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Houses for Sale in Simcoe Under $500K - P26

Showing results 751 - 780 of 1115
Last Updated: September 27, 2026
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  • Price(Hi-Lo)
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14 Photos
Last Updated : 47 Days ago
80 Horseshoe Boulevard, Simcoe, ON , MLS #S13659946 , Image - 1
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Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13659946

Residential Condo & Other (Condo Apartment)

$459999.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. B
24 Photos
Last Updated : 47 Days ago
15 Cherrywood Lane, Simcoe, ON , MLS #N13664274 , Image - 1

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15 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13664274

Residential Freehold (Detached)

$395000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Fully Renovated Low-Maintenance Bungalow With A Private Treed Yard & Stylish Interior! Your jaw might hit the floor the second you walk into this far-
8 Photos
Last Updated : 47 Days ago
Pt Lt 19 Line 8N N/A, Simcoe, ON , MLS #S13663050 , Image - 1

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Pt Lt 19 Line 8N N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13663050

Residential Freehold (Vacant Land)

$249900.0
Top 5 Reasons You Will Love This Property: 1) Fantastic opportunity to own 2.3 acres in beautiful, Oro-Medonte 2) Build a dream home on a wooded prope
42 Photos
Last Updated : 47 Days ago
184 Eighth Street, Simcoe, ON , MLS #S13649502 , Image - 1

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Unit-203, 184 Eighth Street Collingwood, Simcoe, ON MLS® S13649502

Residential Condo & Other (Condo Apartment)

$330000.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Experience the best of four-season living in this bright and spacious 2-bedroom, 1-bathroom condo, ideally located in the heart of Collingwood. Whethe
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
43 Photos
Last Updated : 47 Days ago
132 Park Road, Simcoe, ON , MLS #S13662464 , Image - 1

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132 Park Road Rural Tiny, Tiny, Simcoe, ON MLS® S13662464

Residential Freehold (Detached)

$499900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Perfectly positioned between the sandy shores of Allenwood Beach in Tiny Township and Woodland Beach in Wasaga Beach, this charming chalet offers an e
4 Photos
Last Updated : 47 Days ago
PTS1,2,3,4,5,6&751R35480 Rue Karola N/A, Simcoe, ON , MLS #S13645922 , Image - 1
PTS1,2,3,4,5,6&751R35480 Rue Karola N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13645922

Residential Freehold (Vacant Land)

$345900.0
Discover the perfect setting for your future home or cottage on this picturesque 2.21-acre lot in beautiful Tiny Township. Tucked away at the end of a
3 Photos
Last Updated : 47 Days ago
PT 7 ON PL 51R32735 Rue Karola N/A, Simcoe, ON , MLS #S13644478 , Image - 1
PT 7 ON PL 51R32735 Rue Karola N/A Rural Tiny, Tiny, Simcoe, ON MLS® S13644478

Residential Freehold (Vacant Land)

$345900.0
Build your dream home or weekend retreat on this beautiful 2.55-acre parcel in the heart of Tiny Township. Nestled on a quiet road, this peaceful prop
14 Photos
Last Updated : 47 Days ago
23 Dawson Drive, Simcoe, ON , MLS #S13661838 , Image - 1

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Unit-93, 23 Dawson Drive Collingwood, Simcoe, ON MLS® S13661838

Residential Condo & Other (Condo Townhouse)

$449900.0
  • 2 Beds
  • 2 Baths
  • 600-699 sq-ft
Pride of ownership can be seen in this 2 bedroom/2 bathroom condo at Cranberry/Living Stone. Open concept unit features newer flooring and a large so
19 Photos
Last Updated : 47 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
33 Photos
Last Updated : 48 Days ago
5 Winters Crescent NW, Simcoe, ON , MLS #S13647122 , Image - 1

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5 Winters Crescent NW Collingwood, Simcoe, ON MLS® S13647122

Residential Condo & Other (Condo Townhouse)

$479900.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Nestled into a cozy CRESCENT of MODERN TOWNES this BIRCH INTERIOR UNIT aims to please. With a soaring exterior, lots of windows complimented by BRICK
2 Photos
Last Updated : 48 Days ago
82 First Lane, Simcoe, ON , MLS #S13659334 , Image - 1
82 First Lane Wasaga Beach, Simcoe, ON MLS® S13659334

