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Houses for Sale in Simcoe Under $500K - P2

Showing results 31 - 60 of 1030
Last Updated: November 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
43 Photos
Last Updated : 20 Hours ago
13 Grace Avenue, Simcoe, ON , MLS #S14124188 , Image - 1
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13 Grace Avenue Orillia, Simcoe, ON MLS® S14124188

Residential Freehold (Detached)

$389000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
TOP 5 REASONS YOU'LL LOVE THIS HOME! 1. INCREDIBLE LOT: Situated on a beautiful, oversized 86 ft x 174 ft lot in Orillia's desirable North Ward, this
47 Photos
Last Updated : 21 Hours ago
27 Ross Street, Simcoe, ON , MLS #S14081672 , Image - 1

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27 Ross Street City Centre, Barrie, Simcoe, ON MLS® S14081672

Residential Freehold (Semi-Detached )

$474900.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Century home charm in the heart of downtown Barrie! Full of character and thoughtfully updated, this lovingly maintained 2-bedroom, 1-bathroom century
2 Photos
Last Updated : 21 Hours ago
14 Beverly Street, Simcoe, ON , MLS #S14170546 , Image - 1
14 Beverly Street Elmvale, Springwater, Simcoe, ON MLS® S14170546

Residential Freehold (Att/Row/Townhouse)

$499990.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to Elmvale Village Townhomes, a Perfect Blend of Comfort, Style and Convenience! This Beautifully DesignedTownhome Oers Spacious Open-Concept
29 Photos
Last Updated : 21 Hours ago
1 CHAMBERLAIN Crescent, Simcoe, ON , MLS #S14170436 , Image - 1

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Unit-109, 1 CHAMBERLAIN Crescent Collingwood, Simcoe, ON MLS® S14170436

Residential Condo & Other (Condo Townhouse)

$479000.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
GROUND FLOOR END UNIT | 10-FT CEILINGS | CONVENIENT SECONDARY BUILDING ACCESS ~~ Welcome to Dwell at Creekside, a desirable three-storey condominium c
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
17 Photos
Last Updated : 21 Hours ago
34 Dawson Drive, Simcoe, ON , MLS #S13793238 , Image - 1

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Unit-825, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S13793238

Residential Condo & Other (Condo Townhouse)

$399000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Exceptional Value in Collingwood! Offered at just $399,000, this unique upper-level condo at 34 Dawson Drive, Unit 825 offers a versatile layout and a
28 Photos
Last Updated : 21 Hours ago
302 Essa Road, Simcoe, ON , MLS #S14170420 , Image - 1

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Unit-409, 302 Essa Road Ardagh, Barrie, Simcoe, ON MLS® S14170420

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to The Gallery Condominiums, The Most Well Located Condo Complex In Barrie... Seconds To Hwy 400--- This Well Kept 2 Bedroom Unit Offers Over
26 Photos
Last Updated : 21 Hours ago
299 Cundles Road E, Simcoe, ON , MLS #S13827640 , Image - 1

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Unit-505, 299 Cundles Road E 400 North, Barrie, Simcoe, ON MLS® S13827640

Residential Condo & Other (Condo Apartment)

$414900.0
price drop iconPrice drop by 0.2%
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Suite 505 at 299 Cundles Road East, a spacious and beautifully positioned 1,060 sq. ft. residence offering 2 bedrooms, 2 bathrooms and an i
Open House : Sat Nov 14, 11:00 AM to 12:30 PM
4 Photos
Last Updated : 22 Hours ago
2889 Sunset Drive, Simcoe, ON , MLS #S13476574 , Image - 1
2889 Sunset Drive Brechin, Ramara, Simcoe, ON MLS® S13476574

Residential Freehold (Vacant Land)

$169000.0
price drop iconPrice drop by 15.1%
Rare opportunity to own a clean, vacant building lot just steps from beautiful Lake Simcoe. Featuring an impressive 90 ft frontage x 200 ft depth, thi
39 Photos
Last Updated : 22 Hours ago
91 Coughlin Road, Simcoe, ON , MLS #S14097514 , Image - 1

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Unit-20, 91 Coughlin Road Holly, Barrie, Simcoe, ON MLS® S14097514

Residential Freehold (Att/Row/Townhouse)

$499900.0
price drop iconPrice drop by 4.8%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Bright and spacious townhome featuring a private entrance, a built-in garage, and expansive windows that flood the home with natural light. The main f
36 Photos
Last Updated : 22 Hours ago
151 Main Street, Simcoe, ON , MLS #S13719278 , Image - 1

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151 Main Street Penetanguishene, Simcoe, ON MLS® S13719278

