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Houses for Sale in Simcoe Under $500K - P29

Showing results 841 - 870 of 1024
Last Updated: November 12, 2026
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30 Photos
Last Updated : 75 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 : 76 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 : 76 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
15 Photos
Last Updated : 76 Days ago
3197 Severn River N/A, Simcoe, ON , MLS #S13709080 , Image - 1

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3197 Severn River N/A Rural Severn, Severn, Simcoe, ON MLS® S13709080

Residential Freehold (Vacant Land)

$395000.0
Your opportunity to own a piece of paradise on the Severn River, a part of the beautiful Trent Canal system. This 3.2 acre parcel features 332 feet of
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
19 Photos
Last Updated : 76 Days ago
235 Ferndale Drive S, Simcoe, ON , MLS #S13719504 , Image - 1

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Unit-13, 235 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13719504

Residential Condo & Other (Condo Townhouse)

$445000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Amazing End-Unit Townhome * Beautifully Maintained 3-Bed, 2-Bath * End-Unit townhome W/ Patio & Grass Back Yard * Newly renovated Kitchen W/ Elegant Q
15 Photos
Last Updated : 76 Days ago
5496 Fairvalley Road, Ramara Road, Simcoe, ON , MLS #S13069512 , Image - 1

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5496 Fairvalley Road, Ramara Road Rural Ramara, Ramara, Simcoe, ON MLS® S13069512

Residential Freehold (Vacant Land)

$190000.0
price drop iconPrice drop by 3.6%
Build your dream in the heart of Ramara with this desirable level building lot located at 5496 Fairvalley Rd. Offering a mostly flat and usable parcel
20 Photos
Last Updated : 76 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 : 77 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
26 Photos
Last Updated : 77 Days ago
5411 Elliott Side Road, Simcoe, ON , MLS #S13539826 , Image - 1

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Unit-19, 5411 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13539826

Residential Freehold (Modular Home)

$389000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover easy, carefree living in one of Simcoe County's most desirable adult-living communities - just minutes from downtown Midland and the shores o
12 Photos
Last Updated : 77 Days ago
333 Sunseeker Avenue, Simcoe, ON , MLS #N13715474 , Image - 1

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Unit-205, 333 Sunseeker Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13715474

Residential Condo & Other (Condo Apartment)

$405990.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
BRAND NEW, NEVER BEEN LIVED IN! Includes Tarion Warranty!! Welcome to luxury resort-style living at Friday Harbour's sought-after Sunseeker Residences
3 Photos
Last Updated : 77 Days ago
6 BAY SANDS Drive, Simcoe, ON , MLS #S13715168 , Image - 1
6 BAY SANDS Drive Wasaga Beach, Simcoe, ON MLS® S13715168

Residential Freehold (Vacant Land)

$275000.0
Excellent Opportunity for Homeowners, Builders & Investors! A rare opportunity to build your dream custom home on a generous 93.58 ft frontage x 157.7
39 Photos
Last Updated : 77 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
9 Photos
Last Updated : 77 Days ago
1979 Concession M-N Road, Simcoe, ON , MLS #S13616538 , Image - 1

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1979 Concession M-N Road Rural Ramara, Ramara, Simcoe, ON MLS® S13616538

Residential Freehold (Vacant Land)

$249900.0
Imagine building your dream home on this beautiful 1.83-acre parcel, tucked away on a peaceful country road just outside the charming community of Was
7 Photos
Last Updated : 78 Days ago
Lt 16 Remi Road, Simcoe, ON , MLS #S13712018 , Image - 1

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Lt 16 Remi Road Rural Tiny, Tiny, Simcoe, ON MLS® S13712018

Residential Freehold (Vacant Land)

$165000.0
  • < 700 sq-ft
A rare opportunity awaits in Thunder Beach, one of Georgian Bay's most prestigious and cherished waterfront communities. Surrounded by mature trees an
11 Photos
Last Updated : 78 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
7 Photos
Last Updated : 79 Days ago
1953 St Paul Road, Simcoe, ON , MLS #N13709782 , Image - 1

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1953 St Paul Road Alcona, Innisfil, Simcoe, ON MLS® N13709782

Residential Freehold (Vacant Land)

$295000.0
PREMIUM VACANT LOT IN A PEACEFUL, ESTABLISHED COMMUNITY - YOUR BLANK CANVAS AWAITS IN THE HEART OF ALCONA! Imagine creating the home you've always wan
9 Photos
Last Updated : 79 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 : 79 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
21 Photos
Last Updated : 79 Days ago
3391 Russell Drive, Simcoe, ON , MLS #S13687708 , Image - 1

