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Houses for Sale in Simcoe Under $500K - P20

Showing results 571 - 600 of 1024
Last Updated: November 12, 2026
  • New Listings
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  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
20 Photos
Last Updated : 29 Days ago
3159 Switch Road, Simcoe, ON , MLS #S13868354 , Image - 1
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3159 Switch Road Rural Ramara, Ramara, Simcoe, ON MLS® S13868354

Residential Freehold (Vacant Land)

$150000.0
Bring your vision to 3159 Switch Road in Washago. With a drilled well already on site, this parcel offers a starting point for buyers considering a fu
21 Photos
Last Updated : 29 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N12828766 , Image - 1

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Unit-126, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12828766

Residential Condo & Other (Condo Apartment)

$379000.0
price drop iconPrice drop by 10.8%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to resort-style living at Friday Harbour Resort! This beautifully designed 525 sq ft, 1-bedroom, 1-bathroom ground-floor condo offers the perf
13 Photos
Last Updated : 29 Days ago
42 TEMAGAMI Trail, Simcoe, ON , MLS #S12982436 , Image - 1

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42 TEMAGAMI Trail Wasaga Beach, Simcoe, ON MLS® S12982436

Residential Freehold (MobileTrailer)

$128888.0
price drop iconPrice drop by 7.3%
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Enjoy your Seasonal Getaway at Wasaga Countrylife Resort! Available from May 1st to November 15th. Take a look at this spacious Huron Ridge Resort mo
1 Photos
Last Updated : 29 Days ago
217 Atherley Road, Simcoe, ON
217 Atherley Road Orillia, Simcoe, ON MLS® S13819366

Residential Freehold (Vacant Land)

$279999.0
price drop iconPrice drop by 6.7%
PREMIUM DOWNTOWN WATERFRONT AREA BUIDING LOT. PERMIT APPROVED AND READY TO BUILD SIDE BY SIDELUXURY DUPLEX OVER 4000 SQ FT ON THREE LEVELS PLUS LEGAL
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
33 Photos
Last Updated : 29 Days ago
107 MADAWASKA Trail, Simcoe, ON , MLS #S13803876 , Image - 1

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107 MADAWASKA Trail Wasaga Beach, Simcoe, ON MLS® S13803876

Residential Freehold (MobileTrailer)

$179900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Here is your perfect cottage getaway! Immaculate Woodland Park Muskoka Model. Enjoy the vacation lifestyle with this seasonal cottage at the highly so
32 Photos
Last Updated : 29 Days ago
4266 Canal Road, Simcoe, ON , MLS #S13700914 , Image - 1

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4266 Canal Road Washago, Severn, Simcoe, ON MLS® S13700914

Residential Freehold (Detached)

$245000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to the water in this charming 2-bedroom, 1-bathroom cottage nestled on lease land in beautiful Washago. Enjoy direct waterfront on the Trent-Se
27 Photos
Last Updated : 30 Days ago
69 Boyne Street, Simcoe, ON , MLS #N14012582 , Image - 1

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Unit-309, 69 Boyne Street Alliston, New Tecumseth, Simcoe, ON MLS® N14012582

Residential Condo & Other (Condo Apartment)

$499998.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to this bright and inviting 2-bedroom, 2-bathroom condominium in the heart of Alliston!Enjoy a functional open-concept layout filled with natu
6 Photos
Last Updated : 30 Days ago
149 Minnesota Street, Simcoe, ON , MLS #S12684652 , Image - 1

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149 Minnesota Street Collingwood, Simcoe, ON MLS® S12684652

Residential Freehold (Vacant Land)

$379000.0
price drop iconPrice drop by 15.8%
Incredible opportunity to build your dream home on this newly created lot on desirable Minnesota St. This is an exceptional opportunity as the lot has
13 Photos
Last Updated : 30 Days ago
18 Elm Drive, Simcoe, ON , MLS #S14007664 , Image - 1

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18 Elm Drive Wasaga Beach, Simcoe, ON MLS® S14007664

Residential Freehold (Detached)

