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Houses for Sale in Simcoe Under $500K - P27

Showing results 781 - 810 of 1094
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
10 Photos
Last Updated : 49 Days ago
LOT 51 Mapleside Drive, Simcoe, ON , MLS #S13440088 , Image - 1
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LOT 51 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S13440088

Residential Freehold (Vacant Land)

$409000.0
FANTASTIC OPPORTUNITY FOR BUILDER OR LONG TERM INVESTMENT. THE LOT RECENTLY HAD 3 SERVICES BROUGHT TO LOT LINE AND WILL BE FULLY PAID BY SELLER. THE A
10 Photos
Last Updated : 49 Days ago
Lot 51 Robinson Road N, Simcoe, ON , MLS #S13440318 , Image - 1

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Lot 51 Robinson Road N Wasaga Beach, Simcoe, ON MLS® S13440318

Residential Freehold (Vacant Land)

$479000.0
Fantastic Opportunity for Builder or Long Term Investment. The Lot Recently Had 3 Services Brought to Lot Line and Will Be Fully Paid By Seller. The A
39 Photos
Last Updated : 49 Days ago
58 Lakeside Terrace, Simcoe, ON , MLS #S13490632 , Image - 1

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Unit-1112, 58 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13490632

Residential Condo & Other (Condo Apartment)

$375000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
PENTHOUSE LIVING AT ITS FINEST! Welcome to this bright and beautifully appointed 1-bedroom condo, perfectly positioned on the top floor offering eleva
7 Photos
Last Updated : 49 Days ago
210 Sutherland Street S, Simcoe, ON , MLS #S13490084 , Image - 1

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210 Sutherland Street S Stayner, Clearview, Simcoe, ON MLS® S13490084

Residential Freehold (Vacant Land)

$295000.0
  • < 700 sq-ft
Great opportunity for investors and builders in a developing Stayner community. This 66' x 165' lot is within walking distance to nearby amenities suc
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
16 Photos
Last Updated : 49 Days ago
40 Nancy Street, Simcoe, ON , MLS #S13489982 , Image - 1

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40 Nancy Street Wasaga Beach, Simcoe, ON MLS® S13489982

Residential Freehold (Vacant Land)

$299000.0
Top 5 Reasons You Will Love This Property: 1) Outstanding opportunity to build your dream home or cottage on a cleared, fully fenced 53'x92' lot, surr
50 Photos
Last Updated : 49 Days ago
54 New York Avenue, Simcoe, ON , MLS #S13017352 , Image - 1

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54 New York Avenue Wasaga Beach, Simcoe, ON MLS® S13017352

Residential Freehold (Semi-Detached )

$469500.0
price drop iconPrice drop by 1.1%
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Save over $36,000 over the course of this land lease by assuming the existing lease (set to expire in March 2046 - roughly 19.5 years ) & pay $649.20/
11 Photos
Last Updated : 49 Days ago
5216 County 90 Road, Simcoe, ON , MLS #S13121852 , Image - 1

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Unit-65, 5216 County 90 Road Rural Springwater, Springwater, Simcoe, ON MLS® S13121852

Residential Freehold (MobileTrailer)

$30500.0
price drop iconPrice drop by 12.6%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Experience the perfect seasonal getaway at the friendly Reflections Seasonal Park in Springwater. This exceptional mobile home is conveniently located
25 Photos
Last Updated : 49 Days ago
24 Lakeshore Road, Simcoe, ON , MLS #S13242028 , Image - 1

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24 Lakeshore Road Midland, Simcoe, ON MLS® S13242028

Residential Freehold (MobileTrailer)

$249777.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 24 Lakeshore Road in Midland, where you can enjoy beautiful waterfront sunsets and a relaxed lifestyle in a welcoming year-round community.
41 Photos
Last Updated : 49 Days ago
8 Maple Leaf Terrace, Simcoe, ON , MLS #N13059046 , Image - 1

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8 Maple Leaf Terrace Cookstown, Innisfil, Simcoe, ON MLS® N13059046

Residential Freehold (Detached)