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3391 Russell Drive Port Severn, Severn, Simcoe, ON MLS® S13687708

Residential Freehold (Vacant Land)

$449000.0
Welcome to 3391 Russel Drive at Eco-Bay Estates, an opportunity to build your dream waterfront home in an exceptional private community on the Trent-S
6 Photos
Last Updated : 80 Days ago
5766 Penetanguishene Highway, Simcoe, ON , MLS #S13075354 , Image - 1

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5766 Penetanguishene Highway Rural Springwater, Springwater, Simcoe, ON MLS® S13075354

Residential Freehold (Vacant Land)

$319000.0
  • < 700 sq-ft
Client Remks: Great opportunity to build on premium .65 acre lot with 98 foot frontage on Penetanguishene Service Road (off of Hwy 93) & N Orr Lake Ro
6 Photos
Last Updated : 80 Days ago
7 Oneida Crescent, Simcoe, ON , MLS #S13705068 , Image - 1

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7 Oneida Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13705068

Residential Freehold (Vacant Land)

$224999.0
  • < 700 sq-ft
Build your dream home on this prime vacant lot located at 7 Oneida Crescent in the beautiful township of Tiny. Nestled in a peaceful and desirable are
23 Photos
Last Updated : 80 Days ago
55 Trott Boulevard, Simcoe, ON , MLS #S13665944 , Image - 1

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Unit-139, 55 Trott Boulevard Collingwood, Simcoe, ON MLS® S13665944

Residential Condo & Other (Condo Townhouse)

$495000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Unit 139 at 55 Trott Boulevard, a beautifully maintained main-floor condo offering comfortable, low-maintenance living in a sought-after lo
1 Photos
Last Updated : 81 Days ago
99 High Street, Simcoe, ON
99 High Street Collingwood, Simcoe, ON MLS® S13695750

Residential Freehold (Att/Row/Townhouse)

$399999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
FREE HOLD Townhouse Perfect for First Time Buyer or Investors 3 Bedrooms 2 Bath. Experience a vibrant Collingwood lifestyle in this Two Story house wh
37 Photos
Last Updated : 82 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
6 Photos
Last Updated : 82 Days ago
17 Valleyview Drive, Simcoe, ON , MLS #S13702114 , Image - 1

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17 Valleyview Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13702114

Residential Freehold (Vacant Land)

$225000.0
Over Half An Acre To Create Something Entirely Your Own In Moonstone! Set on a quiet cul-de-sac among impressive custom-built homes in an established
10 Photos
Last Updated : 82 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
38 Photos
Last Updated : 82 Days ago
237 Steel Street, Simcoe, ON , MLS #S13693964 , Image - 1

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Unit-9, 237 Steel Street Codrington, Barrie, Simcoe, ON MLS® S13693964

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Move-In Ready & Beautifully Cared For in Barrie! Welcome to a home that makes moving easy. This well-maintained condo townhouse is Ready! Newer paint
8 Photos
Last Updated : 83 Days ago
Lot 2 2332 Rumney Road, Simcoe, ON , MLS #S13699554 , Image - 1

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Lot 2 2332 Rumney Road Rural Tay, Tay, Simcoe, ON MLS® S13699554

Residential Freehold (Vacant Land)

$449500.0
Rare opportunity to build your dream home on this 1.85-acre open lot in rural Tay Township. Offering approximately 164 ft of frontage and almost 500 f
7 Photos
Last Updated : 83 Days ago
Lot 1 2332 Rumney Road, Simcoe, ON , MLS #S13699550 , Image - 1

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Lot 1 2332 Rumney Road Rural Tay, Tay, Simcoe, ON MLS® S13699550

Residential Freehold (Vacant Land)

$439500.0
Rare opportunity to build your dream home on this 1.85-acre open lot in rural Tay Township. Offering approximately 164 ft of frontage and almost 500 f
24 Photos
Last Updated : 83 Days ago
681 Yonge Street, Simcoe, ON , MLS #S13699464 , Image - 1

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Unit-328, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13699464

Residential Condo & Other (Condo Apartment)

$425000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to this bright and modern 1-bedroom condo in sought-after South East Barrie-an ideal opportunity for first-time buyers, downsizers, or investo
Shortlisted Properties
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