Residential Freehold (Vacant Land)

$419900.0
47 Photos
Last Updated : 48 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13658908 , Image - 1

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Unit-24, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13658908

Residential Condo & Other (Condo Townhouse)

$418000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
!! WATERFRONT!! Beautifully renovated, open concept by professional designer top to bottom to code. A truly affordable townhome, live full-time or as
23 Photos
Last Updated : 48 Days ago
492 Laclie Street, Simcoe, ON , MLS #S13504794 , Image - 1

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Unit-204, 492 Laclie Street Orillia, Simcoe, ON MLS® S13504794

Residential Condo & Other (Condo Apartment)

$325000.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
Just minutes away you'll find the sparkling waterfront at Couchiching Beach Park, scenic walking and cycling trails, marinas, and golf at the nearby C
24 Photos
Last Updated : 48 Days ago
11 Knox Road E, Simcoe, ON , MLS #S13164158 , Image - 1

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11 Knox Road E Wasaga Beach, Simcoe, ON MLS® S13164158

Residential Freehold (Vacant Land)

$475000.0
Nestled along the bend of the Nottawasaga River, this exceptional parcel of land is a rare opportunity waiting to be discovered. Offering over 2 acres
15 Photos
Last Updated : 48 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S13658428 , Image - 1

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Unit-57, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13658428

Residential Condo & Other (Condo Apartment)

$449990.0
  • 2 Beds
  • 2 Baths
  • 700-799 sq-ft
BRIGHT UPPER UNIT IN GLEN II CRANBERRY VILLAGE. CARPET FREE! OPEN CONCEPT, SUN FILLED UNIT, 2 BED, 2 BATH. WOOD FIREPLACE, UPGRADED BREAKFAST BAR. LAR
46 Photos
Last Updated : 48 Days ago
4294 Canal Road, Simcoe, ON , MLS #S13658286 , Image - 1

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4294 Canal Road Washago, Severn, Simcoe, ON MLS® S13658286

Residential Freehold (Detached)

$375000.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Discover this fully renovated 3-season waterfront cottage, offering a large lot, beautiful water views, and ample parking. Enjoy boating and swimming
19 Photos
Last Updated : 48 Days ago
56 Lakeside Terrace, Simcoe, ON , MLS #S13657872 , Image - 1

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Unit-1203, 56 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13657872

Residential Condo & Other (Condo Apartment)

$428000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Bright & Modern 1-Bedroom with Lake ViewsThis open-concept 1-bedroom unit features modern finishes, brand-new stainless steel appliances, stone counte
35 Photos
Last Updated : 48 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13657722 , Image - 1

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Unit-Unit 4, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13657722

Residential Condo & Other (Condo Townhouse)

$429649.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Harbour Village, Located in the Heart of Ontario's Lake Country in Beautiful Lagoon City on Lake Simcoe. This Updated 2 Bedroom/2 Bathroom
31 Photos
Last Updated : 48 Days ago
15 Jennings Drive, Simcoe, ON , MLS #S13063960 , Image - 1

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15 Jennings Drive Penetanguishene, Simcoe, ON MLS® S13063960

Residential Freehold (Semi-Detached )

$479900.0
price drop iconPrice drop by 5.7%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Lovely 3 bedroom, 1 bathroom semi detached home (only attached by the oversized garage) and sitting on a fully fenced large yard, backing onto the qui
32 Photos
Last Updated : 48 Days ago
2968 Murphy Place, Simcoe, ON , MLS #N13657152 , Image - 1

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2968 Murphy Place Rural Innisfil, Innisfil, Simcoe, ON MLS® N13657152

Residential Freehold (Att/Row/Townhouse)

$499500.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 2968 Murphy Place in beautiful Innisfil, offering an exceptional opportunity to enjoy relaxed living just moments from the shores of Lake S
12 Photos
Last Updated : 48 Days ago
61 Green Point Road, Simcoe, ON , MLS #S13622300 , Image - 1

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61 Green Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S13622300

