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Houses for Sale in Simcoe Under $500K - P7

Showing results 181 - 210 of 1024
Last Updated: November 12, 2026
  • New Listings
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  • Price(Hi-Lo)
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  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
31 Photos
Last Updated : 5 Days ago
13 Sunrise Circle, Simcoe, ON , MLS #N14156240 , Image - 1
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13 Sunrise Circle Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N14156240

Residential Freehold (MobileTrailer)

$335000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Featuring 1,476 square feet of well-planned living space, this inviting bungalow features two generously siz
45 Photos
Last Updated : 6 Days ago
54 Wyandotte Street, Simcoe, ON , MLS #S14154242 , Image - 1

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54 Wyandotte Street Orillia, Simcoe, ON MLS® S14154242

Residential Freehold (Duplex)

$499900.0
  • 3 +3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this updated legal duplex located in an extremely convenient location, just a short walk to the hospital and downtown Orillia! Offering tw
36 Photos
Last Updated : 6 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S13756960 , Image - 1

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Unit-68, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S13756960

Residential Condo & Other (Condo Townhouse)

$380000.0
  • 2 Beds
  • 2 Baths
  • 600-699 sq-ft
One-of-a-kind ground floor condo in Collingwood with incredible outdoor space that truly feels like home. You'll never tire of returning after a day
25 Photos
Last Updated : 6 Days ago
2157 Champlain Road, Simcoe, ON , MLS #S14154394 , Image - 1

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2157 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S14154394

Residential Freehold (Detached)

$369900.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Leave the noise of the city behind and discover this charming cottage nestled in the heart of popular Sawlog Bay in Tiny Township. Set on a private, t
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
12 Photos
Last Updated : 6 Days ago
167 Edgehill Drive, Simcoe, ON , MLS #S14154796 , Image - 1

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Unit-E9, 167 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S14154796

Residential Condo & Other (Condo Apartment)

$329900.0
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
AFFORDABLE TOP-FLOOR CONDO WITH 2 BEDROOMS, A PRIVATE BALCONY, INCLUDED PARKING & AN EXCELLENT WEST BARRIE LOCATION! At 167 Edgehill Drive Unit E9, an
17 Photos
Last Updated : 6 Days ago
25 Lions Gate Boulevard, Simcoe, ON , MLS #S13664570 , Image - 1

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25 Lions Gate Boulevard Little Lake, Barrie, Simcoe, ON MLS® S13664570

Residential Freehold (Att/Row/Townhouse)

$474900.0
price drop iconPrice drop by 7.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
954 sq/ft. 2-bedroom townhouse located just off Livingston Street. A good family home or starter home featuring two bedrooms and a 4-piece bathroom on
16 Photos
Last Updated : 6 Days ago
90 Highland Drive, Simcoe, ON , MLS #S14029628 , Image - 1

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Unit-2290, 90 Highland Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14029628

Residential Condo & Other (Condo Apartment)

$388500.0
  • 2 +2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Unique Two-Unit Condominium in Horseshoe Valley - 90 Highland Drive is an exceptional opportunity for investors or homeowners looking to generate rent
26 Photos
Last Updated : 6 Days ago
76 Linden Lane, Simcoe, ON , MLS #N14105410 , Image - 1

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76 Linden Lane Alcona, Innisfil, Simcoe, ON MLS® N14105410

Residential Freehold (Detached)

$399900.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
PRICED TO SELL! BRAND-NEW, MOVE-IN READY & IMMEDIATE OCCUPANCY AVAILABLE! Why buy an older renovated home when you can own brand-new? Discover excepti
18 Photos
Last Updated : 6 Days ago
681 Yonge Street, Simcoe, ON , MLS #S13794732 , Image - 1

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Unit-524, 681 Yonge Street Painswick South, Barrie, Simcoe, ON MLS® S13794732

Residential Condo & Other (Condo Apartment)

$379000.0
price drop iconPrice drop by 5.2%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to this beautifully appointed 1-bedroom, 1-bathroom suite at 681 Yonge Street! This bright and inviting home features a functional open-concep
13 Photos
Last Updated : 6 Days ago
558 Elizabeth Street, Simcoe, ON , MLS #S14102496 , Image - 1

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558 Elizabeth Street Midland, Simcoe, ON MLS® S14102496

Residential Freehold (Detached)

