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Houses for Sale in Simcoe Under $5 Million - P30

Showing results 871 - 900 of 975
Last Updated: March 29, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
37 Photos
Last Updated : 102 Days ago
155 William Street, Simcoe, ON , MLS #S12565904 , Image - 1
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Unit-12, 155 William Street Midland, Simcoe, ON MLS® S12565904

Residential Condo & Other (Condo Apartment)

$1575000.0
  • 2 +1 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Top 5 Reasons You Will Love This Condo: 1) Imagine waking up each morning to sweeping, uninterrupted views of Midland Harbour and the shimmering water
1 Photos
Last Updated : 102 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)

$325000.0
price drop iconPrice drop by 9.7%
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!
40 Photos
Last Updated : 102 Days ago
6409 10th Line, Simcoe, ON , MLS #N12638922 , Image - 1

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6409 10th Line Rural Essa, Essa, Simcoe, ON MLS® N12638922

Residential Freehold (Farm)

$3150000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
100 acre Farm for sale / 80 acres of workable land. Cash crop and livestock opportunities. Nicely maintained 4 bedroom, 2 bathroom farmhouse. Huge kit
33 Photos
Last Updated : 103 Days ago
46 King Street N, Simcoe, ON , MLS #N12637396 , Image - 1

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46 King Street N Cookstown, Innisfil, Simcoe, ON MLS® N12637396

Residential Freehold (Detached)

$939900.0
  • 4 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
46 King Street N, Cookstown Century Charm on a Rare Deep Lot!Beautifully preserved 4-bed century home on a 66 x 330 lot in the heart ofCookstown. Over
Pre-Construction
Rosehaven Simcoe Woods
6 Photos

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard
From $879,990 - $1,339,990
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Project Info
  • Units
  • Townhouses
building outline
Property Mix
Floorplans coming soon
Developer:Rosehaven Homes
9 Photos
Last Updated : 103 Days ago
PL 20 Concession 18 N/A W, Simcoe, ON , MLS #S12161532 , Image - 1

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PL 20 Concession 18 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S12161532

Residential Freehold (Vacant Land)

$549000.0
  • < 700 sq-ft
Discover the perfect blend of natural beauty and privacy with this exceptional 26 plus acre parcel located near Lafontaine and Thunder Beach in the To
25 Photos
Last Updated : 104 Days ago
300 ESSA Road, Simcoe, ON , MLS #S12633768 , Image - 1

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Unit-309, 300 ESSA Road 400 West, Barrie, Simcoe, ON MLS® S12633768

Residential Condo & Other (Condo Apartment)

$579000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome Home to 300 Essa Rd. Unit # 309 In The Beautiful Gallery Condominiums. Perfect Location For Commuters, Close To Hwy 400 and Go Station. Enjoy
45 Photos
Last Updated : 106 Days ago
73 Findlay Drive, Simcoe, ON , MLS #S12467719 , Image - 1

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73 Findlay Drive Collingwood, Simcoe, ON MLS® S12467719

Residential Freehold (Detached)

$999000.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this spacious and immaculate custom bungalow in a prime location backing onto greenbelt! Offering an open-concept floor plan that perfectly
2 Photos
Last Updated : 106 Days ago
13 PT 2 Mapleside Drive, Simcoe, ON , MLS #S12556474 , Image - 1
13 PT 2 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556474

Residential Freehold (Vacant Land)

$239000.0
Cleared & ready to build 60'x93' lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wasaga Be
2 Photos
Last Updated : 106 Days ago
13 PT 1 Mapleside Drive, Simcoe, ON , MLS #S12556388 , Image - 1
13 PT 1 Mapleside Drive Wasaga Beach, Simcoe, ON MLS® S12556388

Residential Freehold (Vacant Land)

