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Houses for Sale in Simcoe Under $500K - P4

Showing results 91 - 120 of 1114
Last Updated: September 27, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
17 Photos
Last Updated : 3 Days ago
1643 Baldy Lane, Simcoe, ON , MLS #S13728786 , Image - 1
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1643 Baldy Lane Rural Severn, Severn, Simcoe, ON MLS® S13728786

Residential Freehold (Detached)

$419900.0
price drop iconPrice drop by 12.5%
  • 1 Beds
  • < 700 sq-ft
Recreational living, enjoy approximately 130 ft. of shoreline on the Severn River, close to Sparrow Lake and on your way to Georgian Bay. It is a part
4 Photos
Last Updated : 3 Days ago
30 Nida Crescent, Simcoe, ON , MLS #S13826380 , Image - 1
Unit-Lot 5, 30 Nida Crescent Wasaga Beach, Simcoe, ON MLS® S13826380

Residential Freehold (Vacant Land)

$349000.0
Miami Of Canada This Spacious Building Vacant Lot, Permit Approved, The Buyer Will Pay City Permit Fees. Waiting To Pay The Permit Fees. Driveway/Nvca
1 Photos
Last Updated : 3 Days ago
17 Main Street E, Simcoe, ON
17 Main Street E Beeton, New Tecumseth, Simcoe, ON MLS® N12311872

Residential Freehold (Vacant Land)

$374999.0
price drop iconPrice drop by 27.7%
  • < 700 sq-ft
(under power of sale)Nestled amidst a main artery lies a vacant lot, a canvas awaiting the strokes of architectural innovation. This prime piece of re
34 Photos
Last Updated : 3 Days ago
1066 Wood Street, Simcoe, ON , MLS #N13825648 , Image - 1

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1066 Wood Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13825648

Residential Freehold (Detached)

$424999.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Top 5 Reasons You Will Love This Home: 1) Rarely does the opportunity arise to own an affordable detached home with a large private yard, making 1066
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
5 Photos
Last Updated : 3 Days ago
5 Goldsmith Place, Simcoe, ON , MLS #S13699754 , Image - 1
5 Goldsmith Place Wasaga Beach, Simcoe, ON MLS® S13699754

Residential Freehold (Link)

$349000.0
price drop iconPrice drop by 20.7%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Endless Potential in Wasaga Beach - Attention Investors, First-Time Buyers & Handypeers! Bring your toolbelt and your design ideas to this freehold LI
35 Photos
Last Updated : 3 Days ago
54 Koda Street, Simcoe, ON , MLS #S13678266 , Image - 1

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Unit-417, 54 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13678266

Residential Condo & Other (Condo Apartment)

$499999.0
price drop iconPrice drop by 10.7%
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Discover stylish, low-maintenance living at 54 Koda Street in this beautifully maintained 3-bedroom, 2-bathroom corner suite offering more than 1,400
36 Photos
Last Updated : 3 Days ago
151 Main Street, Simcoe, ON , MLS #S13719278 , Image - 1

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151 Main Street Penetanguishene, Simcoe, ON MLS® S13719278

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
HEATED WORKSHOP. POOL. WALK TO EVERYTHING. Here's a combination that's hard to find at this price point! This 3-bedroom, 2-bathroom detached home offe
44 Photos
Last Updated : 3 Days ago
8 Belle Isle Arm N/A, Simcoe, ON , MLS #N13164136 , Image - 1

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8 Belle Isle Arm N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13164136

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 11.8%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this lovingly maintained and updated 2 bedroom home located in the desirable adult community of Sandy Cove acres. The new buyers may have t
22 Photos
Last Updated : 3 Days ago
25 Appalachian Trail, Simcoe, ON , MLS #S13825460 , Image - 1

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25 Appalachian Trail Wasaga Beach, Simcoe, ON MLS® S13825460

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 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
48 Photos
Last Updated : 3 Days ago
2 Paradise Boulevard, Simcoe, ON , MLS #S13820718 , Image - 1

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Unit-Unit 2, 2 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S13820718

Residential Condo & Other (Common Element Condo)

$449900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Paradise Blvd. and this stunning turnkey condo nestled along the shores of Lake Simcoe, complete with your own private beach. This beautifu
25 Photos
Last Updated : 3 Days ago
10551 Highway 12 N/A, Simcoe, ON , MLS #S13825210 , Image - 1

