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Houses for Sale in Simcoe Under $500K - P34

Showing results 991 - 1020 of 1093
Last Updated: August 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
25 Photos
Last Updated : 100 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S12973700 , Image - 1
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Unit-3, 4 Paradise Boulevard Brechin, Ramara, Simcoe, ON MLS® S12973700

Residential Condo & Other (Condo Townhouse)

$410000.0
price drop iconPrice drop by 3.5%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
This waterfront community offers a charming 2-bedroom, 1.5-bath townhome just steps from a private beach on beautiful Lake Simcoe. The open-concept ki
3 Photos
Last Updated : 100 Days ago
1125 Wood Road, Simcoe, ON , MLS #S12910944 , Image - 1
1125 Wood Road Rural Tay, Tay, Simcoe, ON MLS® S12910944

Residential Freehold (Vacant Land)

$460777.0
Private over 2-acre building lot located in beautiful Tay Township. Enjoy peaceful country living while being just a short drive to Orillia, Barrie, M
7 Photos
Last Updated : 100 Days ago
1422 Maple Way, Simcoe, ON , MLS #N13083368 , Image - 1

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1422 Maple Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13083368

Residential Freehold (Vacant Land)

$299000.0
  • < 700 sq-ft
Exceptional opportunity for end users, builders, and long-term investors to secure a registered residential vacant lot in one of Innisfil's most estab
13 Photos
Last Updated : 101 Days ago
454 Bay Street, Simcoe, ON , MLS #S13045272 , Image - 1

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454 Bay Street Orillia, Simcoe, ON MLS® S13045272

Residential Freehold (Vacant Land)

$499900.0
Rare opportunity to build your dream home on a private, mature lot in Orillia's desirable North Ward. This partially cleared 100 x 200 ft property bac
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
16 Photos
Last Updated : 101 Days ago
39 Beck Street, Simcoe, ON , MLS #S12948158 , Image - 1

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39 Beck Street Wasaga Beach, Simcoe, ON MLS® S12948158

Residential Freehold (Detached)

$489000.0
price drop iconPrice drop by 8.4%
  • 4 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 39 Beck Street in the heart of Wasaga Beach! Just steps from the famous Beach Area 1, this charming cottage offers an unbeatable location f
27 Photos
Last Updated : 101 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N13079550 , Image - 1

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Unit-106, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13079550

Residential Condo & Other (Condo Apartment)

$429900.0
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to this beautifully upgraded one-bedroom luxury condo in an exceptional waterfront location on Lake Simcoe, just steps to a stunning sandy bea
13 Photos
Last Updated : 101 Days ago
299 Cundles Road E, Simcoe, ON , MLS #S12990310 , Image - 1

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Unit-608, 299 Cundles Road E Alliance, Barrie, Simcoe, ON MLS® S12990310

Residential Condo & Other (Condo Apartment)

$407000.0
price drop iconPrice drop by 2.9%
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
One bedroom + den on the 6th floor of conveniently located condo. Enjoy the convenience of all the amenities nearby: shopping, L.A. Fitness, Cineplex
3 Photos
Last Updated : 101 Days ago
2900 Warren Road, Simcoe, ON , MLS #S13073792 , Image - 1
2900 Warren Road Brechin, Ramara, Simcoe, ON MLS® S13073792

Residential Freehold (Vacant Land)

$225000.0
  • < 700 sq-ft
Top 5 Reasons You'll Love This Land! 1) Perfect Vacant Lot To Build A Home In A Popular Lakeside Area! 2) New Homes Being Built In The Community And L
6 Photos
Last Updated : 102 Days ago
5766 Penetanguishene Highway, Simcoe, ON , MLS #S13075354 , Image - 1

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5766 Penetanguishene Highway Rural Springwater, Springwater, Simcoe, ON MLS® S13075354

Residential Freehold (Vacant Land)

$319000.0
  • < 700 sq-ft
Client Remks: Great opportunity to build on premium .65 acre lot with 98 foot frontage on Penetanguishene Service Road (off of Hwy 93) & N Orr Lake Ro
7 Photos
Last Updated : 103 Days ago
31 Spruce Street, Simcoe, ON , MLS #S13075034 , Image - 1

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31 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13075034

