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Houses for Sale in Simcoe Under $500K - P15

Showing results 421 - 450 of 1094
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
30 Photos
Last Updated : 15 Days ago
124 MARY Street, Simcoe, ON , MLS #S13591868 , Image - 1
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124 MARY Street Orillia, Simcoe, ON MLS® S13591868

Residential Freehold (Detached)

$449900.0
price drop iconPrice drop by 4.3%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming bungalow, ideally located in an established neighbourhood just minutes from downtown Orillia, parks, shopping, restaurants, s
34 Photos
Last Updated : 15 Days ago
14 Butternut Court, Simcoe, ON , MLS #N13470288 , Image - 1

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14 Butternut Court Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13470288

Residential Freehold (Detached)

$398500.0
price drop iconPrice drop by 4.9%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
When people consider resizing to the Tecumseth Pines Adult Community, they look at many of the same features, however one that is often given higher c
8 Photos
Last Updated : 15 Days ago
426 Seventh Avenue, Simcoe, ON , MLS #S12784396 , Image - 1

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426 Seventh Avenue Port McNicoll, Tay, Simcoe, ON MLS® S12784396

Residential Freehold (Vacant Land)

$124900.0
  • < 700 sq-ft
READY TO QUIT THE RAT-RACE? Tay/Port McNicoll may just be the spot you've been looking for. The area offers a relaxed, small-town atmosphere for those
9 Photos
Last Updated : 15 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
Build your dream home on this treed 1.83 acre parcel of land on a quiet country road. Property is just outside the quaint town of Washago with shops a
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
30 Photos
Last Updated : 15 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S13452740 , Image - 1

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Unit-45, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S13452740

Residential Freehold (MobileTrailer)

$95000.0
price drop iconPrice drop by 20.2%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Looking to spend summers in Wasaga without the high price tag of a home purchase? This opportunity may be for you! Located on a spacious corner lot be
9 Photos
Last Updated : 15 Days ago
1052 Spruce Road, Simcoe, ON , MLS #N13549870 , Image - 1

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1052 Spruce Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13549870

Residential Freehold (Vacant Land)

$299000.0
Prime Building Lot Steps to Belle Aire Beach! Exceptional value in today's market, this premium 100 ft x 136 ft lot is attractively priced compared to
22 Photos
Last Updated : 15 Days ago
54 Fittons Road W, Simcoe, ON , MLS #S13615614 , Image - 1

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Unit-202, 54 Fittons Road W Orillia, Simcoe, ON MLS® S13615614

Residential Condo & Other (Condo Apartment)

$299900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This is an excellent opportunity for those looking to enjoy a comfortable, low-maintenance lifestyle in Orillia's desirable North Ward. Everything you
5 Photos
Last Updated : 15 Days ago
LT23 Brook Avenue, Simcoe, ON , MLS #S13615482 , Image - 1
LT23 Brook Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13615482

Residential Freehold (Vacant Land)

$329900.0
RARE 1.7-ACRE SHORELINE RESIDENTIAL LOT JUST STEPS TO GEORGIAN BAY! Build your dream coastal retreat on this exceptional, ultra-private 1.7-acre parc
16 Photos
Last Updated : 16 Days ago
712 Line 9 Street S, Simcoe, ON , MLS #S13612934 , Image - 1

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712 Line 9 Street S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13612934

Residential Freehold (Detached)

$448000.0
  • 1 Beds
  • 700-1100 sq-ft
Opportunity knocks! This over 1 acre lot has so much potential. Located just steps from Lake Simcoe, with easy access to HWY 11 and plenty of privacy,
25 Photos
Last Updated : 16 Days ago
14 Muir Drive, Simcoe, ON , MLS #S13159170 , Image - 1

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14 Muir Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13159170

Residential Freehold (Modular Home)

$334900.0
price drop iconPrice drop by 1.5%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this charming and well-maintained 3-bedroom modular home. From the moment you step inside, you'll appreciate the bright, open feel of the l
36 Photos
Last Updated : 16 Days ago
121 Mary Street, Simcoe, ON , MLS #S13459324 , Image - 1

