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Houses for Sale in Simcoe Under $5 Million - P32

Showing results 931 - 960 of 4523
Last Updated: November 10, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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24 Photos
Last Updated : 5 Days ago
49 Michael Street, Simcoe, ON , MLS #N13846136 , Image - 1
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49 Michael Street Angus, Essa, Simcoe, ON MLS® N13846136

Residential Freehold (Detached)

$660000.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Located in an established Angus neighbourhood close to schools, parks, shopping, restaurants and everyday amenities, with Base Borden just minutes awa
50 Photos
Last Updated : 5 Days ago
3134 Goldstein Road, Simcoe, ON , MLS #S14147556 , Image - 1

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3134 Goldstein Road West Shore, Severn, Simcoe, ON MLS® S14147556

Residential Freehold (Detached)

$849999.0
  • 3 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Modern. Refined. Effortless. A striking custom contemporary home offering just under 2,550 sq ft of thoughtfully designed living space with deeded acc
45 Photos
Last Updated : 5 Days ago
83 Vasey Road, Simcoe, ON , MLS #N13846494 , Image - 1

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83 Vasey Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13846494

Residential Freehold (Detached)

$1449999.0
price drop iconPrice drop by 9.4%
  • 5 +3 Beds
  • 6 Baths
  • 3000-3500 sq-ft
Welcome to this exceptional 2 year old modern luxury residence offering approx. 3,200 sq ft above grade plus 1,400 sq ft of beautifully finished basem
49 Photos
Last Updated : 5 Days ago
1650 Trader Cowan Road, Simcoe, ON , MLS #S13629486 , Image - 1

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1650 Trader Cowan Road Rural Severn, Severn, Simcoe, ON MLS® S13629486

Residential Freehold (Duplex)

$975000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this custom built duplex bungalow in the peaceful countryside of Severn on a paved road, offering exceptional flexibility for families, ext
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
39 Photos
Last Updated : 5 Days ago
39 Mary Street, Simcoe, ON , MLS #S14146792 , Image - 1

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Unit-LPH02, 39 Mary Street City Centre, Barrie, Simcoe, ON MLS® S14146792

Residential Condo & Other (Condo Apartment)

$699900.0
  • 3 +1 Beds
  • 3 Baths
  • 1000-1199 sq-ft
Barrie Condo Corner presents - Elevated luxury living in this exceptional 1,026 sq. ft. lower penthouse at Barrie's tallestlandmark condominium. Perch
40 Photos
Last Updated : 5 Days ago
6 Pinehurst Lane, Simcoe, ON , MLS #S13523312 , Image - 1

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6 Pinehurst Lane Anten Mills, Springwater, Simcoe, ON MLS® S13523312

Residential Freehold (Detached)

$2299900.0
price drop iconPrice drop by 13.2%
  • 6 +3 Beds
  • 6 Baths
  • 5000 + sq-ft
A PRIVATE ESTATE. AN EXCEPTIONAL LIFESTYLE. Tucked away on a quiet cul-de-sac in desirable Springwater, just minutes from Barrie, this custom-built re
1 Photos
Last Updated : 5 Days ago
985 Gilmore Avenue, Simcoe, ON
985 Gilmore Avenue Lefroy, Innisfil, Simcoe, ON MLS® N14147490

Residential Freehold (Vacant Land)

$699000.0
Chance to build your dream home or winter retreat in a charming area close to water. Lefroy community, very large lot 180 x 200 close to the lake with
4 Photos
Last Updated : 5 Days ago
9408 Provincial Hwy 11 Highway, Simcoe, ON , MLS #S13411058 , Image - 1
9408 Provincial Hwy 11 Highway West Shore, Severn, Simcoe, ON MLS® S13411058

Residential Freehold (Vacant Land)

$499500.0
Rare opportunity to own 52 acres of flat, well-treed land featuring established walking trails and approximately 10 acres of cleared area. The propert
38 Photos
Last Updated : 5 Days ago
390 Second Street, Simcoe, ON , MLS #S14097270 , Image - 1

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390 Second Street Collingwood, Simcoe, ON MLS® S14097270

Residential Freehold (Detached)

$825000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 390 Second Street, a thoughtfully renovated 3+1 bedroom, 2-bathroom bungalow with over 2,000 sqft of living space in a walkable Collingwood
48 Photos
Last Updated : 5 Days ago
24 Hopkins Road, Simcoe, ON , MLS #S14094968 , Image - 1

