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Houses for Sale in Simcoe Under $500K - P14

Showing results 391 - 420 of 436
Last Updated: December 07, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
16 Photos
Last Updated : 152 Days ago
98 Vanier Rue, Simcoe, ON , MLS #40698450 , Image - 1
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98 Vanier Rue Rural Tiny, Tiny, Simcoe, ON MLS® 40698450

Land (Residential)

$315000
Nestled in the highly desirable area of Lafontaine, this beautiful lot presents a unique opportunity to build your dream home within steps of three pu
6 Photos
Last Updated : 152 Days ago
0 Taylorwoods Boulevard, Simcoe, ON , MLS #40675041 , Image - 1

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0 Taylorwoods Boulevard Alcona, Innisfil, Simcoe, ON MLS® 40675041

Land (Residential)

$199900
Excellent opportunity for builder/developer or those looking for a reasonably priced lot with municipal services. Sewer, water and gas available at lo
7 Photos
Last Updated : 152 Days ago
73B Courtland Street, Simcoe, ON , MLS #40672542 , Image - 1

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73B Courtland Street Atherley, Ramara, Simcoe, ON MLS® 40672542

Land (Residential)

$199900
So Many Options Here!! Zoned as VR you have many options from building a detached dwelling to mutliple dwellings to home occupation and more! Check fo
6 Photos
Last Updated : 152 Days ago
LOT 9 Cornell Drive, Simcoe, ON , MLS #40663747 , Image - 1

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LOT 9 Cornell Drive Midland, Simcoe, ON MLS® 40663747

Land (Residential)

$249000
price drop iconPrice drop by 16.7%
For additional information, please click on Brochure button below. Seize the opportunity to own this exceptional 100 x 98 ft sloping lot with rare dee
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
13 Photos
Last Updated : 152 Days ago
LOT F20 Nippissing Ridge Road, Simcoe, ON , MLS #XH4193472 , Image - 1

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LOT F20 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® XH4193472

Land (Residential)

$319000
price drop iconPrice drop by 8.6%
Residential Lot #F20 in the Exclusive Cedar Ridge Community. Stunning approximately 1.48 Acres Of Sprawling Forest, with access to 350 feet Of Waterfr
27 Photos
Last Updated : 219 Days ago
430 Essa Road, Simcoe, ON , MLS #40710575 , Image - 1

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Unit-304, 430 Essa Road Holly, Barrie, Simcoe, ON MLS® 40710575

Residential (Condo/Apartment Unit)

$2300
price drop iconPrice drop by 4.2%
  • 1 Beds
  • 2 Baths
  • 809 sq-ft
Ultra Modern 3 Year Old 1 Bedroom Plus Den/Bedroom, 4PC Ensuite Bath and 3 Pc Main Bath, 2 PARKING SPACES ON MAIN LEVEL PARKING GARAGE, Wheel Chair Ac
42 Photos
Last Updated : 256 Days ago
74 Ross Street, Simcoe, ON , MLS #40681253 , Image - 1

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Unit-53, 74 Ross Street Queen's Park, Barrie, Simcoe, ON MLS® 40681253

Residential (Condo/Apartment Unit)

$449000
price drop iconPrice drop by 6.3%
  • 1 Beds
  • 1 Baths
  • 852 sq-ft
Charming 55+ Condo with Modern Upgrades – 852 Sq. Ft. – Utilities Included! This updated 1 bedroom Plus a Den unit features great accomodations for yo
28 Photos
Last Updated : 263 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #40699334 , Image - 1

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Unit-504, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® 40699334

Residential (Condo/Apartment Unit)

$449900
  • 1 Beds
  • 1 Baths
  • 775 sq-ft
This beautifully updated 1-bed + den, 1-bath condo offers south-west exposure with fantastic views of Kempenfelt Bay, the marina, and downtown Barrie.
12 Photos
Last Updated : 292 Days ago
193 Robins Point Road, Simcoe, ON , MLS #40650942 , Image - 1

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193 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® 40650942

Land (Residential)

$275000
This private lot offers the perfect setting for your dream home or cottage, just steps from the stunning shores of Georgian Bay with convenient water
2 Photos
Last Updated : 298 Days ago
147 Dufferin Street, Simcoe, ON , MLS #40680343 , Image - 1
147 Dufferin Street Orillia, Simcoe, ON MLS® 40680343

Residential (Single Family Residence)

$380000
price drop iconPrice drop by 9.3%
  • 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 andplenty of potential for any fi
23 Photos
Last Updated : 310 Days ago
17 Spooner Crescent, Simcoe, ON , MLS #40645535 , Image - 1

