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2 Bedroom Houses for Sale in Simcoe Under $500K - P11

Showing results 301 - 330 of 339
Last Updated: November 04, 2026
  • New Listings
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28 Photos
Last Updated : 64 Days ago
8 Kenora Trail, Simcoe, ON , MLS #S13714298 , Image - 1
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8 Kenora Trail Wasaga Beach, Simcoe, ON MLS® S13714298

Residential Freehold (Detached)

$199900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
This immaculate Northlander Cottager Reflection at 8 Kenora Trail in Wasaga CountryLife Resort offers a beautifully maintained 3-bedroom, 1-bath layou
20 Photos
Last Updated : 65 Days ago
16 Westbury Road, Simcoe, ON , MLS #S13728738 , Image - 1

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Unit-202, 16 Westbury Road Wasaga Beach, Simcoe, ON MLS® S13728738

Residential Condo & Other (Condo Apartment)

$369900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Discover comfort and convenience in this bright two-bedroom, two bath condo perfectly positioned to overlook a serene, forested green space. Featuring
27 Photos
Last Updated : 65 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13728146 , Image - 1

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Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13728146

Residential Condo & Other (Other)

$27000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living Wa
29 Photos
Last Updated : 65 Days ago
85 THEME PARK Drive, Simcoe, ON , MLS #S13000878 , Image - 1

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Unit-75, 85 THEME PARK Drive Wasaga Beach, Simcoe, ON MLS® S13000878

Residential Freehold (MobileTrailer)

$157500.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
New Add-a-room 12x18 and 22foot hard roof, new flooring, amazing addition to this stunning unit. Enjoy breathtaking forest views and a short walk to
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
project size image
Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
36 Photos
Last Updated : 66 Days ago
38 Linden Lane, Simcoe, ON , MLS #N13721782 , Image - 1

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38 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13721782

Residential Freehold (Detached)

$449900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Are you looking to downsize and start living easy and stress-free? This move-in-ready 2-bedroom, 2-bathroom home in Sandy Cove Acres offers comfortabl
30 Photos
Last Updated : 68 Days ago
2 Paradise Boulevard, Simcoe, ON , MLS #S13722414 , Image - 1

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Unit-Unit 10, 2 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S13722414

Residential Condo & Other (Condo Townhouse)

$399649.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Lakeside Living Offering Sandbars & Sunsets. Live Where Everyday Feels Like a Getaway Where the Beauty of Lake Simcoe Becomes Part of Everyday Life. S
27 Photos
Last Updated : 69 Days ago
10 Simcoe Road, Simcoe, ON , MLS #S13547460 , Image - 1

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10 Simcoe Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13547460

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 5.7%
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on a quiet cul-de-sac in a peaceful waterfront community, this cozy 1-bedroom cottage offers the perfect summer escape. Whether you're looking
18 Photos
Last Updated : 69 Days ago
8 Kentucky Avenue, Simcoe, ON , MLS #S13152030 , Image - 1

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8 Kentucky Avenue Wasaga Beach, Simcoe, ON MLS® S13152030

Residential Freehold (Modular Home)

$480000.0
price drop iconPrice drop by 15.0%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well kept bungalow in Park Place. The community has various activities to keep you busy such as cards, swimming, games, plus all sorts
31 Photos
Last Updated : 69 Days ago
19 White Pines Trail, Simcoe, ON , MLS #S13629300 , Image - 1

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19 White Pines Trail Wasaga Beach, Simcoe, ON MLS® S13629300

Residential Freehold (Detached)

$149900.0
price drop iconPrice drop by 9.1%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MOTIVATED SELLERS HAVE INCLUDED PARK FEES FOR 2026 - Move in and enjoy! Welcome to your perfect seasonal getaway in the highly sought-after Countrylif
20 Photos
Last Updated : 69 Days ago
7 Anchorage Crescent, Simcoe, ON , MLS #S13706662 , Image - 1

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Unit-#308, 7 Anchorage Crescent Collingwood, Simcoe, ON MLS® S13706662

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Experience the Georgian Bay lifestyle in the sought-after waterfront community of Wyldewood Cove. This bright 3rd-floor corner condo offers approximat
30 Photos
Last Updated : 69 Days ago
817 Eighth Avenue, Simcoe, ON , MLS #S13717290 , Image - 1

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817 Eighth Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13717290

Residential Freehold (Semi-Detached )

$369000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
AFFORDABLE, MOVE-IN READY HOME IN A FAMILY-FRIENDLY COMMUNITY! Welcome to 817 Eighth Street in Port McNicoll, offering an excellent opportunity for fi
39 Photos
Last Updated : 70 Days ago
10 Brookside Drive, Simcoe, ON , MLS #S13596848 , Image - 1

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10 Brookside Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13596848

Residential Freehold (Detached)

$449990.0
price drop iconPrice drop by 10.0%
  • 2 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 10 Brookside Drive, where the best of Georgian Bay's beach lifestyle is right at your doorstep. A two-minute walk to the stunning sandy sho
11 Photos
Last Updated : 71 Days ago
49 ROYAL OAK Drive, Simcoe, ON , MLS #N12695994 , Image - 1

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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
9 Photos
Last Updated : 72 Days ago
696 King Street, Simcoe, ON , MLS #S13697204 , Image - 1

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Unit-72, 696 King Street Midland, Simcoe, ON MLS® S13697204

Residential Condo & Other (Condo Townhouse)

$450000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This end-unit condo bungalow offers 2 bedrooms, 2 full bathrooms and convenient main level living in a well-maintained Midland community. The layout i
34 Photos
Last Updated : 72 Days ago
11 Beck Boulevard, Simcoe, ON , MLS #S13706140 , Image - 1

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Unit-108, 11 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13706140

Residential Condo & Other (Condo Apartment)

