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Houses for Sale in Simcoe Under $500K - P4

Showing results 91 - 120 of 220
Last Updated: June 29, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
47 Photos
Last Updated : 22 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S13411836 , Image - 1
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Unit-24, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13411836

Residential Condo & Other (Condo Townhouse)

$469000.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
!! WATERFRONT!! Beautifully renovated, open concept by professional designer top to bottom to code. A truly affordable townhome, live full-time or as
29 Photos
Last Updated : 23 Days ago
40 SHAMROCK Crescent, Simcoe, ON , MLS #N13141010 , Image - 1

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40 SHAMROCK Crescent Rural Essa, Essa, Simcoe, ON MLS® N13141010

Residential Freehold (MobileTrailer)

$399900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome home to 40 Shamrock Crescent. With Angus nearby, this 'almost' new, quality constructed modular home offers affordable, low-maintenance living
36 Photos
Last Updated : 24 Days ago
179 Edgehill Drive, Simcoe, ON , MLS #S13147654 , Image - 1

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Unit-B6, 179 Edgehill Drive Letitia Heights, Barrie, Simcoe, ON MLS® S13147654

Residential Condo & Other (Condo Apartment)

$329900.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Fall in Love with this Modern Condo for Sale in Beautiful Lake City of Barrie. Enjoy a care-free lifestyle in this bright and spacious 2-bedroom, 1-ba
20 Photos
Last Updated : 24 Days ago
439 Sundial Drive, Simcoe, ON , MLS #S12491190 , Image - 1

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439 Sundial Drive Orillia, Simcoe, ON MLS® S12491190

Residential Freehold (Detached)

$449999.0
price drop iconPrice drop by 14.3%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Situated on a generous 0.49-acre lot (approximately 60' x 330'), this raised bungalow offers a perfect blend of space and location. The home features
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
8 Photos
Last Updated : 24 Days ago
401 McNicoll Street, Simcoe, ON , MLS #S13246468 , Image - 1

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401 McNicoll Street Port McNicoll, Tay, Simcoe, ON MLS® S13246468

Residential Freehold (Vacant Land)

$115000.0
Build Your Georgian Bay Dream. Discover the perfect setting for your future home or cottage on this beautifully treed 76' x 118' lot in the growing wa
19 Photos
Last Updated : 24 Days ago
10 Grew Crescent, Simcoe, ON , MLS #S13083172 , Image - 1

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10 Grew Crescent Penetanguishene, Simcoe, ON MLS® S13083172

Residential Freehold (Detached)

$489900.0
  • 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
29 Photos
Last Updated : 24 Days ago
1981 Tiny Beaches Road S, Simcoe, ON , MLS #S13236488 , Image - 1

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1981 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13236488

Residential Freehold (Detached)

$399900.0
  • 3 Beds
  • 1 Baths
  • < 700 sq-ft
SPOTLESS AND WELL MAINTAINED 3 SEASON COTTAGE IN TINY BEACHES, SHORT DISTANCE TO WOODLAND BEACH AND EASY ACCESS TO CONVENIENCE STORE AND SHORT DISTAN
28 Photos
Last Updated : 25 Days ago
58 Lakeside Terrace, Simcoe, ON , MLS #S13013276 , Image - 1

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Unit-501, 58 Lakeside Terrace Little Lake, Barrie, Simcoe, ON MLS® S13013276

Residential Condo & Other (Common Element Condo)

$489000.0
price drop iconPrice drop by 5.8%
  • 2 Beds
  • 2 Baths
  • 800-899 sq-ft
Life is better at the lake. Experience the perfect blend of city convenience and water front living at Lake Vu Condos. This spacious 813 sq. ft. suite
28 Photos
Last Updated : 25 Days ago
147 Dufferin Street, Simcoe, ON , MLS #S13049438 , Image - 1

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147 Dufferin Street Orillia, Simcoe, ON MLS® S13049438

Residential Freehold (Detached)

$359000.0
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Welcome to your very own small but mighty gem in Orillia's sought-after West Ward! This cute and cozy home is bursting with charm, natural light, and
13 Photos
Last Updated : 26 Days ago
1968 Rosemount Road, Simcoe, ON , MLS #S13208880 , Image - 1

