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Houses for Sale in Simcoe Under $500K - P14

Showing results 391 - 420 of 1116
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
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15 Photos
Last Updated : 13 Days ago
1419 Port Stanton Parkway, Simcoe, ON , MLS #S13780662 , Image - 1
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1419 Port Stanton Parkway Rural Severn, Severn, Simcoe, ON MLS® S13780662

Residential Freehold (Vacant Land)

$475000.0
A Unique Waterfront Property located in the Quaint Lakeside Village of Port Stanton. Build your own Cottage or Home with beautiful views of Sparrow La
25 Photos
Last Updated : 13 Days ago
531 High Street, Simcoe, ON , MLS #S13780498 , Image - 1

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Unit-9, 531 High Street Orillia, Simcoe, ON MLS® S13780498

Residential Condo & Other (Condo Townhouse)

$314500.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Are you searching for an affordable home/condo that requires little maintenance and has no elevators? This is your opportunity! This condo townhome fe
48 Photos
Last Updated : 13 Days ago
233 Broward Way, Simcoe, ON , MLS #N13705544 , Image - 1

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233 Broward Way
Unit-8, 233 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13705544

Residential Condo & Other (Condo Apartment)

$424000.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Wake Up to the Waterfront Lifestyle at Friday Harbour! Experience resort-style living in this bright and spacious corner 1-bedroom condo perfectly pos
19 Photos
Last Updated : 13 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)

$499900.0
  • 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
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
41 Photos
Last Updated : 13 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S13771576 , Image - 1

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Unit-509, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13771576

Residential Condo & Other (Condo Apartment)

$489900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This lovely Painswick Suite has 2 bedrooms, 2 baths with a North West facing Solarium. It has 2 full bathrooms one with a tub in the ensuite bath and
5 Photos
Last Updated : 13 Days ago
15 Bridlewood Crescent, Simcoe, ON , MLS #S13779824 , Image - 1
15 Bridlewood Crescent Wasaga Beach, Simcoe, ON MLS® S13779824

Residential Freehold (Vacant Land)

$399900.0
Build your dream home at 15 Bridlewood Crescent in the well-known Sunward Estates! Estate lots with this level of privacy are genuinely hard to come b
17 Photos
Last Updated : 13 Days ago
107 Bond Street, Simcoe, ON , MLS #S13512384 , Image - 1

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Unit-208, 107 Bond Street Orillia, Simcoe, ON MLS® S13512384

Residential Condo & Other (Condo Apartment)

$319900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
Bright and freshly painted 2-bedroom, 1-bathroom condo in Orillia, located on the second floor.This well-designed unit features a functional layout, h
4 Photos
Last Updated : 13 Days ago
21 Peter Avenue, Simcoe, ON , MLS #S13772814 , Image - 1
21 Peter Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13772814

Residential Freehold (Vacant Land)

$299900.0
Location! Location! Location! Build Your Luxury Dream Home, Near Multi Million Dollar Homes, On This Beautiful Huge Treed Lot. Steps To Famous Georgia
29 Photos
Last Updated : 13 Days ago
12 Centre Park Road, Simcoe, ON , MLS #N13777150 , Image - 1

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12 Centre Park Road Rural Essa, Essa, Simcoe, ON MLS® N13777150

Residential Freehold (MobileTrailer)

$250000.0
  • 2 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to this spacious and inviting bungalow located within the peaceful Shamrock Estates land lease commu
15 Photos
Last Updated : 13 Days ago
4308 Orkney Beach Road, Simcoe, ON , MLS #S13725272 , Image - 1

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4308 Orkney Beach Road Rural Ramara, Ramara, Simcoe, ON MLS® S13725272

Residential Freehold (Vacant Land)

$399900.0
price drop iconPrice drop by 6.8%
Here is your chance to build your dream home in a highly sought after lakeside community, surrounded by beautifully maintained properties and within s
43 Photos
Last Updated : 14 Days ago
34-360 Blake Street, Simcoe, ON , MLS #S13539732 , Image - 1

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34-360 Blake Street Codrington, Barrie, Simcoe, ON MLS® S13539732

Residential Condo & Other (Condo Townhouse)

$464999.0
price drop iconPrice drop by 3.1%
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to this beautifully maintained, move-in-ready townhouse in Barrie's desirable east end, offering the perfect blend of comfort, convenience, an
23 Photos
Last Updated : 14 Days ago
1654 Viking Marina Road, Simcoe, ON , MLS #S13582598 , Image - 1

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1654 Viking Marina Road Fesserton, Severn, Simcoe, ON MLS® S13582598

Residential Freehold (Detached)

$399999.0
price drop iconPrice drop by 11.1%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Enjoy this fully finished 2-bedroom, 1-bathroom home on the shores of beautiful Matchedash Bay. Inside, you'll find a comfortable, inviting home with
28 Photos
Last Updated : 14 Days ago
302 Essa Road, Simcoe, ON , MLS #S13633244 , Image - 1

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Unit-409, 302 Essa Road Ardagh, Barrie, Simcoe, ON MLS® S13633244

Residential Condo & Other (Condo Apartment)

$414900.0
price drop iconPrice drop by 3.5%
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to The Gallery Condominiums --- Barrie's Art-Inspired Community With A Modern West Coast Vibe. This Well Kept 2 Bedroom Unit Offers Over 1000
41 Photos
Last Updated : 14 Days ago
30 Laguna Parkway, Simcoe, ON , MLS #S13770814 , Image - 1

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Unit-12, 30 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13770814

Residential Condo & Other (Condo Townhouse)

$489000.0
  • 3 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Wake up overlooking the water each day. Step outside and feel like you're already on vacation-this move-in ready waterfront townhome pairs space, ligh
17 Photos
Last Updated : 14 Days ago
PT LT 18 CONCESSION 13 N/A W, Simcoe, ON , MLS #S13735722 , Image - 1