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Unit-322, 121 Mary Street Creemore, Clearview, Simcoe, ON MLS® S13459324

Residential Condo & Other (Condo Apartment)

$499999.0
price drop iconPrice drop by 15.2%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Experience the best of Creemore living in this inviting and move-in-ready condominium, perfectly positioned within walking distance of the village's v
26 Photos
Last Updated : 16 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
43 Photos
Last Updated : 16 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13077362 , Image - 1

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Unit-6411/6413, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13077362

Residential Condo & Other (Condo Apartment)

$48500.0
price drop iconPrice drop by 19.2%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa, your four-season getaway on the shores of Georgian Bay in beautiful Collingwood. This fractional ownership oppor
27 Photos
Last Updated : 16 Days ago
7 Fern Lane, Simcoe, ON , MLS #N13006460 , Image - 1

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7 Fern Lane Rural Essa, Essa, Simcoe, ON MLS® N13006460

Residential Freehold (Vacant Land)

$489000.0
This is a rare opportunity to own waterfront property along the renowned Nottawasaga River. Known locally as The Notty, this river is highly regarded
17 Photos
Last Updated : 16 Days ago
3 Boys Street S, Simcoe, ON , MLS #S13613986 , Image - 1

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Unit-A, 3 Boys Street S Queen's Park, Barrie, Simcoe, ON MLS® S13613986

Residential Freehold (Vacant Land)

$349000.0
Rare Vacant Land Opportunity Backing Onto Audrey Milligan Park & PondDiscover a unique opportunity in the historic heart of Barrie. This proposed vaca
11 Photos
Last Updated : 16 Days ago
1466 Cunningham Crescent, Simcoe, ON , MLS #S13610882 , Image - 1

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1466 Cunningham Crescent Rural Severn, Severn, Simcoe, ON MLS® S13610882

Residential Freehold (Vacant Land)

$219900.0
Ideally located just five minutes from downtown Orillia, shopping, beaches, and Highway 11, this cleared lot offers the perfect blend of convenience a
21 Photos
Last Updated : 16 Days ago
808 Oxbow Park Drive, Simcoe, ON , MLS #S13612336 , Image - 1

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808 Oxbow Park Drive Wasaga Beach, Simcoe, ON MLS® S13612336

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the potential of this rare waterfront property on approximately 0.6 acres along the scenic Nottawasaga River in Wasaga Beach. Offering a peac
4 Photos
Last Updated : 16 Days ago
15 Tiny Beaches Road N, Simcoe, ON , MLS #S12236229 , Image - 1
15 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S12236229

Residential Freehold (Vacant Land)

$289900.0
price drop iconPrice drop by 3.3%
Prime building lot located next to a park and just steps from the shores of Georgian Bay. Enjoy the convenience of being minutes from a marina and Pro
6 Photos
Last Updated : 16 Days ago
3600 Narrows Road, Simcoe, ON , MLS #S12636568 , Image - 1

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Unit-Unit #Lot 12, 3600 Narrows Road Rural Severn, Severn, Simcoe, ON MLS® S12636568

Residential Freehold (Vacant Land)

$490000.0
price drop iconPrice drop by 18.3%
Prime vacant land opportunity with 342.25 feet of water frontage and 7.64 acres of land! This expansive lot offers endless potential for your dream pr
3 Photos
Last Updated : 16 Days ago
136 Fox Street, Simcoe, ON , MLS #S13077550 , Image - 1
136 Fox Street Penetanguishene, Simcoe, ON MLS® S13077550

Residential Freehold (Vacant Land)

$390000.0
Amazing views of Georgian Bay await on this expansive in-town lot measuring 161 ft by 197 ft, offering exceptional space to build your dream home with
22 Photos
Last Updated : 16 Days ago
2920 Old Penetanguishene Road, Simcoe, ON , MLS #S13598988 , Image - 1

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Unit-104, 2920 Old Penetanguishene Road Rural Springwater, Springwater, Simcoe, ON MLS® S13598988

