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Houses for Sale in Simcoe Under $500K - P21

Showing results 601 - 630 of 1024
Last Updated: November 12, 2026
  • New Listings
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  • Square Feet(Hi-Lo)
25 Photos
Last Updated : 33 Days ago
5 First Street, Simcoe, ON , MLS #N13875490 , Image - 1
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5 First Street Angus, Essa, Simcoe, ON MLS® N13875490

Residential Freehold (MobileTrailer)

$184900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 5 First Street in Angus! This 2-bedroom, 1-bathroom mobile home offers an affordable opportunity to own a home in a land-lease community. W
38 Photos
Last Updated : 34 Days ago
441 Barrie Road, Simcoe, ON , MLS #S13710244 , Image - 1

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Unit-16, 441 Barrie Road Orillia, Simcoe, ON MLS® S13710244

Residential Condo & Other (Condo Townhouse)

$348800.0
price drop iconPrice drop by 5.7%
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Well cared for and tastefully updated two-storey townhouse situated in the highly desirable Orillia Woodlands Condominium community. This inviting thr
4 Photos
Last Updated : 34 Days ago
8240 Main Street, Simcoe, ON , MLS #N13880302 , Image - 1
8240 Main Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13880302

Residential Freehold (Vacant Land)

$299900.0
Looking for a little more room for the things that make country living fun? Welcome to 8240 Main Street in Lisle, offering approximately 1.34 acres wi
40 Photos
Last Updated : 34 Days ago
6571 Pioneer Village Lane, Simcoe, ON , MLS #S13879860 , Image - 1

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6571 Pioneer Village Lane Rural Ramara, Ramara, Simcoe, ON MLS® S13879860

Residential Freehold (Detached)

$249000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to tranquility in this charming 3-bedroom, seasonal cottage nestled along the scenic Head River. This peaceful country retreat offers the perfe
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
36 Photos
Last Updated : 34 Days ago
46 Osborne Street, Simcoe, ON , MLS #S13879216 , Image - 1

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46 Osborne Street Victoria Harbour, Tay, Simcoe, ON MLS® S13879216

Residential Freehold (Detached)

$449777.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Just Steps Away From The Water And Only 10 Minutes From Hwy 400, 46 Osborne Is The Perfect Home For Starting Out Or Downsizing. This Home Shows Beauti
12 Photos
Last Updated : 34 Days ago
43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

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43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$479000.0
price drop iconPrice drop by 4.2%
  • 4 +0 Beds
  • 2 Baths
  • 2000-2500 sq-ft
An exciting opportunity at 43 Fittons Road West in Orillia, offering plenty of potential for homeowners, renovators and investors alike! Full of chara
24 Photos
Last Updated : 34 Days ago
15 Cherrywood Lane, Simcoe, ON , MLS #N13878572 , Image - 1

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15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13878572

Residential Freehold (Detached)

$379900.0
  • 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-
20 Photos
Last Updated : 34 Days ago
69 Pinecone Avenue, Simcoe, ON , MLS #S13873586 , Image - 1

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69 Pinecone Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13873586

Residential Freehold (Vacant Land)

$199900.0
Fantastic opportunity for you to build your dream home or cottage get-a-way on this 100' x 150' lot located a short walk to Georgian Bay's beautiful I
31 Photos
Last Updated : 34 Days ago
55 Topaz Street, Simcoe, ON , MLS #S13239498 , Image - 1

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55 Topaz Street Wasaga Beach, Simcoe, ON MLS® S13239498

Residential Freehold (Modular Home)

$277000.0
price drop iconPrice drop by 4.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Year-round lifestyle living just a short walk from the beach! This well-kept 2-bedroom, 859 sq. ft. home offers an easy, low-maintenance retreat in th
4 Photos
Last Updated : 34 Days ago
242 Barnett Avenue, Simcoe, ON , MLS #S13799500 , Image - 1
242 Barnett Avenue Midland, Simcoe, ON MLS® S13799500

