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Houses for Sale in Simcoe Under $500K - P14

Showing results 391 - 420 of 1094
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
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  • Bathrooms(Hi-Lo)
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34 Photos
Last Updated : 14 Days ago
14 KENORA Trail, Simcoe, ON , MLS #S13171092 , Image - 1
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14 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S13171092

Residential Freehold (MobileTrailer)

$129900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Enjoy 3-season living in this turnkey, fully furnished 2014 Northlander Reflection Park Model located in popular CountryLife Resort. Offering 2 bedroo
1 Photos
Last Updated : 14 Days ago
3525 Tenth Line, Simcoe, ON
3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13422752

Residential Freehold (Detached)

Price On Request
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Discover an exceptional opportunity to acquire 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally positioned
37 Photos
Last Updated : 14 Days ago
711 Johnston Park Avenue, Simcoe, ON , MLS #S13621192 , Image - 1

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711 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13621192

Residential Condo & Other (Condo Townhouse)

$479900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the private beach,
19 Photos
Last Updated : 14 Days ago
Lot 40 Whispering Pine Circle, Simcoe, ON , MLS #S13037548 , Image - 1

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Lot 40 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S13037548

Residential Freehold (Vacant Land)

$169000.0
price drop iconPrice drop by 10.6%
Nearly an acre (0.896) ~ Nestled in the heart of Rural Tiny, this stunning treed corner lot offers an ideal setting to build your dream home. Located
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
3 Photos
Last Updated : 14 Days ago
Lot 13 Park Street, Simcoe, ON , MLS #S13594372 , Image - 1
Lot 13 Park Street Victoria Harbour, Tay, Simcoe, ON MLS® S13594372

Residential Freehold (Vacant Land)

$149777.0
Build your dream home on this newly severed 75' x 200' building lot located on Park Street in Victoria Harbour. Offering plenty of space in a desirabl
12 Photos
Last Updated : 14 Days ago
105 Matchedash Street S, Simcoe, ON , MLS #S13620072 , Image - 1

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105 Matchedash Street S Orillia, Simcoe, ON MLS® S13620072

Residential Freehold (Vacant Land)

$349000.0
  • 5000 + sq-ft
Top 5 Reasons You Will Love This Property: 1) Situated on a 65'x105' corner lot at Matchedash Street South and Western Avenue, this property offers ou
37 Photos
Last Updated : 14 Days ago
369 Queen Street, Simcoe, ON , MLS #S13560212 , Image - 1

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369 Queen Street Midland, Simcoe, ON MLS® S13560212

Residential Freehold (Detached)

$349900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This one is personal. This was my grandma's house-the place I grew up visiting for homemade apple pies, her home cooking and more family memories than
4 Photos
Last Updated : 14 Days ago
136 Limestone Road, Simcoe, ON , MLS #S12261077 , Image - 1
136 Limestone Road Port McNicoll, Tay, Simcoe, ON MLS® S12261077

Residential Freehold (Vacant Land)

$169000.0
EXCLUSIVE BUILDING RIGHTS(NO BUILDING HOLD), Build Your Dream Home Steps from Georgian Bay! Discover an incredible opportunity in the sought-after com
16 Photos
Last Updated : 14 Days ago
239 Front Street S, Simcoe, ON , MLS #S13619760 , Image - 1

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239 Front Street S Orillia, Simcoe, ON MLS® S13619760

Residential Freehold (Detached)

$399000.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Affordable Turnkey Detached Home In Orillia! This beautifully updated 2 bedroom 1 bathroom home is perfectly suited for first-time buyers, working pro
10 Photos
Last Updated : 15 Days ago
681 Yonge Street, Simcoe, ON , MLS #S13615590 , Image - 1

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Unit-322, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13615590

Residential Condo & Other (Condo Apartment)

$475000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to the highly sought-after South District Condos! This beautifully appointed south-facing 1-bedroom plus den, 1-bathroom suite offers a bright
20 Photos
Last Updated : 15 Days ago
8 Conc 5 Road W, Simcoe, ON , MLS #S13615484 , Image - 1