Residential Freehold (MobileTrailer)

$59900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
Escape to Camp Hideaway with this beautifully maintained 2019 Keystone Montana High Country 330RL fifth wheel offering comfort, space, and incredible
5 Photos
Last Updated : 16 Days ago
0 Taylorwoods Boulevard, Simcoe, ON , MLS #N13439020 , Image - 1
0 Taylorwoods Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13439020

Residential Freehold (Vacant Land)

$160000.0
Excellent opportunity for builder/developer or those looking for a reasonably priced lot with municipal services. Sewer, water and gas available at lo
20 Photos
Last Updated : 16 Days ago
60 Laidlaw Street, Simcoe, ON , MLS #S13612942 , Image - 1

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60 Laidlaw Street Wasaga Beach, Simcoe, ON MLS® S13612942

Residential Freehold (Detached)

$399900.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
BUNGALOW WITHIN WALKING DISTANCE OF THE BEACH WITH A HEATED BUNKIE, MATURE TREES & A GENEROUS 60 X 125 FT LOT! Just a 10-minute walk from Wasaga's bea
50 Photos
Last Updated : 16 Days ago
49 Jacobs Terrace, Simcoe, ON , MLS #S13027924 , Image - 1

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Unit-116, 49 Jacobs Terrace Allandale, Barrie, Simcoe, ON MLS® S13027924

Residential Condo & Other (Condo Apartment)

$289900.0
price drop iconPrice drop by 10.2%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Bright Main Floor Living Near Barrie's Waterfront
35 Photos
Last Updated : 16 Days ago
10 Brandy Lane Drive, Simcoe, ON , MLS #S13612040 , Image - 1

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Unit-204, 10 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S13612040

Residential Condo & Other (Condo Apartment)

$424000.0
  • 1 Beds
  • 2 Baths
  • 700-799 sq-ft
One of the most private locations in the Wyldewood Community, backing on to green space and the trails. Comfortable Year round living or your four sea
12 Photos
Last Updated : 16 Days ago
4 Nida Crescent, Simcoe, ON , MLS #S13612130 , Image - 1

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4 Nida Crescent Wasaga Beach, Simcoe, ON MLS® S13612130

Residential Freehold (Vacant Land)

$289000.0
  • < 700 sq-ft
Large Building Lot Located On A Quiet Cul De Sac In A Highly Desirable Area In The Heart Of Wasaga! Within Minutes Walk ToBeach Area 1 And Allenwood B
8 Photos
Last Updated : 16 Days ago
418 Dominion Avenue, Simcoe, ON , MLS #S13445334 , Image - 1

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418 Dominion Avenue Midland, Simcoe, ON MLS® S13445334

Residential Freehold (Detached)

$499990.0
price drop iconPrice drop by 15.3%
  • 7 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Rare opportunity to own a spacious Victorian-style home in the heart of Midland with views of beautiful Georgian Bay. Offering approximately 3,000 sq.
9 Photos
Last Updated : 16 Days ago
354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

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354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0
price drop iconPrice drop by 16.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,
16 Photos
Last Updated : 17 Days ago
1056 Ewart Street, Simcoe, ON , MLS #N13233328 , Image - 1

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1056 Ewart Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13233328

Residential Freehold (Detached)

$300000.0
price drop iconPrice drop by 14.3%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
GOLDEN OPPORTUNITY! Charming 2-Bedroom Cottage in the waterfront community of Belle Ewart! Welcome to 1056 Ewart Street, a cozy 2-bedroom cottage nest
25 Photos
Last Updated : 17 Days ago
40 Mulligan Lane, Simcoe, ON , MLS #S13056954 , Image - 1

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Unit-208, 40 Mulligan Lane Wasaga Beach, Simcoe, ON MLS® S13056954

Residential Condo & Other (Condo Apartment)

$395000.0
price drop iconPrice drop by 12.2%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this bright and spacious 2 bedroom, 2 bath end-unit condo located in the sought-after Marlwood Golf Course community. With extra windows a
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