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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: August 06, 2026

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

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)

$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

31 Photos

119 D'Ambrosio Drive, Simcoe, ON , MLS #S13589418 , Image - 1

Unit-50, 119 D'Ambrosio Drive Painswick South, Barrie, Simcoe, ON MLS® S13589418

Residential Condo & Other (Condo Apartment)

$389900.0

2 Beds
1 Baths
1000-1199 sq-ft

This 2 bedroom main-floor condo townhome offers a rare combination of single-level accessibility, exceptional storage, and seamless indoor-outdoor liv

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

24 Photos

681 Yonge Street, Simcoe, ON , MLS #S12794240 , Image - 1

Unit-327, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S12794240

Residential Condo & Other (Condo Apartment)

$399000.0

1 Beds
1 Baths
600-699 sq-ft

This thoughtfully designed 1-bedroom condominium is located on the third floor of a contemporary condominium building. The open-concept layout connect

26 Photos

100 Dean Avenue, Simcoe, ON , MLS #S13505390 , Image - 1

Unit-207, 100 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13505390

Residential Condo & Other (Condo Apartment)

$479900.0

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

Top 5 Reasons You Will Love This Condo: 1) Welcome to a beautifully designed condo that seamlessly fuses contemporary style with practical living, sit

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

1 Photos

Unit-403, 94 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13146194

Residential Condo & Other (Leasehold Condo)

$329900.0

1 Beds
1 Baths
700-799 sq-ft

This lovely Oro Suite has a beautiful balcony to watch the sunsets!! 1 bedroom and a semi ensuite bath. Pass through from the kitchen to the dining/l

42 Photos

90 Dean Avenue, Simcoe, ON , MLS #S12297583 , Image - 1

Unit-506, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12297583

Residential Condo & Other (Leasehold Condo)

$439900.0

Price drop by 5.4%

1 Beds
2 Baths
900-999 sq-ft

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

47 Photos

681 Yonge Street, Simcoe, ON , MLS #S13098504 , Image - 1

Unit-611, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13098504

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

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

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)

$419900.0

Price drop by 7.7%

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

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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