$249000.0
Cleared & ready to build 68'x91' corner lot with full municipal services available, located in the desirable Bay Sands community on the west end of Wa
1 Photos
Last Updated : 106 Days ago
Lot 30 Rue Eric N/A, Simcoe, ON
Lot 30 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450097

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Rare opportunity to build your dream home or for a developer to create a stunning residential enclave in
1 Photos
Last Updated : 106 Days ago
Lot 29 Rue Eric N/A, Simcoe, ON
Lot 29 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450042

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Create the perfect dream home, or seize this fantastic opportunity to develop multiple lots 2) Fully ser
4 Photos
Last Updated : 106 Days ago
Lot 23 Rue Eric N/A, Simcoe, ON , MLS #S12450087 , Image - 1
Lot 23 Rue Eric N/A Lafontaine, Tiny, Simcoe, ON MLS® S12450087

Residential Freehold (Vacant Land)

$249900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Incredible opportunity to build your dream home on a large lot or for builders to build on multiple lots
37 Photos
Last Updated : 107 Days ago
679 Montreal Street, Simcoe, ON , MLS #S12028300 , Image - 1

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679 Montreal Street Midland, Simcoe, ON MLS® S12028300

Residential Freehold (Duplex)

$685000.0
price drop iconPrice drop by 5.5%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Well maintained maintenance free duplex located on Midland's west side offering a 3 Bdrm Unit and a 2 Bdrm unit with each their own driveways, separa
50 Photos
Last Updated : 108 Days ago
11 Thackeray Crescent, Simcoe, ON , MLS #S12628900 , Image - 1

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11 Thackeray Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S12628900

Residential Freehold (Detached)

$1188000.0
  • 3 +3 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Original owner, custom built 2-Storey detached home, with a walkout basement, featuring 6 bedrooms, 6 bathrooms with 4 en-suites. Two custom built w/l
42 Photos
Last Updated : 109 Days ago
1119 Sajnovic Place, Simcoe, ON , MLS #S12616312 , Image - 1

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1119 Sajnovic Place Rural Ramara, Ramara, Simcoe, ON MLS® S12616312

Residential Freehold (Detached)

$1399000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Experience ranch-style or resort-style living on this remarkable 100-acre property, offering exceptional privacy, abundant space, and endless possibil
40 Photos
Last Updated : 110 Days ago
345 Brewery Lane, Simcoe, ON , MLS #S12612172 , Image - 1

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345 Brewery Lane Orillia, Simcoe, ON MLS® S12612172

Residential Freehold (Detached)

$1890000.0
  • 6 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Perfectly positioned along the scenic shores of Old Brewery Bay, this charming 1.5-storey home showcases nea
39 Photos
Last Updated : 111 Days ago
13 Mabern Street, Simcoe, ON , MLS #S12611512 , Image - 1

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13 Mabern Street Holly, Barrie, Simcoe, ON MLS® S12611512

Residential Freehold (Detached)

$999000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
MODEL HOME Presents approx 3600 Sqft of living space with an Upgraded Finished Basement by the original builder. The Bright and Airy Open-Concept livi
35 Photos
Last Updated : 111 Days ago
54 Koda Street, Simcoe, ON , MLS #S12610836 , Image - 1

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Unit-417, 54 Koda Street Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S12610836

Residential Condo & Other (Condo Apartment)

$644500.0
  • 3 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Spacious Top-Floor Corner Unit in Sought-After Bear Creek Ridge, Barrie! Discover this bright 3-bedroom condo offering over 1400 sqft of thoughtfully
11 Photos
Last Updated : 111 Days ago
53 Scarlett Line, Simcoe, ON , MLS #S12610252 , Image - 1

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53 Scarlett Line Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12610252

Residential Freehold (Vacant Land)

$1500000.0
  • < 700 sq-ft
An Outstanding 171-Acre Investment Opportunity In Oro-Medonte, Minutes From Barrie, Midland, And Orillia With Quick Access To Highway 400 And Located
1 Photos
Last Updated : 111 Days ago
130 Wraggs Road, Simcoe, ON
130 Wraggs Road Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N12609428

