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Houses for Sale in Painswick South Barrie Under $500K

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Looking for houses under $500k for sale in Painswick South, Barrie? With Square Yards Canada, discover a vast range of properties within your budget in Painswick South across Toronto. If you plan to buy houses under $500k in Painswick South, Barrie, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Painswick South houses for sale under $500k, including freehold properties, condos, and commercial spaces.

Last Updated: November 05, 2026

26 Photos

95 Goodwin Drive, Simcoe, ON , MLS #S13879314 , Image - 1

95 Goodwin Drive Painswick South, Barrie, Simcoe, ON MLS® S13879314

Residential Condo & Other (Condo Apartment)

$419900.0

0 +2 Beds
1 Baths
0-499 sq-ft

Welcome to 95 Goodwin Drive, end unit 8, nestled in a welcoming neighborhood near Lover's Creek, where mature trees and lush greenery create a peacefu

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

33 Photos

430 MAPLEVIEW Drive E, Simcoe, ON , MLS #S14103414 , Image - 1

Unit-38, 430 MAPLEVIEW Drive E Painswick South, Barrie, Simcoe, ON MLS® S14103414

Residential Condo & Other (Condo Townhouse)

$499999.0

3 Beds
3 Baths
1000-1199 sq-ft

Refined, move-in ready, and perfectly located - this beautifully updated 3 Bedroom | 3 Bathroom executive townhouse condo delivers the ideal balance o

Open House : Sat Nov 07, 11:00 AM to 01:00 PM

34 Photos

51 Fairlane Avenue, Simcoe, ON , MLS #S14139798 , Image - 1

51 Fairlane Avenue Painswick South, Barrie, Simcoe, ON MLS® S14139798

Residential Freehold (Att/Row/Townhouse)

$499999.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 51 Fairlane Avenue - where modern style meets everyday convenience in one of South Barrie's most sought-after communities! This inviting fr

Open House : Sat Nov 07, 02:00 PM to 04:00 PM

18 Photos

681 Yonge Street, Simcoe, ON , MLS #S13794732 , Image - 1

Unit-524, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13794732

Residential Condo & Other (Condo Apartment)

$385000.0

Price drop by 3.7%

1 Beds
1 Baths
600-699 sq-ft

Welcome to this beautifully appointed 1-bedroom, 1-bathroom suite at 681 Yonge Street! This bright and inviting home features a functional open-concep

33 Photos

681 Yonge Street, Simcoe, ON , MLS #S13657734 , Image - 1

Unit-418, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13657734

Residential Condo & Other (Condo Apartment)

$407000.0

Price drop by 2.4%

1 +1 Beds
1 Baths
700-799 sq-ft

This Newer South District Condo Is A Stylish 1 Bedroom + Den (Potential 2nd Bedroom/Office/Flex Space) Spanning 725 Sq.Ft. Plus Balcony (50 Sq.Ft.). L

15 Photos

93 Goodwin Drive, Simcoe, ON , MLS #S14116406 , Image - 1

Unit-5, 93 Goodwin Drive Painswick South, Barrie, Simcoe, ON MLS® S14116406

Residential Condo & Other (Condo Apartment)

$349500.0

1 Beds
1 Baths
500-599 sq-ft

Welcome to this bright ground-floor corner unit in sought-after South East Barrie. Ideal for first-time buyers, downsizers, commuters, or investors, t

20 Photos

100 Dean Avenue, Simcoe, ON , MLS #S13845964 , Image - 1

Unit-410, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13845964

Residential Condo & Other (Condo Apartment)

$489999.0

2 Beds
2 Baths
1000-1199 sq-ft

TRADE WEEKEND CHORES FOR TOP-FLOOR SUNSETS AT THIS THOUGHTFULLY UPDATED SOUTH BARRIE CONDO! Freshly painted, beautifully maintained, and perched on th

24 Photos

681 Yonge Street, Simcoe, ON , MLS #S14100830 , Image - 1

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,

26 Photos

100 Dean Avenue, Simcoe, ON , MLS #S13828046 , Image - 1

Unit-207, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13828046

Residential Condo & Other (Condo Apartment)

$469900.0

2 +1 Beds
2 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Step into stylish and convenient condo living in this beautifully designed second level suite, where contem

24 Photos

100 Dean Avenue, Simcoe, ON , MLS #S14083744 , Image - 1

Unit-404, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S14083744

Residential Condo & Other (Condo Apartment)

$379000.0

1 Beds
1 Baths
800-899 sq-ft

Situated just steps from Madelaine Park and a short walk to Barrie South GO Station, this beautiful and spacious modern 1-bedroom condo offers the per

