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Condos for Sale in Simcoe Under $500K - P5

Showing results 121 - 150 of 306
Last Updated: November 04, 2026
  • New Listings
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  • Price(Hi-Lo)
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  • Bathrooms(Hi-Lo)
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35 Photos
Last Updated : 13 Days ago
150 Dunlop Street E, Simcoe, ON , MLS #S14107730 , Image - 1
Image With Blur overlay

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Unit-710, 150 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S14107730

Residential Condo & Other (Condo Apartment)

$319500.0
  • 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
11 Photos
Last Updated : 13 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13701426 , Image - 1

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Unit-2296-2297, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13701426

Residential Condo & Other (Condo Apartment)

$415000.0
price drop iconPrice drop by 9.0%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Whether you're searching for a place to call home or a smart addition to your investment portfolio, this versatile property offers exceptional flexibi
16 Photos
Last Updated : 13 Days ago
90 Highland Drive, Simcoe, ON , MLS #S14029628 , Image - 1

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Unit-2290, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14029628

Residential Condo & Other (Condo Apartment)

$388500.0
  • 2 +2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Unique Two-Unit Condominium in Horseshoe Valley - 90 Highland Drive is an exceptional opportunity for investors or homeowners looking to generate rent
18 Photos
Last Updated : 13 Days ago
121 Mary Street, Simcoe, ON , MLS #S14107356 , Image - 1

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Unit-Unit 205, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S14107356

Residential Condo & Other (Condo Apartment)

$499999.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this stylish and well-maintained two-bedroom unit, an excellent choice for first-time buyers, downsizes, or couples looking for a comfortab
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
14 Photos
Last Updated : 13 Days ago
90 Highland Drive, Simcoe, ON , MLS #S13739786 , Image - 1

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Unit-2252-2253, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13739786

Residential Condo & Other (Condo Apartment)

$449000.0
price drop iconPrice drop by 18.4%
  • 2 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to 2252-53 90 Highland Dr in Carriage Hills, Horseshoe Valley-a fully furnished, turnkey four-season condo offering approximately 1,400 sq ft
46 Photos
Last Updated : 13 Days ago
1 Paradise Boulevard S, Simcoe, ON , MLS #S14089962 , Image - 1

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Unit-Unit 27, 1 Paradise Boulevard S Rural Ramara, Ramara, Simcoe, ON MLS® S14089962

Residential Condo & Other (Condo Townhouse)

$459900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
PARADISE BEACH & BOAT RETREAT ~ Fall in LOVE with Living at Harbour Village in Lagoon City. This Modern 3-Bedroom End-Unit Waterfront Condo Offers Dir
30 Photos
Last Updated : 13 Days ago
435 Walnut Street, Simcoe, ON , MLS #S13827436 , Image - 1

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Unit-101, 435 Walnut Street Collingwood, Simcoe, ON MLS® S13827436

Residential Condo & Other (Condo Apartment)

$379000.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to the desirable WALNUT WOODS condominium community, a well-maintained 16-unit brick building perfectly located in the heart of Collingwood. T
33 Photos
Last Updated : 13 Days ago
74 Ross Street, Simcoe, ON , MLS #S13654082 , Image - 1

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Unit-82, 74 Ross Street Queen's Park, Barrie, Simcoe, ON MLS® S13654082

Residential Condo & Other (Condo Apartment)

$349900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Experience the exceptional lifestyle that Victoria Village is known for, where comfortable low-maintenance
27 Photos
Last Updated : 13 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13687514 , Image - 1

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Unit-133, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13687514

Residential Condo & Other (Condo Apartment)

$497000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Turn-Key & Fully Furnished at Friday Harbour Resort! Welcome to Aquarius, where effortless resort living meets modern comfort. This beautifully furnis
15 Photos
Last Updated : 14 Days ago
25 Southwoods Crescent, Simcoe, ON , MLS #S14104268 , Image - 1

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Unit-57, 25 Southwoods Crescent Holly, Barrie, Simcoe, ON MLS® S14104268

Residential Condo & Other (Condo Townhouse)

