condo & Other (Condo Apartment)

$399999.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Turn-key ground-level condo (930sqft), thoughtfully upgraded for comfort and convenience! Perfect for first-time buyers, investors, or anyone seekin
39 Photos
Last Updated : 10 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S12737542 , Image - 1

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Unit-Unit 5, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S12737542

Residential Condo & Other (Condo Townhouse)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
*EMBRACE LAKESIDE LIVING TODAY**. Affordable Family Home-, BEACH & BOAT Retreat, Discover the Enchanting Joys of this Beautifully Designed Updated 3-b
32 Photos
Last Updated : 10 Days ago
173 Barrie Road, Simcoe, ON , MLS #S12746702 , Image - 1

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173 Barrie Road Orillia, Simcoe, ON MLS® S12746702

Residential Freehold (Detached)

$399999.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 173 Barrie Road, a wonderful 2 storey detached house on 50ft lot perfect for first-time buyers or investors, located in the heart of Orilli
38 Photos
Last Updated : 10 Days ago
76 Georgian Glen Drive, Simcoe, ON , MLS #S12579510 , Image - 1

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76 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S12579510

Residential Freehold (Modular Home)

$215000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 76 Georgian Glen Drive, a bright and comfortable 2-bedroom plus den modular home located in the desirable Georgian Glen Estates community.
21 Photos
Last Updated : 12 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N12745392 , Image - 1

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Unit-110, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12745392

Residential Condo & Other (Condo Apartment)

$479000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Premium ground floor *Fully furnished (optional) CORNER unit*! Extra large space! Rare floorplan with open concept living/kitchen with windows all aro
33 Photos
Last Updated : 12 Days ago
65 Ellen Street, Simcoe, ON , MLS #S12745080 , Image - 1

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Unit-610, 65 Ellen Street Lakeshore, Barrie, Simcoe, ON MLS® S12745080

Residential Condo & Other (Condo Apartment)

$494900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Affordable waterfront living with front-row views - a smart alternative along Barrie's shoreline.Welcome to Suite 610 at 65 Ellen Street, a bright and
7 Photos
Last Updated : 12 Days ago
607 TAYLOR Drive, Simcoe, ON , MLS #S12161574 , Image - 1

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607 TAYLOR Drive Midland, Simcoe, ON MLS® S12161574

Residential Freehold (Vacant Land)

$219900.0
price drop iconPrice drop by 26.5%
  • < 700 sq-ft
Build Your Dream Home Here. Rare opportunity to own a spacious building lot (60ft Wide x 229ft Deep) backing onto Tiffin Pond in a very desirable Midl
19 Photos
Last Updated : 13 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S12574958 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S12574958

Residential Condo & Other (Condo Apartment)

$439000.0
price drop iconPrice drop by 5.6%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome To Wyldewood! The Home Of Ski And Golf Enthusiasts. A Four - Season Community In The Heart Of Collingwood. Make This Two Bedroom, 2 Bath Your
8 Photos
Last Updated : 13 Days ago
7950 Kings River Road, Simcoe, ON , MLS #S12741664 , Image - 1

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7950 Kings River Road Rural Ramara, Ramara, Simcoe, ON MLS® S12741664

Residential Freehold (Vacant Land)

$205000.0
Top 5 Reasons You Will Love This Property: 1) Stunning 2-acre, water-facing building lot with 165' of frontage, offering an idyllic setting for your f
2 Photos
Last Updated : 13 Days ago
379 ROPE Boulevard, Simcoe, ON , MLS #S12741538 , Image - 1
379 ROPE Boulevard Rural Tay, Tay, Simcoe, ON MLS® S12741538

Residential Freehold (Vacant Land)

$349900.0
  • < 700 sq-ft
Discover the perfect blend of nature and convenience with this stunning 3+ acre vacant land property in Waubaushene. Nestled in a serene rural setting
31 Photos
Last Updated : 14 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12472855 , Image - 1

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Unit-311, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12472855

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 1 Baths
  • 1200-1399 sq-ft
31 Photos
Last Updated : 14 Days ago
301 Sea Ray Avenue, Simcoe, ON , MLS #N12671538 , Image - 1

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Unit-C315, 301 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12671538

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome To Friday Harbour! A Year-Round Resort Style, Maintenance Free Living With Top Class Amenities For All To Enjoy! Spacious 2 Bedroom, 2 Bathroo
32 Photos
Last Updated : 14 Days ago
3 Courtland Street, Simcoe, ON , MLS #S12740528 , Image - 1

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3 Courtland Street Orillia, Simcoe, ON MLS® S12740528

Residential Freehold (Detached)

$369000.0
  • 2 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Zoned Village Commercial, this unique property offers endless flexibility to live comfortably, run a busines
41 Photos
Last Updated : 14 Days ago
8 Carmans Cove N/A, Simcoe, ON , MLS #N12673180 , Image - 1

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8 Carmans Cove N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N12673180

Residential Freehold (Modular Home)

$319000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
WELL-KEPT 2-BEDROOM HOME IN AN AMENITY-RICH ADULT LIFESTYLE COMMUNITY! Enjoy relaxed living in this charming Monaco II model bungalow nestled on a qui
28 Photos
Last Updated : 14 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S12739156 , Image - 1