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10551 Highway 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13825210

Residential Freehold (Detached)

$429900.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Charming bungaloft home on a private 1.5 acre country lot close to amenities and endless activities 2) Step
14 Photos
Last Updated : 3 Days ago
16 Westbury Road, Simcoe, ON , MLS #S13081560 , Image - 1

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Unit-311, 16 Westbury Road Wasaga Beach, Simcoe, ON MLS® S13081560

Residential Condo & Other (Condo Apartment)

$349000.0
price drop iconPrice drop by 12.7%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Winter is coming - if you would enjoy no more snow shovelling (and outdoor maintenance) this could be the cozy spot for you!! Close to amenities it's
12 Photos
Last Updated : 3 Days ago
98 Fourth Street, Simcoe, ON , MLS #S13768056 , Image - 1

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98 Fourth Street Midland, Simcoe, ON MLS® S13768056

Residential Freehold (Duplex)

$349900.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Looking for a winter project? This property presents a great opportunity for Investors, Builders, Flippers & Handymen! This property is priced to sel
24 Photos
Last Updated : 3 Days ago
49 Raglan Street, Simcoe, ON , MLS #S13824352 , Image - 1

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Unit-106, 49 Raglan Street Collingwood, Simcoe, ON MLS® S13824352

Residential Condo & Other (Condo Apartment)

$349000.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Here is a wonderful opportunity to enjoy an affordable, carefree lifestyle in Sunset Suites! This popular 60+ senior living community operates under a
15 Photos
Last Updated : 3 Days ago
194 Erie Street, Simcoe, ON , MLS #S13824958 , Image - 1

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194 Erie Street Collingwood, Simcoe, ON MLS® S13824958

Residential Freehold (Detached)

$325000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention INVESTORS, DEVELOPERS, BIG THINKERS! This property is a rare opportunity to redevelop, rehabilitate, or reimagine a fully serviced town lot
27 Photos
Last Updated : 3 Days ago
66 Linden Lane, Simcoe, ON , MLS #N13772084 , Image - 1

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66 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13772084

Residential Freehold (Detached)

$218888.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Priced to SELL! Fast Closing Available! This upgraded 2-bedroom, 1-bath 'Sandalwood' model in *Sandycove Acres* offers turnkey retirement living with
28 Photos
Last Updated : 3 Days ago
137 Fourth Street, Simcoe, ON , MLS #S13809860 , Image - 1

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137 Fourth Street Midland, Simcoe, ON MLS® S13809860

Residential Freehold (Detached)

$349900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Set on an impressive 200-foot-deep lot, the property provides plenty of outdoor space to enjoy and tons of potential, along with parking for up to fiv
25 Photos
Last Updated : 3 Days ago
2035 Swan Street, Simcoe, ON , MLS #N13812730 , Image - 1

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2035 Swan Street Alcona, Innisfil, Simcoe, ON MLS® N13812730

Residential Freehold (Att/Row/Townhouse)

$487000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
PRICED TO SELL- Looking for a property with great potential and room to add value? This 3-bedroom, 2-bathroom townhouse in Alcona offers a fantastic l
48 Photos
Last Updated : 3 Days ago
541 Tenth Street, Simcoe, ON , MLS #S13823556 , Image - 1

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541 Tenth Street Collingwood, Simcoe, ON MLS® S13823556

Residential Condo & Other (Condo Townhouse)

$480000.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Beautifully updated end unit available for sale in Collingwood's desirable, family-friendly community of Vista Blue. This stunning home is situated i
28 Photos
Last Updated : 3 Days ago
119 D'ambrosio Drive, Simcoe, ON , MLS #S13821990 , Image - 1

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Unit-9, 119 D'ambrosio Drive Painswick North, Barrie, Simcoe, ON MLS® S13821990

Residential Condo & Other (Condo Townhouse)

$425900.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to this premium, sun-filled END-UNIT townhouse condo offering nearly 1,400 sq. ft. of turn-key living space in highly desirable South East Bar
19 Photos
Last Updated : 3 Days ago
39 Grove Street W, Simcoe, ON , MLS #S13730000 , Image - 1