$439990.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Welcome to 25 Southwoods Cres 57, an elegant End-Unit Condo Townhouse in the heart of Essa, offering sophisticated, low-maintenance living with an exc
17 Photos
Last Updated : 14 Days 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
46 Photos
Last Updated : 14 Days ago
9 Westmount Drive S, Simcoe, ON , MLS #S14103362 , Image - 1

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Unit-Unit 302, 9 Westmount Drive S Orillia, Simcoe, ON MLS® S14103362

Residential Condo & Other (Condo Apartment)

$483900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Enjoy the ease and comfort of condo living at 9 Westmount Drive in Orillia. Set back from the street and surrounded by trees and beautifully landscape
13 Photos
Last Updated : 14 Days ago
299 Cundles Road E, Simcoe, ON , MLS #S14103322 , Image - 1

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Unit-308, 299 Cundles Road E Alliance, Barrie, Simcoe, ON MLS® S14103322

Residential Condo & Other (Condo Apartment)

$375000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
MODERN, LOW-MAINTENANCE & CLOSE TO EVERYTHING! Built in 2018, this 1 bedroom plus den condo brings contemporary style to a well-kept six-storey buildi
50 Photos
Last Updated : 14 Days ago
39 Mary Street, Simcoe, ON , MLS #S14029204 , Image - 1

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Unit-1809, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S14029204

Residential Condo & Other (Condo Apartment)

$469000.0
price drop iconPrice drop by 4.1%
  • 1 +1 Beds
  • 2 Baths
  • 500-599 sq-ft
Luxury Waterfront Condo with Breathtaking Views 1 Bed + Den, 2 BathExperience the ultimate in lakeside living with thishigh-end condo offering unobstr
23 Photos
Last Updated : 14 Days ago
63 Ferris Lane, Simcoe, ON , MLS #S13811306 , Image - 1

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63 Ferris Lane
Unit-A3, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S13811306

Residential Condo & Other (Condo Townhouse)

$392000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to this well-maintained 3-bedroom townhouse, ideally positioned in a quieter area of the condominium, away from highway noise. The functional
34 Photos
Last Updated : 14 Days ago
112 Escarpment Crescent, Simcoe, ON , MLS #S13762416 , Image - 1

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112 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13762416

Residential Condo & Other (Condo Townhouse)

$415000.0
price drop iconPrice drop by 3.3%
  • 4 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Tucked away at the end of a quiet footpath and surrounded by mature trees and gardens, this charming 4-Bedroom, 2-Bath end unit condo offers a peacefu
24 Photos
Last Updated : 14 Days ago
681 Yonge Street, Simcoe, ON , MLS #S14100830 , Image - 1

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Unit-327, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S14100830

Residential Condo & Other (Condo Apartment)

$375000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Enjoy Modern Condo Living In This Stylish 1-Bedroom Suite, Featuring An Open-Concept Design, Floor-To-Ceiling Windows & A Private Balcony. The Bright,
37 Photos
Last Updated : 15 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S14100118 , Image - 1

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Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14100118

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 2 Baths
  • 600-699 sq-ft
Welcome to Horseshoe Valley! Whether you're looking for a Year-Round Home or the Perfect Vacation Retreat, this inviting Condo in Copeland House offer
22 Photos
Last Updated : 15 Days ago
137 Sydenham Wells N/A, Simcoe, ON , MLS #S14098194 , Image - 1

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Unit-13, 137 Sydenham Wells N/A Georgian Drive, Barrie, Simcoe, ON MLS® S14098194

Residential Condo & Other (Condo Apartment)

$475500.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to this beautifully maintained 2 bedroom, 2 bathroom condo offering the perfect combination of comfort, convenience, and low-maintenance livin
25 Photos
Last Updated : 15 Days ago
131 Clapperton Street, Simcoe, ON , MLS #S13735968 , Image - 1

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Unit-201, 131 Clapperton Street Wellington, Barrie, Simcoe, ON MLS® S13735968

Residential Condo & Other (Condo Apartment)

$329900.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Welcome to this spacious 2-bedroom condo offering over 1,000 sq. ft. of comfortable living in a quiet, well-maintained building tucked away in a peace
41 Photos
Last Updated : 15 Days ago
55 Riverley Lane, Simcoe, ON , MLS #N13843012 , Image - 1