Residential Freehold (Vacant Land)

$499000.0
Welcome to Your Future Dream Lot! Discover an incredible building lot surrounded by prestigious, high-end homes. This prime piece of land comes with t
8 Photos
Last Updated : 103 Days ago
00000 Baywood Way, Simcoe, ON , MLS #S13074584 , Image - 1

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00000 Baywood Way Wasaga Beach, Simcoe, ON MLS® S13074584

Residential Freehold (Vacant Land)

$279000.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Spacious corner lot offering over .30 acres with generous dimensions (60 x 185 x 92 x 180), providing pl
16 Photos
Last Updated : 104 Days ago
13 Cheltenham Road, Simcoe, ON , MLS #S12846644 , Image - 1

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Unit-5, 13 Cheltenham Road Georgian Drive, Barrie, Simcoe, ON MLS® S12846644

Residential Condo & Other (Condo Apartment)

$459900.0
  • 0 +3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Home Sweet Home! This 2 story Condo is priced to sell! Wonderfully Bright & Modern over 1000 sq ft Unit w/2 Large Bedrooms, Plus Den/Office and 2 Bath
15 Photos
Last Updated : 104 Days ago
5496 Fairvalley Road, Ramara Road, Simcoe, ON , MLS #S13069512 , Image - 1

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5496 Fairvalley Road, Ramara Road Rural Ramara, Ramara, Simcoe, ON MLS® S13069512

Residential Freehold (Vacant Land)

$197000.0
Build your dream in the heart of Ramara with this desirable level building lot located at 5496 Fairvalley Rd. Offering a mostly flat and usable parcel
9 Photos
Last Updated : 104 Days ago
3282 Ogdens Beach Road, Simcoe, ON , MLS #S13067668 , Image - 1

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Unit-62, 3282 Ogdens Beach Road Midland, Simcoe, ON MLS® S13067668

Residential Freehold (Detached)

$189900.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled on an interior waterfront lot with stunning views of the marina harbour, this charming 3-bedroom, 1-bathroom Wanakita Model offers an affordab
7 Photos
Last Updated : 104 Days ago
1045 Larch Street, Simcoe, ON , MLS #N13060488 , Image - 1

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1045 Larch Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13060488

Residential Freehold (Vacant Land)

$295000.0
  • < 700 sq-ft
Incredible Opportunity with Exclusive Residents-Only Access to Belle Aire Private Beach! Build your dream home or cottage on this sprawling 50 x 145 l
15 Photos
Last Updated : 105 Days ago
Lot 25 Champlain Road, Simcoe, ON , MLS #S13065150 , Image - 1

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Lot 25 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13065150

Residential Freehold (Vacant Land)

$175000.0
Enjoy lakeside living with beach access when you build your dream home or cottage . Welcome to Lot 25 Champlain Road backing on the Awenda Park and ac
27 Photos
Last Updated : 105 Days ago
75 Ellen Street, Simcoe, ON , MLS #S13064452 , Image - 1

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Unit-506, 75 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13064452

Residential Condo & Other (Condo Apartment)

$345000.0
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Beautiful year round views of Kempenfelt Bay. Spacious but cozy 640 sq ft 1 bedroom, 1 bathroom condo on the 5th floor. Galley style kitchen with st
5 Photos
Last Updated : 105 Days ago
1418 Maple Way, Simcoe, ON , MLS #N13063798 , Image - 1
1418 Maple Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13063798

Residential Freehold (Vacant Land)

$235000.0
Attention builders and investors! Don't miss the chance to create your dream retreat or new forever home on this beautiful vacant lot, nestled on a se
5 Photos
Last Updated : 105 Days ago
463 Atherley Road, Simcoe, ON , MLS #S12966858 , Image - 1
463 Atherley Road Orillia, Simcoe, ON MLS® S12966858

Residential Freehold (Vacant Land)

$450000.0
23 Photos
Last Updated : 106 Days ago
382 West Street N, Simcoe, ON , MLS #S13057842 , Image - 1

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382 West Street N Orillia, Simcoe, ON MLS® S13057842

Residential Freehold (Detached)

$375000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Attention Builders/Developers/Investors. This may be the development/investment property you've been looking for. Property is being sold primarily as
47 Photos
Last Updated : 106 Days ago
85 Theme Park Drive, Simcoe, ON , MLS #S12949140 , Image - 1