Residential Freehold (Vacant Land)

$399000.0
price drop iconPrice drop by 6.1%
A rare gem at Thunder Beach: the last nearly ONE acre lot on Green Point with deeded access to a private, all white sand beach with clean & clear wate
37 Photos
Last Updated : 48 Days ago
4 Spice Way, Simcoe, ON , MLS #S13656322 , Image - 1

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4 Spice Way
Unit-213, 4 Spice Way Innis-Shore, Barrie, Simcoe, ON MLS® S13656322

Residential Condo & Other (Condo Apartment)

$442800.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Welcome to Bistro 6, where modern living meets everyday convenience in Barrie's desirable south end! This bright and spacious 1-bedroom plus den condo
10 Photos
Last Updated : 49 Days ago
1017 Line 8 North Line, Simcoe, ON , MLS #S13655598 , Image - 1

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1017 Line 8 North Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13655598

Residential Freehold (Vacant Land)

$479900.0
*** AN EXCEPTIONAL OPPORTUNITY FOR BUILDERS, DEVELOPERS, OR ANYONE READY TO CREATE THEIR DREAM HOME * THIS PICTURESQUE 2.03-ACRE PARCEL (285 X 310) SI
34 Photos
Last Updated : 49 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)

$474900.0
price drop iconPrice drop by 5.0%
  • 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
13 Photos
Last Updated : 50 Days ago
292 MILLARD Street, Simcoe, ON , MLS #S13209562 , Image - 1

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292 MILLARD Street Orillia, Simcoe, ON MLS® S13209562

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 8.4%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention first-time homebuyers and investors! This raised bungalow in Orillia's desirable South Ward sits on an oversized 43 x 175 ft lot and offers
15 Photos
Last Updated : 51 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S13611308 , Image - 1

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Unit-6412/14, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S13611308

Residential Condo & Other (Condo Apartment)

$34900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Top-Floor Waterfront Living in Collingwood with all maintenance fees paid until 2028! Pack your bags and unwind at Living Water Resort & Spa, a premie
1 Photos
Last Updated : 51 Days ago
0 PTLT32 CON3 NOTTAWASAGA PT 307, R706 Mighton Cr N/A, Simcoe, ON
0 PTLT32 CON3 NOTTAWASAGA PT 307, R706 Mighton Cr N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13651982

Residential Freehold (Vacant Land)

$55000.0
Vacant lot in Schell Farm. One of the largest lots in the neighbourhood: 29,482 SQ FT. Centrally located between Wasaga Beach, Collingwood & Stayner,
1 Photos
Last Updated : 51 Days ago
0 PT LT32 CON3 NOTTAWASAGA PT LT32 CON3 NOTTAWASAGA N/A, Simcoe, ON
0 PT LT32 CON3 NOTTAWASAGA PT LT32 CON3 NOTTAWASAGA N/A Rural Clearview, Clearview, Simcoe, ON MLS® S13651294

Residential Freehold (Vacant Land)

$55000.0
Vacant lot in Schell Farm. One of the largest lots in the neighbourhood: 25,188 SQ FT. Centrally located between Wasaga Beach, Collingwood & Stayner,
29 Photos
Last Updated : 51 Days ago
10 & 11 Methodist Island N/A, Simcoe, ON , MLS #S13611936 , Image - 1

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10 & 11 Methodist Island N/A Port McNicoll, Tay, Simcoe, ON MLS® S13611936

Residential Freehold (Detached)

$499900.0
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to the kind of cottage where family traditions begin and are passed down for generations. A place where mornings start with coffee on the deck
43 Photos
Last Updated : 51 Days ago
2865 Severn River N/A, Simcoe, ON , MLS #S13604700 , Image - 1

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2865 Severn River N/A Rural Severn, Severn, Simcoe, ON MLS® S13604700

Residential Freehold (Detached)

$499000.0
  • 6 Beds
  • 3 Baths
  • 1500-2000 sq-ft
SEVERN RIVER - BOAT ACCESS ONLY - If These Walls Could Talk...They would Tell The Story of The Severn River. Approximately Three-Quarters of The Main
Shortlisted Properties
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