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24 Hopkins Road Grove East, Barrie, Simcoe, ON MLS® S14094968

Residential Freehold (Detached)

$629900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Nestled in a highly sought-after family-friendly east-end neighbourhood, this well-maintained detached home offers the perfect combination of comfort,
47 Photos
Last Updated : 5 Days ago
230 Kempview Lane, Simcoe, ON , MLS #S13636622 , Image - 1

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230 Kempview Lane South Shore, Barrie, Simcoe, ON MLS® S13636622

Residential Freehold (Detached)

$2499999.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome To 230 Kempview Lane - A Stunning Custom-Built Waterfront Estate On The Prestigious Shores Of Kempenfelt Bay In Barrie. Set On A Rare Level Wa
11 Photos
Last Updated : 5 Days ago
68 Victoria Street, Simcoe, ON , MLS #S14120852 , Image - 1

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68 Victoria Street Sanford, Barrie, Simcoe, ON MLS® S14120852

Residential Freehold (Detached)

$589000.0
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Quaint Century home minutes from the bay. This charming 3 bed 1 bath 2 car parking, partially finished basement with a fenced yard home, is waiting fo
34 Photos
Last Updated : 5 Days ago
140 Cedar Island Road, Simcoe, ON , MLS #S14113014 , Image - 1

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Unit-311, 140 Cedar Island Road Orillia, Simcoe, ON MLS® S14113014

Residential Condo & Other (Condo Apartment)

$498700.0
  • 2 +0 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to Unit 311 at the prestigious Elgin Bay Club - one of Orillia's most desirable waterfront condominium communities. This spacious and beautifu
2 Photos
Last Updated : 5 Days ago
87 Vincent Circle, Simcoe, ON , MLS #S14147286 , Image - 1
87 Vincent Circle Rural Tiny, Tiny, Simcoe, ON MLS® S14147286

Residential Freehold (Vacant Land)

$275000.0
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
27 Photos
Last Updated : 5 Days ago
36 Red Oak Drive, Simcoe, ON , MLS #S14122014 , Image - 1

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36 Red Oak Drive Holly, Barrie, Simcoe, ON MLS® S14122014

Residential Freehold (Detached)

$650000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step outside to a fully fenced backyard designed for both relaxation and everyday enjoyment, featuring a cha
29 Photos
Last Updated : 5 Days ago
5 Elvyn Crescent, Simcoe, ON , MLS #S14127590 , Image - 1

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5 Elvyn Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14127590

Residential Freehold (Detached)

$899999.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover this welcoming four bedroom home, nestled within a quiet, established neighbourhood in Oro-Medonte,
44 Photos
Last Updated : 5 Days ago
160 Lafontaine Road W, Simcoe, ON , MLS #S14143510 , Image - 1

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160 Lafontaine Road W Rural Tiny, Tiny, Simcoe, ON MLS® S14143510

Residential Freehold (Detached)

$633750.0
  • 6 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Discover exceptional space, versatility, and income potential with RR 93 zoning this impressive country property set on approximately 2.46 acres in th
34 Photos
Last Updated : 5 Days ago
38 Felt Crescent, Simcoe, ON , MLS #S14130126 , Image - 1

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38 Felt Crescent Bayshore, Barrie, Simcoe, ON MLS® S14130126

Residential Freehold (Detached)

$850000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Beautiful 4-bedroom detached home offering a finished basement with separate side entrance, private salt-water pool, 2-car garage and oversized drivew
40 Photos
Last Updated : 6 Days ago
68 Shephard Avenue, Simcoe, ON , MLS #N13875462 , Image - 1

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68 Shephard Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13875462

Residential Freehold (Att/Row/Townhouse)

$588900.0
price drop iconPrice drop by 1.7%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 68 Shephard Avenue, a beautifully maintained 2-storey townhouse tucked into a desirable North End location with the rare benefit of no home
22 Photos
Last Updated : 6 Days ago
762 Ottawa Street, Simcoe, ON , MLS #S14147138 , Image - 1

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762 Ottawa Street Midland, Simcoe, ON MLS® S14147138

Residential Freehold (Detached)

$429900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Check out this affordable 2 bedroom home in Midland's desirable West End! This cozy property offers a great combination of comfort, convenience, and v
26 Photos
Last Updated : 6 Days ago
18 Marks Road, Simcoe, ON , MLS #S14146806 , Image - 1