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PT LT 18 CONCESSION 13 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13735722

Residential Freehold (Vacant Land)

$499000.0
Spectacular 12-Acre Woodland Retreat Near Georgian Bay in Tiny Township. Discover this exceptional 12-acre parcel of land, beautifully tucked away in
35 Photos
Last Updated : 14 Days ago
41 Ferndale Drive S, Simcoe, ON , MLS #S13743628 , Image - 1

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Unit-309, 41 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13743628

Residential Condo & Other (Condo Apartment)

$375000.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to this beautifully maintained 1-bedroom, 1-bathroom condo offering 793 sq. ft. of stylish, open-concept living. 1 underground parking & locke
30 Photos
Last Updated : 15 Days ago
32 Lorne Avenue, Simcoe, ON , MLS #S13544582 , Image - 1

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32 Lorne Avenue Collingwood, Simcoe, ON MLS® S13544582

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Rare opportunity to secure an oversized approximately 66'x132' lot in the heart of Collingwood, where you ca
24 Photos
Last Updated : 15 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S13676764 , Image - 1

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Unit-42, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13676764

Residential Condo & Other (Condo Apartment)

$364000.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to this beautifully updated 2-bedroom, 2-bathroom condo in an ideal Collingwood location. Freshly painted throughout with new vinyl laminate f
35 Photos
Last Updated : 16 Days ago
150 Dunlop Street E, Simcoe, ON , MLS #S13775286 , Image - 1

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Unit-710, 150 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13775286

Residential Condo & Other (Condo Apartment)

$327500.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Lake views, downtown living and everyday convenience come together at Bayshore Landing. Set along Barrie's beautiful waterfront, this bright 1 bedroom
17 Photos
Last Updated : 16 Days ago
28 Flora Court, Simcoe, ON , MLS #N13574338 , Image - 1

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28 Flora Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13574338

Residential Freehold (Modular Home)

$223000.0
price drop iconPrice drop by 9.7%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Beautiful & Easily Accessible Home In Sandycove Acres! Welcome to 28 Flora Court, a well maintained and easily accessible home nestled in the desirabl
13 Photos
Last Updated : 16 Days ago
490 Oxbow Park Drive, Simcoe, ON , MLS #S13775156 , Image - 1

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490 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13775156

Residential Freehold (Vacant Land)

$499000.0
Welcome to 490 Oxbow Park Dr! A rare opportunity to secure an exceptional waterfront parcel along the picturesque Nottawasaga River. Offering approxim
41 Photos
Last Updated : 16 Days ago
972 Gilmore Avenue, Simcoe, ON , MLS #N13430354 , Image - 1

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972 Gilmore Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13430354

Residential Freehold (Detached)

$430000.0
price drop iconPrice drop by 17.1%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming 2-bedroom, 1-bath home offering approximately 900 sq. ft. of living space on a quiet dead-end street in the desirable hamlet
23 Photos
Last Updated : 16 Days ago
77 Stans Circle, Simcoe, ON , MLS #S13761402 , Image - 1

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77 Stans Circle Midland, Simcoe, ON MLS® S13761402

Residential Freehold (MobileTrailer)

$105900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy a large kitchen and living space that seamlessly adjoins to an outdoor deck, perfect for hosting guest
10 Photos
Last Updated : 16 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
22 Photos
Last Updated : 16 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13652156 , Image - 1

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Unit-4, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13652156

Residential Condo & Other (Condo Townhouse)

$299900.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Lagoon City Waterfront Condo With Private Boat Mooring, Canal Views & Resort-Style Amenities! The canal isn't just the view here; it's part of the add
23 Photos
Last Updated : 16 Days ago
9 Hawthorne Drive, Simcoe, ON , MLS #N13572328 , Image - 1

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9 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13572328

Residential Freehold (Modular Home)

$239000.0
price drop iconPrice drop by 14.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Sandycove Acres, one of Innisfil's most sought-after adult lifestyle communities, where resort-style amenities and a welcoming neighbourhoo
16 Photos
Last Updated : 16 Days ago
107 EIGHTH Street, Simcoe, ON , MLS #S13646606 , Image - 1

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107 EIGHTH Street Collingwood, Simcoe, ON MLS® S13646606

Residential Freehold (Vacant Land)

$299900.0
Nestled on a generous 40 ft x 165 ft in-town lot, this property presents an exceptional opportunity for builders, investors, and those dreaming of a c
35 Photos
Last Updated : 16 Days ago
35 Sundial Court, Simcoe, ON , MLS #S13739236 , Image - 1

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35 Sundial Court Collingwood, Simcoe, ON MLS® S13739236

Residential Condo & Other (Condo Townhouse)

$399900.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to easy Southern Georgian Bay living at 35 Sundial Court! This clean, cosy, and charming 2-bedroom, 1.5-bathroom condo townhouse backs onto pe
5 Photos
Last Updated : 16 Days ago
134 Sunnidale Road, Simcoe, ON , MLS #S13773138 , Image - 1
134 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13773138

Residential Freehold (Detached)

$399900.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming Cottage-Style Getaway with Development Potential! This delightful cottage-style retreat is ideally located within walking distance to the sou
21 Photos
Last Updated : 16 Days ago
486 Laclie Street, Simcoe, ON , MLS #S13772916 , Image - 1

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Unit-Unit 111, 486 Laclie Street Orillia, Simcoe, ON MLS® S13772916

Residential Condo & Other (Condo Apartment)

$439900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Maple Arbour Condominiums, one of Orillia's most sought-after communities. This bright and spacious ground-floor unit offers convenient, lo
Shortlisted Properties
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