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Houses for Sale in Simcoe Under $500K - P3

Showing results 61 - 90 of 205
Last Updated: March 31, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
18 Photos
Last Updated : 17 Days ago
7682 Oak Point Road, Simcoe, ON , MLS #S12882914 , Image - 1
Image With Blur overlay

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7682 Oak Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S12882914

Residential Freehold (Detached)

$439000.0
  • 700-1100 sq-ft
Experience spectacular LAKE COUCHICHING SUNSETS from this picturesque waterfront property on the Trent-Severn Waterway. This property presents a Uniq
13 Photos
Last Updated : 18 Days ago
5703 10th Side Road, Simcoe, ON , MLS #N12882638 , Image - 1

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5703 10th Side Road Rural Essa, Essa, Simcoe, ON MLS® N12882638

Residential Freehold (Vacant Land)

$399900.0
  • < 700 sq-ft
A rare opportunity to build with a head start. Set on over an acre along 10th Side Road in Essa Township, this property offers the space and privacy o
14 Photos
Last Updated : 18 Days ago
58 Lakeside Terrace, Simcoe, ON , MLS #S12881568 , Image - 1

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Unit-106, 58 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S12881568

Residential Condo & Other (Condo Apartment)

$359900.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Rare Ground Floor Unit With 10 Ft Ceilings!!! This One Bed & One Bath Condo Unit Features 518 Sq Ft With An Open-Concept Layout, Laminate Flooring, St
25 Photos
Last Updated : 18 Days ago
63 Ferris Lane, Simcoe, ON , MLS #S12880126 , Image - 1

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63 Ferris Lane
Unit-B11, 63 Ferris Lane Cundles East, Barrie, Simcoe, ON MLS® S12880126

Residential Condo & Other (Condo Townhouse)

$454900.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Beautifully renovated 1,216 sq. ft. 3-bedroom townhome with 1.5 baths and a finished walk-out basement, backing onto a private, park-like setting with
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
32 Photos
Last Updated : 19 Days ago
3 Courtland Street, Simcoe, ON , MLS #S12740528 , Image - 1

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3 Courtland Street Orillia, Simcoe, ON MLS® S12740528

Residential Freehold (Detached)

$369000.0
  • 2 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Comfortable and spacious, this charming home offers over 1,600 square feet of above-grade living space, prov
18 Photos
Last Updated : 19 Days ago
5263 Elliott Side Road, Simcoe, ON , MLS #S12874990 , Image - 1

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Unit-58, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12874990

Residential Freehold (Other)

$277000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Come and be a part of the friendly community of Bramhall Park. Quiet country location tucked away but only minutes from town and all local amenities.
36 Photos
Last Updated : 20 Days ago
12 Schooner Lane, Simcoe, ON , MLS #S12873372 , Image - 1

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12 Schooner Lane Rural Tay, Tay, Simcoe, ON MLS® S12873372

Residential Freehold (Detached)

$499999.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 12 Schooner Lane, a stunning property in a prime location in Tay! This modern smart home is perfect for those seeking year-round accommodat
18 Photos
Last Updated : 20 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12660244 , Image - 1

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Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12660244

Residential Condo & Other (Condo Apartment)

$445000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
QUICK CLOSING AVAILABLE. Are you looking for a simple, stress-free place to call home or escape on weekends? This bright and modern condo at The View
21 Photos
Last Updated : 20 Days ago
25 Madelaine Drive, Simcoe, ON , MLS #S12738438 , Image - 1

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Unit-5, 25 Madelaine Drive Painswick South, Barrie, Simcoe, ON MLS® S12738438

Residential Condo & Other (Condo Townhouse)

$448000.0
price drop iconPrice drop by 5.9%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Location, Location, Location!This spacious two-bedroom condo offers unbeatable convenience, walking distance to the GO Train, shopping, schools, and n
15 Photos
Last Updated : 20 Days ago
39 Explorers Landing, Simcoe, ON , MLS #S12869966 , Image - 1

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39 Explorers Landing Rural Tiny, Tiny, Simcoe, ON MLS® S12869966

Residential Freehold (Vacant Land)