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39 Grove Street W Queen's Park, Barrie, Simcoe, ON MLS® S13730000

Residential Freehold (Detached)

$489900.0
price drop iconPrice drop by 2.0%
  • 2 +0 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Traditional 1220 sq.ft. century home on a 84' x 140' mature treed lot with great zoning potential for future development in a prime central Barrie loc
23 Photos
Last Updated : 3 Days ago
356 West Street N, Simcoe, ON , MLS #S13686360 , Image - 1

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356 West Street N Orillia, Simcoe, ON MLS® S13686360

Residential Freehold (Detached)

$449900.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 356 West St N in Orillia's desirable North Ward. This affordable four-bedroom home offers plenty of space for families, first-timebuyers, o
26 Photos
Last Updated : 3 Days ago
4 Tecumseth Pines Drive, Simcoe, ON , MLS #N13585624 , Image - 1

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4 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13585624

Residential Freehold (Detached)

$379000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines, one of the GTA's most sought-after land-lease communities, where safety, low-maintenance living, and an active lifestyle c
20 Photos
Last Updated : 3 Days ago
34 Temagami Trail, Simcoe, ON , MLS #S13823220 , Image - 1

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34 Temagami Trail Wasaga Beach, Simcoe, ON MLS® S13823220

Residential Freehold (MobileTrailer)

$199900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your dream getaway in the heart of Wasaga Beach! Nestled inside the prestigious, gated Wasaga CountryLife Resort, available seasonally from
Open House : Sat Nov 07, 02:00 PM to 04:00 PM
11 Photos
Last Updated : 3 Days ago
5216 County 90 Road, Simcoe, ON , MLS #S13121852 , Image - 1

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Unit-65, 5216 County 90 Road Rural Springwater, Springwater, Simcoe, ON MLS® S13121852

Residential Freehold (MobileTrailer)

$30500.0
price drop iconPrice drop by 12.6%
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Reflections Seasonal Park | Seasonal Mobile Home | Springwater, ON. Turn-key 1-bedroom mobile home situated on a large corner lot with sleeping space
13 Photos
Last Updated : 3 Days ago
299 Cundles Road E, Simcoe, ON , MLS #S13676610 , Image - 1

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Unit-308, 299 Cundles Road E Alliance, Barrie, Simcoe, ON MLS® S13676610

Residential Condo & Other (Condo Apartment)

$399900.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Modern, Low-Maintenance & Close To Everything! Built in 2018, this 1 bedroom plus den condo brings contemporary style to a well-kept six-storey buildi
21 Photos
Last Updated : 3 Days ago
3358 Muskoka Street, Simcoe, ON , MLS #S13823446 , Image - 1

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3358 Muskoka Street Washago, Severn, Simcoe, ON MLS® S13823446

Residential Freehold (Detached)

$489000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this beautiful, move-in ready bungalow in the heart of Washago. Step inside to a bright and inviting interior featuring a stylish kitchen w
32 Photos
Last Updated : 3 Days ago
4101 Wesley Street, Simcoe, ON , MLS #S13501806 , Image - 1

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4101 Wesley Street Rural Severn, Severn, Simcoe, ON MLS® S13501806

Residential Freehold (MobileTrailer)

$318888.0
price drop iconPrice drop by 8.9%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Client RemarksWelcome to 4101 Wesley Street in the peaceful Silver Creek Estates community in Severn. This well-maintained and inviting modular home i
32 Photos
Last Updated : 3 Days ago
71 Laguna Parkway, Simcoe, ON , MLS #S13058472 , Image - 1

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Unit-Unit 19, 71 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13058472

Residential Condo & Other (Condo Townhouse)

$419649.0
price drop iconPrice drop by 4.5%
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Wonderful Waterfront Location In This 3 Bedroom Condo Over Looking Gondola Lagoon Offering Private Boat Slip With Access To Lake Simcoe And The Trent/
38 Photos
Last Updated : 3 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S13501928 , Image - 1

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Unit-1, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S13501928

Residential Condo & Other (Condo Townhouse)

$459649.0
  • 3 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Woodland Shores Waterfront 3 Bedroom End Unit With Lots Of Windows And Bright Open Concept. Lagoon City Is A Vibrant, Active Community With A Beautifu
Shortlisted Properties
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