Residential Freehold (Detached)

$1399900.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Introducing an exceptional detached residence offering approximately 3,500 sq. ft. of refined living space. No sidewalk in front of the driveway. Situ
23 Photos
Last Updated : 111 Days ago
76 Turtle Path, Simcoe, ON , MLS #S12609508 , Image - 1

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76 Turtle Path Brechin, Ramara, Simcoe, ON MLS® S12609508

Residential Freehold (Vacant Land)

$389000.0
  • < 700 sq-ft
Beautiful Rare Waterfront Building Lot Located In An Area Of Fine Waterfront Homes. Lagoon City Is An Active Vibrant Year Round Community With Private
48 Photos
Last Updated : 111 Days ago
238 Robins Point Road, Simcoe, ON , MLS #S12544504 , Image - 1

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238 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S12544504

Residential Freehold (Detached)

$1495000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy stunning waterfront living with over 50' of Georgian Bay frontage, offering expansive views and a layo
4 Photos
Last Updated : 111 Days ago
7878 Yonge Street, Simcoe, ON , MLS #N12608862 , Image - 1
7878 Yonge Street Stroud, Innisfil, Simcoe, ON MLS® N12608862

Residential Freehold (Vacant Land)

$1090000.0
Prime Almost 1-Acre Vacant Residential Lot - Yonge Street, Stroud (Innisfil)Rare opportunity to own 1 acre of residential land in the fast-growing Str
1 Photos
Last Updated : 114 Days ago
17 Main Street E, Simcoe, ON
17 Main Street E Beeton, New Tecumseth, Simcoe, ON MLS® N12311872

Residential Freehold (Vacant Land)

$449000.0
price drop iconPrice drop by 13.5%
  • < 700 sq-ft
(under power of sale)Nestled amidst a main artery lies a vacant lot, a canvas awaiting the strokes of architectural innovation. This prime piece of re
4 Photos
Last Updated : 114 Days ago
2766 Ireton Street, Simcoe, ON , MLS #N12325788 , Image - 1
2766 Ireton Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12325788

Residential Freehold (Detached)

$475000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Incredible opportunity to build your dream home or cottage retreat on a premium lot just steps from one of Innisfil's most beautiful beaches. This exp
12 Photos
Last Updated : 114 Days ago
6928 County Road 169 N/A, Simcoe, ON , MLS #S12449361 , Image - 1

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6928 County Road 169 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S12449361

Residential Freehold (Vacant Land)

$549900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Build your custom estate on a rare 47-acre canvas featuring a mix of mature forest, open clearings, and
6 Photos
Last Updated : 114 Days ago
0 Taylorwoods Boulevard, Simcoe, ON , MLS #N10414555 , Image - 1

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0 Taylorwoods Boulevard Alcona, Innisfil, Simcoe, ON MLS® N10414555

Residential Freehold (Vacant Land)

$199900.0
Excellent opportunity for builder/developer or those looking for a reasonably priced lot with municipal services. Sewer, water and gas available at lo
36 Photos
Last Updated : 115 Days ago
23 Peartree Court, Simcoe, ON , MLS #S12602362 , Image - 1

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23 Peartree Court Allandale Heights, Barrie, Simcoe, ON MLS® S12602362

Residential Freehold (Att/Row/Townhouse)

$639900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on the quiet cul-de-sac of sought after Peartree Court, this well appointed 3 bedroom townhome offers loads of charm and potential for the fir
6 Photos
Last Updated : 115 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)

$200000.0
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
47 Photos
Last Updated : 116 Days ago
4 Paradise Boulevard, Simcoe, ON , MLS #S12598884 , Image - 1

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Unit-24, 4 Paradise Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S12598884

Residential Condo & Other (Condo Townhouse)

$497000.0
  • 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
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