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8 Conc 5 Road W Wyevale, Tiny, Simcoe, ON MLS® S13615484

Residential Freehold (Detached)

$419000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome home to 8 Concession Road 5 West, perfectly situated right in the heart of the welcoming community of Wyevale! This 3-bedroom residence offers
38 Photos
Last Updated : 15 Days ago
41 Ferndale Drive S, Simcoe, ON , MLS #S13610096 , Image - 1

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Unit-408, 41 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13610096

Residential Condo & Other (Condo Apartment)

$419000.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Top floor. Tree top/ park views. No neighbours above, none to one side. The elevators are steps away and the terrace is full-sized. Units like this do
26 Photos
Last Updated : 15 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S13589040 , Image - 1

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Unit-511, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13589040

Residential Condo & Other (Condo Apartment)

$349900.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to sought-after Bayshore Landing, where waterfront living meets comfort and convenience. This beautifully updated 2-bedroom, 2-bathroom condom
33 Photos
Last Updated : 15 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13561944 , Image - 1

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Unit-27, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13561944

Residential Condo & Other (Condo Townhouse)

$430000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Harbour Village, located in beautiful Lagoon City on Lake Simcoe. This updated 3 bedroom/2 bathroom end unit condo offers private boat moor
35 Photos
Last Updated : 15 Days ago
10 Allen Drive N, Simcoe, ON , MLS #S13528674 , Image - 1

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10 Allen Drive N Wasaga Beach, Simcoe, ON MLS® S13528674

Residential Freehold (Detached)

$389900.0
price drop iconPrice drop by 2.5%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 10 Allen Drive North, a beautifully updated bungalow in Hometown, one of Wasaga Beach's most desirable 55+ Parkbridge communities. This bri
2 Photos
Last Updated : 15 Days ago
LOT 3 PLAN 51M1283 Golf Course Road, Simcoe, ON , MLS #S13475142 , Image - 1
LOT 3 PLAN 51M1283 Golf Course Road Wasaga Beach, Simcoe, ON MLS® S13475142

Residential Freehold (Vacant Land)

$425000.0
Prime Residential Building Lot in Wasaga Beach - Steps to Marl Lake! A rare opportunity to own a served prime residential lot in the heart of Wasaga B
2 Photos
Last Updated : 15 Days ago
LOT 2 PLAN 51M1283 Golf Course Road, Simcoe, ON , MLS #S13475004 , Image - 1
LOT 2 PLAN 51M1283 Golf Course Road Wasaga Beach, Simcoe, ON MLS® S13475004

Residential Freehold (Vacant Land)

$425000.0
Prime Residential Building Lot in Wasaga Beach - Steps to Marl Lake! A rare opportunity to own a served prime residential lot in the heart of Wasaga B
4 Photos
Last Updated : 15 Days ago
327 Tiny Beaches Road N, Simcoe, ON , MLS #S13467164 , Image - 1
327 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13467164

Residential Freehold (Detached)

$225000.0
  • < 700 sq-ft
Premium lot in the quiet community of Cawaja Beach. One of the nicest sandy beaches on Georgian Bay. Surrounded by nature and privacy. Cottage being s
32 Photos
Last Updated : 15 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S13206706 , Image - 1

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Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13206706

Residential Condo & Other (Condo Apartment)

$469900.0
price drop iconPrice drop by 6.0%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish corner unit condo facing the 18th hole, located in the heart of the Horseshoe Resort c
7 Photos
Last Updated : 15 Days ago
197 Kennedy Avenue, Simcoe, ON , MLS #S13172278 , Image - 1

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197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13172278

Residential Freehold (Vacant Land)

$283000.0
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
10 Photos
Last Updated : 15 Days ago
75 Ellen Street, Simcoe, ON , MLS #S13168670 , Image - 1

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Unit-905, 75 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13168670