Residential Freehold (Detached)

$474900.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
HEATED WORKSHOP. POOL. WALK TO EVERYTHING. Here's a combination that's hard to find at this price point! This 3-bedroom, 2-bathroom detached home offe
33 Photos
Last Updated : 22 Hours ago
11 Ryan's Road, Simcoe, ON , MLS #S13760944 , Image - 1

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11 Ryan's Road Midland, Simcoe, ON MLS® S13760944

Residential Freehold (MobileTrailer)

$225000.0
price drop iconPrice drop by 10.0%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to Downsize! Welcome to 11 Ryan's Road in Smith's Camp, Midland, a mobile home community located near beautiful Little Lake and offering plent
Open House : Sun Nov 15, 10:30 AM to 12:00 PM
38 Photos
Last Updated : 22 Hours ago
2407 Rumney Road, Simcoe, ON , MLS #S14120234 , Image - 1

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2407 Rumney Road Rural Tay, Tay, Simcoe, ON MLS® S14120234

Residential Freehold (Detached)

$479777.0
  • 2 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Privacy Plus! Enjoy peaceful country living on this beautifully private, wooded lot with a ravine, offering nearly 2 acres of land. This charming home
Open House : Sat Nov 14, 12:00 PM to 01:30 PM
25 Photos
Last Updated : 23 Hours ago
233 Innisfil Street, Simcoe, ON , MLS #S13809286 , Image - 1

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Unit-8, 233 Innisfil Street Allandale Centre, Barrie, Simcoe, ON MLS® S13809286

Residential Condo & Other (Condo Townhouse)

$479900.0
price drop iconPrice drop by 11.0%
  • 3 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Welcome to this beautifully renovated condo townhouse in desirable Allandale Centre! Thoughtfully updated throughout, this move-in-ready home features
40 Photos
Last Updated : 23 Hours ago
21 Laguna Parkway, Simcoe, ON , MLS #S13881660 , Image - 1

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Unit-3, 21 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13881660

Residential Condo & Other (Condo Townhouse)

$369900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Waterfront living at an attractive price point. This spacious 2-bedroom, 2-bathroom townhome offers direct water access, private boat parking and a fl
Open House : Sat Nov 14, 12:30 PM to 02:00 PM
50 Photos
Last Updated : 23 Hours ago
31 Laguna Parkway, Simcoe, ON , MLS #S14156856 , Image - 1

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Unit-3, 31 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S14156856

Residential Condo & Other (Condo Townhouse)

$439900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Waterfront living without the renovation list. This beautifully renovated 2-bedroom, 2 bathroom home offers direct water access, private boat parking,
Open House : Sat Nov 14, 10:30 AM to 12:00 PM
40 Photos
Last Updated : 23 Hours ago
4614 25 Side Road, Simcoe, ON , MLS #S14101146 , Image - 1

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4614 25 Side Road Rural Ramara, Ramara, Simcoe, ON MLS® S14101146

Residential Freehold (Detached)

$459900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Enjoy the peaceful country lifestyle in this charming 2-bedroom, 1-bathroom bungalow in Ramara, situated on an impressive 45' x 425' lot. The spacious
Open House : Sun Nov 15, 12:00 PM to 02:00 PM
31 Photos
Last Updated : 23 Hours 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)

$474900.0
price drop iconPrice drop by 13.6%
  • 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
18 Photos
Last Updated : 23 Hours ago
41 Ferndale Drive S, Simcoe, ON , MLS #S14142528 , Image - 1

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Unit-303, 41 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S14142528

Residential Condo & Other (Condo Apartment)

$339990.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to Suite 303 at The Manhattan Condominiums, one of Barrie's most sought after condo communities, beautifully surrounded by the tranquility of
15 Photos
Last Updated : 23 Hours ago
43 Srigley Street, Simcoe, ON , MLS #S14110150 , Image - 1

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43 Srigley Street Holly, Barrie, Simcoe, ON MLS® S14110150

Residential Freehold (Att/Row/Townhouse)

$499900.0
price drop iconPrice drop by 6.5%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this immaculate, move-in-ready home featuring a spacious foyer with brand-new laminate flooring and a large front closet for added storage.
Open House : Sun Nov 15, 11:00 AM to 01:00 PM
27 Photos
Last Updated : 1 Day ago
65 Ellen Street, Simcoe, ON , MLS #S13743990 , Image - 1

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Unit-708, 65 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13743990

Residential Condo & Other (Condo Apartment)

