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Houses for Sale in Simcoe Under $500K - P5

Showing results 121 - 150 of 220
Last Updated: June 29, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
35 Photos
Last Updated : 34 Days ago
10 Allen Drive N, Simcoe, ON , MLS #S12916764 , Image - 1
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10 Allen Drive N Wasaga Beach, Simcoe, ON MLS® S12916764

Residential Freehold (Detached)

$399900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Stylishly Updated Bungalow in Sought-After 55+ Parkbridge Community - Wasaga Beach. Welcome to 10 Allen Dr N in Hometown, a desirable 55+ Parkbridge l
15 Photos
Last Updated : 34 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S8364164 , Image - 1

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Unit-417, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S8364164

Residential Condo & Other (Leasehold Condo)

$399900.0
price drop iconPrice drop by 10.8%
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev
10 Photos
Last Updated : 34 Days ago
17 Private Drive, Simcoe, ON , MLS #N13173370 , Image - 1

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17 Private Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13173370

Residential Freehold (Detached)

$248000.0
  • < 700 sq-ft
Rare Waterfront Opportunity On The Holland River! This 50 X 100 Ft Property Is Accessed Via A Private Road With Direct Access To Yonge St Offering A P
36 Photos
Last Updated : 35 Days ago
24 Laguna Parkway, Simcoe, ON , MLS #S13044850 , Image - 1

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Unit-15, 24 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13044850

Residential Condo & Other (Condo Townhouse)

$498000.0
price drop iconPrice drop by 4.0%
  • 3 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Welcome to Leeward Lagoon Villas - your waterfront escape. Enjoy the perfect blend of location, privacy, and stunning water views. Location is key! Fr
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
2 Photos
Last Updated : 38 Days ago
2149 Conc 5 N N/A, Simcoe, ON , MLS #S13164574 , Image - 1
2149 Conc 5 N N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13164574

Residential Freehold (Vacant Land)

$129000.0
  • < 700 sq-ft
Over half acre lot that would qualify for a building permit if combined with a neighbouring lot but presently just a nicely treed lot for weekend enjo
10 Photos
Last Updated : 38 Days ago
226 Church Street, Simcoe, ON , MLS #S12353549 , Image - 1

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226 Church Street Penetanguishene, Simcoe, ON MLS® S12353549

Residential Freehold (Vacant Land)

$228000.0
  • < 700 sq-ft
**Municipal Water at property line**Prime location to build your dream house. Services At The Lot Line. massive 65 frontage with 150' Deep Lot Present
44 Photos
Last Updated : 39 Days ago
330 Third Street, Simcoe, ON , MLS #S13044912 , Image - 1

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330 Third Street Midland, Simcoe, ON MLS® S13044912

Residential Freehold (Detached)

$459000.0
price drop iconPrice drop by 4.2%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Timeless Charm & Modern Comfort in the Heart of Midland! Welcome to a home that instantly feels just right. This beautifully updated 2-storey century
7 Photos
Last Updated : 39 Days ago
Lot 41 Explorers Landing, Simcoe, ON , MLS #S13158830 , Image - 1

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Lot 41 Explorers Landing Rural Tiny, Tiny, Simcoe, ON MLS® S13158830

Residential Freehold (Vacant Land)

$189000.0
Beautiful treed building lot located less than 10 minutes to shopping, a boat launch, marina, the OFSCA trail system, Awenda Provincial Park, restaura
12 Photos
Last Updated : 39 Days ago
26 George Avenue, Simcoe, ON , MLS #S13157944 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S13157944

Residential Freehold (Detached)

$399900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity Knocks! Attention Renovators, Contractors, Investors, Builders And First Time Buyers. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. K
40 Photos
Last Updated : 39 Days ago
326 Lafontaine Road W, Simcoe, ON , MLS #S12920684 , Image - 1

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326 Lafontaine Road W Lafontaine, Tiny, Simcoe, ON MLS® S12920684