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18 Marks Road Centre Vespra, Springwater, Simcoe, ON MLS® S14146806

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
MOVE IN FOR CHRISTMAS!! Welcome to 18 Marks Road in desirable Stonemanor Woods, Springwater. Freshly painted throughout and presenting beautifully, th
50 Photos
Last Updated : 6 Days ago
1202 Leslie Drive, Simcoe, ON , MLS #N14147118 , Image - 1

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1202 Leslie Drive Alcona, Innisfil, Simcoe, ON MLS® N14147118

Residential Freehold (Detached)

$649000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Presenting 1202 Leslie Drive! This Charming, All-Brick 2-Storey Home Features 3 Bedrooms, 1.1 Bathrooms, And Backs Onto Lush Mature Trees And Acres Of
42 Photos
Last Updated : 6 Days ago
13 Gilpin Crescent, Simcoe, ON , MLS #S14080974 , Image - 1

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13 Gilpin Crescent Collingwood, Simcoe, ON MLS® S14080974

Residential Freehold (Detached)

$1249000.0
price drop iconPrice drop by 2.3%
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to beautiful Mountain Croft! Built in 2019, this stunning 5-bedroom, 3.5-bathroom home offers the perfect blend of style, space, and functiona
41 Photos
Last Updated : 6 Days ago
217 Dunkerron Avenue, Simcoe, ON , MLS #S14105430 , Image - 1

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217 Dunkerron Avenue Wasaga Beach, Simcoe, ON MLS® S14105430

Residential Freehold (Detached)

$500000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Imagine living just steps from the world's longest freshwater beaches, where morning walks along the shoreline, afternoons on the sand and spectacular
46 Photos
Last Updated : 6 Days ago
28 Borland Street W, Simcoe, ON , MLS #S14146938 , Image - 1

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28 Borland Street W Orillia, Simcoe, ON MLS® S14146938

Residential Freehold (Detached)

$599999.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Located in the North Ward of Orillia this brick bungalow sits on a fully fenced lot. Close to schools, downtown, shopping and transit. This charming b
29 Photos
Last Updated : 6 Days ago
28 Samuel Crescent, Simcoe, ON , MLS #S14011292 , Image - 1

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28 Samuel Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S14011292

Residential Freehold (Detached)

$1149000.0
price drop iconPrice drop by 4.2%
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
5-Bedroom Home Offering A Spacious, No-Nonsense Floor Plan Designed For Everyday Living And Effortless Entertaining. The Open-Concept Main Floor Featu
37 Photos
Last Updated : 6 Days ago
90 Orchard Point Road, Simcoe, ON , MLS #S14145670 , Image - 1

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Unit-601, 90 Orchard Point Road Orillia, Simcoe, ON MLS® S14145670

Residential Condo & Other (Condo Apartment)

$714900.0
  • 2 Beds
  • 1 Baths
  • 800-899 sq-ft
Experience luxury waterfront living at the prestigious Orchard Point Harbour on the picturesque shores of Lake Simcoe. This beautifully appointed full
42 Photos
Last Updated : 6 Days ago
2648 Lawrence Avenue, Simcoe, ON , MLS #N14146726 , Image - 1

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2648 Lawrence Avenue Stroud, Innisfil, Simcoe, ON MLS® N14146726

Residential Freehold (Detached)

$809900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Country-like calm, connected living and sunsets you'll look forward to coming home to! Set on a *premium pie-shaped lot of just under an acre*, backin
Open House : Sat Nov 14, 02:00 PM to 04:00 PM
29 Photos
Last Updated : 6 Days ago
778 William Street, Simcoe, ON , MLS #S13764872 , Image - 1

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Unit-85, 778 William Street Midland, Simcoe, ON MLS® S13764872

Residential Condo & Other (Condo Townhouse)

$389900.0
price drop iconPrice drop by 2.5%
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Welcome to this beautifully updated 3-bedroom, 2-bathroom condo townhouse in Midland-an excellent opportunity for families, first-time buyers, or anyo
28 Photos
Last Updated : 6 Days ago
25 Weeping Willow Drive, Simcoe, ON , MLS #N14146868 , Image - 1

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25 Weeping Willow Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N14146868

Residential Freehold (Modular Home)

$174900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome To 25 Weeping Willow Dr In Sandycove 55+ Adult Community. This 2 bed, 1 bath home offers a fantastic opportunity with plenty of potential for
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