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2 Bedroom Houses for Sale in Simcoe Under $500K

Showing results 1 - 30 of 62

With Square Yards Canada, you can explore a wide range of 2-Bedroom houses for sale under Under $500K in Simcoe, offering numerous choices that align with your budget and lifestyle. Perfect for families, our listings feature a variety of affordable housing options, comprehensive property descriptions and insights into market trends within the area. You can easily filter properties by amenities, age, and surface areas to find your ideal 2-Bedroom house for sale under Under $500K in Simcoe, ON. Each property boasts quality finishes and modern fixtures, ensuring your new home is affordable and stylish.

Last Updated: March 22, 2026

29 Photos

9 Harbour Street E, Simcoe, ON , MLS #S12099425 , Image - 1

Unit-3109-3111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12099425

Residential Condo & Other (Other)

$29000.0

Price drop by 62.8%

2 Beds
2 Baths
1200-1399 sq-ft

This 3 week G6 fractional ownership for weeks 31-33-46, with a spectacular view of Georgian Bay and historic Collingwood grain terminals could be your

33 Photos

40 Ferndale Drive S, Simcoe, ON , MLS #S12906470 , Image - 1

Unit-210, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S12906470

Residential Condo & Other (Condo Apartment)

$485000.0

2 Beds
2 Baths
1000-1199 sq-ft

Top 5 Reasons You Will Love This Condo: 1) Experience effortless everyday living in this beautifully spacious 1,110 square foot condo, featuring two g

12 Photos

5263 Elliott Side Road, Simcoe, ON , MLS #S12899952 , Image - 1

Unit-37, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12899952

Residential Freehold (MobileTrailer)

$299900.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Welcome to Bramhall Park Estates. Are you looking to enter the market or downsize close to nature? This quiet, comfortable living in a country communi

50 Photos

9 Pennsylvania Avenue, Simcoe, ON , MLS #S12240745 , Image - 1

9 Pennsylvania Avenue Wasaga Beach, Simcoe, ON MLS® S12240745

Residential Freehold (Detached)

$489000.0

Price drop by 11.1%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 9 Pennsylvania Ave. Located in Park Place, a gated 55+ Land Lease Community, with lots to offer, including a rec plex, indoor pool, games r

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

40 Photos

64 Royal Oak Drive, Simcoe, ON , MLS #N12833654 , Image - 1

64 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12833654

Residential Freehold (MobileTrailer)

$315000.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Royal Oak Estates is a senior (60+) community. Conveniently located in Cookstown at Hwy 27 and Hwy89,just minutes to Hwy 400 and 10 minutes to Allisto

32 Photos

85 Theme Park Drive, Simcoe, ON , MLS #S12898318 , Image - 1

Unit-154, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S12898318

Residential Freehold (Detached)

$95000.0

2 Beds
1 Baths
< 700 sq-ft

Beautifully maintained and priced to sell. Sellers are extremely motivated due to relocation. Experience the perfect seasonal retreat at the popular C

20 Photos

126 Bell Farm Road, Simcoe, ON , MLS #S12628230 , Image - 1

Unit-B08, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12628230

Residential Condo & Other (Condo Apartment)

$399999.0

2 Beds
2 Baths
900-999 sq-ft

Turn-key ground-level condo (930sqft), thoughtfully upgraded for comfort and convenience! Perfect for first-time buyers, investors, or anyone seekin

19 Photos

9 Harbour Street E

Unit-3117-19, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11990375

Residential Condo & Other (Condo Apartment)

$28000.0

Price drop by 64.4%

2 Beds
2 Baths
1000-1199 sq-ft

Delight in summertime on Georgian Bay! With fully paid fees until 2027, this is your opportunity to invest in a vacation spot in Collingwood.Located o

27 Photos

40 Ferndale Drive S, Simcoe, ON , MLS #S12889566 , Image - 1

Unit-407, 40 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S12889566

Residential Condo & Other (Condo Apartment)

