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Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 400

Looking for houses under $500k for sale in Simcoe? With Square Yards Canada, you can find a diverse selection of properties that fit your budget and preferences. Our platform offers Simcoe houses for sale under under $500k, including freehold homes, condos, and commercial properties. Whether you're looking to buy houses under under $500k in Simcoe for residential or investment purposes, our listings allow you to filter through various property types and sizes. Customise your search by the number of bedrooms, bathrooms, and surface areas to find the perfect home that meets your specific preferences. Discover a wide range of options and easily navigate through properties that offer quality and affordability in Simcoe.

Last Updated: December 29, 2025

49 Photos

750 Johnston Park Avenue, Simcoe, ON , MLS #S12529944 , Image - 1

Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12529944

Residential Condo & Other (Condo Apartment)

$499000.0

2 Beds
2 Baths
1000-1199 sq-ft

Experience the vibrant lifestyle at Lighthouse Point Yacht & Tennis Club, a premier waterfront community spanning over 125 acres and offering a wealth

21 Photos

1 Chamberlain Crescent, Simcoe, ON , MLS #S12424501 , Image - 1

Unit-102, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12424501

Residential Condo & Other (Condo Apartment)

$474900.0

Price drop by 5.0%

2 Beds
1 Baths
700-799 sq-ft

End Unit Ground Floor Condo Just Minutes from Blue Mountain Ski Resort Perfect for Winter Lovers! Spacious 2-bedroom, 1-bath end-unit condo. Ideally

40 Photos

1230 GRANDVIEW LODGE Road, Simcoe, ON , MLS #S12499034 , Image - 1

Unit-Beach Chalet #3, 1230 GRANDVIEW LODGE Road Rural Severn, Severn, Simcoe, ON MLS® S12499034

Residential Freehold (Att/Row/Townhouse)

$449900.0

Price drop by 5.3%

2 Beds
2 Baths
1100-1500 sq-ft

MOTIVATED SELLER TRY AN OFFER ~ CHRISTMAS SALE~ The beauty of Grandview and the name speak for itself! It's a little piece of paradise in the middle o

30 Photos

52 Adelaide Street, Simcoe, ON , MLS #S12462287 , Image - 1

Unit-7, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S12462287

Residential Condo & Other (Condo Townhouse)

$490000.0

3 Beds
2 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Discover the bright and inviting, move-in ready three-bedroom condo townhome offering a functional layout i

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

11 Photos

7012 County Road 169 N/A, Simcoe, ON , MLS #S12647880 , Image - 1

7012 County Road 169 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S12647880

Residential Freehold (Vacant Land)

$349000.0

< 700 sq-ft

5-ACRE WATERFRONT RETREAT ALONG THE BLACK RIVER - ENDLESS POTENTIAL AWAITS! Discover the ultimate opportunity to create your dream retreat on this pea

38 Photos

40 Horseshoe Boulevard, Simcoe, ON , MLS #S12647840 , Image - 1

Unit-203, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12647840

Residential Condo & Other (Condo Apartment)

$427700.0

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

Looking for that perfect winter or summer getaway! This one has it all, This 2 Bedroom (Primary + Den - Has Double Closet & Could be 2nd bedroom), 2 F

48 Photos

49 Trott Boulevard, Simcoe, ON , MLS #S12405724 , Image - 1

Unit-179, 49 Trott Boulevard Collingwood, Simcoe, ON MLS® S12405724

Residential Condo & Other (Condo Apartment)

$439000.0

2 Beds
2 Baths
900-999 sq-ft

Welcome to Harbourside 1 in Collingwood. Bungalow style condo townhouse, main floor corner, with storage locker and walkout to patio. 2 bedroom, 2 bat

8 Photos

465 SILVER BIRCH Drive, Simcoe, ON , MLS #S12283353 , Image - 1

465 SILVER BIRCH Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12283353

Residential Freehold (Vacant Land)

$399777.0

Lot is cleared! Lovely building lot in Prestigious area of Thunder Beach, ready to be built on now. This property is within walking distance of Beauti

