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Houses for Sale in Simcoe Under $500K - P29

Showing results 841 - 870 of 1094
Last Updated: August 13, 2026
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38 Photos
Last Updated : 58 Days ago
1207 Tiny Beaches Road S, Simcoe, ON , MLS #S13138420 , Image - 1
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1207 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13138420

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 7.6%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming cottage retreat nestled in the heart of Tiny Beaches Road, just a short stroll from the stunning blue waters of Georgian Bay.
3 Photos
Last Updated : 58 Days ago
944 Willow Street, Simcoe, ON , MLS #N13219140 , Image - 1
944 Willow Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13219140

Residential Freehold (Vacant Land)

$489999.0
  • < 700 sq-ft
Great opportunity to build your dream home or weekend retreat in the charming community of Lefroy. Ideal for end users or small builders/investors. Th
4 Photos
Last Updated : 58 Days ago
49 Jacobs Terrace, Simcoe, ON , MLS #S13449154 , Image - 1
Unit-212, 49 Jacobs Terrace Allandale, Barrie, Simcoe, ON MLS® S13449154

Residential Condo & Other (Condo Apartment)

$324900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
SPACIOUS CONDO LIVING JUST STEPS FROM BARRIE'S WATERFRONT! Welcome to Jacobs Terrace, one of Barrie's most desirable low-rise condominium communities
3 Photos
Last Updated : 59 Days ago
256 Harvey Street, Simcoe, ON , MLS #S13446928 , Image - 1
256 Harvey Street Orillia, Simcoe, ON MLS® S13446928

Residential Freehold (Vacant Land)

$285000.0
Great development opportunity in Orillia's desirable West Ward. This vacant residential lot is ideally located on a public transit route and close to
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
9 Photos
Last Updated : 59 Days ago
LT 45 Explorers Landing, Simcoe, ON , MLS #S12639398 , Image - 1

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LT 45 Explorers Landing Rural Tiny, Tiny, Simcoe, ON MLS® S12639398

Residential Freehold (Vacant Land)

$190000.0
Discover the perfect canvas for your dream home on this generously sized, treed residential building lot in a desirable and growing exclusive subdivis
1 Photos
Last Updated : 59 Days ago
9596 Beachwood Road, Simcoe, ON
9596 Beachwood Road Collingwood, Simcoe, ON MLS® S13441110

Residential Freehold (Vacant Land)

$149500.0
Build your home on this residentially zoned (R1) lot, ideally located just minutes from Georgian Bay and a short drive to Collingwood, Stayner, and Wa
27 Photos
Last Updated : 59 Days ago
15 Cheltenham Road, Simcoe, ON , MLS #S13446424 , Image - 1

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Unit-8, 15 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S13446424

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome home to this gorgeous and incredibly bright 2-bedroom plus den condo situated in a highly desirable, quiet North End Barrie neighborhood. Offe
26 Photos
Last Updated : 59 Days ago
681 Mkade Kegwin Miikan Road, Simcoe, ON , MLS #S13218556 , Image - 1

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681 Mkade Kegwin Miikan Road Beausoleil First Nation, Christian Island 30, Simcoe, ON MLS® S13218556

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 7.7%
  • 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
17 Photos
Last Updated : 59 Days ago
86 Simcoe Road, Simcoe, ON , MLS #S13446764 , Image - 1

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86 Simcoe Road Rural Ramara, Ramara, Simcoe, ON MLS® S13446764

Residential Freehold (Vacant Land)

$299000.0
Waterfront Building Lot Located in the Heart of Ontario's Lake Country in the Year Round Community of Lagoon City. Dock Your Boat at Your Door With A
9 Photos
Last Updated : 59 Days ago
9 HARBOUR Street, Simcoe, ON , MLS #S12808018 , Image - 1

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Unit-4403 & 4405, 9 HARBOUR Street Collingwood, Simcoe, ON MLS® S12808018

Residential Condo & Other (Condo Apartment)

$89000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Start your Collingwood getaway each year with fixed Weeks 1, 2 and 14 in this spacious mountain-view resort suite at Living Water Resort & Spa.Suites
23 Photos
Last Updated : 59 Days ago
438 RUSSELL Street, Simcoe, ON , MLS #S13217862 , Image - 1