$199900.0
price drop iconPrice drop by 11.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac wit
24 Photos
Last Updated : 49 Days ago
Lot 24 Voyageur Drive, Simcoe, ON , MLS #S12100692 , Image - 1

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Lot 24 Voyageur Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12100692

Residential Freehold (Vacant Land)

$189000.0
price drop iconPrice drop by 3.6%
  • < 700 sq-ft
Level treed 3/4 acre re-sale lot located in the Settlement of Toanche in Tiny Township, offering the ideal building site for your new dream home. Natu
25 Photos
Last Updated : 50 Days ago
163 Edgehill Drive, Simcoe, ON , MLS #S13484782 , Image - 1

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Unit-D7, 163 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S13484782

Residential Condo & Other (Condo Apartment)

$369900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to D7-163 Edgehill Drive, Barrie. Fully renovated from top to bottom within the past year, this move-in-ready condo offers exceptional value i
13 Photos
Last Updated : 50 Days ago
36 SEGUIN Crescent, Simcoe, ON , MLS #S13484418 , Image - 1

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36 SEGUIN Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13484418

Residential Freehold (Vacant Land)

$219000.0
Cleared 100 X 150 ft. building lot for sale located minutes to a waterfront park and the inter-connecting Sunset Trail. Build your dream home or cotta
39 Photos
Last Updated : 50 Days ago
16 Hiawatha Road, Simcoe, ON , MLS #S13481462 , Image - 1

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16 Hiawatha Road Rural Tiny, Tiny, Simcoe, ON MLS® S13481462

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 16 Hiawatha Road in Tiny Township-a charming turnkey home or cottage nestled in the heart of Georgian Bay country. Just a 5-minute walk to
12 Photos
Last Updated : 50 Days ago
LT 60 Oneida Crescent, Simcoe, ON , MLS #S12933874 , Image - 1

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LT 60 Oneida Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12933874

Residential Freehold (Vacant Land)

$195000.0
Treed level building lot for sale in Sawlog Bay, Tiny Township with natural gas, municipal water, high speed internet & hydro available. Build your dr
3 Photos
Last Updated : 50 Days ago
Lot 39 Tiny Beaches Road S, Simcoe, ON , MLS #S13171856 , Image - 1
Lot 39 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13171856

Residential Freehold (Vacant Land)

$364900.0
Welcome to Edmore Beach! A Rare Opportunity to Build Your Dream Getaway in the Heart of TinyBeaches, This Exceptional Vacant Lot Offers Beautiful Wate
28 Photos
Last Updated : 50 Days ago
12 New York Avenue, Simcoe, ON , MLS #S13483208 , Image - 1

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12 New York Avenue Wasaga Beach, Simcoe, ON MLS® S13483208

Residential Freehold (Semi-Detached )

$469900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to carefree living in one of the area's most sought-after adult lifestyle communities! This beautifully maintained semi-detached home offers
3 Photos
Last Updated : 51 Days ago
725 Aberdeen Boulevard, Simcoe, ON , MLS #S13436118 , Image - 1
Unit-57, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13436118

Residential Condo & Other (Vacant Land Condo)

$27500.0
  • 0-499 sq-ft
30 Foot Marina Boat Slip. Rare opportunity to purchase a slip on beautiful GEORGIAN BAY why pay for a seasonal rental at a Marina. Can you even find a
31 Photos
Last Updated : 51 Days ago
17 Trefoil Drive, Simcoe, ON , MLS #N13135288 , Image - 1

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17 Trefoil Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13135288

Residential Freehold (Modular Home)

$259900.0
price drop iconPrice drop by 7.1%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to easy living in the sought-after community of Sandycove Acres! This charming 2 bedroom, 1+ bathroom bungalow offers a bright and functional
18 Photos
Last Updated : 51 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13480864 , Image - 1

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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
33 Photos
Last Updated : 51 Days ago
12 Indiana Avenue, Simcoe, ON , MLS #S13473986 , Image - 1

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12 Indiana Avenue Wasaga Beach, Simcoe, ON MLS® S13473986

Residential Freehold (Modular Home)