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1968 Rosemount Road Waubaushene, Tay, Simcoe, ON MLS® S13208880

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
26 Photos
Last Updated : 26 Days ago
140 Dunlop Street E, Simcoe, ON , MLS #S13082776 , Image - 1

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Unit-511, 140 Dunlop Street E City Centre, Barrie, Simcoe, ON MLS® S13082776

Residential Condo & Other (Condo Apartment)

$395000.0
price drop iconPrice drop by 4.8%
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Sought after Bayshore Landing, 2-bedroom, 2-bathroom condominium where style meets convenience with this updated interior, This south east facing suit
6 Photos
Last Updated : 26 Days ago
Lot 18 Mulberry Court, Simcoe, ON , MLS #S12600518 , Image - 1

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Lot 18 Mulberry Court Rural Tiny, Tiny, Simcoe, ON MLS® S12600518

Residential Freehold (Vacant Land)

$189900.0
price drop iconPrice drop by 5.1%
Build your dream home in one of Tiny Township's most desirable neighbourhoods. This ideal lot on Mulberry Crescent is nestled in a peaceful, private s
39 Photos
Last Updated : 26 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S12737542 , Image - 1

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Unit-Unit 5, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S12737542

Residential Condo & Other (Condo Townhouse)

$485000.0
price drop iconPrice drop by 2.8%
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
*EMBRACE LAKESIDE LIVING TODAY**. Affordable Family Home-, BEACH & BOAT Retreat, Discover the Enchanting Joys of this Beautifully Designed Updated 3-b
13 Photos
Last Updated : 26 Days ago
25 Meadow Lane, Simcoe, ON , MLS #S12893976 , Image - 1

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25 Meadow Lane
Unit-304, 25 Meadow Lane Ardagh, Barrie, Simcoe, ON MLS® S12893976

Residential Condo & Other (Condo Apartment)

$345000.0
price drop iconPrice drop by 2.8%
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
***Attention investors and first time home buyers***. Incredible opportunity for first time Home Buyers or investor. Sought after location in fantasti
6 Photos
Last Updated : 26 Days ago
9742 Beachwood Road, Simcoe, ON , MLS #S13232200 , Image - 1

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9742 Beachwood Road Collingwood, Simcoe, ON MLS® S13232200

Residential Freehold (Vacant Land)

$179000.0
Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd in the east end of C
4 Photos
Last Updated : 26 Days ago
9736 Beachwood Road, Simcoe, ON , MLS #S13232192 , Image - 1
9736 Beachwood Road Collingwood, Simcoe, ON MLS® S13232192

Residential Freehold (Vacant Land)

$179000.0
Residential building lot located minutes to beaches, shopping, trails, skiing and golf. Located on the north side of Beachwood Rd. in east end of Coll
47 Photos
Last Updated : 27 Days ago
2233 North Orr Lake Road, Simcoe, ON , MLS #S13230420 , Image - 1

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2233 North Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S13230420

Residential Freehold (Detached)

$498000.0
  • 2 Beds
  • 1 Baths
  • < 700 sq-ft
Welcome to your turnkey waterfront escape on spring fed Orr Lake, just one hour north of Toronto. This tastefully renovated 2 Bedroom cottage is where
41 Photos
Last Updated : 27 Days ago
8 Carmans Cove N/A, Simcoe, ON , MLS #N13228432 , Image - 1

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8 Carmans Cove N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13228432

Residential Freehold (Modular Home)

$275000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
WELL-KEPT 2-BEDROOM HOME IN AN AMENITY-RICH ADULT LIFESTYLE COMMUNITY! Enjoy relaxed living in this charming Monaco II model bungalow nestled on a qui
24 Photos
Last Updated : 28 Days ago
11 Knox Road E, Simcoe, ON , MLS #S13164158 , Image - 1

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11 Knox Road E Wasaga Beach, Simcoe, ON MLS® S13164158

Residential Freehold (Vacant Land)

$475000.0
Nestled along the bend of the Nottawasaga River, this exceptional parcel of land is a rare opportunity waiting to be discovered. Offering over 2 acres
6 Photos
Last Updated : 28 Days ago
5 Overhead Bridge Road, Simcoe, ON , MLS #S13223268 , Image - 1

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5 Overhead Bridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S13223268

Residential Freehold (Vacant Land)