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55 Riverley Lane Alliston, New Tecumseth, Simcoe, ON MLS® N13843012

Residential Condo & Other (Condo Townhouse)

$498000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Looking For Your F1RST HOME or DOWNSIZING?! Whatever It Is, This All Brick Townhouse In Alliston Is The Perfect Option!! AAA Location On A Quiet Dead-
13 Photos
Last Updated : 15 Days ago
25 Meadow Lane, Simcoe, ON , MLS #S14098576 , Image - 1

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25 Meadow Lane
Unit-304, 25 Meadow Lane Ardagh, Barrie, Simcoe, ON MLS® S14098576

Residential Condo & Other (Condo Apartment)

$308800.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
***Attention investors and first time home buyers***. Incredible opportunity for first time Home Buyers or investor. Sought after location in fantasti
41 Photos
Last Updated : 15 Days ago
5 Dawson Drive, Simcoe, ON , MLS #S13588828 , Image - 1

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Unit-314, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S13588828

Residential Condo & Other (Condo Townhouse)

$410000.0
price drop iconPrice drop by 13.7%
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Rare Opportunity in Cranberry! Enjoy the convenience of ground-floor living. This spacious ground-level bungalow condo offers exceptional flexibility
27 Photos
Last Updated : 15 Days ago
440 Yonge Street, Simcoe, ON , MLS #S14081084 , Image - 1

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Unit-B1, 440 Yonge Street Painswick North, Barrie, Simcoe, ON MLS® S14081084

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 2 +1 Beds
  • 2 Baths
  • 900-999 sq-ft
Step into home ownership with this stylish end-unit condo townhome in Barrie's desirable Painswick neighbourhood. Offering added privacy, a generous b
21 Photos
Last Updated : 15 Days ago
4 Spice Way, Simcoe, ON , MLS #S14096536 , Image - 1

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4 Spice Way
Unit-315, 4 Spice Way Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S14096536

Residential Condo & Other (Condo Apartment)

$439000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Move in with confidence and enjoy a beautifully updated condo featuring numerous thoughtful improvements, i
38 Photos
Last Updated : 16 Days ago
21 Laguna Parkway, Simcoe, ON , MLS #S13806418 , Image - 1

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Unit-# 21, 21 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13806418

Residential Condo & Other (Condo Townhouse)

$429900.0
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Welcome to 21 Laguna Pkwy - Lakeside Community Living at Its Best! Discover beautifullymaintained, maintenance-free living in this charming 3-bedroom,
36 Photos
Last Updated : 16 Days ago
49 Trott Boulevard, Simcoe, ON , MLS #S13854208 , Image - 1

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Unit-183, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S13854208

Residential Condo & Other (Common Element Condo)

$349900.0
price drop iconPrice drop by 5.4%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to Harbourside living in Collingwood! Nestled on the highly desirable water side of Highway 26, this ground-floor, bungalow-style condo offers
25 Photos
Last Updated : 16 Days ago
81 Laguna Parkway, Simcoe, ON , MLS #S13709362 , Image - 1

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Unit-7, 81 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13709362

Residential Condo & Other (Condo Townhouse)

$319000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Discover the charm of waterfront living in this unique 2-bedroom condo townhouse in the heart of Lagoon City. Offering a bright and inviting layout, t
21 Photos
Last Updated : 16 Days ago
34 Dawson Drive, Simcoe, ON , MLS #S14094792 , Image - 1

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Unit-839, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S14094792

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Stone Resort and this spacious 2-bedroom, 2-bathroom upper-level condo offering convenient one-level living in a fantastic Collingwo
27 Photos
Last Updated : 16 Days ago
14 Shadowood Road, Simcoe, ON , MLS #S14094578 , Image - 1

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Unit-8, 14 Shadowood Road Ardagh, Barrie, Simcoe, ON MLS® S14094578

Residential Condo & Other (Condo Apartment)

$299900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
*Affordable Condo Living* This 2 bedroom + 1 bathroom condo is nestled within a quiet enclave of units, offering an affordable opportunity to enter th
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