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147 Dufferin Street Orillia, Simcoe, ON MLS® S12739156

Residential Freehold (Detached)

$359000.0
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to this cute and cozy home located in Orillia's West Ward neighbourhood. This home has lots of natural light and plenty of potential for any f
24 Photos
Last Updated : 14 Days ago
13 Cheltenham Road, Simcoe, ON , MLS #S12494676 , Image - 1

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Unit-2, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S12494676

Residential Condo & Other (Condo Townhouse)

$469999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome Home! This Beautifully Updated and Maintained 2 Story Stacked Town Home Screams Pride of Ownership. This Home Nestled in a Quiet Friendly Comm
21 Photos
Last Updated : 14 Days ago
25 Madelaine Drive, Simcoe, ON , MLS #S12738438 , Image - 1

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Unit-5, 25 Madelaine Drive Painswick South, Barrie, Simcoe, ON MLS® S12738438

Residential Condo & Other (Condo Townhouse)

$475900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Location, Location, Location!This spacious two-bedroom condo offers unbeatable convenience, walking distance to the GO Train, shopping, schools, and n
5 Photos
Last Updated : 15 Days ago
1418 Maple Way, Simcoe, ON , MLS #N12737896 , Image - 1
1418 Maple Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12737896

Residential Freehold (Vacant Land)

$235000.0
Attention builders and investors! Don't miss the chance to create your dream retreat or new forever home on this beautiful vacant lot, nestled on a se
32 Photos
Last Updated : 15 Days ago
65 ELLEN Street, Simcoe, ON , MLS #S12520742 , Image - 1

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Unit-305, 65 ELLEN Street Lakeshore, Barrie, Simcoe, ON MLS® S12520742

Residential Condo & Other (Condo Apartment)

$349900.0
price drop iconPrice drop by 20.5%
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Marina Bay Condominiums, where comfort, convenience, and captivating lake views come together in one of Barrie's most desirable waterfront
34 Photos
Last Updated : 15 Days ago
295 Cundles Road E, Simcoe, ON , MLS #S12593620 , Image - 1

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Unit-404, 295 Cundles Road E Little Lake, Barrie, Simcoe, ON MLS® S12593620

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
SPACIOUS 2 BEDROOM + DEN CONDO WITH IMPECCABLY MAINTAINED INTERIOR, SKYLINE VIEWS & A HIGHLY WALKABLE LOCATION! Living here feels like stepping into a
11 Photos
Last Updated : 15 Days ago
7012 County Road 169 N/A, Simcoe, ON , MLS #S12647880 , Image - 1

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7012 County Road 169 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S12647880

Residential Freehold (Vacant Land)

$349000.0
  • < 700 sq-ft
5-ACRE WATERFRONT RETREAT ALONG THE BLACK RIVER - ENDLESS POTENTIAL AWAITS! Discover the ultimate opportunity to create your dream retreat on this pea
25 Photos
Last Updated : 15 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S12735622 , Image - 1

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Unit-605, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12735622

Residential Condo & Other (Condo Apartment)

$419900.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Live steps from it all in this sun-filled 1-bedroom + den condo with incredible views of Kempenfelt Bay! Welcome to Bayshore Landing, where the excit
39 Photos
Last Updated : 16 Days ago
95 Goodwin Drive, Simcoe, ON , MLS #S12585950 , Image - 1

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Unit-2, 95 Goodwin Drive Painswick South, Barrie, Simcoe, ON MLS® S12585950

Residential Condo & Other (Condo Apartment)

$450000.0
  • 3 Beds
  • 1 Baths
  • 900-999 sq-ft
Welcome to this spacious two-story townhouse nestled in one of Barrie's most convenient and connected neighborhoods. Offering 989 sq. ft. of well-main
21 Photos
Last Updated : 16 Days ago
349 Balm Beach Road W, Simcoe, ON , MLS #S12732976 , Image - 1

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349 Balm Beach Road W Rural Tiny, Tiny, Simcoe, ON MLS® S12732976

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy the beauty of year-round cottage living in Tiny with only a 3-minute walk to one of the most desired beaches on Georgian Bay. 3-bedroom open con
14 Photos
Last Updated : 16 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S12163920 , Image - 1

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Unit-201, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12163920

Residential Condo & Other (Leasehold Condo)

$479900.0
price drop iconPrice drop by 8.6%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This lovely Painswick Suite has 2 bedrooms, 2 baths with a South facing Solarium. It has 2 full bathrooms one with a tub in the ensuite bath and stand
5 Photos
Last Updated : 16 Days ago
7046 Sideroad 30/31 Nottawasaga N/A, Simcoe, ON , MLS #S12475928 , Image - 1
7046 Sideroad 30/31 Nottawasaga N/A Stayner, Clearview, Simcoe, ON MLS® S12475928

Residential Freehold (Vacant Land)

$369900.0
Top 5 Reasons You Will Love This Property: 1) Discover the tranquility of country living on this peaceful 1.6-acre vacant lot, your chance to embrace
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