$459900.0

2 Beds
2 Baths
1000-1199 sq-ft

Penthouse 2-Bedroom/2-Washroom Condo In Highly Sought-After Manhattan Condos Overlooking Peaceful Green Space & Sunset Views From Your Private Balcony

13 Photos

25 Meadow Lane

Unit-304, 25 Meadow Lane Ardagh, Barrie, Simcoe, ON MLS® S12893976

Residential Condo & Other (Condo Apartment)

$355000.0

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

25 Photos

80 Horseshoe Boulevard, Simcoe, ON , MLS #S12891498 , Image - 1

Unit-101, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12891498

Residential Condo & Other (Condo Apartment)

$458888.0

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

Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. U

38 Photos

76 Georgian Glen Drive, Simcoe, ON , MLS #S12889202 , Image - 1

76 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S12889202

Residential Freehold (Modular Home)

$180000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 76 Georgian Glen Drive, a bright and comfortable 2-bedroom plus den modular home located in the desirable Georgian Glen Estates community.

26 Photos

140 Dunlop Street E, Simcoe, ON , MLS #S12596286 , Image - 1

Unit-511, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S12596286

Residential Condo & Other (Condo Apartment)

$459000.0

Price drop by 8.2%

2 Beds
2 Baths
1000-1199 sq-ft

Sought after Bayshore Landing, 2-bedroom, 2-bathroom condominium where style meets convenience with this updated interior, This south east facing suit

1 Photos

39 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12885146

Residential Freehold (Modular Home)

$325000.0

2 Beds
1 Baths
700-1100 sq-ft

Bright, Full if natural light, comfortabe, 2 bed, 1 bath totally renovated for years of worry-free ownership. Modular Home located in Royal Oak Estate

11 Photos

49 ROYAL OAK Drive, Simcoe, ON , MLS #N12695994 , Image - 1

49 ROYAL OAK Drive Cookstown, Innisfil, Simcoe, ON MLS® N12695994

Residential Freehold (Modular Home)

$275000.0

2 +0 Beds
1 Baths
700-1100 sq-ft

Totally renovated, bright 2 bedroom modular home in move-in condition. 2 picture windows, generous living/dining space, wood-burning fireplace, skylig

24 Photos

23 DAWSON Drive, Simcoe, ON , MLS #S12761428 , Image - 1

Unit-113, 23 DAWSON Drive Collingwood, Simcoe, ON MLS® S12761428

Residential Condo & Other (Condo Apartment)

$365000.0

2 Beds
2 Baths
700-799 sq-ft

Welcome to this beautifully updated 2 bedroom, 2 bathroom, single floor condo in sought after Cranberry/Living Stone. Perfect as a full-time residence

32 Photos

3 Courtland Street, Simcoe, ON , MLS #S12740528 , Image - 1

3 Courtland Street Orillia, Simcoe, ON MLS® S12740528

Residential Freehold (Detached)

$369000.0

2 Beds
1 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Comfortable and spacious, this charming home offers over 1,600 square feet of above-grade living space, prov

18 Photos

5263 Elliott Side Road, Simcoe, ON , MLS #S12874990 , Image - 1

Unit-58, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12874990

Residential Freehold (Other)

$277000.0

2 Beds
1 Baths
700-1100 sq-ft

Come and be a part of the friendly community of Bramhall Park. Quiet country location tucked away but only minutes from town and all local amenities.