$390000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
LOCATION, LOCATION, LOCATION! Just steps from Beach One and Canada's longest freshwater beach, 18 Elm Drive is full of potential. Sitting on a great l
27 Photos
Last Updated : 30 Days ago
328 Third Street, Simcoe, ON , MLS #S14007024 , Image - 1

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328 Third Street Midland, Simcoe, ON MLS® S14007024

Residential Freehold (Detached)

$485000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Have you been dreaming of a character home in sought-after west end Midland? Well look no further than this well-appointed Third Street charmer betwee
6 Photos
Last Updated : 30 Days ago
LT21 Cedarlane Drive, Simcoe, ON , MLS #S13886516 , Image - 1

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LT21 Cedarlane Drive Wasaga Beach, Simcoe, ON MLS® S13886516

Residential Freehold (Vacant Land)

$400000.0
Rare cleared, municipally serviced corner building lot on a quiet residential street at the Wasaga Beach and Tiny border. Just steps to the soft sand
25 Photos
Last Updated : 31 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13828692 , Image - 1

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Unit-19, 4 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S13828692

Residential Condo & Other (Condo Townhouse)

$375000.0
price drop iconPrice drop by 5.1%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Two-Bedroom Waterfront Condominium in Beautiful Lagoon City with Boat Mooring and Direct Access to Lake Simcoe and The Trent Severn Waterways. Just St
50 Photos
Last Updated : 31 Days ago
333 Sea Ray Avenue, Simcoe, ON , MLS #N13884964 , Image - 1

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Unit-D431, 333 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13884964

Residential Condo & Other (Condo Apartment)

$459000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to this bright and immaculate 2 bedroom, 2 bath, top floor unit at the luxury Friday Harbour. This spacious 840 sq ft unit boasts a modern ope
34 Photos
Last Updated : 32 Days ago
121 Green Briar Road, Simcoe, ON , MLS #N13597110 , Image - 1

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Unit-16, 121 Green Briar Road Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13597110

Residential Condo & Other (Semi-Detached Condo)

$445900.0
price drop iconPrice drop by 10.8%
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome To This Charming 2+1 Bedroom, 2 Bathroom Semi-Detached Bungalow Situated On A Desirable Corner Lot In The Highly Sought-After Green Briar Comm
50 Photos
Last Updated : 32 Days ago
172 Eighth Street, Simcoe, ON , MLS #S13882662 , Image - 1

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Unit-102, 172 Eighth Street Collingwood, Simcoe, ON MLS® S13882662

Residential Condo & Other (Condo Apartment)

$374000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Bright and light 2 bedroom condo on the main floor in The Galleries. This west facing unit boasts ample space with over 1100 sqft; newly installed vin
26 Photos
Last Updated : 32 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S13884748 , Image - 1

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Unit-242, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13884748

Residential Freehold (Detached)

$52900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to your own Wasaga Beach getaway at Wasaga CountryLife Resort, a sought-after gated seasonal community just minutes from the beautiful sandy s
9 Photos
Last Updated : 33 Days ago
3648 AGNEW Road, Simcoe, ON , MLS #S13884488 , Image - 1

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3648 AGNEW Road Rural Severn, Severn, Simcoe, ON MLS® S13884488

Residential Freehold (Vacant Land)

$399000.0
Discover the perfect canvas for your dream home on this sprawling 1.168-acre corner building lot, ideally situated at the intersection of Agnew Road a
13 Photos
Last Updated : 33 Days ago
1499 Tay Point Road, Simcoe, ON , MLS #S13884384 , Image - 1

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1499 Tay Point Road Penetanguishene, Simcoe, ON MLS® S13884384

Residential Freehold (Vacant Land)

$244900.0
Top 5 Reasons You Will Love This Property: 1) This premium 1.78-acre lot is part of an exclusive release of newly created estate parcels, offering the
12 Photos
Last Updated : 33 Days ago
584 Curry Road, Simcoe, ON , MLS #S13884370 , Image - 1

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584 Curry Road Penetanguishene, Simcoe, ON MLS® S13884370