$459000.0
price drop iconPrice drop by 2.1%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Historic Charm Meets Modern Living in the Heart of Midland. Step into a piece of local history with this one-of-a-kind home originally built in the l
21 Photos
Last Updated : 6 Days ago
34 Dawson Drive, Simcoe, ON , MLS #S14094792 , Image - 1

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Unit-839, 34 Dawson Drive Collingwood, Simcoe, ON MLS® S14094792

Residential Condo & Other (Condo Townhouse)

$449000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Stone Resort and this spacious 2-bedroom, 2-bathroom upper-level condo offering convenient one-level living in a fantastic Collingwo
11 Photos
Last Updated : 6 Days ago
302 Essa Road, Simcoe, ON , MLS #S13470814 , Image - 1

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Unit-505, 302 Essa Road 400 West, Barrie, Simcoe, ON MLS® S13470814

Residential Condo & Other (Condo Apartment)

$399900.0
price drop iconPrice drop by 3.6%
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
WELCOME TO THE LOUVRE! THIS SPACIOUS UNIT IS LOCATED IN THE LARGEST BUILDING AT THE GALLERY, BRIGHT AND CLEAN 869 SQ FEET 1 BEDROOM + DEN, 1 BATHROOM
10 Photos
Last Updated : 6 Days ago
Lot 18 Conc 19 Road W, Simcoe, ON , MLS #S14090268 , Image - 1

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Lot 18 Conc 19 Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14090268

Residential Freehold (Vacant Land)

$140000.0
This over 10 acre parcel could be your own private slice of paradise. The quiet setting offers up many opportunities - short hikes through mixed hard
21 Photos
Last Updated : 6 Days ago
375 Fitton Street, Simcoe, ON , MLS #S14153230 , Image - 1

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375 Fitton Street Midland, Simcoe, ON MLS® S14153230

Residential Freehold (Semi-Detached )

$449900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
5-BEDROOM SEMI-DETACHED HOME ON A QUIET CUL-DE-SAC FEATURING A FINISHED BASEMENT WITH SEPARATE ENTRANCE & A PRIME MIDLAND LOCATION! When schools, park
18 Photos
Last Updated : 6 Days ago
44 Monarchy Street, Simcoe, ON , MLS #S14130510 , Image - 1

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44 Monarchy Street Innis-Shore, Barrie, Simcoe, ON MLS® S14130510

Residential Freehold (Att/Row/Townhouse)

$499777.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 44 Monarchy Street, Barrie, where location, functionality, and opportunity come together! Whether you're a first-time buyer, downsizer, inv
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
50 Photos
Last Updated : 6 Days ago
60 Tecumseth Pines Drive, Simcoe, ON , MLS #N13879374 , Image - 1

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60 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13879374

Residential Freehold (Detached)

$475000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Tecumseth Pines - one of the area's most sought after active adult land lease communities, celebrated for its friendly atmosphere, engaged
48 Photos
Last Updated : 6 Days ago
4 Beck Boulevard, Simcoe, ON , MLS #S13773332 , Image - 1

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Unit-306, 4 Beck Boulevard Penetanguishene, Simcoe, ON MLS® S13773332

Residential Condo & Other (Condo Apartment)

$339900.0
price drop iconPrice drop by 15.0%
  • 1 +1 Beds
  • 2 Baths
  • 900-999 sq-ft
Looking for an effortless, lock & leave lifestyle? Look no further. This well maintained, one bedroom, plus den, shows to perfection. Master bedro
44 Photos
Last Updated : 6 Days ago
8 Belle Isle Arm N/A, Simcoe, ON , MLS #N13847332 , Image - 1

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8 Belle Isle Arm N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13847332

Residential Freehold (Detached)

$289900.0
price drop iconPrice drop by 3.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this lovingly maintained and updated 2 bedroom home located in the desirable adult community of Sandy Cove acres. The new buyers may have t
4 Photos
Last Updated : 6 Days ago
341 Hickling Trail, Simcoe, ON , MLS #S14147306 , Image - 1
341 Hickling Trail Grove East, Barrie, Simcoe, ON MLS® S14147306

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Under Power of Sale. An opportunity awaits for renovators, contractors, and investors looking to unlock the potential of this property! Offering 1,481
42 Photos
Last Updated : 6 Days ago
181 Collier Street, Simcoe, ON , MLS #S14151636 , Image - 1

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Unit-103, 181 Collier Street North Shore, Barrie, Simcoe, ON MLS® S14151636

Residential Condo & Other (Condo Apartment)