32 Photos

94 Dean Avenue, Simcoe, ON , MLS #S13881472 , Image - 1

Unit-203, 94 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13881472

Residential Condo & Other (Leasehold Condo)

$349900.0

1 Beds
1 Baths
700-799 sq-ft

***This is a Seniors over 60+ Building*** The Terraces of Heritage Square is an Adult over 60+ building. These buildings have lots to offer, Party roo

10 Photos

681 Yonge Street, Simcoe, ON , MLS #S13819840 , Image - 1

Unit-322, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13819840

Residential Condo & Other (Condo Apartment)

$425000.0

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome to one of Barrie's highly sought-after South District Condos! This bright south-facing**1 Bedroom + Den, 1 Bathroom** suite features an open-c

41 Photos

90 Dean Avenue, Simcoe, ON , MLS #S13771576 , Image - 1

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

47 Photos

681 Yonge Street, Simcoe, ON , MLS #S13759246 , Image - 1

Unit-611, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13759246

Residential Condo & Other (Condo Apartment)

$429000.0

1 +1 Beds
1 Baths
700-799 sq-ft

STEP INTO ELEVATED CONDO LIVING WITH THIS ELEGANTLY APPOINTED 1-BEDROOM + DEN SUITE IN THEHIGHLY SOUGHT-AFTER SOUTH DISTRICT CONDOMINIUMS. KNOWN FOR I

11 Photos

681 Yonge Street, Simcoe, ON , MLS #S13697534 , Image - 1

Unit-317, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13697534

Residential Condo & Other (Condo Apartment)

$415000.0

1 +1 Beds
1 Baths
700-799 sq-ft

Welcome To South District! This Stylish 1 Bedroom + Den Condo Offers 725 Sq. Ft. Of Bright, Modern Living Space Plus A Private 50 Sq. Ft. Balcony. The

24 Photos

681 Yonge Street, Simcoe, ON , MLS #S13699464 , Image - 1

Unit-328, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13699464

Residential Condo & Other (Condo Apartment)

$425000.0

1 Beds
1 Baths
600-699 sq-ft

Welcome to this bright and modern 1-bedroom condo in sought-after South East Barrie-an ideal opportunity for first-time buyers, downsizers, or investo

37 Photos

90 Dean Avenue, Simcoe, ON , MLS #S13044972 , Image - 1

Unit-309, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13044972

Residential Condo & Other (Leasehold Condo)

$499900.0

Price drop by 3.8%

2 Beds
2 Baths
1000-1199 sq-ft

This Essa Suite is 1100sq ft with 2 bedrooms, 2 full baths with one shower walk-in with safety bars. Primary bedroom has his and hers closets and ensu

34 Photos

90 Dean Avenue, Simcoe, ON , MLS #S9231440 , Image - 1

Unit-507, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S9231440

Residential Condo & Other (Leasehold Condo)

$409000.0

Price drop by 10.1%

1 Beds
2 Baths
900-999 sq-ft

The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev

32 Photos

100 Dean Avenue, Simcoe, ON , MLS #S13665758 , Image - 1

Unit-105, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13665758

Residential Condo & Other (Condo Apartment)

$419900.0

1 Beds
1 Baths
800-899 sq-ft

Welcome to 100 Dean Ave unit 105 comfortable and bright 1 bedroom, 1 bathroom condo. 9' ceilings, large windows, loads of natural light. Walk-out to a

15 Photos

90 Dean Avenue, Simcoe, ON , MLS #S8364164 , Image - 1

Unit-417, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S8364164

Residential Condo & Other (Leasehold Condo)

$399900.0

Price drop by 10.8%

1 Beds
1 Baths
800-899 sq-ft

The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev

27 Photos

90 Dean Avenue, Simcoe, ON , MLS #S13091006 , Image - 1

Unit-410, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13091006

Residential Condo & Other (Condo Apartment)

$319900.0

1 Beds
1 Baths
700-799 sq-ft

Client RemarksThe Terraces of Heritage Square is an Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room a

25 Photos

94 Dean Avenue, Simcoe, ON , MLS #S12359793 , Image - 1

Unit-417, 94 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12359793

Residential Condo & Other (Leasehold Condo)

$459000.0

Price drop by 3.4%

1 Beds
1 Baths
800-899 sq-ft

The Terraces of Heritage Square is an Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second le

24 Photos

90 Dean Avenue, Simcoe, ON , MLS #S12924584 , Image - 1

Unit-312, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12924584

Residential Condo & Other (Leasehold Condo)

$339900.0

1 Beds
1 Baths
700-799 sq-ft

The Terraces of Heritage Square is an Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second le

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