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Unit-107, 17 Spooner Crescent Collingwood, Simcoe, ON MLS® 40645535

Residential (Condo/Apartment Unit)

$494900
  • 2 Beds
  • 2 Baths
  • 887 sq-ft
2.99% BUILDER FINANCING AVAILABLE ON APPROVED CREDIT. 2 YEAR TERM! Payment as low as $1331 per month.* BRAND NEW CONDO AT THE VIEW on the main floor.
10 Photos
Last Updated : 311 Days ago
102 Victoria Street, Simcoe, ON , MLS #40693296 , Image - 1

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102 Victoria Street Orillia, Simcoe, ON MLS® 40693296

Residential (Single Family Residence)

$339900
  • 3 Beds
  • 1 Baths
  • 830 sq-ft
Attention First-Time Homebuyers, Investors, and Home Renovators!This charming 3-bedroom, 1-bathroom home sits on a 37 x 89 ft lot and offers fantastic
19 Photos
Last Updated : 324 Days ago
112 Simcoe Road, Simcoe, ON , MLS #40681619 , Image - 1

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Unit-201, 112 Simcoe Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® 40681619

Residential (Condo/Apartment Unit)

$489000
price drop iconPrice drop by 2.0%
  • 1 Beds
  • 1 Baths
  • 880 sq-ft
Welcome Home to this beautifully updated 1-bedroom condo nestled in the heart of Bradford! This inviting home is move-in ready featuring an updated ki
8 Photos
Last Updated : 328 Days ago
311 Talbot St, Simcoe, ON , MLS #40679110 , Image - 1

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311 Talbot St Port McNicoll, Tay, Simcoe, ON MLS® 40679110

Land (Residential)

Price On Request
POWER OF SALE: Southern Georgian Bay 825 acres Waterfront Development including Draft Plan Approved Skyline Cargill PierSubdivision. Located 70 miles
9 Photos
Last Updated : 332 Days ago
LOT 3 Champlain Road, Simcoe, ON , MLS #40678703 , Image - 1

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LOT 3 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® 40678703

Land (Residential)

$247777
Check this out. Looking to build? Welcome to this wonderful Vacant lot on Champlain Road right across the street to beautiful Georgian Bay. Build your
34 Photos
Last Updated : 334 Days ago
438 Oxbow Crescent, Simcoe, ON , MLS #40674788 , Image - 1

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438 Oxbow Crescent Collingwood, Simcoe, ON MLS® 40674788

Residential (Row/Townhouse)

$369900
price drop iconPrice drop by 7.5%
  • 1 Beds
  • 2 Baths
  • 630 sq-ft
Welcome to this adorable 1 bedroom, 2 bath bathroom abode nestled in the pines. Featuring all one level living, cathedral ceilings, gas fireplace and
8 Photos
Last Updated : 334 Days ago
LOT 25 Longdale Road, Simcoe, ON , MLS #40677401 , Image - 1

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LOT 25 Longdale Road Wasaga Beach, Simcoe, ON MLS® 40677401

Land (Residential)

$325000
Prime Half-Acre Building Lot in Wasaga Beach – Perfect for Your Dream Home! Discover the ideal location to build your dream home on this spacious, pri
1 Photos
Last Updated : 334 Days ago
373 Dunkerron Avenue, Simcoe, ON
373 Dunkerron Avenue Wasaga Beach, Simcoe, ON MLS® 40677390

Land (Residential)

$399900
Prime Residential Building Lot in Wasaga Beach - Steps to Georgian Bay! A rare opportunity to own a prime residential building lot in the heart of Was
23 Photos
Last Updated : 337 Days ago
1095 Mississaga Street, Simcoe, ON , MLS #40668724 , Image - 1

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Unit-77, 1095 Mississaga Street Orillia, Simcoe, ON MLS® 40668724

Residential (Row/Townhouse)

$436000
  • 3 Beds
  • 1 Baths
  • 1078 sq-ft
Situated in a desirable neighborhood, this 3 bedroom townhome is perfect for first time buyers, downsizers and families. Newer kitchen with newer appl
49 Photos
Last Updated : 351 Days ago
501 Bryne Drive, Simcoe, ON , MLS #XH4203200 , Image - 1

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501 Bryne Drive 400 West, Barrie, Simcoe, ON MLS® XH4203200

Business Opportunity (Commercial)