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 4.8%
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Spacious five-bedroom family home with a versatile layout, premium features, and C5 zoning for added usage possibilities. This bright and welcoming re
5 Photos
Last Updated : 40 Days ago
134 Sunnidale Road, Simcoe, ON , MLS #S13150982 , Image - 1
134 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13150982

Residential Freehold (Detached)

$428000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled on a beautifully treed lot in the heart of Wasaga Beach, this charming 1+ bedroom property offers an incredible opportunity for year-round liv
50 Photos
Last Updated : 40 Days ago
48 Madawaska Trail, Simcoe, ON , MLS #S13150930 , Image - 1

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48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S13150930

Residential Freehold (Detached)

$405900.0
  • 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
26 Photos
Last Updated : 41 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)

$274900.0
price drop iconPrice drop by 6.8%
  • 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
8 Photos
Last Updated : 45 Days ago
Lot 10 Spruce Street, Simcoe, ON , MLS #S13132770 , Image - 1

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Lot 10 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13132770

Residential Freehold (Vacant Land)

$399900.0
STEPS FROM GEORGIAN BAY IN WOODLAND BEACH WITH 0.86 TREED ACRES READY FOR YOUR CUSTOM HOME PLANS! An incredible opportunity awaits in Tiny's coveted W
14 Photos
Last Updated : 47 Days ago
8 Jonathan Court, Simcoe, ON , MLS #S13124070 , Image - 1

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8 Jonathan Court Stayner, Clearview, Simcoe, ON MLS® S13124070

Residential Freehold (Vacant Land)

$299000.0
Rare Opportunity to Secure a Prime Building Lot on a Quiet, Exclusive Court! Don't miss out on this incredible chance to invest in a future dream home
2 Photos
Last Updated : 47 Days ago
6117 Bluebird Street, Simcoe, ON , MLS #S13123724 , Image - 1
6117 Bluebird Street Rural Ramara, Ramara, Simcoe, ON MLS® S13123724

Residential Freehold (Vacant Land)

$195900.0
Fantastic opportunity to build your dream cottage or year-round home on this generous 99.98 ftx 149.97 ft treed lot, ideally located just steps from L
3 Photos
Last Updated : 47 Days ago
41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S9364458 , Image - 1
41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S9364458

Residential Freehold (Vacant Land)

$499000.0
price drop iconPrice drop by 9.1%
Excellent opportunity for a builder or investor for future development. Residential building lot measuring 100 x 150 ft. lot in beautiful sought after
8 Photos
Last Updated : 47 Days ago
7 Smallman Drive, Simcoe, ON , MLS #S12870740 , Image - 1

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7 Smallman Drive Wasaga Beach, Simcoe, ON MLS® S12870740

Residential Freehold (Vacant Land)

$399000.0
Rare Opportunity Prime Corner Lot in Quiet, Established Area - Build your dream home or explore the potential for severance with this exceptional 100
24 Photos
Last Updated : 48 Days ago
15 Cherrywood Lane, Simcoe, ON , MLS #N13116388 , Image - 1

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15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13116388

Residential Freehold (Detached)

$399000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
FULLY RENOVATED LOW-MAINTENANCE BUNGALOW WITH A PRIVATE TREED YARD & STYLISH INTERIOR! Your jaw might hit the floor the second you walk into this far-
2 Photos
Last Updated : 48 Days ago
LOT 24 CON 12 North Orillia N/A W, Simcoe, ON , MLS #S13115956 , Image - 1
LOT 24 CON 12 North Orillia N/A W Orillia, Simcoe, ON MLS® S13115956

Residential Freehold (Vacant Land)

$136900.0
  • < 700 sq-ft
Nestled in the heart of a serene and lush wooded area, this stunning parcel of land offers a rare opportunity to own a piece of untouched nature. Span
2 Photos
Last Updated : 48 Days ago
LOT 24 Con12 Severn Orillia N/A E, Simcoe, ON , MLS #S13115942 , Image - 1
LOT 24 Con12 Severn Orillia N/A E Rural Severn, Severn, Simcoe, ON MLS® S13115942