1 Photos

217 Atherley Drive Orillia, Simcoe, ON MLS® S12311275

Residential Freehold (Vacant Land)

$429999.0

Price drop by 14.0%

< 700 sq-ft

Premium Downtown Waterfront Building Lot with Approved Permits Ready to Build An exceptional opportunity to build a luxury side-by-side duplex in Ori

13 Photos

1968 Rosemount Road, Simcoe, ON , MLS #S12583144 , Image - 1

1968 Rosemount Road Waubaushene, Tay, Simcoe, ON MLS® S12583144

Residential Freehold (Vacant Land)

$374777.0

< 700 sq-ft

Dreaming of building your perfect home? This 100' x 320' lot offers the ideal opportunity to make it a reality! Centrally located between Barrie, Oril

5 Photos

7046 Sideroad 30/31 Nottawasaga N/A, Simcoe, ON , MLS #S12475928 , Image - 1

7046 Sideroad 30/31 Nottawasaga N/A Stayner, Clearview, Simcoe, ON MLS® S12475928

Residential Freehold (Vacant Land)

$369900.0

Top 5 Reasons You Will Love This Property: 1) Discover the tranquility of country living on this peaceful 1.6-acre vacant lot, your chance to embrace

31 Photos

301 Sea Ray Avenue, Simcoe, ON , MLS #N12646844 , Image - 1

Unit-C315, 301 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12646844

Residential Condo & Other (Condo Apartment)

$399900.0

2 Beds
2 Baths
700-799 sq-ft

Welcome To Friday Harbour! A Year-Round Resort Style, Maintenance Free Living With Top Class Amenities For All To Enjoy! Spacious 2 Bedroom, 2 Bathroo

7 Photos

Lot 41 Explorers Landing, Simcoe, ON , MLS #S12481923 , Image - 1

Lot 41 Explorers Landing Rural Tiny, Tiny, Simcoe, ON MLS® S12481923

Residential Freehold (Vacant Land)

$189000.0

Beautiful treed building lot located less than 10 minutes to shopping, a boat launch, marina, the OFSCA trail system, Awenda Provincial Park, restaura

13 Photos

48 High Tide Drive, Simcoe, ON , MLS #S12449275 , Image - 1

48 High Tide Drive Wasaga Beach, Simcoe, ON MLS® S12449275

Residential Freehold (Att/Row/Townhouse)

$450000.0

Price drop by 5.9%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome To A New Way Of Living In This Bright And Beautiful 3-Bedroom Home. Located In A Master-Planned Community In The Heart Of Wasaga Beach's Four-

7 Photos

1422 Maple Way, Simcoe, ON , MLS #N12638600 , Image - 1

1422 Maple Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12638600

Residential Freehold (Vacant Land)

$299000.0

< 700 sq-ft

Excellent opportunity for end users, builders, or long-term investors to secure a registered residential vacant lot in one of Innisfil's most establis

19 Photos

10 Grew Crescent, Simcoe, ON , MLS #S12563104 , Image - 1

10 Grew Crescent Penetanguishene, Simcoe, ON MLS® S12563104

Residential Freehold (Detached)

$499900.0

2 Beds
2 Baths
1500-2000 sq-ft

WALK TO THE WATER, ENJOY ONE-LEVEL LIVING & MAKE TIME FOR WHAT MATTERS MOST! Live the lifestyle you've earned in this beautifully maintained, low-main

41 Photos

8 Carmans Cove N/A, Simcoe, ON , MLS #N12516008 , Image - 1

8 Carmans Cove N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N12516008

Residential Freehold (Modular Home)

$319000.0

2 Beds
2 Baths
1100-1500 sq-ft

WELL-KEPT 2-BEDROOM HOME IN AN AMENITY-RICH ADULT LIFESTYLE COMMUNITY! Enjoy relaxed living in this charming Monaco II model bungalow nestled on a qui

1 Photos

Lot 33 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450119

Residential Freehold (Vacant Land)

$249900.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Create your ideal home or seize a fantastic opportunity for a builder to develop multiple lots, the oppo

1 Photos

Lot 32 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450149

Residential Freehold (Vacant Land)