Residential Freehold (Detached)

$469000.0
price drop iconPrice drop by 8.0%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Exceptional opportunity in Midland! Situated on an expensive double lot with impressive 97.44' frontage by 123.50' depth, this 2-storey home offers in
30 Photos
Last Updated : 35 Days ago
8410 11 Highway, Simcoe, ON , MLS #S13727848 , Image - 1

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8410 11 Highway Ardtrea, Severn, Simcoe, ON MLS® S13727848

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
CAN'T BEAT THIS PRICE! Newly renovated from top to bottom, this move-in-ready property offers total peace of mind with a brand-new A/C unit, new kitch
41 Photos
Last Updated : 35 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13876096 , Image - 1

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Unit-2328/2329, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13876096

Residential Condo & Other (Condo Apartment)

$431750.0
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Some properties offer a getaway. This one offers options. Set within Highland Estate in the heart of Horseshoe Valley, this furnished residence combin
13 Photos
Last Updated : 35 Days ago
LT 50 Cedar Grove Drive, Simcoe, ON , MLS #S13703882 , Image - 1

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LT 50 Cedar Grove Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13703882

Residential Freehold (Vacant Land)

$199000.0
price drop iconPrice drop by 11.5%
Embrace the tranquility of Tiny Township with this exceptional 80 by 150-foot vacant lot. Nestled in a highly desirable and quiet pocket, this propert
24 Photos
Last Updated : 35 Days ago
91.5 KING Road, Simcoe, ON , MLS #S13538398 , Image - 1

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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
19 Photos
Last Updated : 35 Days ago
331 Linwood Avenue, Simcoe, ON , MLS #S13780420 , Image - 1

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331 Linwood Avenue Orillia, Simcoe, ON MLS® S13780420

Residential Freehold (Detached)

$475000.0
price drop iconPrice drop by 5.0%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this charming 3-bedroom, 1.5-storey home nestled in a great family-friendly neighbourhood in Orillia! Featuring neutral décor throughout, t
36 Photos
Last Updated : 35 Days ago
467 Oxbow Crescent, Simcoe, ON , MLS #S13873758 , Image - 1

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Unit-7, 467 Oxbow Crescent Collingwood, Simcoe, ON MLS® S13873758

Residential Condo & Other (Condo Townhouse)

$429999.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to 467 Oxbow Crescent, CollingwoodThis townhouse-style condominium is situated on a green space adjacent to the golf course at Living Waters R
17 Photos
Last Updated : 35 Days ago
19 Birch Grove Drive, Simcoe, ON , MLS #S12995486 , Image - 1

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19 Birch Grove Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12995486

Residential Freehold (Vacant Land)

$449000.0
price drop iconPrice drop by 8.2%
Have you ever dreamed of living in a place where you can walk to the tee-box or the chairlifts? Welcome to 19 Birch Grove Drive, a rare opportunity to
32 Photos
Last Updated : 35 Days ago
109 Elgin Street, Simcoe, ON , MLS #S13864522 , Image - 1

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109 Elgin Street Orillia, Simcoe, ON MLS® S13864522

Residential Freehold (Detached)

$499900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Zoned C4i, this charming two-storey brick home offers exceptional flexibility for residential, commercial, rental income, or mixed-use possibilities.
32 Photos
Last Updated : 35 Days ago
2322 North Orr Lake Road, Simcoe, ON , MLS #S13441438 , Image - 1

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2322 North Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S13441438

Residential Freehold (Vacant Land)

$385000.0
No development fees! You'll be $46,000 ahead of the game when you build here! This level, cleared one-acre lot is just 500 feet from an access point t
7 Photos
Last Updated : 35 Days ago
197 Kennedy Avenue, Simcoe, ON , MLS #S13715376 , Image - 1

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197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13715376

Residential Freehold (Vacant Land)

