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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: September 21, 2026

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)

$399900.0

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

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

42 Photos

720 Yonge Street, Simcoe, ON , MLS #S13774806 , Image - 1

Unit-316, 720 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13774806

Residential Condo & Other (Condo Apartment)

$424900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to this third-floor, 2-bedroom, 2-bathroom condo ideally located at Yonge Station in Barrie's desirable south end. Enjoy the convenience of be

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

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

10 Photos

681 Yonge Street, Simcoe, ON , MLS #S13615590 , Image - 1

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

Residential Condo & Other (Condo Apartment)

$449000.0

Price drop by 5.5%

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

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

24 Photos

100 Dean Avenue, Simcoe, ON , MLS #S13566146 , Image - 1

Unit-404, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13566146

Residential Condo & Other (Condo Apartment)

$399900.0

Price drop by 3.6%

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

15 Photos

93 Goodwin Drive, Simcoe, ON , MLS #S13582630 , Image - 1

Unit-5, 93 Goodwin Drive Painswick South, Barrie, Simcoe, ON MLS® S13582630

Residential Condo & Other (Condo Apartment)

$380000.0

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 #S13561246 , Image - 1

Unit-410, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13561246

Residential Condo & Other (Condo Apartment)

$499900.0

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

20 Photos

29 MADELAINE Drive, Simcoe, ON , MLS #S13457952 , Image - 1

Unit-4, 29 MADELAINE Drive Painswick South, Barrie, Simcoe, ON MLS® S13457952

Residential Condo & Other (Condo Townhouse)

$499900.0

3 +0 Beds
3 Baths
1200-1399 sq-ft

Welcome to Yonge Station - This rarely offered condo/townhome features 3 bedrooms, 2.5 bathrooms, and the perks of maintenance free living! Many build

15 Photos

681 Yonge Street N, Simcoe, ON , MLS #S13424390 , Image - 1

Unit-201, 681 Yonge Street N Painswick South, Barrie, Simcoe, ON MLS® S13424390

Residential Condo & Other (Condo Apartment)

$369000.0

1 Baths
0-499 sq-ft

Modern Bachelor Suite In Highly Sought-After South District Condos! Bright North-Facing Unit Featuring 9' Ceilings, Floor-To-Ceiling Window, Quartz Co

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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