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Houses for Sale in Simcoe Under $500K - P23

Showing results 661 - 690 of 1116
Last Updated: September 28, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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21 Photos
Last Updated : 34 Days ago
817 Birchwood Drive, Simcoe, ON , MLS #S13536666 , Image - 1
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817 Birchwood Drive Midland, Simcoe, ON MLS® S13536666

Residential Freehold (Detached)

$489000.0
price drop iconPrice drop by 2.0%
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This 3+1 bedroom, 2 bath bungalow offers the perfect combination of comfort, functionality, and versatility in a desirable Midland neighbourhood. The
34 Photos
Last Updated : 34 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 : 34 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
25 Photos
Last Updated : 34 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S13599130 , Image - 1

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Unit-82, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13599130

Residential Freehold (MobileTrailer)

$129000.0
price drop iconPrice drop by 7.8%
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Located on one of the largest lots in a seasonal Ontario resort community, this fully furnished, turn-key mobile home offers a blend of updated interi
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
21 Photos
Last Updated : 34 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 : 34 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 : 35 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
26 Photos
Last Updated : 35 Days ago
681 Mkade Kegwin Miikan Road, Simcoe, ON , MLS #S13696018 , Image - 1

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681 Mkade Kegwin Miikan Road Beausoleil First Nation, Christian Island 30, Simcoe, ON MLS® S13696018

Residential Freehold (Detached)

$269900.0
price drop iconPrice drop by 1.7%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to your own slice of paradise on the crystal-clear fresh waters of Georgian Bay. This exceptional waterfront property offers 107 feet of prist
32 Photos
Last Updated : 35 Days ago
5 Greenwich Street, Simcoe, ON , MLS #S12816378 , Image - 1

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Unit-105, 5 Greenwich Street Ardagh, Barrie, Simcoe, ON MLS® S12816378

Residential Condo & Other (Condo Apartment)

$384900.0
price drop iconPrice drop by 9.4%
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Simplify your life without sacrificing comfort. Welcome to treetop serenity at 5 Greenwich St set within Ardagh Bluffs in Bear Creek Eco Park. Unit 10
23 Photos
Last Updated : 35 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
25 Photos
Last Updated : 36 Days ago
14 Pumpkin Corner Crescent, Simcoe, ON , MLS #S13703900 , Image - 1

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Unit-1, 14 Pumpkin Corner Crescent Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13703900

Residential Condo & Other (Condo Townhouse)

$399900.0
  • 1 Beds
  • 1 Baths
  • 0-499 sq-ft
Stylish 2024-built main-floor 1-bedroom condo townhome in Hewitt's Gate, Barrie's desirable southeast end. Thoughtfully upgraded and bright, this home
1 Photos
Last Updated : 36 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
11 Photos
Last Updated : 36 Days ago
LT 484 Tomahawk Crescent, Simcoe, ON , MLS #S13194338 , Image - 1

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LT 484 Tomahawk Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13194338

Residential Freehold (Vacant Land)

$185000.0
Treed vacant lot offering a municipal water connection, access to Georgian Bay and its waterfront parks and beaches & the interconnecting Sunset Trail
1 Photos
Last Updated : 36 Days ago
252 Penetanguishene Road, Simcoe, ON
Unit-10, 252 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® S13648044

Residential Condo & Other (Condo Townhouse)

$469900.0
  • 4 Beds
  • 4 Baths
  • 1200-1399 sq-ft
Fantastic investment opportunity in Barrie's Georgian Drive community. This efficient 1,400 sq ft condo townhouse features a layout optimized for high
37 Photos
Last Updated : 36 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
13 Photos
Last Updated : 37 Days ago
250 Kingfisher Avenue, Simcoe, ON , MLS #S13702308 , Image - 1

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250 Kingfisher Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13702308

Residential Freehold (Detached)

$269950.0
  • 700-1100 sq-ft
You've just arrived in Paradise Point! This Seasonal cottage sits on a 60' x 146' lot in the heart of this beloved community. Potential !!! Project to
6 Photos
Last Updated : 37 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
12 Photos
Last Updated : 37 Days ago
168 PETER Street E, Simcoe, ON , MLS #S13701510 , Image - 1

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168 PETER Street E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13701510

Residential Freehold (Vacant Land)

$419900.0
Here's why 168 Peter Street East could be your next move: 4.9 WOODED ACRES - With approximately 200 feet of frontage and over 1,000 feet of depth, thi
10 Photos
Last Updated : 37 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
34 Photos
Last Updated : 37 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13427652 , Image - 1

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Unit-Unit #37, 11 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13427652

Residential Condo & Other (Condo Townhouse)

$380649.0
price drop iconPrice drop by 9.3%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Waterfront Lifestyle is Waiting for You In This Established Year Round Community That is a Great Place to Call Home. This Sought-After Complex Offers
45 Photos
Last Updated : 37 Days ago
575 Simcoe Avenue, Simcoe, ON , MLS #S13701246 , Image - 1

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575 Simcoe Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13701246

Residential Freehold (Detached)

$499900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Check out this three bedroom bungalow backing onto greenspace in Port McNicoll. This home features gas heat w/ central air, a spacious living room din
26 Photos
Last Updated : 37 Days ago
52 Adelaide Street, Simcoe, ON , MLS #S13700240 , Image - 1

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Unit-6, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S13700240

Residential Condo & Other (Condo Townhouse)

$495000.0
  • 4 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to modern, turn-key living in Barrie's highly sought-after Allandale neighborhood! This fully renovated 4-bedroom, 2-bathroom condo townhouse
38 Photos
Last Updated : 37 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
28 Photos
Last Updated : 37 Days ago
11 Tamarack Court, Simcoe, ON , MLS #N13700120 , Image - 1

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11 Tamarack Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13700120

Residential Freehold (Detached)

$434900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines, a welcoming 55+ land-lease community known for its peaceful setting and active lifestyle. This Cypress-model bungalow sits
39 Photos
Last Updated : 37 Days ago
110 24TH Street N, Simcoe, ON , MLS #S13600934 , Image - 1

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110 24TH Street N Wasaga Beach, Simcoe, ON MLS® S13600934

Residential Freehold (Detached)

$439000.0
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
This three-bedroom home or cottage is ideally situated north of Mosley Street in highly sought-after Area 4, just a five-minute walk to the sandy shor
29 Photos
Last Updated : 37 Days ago
525 Midland Point Road, Simcoe, ON , MLS #S13699776 , Image - 1

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Unit-33, 525 Midland Point Road Midland, Simcoe, ON MLS® S13699776

Residential Freehold (MobileTrailer)

$229900.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Here's why 525 Midland Point Road Unit #33 could be your next move -- AFFORDABLE, EASY LIVING STEPS FROM GEORGIAN BAY -- BRIGHT & MOVE-IN READY - Fres
8 Photos
Last Updated : 37 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 : 37 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 : 37 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
46 Photos
Last Updated : 37 Days ago
4174 Fountain Drive, Simcoe, ON , MLS #S13566116 , Image - 1

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4174 Fountain Drive Atherley, Ramara, Simcoe, ON MLS® S13566116

Residential Freehold (Detached)

$498900.0
price drop iconPrice drop by 9.1%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Ramara Beauty - this turn-key bungalow in sought after SIMCOE county, modern designer finishes throughout. Situated on a mature lot in a beautiful ru
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