$389900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Excellent opportunity to enjoy the sought-after Bay Club condo lifestyle in Barrie's desirable East-End! Ideally situated within walking distance to,
13 Photos
Last Updated : 6 Days ago
1920 Applewood Avenue, Simcoe, ON , MLS #N14099106 , Image - 1

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1920 Applewood Avenue Alcona, Innisfil, Simcoe, ON MLS® N14099106

Residential Freehold (Detached)

$485000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Potential. Possibility. Opportunity.Set within the charming community of Alcona in Innisfil, this property offers an opportunity to reimagine a home a
37 Photos
Last Updated : 6 Days ago
7192 26 Highway, Simcoe, ON , MLS #S13838012 , Image - 1

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7192 26 Highway Stayner, Clearview, Simcoe, ON MLS® S13838012

Residential Freehold (Detached)

$479900.0
price drop iconPrice drop by 4.0%
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Lovely Starter Home on a Large Stayner Lot! A great opportunity to get into the market or downsize into convenient one-level living. This 1,025 sq. ft
5 Photos
Last Updated : 7 Days ago
31 Huron Street, Simcoe, ON , MLS #S14080222 , Image - 1
Unit-413, 31 Huron Street Collingwood, Simcoe, ON MLS® S14080222

Residential Condo & Other (Condo Apartment)

$465000.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Stunning new condo in the heart of Collingwood, perfectly situated near Nottawasaga Bay and offering an exc
32 Photos
Last Updated : 7 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S14151136 , Image - 1

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Unit-310, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14151136

Residential Condo & Other (Condo Apartment)

$419900.0
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Welcome to Unit 310 at 40 Horseshoe Blvd., a bright and stylish 2-bedroom, 2-bathroom corner suite overlooking the 18th hole in the heart of Horseshoe
16 Photos
Last Updated : 7 Days ago
246 Penetanguishene Road, Simcoe, ON , MLS #S14151068 , Image - 1

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Unit-6, 246 Penetanguishene Road Georgian Drive, Barrie, Simcoe, ON MLS® S14151068

Residential Condo & Other (Condo Townhouse)

$419000.0
  • 4 Beds
  • 4 Baths
  • 1200-1399 sq-ft
Whether youre looking to grow your portfolio or step into the market with a smart first property, this stacked townhouse hits all the right notes. Des
30 Photos
Last Updated : 7 Days ago
20 Cameron Drive, Simcoe, ON , MLS #S13659590 , Image - 1

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20 Cameron Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13659590

Residential Freehold (Modular Home)

$399900.0
price drop iconPrice drop by 14.9%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 20 Cameron Drive, offering carefree living in Big Cedar Estates, a resident-owned community located just 10 minutes from Orillia with front
15 Photos
Last Updated : 7 Days ago
9746 Beachwood Road, Simcoe, ON , MLS #S13823082 , Image - 1

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9746 Beachwood Road Collingwood, Simcoe, ON MLS® S13823082

Residential Freehold (Vacant Land)

$194000.0
BUILD YOUR DREAM HOME OR EXPLORE AN EXCITING INVESTMENT OPPORTUNITY! This exceptional vacant lot offers incredible potential for a custom detached hom
7 Photos
Last Updated : 7 Days ago
8 Moore Avenue, Simcoe, ON , MLS #S14150440 , Image - 1

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8 Moore Avenue Rural Tay, Tay, Simcoe, ON MLS® S14150440

Residential Freehold (Vacant Land)

$210000.0
What a great opportunity to own 2 lots. The first lot has over 81' of frontage on Moore Avenue and over 300' of depth. The second lot is 100' by 150
36 Photos
Last Updated : 7 Days ago
317 Broward Way, Simcoe, ON , MLS #N14147576 , Image - 1

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317 Broward Way
Unit-116, 317 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N14147576

Residential Condo & Other (Condo Apartment)

$429900.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to the ultimate resort lifestyle at Friday Harbour, where this rare 750 SF 1 Bedroom with 10'+ ceiling condo is ready to be explored. Expansiv
12 Photos
Last Updated : 7 Days ago
167 Laclie Street, Simcoe, ON , MLS #S13794736 , Image - 1

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167 Laclie Street Orillia, Simcoe, ON MLS® S13794736

Residential Freehold (Detached)

$329900.0
price drop iconPrice drop by 10.6%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 167 Laclie St, Orillia - a well-located property offering flexibility, recent improvements and exciting value-add potential. Set in an esta
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