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Houses for Sale in Simcoe Under $500K - P2

Showing results 31 - 60 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)
23 Photos
Last Updated : 5 Days ago
1 GRAY Street, Simcoe, ON , MLS #S12185393 , Image - 1
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1 GRAY Street Coldwater, Severn, Simcoe, ON MLS® S12185393

Residential Freehold (Detached)

$489900.0
price drop iconPrice drop by 6.7%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Here's an opportunity to be a part of a friendly yet vibrant community known as the Village of Coldwater. This well maintained 3 bedroom home with att
34 Photos
Last Updated : 5 Days ago
295 Cundles Road E, Simcoe, ON , MLS #S12593620 , Image - 1

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Unit-404, 295 Cundles Road E Little Lake, Barrie, Simcoe, ON MLS® S12593620

Residential Condo & Other (Condo Apartment)

$499900.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
SPACIOUS 2 BEDROOM + DEN CONDO WITH IMPECCABLY MAINTAINED INTERIOR, SKYLINE VIEWS & A HIGHLY WALKABLE LOCATION! Living here feels like stepping into a
5 Photos
Last Updated : 6 Days ago
3763 Agnew Road, Simcoe, ON , MLS #S12591876 , Image - 1
3763 Agnew Road Washago, Severn, Simcoe, ON MLS® S12591876

Residential Freehold (Detached)

$299000.0
  • 700-1100 sq-ft
Exceptional 1.58 acre lot just minutes to all amenities offered in Orillia. Marvelous opportunity to build your dream home and save on development cha
16 Photos
Last Updated : 6 Days ago
685 Reid Street, Simcoe, ON , MLS #N12590868 , Image - 1

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685 Reid Street Alcona, Innisfil, Simcoe, ON MLS® N12590868

Residential Freehold (Detached)

$499900.0
  • 1 Beds
  • 1 Baths
  • < 700 sq-ft
* Permits are ready to build a second floor and a garage * This beautiful bungalow is located on a peaceful, low-traffic street with the added benefit
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
46 Photos
Last Updated : 6 Days ago
14 Dawson Drive, Simcoe, ON , MLS #S12185645 , Image - 1

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Unit-415, 14 Dawson Drive Collingwood, Simcoe, ON MLS® S12185645

Residential Condo & Other (Condo Townhouse)

$485000.0
price drop iconPrice drop by 8.3%
  • 2 Beds
  • 2 Baths
  • 900-999 sq-ft
Beautifully Updated Townhome in Prime Collingwood Location.Tucked away among the trees for added privacy, this updated two-story townhome offers the p
22 Photos
Last Updated : 6 Days ago
11 Laguna Parkway, Simcoe, ON , MLS #S12229831 , Image - 1

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Unit-4, 11 Laguna Parkway Brechin, Ramara, Simcoe, ON MLS® S12229831

Residential Condo & Other (Condo Townhouse)

$369900.0
price drop iconPrice drop by 1.4%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Welcome to 11 Laguna Pkwy, Unit 4! This Quaint One Bedroom Open Concept Condo Features a Movable Kitchen Island, Laminate And Tile Flooring With Room
1 Photos
Last Updated : 6 Days ago
36 Southview Dr R.R.#3, Brechin Drive S, Simcoe, ON
36 Southview Dr R.R.#3, Brechin Drive S Brechin, Ramara, Simcoe, ON MLS® S12425819

Residential Freehold (Vacant Land)

$360000.0
This rare vacant lot is ready for your dream home! 100 x 200 dry building lot on a pond sits on a quiet street in Bayshore Village. Amenities galore!
15 Photos
Last Updated : 6 Days ago
90 Dean Avenue, Simcoe, ON , MLS #S8364164 , Image - 1

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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 : 6 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 : 6 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 : 6 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
5 Photos
Last Updated : 8 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
30 Photos
Last Updated : 9 Days ago
4 Spice Way, Simcoe, ON , MLS #S12586252 , Image - 1

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4 Spice Way
Unit-211, 4 Spice Way Innis-Shore, Barrie, Simcoe, ON MLS® S12586252

Residential Condo & Other (Condo Apartment)

$439900.0
  • 1 +1 Beds
  • 1 Baths
  • 700-799 sq-ft
Beautiful 1-bedroom plus den condo overlooking the park offers a functional and stylish layout perfect for first-time buyers, downsizers, or investors
5 Photos
Last Updated : 9 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 : 9 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 : 9 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 : 10 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 : 10 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 : 10 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
32 Photos
Last Updated : 10 Days ago
299 Cundles Road E, Simcoe, ON , MLS #S12440686 , Image - 1

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Unit-102, 299 Cundles Road E Alliance, Barrie, Simcoe, ON MLS® S12440686

Residential Condo & Other (Condo Apartment)

$499900.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
This beautiful and well-maintained ground-level condo offers 1,244 square feet of bright, open-concept living. Featuring three spacious bedrooms, this
7 Photos
Last Updated : 10 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 : 10 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 : 11 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 : 12 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 : 12 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 : 12 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 : 13 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 : 13 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.
18 Photos
Last Updated : 13 Days ago
3 Comforts Cove N/A, Simcoe, ON , MLS #N12570962 , Image - 1

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3 Comforts Cove N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N12570962

Residential Freehold (Detached)

$299900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this beautifully updated 2-bedroom, 1-bath bungalow nestled on a quiet court within a desirable 55+ adult land lease community. This charmi
45 Photos
Last Updated : 13 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
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