$475000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to one of the most sought-after floor plans in Park Place, Wasaga Beach's premier adult lifestyle community for residents aged 55 and over.
33 Photos
Last Updated : 51 Days ago
21 Laguna Parkway, Simcoe, ON , MLS #S12830846 , Image - 1

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Unit-35, 21 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12830846

Residential Condo & Other (Condo Townhouse)

$437000.0
price drop iconPrice drop by 6.0%
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Welcome to waterfront living in beautiful Lagoon City! This stunning 3-bedroom, 3-bathroom townhome offers the perfect blend of year-round comfort and
3 Photos
Last Updated : 51 Days ago
725 Aberdeen Boulevard, Simcoe, ON , MLS #S13463308 , Image - 1
Unit-2, 725 Aberdeen Boulevard Midland, Simcoe, ON MLS® S13463308

Residential Condo & Other (Other)

$20000.0
  • 0-499 sq-ft
45' Marina boat slip. Welcome to Tiffin Pier Marina! Your access point to beautiful Georgian Bay awaits! This deep water marina offers convenient elec
1 Photos
Last Updated : 51 Days ago
458 93 Highway, Simcoe, ON
458 93 Highway Midland, Simcoe, ON MLS® S13479456

Residential Freehold (Vacant Land)

$389000.0
Excellent opportunity to acquire vacant land in the growing community of Penetanguishene. Conveniently located close to all amenities, including shopp
8 Photos
Last Updated : 51 Days ago
Lot 43 County Rd 16 Road, Simcoe, ON , MLS #S13479224 , Image - 1

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Lot 43 County Rd 16 Road Fesserton, Severn, Simcoe, ON MLS® S13479224

Residential Freehold (Vacant Land)

$299000.0
Fantastic Opportunity to Build Your Dream Home awaits on this expansive 2.4 acre wooded lot in Severn/Waubaushene Next to Georgian Bay, This generous
7 Photos
Last Updated : 51 Days ago
31 Fairway Crescent, Simcoe, ON , MLS #S13477794 , Image - 1

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31 Fairway Crescent Wasaga Beach, Simcoe, ON MLS® S13477794

Residential Freehold (Vacant Land)

$429000.0
Build your dream home in the prestigious Marlwood Estates Golf Course community, one of Wasaga Beach's most desirable neighbourhoods. This premium vac
1 Photos
Last Updated : 51 Days ago
98 King Street, Simcoe, ON
98 King Street Angus, Essa, Simcoe, ON MLS® N13477384

Residential Freehold (Vacant Land)

$150000.0
  • < 700 sq-ft
Why fit your life into someone else's floor plan when you can start from scratch? This vacant lot in Angus is a true blank canvas, set in an establish
21 Photos
Last Updated : 52 Days ago
25 Balmoral Avenue, Simcoe, ON , MLS #S13475982 , Image - 1

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25 Balmoral Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13475982

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to your own slice of paradise with this charming rustic cottage! Perched high and dry overlooking a treed 240-foot deep lot, this property offe
31 Photos
Last Updated : 52 Days ago
214 Escarpment Crescent, Simcoe, ON , MLS #S13134312 , Image - 1

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

Residential Condo & Other (Condo Townhouse)

$499900.0
price drop iconPrice drop by 9.1%
  • 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
24 Photos
Last Updated : 52 Days ago
23 Dawson Drive, Simcoe, ON , MLS #S13473198 , Image - 1

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Unit-84, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13473198

Residential Condo & Other (Condo Apartment)

$369000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Beautifully updated throughout, this ground-floor condominium delivers modern style and everyday functional
2 Photos
Last Updated : 52 Days ago
9829 10 County Road, Simcoe, ON , MLS #S12595256 , Image - 1
9829 10 County Road Brentwood, Clearview, Simcoe, ON MLS® S12595256

Residential Freehold (Vacant Land)

$269900.0
price drop iconPrice drop by 10.0%
*Premium 1.8-Acre Building Lot* Discover the perfect location for your custom dream home on this beautifully treed 1.797 acre property with approx 142
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