$249900.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Rare opportunity to build your dream home or for a builder to develop multiple premium lots in a sought-

1 Photos

Lot 31 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450102

Residential Freehold (Vacant Land)

$249900.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Prime opportunity to build your dream home or for a builder to develop multiple premium lots in a highly

11 Photos

LT 4 Glenn Howard Court, Simcoe, ON , MLS #S12331289 , Image - 1

LT 4 Glenn Howard Court Rural Tiny, Tiny, Simcoe, ON MLS® S12331289

Residential Freehold (Vacant Land)

$399900.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Rare opportunity to own one of the last remaining lots in the prestigious Copeland Creek estate communit

1 Photos

Lot 35 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450065

Residential Freehold (Vacant Land)

$249900.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Build your dream home, or take advantage of an excellent opportunity for a builder to develop multiple l

5 Photos

67 Wozniak Road, Simcoe, ON , MLS #S12533804 , Image - 1

67 Wozniak Road Penetanguishene, Simcoe, ON MLS® S12533804

Residential Freehold (Vacant Land)

$99000.0

< 700 sq-ft

OPPORTUNITY KNOCKS! 50 X 149 FT CLEARED VACANT LOT STEPS FROM GEORGIAN BAY! Discover the perfect canvas for your dream home on this spacious parcel of

1 Photos

Lot 34 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450016

Residential Freehold (Vacant Land)

$249900.0

< 700 sq-ft

Top 5 Reasons You Will Love This Property: 1) Design your ideal home or take advantage of a prime opportunity for builders with multiple lots ready fo

28 Photos

120 D'Ambrosio Drive N/A, Simcoe, ON , MLS #S12551204 , Image - 1

Unit-34, 120 D'Ambrosio Drive N/A Painswick North, Barrie, Simcoe, ON MLS® S12551204

Residential Condo & Other (Condo Townhouse)

$448000.0

2 Beds
1 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Fully renovated & move-in ready with thousands spent on upgrades, including a modern kitchen with granite c

40 Photos

4 Linden Lane, Simcoe, ON , MLS #N12642520 , Image - 1

4 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N12642520

Residential Freehold (Detached)

$329900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome Home! This Beautiful Monaco Style One Level Land Lease Home in the Adult Lifestyle Community of Sandy Cove Acres is Almost 1400 sq ft and is B

5 Photos

6 Tioga Boulevard, Simcoe, ON , MLS #N12167264 , Image - 1

6 Tioga Boulevard Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12167264

Residential Freehold (Vacant Land)

$365000.0

Price drop by 26.9%

< 700 sq-ft

Desirable 1.75 Acre Pie-Shaped Lot In An Established Estate Lot Neighbourhood. Trees Along Rear Boundary With Level Cleared Area To Build Your Dream H

7 Photos

210 Sutherland Street S, Simcoe, ON , MLS #S9242314 , Image - 1

210 Sutherland Street S Stayner, Clearview, Simcoe, ON MLS® S9242314

Residential Freehold (Vacant Land)

$295000.0

< 700 sq-ft

Great opportunity for investors and builders in a developing Stayner community. This 66' x 165' lot is within walking distance to nearby amenities suc

27 Photos

157 Wellington Street E, Simcoe, ON , MLS #N12455637 , Image - 1

Unit-109, 157 Wellington Street E Alliston, New Tecumseth, Simcoe, ON MLS® N12455637

Residential Condo & Other (Condo Apartment)

$429999.0

1 Beds
1 Baths
800-899 sq-ft

Beautiful 1 Bedroom 1 Bathroom Main Floor Executive Condo in the Heart of Alliston.Bright & Updated with open concept main living & dining space with

25 Photos

81 Corner Brook Trail, Simcoe, ON , MLS #N12585902 , Image - 1

81 Corner Brook Trail Alcona, Innisfil, Simcoe, ON MLS® N12585902

Residential Freehold (Detached)

$440000.0

2 Beds
2 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Located in an Adult Lifestyle community of Sandycove Acres this home offers thoughtfully selected upgrades t

Shortlisted Properties

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