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Unit-G4, 85 Theme Park Drive Wasaga Beach, Simcoe, ON MLS® S12949140

Residential Freehold (MobileTrailer)

$149999.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Nestled in a secluded haven on a corner lot within the beloved Countrylife Resort, this Huron Ridge Resort Cottage (2001) invites you into a world whe
10 Photos
Last Updated : 107 Days ago
6411 Concession 4 Road, Simcoe, ON , MLS #N13054118 , Image - 1

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6411 Concession 4 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13054118

Residential Freehold (Vacant Land)

$399900.0
  • < 700 sq-ft
Scenic 1 Acre Building Lot ready for you to build your dream home. Surrounded by nature and tranquil views, and century old mature oak trees, this lot
7 Photos
Last Updated : 107 Days ago
257 Robins Point Road, Simcoe, ON , MLS #S13051686 , Image - 1

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257 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S13051686

Residential Freehold (Vacant Land)

$289000.0
  • < 700 sq-ft
An incredible parcel of land awaits to build your dream home, perfectly situated across from the stunning shores of Georgian Bay! This lot offers peac
25 Photos
Last Updated : 108 Days ago
94 Dean Avenue, Simcoe, ON , MLS #S12359793 , Image - 1

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Unit-417, 94 Dean Avenue Painswick South, Barrie, Simcoe, ON MLS® S12359793

Residential Condo & Other (Leasehold Condo)

$459000.0
price drop iconPrice drop by 3.4%
  • 1 Beds
  • 1 Baths
  • 800-899 sq-ft
The Terraces of Heritage Square is an Adult over 60+ building. These buildings have lots to offer, Party rooms, library, computer room and a second le
14 Photos
Last Updated : 108 Days ago
1 (part1) Baycrest Drive, Simcoe, ON , MLS #S13049578 , Image - 1

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1 (part1) Baycrest Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13049578

Residential Freehold (Vacant Land)

$399999.0
Prime vacant lot opportunity! Attention investors, builders, and developers! Don't miss this rare chance to secure a prime in-town vacant lot in the e
14 Photos
Last Updated : 108 Days ago
00000 River Road E, Simcoe, ON , MLS #S12487422 , Image - 1

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00000 River Road E Wasaga Beach, Simcoe, ON MLS® S12487422

Residential Freehold (Vacant Land)

$388000.0
price drop iconPrice drop by 2.8%
Very Rare find. A standard, buildable, vacant, through-lot on a great road. Only a block away from a beach in the Town of Wasaga Beach. This throug
2 Photos
Last Updated : 108 Days ago
87 Vincent Circle, Simcoe, ON , MLS #S13048328 , Image - 1
87 Vincent Circle Rural Tiny, Tiny, Simcoe, ON MLS® S13048328

Residential Freehold (Vacant Land)

$299900.0
Welcome to 87 Vincent Circle in the sought-after Tiny Beaches community. An exceptional opportunity to build in one of the area's most desirable and n
25 Photos
Last Updated : 108 Days ago
375 Sea Ray Avenue, Simcoe, ON , MLS #N13046632 , Image - 1

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Unit-116, 375 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N13046632

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Beautiful 2 Bedroom, 2 Bathroom Newly Renovated Unit in the Aquarius Building at Friday Harbour. Unit Boast 9ft Ceilings, Designer Lighting Fixtures T
12 Photos
Last Updated : 108 Days ago
170 Berczy Street, Simcoe, ON , MLS #S13046438 , Image - 1

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170 Berczy Street Wellington, Barrie, Simcoe, ON MLS® S13046438

Residential Freehold (Vacant Land)

$314900.0
Build your dream home or investment property on a 51 x 92 ft lot in the heart of Barrie! This vacant lot currently zoned R2 (see NOTE below) offers ex
28 Photos
Last Updated : 109 Days ago
2 Mimosa Crescent, Simcoe, ON , MLS #N13046048 , Image - 1

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2 Mimosa Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13046048

Residential Freehold (Detached)

$275000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Retirement at its finest ! Located just south of Barrie, this great size home is an Argus model and features just over 1200 sq feet of living space.
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