Residential Freehold (Vacant Land)

$436900.0
  • < 700 sq-ft
Nestled in the Heart of a Serene and lush wooded area, this stunning parcel of land offers a rare opportunity to own a piece of untouched nature. Span
3 Photos
Last Updated : 48 Days ago
Part Lot 32 Mighton Court, Simcoe, ON , MLS #S13115144 , Image - 1
Part Lot 32 Mighton Court Rural Clearview, Clearview, Simcoe, ON MLS® S13115144

Residential Freehold (Vacant Land)

$99900.0
Investment opportunity for this Future potential building lot. This land was once two lots and merged together. If services become available it has th
6 Photos
Last Updated : 49 Days ago
315 Sunnidale Road, Simcoe, ON , MLS #S13111666 , Image - 1

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315 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13111666

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
This 85x100 ft lot with mature trees is conveniently located in the centre of town in a mature neighbourhood and has water and sewer at the lot line.
22 Photos
Last Updated : 49 Days ago
54 Koda Street, Simcoe, ON , MLS #S13110328 , Image - 1

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Unit-207, 54 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13110328

Residential Condo & Other (Condo Apartment)

$449900.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Well-proportioned one bedroom, plus a den layout offering exceptional flexibility, with a generously sized
37 Photos
Last Updated : 49 Days ago
60 Mulligan Lane, Simcoe, ON , MLS #S12673818 , Image - 1

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Unit-318, 60 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S12673818

Residential Condo & Other (Condo Apartment)

$419000.0
price drop iconPrice drop by 8.7%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
PRICED TO SELL! SELLER IS MOTIVATED! Don't miss this attractive, 2-Bedroom, 2 bathroom, 3rd floor Condo in highly sought after Marlwood Golf Course Co
18 Photos
Last Updated : 49 Days ago
7682 Oak Point Road, Simcoe, ON , MLS #S13109382 , Image - 1

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7682 Oak Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13109382

Residential Freehold (Detached)

$424900.0
  • 700-1100 sq-ft
Experience spectacular LAKE COUCHICHING SUNSETS from this picturesque waterfront property on the Trent-Severn Waterway. This property presents a Uniqu
11 Photos
Last Updated : 51 Days ago
LT 19 BUCHANAN Street, Simcoe, ON , MLS #N13107606 , Image - 1

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LT 19 BUCHANAN Street Alcona, Innisfil, Simcoe, ON MLS® N13107606

Residential Freehold (Vacant Land)

$189000.0
  • < 700 sq-ft
Located in a desirable, family-friendly neighbourhood, Lot 19 offers an excellent location just steps from the beaches of Lake Simcoe at 9th Line. The
11 Photos
Last Updated : 51 Days ago
LT 20 BUCHANAN Street, Simcoe, ON , MLS #N13107604 , Image - 1

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LT 20 BUCHANAN Street Alcona, Innisfil, Simcoe, ON MLS® N13107604

Residential Freehold (Vacant Land)

$189000.0
  • < 700 sq-ft
Located in a desirable, family-friendly neighbourhood, Lot 19 offers an excellent location just steps from the beaches of Lake Simcoe at 9th Line. The
22 Photos
Last Updated : 52 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13104040 , Image - 1

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Unit-4, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13104040

Residential Condo & Other (Condo Townhouse)

$299900.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
LOW-MAINTENANCE LAGOON CITY LIVING WITH WATERFRONT VIEWS, BEACH ACCESS & A SHARED POOL! Life in Lagoon City feels more like a lakeside resort than con
12 Photos
Last Updated : 52 Days ago
305 Ouida Street, Simcoe, ON , MLS #S13092040 , Image - 1

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305 Ouida Street Waubaushene, Tay, Simcoe, ON MLS® S13092040

Residential Freehold (Vacant Land)

$175000.0
Top 5 Reasons You Will Love This Property: 1) Terrific levelled and deep building lot located in-town 2) Added benefit of the larger lot to add a pool
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