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Houses for Sale in Simcoe Under $500K - P3

Showing results 61 - 90 of 436
Last Updated: December 07, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 13 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 : 15 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
50 Photos
Last Updated : 16 Days ago
247 Broward Way, Simcoe, ON , MLS #N12410030 , Image - 1

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247 Broward Way
Unit-31, 247 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12410030

Residential Condo & Other (Condo Townhouse)

$319900.0
price drop iconPrice drop by 8.3%
  • 0 +1 Beds
  • 1 Baths
  • 0-499 sq-ft
INVESTOR OPPORTUNITY!!!! Sleek Lakeside Living at Friday Harbor, where every day feels like Friday! Step into year-round resort-style luxury in this b
40 Photos
Last Updated : 16 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
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
23 Photos
Last Updated : 16 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 : 16 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
21 Photos
Last Updated : 16 Days ago
52 Adelaide Street, Simcoe, ON , MLS #S12402206 , Image - 1

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Unit-32, 52 Adelaide Street Allandale, Barrie, Simcoe, ON MLS® S12402206

Residential Condo & Other (Condo Townhouse)

$489000.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Step inside 32-52 Adelaide Street and experience a townhouse designed for modern living and effortless comfort. Backing onto a serene park, this 3-bed
2 Photos
Last Updated : 17 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 : 17 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
22 Photos
Last Updated : 17 Days ago
119 Elizabeth Street, Simcoe, ON , MLS #N12563436 , Image - 1

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119 Elizabeth Street Angus, Essa, Simcoe, ON MLS® N12563436

Residential Freehold (Detached)

$499000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover this charming and well-maintained bungalow in the heart of Angus, featuring 2 bedrooms plus a versatile den/utility room and 1 full bathroom.
19 Photos
Last Updated : 17 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 : 17 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 : 18 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
34 Photos
Last Updated : 18 Days ago
2 Anchorage Crescent, Simcoe, ON , MLS #S12516968 , Image - 1

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Unit-200, 2 Anchorage Crescent Collingwood, Simcoe, ON MLS® S12516968

Residential Condo & Other (Condo Apartment)

$399000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to 2 Anchorage Crescent #200, this is a beautiful 1-bedroom, 1-bathroom corner unit that perfectly blends modern comfort with cozy charm. Enjo
2 Photos
Last Updated : 18 Days ago
13 PT 2 Mapleside Drive, Simcoe, ON , MLS #S12556474 , Image - 1
13 PT 2 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556474

Residential Freehold (Vacant Land)

$239000.0
Cleared & ready to build 60'x93' lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wasaga Be
29 Photos
Last Updated : 18 Days ago
19 Dawson Drive, Simcoe, ON , MLS #S12557918 , Image - 1

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Unit-47, 19 Dawson Drive Collingwood, Simcoe, ON MLS® S12557918

Residential Condo & Other (Condo Townhouse)

$287000.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Best value in Collingwood! Affordable, turn-Key Livingstone Resort Condo! Well-maintained and move-in ready one-bedroom, one-bathroom condo in the sou
21 Photos
Last Updated : 19 Days ago
1 Chamberlain Crescent, Simcoe, ON , MLS #S12424501 , Image - 1

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Unit-102, 1 Chamberlain Crescent Collingwood, Simcoe, ON MLS® S12424501

Residential Condo & Other (Condo Apartment)

$474900.0
price drop iconPrice drop by 5.0%
  • 2 Beds
  • 1 Baths
  • 700-799 sq-ft
End Unit Ground Floor Condo Just Minutes from Blue Mountain Ski Resort Perfect for Winter Lovers! Spacious 2-bedroom, 1-bath end-unit condo. Ideally
25 Photos
Last Updated : 19 Days ago
1654 Viking Marina Road, Simcoe, ON , MLS #S12346817 , Image - 1

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1654 Viking Marina Road Rural Severn, Severn, Simcoe, ON MLS® S12346817

Residential Freehold (Detached)

$485000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Cozy Waterfront Property w/ 50' X 450' Deep Lot. **Front on Matchedash Bay ** Bright & Spacious 2 Bedroom Detached Bungalow Backing onto Trail. Direct
2 Photos
Last Updated : 19 Days ago
13 PT 1 Mapleside Drive, Simcoe, ON , MLS #S12556388 , Image - 1
13 PT 1 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556388

Residential Freehold (Vacant Land)

$249000.0
Cleared & ready to build 68'x91' corner lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wa
4 Photos
Last Updated : 19 Days ago
10 Stoddart Street, Simcoe, ON , MLS #N12256949 , Image - 1
10 Stoddart Street Thornton, Essa, Simcoe, ON MLS® N12256949

Residential Freehold (Vacant Land)

