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Detached Houses for Sale in Simcoe Under $500K - P7

Showing results 181 - 210 of 233
Last Updated: August 05, 2026
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50 Photos
Last Updated : 34 Days ago
56 TECUMSETH PINES Drive, Simcoe, ON , MLS #N13516582 , Image - 1
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56 TECUMSETH PINES Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13516582

Residential Freehold (Detached)

$439900.0
  • 2 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines - A premier residential retirement community with a stunning landscape and friendly atmosphere! Lot 56 features a 2 bedroom
5 Photos
Last Updated : 34 Days ago
28 Caroline Street, Simcoe, ON , MLS #S13513606 , Image - 1
28 Caroline Street Allandale Centre, Barrie, Simcoe, ON MLS® S13513606

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Calling all first-time home buyers and investors! Welcome to 28 Caroline Street. This charming home offers 3 bedrooms, 1 bathroom, and approximately 1
19 Photos
Last Updated : 34 Days ago
318 Percy Street, Simcoe, ON , MLS #S13511932 , Image - 1

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318 Percy Street Waubaushene, Tay, Simcoe, ON MLS® S13511932

Residential Freehold (Detached)

$474900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
AFFORDABLE HOME ON A 100 x 150 FT LOT OFFERING NATURAL PRIVACY, A LARGE FENCED YARD, & QUICK ACCESS TO THE GEORGIAN BAY SHORELINE! Tucked along a quie
30 Photos
Last Updated : 35 Days ago
57 Main Street, Simcoe, ON , MLS #N13246000 , Image - 1

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57 Main Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13246000

Residential Freehold (Detached)

$398700.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
It's all here Folks, The elegant finishes, functional layout & pride of ownership throughout, make this home truly move-in ready. From the moment you
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
44 Photos
Last Updated : 36 Days ago
330 Third Street, Simcoe, ON , MLS #S13044912 , Image - 1

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330 Third Street Midland, Simcoe, ON MLS® S13044912

Residential Freehold (Detached)

$439000.0
price drop iconPrice drop by 8.4%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Timeless Charm & Modern Comfort in the Heart of Midland! Welcome to a home that instantly feels just right. This beautifully updated 2-storey century
44 Photos
Last Updated : 40 Days ago
6 Brunelle Road, Simcoe, ON , MLS #S13493956 , Image - 1

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6 Brunelle Road Rural Tiny, Tiny, Simcoe, ON MLS® S13493956

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
HERE'S WHY 6 BRUNELLE ROAD COULD BE YOUR NEXT MOVE: BEACH IS JUST A SHORT WALK AWAY -- Enjoy easy access to the sandy shores of Georgian Bay only 300
48 Photos
Last Updated : 40 Days ago
36 Tecumseth Pines Drive, Simcoe, ON , MLS #N13496326 , Image - 1

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36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13496326

Residential Freehold (Detached)

$449000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu
41 Photos
Last Updated : 41 Days ago
8 Maple Leaf Terrace, Simcoe, ON , MLS #N13059046 , Image - 1

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8 Maple Leaf Terrace Cookstown, Innisfil, Simcoe, ON MLS® N13059046

Residential Freehold (Detached)

$199900.0
price drop iconPrice drop by 11.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Looking to simplify your life? This adorable bungalow has just the right amount of space and is located in a 60 + community on a quiet cul de sac wit
39 Photos
Last Updated : 42 Days ago
16 Hiawatha Road, Simcoe, ON , MLS #S13481462 , Image - 1

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16 Hiawatha Road Rural Tiny, Tiny, Simcoe, ON MLS® S13481462

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 16 Hiawatha Road in Tiny Township-a charming turnkey home or cottage nestled in the heart of Georgian Bay country. Just a 5-minute walk to
27 Photos
Last Updated : 42 Days ago
706 Chestnut Street, Simcoe, ON , MLS #N13483542 , Image - 1

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706 Chestnut Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13483542

Residential Freehold (Detached)

$429000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to 706 Chestnut St in Innisfil - a charming 2-bedroom, 1-bathroom bungalow packed with opportunity and perfectly positioned just a short walk
21 Photos
Last Updated : 44 Days ago
25 Balmoral Avenue, Simcoe, ON , MLS #S13475982 , Image - 1

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25 Balmoral Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13475982

Residential Freehold (Detached)

$499000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to your own slice of paradise with this charming rustic cottage! Perched high and dry overlooking a treed 240-foot deep lot, this property offe
22 Photos
Last Updated : 44 Days ago
1125 Ramara Road 47 Road, Simcoe, ON , MLS #S13251986 , Image - 1

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1125 Ramara Road 47 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13251986

Residential Freehold (Detached)

$489900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to the relaxed Lake Simcoe lifestyle. This three bedroom raised bungalow offers lake views from many rooms and multiple walkouts that create a
12 Photos
Last Updated : 47 Days ago
211 Westmount Drive S, Simcoe, ON , MLS #S13223862 , Image - 1