$449900.0
price drop iconPrice drop by 6.3%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to worry free living, in this beautifully renovated 2 bdr condo, corner unit, with stunning views of both Kempenfelt Bay and the City Centre.
25 Photos
Last Updated : 1 Day ago
1211 Upper Big Chute Road, Simcoe, ON , MLS #S14126770 , Image - 1

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1211 Upper Big Chute Road Coldwater, Severn, Simcoe, ON MLS® S14126770

Residential Freehold (Detached)

$489000.0
price drop iconPrice drop by 6.0%
  • 1 +1 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Country living minutes outside of Coldwater on a country lot. This whimsical bachelor pad is a two bedroom home with a recreation room, office space a
25 Photos
Last Updated : 1 Day ago
4075 Airport Road, Simcoe, ON , MLS #S13843776 , Image - 1

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4075 Airport Road Rural Ramara, Ramara, Simcoe, ON MLS® S13843776

Residential Freehold (Detached)

$198500.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
If you are searching for a large lot and are extremely handy with the desire to purchase a fixer upper and make it your own, then this is your sign! L
21 Photos
Last Updated : 1 Day ago
4067 Airport Road, Simcoe, ON , MLS #S13843798 , Image - 1

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4067 Airport Road Rural Ramara, Ramara, Simcoe, ON MLS® S13843798

Residential Freehold (Detached)

$195000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Investors, Developers & Handy Homeowners! Welcome to 4067 Airport Rd., Ramara - a charming one-bedroom home offering incredible potential fo
28 Photos
Last Updated : 1 Day ago
39 Chamberlain Crescent, Simcoe, ON , MLS #S14141576 , Image - 1

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39 Chamberlain Crescent Penetanguishene, Simcoe, ON MLS® S14141576

Residential Freehold (Att/Row/Townhouse)

$489000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Live the lifestyle you've earned in this beautifully maintained, low-maintenance end unit bungalow just steps from Georgian Bay in the 55+ community o
38 Photos
Last Updated : 1 Day ago
196 PARADISE Avenue, Simcoe, ON , MLS #S13827100 , Image - 1

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196 PARADISE Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13827100

Residential Freehold (Detached)

$389999.0
price drop iconPrice drop by 2.5%
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming corner-lot property located close to Georgian Bay. Whether you're looking for a peaceful retreat or an investment opportunity
26 Photos
Last Updated : 1 Day ago
177 Atherley Road, Simcoe, ON , MLS #S13749246 , Image - 1

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177 Atherley Road Orillia, Simcoe, ON MLS® S13749246

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 25.0%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
HUGE PRICE REDUCTION! $399 DOWN TO $299! THE REAL STORY HERE MAY BE WHAT COMES NEXT! Whether you're looking for an affordable home, an income proper
32 Photos
Last Updated : 1 Day ago
8 Culinary Lane, Simcoe, ON , MLS #S13827900 , Image - 1

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8 Culinary Lane
Unit-604, 8 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13827900

Residential Condo & Other (Condo Apartment)

$440000.0
price drop iconPrice drop by 3.3%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This is the one! A beautifully upgraded top floor condo designed for comfortable, low maintenance living. With western exposure and no neighbours abov
Open House : Sat Nov 14, 12:00 PM to 02:00 PM
37 Photos
Last Updated : 1 Day ago
229 Donalda Street, Simcoe, ON , MLS #S14004272 , Image - 1

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229 Donalda Street Midland, Simcoe, ON MLS® S14004272

Residential Freehold (Detached)

$424999.0
price drop iconPrice drop by 5.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
NEW PRICE! More home, more updates and more value for your money! If you're looking to get into the market or downsize without taking on a renovation
Open House : Sat Nov 14, 01:00 PM to 02:30 PM
22 Photos
Last Updated : 1 Day ago
246 Ferndale Drive S, Simcoe, ON , MLS #S14165422 , Image - 1

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246 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S14165422

Residential Freehold (Semi-Detached )

$497500.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
A semi-detached home in south Barrie's popular Ardagh neighbourhood offered at $497,500!! With three bedrooms, one and-a-half baths and a single-car
14 Photos
Last Updated : 1 Day ago
10B Coulter Street, Simcoe, ON , MLS #S13793270 , Image - 1

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Unit-211, 10B Coulter Street Sunnidale, Barrie, Simcoe, ON MLS® S13793270

Residential Condo & Other (Condo Apartment)

$389000.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
QUICK CLOSING AVAILABLE! BRIGHT 2-BEDROOM GROUND-FLOOR SUITE OFFERING STAIR-FREE ACCESS, A PRIVATE PATIO, & COMFORTABLE, LOW-MAINTENANCE LIVING! This
Open House : Sat Nov 14, 11:00 AM to 01:00 PM
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