$235800.0
price drop iconPrice drop by 9.3%
A rare opportunity to build in one of Oro-Medonte's most established lakeside communities. This 80' x 187' cleared lot in Hawkestone gives you a real
5 Photos
Last Updated : 35 Days ago
712 Mt St Louis Road W, Simcoe, ON , MLS #S13872322 , Image - 1
Unit-Part 1, 712 Mt St Louis Road W Moonstone, Oro-Medonte, Simcoe, ON MLS® S13872322

Residential Freehold (Vacant Land)

$429000.0
  • < 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
11 Photos
Last Updated : 36 Days ago
580 West Street S, Simcoe, ON , MLS #S13869374 , Image - 1

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Unit-25, 580 West Street S Orillia, Simcoe, ON MLS® S13869374

Residential Freehold (MobileTrailer)

$289500.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to easy, low-maintenance living in Lakeside Estates. This extensively updated 2-bedroom, 2-bath manufactured home combines a bright, move-in-r
21 Photos
Last Updated : 36 Days ago
56 Mcarthur Drive, Simcoe, ON , MLS #S13867172 , Image - 1

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56 Mcarthur Drive Penetanguishene, Simcoe, ON MLS® S13867172

Residential Freehold (Vacant Land)

$139900.0
Excellent Opportunity on the Shores of Beautiful Penetanguishene! Build your dream getaway on this cleared and ready to develop vacant lot, ideally lo
9 Photos
Last Updated : 36 Days ago
PL 20 Concession 18 N/A W, Simcoe, ON , MLS #S13063306 , Image - 1

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PL 20 Concession 18 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13063306

Residential Freehold (Vacant Land)

$459000.0
price drop iconPrice drop by 13.2%
  • < 700 sq-ft
Discover the perfect blend of natural beauty and privacy with this exceptional 26 plus acre parcel located near Lafontaine and Thunder Beach in the To
1 Photos
Last Updated : 37 Days ago
LOT 26 Robinson Road, Simcoe, ON
LOT 26 Robinson Road Wasaga Beach, Simcoe, ON MLS® S13757862

Residential Freehold (Vacant Land)

$209000.0
price drop iconPrice drop by 4.6%
Are You Looking To Build Your Dream Home Or Cottage In A Quiet Up-And-Coming Neighbourhood Of Wasaga Beach? Take A Look At This 50' X 150' Lot. Servic
26 Photos
Last Updated : 37 Days ago
3322 Pleasant Road, Simcoe, ON , MLS #S13111484 , Image - 1

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3322 Pleasant Road Rural Severn, Severn, Simcoe, ON MLS® S13111484

Residential Freehold (Detached)

$394900.0
price drop iconPrice drop by 1.3%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Exceptional Location Near Lake Couchiching; Just 200 yards from Lake Couchiching with convenient public access, this beautifully updated home offers t
24 Photos
Last Updated : 37 Days ago
179 Seventh Street, Simcoe, ON , MLS #S13824824 , Image - 1

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179 Seventh Street Midland, Simcoe, ON MLS® S13824824

Residential Freehold (Detached)

$369900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy quiet mornings on the welcoming front porch or relaxing evenings on the private rear deck. With three bedrooms and 1 bath this century home is i
34 Photos
Last Updated : 37 Days ago
4 Beck Boulevard, Simcoe, ON , MLS #S13795408 , Image - 1

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Unit-302, 4 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13795408

Residential Condo & Other (Condo Apartment)

$399900.0
  • 1 +1 Beds
  • 2 Baths
  • 900-999 sq-ft
Boat. Relax. Explore. Where waterfront living meets carefree condominium ownership. This unit includes a boat slip with water & hydro, secure undergro
11 Photos
Last Updated : 37 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
29 Photos
Last Updated : 37 Days ago
5411 Elliott Side Road, Simcoe, ON , MLS #S13490852 , Image - 1

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Unit-5, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13490852

Residential Freehold (MobileTrailer)

$349900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to Candlelight Village, one of the area's most sought-after adult lifestyle communities! If you're looking for a friendly retirement setting w
Shortlisted Properties
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