$178000.0
  • < 700 sq-ft
HERE'S WHY 39 EXPLORERS LANDING COULD BE YOUR NEXT MOVE ***BUILD-READY LOT** Beautifully treed 0.788-acre property with driveway entrance and culverts
30 Photos
Last Updated : 21 Days ago
2135 Champlain Road, Simcoe, ON , MLS #S12232829 , Image - 1

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2135 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S12232829

Residential Freehold (Detached)

$459000.0
price drop iconPrice drop by 17.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
*** Visit the REALTOR website for further information about this Listing *** Year-round home or cottage in a natural setting, near Sawlog Point in Tin
3 Photos
Last Updated : 21 Days ago
41 Conc 10 Nottawasaga PT 21 N/A, Simcoe, ON , MLS #S9364458 , Image - 1
41 Conc 10 Nottawasaga PT 21 N/A Collingwood, Simcoe, ON MLS® S9364458

Residential Freehold (Vacant Land)

$499000.0
price drop iconPrice drop by 9.1%
Excellent opportunity for a builder or investor for future development. Residential building lot measuring 100 x 150 ft. lot in beautiful sought after
21 Photos
Last Updated : 21 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N12745392 , Image - 1

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Unit-110, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12745392

Residential Condo & Other (Condo Apartment)

$459000.0
price drop iconPrice drop by 4.2%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Premium ground floor *Fully furnished (optional) CORNER unit*! Extra large space! Rare floorplan with open concept living/kitchen with windows all aro
19 Photos
Last Updated : 21 Days ago
10 Grew Crescent, Simcoe, ON , MLS #S12797200 , Image - 1

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10 Grew Crescent Penetanguishene, Simcoe, ON MLS® S12797200

Residential Freehold (Detached)

$489900.0
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
WALK TO THE WATER, ENJOY ONE-LEVEL LIVING & MAKE TIME FOR WHAT MATTERS MOST! Live the lifestyle you've earned in this beautifully maintained, low-main
48 Photos
Last Updated : 25 Days ago
36 Tecumseth Pines Drive, Simcoe, ON , MLS #N12426310 , Image - 1

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36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12426310

Residential Freehold (Detached)

$499000.0
price drop iconPrice drop by 1.2%
  • 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
13 Photos
Last Updated : 26 Days ago
24 Laguna Parkway, Simcoe, ON , MLS #S12844628 , Image - 1

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Unit-9, 24 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12844628

Residential Condo & Other (Condo Townhouse)

$495000.0
  • 2 Beds
  • 4 Baths
  • 1600-1799 sq-ft
Discover the ultimate lakeside lifestyle in this meticulously maintained and beautifully updated 3-storey townhouse, perfectly situated on the shores
34 Photos
Last Updated : 26 Days ago
8 Culinary Lane, Simcoe, ON , MLS #S12849562 , Image - 1

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8 Culinary Lane
Unit-307, 8 Culinary Lane Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12849562

Residential Condo & Other (Condo Apartment)

$469900.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Welcome to Unit 307 at 8 Culinary Lane - a modern and well-maintained 2-bedroom, 1-bathroom condo located in Barrie's desirable south end community. T
50 Photos
Last Updated : 26 Days ago
48 Madawaska Trail, Simcoe, ON , MLS #S12845620 , Image - 1

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48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S12845620

Residential Freehold (Detached)

$419000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. We're located in t
16 Photos
Last Updated : 26 Days ago
3520 Bennett Avenue, Simcoe, ON , MLS #S12546060 , Image - 1

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3520 Bennett Avenue Rural Severn, Severn, Simcoe, ON MLS® S12546060

Residential Freehold (Detached)

$321000.0
price drop iconPrice drop by 8.3%
  • 1 Baths
  • 700-1100 sq-ft
Small Home & a Beautiful Spot. Possibly this 350k value investment could be turned into 700-800k in a few short months. This property features lots (
44 Photos
Last Updated : 26 Days ago
330 Third Street, Simcoe, ON , MLS #S12846692 , Image - 1

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330 Third Street Midland, Simcoe, ON MLS® S12846692