$299900.0
price drop iconPrice drop by 7.7%
  • < 700 sq-ft
Transform your Architectural Dreams into Reality on this 57x164 Feet Building Lot On A Quiet Mature Street in The Quaint Village of Thornton! An Exist
34 Photos
Last Updated : 19 Days ago
275 BROWARD Way, Simcoe, ON , MLS #N12458163 , Image - 1

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275 BROWARD Way
Unit-60, 275 BROWARD Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N12458163

Residential Condo & Other (Condo Apartment)

$338800.0
  • 0 +1 Beds
  • 1 Baths
  • 0-499 sq-ft
Live everyday like it's Friday!!! Friday Harbour is a stunning waterside community that gives a one of a kind experience for homeowners, guest and vis
2 Photos
Last Updated : 19 Days ago
2149 Conc 5 N N/A, Simcoe, ON , MLS #S12554280 , Image - 1
2149 Conc 5 N N/A Rural Clearview, Clearview, Simcoe, ON MLS® S12554280

Residential Freehold (Vacant Land)

$149000.0
  • < 700 sq-ft
Over half acre lot that would qualify for a building permit if combined with a neighbouring lot but presently just a nicely treed lot for weekend enjo
28 Photos
Last Updated : 19 Days ago
120 D'Ambrosio Drive N/A, Simcoe, ON , MLS #S12551204 , Image - 1

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Unit-34, 120 D'Ambrosio Drive N/A Painswick North, Barrie, Simcoe, ON MLS® S12551204

Residential Condo & Other (Condo Townhouse)

$448000.0
  • 2 Beds
  • 1 Baths
  • 1000-1199 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Fully renovated & move-in ready with thousands spent on upgrades, including a modern kitchen with granite c
36 Photos
Last Updated : 20 Days ago
7 60th Street S, Simcoe, ON , MLS #S12461340 , Image - 1

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7 60th Street S Wasaga Beach, Simcoe, ON MLS® S12461340

Residential Freehold (Detached)

$399999.0
price drop iconPrice drop by 8.5%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Nestled in the heart of Wasaga Beach, this property offers a unique opportunity to own a pieceof this vibrant community. This detached single-family h
18 Photos
Last Updated : 20 Days ago
2 EAST Street, Simcoe, ON , MLS #N12437196 , Image - 1

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2 EAST Street Rural Essa, Essa, Simcoe, ON MLS® N12437196

Residential Freehold (Other)

$262900.0
price drop iconPrice drop by 1.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
MOTIVATED SELLER AND QUICK CLOSING AVAILABLE! Nestled on a mature, tree-lined lot in Angus, this charming mobile home offers privacy and peace - await
29 Photos
Last Updated : 20 Days ago
40 Shamrock Crescent, Simcoe, ON , MLS #N12439712 , Image - 1

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40 Shamrock Crescent Rural Essa, Essa, Simcoe, ON MLS® N12439712

Residential Freehold (MobileTrailer)

$419900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
This brand-new mobile home is situated in a quiet, well-maintained Angus park, offering a peaceful and convenient lifestyle. Built on a solid concrete
18 Photos
Last Updated : 20 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #S12304375 , Image - 1

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Unit-205, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® S12304375

Residential Condo & Other (Condo Apartment)

$450000.0
price drop iconPrice drop by 4.2%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Condo Living At The Most Affordable Price in the Building! The Eagle model offers a bright, open-concept 2-bedroom, 2-bathroom condo with 9-foot ceili
23 Photos
Last Updated : 20 Days ago
39 Ferndale Drive S, Simcoe, ON , MLS #S12388419 , Image - 1

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Unit-205, 39 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S12388419

Residential Condo & Other (Condo Apartment)

$475000.0
  • 2 Beds
  • 1 Baths
  • 900-999 sq-ft
REFRESHED 2 BEDROOM CONDO WITH NEARLY 1,000 SQ FT IN SOUGHT-AFTER ARDAGH INCLUDING PARKING & LOCKER! Situated in Barries desirable Ardagh neighbourhoo
8 Photos
Last Updated : 21 Days ago
4797 County Road 90 Road, Simcoe, ON , MLS #N12469870 , Image - 1

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4797 County Road 90 Road Rural Essa, Essa, Simcoe, ON MLS® N12469870

Residential Freehold (Vacant Land)

$340000.0
price drop iconPrice drop by 9.3%
  • < 700 sq-ft
Seize this incredible opportunity to build your dream home or investment property on this spacious 3/4 acre lot in the heart of Essa! Perfectly positi
27 Photos
Last Updated : 22 Days ago
2678 25th Side Road, Simcoe, ON , MLS #N12171168 , Image - 1

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2678 25th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12171168

Residential Freehold (Detached)

$479999.0
price drop iconPrice drop by 6.8%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
A rare opportunity to live and build in beautiful Innisfil Beach. This oversized lot of 50 X 200 feet with and approximate 700 sq ft bungalow frame fe
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