360+ 2 Bedroom Houses Sale for Simcoe in Under $500K

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25 Appalachian Trail, Simcoe, ON , MLS #S12919124 , Image - 1

25 Appalachian Trail Wasaga Beach, Simcoe, ON MLS® S12919124

Residential Condo & Other (Condo Townhouse)

$479000.0

Price drop by 4.0%

2 +1 Beds
4 Baths
1400-1599 sq-ft

Bright and airy 3 bdrm, 3 bath END UNIT condo in great neighbourhood known as New England Village close to all the new amenities in east Wasaga and cl

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139 Sydenham Wells N/A, Simcoe, ON , MLS #S13627626 , Image - 1

Unit-7, 139 Sydenham Wells N/A Georgian Drive, Barrie, Simcoe, ON MLS® S13627626

Residential Condo & Other (Condo Apartment)

$420000.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to this bright and well-maintained above-ground condominium offering an ideal blend of comfort, convenience, and location. The open-concept ma

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19 Vics Road, Simcoe, ON , MLS #S13013734 , Image - 1

19 Vics Road Midland, Simcoe, ON MLS® S13013734

Residential Freehold (MobileTrailer)

$299900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to simple, low-maintenance living. Situated on one of the largest lots in the park, this beautifully updated double-wide offers space, privacy

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5 Murray Drive, Simcoe, ON , MLS #S13057566 , Image - 1

5 Murray Drive Wasaga Beach, Simcoe, ON MLS® S13057566

Residential Freehold (Modular Home)

$249000.0

Price drop by 9.5%

2 Beds
2 Baths
700-1100 sq-ft

Resort style retirement.....look no further! This charming 2 bedroom, 2 bathroom bungalow in a year round, 55+ community, where golf carts are welcome

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115 Bond Street, Simcoe, ON , MLS #S13626036 , Image - 1

Unit-Unit 201, 115 Bond Street Orillia, Simcoe, ON MLS® S13626036

Residential Condo & Other (Condo Apartment)

$325000.0

2 Beds
1 Baths
1000-1199 sq-ft

Welcome to this Well-Maintained Condominium Complex offering comfort, convenience, and easy living. This spacious Two-Bedroom Corner Unit features a d

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5 Dawson Drive, Simcoe, ON , MLS #S13626190 , Image - 1

Unit-305, 5 Dawson Drive Collingwood, Simcoe, ON MLS® S13626190

Residential Condo & Other (Condo Townhouse)

$449900.0

2 Beds
1 Baths
700-799 sq-ft

Beautifully renovated from top to bottom, this 2-bedroom, 1-bathroom end-unit townhouse condo is tucked among the mature trees of Cranberry and offers

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232 Shannon Street, Simcoe, ON , MLS #S13511228 , Image - 1

232 Shannon Street Orillia, Simcoe, ON MLS® S13511228

Residential Freehold (Detached)

$472500.0

Price drop by 5.5%

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

Opportunity awaits at 232 Shannon Street in Orillia. This raised bungalow offers a practical layout with 2 bedrooms on the main level, 1 additional be

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18 Prince Charles Avenue, Simcoe, ON , MLS #S13067922 , Image - 1

18 Prince Charles Avenue Rural Springwater, Springwater, Simcoe, ON MLS® S13067922

Residential Freehold (MobileTrailer)

$190000.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to Wasaga Pines, with extended nine (9) months occupancy . This recreational lifestyle includes shared use of 2 pools, playground, volley ball

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40 Horseshoe Boulevard, Simcoe, ON , MLS #S13621532 , Image - 1

Unit-Suite 206, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13621532

Residential Condo & Other (Condo Apartment)

$420000.0

2 Beds
2 Baths
600-699 sq-ft

Welcome to your Four Seasons Get-Away in Fabulous Horseshoe Valley! Live and Play here all year or simply use this as your Vacation Destination! Th

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2450 AMIGO Drive, Simcoe, ON , MLS #S13625236 , Image - 1

2450 AMIGO Drive Rural Severn, Severn, Simcoe, ON MLS® S13625236

Residential Freehold (Vacant Land)

