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Houses for Sale in Simcoe Under $500K - P3

Showing results 61 - 90 of 418
Last Updated: December 13, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
15 Photos
Last Updated : 11 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S8364164 , Image - 1
Image With Blur overlay

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Unit-417, 90 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S8364164

Residential Condo & Other (Leasehold Condo)

$399900.0
price drop iconPrice drop by 10.8%
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
The Terraces of Heritage Square is a Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second lev
21 Photos
Last Updated : 11 Days ago
778 William Street, Simcoe, ON , MLS #S12476719 , Image - 1

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Unit-56, 778 William Street Midland, Simcoe, ON MLS® S12476719

Residential Condo & Other (Condo Townhouse)

$375000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
** OPEN HOUSE SUNDAY NOV 30TH 12-3PM** Welcome to this move-in ready Condo Townhouse in Midland, featuring 3 bedrooms and 2 bathrooms with a fully fin
28 Photos
Last Updated : 11 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S12172960 , Image - 1

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147 Dufferin Street Orillia, Simcoe, ON MLS® S12172960

Residential Freehold (Detached)

$359000.0
price drop iconPrice drop by 5.5%
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to this cute and cozy home located in Orillia's West Ward neighbourhood. This home has lots of natural light and plenty of potential for any f
1 Photos
Last Updated : 11 Days ago
39 Royal Oak Drive, Simcoe, ON
39 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12549294

Residential Freehold (Modular Home)

$325000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Bright, full of natural light, comfortable, 2 Bed, 1 Bath home, Renovated for years of worry-free ownership. Modular home located in Royal Oak Estates
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
5 Photos
Last Updated : 13 Days ago
29 Nelson Street, Simcoe, ON , MLS #S12217295 , Image - 1
29 Nelson Street Creemore, Clearview, Simcoe, ON MLS® S12217295

Residential Freehold (Vacant Land)

$324900.0
Visit REALTOR website for additional information. Dreaming of a quieter lifestyle in a charming small town? This recently severed 50 x 165 lot in Cree
5 Photos
Last Updated : 14 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
50 Photos
Last Updated : 14 Days ago
13 Harbour Street W, Simcoe, ON , MLS #S12584390 , Image - 1

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Unit-256, 13 Harbour Street W Collingwood, Simcoe, ON MLS® S12584390

Residential Condo & Other (Condo Apartment)

$497000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Bungalow living with a modern, elevated feel! The updated 2-bedroom, 2-bathroom end-unit offers privacy, comfort, and thoughtful design throughout. Pe
13 Photos
Last Updated : 14 Days ago
1968 Rosemount Road, Simcoe, ON , MLS #S12583144 , Image - 1

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1968 Rosemount Road Waubaushene, Tay, Simcoe, ON MLS® S12583144

Residential Freehold (Vacant Land)

$374777.0
  • < 700 sq-ft
Dreaming of building your perfect home? This 100' x 320' lot offers the ideal opportunity to make it a reality! Centrally located between Barrie, Oril
13 Photos
Last Updated : 15 Days ago
31 PUMPKIN CORNER Crescent, Simcoe, ON , MLS #S12488628 , Image - 1

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Unit-#2, 31 PUMPKIN CORNER Crescent Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12488628

Residential Condo & Other (Condo Apartment)

$498000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Perfecly Price, Elegant And Contemporary 2 Bedroom Stacked Condo in Sought-After Barrie South! Experience refined urban living in this bright and spac
1 Photos
Last Updated : 15 Days ago
Pt 1, 3 3 W Pt Lot 15 RD 274 Concession, Simcoe, ON
Pt 1, 3 3 W Pt Lot 15 RD 274 Concession Midhurst, Springwater, Simcoe, ON MLS® S12069651

Residential Freehold (Vacant Land)

$446165.0
price drop iconPrice drop by 36.3%
  • < 700 sq-ft
Prime 28.64 Acre Vacant Land the Midhurst community of Springwater, Ontario. This is a rare land investment opportunity. You will find this location n
1 Photos
Last Updated : 15 Days ago
8 Mostar Court, Simcoe, ON
8 Mostar Court Midhurst, Springwater, Simcoe, ON MLS® S12069872