$349900.0
Great opportunity on this rare over 2 acre property. A fantastic chance to build your dream home close to Midland, Penetang and Tiny Beaches. Close to
5 Photos
Last Updated : 28 Days ago
126 Nippissing Ridge Road, Simcoe, ON , MLS #S12188381 , Image - 1
126 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S12188381

Residential Freehold (Vacant Land)

$499000.0
Rare Offering, Quiet Oasis, 2 Hours From Gta! Approx. 2 Acres Of Picturesque Bay Water Escarpment W/Access To 350Ft Of Private Waterfront Park @ Nippi
5 Photos
Last Updated : 28 Days ago
122 Nippissing Ridge Road, Simcoe, ON , MLS #S12188390 , Image - 1
122 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S12188390

Residential Freehold (Vacant Land)

$499000.0
Rare Offering, Quiet Oasis, 2 Hours From Gta! Approx. 2 Acres Of Picturesque Bay Water Escarpment W/Access To 350Ft Of Private Waterfront Park @ Nippi
4 Photos
Last Updated : 28 Days ago
114 Nippissing Ridge Road, Simcoe, ON , MLS #S12188412 , Image - 1
114 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S12188412

Residential Freehold (Vacant Land)

$469000.0
Rare Offering, Quiet Oasis, 2 Hours From Gta! Approx. 2 Acres Of Picturesque Bay Water Escarpment W/Access To 350Ft Of Private Waterfront Park @ Nippi
5 Photos
Last Updated : 28 Days ago
90 Nippissing Ridge Road, Simcoe, ON , MLS #S12188429 , Image - 1
90 Nippissing Ridge Road Rural Tiny, Tiny, Simcoe, ON MLS® S12188429

Residential Freehold (Vacant Land)

$425000.0
price drop iconPrice drop by 9.4%
Rare Offering, Quiet Oasis, 2 Hours From Gta! Approx. 2 Acres Of Picturesque Bay Water Escarpment W/Access To 350Ft Of Private Waterfront Park @ Nippi
11 Photos
Last Updated : 31 Days ago
2247 CONCESSION 10 Road, Simcoe, ON , MLS #S13204120 , Image - 1

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2247 CONCESSION 10 Road Rural Ramara, Ramara, Simcoe, ON MLS® S13204120

Residential Freehold (Vacant Land)

$175000.0
Your Ready-to-Build Rural Escape! Choose from three (or purchase all!) newly severed, almost one-acre lots (0.995 acres) in Udney, Ramara. These parce
9 Photos
Last Updated : 32 Days ago
39 & 43 Campbell Avenue, Simcoe, ON , MLS #S12672536 , Image - 1

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39 & 43 Campbell Avenue Hawkestone, Oro-Medonte, Simcoe, ON MLS® S12672536

Residential Freehold (Vacant Land)

$225000.0
Build Your Dream Escape - Prime Land Just Steps to Lake Simcoe! Discover the perfect canvas for your cabin or cottage retreat on this 1-acre treed par
8 Photos
Last Updated : 32 Days ago
465 SILVER BIRCH Drive, Simcoe, ON , MLS #S13121232 , Image - 1

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465 SILVER BIRCH Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13121232

Residential Freehold (Vacant Land)

$419777.0
Build your dream home on this cleared lot located at 465 Silver Birch Drive in Tiny, situated in the prestigious Thunder Beach area. Ready for constru
29 Photos
Last Updated : 33 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12099425 , Image - 1

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Unit-3109-3111, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12099425

Residential Condo & Other (Other)

$29000.0
price drop iconPrice drop by 62.8%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
This 3 week G6 fractional ownership for weeks 31-33-46, with a spectacular view of Georgian Bay and historic Collingwood grain terminals could be your
2 Photos
Last Updated : 34 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
21 Photos
Last Updated : 34 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N12828766 , Image - 1

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Unit-126, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12828766

Residential Condo & Other (Condo Apartment)

$419900.0
price drop iconPrice drop by 1.2%
  • 1 Beds
  • 1 Baths
  • 500-599 sq-ft
Welcome to resort-style living at Friday Harbour Resort! This beautifully designed 525 sq ft, 1-bedroom, 1-bathroom ground-floor condo offers the perf
Shortlisted Properties
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