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438 RUSSELL Street Midland, Simcoe, ON MLS® S13217862

Residential Freehold (Detached)

$489000.0
price drop iconPrice drop by 4.1%
  • 3 +0 Beds
  • 2 Baths
  • 700-1100 sq-ft
Located in a family-friendly neighbourhood just steps from downtown Midland, this charming 3 bedroom, 1.5 bath home offers a functional layout, fully
27 Photos
Last Updated : 60 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13442150 , Image - 1

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Unit-5109/5111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13442150

Residential Condo & Other (Condo Apartment)

$35000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Unit 5109/5111 at Living Water Resort & Spa, an opportunity to own a fraction of Collingwood's premier waterfront resort on the shores of G
5 Photos
Last Updated : 61 Days ago
7183 Hwy 93 Highway, Simcoe, ON , MLS #S13442480 , Image - 1
7183 Hwy 93 Highway Rural Tay, Tay, Simcoe, ON MLS® S13442480

Residential Freehold (Vacant Land)

$175000.0
  • 700-1100 sq-ft
Opportunity knocks at 7183 Highway 93 in the growing community of Wyebridge. This prime piece of land is an excellent option for builders, investors,
2 Photos
Last Updated : 61 Days ago
12 Lakeview Crescent, Simcoe, ON , MLS #S13442100 , Image - 1
12 Lakeview Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13442100

Residential Freehold (Vacant Land)

$159900.0
Opportunity awaits! Treed 1/2 acre lot with cleared building spot only steps to the water on Farlain Lake! In established area this is one of the la
19 Photos
Last Updated : 61 Days ago
7509 Baldwin Lane, Simcoe, ON , MLS #S13281908 , Image - 1

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7509 Baldwin Lane Rural Ramara, Ramara, Simcoe, ON MLS® S13281908

Residential Freehold (Vacant Land)

$224900.0
Discover the potential of this beautiful 1.14 acre treed corner lot located just steps from the sparkling waters of Lake Couchiching. Nestled in a pea
32 Photos
Last Updated : 61 Days ago
2322 North Orr Lake Road, Simcoe, ON , MLS #S13441438 , Image - 1

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2322 North Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S13441438

Residential Freehold (Vacant Land)

$385000.0
No development fees! You'll be $46,000 ahead of the game when you build here! This level, cleared one-acre lot is just 500 feet from an access point t
24 Photos
Last Updated : 61 Days ago
5 DAWSON Drive, Simcoe, ON , MLS #S13434210 , Image - 1

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Unit-# 338, 5 DAWSON Drive Collingwood, Simcoe, ON MLS® S13434210

Residential Condo & Other (Condo Townhouse)

$419900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
BUNGALOW in Living Stone (aka Cranberry Village). 2 bedrooms, 2 full baths, cathedral ceiling in the great room and a cozy woodburning fireplace for
13 Photos
Last Updated : 61 Days ago
891 River Road W, Simcoe, ON , MLS #S13441368 , Image - 1

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Unit-1, 891 River Road W Wasaga Beach, Simcoe, ON MLS® S13441368

Residential Condo & Other (Condo Apartment)

$339000.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Beachside Living Made Easy in Wasaga Beach! Ideally located just minutes from the sandy shores of Wasaga Beach, this charming condo at Gough Landing o
29 Photos
Last Updated : 62 Days ago
244 Penetanguishene Road, Simcoe, ON , MLS #S13440286 , Image - 1

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Unit-4, 244 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® S13440286

Residential Condo & Other (Condo Townhouse)

$398900.0
  • 4 Beds
  • 4 Baths
  • 1400-1599 sq-ft
Turn-key 4-bed, 4-ensuite condo-townhouse just steps from Georgian College! Fully furnished and move-in ready, this rare layout offers four private en
8 Photos
Last Updated : 62 Days ago
50 DUNEDIN Street, Simcoe, ON , MLS #S13440270 , Image - 1

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50 DUNEDIN Street Orillia, Simcoe, ON MLS® S13440270

Residential Freehold (Detached)