Residential Freehold (Vacant Land)

$191165.0
price drop iconPrice drop by 36.3%
  • < 700 sq-ft
Prime 11.83 Acre Vacant Land the Midhurst community of Springwater, Ontario. This is a rare land investment opportunity. You will find this location n
7 Photos
Last Updated : 15 Days ago
Lot 354 Desroches Trail N/A NW, Simcoe, ON , MLS #S12215407 , Image - 1

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Lot 354 Desroches Trail N/A NW Rural Tiny, Tiny, Simcoe, ON MLS® S12215407

Residential Freehold (Vacant Land)

$229000.0
TINY!!! BEST DESTINATION TO LIVE YOUR DREAMS. BUILD YOUR DREAM HOME AT THE BEACH! This one of a kind 100x150 corner lot is within 1 minutes to Lafonta
40 Photos
Last Updated : 15 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S10899627 , Image - 1

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Unit-6201-03, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10899627

Residential Condo & Other (Condo Apartment)

$70000.0
price drop iconPrice drop by 17.6%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Invest in an ownership share of Phase 2 of LIVING WATER RESORT AND SPA on the shores of Georgian Bay in the beautiful town of Collingwood. NOTE: this
38 Photos
Last Updated : 16 Days ago
76 Georgian Glen Drive, Simcoe, ON , MLS #S12579510 , Image - 1

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76 Georgian Glen Drive Wasaga Beach, Simcoe, ON MLS® S12579510

Residential Freehold (Modular Home)

$215000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 76 Georgian Glen Drive, a bright and comfortable 2-bedroom plus den modular home located in the desirable Georgian Glen Estates community.
5 Photos
Last Updated : 17 Days ago
7183 Hwy 93 Highway, Simcoe, ON , MLS #S12576032 , Image - 1
7183 Hwy 93 Highway Rural Tay, Tay, Simcoe, ON MLS® S12576032

Residential Freehold (Vacant Land)

$175000.0
Opportunity knocks at 7183 Highway 93 in the growing community of Wyebridge. This prime piece of land is an excellent option for builders, investors,
30 Photos
Last Updated : 17 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12574974 , Image - 1

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Unit-102, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12574974

Residential Condo & Other (Condo Apartment)

$445000.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome to Spooner Crescent, a modern and well-appointed ground-floor condo offering 2 bedrooms, 2 bathrooms, and underground parking in the desirable
19 Photos
Last Updated : 17 Days ago
3 Brandy Lane Drive, Simcoe, ON , MLS #S12574958 , Image - 1

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Unit-205, 3 Brandy Lane Drive Collingwood, Simcoe, ON MLS® S12574958

Residential Condo & Other (Condo Apartment)

$464900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Welcome To Wyldewood! The Home Of Ski And Golf Enthusiasts. A Four - Season Community In The Heart Of Collingwood. Make This Two Bedroom, 2 Bath Your
36 Photos
Last Updated : 18 Days ago
64 Queen Street S, Simcoe, ON , MLS #N12570812 , Image - 1

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Unit-107, 64 Queen Street S Tottenham, New Tecumseth, Simcoe, ON MLS® N12570812

Residential Condo & Other (Condo Apartment)

$499900.0
  • 1 Beds
  • 2 Baths
  • 800-899 sq-ft
Step into the perfect blend of convenience and comfort with this impressive first floor one bedroom plus den condo. Enjoy the ease of bringing in groc
1 Photos
Last Updated : 18 Days ago
503 Margaret Street, Simcoe, ON
503 Margaret Street Port McNicoll, Tay, Simcoe, ON MLS® S12374871

Residential Freehold (Vacant Land)

$129900.0
price drop iconPrice drop by 10.4%
  • < 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.
45 Photos
Last Updated : 18 Days ago
3 St James Place, Simcoe, ON , MLS #S12570918 , Image - 1

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3 St James Place Wasaga Beach, Simcoe, ON MLS® S12570918

Residential Freehold (Modular Home)