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming Century Home in the Heart of Midland! Perfect for First-Time Buyers & Young Families! Step into this beautifully renovated and immaculately c
49 Photos
Last Updated : 28 Days ago
750 Johnston Park Avenue, Simcoe, ON , MLS #S12786450 , Image - 1

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Unit-2006, 750 Johnston Park Avenue Collingwood, Simcoe, ON MLS® S12786450

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Step into resort-style living at Lighthouse Point, a coveted waterfront community set on over 125 acres of beautifully landscaped grounds. This sun-fi
13 Photos
Last Updated : 28 Days ago
891 River Road W, Simcoe, ON , MLS #S12380460 , Image - 1

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Unit-1, 891 River Road W Wasaga Beach, Simcoe, ON MLS® S12380460

Residential Condo & Other (Condo Apartment)

$339000.0
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
Location, Lifestyle and Easy Living in Wasaga Beach! Just minutes from the sandy shores of Wasaga Beach and surrounded by endless recreational opportu
1 Photos
Last Updated : 28 Days ago
503 Margaret Street, Simcoe, ON
503 Margaret Street Port McNicoll, Tay, Simcoe, ON MLS® S12838214

Residential Freehold (Vacant Land)

$129900.0
  • < 700 sq-ft
Turn your vision into reality on this great residential building lot in Port McNicoll, a charming waterfront community on the shores of Georgian Bay.
15 Photos
Last Updated : 28 Days ago
553 Tenth Street, Simcoe, ON , MLS #S12501448 , Image - 1

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553 Tenth Street Collingwood, Simcoe, ON MLS® S12501448

Residential Condo & Other (Condo Townhouse)

$359900.0
price drop iconPrice drop by 4.7%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Attention first time home buyers!! This 4-bedroom (3+1) townhouse condo is priced to sell. With a few little cosmetic upgrades, you could transform th
14 Photos
Last Updated : 29 Days ago
PT LT 2 PT 1 Downer Street, Simcoe, ON , MLS #S12835754 , Image - 1

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PT LT 2 PT 1 Downer Street Collingwood, Simcoe, ON MLS® S12835754

Residential Freehold (Vacant Land)

$419000.0
  • < 700 sq-ft
Premium vacant building lot in a highly sought-after Collingwood location, just steps from the sparkling shores of Georgian Bay and minutes to downtow
16 Photos
Last Updated : 29 Days ago
150 AMANDA Street, Simcoe, ON , MLS #S12676848 , Image - 1

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150 AMANDA Street Waubaushene, Tay, Simcoe, ON MLS® S12676848

Residential Freehold (Vacant Land)

$159900.0
Build your dream home on this exceptional corner lot, tucked away on a quiet, low-traffic street in the welcoming community of Waubaushene. Just a sho
42 Photos
Last Updated : 31 Days ago
112 Loggers Run, Simcoe, ON , MLS #S12457097 , Image - 1

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Unit-38, 112 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S12457097

Residential Condo & Other (Condo Townhouse)

$429000.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
This open concept town home is ideal for first-time home buyers, investors or that busy professional who needs close and easy access to the highway. T
21 Photos
Last Updated : 32 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)

$424900.0
  • 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
5 Photos
Last Updated : 33 Days ago
6 Tioga Boulevard, Simcoe, ON , MLS #N12167264 , Image - 1
6 Tioga Boulevard Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12167264

Residential Freehold (Vacant Land)

$365000.0
price drop iconPrice drop by 26.9%
  • < 700 sq-ft
Desirable 1.75 Acre Pie-Shaped Lot In An Established Estate Lot Neighbourhood. Trees Along Rear Boundary With Level Cleared Area To Build Your Dream H
5 Photos
Last Updated : 33 Days ago
67 Wozniak Road, Simcoe, ON , MLS #S12757770 , Image - 1
67 Wozniak Road Penetanguishene, Simcoe, ON MLS® S12757770

Residential Freehold (Vacant Land)

$79900.0
  • < 700 sq-ft
OPPORTUNITY KNOCKS! 50 X 149 FT CLEARED VACANT LOT STEPS FROM GEORGIAN BAY! Discover the perfect canvas for your dream home on this spacious parcel of
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