$299900
  • 3980 sq-ft
Discover an exceptional opportunity to own Williams Fresh Cafe, a beloved and well-established cafe restaurant located in the Molson Park Power Centre
20 Photos
Last Updated : 369 Days ago
325 West Street, Simcoe, ON , MLS #40681848 , Image - 1

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Unit-13, 325 West Street Orillia, Simcoe, ON MLS® 40681848

Residential (Row/Townhouse)

$394900
  • 3 Beds
  • 2 Baths
  • 1070 sq-ft
This end unit townhome, located in the desirable North Ward of Orillia, offers both convenience and comfort. Step inside to discover a welcoming layou
25 Photos
Last Updated : 369 Days ago
441 Barrie Road, Simcoe, ON , MLS #40675322 , Image - 1

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Unit-34, 441 Barrie Road Orillia, Simcoe, ON MLS® 40675322

Residential (Row/Townhouse)

$459900
  • 3 Beds
  • 2 Baths
  • 1160 sq-ft
This charming, affordable townhouse is a great opportunity for first-time buyers, downsizers, or investors. With 1160 sq. ft. of living space plus a f
20 Photos
Last Updated : 371 Days ago
778 William Street, Simcoe, ON , MLS #40678962 , Image - 1

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Unit-91, 778 William Street Midland, Simcoe, ON MLS® 40678962

Residential (Condo/Apartment Unit)

$399500
  • 3 Beds
  • 1 Baths
  • 1000 sq-ft
Discover the perfect blend of comfort, convenience, and affordability with this spacious 3-bedroom, 2-story condominium townhouse located in a vibrant
26 Photos
Last Updated : 371 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40682481 , Image - 1

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Unit-5202/5204, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40682481

Residential (Condo/Apartment Unit)

$90000
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
Welcome to Living Water Resort & Spa in the beautiful town of Collingwood. Steps from Georgian Bay & minutes away for golf and trails. Blue Mountain S
4 Photos
Last Updated : 374 Days ago
5135 Sideroad 25, Simcoe, ON , MLS #40679202 , Image - 1
Unit-LOT 2, 5135 Sideroad 25 Rural Ramara, Ramara, Simcoe, ON MLS® 40679202

Land (Residential)

$259900
Almost 1 acre building lot just minutes from Orillia, Lake Couchiching, Lake Simcoe & Casino Rama. This high & dry lot is level and would make a grea
18 Photos
Last Updated : 375 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40681152 , Image - 1

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Unit-5116/5118, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40681152

Residential (Condo/Apartment Unit)

$105000
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
PRIME WEEKS in March and May Luxury Recreation Resort Getaway or Investment Opportunity! Experience the perfect combination of relaxation and opportun
24 Photos
Last Updated : 376 Days ago
9 Mountain Avenue, Simcoe, ON , MLS #40677181 , Image - 1

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9 Mountain Avenue Waubaushene, Tay, Simcoe, ON MLS® 40677181

Residential (Single Family Residence)

$499000
  • 2 Beds
  • 1 Baths
  • 1132 sq-ft
Opportunity is knocking!!!. Don't miss out with this great price. A great starter home or a 'tiny home' feel backing onto Tay Shore Trail. This hom
27 Photos
Last Updated : 377 Days ago
360 Ontario Street, Simcoe, ON , MLS #40656752 , Image - 1

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360 Ontario Street Collingwood, Simcoe, ON MLS® 40656752

Residential (Single Family Residence)

$499000
  • 3 Beds
  • 2 Baths
  • 1628 sq-ft
Welcome to 360 Ontario St., Collingwood.This large two-story detached home sits on a full size town lot of 58’ x 119’ with a Garage at the rear. The m
26 Photos
Last Updated : 383 Days ago
9 Harbour Street E, Simcoe, ON , MLS #40666226 , Image - 1

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Unit-2602/2604, 9 Harbour Street E Collingwood, Simcoe, ON MLS® 40666226

Residential (Condo/Apartment Unit)

$84900
  • 2 Beds
  • 2 Baths
  • 1250 sq-ft
Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of thisunit, spend three amazing weeks at Living Wat
8 Photos
Last Updated : 383 Days ago
LT46-35 Caroline Street W, Simcoe, ON , MLS #40678760 , Image - 1

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LT46-35 Caroline Street W Creemore, Clearview, Simcoe, ON MLS® 40678760

Land (Residential)

$395000
One of the largest premium building lots in Creemore, located in the highly desirable West enclave!Conceptual drawings for a 2700 sf 4 bedroom, 4 bath
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