$325000.0
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Experience tranquil, low-maintenance living in this charming two bedroom bungalow located in the highly desi
23 Photos
Last Updated : 18 Days ago
132 Dunedin Street, Simcoe, ON , MLS #S12406088 , Image - 1

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132 Dunedin Street Orillia, Simcoe, ON MLS® S12406088

Residential Freehold (Detached)

$299900.0
price drop iconPrice drop by 11.8%
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Earn sweat equity. Perfect for a handyman. Steps to hospital, park, restaurants. Terrific starter for young ambitious couple. There is a garage but us
49 Photos
Last Updated : 20 Days ago
333 Lafontaine Road W, Simcoe, ON , MLS #S12569568 , Image - 1

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Unit-315, 333 Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S12569568

Residential Condo & Other (Other)

$259900.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to easy, comfortable living in this 55+ life lease community, set on 41 peaceful acres in the hamlet of Lafontaine. This bright third-floor un
40 Photos
Last Updated : 21 Days ago
1230 GRANDVIEW LODGE Road, Simcoe, ON , MLS #S12499034 , Image - 1

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Unit-Beach Chalet #3, 1230 GRANDVIEW LODGE Road Rural Severn, Severn, Simcoe, ON MLS® S12499034

Residential Freehold (Att/Row/Townhouse)

$449900.0
price drop iconPrice drop by 5.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
MOTIVATED SELLER TRY AN OFFER ~ CHRISTMAS SALE~ DON'T PAY ANY LAND TRANSFER TAX ~ The beauty of Grandview and the name speak for itself! It's a little
23 Photos
Last Updated : 21 Days ago
1041 Cook Drive, Simcoe, ON , MLS #S12562114 , Image - 1

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1041 Cook Drive Midland, Simcoe, ON MLS® S12562114

Residential Freehold (Att/Row/Townhouse)

$495500.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully cared-for 3-bedroom, 2-bathroom townhouse, ideally located in one of Midland's most desirable neighbourhoods. Move-in read
38 Photos
Last Updated : 21 Days ago
40 Horseshoe Boulevard, Simcoe, ON , MLS #S12483387 , Image - 1

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Unit-203, 40 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12483387

Residential Condo & Other (Condo Apartment)

$429900.0
  • 1 +1 Beds
  • 2 Baths
  • 700-799 sq-ft
Looking for that perfect winter or summer getaway! This one has it all, This 2 Bedroom (Primary + Den - Has Double Closet & Could be 2nd bedroom), 2 F
2 Photos
Last Updated : 22 Days ago
Lot 77 Mapleside Drive, Simcoe, ON , MLS #S12544558 , Image - 1
Lot 77 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12544558

Residential Freehold (Vacant Land)

$289800.0
Located on the highly desirable west end of Wasaga Beach, this 85-foot building lot offers an exceptional opportunity. The lot can be severed into two
48 Photos
Last Updated : 22 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
19 Photos
Last Updated : 22 Days ago
10 Grew Crescent, Simcoe, ON , MLS #S12563104 , Image - 1

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10 Grew Crescent Penetanguishene, Simcoe, ON MLS® S12563104

Residential Freehold (Detached)

$499900.0
  • 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
1 Photos
Last Updated : 22 Days ago
4138 FOUNTAIN Drive, Simcoe, ON
4138 FOUNTAIN Drive Atherley, Ramara, Simcoe, ON MLS® S12516656

Residential Freehold (Vacant Land)

$99000.0
Level & Cleared Vacant Lot in Ramara Township. 50 FT X 197 Ft. Deeded Access to Lake Simcoe over 4139 Fountain Drive. Buyer to do own Due Diligence. P
32 Photos
Last Updated : 23 Days ago
25 Hawthorne Drive, Simcoe, ON , MLS #N12371630 , Image - 1

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25 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N12371630

Residential Freehold (Modular Home)

$398500.0
price drop iconPrice drop by 7.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This home is sure to please. Located in the vibrant adult community of Sandycove Acres South. This bright and spacious renovated 2 bedroom, 1+1 bath A
Shortlisted Properties
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