$225000.0

2 Beds
1 Baths

Exceptional opportunity to build your dream home in a desirable lakeside setting! This generous lot (0.41 Acres) offers approximately 90 ft of frontag

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126 Bell Farm Road, Simcoe, ON , MLS #S13625028 , Image - 1

Unit-B08, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S13625028

Residential Condo & Other (Condo Apartment)

$349000.0

2 Beds
2 Baths
900-999 sq-ft

UPDATED GROUND-FLOOR CONDO WITH CONTEMPORARY FINISHES, PARKING & A LOCATION THAT KEEPS YOU CLOSE TO IT ALL! Offering 930 sq ft of stair-free living in

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101 Linden Lane, Simcoe, ON , MLS #N13500744 , Image - 1

101 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13500744

Residential Freehold (Detached)

$239900.0

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to the sought-after Sandy Cove retirement community, an adult lifestyle neighborhood for residents 55+! This charming 2-bedroom, 1-bath Sandal

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13 Hawthorne Drive, Simcoe, ON , MLS #N13414084 , Image - 1

13 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13414084

Residential Freehold (Detached)

$239900.0

2 Beds
1 Baths
700-1100 sq-ft

Private, peaceful, and move-in ready, this charming bungalow is tucked away from road traffic in the highly sought-after 50+ community of Sandy Cove A

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22 Western Avenue, Simcoe, ON , MLS #N13622436 , Image - 1

22 Western Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13622436

Residential Freehold (Modular Home)

$374900.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to one of Sandycove Acres' most beautifully renovated homes. Extensively updated in 2021, this exceptional bungalow blends timeless style with

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275 Huron Street, Simcoe, ON , MLS #S13017460 , Image - 1

Unit-23, 275 Huron Street Stayner, Clearview, Simcoe, ON MLS® S13017460

Residential Freehold (Att/Row/Townhouse)

$499000.0

Price drop by 13.2%

2 Beds
2 Baths
1100-1500 sq-ft

Discover the charm of Huron Meadows, an inviting Adult Life Lease community, offering 58 units, where every detail is designed with your comfort in mi

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243 Harvey Street W, Simcoe, ON , MLS #S13522568 , Image - 1

243 Harvey Street W Orillia, Simcoe, ON MLS® S13522568

Residential Freehold (Detached)

$325000.0

Price drop by 13.3%

2 Beds
1 Baths
700-1100 sq-ft

Price Just Reduced. Motivated Seller! Welcome to 243 Harvey Street, a rare Orillia opportunity offering an expansive Estate 60' x 176' lot. Nestled o

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1435 Fox Road, Simcoe, ON , MLS #S13588732 , Image - 1

1435 Fox Road Rural Severn, Severn, Simcoe, ON MLS® S13588732

Residential Freehold (Detached)

$399900.0

2 Beds
2 Baths
1100-1500 sq-ft

PRIVATE LANDLEASE BUNGALOW IN SILVERCREEK ESTATES WITH THOUGHTFUL UPDATES, A HEATED DETACHED DOUBLE CAR GARAGE & FINISHED BONUS SPACE! At the end of a

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14 KENORA Trail, Simcoe, ON , MLS #S13171092 , Image - 1

14 KENORA Trail Wasaga Beach, Simcoe, ON MLS® S13171092

Residential Freehold (MobileTrailer)

$129900.0

2 Beds
1 Baths
< 700 sq-ft

Enjoy 3-season living in this turnkey, fully furnished 2014 Northlander Reflection Park Model located in popular CountryLife Resort. Offering 2 bedroo

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60 Church Street, Simcoe, ON , MLS #S13571092 , Image - 1

60 Church Street Penetanguishene, Simcoe, ON MLS® S13571092

Residential Freehold (Detached)

$349000.0

2 Beds
2 Baths
1500-2000 sq-ft

Warm, Inviting & Opportunity-Focused. Full of history and potential, this century-old 2-bedroom storey-and-a-half home is ready for someone with crea

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369 Essa Road, Simcoe, ON , MLS #S13456896 , Image - 1

Unit-48, 369 Essa Road Holly, Barrie, Simcoe, ON MLS® S13456896

Residential Freehold (Att/Row/Townhouse)