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211 Westmount Drive S Orillia, Simcoe, ON MLS® S13223862

Residential Freehold (Detached)

$429900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Affordable Renovation Opportunity in a Convenient West Ward Location!Bring your vision and unlock the potential of this 3+1 bedroom, 2-bathroom home s
1 Photos
Last Updated : 47 Days ago
17 Linden Lane, Simcoe, ON
17 Linden Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13132150

Residential Freehold (Detached)

$279900.0
price drop iconPrice drop by 6.4%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Fully Renovated 3-Bed Bungalow in Sandy Cove | Turnkey with Major System Upgrades Extensively renovated and truly move-in ready, this bright and spaci
6 Photos
Last Updated : 48 Days ago
243 Mckinnell Street, Simcoe, ON , MLS #S13460914 , Image - 1

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243 Mckinnell Street Orillia, Simcoe, ON MLS® S13460914

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Good starter or downsizing home with great potential. This bungalow is situated on a nice-sized lot. Two bedrooms on the main floor. (Current tenant u
38 Photos
Last Updated : 50 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.
26 Photos
Last Updated : 51 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
20 Photos
Last Updated : 51 Days ago
10 Argyle Avenue, Simcoe, ON , MLS #S13446110 , Image - 1

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10 Argyle Avenue Orillia, Simcoe, ON MLS® S13446110

Residential Freehold (Detached)

$405000.0
  • 2 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Charming. Affordable. Full of Potential. A fantastic opportunity for first-time buyers, downsizers, or anyone looking to get into the market in a matu
23 Photos
Last Updated : 51 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
8 Photos
Last Updated : 54 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
45 Photos
Last Updated : 54 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,
4 Photos
Last Updated : 56 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
9 Photos
Last Updated : 56 Days ago
166 Laclie Street, Simcoe, ON , MLS #S13224634 , Image - 1

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166 Laclie Street Orillia, Simcoe, ON MLS® S13224634

Residential Freehold (Detached)

$499000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Not every opportunity comes wrapped in fresh paint and granite countertops. Some come with vision. Located in Orillia's desirable North Ward and just
35 Photos
Last Updated : 56 Days ago
61 Pennsylvania Avenue, Simcoe, ON , MLS #S13425860 , Image - 1

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61 Pennsylvania Avenue Wasaga Beach, Simcoe, ON MLS® S13425860

Residential Freehold (Detached)

$439000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover the thoughtfully updated two-bedroom bungalow in the sought-after 55+ Park Place community in the h
36 Photos
Last Updated : 57 Days ago
13 Centre Street, Simcoe, ON , MLS #S13127502 , Image - 1

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13 Centre Street Penetanguishene, Simcoe, ON MLS® S13127502

Residential Freehold (Detached)

$464900.0
price drop iconPrice drop by 2.1%
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
HERE'S WHY 13 CENTRE STREET COULD BE YOUR NEXT MOVE ***QUIET STREET, GREAT LOCATION*** Tucked away on a dead-end street just steps from Georgian Bay w
31 Photos
Last Updated : 58 Days ago
11 Cabin Crescent, Simcoe, ON , MLS #S13161776 , Image - 1

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11 Cabin Crescent Wasaga Beach, Simcoe, ON MLS® S13161776

Residential Freehold (Detached)

$449900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Escape to this charming 3-bedroom year-round cottage retreat with peaceful pond views, mature trees, and sunsets. The bright open-concept kitchen and
4 Photos
Last Updated : 59 Days ago
2766 Ireton Street, Simcoe, ON , MLS #N13412556 , Image - 1
2766 Ireton Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13412556

Residential Freehold (Detached)

$444900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Reduced Price!! Incredible opportunity to build your dream home or cottage retreat on a premium lot just steps from one of Innisfil's most beautiful b
11 Photos
Last Updated : 60 Days ago
9434 11 Highway, Simcoe, ON , MLS #S13411158 , Image - 1

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9434 11 Highway West Shore, Severn, Simcoe, ON MLS® S13411158

Residential Freehold (Detached)

$399500.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
This 3-bedroom home is aggressively priced and offers over 1,400 sq. ft. of living space and is situated on the southbound lanes of Highway 11 in Seve
36 Photos
Last Updated : 62 Days ago
5 Scott Street, Simcoe, ON , MLS #S13239696 , Image - 1

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5 Scott Street Penetanguishene, Simcoe, ON MLS® S13239696

Residential Freehold (Detached)

$399900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Wake up every morning to sweeping views over Penetang Harbour and Georgian Bay, then unwind each evening fro
28 Photos
Last Updated : 62 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S13049438 , Image - 1

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147 Dufferin Street Orillia, Simcoe, ON MLS® S13049438

Residential Freehold (Detached)

$359000.0
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to your very own small but mighty gem in Orillia's sought-after West Ward! This cute and cozy home is bursting with charm, natural light, and
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