Residential Condo & Other (Condo Apartment)

$279000.0
price drop iconPrice drop by 6.7%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Check out this urban retreat in downtown Barrie with expansive city views. This one bedroom condo in 'The Regatta' offers a comforting lifestyle, just
49 Photos
Last Updated : 15 Days ago
23 Dawson Drive, Simcoe, ON , MLS #S13138956 , Image - 1

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Unit-98, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13138956

Residential Condo & Other (Condo Apartment)

$399000.0
price drop iconPrice drop by 11.1%
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
Welcome to this Lovely Ground Floor Condo tucked away in Secluded Setting along 23 Dawson Drive, Unit # 98. The Private Patio is set up perfectly for
1 Photos
Last Updated : 15 Days ago
LOT 2 RCP 1696 Drive, Simcoe, ON
LOT 2 RCP 1696 Drive Wasaga Beach, Simcoe, ON MLS® S13110390

Residential Freehold (Vacant Land)

$299000.0
Rare 100-ft lot with severance potential into two building lots! Two water & sewer connections available on street and included in the price. Great in
8 Photos
Last Updated : 15 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S13069820 , Image - 1

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Unit-69, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S13069820

Residential Freehold (Modular Home)

$169900.0
price drop iconPrice drop by 10.5%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Summer special - Limited time Save $44,825 off of MSRP of $214,725.. This brand-new, turnkey Manitoulin Cottage model offers 2 bedrooms, 1 bathroom, a
12 Photos
Last Updated : 15 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067696 , Image - 1

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Unit-51, 3282 Ogdens Beach Road Rural Tay, Tay, Simcoe, ON MLS® S13067696

Residential Freehold (Detached)

$219900.0
price drop iconPrice drop by 18.5%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Summer Special $95,879 in savings off of Spring pricing of $315,775.Limited time promotion for August. Nestled along the serene shores of Southern Ge
39 Photos
Last Updated : 15 Days ago
310 Tiny Beaches Road S, Simcoe, ON , MLS #S12966378 , Image - 1

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310 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12966378

Residential Freehold (Detached)

$499990.0
price drop iconPrice drop by 3.8%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
A Four-Season Retreat Steps to the Sandy Shores of Georgian Bay. This cozy well-maintained home offers the perfect blend of comfort, location, and lif
32 Photos
Last Updated : 15 Days ago
5 Greenwich Street, Simcoe, ON , MLS #S12816378 , Image - 1

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Unit-105, 5 Greenwich Street Ardagh, Barrie, Simcoe, ON MLS® S12816378

Residential Condo & Other (Condo Apartment)

$384900.0
price drop iconPrice drop by 9.4%
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Simplify your life without sacrificing comfort. Welcome to treetop serenity at 5 Greenwich St set within Ardagh Bluffs in Bear Creek Eco Park. Unit 10
18 Photos
Last Updated : 15 Days ago
85 Hawthorne Drive, Simcoe, ON , MLS #N13617332 , Image - 1

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85 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13617332

Residential Freehold (Detached)

$269000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
MOTIVATED SELLER! YOUR GOLDEN YEARS START HERE - UPDATED & WELL-MAINTAINED BUNGALOW STEPS FROM DAILY CONVENIENCES! Get ready to fall in love with peac
44 Photos
Last Updated : 15 Days ago
49 Sunrise Circle, Simcoe, ON , MLS #N13616112 , Image - 1

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49 Sunrise Circle Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13616112

Residential Freehold (Modular Home)

$337000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this custom-built modular home, tucked away in a quiet, friendly community where you can enjoy peace and tranquility away from the hustle a
22 Photos
Last Updated : 15 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13574832 , Image - 1

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Unit-225, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13574832

Residential Condo & Other (Condo Apartment)

$455000.0
  • 1 +1 Beds
  • 1 Baths
  • 500-599 sq-ft
Rarely does a property offer this combination of lifestyle, location, and value in the courtyard. At almost 600 SQFT - Unit #225 in the Aquarius build
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