$399000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
The property includes an approximately 1,100 sq. ft. house currently rented for $950 per month plus utilities and is in poor condition. The house has
11 Photos
Last Updated : 62 Days ago
2266 Lakeshore Road E, Simcoe, ON , MLS #S13014132 , Image - 1

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2266 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13014132

Residential Freehold (Vacant Land)

$275000.0
News Flash: up to $130,000 savings with HST relief if construction started by March 31, 2027 & completed by December 2029. Details, procedure & forms
45 Photos
Last Updated : 62 Days ago
1 WHITE PINES Trail, Simcoe, ON , MLS #S13436258 , Image - 1

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1 WHITE PINES Trail Wasaga Beach, Simcoe, ON MLS® S13436258

Residential Freehold (Detached)

$169900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled within the sought-after Wasaga CountryLife Resort, this charming woodland Park Muskoka at 1 White Pines Trail offers a rare blend of privacy,
8 Photos
Last Updated : 62 Days ago
17 Spooner Crescent S, Simcoe, ON , MLS #S13414808 , Image - 1

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Unit-107, 17 Spooner Crescent S Collingwood, Simcoe, ON MLS® S13414808

Residential Condo & Other (Condo Apartment)

$444900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to The View on Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, and 2 bathrooms in the desirable Blue Fai
30 Photos
Last Updated : 62 Days ago
32 Sawmill Road, Simcoe, ON , MLS #S13435758 , Image - 1

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Unit-10, 32 Sawmill Road Ardagh, Barrie, Simcoe, ON MLS® S13435758

Residential Condo & Other (Condo Townhouse)

$445000.0
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Exceptional Investment Opportunity with Built-In Income Potential! This updated 4-bedroom, 2.5-bathroom two-storey townhome offers approximately 1,750
23 Photos
Last Updated : 63 Days ago
22 Dawson Drive, Simcoe, ON , MLS #S13433426 , Image - 1

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Unit-530, 22 Dawson Drive Collingwood, Simcoe, ON MLS® S13433426

Residential Condo & Other (Condo Townhouse)

$475000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Discover the perfect blend of comfort, privacy, and convenience in this beautifully maintained 3-bedroom, 2-bathroom home nestled in the sought-after
1 Photos
Last Updated : 63 Days ago
247 Dignard Avenue, Simcoe, ON
247 Dignard Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13431954

Residential Freehold (Vacant Land)

$64900.0
Don't wait to invest! Invest and wait! This property currently has a TT designation. There is opportunity to get in the next lottery through Tay Towns
5 Photos
Last Updated : 63 Days ago
564 Keewatin Avenue, Simcoe, ON , MLS #S13431850 , Image - 1
564 Keewatin Avenue Port McNicoll, Tay, Simcoe, ON MLS® S13431850

Residential Freehold (Vacant Land)

$129900.0
Discover the perfect opportunity to build your dream home on this cleared and vacant building lot located on a quiet dead end street. Ideally located
4 Photos
Last Updated : 64 Days ago
339 Gill Street, Simcoe, ON , MLS #S13185992 , Image - 1
339 Gill Street Orillia, Simcoe, ON MLS® S13185992

Residential Freehold (Detached)

$499990.0
  • < 700 sq-ft
Welcome To 339 Gill Street! This Corner Property Is One Of A Kind! Suitable For Many Uses Including An Apartment Building Or A Townhouse Project. R2 Z
46 Photos
Last Updated : 64 Days ago
9 Royalton Lane, Simcoe, ON , MLS #S13427592 , Image - 1

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9 Royalton Lane Collingwood, Simcoe, ON MLS® S13427592

Residential Condo & Other (Condo Townhouse)

$499900.0
  • 2 +0 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Nestled in a peaceful, tree-lined setting, this beautifully maintained two-storey condo delivers the ideal balance of comfort, convenience, and year-r
17 Photos
Last Updated : 64 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S13414812 , Image - 1

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Unit-202, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S13414812

Residential Condo & Other (Condo Apartment)

$494900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Brand New Condo at The View with the added luxury of underground parking! Recently completed and READY TO MOVE IN! Located in the desirable Blue Fairw
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