$419000.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Attention all boaters, water sport enthusiasts, retirees, first time buyers or those just looking for the ease of condo living! Welcome to 11 Beck Blv
32 Photos
Last Updated : 72 Days ago
5594 Upper Big Chute Road, Simcoe, ON , MLS #S13706080 , Image - 1

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5594 Upper Big Chute Road Rural Severn, Severn, Simcoe, ON MLS® S13706080

Residential Freehold (Detached)

$449900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 5594 Upper Big Chute Rd, a move-in ready, 1,020 sq. ft. home offering seamless, one-level living with zero stairs. This peaceful 2-bed, 1-b
37 Photos
Last Updated : 74 Days ago
300 Albin Road, Simcoe, ON , MLS #S13703364 , Image - 1

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300 Albin Road Rural Tay, Tay, Simcoe, ON MLS® S13703364

Residential Freehold (Detached)

$449900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled less than a minute's walk from the southern shores of Georgian Bay, this quaint bungalow offers the perfect blend of cottage charm and year-ro
10 Photos
Last Updated : 75 Days ago
5216 COUNTY RD. 90 Road, Simcoe, ON , MLS #S13463722 , Image - 1

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Unit-LOT 47, 5216 COUNTY RD. 90 Road Rural Springwater, Springwater, Simcoe, ON MLS® S13463722

Residential Freehold (MobileTrailer)

$82000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Visit REALTOR website for additional information. MODERN MOBILE HOME FOR SUMMER ENJOYMENT WITH ALL AMENITIES NEARBY IN ABEAUTIFUL COUNTRY SETTING SEAS
37 Photos
Last Updated : 76 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S13044972 , Image - 1

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Unit-309, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S13044972

Residential Condo & Other (Leasehold Condo)

$499900.0
price drop iconPrice 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
48 Photos
Last Updated : 76 Days ago
15 Meadow Lane, Simcoe, ON , MLS #S13695462 , Image - 1

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15 Meadow Lane Wasaga Beach, Simcoe, ON MLS® S13695462

Residential Freehold (Att/Row/Townhouse)

$429900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 15 Meadow Lane, a charming and thoughtfully designed bungalow nestled in the heart of Wasaga Beach's desirable 55+ adult-exclusive communit
26 Photos
Last Updated : 83 Days ago
30 Joseph Trail, Simcoe, ON , MLS #S13670478 , Image - 1

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30 Joseph Trail Collingwood, Simcoe, ON MLS® S13670478

Residential Condo & Other (Condo Townhouse)

$469000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to 30 Joseph Trail in the sought-after Tanglewood community of Collingwood! This exceptionally well-cared-for 2-bedroom, 2-bathroom townhouse
43 Photos
Last Updated : 85 Days ago
132 Park Road, Simcoe, ON , MLS #S13662464 , Image - 1

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132 Park Road Rural Tiny, Tiny, Simcoe, ON MLS® S13662464

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Perfectly positioned between the sandy shores of Allenwood Beach in Tiny Township and Woodland Beach in Wasaga Beach, this charming chalet offers an e
15 Photos
Last Updated : 89 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13611308 , Image - 1

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Unit-6412/14, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13611308

Residential Condo & Other (Condo Apartment)

$34900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Top-Floor Waterfront Living in Collingwood with all maintenance fees paid until 2028! Pack your bags and unwind at Living Water Resort & Spa, a premie
33 Photos
Last Updated : 89 Days ago
9 WHITE PINES Trail, Simcoe, ON , MLS #S13648782 , Image - 1

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9 WHITE PINES Trail Wasaga Beach, Simcoe, ON MLS® S13648782

Residential Freehold (MobileTrailer)

$185000.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Hear the waves of Georgian Bay from this perfect seasonal retreat in the highly sought-after Countrylife Resort. Open from May 1st to November 15th, t
34 Photos
Last Updated : 97 Days ago
14 KENORA Trail, Simcoe, ON , MLS #S13171092 , Image - 1

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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
43 Photos
Last Updated : 99 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

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Unit-6411/6413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13077362

Residential Condo & Other (Condo Apartment)

$48500.0
price drop iconPrice drop by 19.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa, your four-season getaway on the shores of Georgian Bay in beautiful Collingwood. This fractional ownership oppor
30 Photos
Last Updated : 103 Days ago
2135 Champlain Road, Simcoe, ON , MLS #S13604942 , Image - 1

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2135 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13604942

Residential Freehold (Detached)

$449000.0
  • 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 Tiny. 2 B
21 Photos
Last Updated : 107 Days ago
30 Illinois Crescent, Simcoe, ON , MLS #S13558966 , Image - 1

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30 Illinois Crescent Wasaga Beach, Simcoe, ON MLS® S13558966

Residential Freehold (Detached)

$479000.0
  • 2 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 30 Illinois Crescent, nestled in the heart of Park Place Estates. Wasaga Beach's premier 55+ gated community, where comfort, connection, an
5 Photos
Last Updated : 111 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S12720304 , Image - 1
Unit-6201-03, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S12720304

Residential Condo & Other (Condo Apartment)

$40000.0
price drop iconPrice drop by 20.0%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Invest in an ownership share of Phase 2 of LIVING WATER RESORT AND SPA on the shores of Georgian Bay in the beautiful town of Collingwood. NOTE: this
6 Photos
Last Updated : 111 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S13234932 , Image - 1

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Unit-309, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13234932

Residential Condo & Other (Condo Apartment)

$364999.0
price drop iconPrice drop by 2.7%
  • 2 Beds
  • 1 Baths
  • 1200-1399 sq-ft
A Place To Get Away Or Stay. Welcome To The Heart Of Horseshoe Valley, Where Four-Season Recreation, Natural Beauty, And Resort-Style Amenities Come
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