$499000.0

2 Beds
3 Baths
1100-1500 sq-ft

Welcome to this beautiful two-bedroom, three-bathroom interior townhome offering a functional layout in the highly sought-after Ardagh Bluffs communit

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711 Johnston Park Avenue, Simcoe, ON , MLS #S13621192 , Image - 1

711 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S13621192

Residential Condo & Other (Condo Townhouse)

$479900.0

2 Beds
2 Baths
1000-1199 sq-ft

SUN, SAND, SLOPES and MORE! Live the four-season lifestyle you've been dreaming of - whether your days are filled with relaxing at the private beach,

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369 Queen Street, Simcoe, ON , MLS #S13560212 , Image - 1

369 Queen Street Midland, Simcoe, ON MLS® S13560212

Residential Freehold (Detached)

$349900.0

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

This one is personal. This was my grandma's house-the place I grew up visiting for homemade apple pies, her home cooking and more family memories than

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302 Essa Road, Simcoe, ON , MLS #S13620792 , Image - 1

Unit-203, 302 Essa Road Ardagh, Barrie, Simcoe, ON MLS® S13620792

Residential Condo & Other (Condo Apartment)

$464900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to The Gallery in Barrie, where comfort, convenience, and lifestyle come together. This beautifully appointed 2-bedroom, 2-bathroom suite offe

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972 Gilmore Avenue, Simcoe, ON , MLS #N13430354 , Image - 1

972 Gilmore Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13430354

Residential Freehold (Detached)

$499000.0

Price drop by 3.9%

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this charming 2-bedroom, 1-bath home offering approximately 900 sq. ft. of living space on a quiet dead-end street in the desirable hamlet

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239 Front Street S, Simcoe, ON , MLS #S13619760 , Image - 1

239 Front Street S Orillia, Simcoe, ON MLS® S13619760

Residential Freehold (Detached)

$399000.0

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

Affordable Turnkey Detached Home In Orillia! This beautifully updated 2 bedroom 1 bathroom home is perfectly suited for first-time buyers, working pro

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32 Tiny Beaches Road N, Simcoe, ON , MLS #S13616866 , Image - 1

32 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13616866

Residential Freehold (Detached)

$490000.0

2 Beds
1 Baths
1100-1500 sq-ft

BANK APPRAISED AT $650,000 (July 2025). OFFERED AT $490,000 FOR IMMEDIATE CLOSING. FULLY FURNISHED INSIDE AND OUT. A rare opportunity less than 400 fe

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41 Ferndale Drive S, Simcoe, ON , MLS #S13610096 , Image - 1

Unit-408, 41 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13610096

Residential Condo & Other (Condo Apartment)

$419000.0

2 Beds
1 Baths
900-999 sq-ft

Top floor. Tree top/ park views. No neighbours above, none to one side. The elevators are steps away and the terrace is full-sized. Units like this do

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54 Fittons Road W, Simcoe, ON , MLS #S13591736 , Image - 1

Unit-306, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13591736

Residential Condo & Other (Condo Apartment)

$319900.0

2 Beds
2 Baths
1000-1199 sq-ft

Welcome to effortless condo living. This well maintained 2 bedroom, 2 bath condo unit in the north ward is move in ready. Whether you're looking to d

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140 Dunlop Street E, Simcoe, ON , MLS #S13589040 , Image - 1

Unit-511, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13589040

Residential Condo & Other (Condo Apartment)

$349900.0

2 +0 Beds
2 Baths
1000-1199 sq-ft

Welcome to sought-after Bayshore Landing, where waterfront living meets comfort and convenience. This beautifully updated 2-bedroom, 2-bathroom condom

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10 Allen Drive N, Simcoe, ON , MLS #S13528674 , Image - 1

10 Allen Drive N Wasaga Beach, Simcoe, ON MLS® S13528674

Residential Freehold (Detached)

$389900.0

Price drop by 2.5%

2 Beds
2 Baths
700-1100 sq-ft

Welcome to 10 Allen Drive North, a beautifully updated bungalow in Hometown, one of Wasaga Beach's most desirable 55+ Parkbridge communities. This bri

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