Residential Freehold (Vacant Land)

$375000.0
Top 5 Reasons You Will Love This Property: 1) This generous 2-acre corner estate lot is fully cleared and ready to build, offering an exceptional oppo
14 Photos
Last Updated : 33 Days ago
570 Curry Road, Simcoe, ON , MLS #S13884322 , Image - 1

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570 Curry Road Penetanguishene, Simcoe, ON MLS® S13884322

Residential Freehold (Vacant Land)

$399900.0
Top 5 Reasons You Will Love This Property: 1) Discover 2.64-acres of fully cleared, level land, an ideal canvas for bringing your dream home to life w
39 Photos
Last Updated : 33 Days ago
16 Hiawatha Road, Simcoe, ON , MLS #S13884272 , Image - 1

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16 Hiawatha Road Rural Tiny, Tiny, Simcoe, ON MLS® S13884272

Residential Freehold (Detached)

$479000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 16 Hiawatha Road in Tiny Township! Turnkey and move-in ready, this charming 3-bedroom, 1-bathroom bungalow is just a 5-minute walk to the c
18 Photos
Last Updated : 33 Days ago
75 Ellen Street, Simcoe, ON , MLS #S13881566 , Image - 1

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Unit-1105, 75 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13881566

Residential Condo & Other (Condo Apartment)

$310000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to The Regatta at Barrie's Waterfront! Perched on the 11th floor, Unit 1105 offers breathtaking, unobstructed panoramic views of Kempenfelt B
42 Photos
Last Updated : 33 Days ago
7465 East River Road, Simcoe, ON , MLS #S13884044 , Image - 1

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7465 East River Road Rural Ramara, Ramara, Simcoe, ON MLS® S13884044

Residential Freehold (Detached)

$479900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Tucked among mature trees along the peaceful Black River, this charming year-round waterfront property offers the perfect balance of classic cottage c
28 Photos
Last Updated : 33 Days ago
9771 Beachwood Road, Simcoe, ON , MLS #S13684022 , Image - 1

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9771 Beachwood Road Collingwood, Simcoe, ON MLS® S13684022

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 5.7%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 9771 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten
32 Photos
Last Updated : 33 Days ago
9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

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9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$469900.0
price drop iconPrice drop by 6.0%
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten
11 Photos
Last Updated : 33 Days ago
242 Penetanguishene Road, Simcoe, ON , MLS #S13857138 , Image - 1

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Unit-10, 242 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® S13857138

Residential Condo & Other (Condo Townhouse)

$449999.0
  • 4 Beds
  • 4 Baths
  • 1400-1599 sq-ft
**TURNKEY INVESTMENT OPPORTUNITY!** Welcome to 10-242 Penetanguishene Road. A unique and income producing townhouse offering an excellent opportunity
3 Photos
Last Updated : 33 Days ago
420 Cornell Drive, Simcoe, ON , MLS #S13520162 , Image - 1
420 Cornell Drive Midland, Simcoe, ON MLS® S13520162

Residential Freehold (Vacant Land)

$189000.0
Prime West End Building Lot on a quiet, lakeside Cul-de-Sac in Midland, ON. The perfect blend of tranquil living & Georgian Bay lifestyle. This beaut
1 Photos
Last Updated : 33 Days ago
56 Lakeside Terrace, Simcoe, ON
Unit-1102, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13718528

Residential Condo & Other (Condo Apartment)

$379000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to LakeVu Condos at Little Lake Simcoe! This beautiful and modern 1-bedroom condo offers an excellent opportunity for first-time buyers, inves
1 Photos
Last Updated : 33 Days ago
43 Ridge Avenue, Simcoe, ON
43 Ridge Avenue Rural Ramara, Ramara, Simcoe, ON MLS® S13882012

Residential Freehold (Detached)

$425000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to Lagoon City-a unique community featuring a canal system and direct access to Lake Simcoe. Situated on a picturesque waterfront lot, this pr
1 Photos
Last Updated : 33 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
Shortlisted Properties
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