26 Photos

7 Nipagon Circle, Simcoe, ON , MLS #S12873500 , Image - 1

7 Nipagon Circle Wasaga Beach, Simcoe, ON MLS® S12873500

Residential Freehold (Detached)

$135900.0

2 Beds
1 Baths
< 700 sq-ft

Welcome to 7 Nipagon Cir, a remarkable 2015 Northlander cottage in the desirable Parkbridge's Country Life Gated Resort. This charming property featur

36 Photos

12 Schooner Lane, Simcoe, ON , MLS #S12873372 , Image - 1

12 Schooner Lane Rural Tay, Tay, Simcoe, ON MLS® S12873372

Residential Freehold (Detached)

$499999.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to 12 Schooner Lane, a stunning property in a prime location in Tay! This modern smart home is perfect for those seeking year-round accommodat

18 Photos

17 Spooner Crescent, Simcoe, ON , MLS #S12660244 , Image - 1

Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12660244

Residential Condo & Other (Condo Apartment)

$445000.0

2 Beds
2 Baths
800-899 sq-ft

QUICK CLOSING AVAILABLE. Are you looking for a simple, stress-free place to call home or escape on weekends? This bright and modern condo at The View

21 Photos

25 Madelaine Drive, Simcoe, ON , MLS #S12738438 , Image - 1

Unit-5, 25 Madelaine Drive Painswick South, Barrie, Simcoe, ON MLS® S12738438

Residential Condo & Other (Condo Townhouse)

$448000.0

Price drop by 5.9%

2 Beds
2 Baths
1000-1199 sq-ft

Location, Location, Location!This spacious two-bedroom condo offers unbeatable convenience, walking distance to the GO Train, shopping, schools, and n

30 Photos

2135 Champlain Road, Simcoe, ON , MLS #S12232829 , Image - 1

2135 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S12232829

Residential Freehold (Detached)

$459000.0

Price drop by 17.9%

2 Beds
1 Baths
700-1100 sq-ft

*** Visit the REALTOR website for further information about this Listing *** Year-round home or cottage in a natural setting, near Sawlog Point in Tin

21 Photos

375 Sea Ray Avenue, Simcoe, ON , MLS #N12745392 , Image - 1

Unit-110, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12745392

Residential Condo & Other (Condo Apartment)

$459000.0

Price drop by 4.2%

2 Beds
2 Baths
800-899 sq-ft

Premium ground floor *Fully furnished (optional) CORNER unit*! Extra large space! Rare floorplan with open concept living/kitchen with windows all aro

19 Photos

10 Grew Crescent, Simcoe, ON , MLS #S12797200 , Image - 1

10 Grew Crescent Penetanguishene, Simcoe, ON MLS® S12797200

Residential Freehold (Detached)

$489900.0

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

13 Photos

24 Laguna Parkway, Simcoe, ON , MLS #S12844628 , Image - 1

Unit-9, 24 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12844628

Residential Condo & Other (Condo Townhouse)

$495000.0

2 Beds
4 Baths
1600-1799 sq-ft

Discover the ultimate lakeside lifestyle in this meticulously maintained and beautifully updated 3-storey townhouse, perfectly situated on the shores

34 Photos

8 Culinary Lane

Unit-307, 8 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12849562

Residential Condo & Other (Condo Apartment)

$469900.0

2 Beds
1 Baths
900-999 sq-ft

Welcome to Unit 307 at 8 Culinary Lane - a modern and well-maintained 2-bedroom, 1-bathroom condo located in Barrie's desirable south end community. T

50 Photos

48 Madawaska Trail, Simcoe, ON , MLS #S12845620 , Image - 1

48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S12845620

Residential Freehold (Detached)

$419000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. We're located in t

44 Photos

330 Third Street, Simcoe, ON , MLS #S12846692 , Image - 1

330 Third Street Midland, Simcoe, ON MLS® S12846692

Residential Freehold (Detached)

$499000.0

2 Beds
1 Baths
700-1100 sq-ft

Charming Century Home in the Heart of Midland! Perfect for First-Time Buyers & Young Families! Step into this beautifully renovated and immaculately c

49 Photos

750 Johnston Park Avenue, Simcoe, ON , MLS #S12786450 , Image - 1

Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12786450

Residential Condo & Other (Condo Apartment)

$499000.0

2 Beds
2 Baths
1000-1199 sq-ft

Step into resort-style living at Lighthouse Point, a coveted waterfront community set on over 125 acres of beautifully landscaped grounds. This sun-fi

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