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Houses for Sale in Simcoe Under $5 Million - P27

Showing results 781 - 810 of 885
Last Updated: February 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
40 Photos
Last Updated : 100 Days ago
3769 Sunbank Crescent, Simcoe, ON , MLS #S12505476 , Image - 1
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3769 Sunbank Crescent West Shore, Severn, Simcoe, ON MLS® S12505476

Residential Freehold (Detached)

$849888.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 3769 Sunbank Crescent! Practically Brand New (2023) Never Lived in, Ugraded Detached 2 Story 2 Car Garage on a Premium Pie Shaped Lot, Boas
42 Photos
Last Updated : 100 Days ago
112 Loggers Run, Simcoe, ON , MLS #S12457097 , Image - 1

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Unit-38, 112 Loggers Run Ardagh, Barrie, Simcoe, ON MLS® S12457097

Residential Condo & Other (Condo Townhouse)

$429000.0
price drop iconPrice drop by 2.3%
  • 3 +1 Beds
  • 3 Baths
  • 1200-1399 sq-ft
This open concept town home is ideal for first-time home buyers, investors or that busy professional who needs close and easy access to the highway. T
24 Photos
Last Updated : 101 Days ago
216 Foster Drive, Simcoe, ON , MLS #S12503250 , Image - 1

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216 Foster Drive Painswick North, Barrie, Simcoe, ON MLS® S12503250

Residential Freehold (Detached)

$749800.0
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Detached, newly renovated sun-filled raised bungalow situated on a quiet street with a huge 60 ft x 300 ft lot, and ample driveway parking. Very brigh
45 Photos
Last Updated : 101 Days ago
210 Minnesota Street, Simcoe, ON , MLS #S12176825 , Image - 1

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210 Minnesota Street Collingwood, Simcoe, ON MLS® S12176825

Residential Freehold (Detached)

$1499000.0
price drop iconPrice drop by 6.3%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 210 Minnesota Street a home on one of Collingwood's most loved streets. There's a reason homes here rarely change hands. The street has a
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 : 101 Days ago
2858 LAKESHORE Road E, Simcoe, ON , MLS #S12501150 , Image - 1

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2858 LAKESHORE Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12501150

Residential Freehold (Detached)

$1269900.0
  • 3 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Spectacular 5yr old Linwood Georgian II home with a great lake view of Carthew Bay! Shallow beach area makes this a perfect spot for families with chi
7 Photos
Last Updated : 102 Days ago
LOT 47 TROUT Lane, Simcoe, ON , MLS #S12434875 , Image - 1

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LOT 47 TROUT Lane Rural Tiny, Tiny, Simcoe, ON MLS® S12434875

Residential Freehold (Vacant Land)

$275000.0
  • < 700 sq-ft
Spacious building lot available in Tiny Township, just steps from Georgian Bay and a short walk to a waterfront park with swimming and sunset views. S
1 Photos
Last Updated : 102 Days ago
1312 River Road W, Simcoe, ON
1312 River Road W Wasaga Beach, Simcoe, ON MLS® S12429570

Residential Freehold (Detached)

$999998.0
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Experience the ultimate riverside lifestyle in this beautifully renovated, all-season riverfront bungalow, set on a deep lot nestled along the scenic
23 Photos
Last Updated : 103 Days ago
9 HARBOUR Street E, Simcoe, ON , MLS #S10893954 , Image - 1

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Unit-2116-2118, 9 HARBOUR Street E Collingwood, Simcoe, ON MLS® S10893954

Residential Condo & Other (Condo Apartment)

$48000.0
price drop iconPrice drop by 40.0%
  • 2 +0 Beds
  • 2 Baths
  • 1200-1399 sq-ft
REDUCED AGAIN!!! BRING ALL OFFERS!!! VERY MOTIVATED SELLER!!! 3 Week Fractional Ownership at Collingwood's only waterfront resort. With lock off
43 Photos
Last Updated : 103 Days ago
14 Thomas Drive, Simcoe, ON , MLS #S12436633 , Image - 1

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14 Thomas Drive Collingwood, Simcoe, ON MLS® S12436633

Residential Freehold (Att/Row/Townhouse)

$849000.0
  • 2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Discover an exceptional opportunity in Collingwood's highly sought-after Mair Mills community: a beautifully renovated freehold townhome with no condo
35 Photos
Last Updated : 103 Days ago
39 Long Point Road, Simcoe, ON , MLS #S12499712 , Image - 1

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39 Long Point Road Waubaushene, Tay, Simcoe, ON MLS® S12499712

Residential Freehold (Detached)

$1350000.0
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Waterfront All Season 2 -Story Detached House, Completely updated in Modern Style, with2100sqft, 3+1 Bedrooms and 2 Bathrooms. Fabulous Open-Concept L
49 Photos
Last Updated : 103 Days ago
57 High Vista Drive, Simcoe, ON , MLS #S12485671 , Image - 1

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57 High Vista Drive Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12485671

Residential Condo & Other (Condo Townhouse)

$698000.0
  • 2 +1 Beds
  • 3 Baths
  • 1400-1599 sq-ft
Explore the epitome of built-in fun at 57 High Vista in the heart of Horseshoe Valley. This inviting end unit townhome boasts over 2300 square feet of
18 Photos
Last Updated : 103 Days ago
5263 Elliott Side Road, Simcoe, ON , MLS #S12203470 , Image - 1

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Unit-58, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S12203470

Residential Freehold (Other)

$285000.0
price drop iconPrice drop by 6.6%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Come and be a part of the friendly community of Bramhall Park. Quiet country location tucked away but only minutes from town and all local amenities.
5 Photos
Last Updated : 104 Days ago
466 Line 2 Line N, Simcoe, ON , MLS #S12140960 , Image - 1
466 Line 2 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12140960

Residential Freehold (Vacant Land)

$695000.0
price drop iconPrice drop by 13.1%
  • < 700 sq-ft
New price! Motivated Seller. Build your dream home AND your dream shop! 5.9 acres being offered for sale with a section of the property zoned IR allow
40 Photos
Last Updated : 104 Days ago
64 Royal Oak Drive, Simcoe, ON , MLS #N12494824 , Image - 1

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64 Royal Oak Drive Cookstown, Innisfil, Simcoe, ON MLS® N12494824

Residential Freehold (MobileTrailer)

$339900.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Royal Oak Estates is a senior (60+) community. Conveniently located in Cookstown at Hwy 27 and Hwy89,just minutes to Hwy 400 and 10 minutes to Allisto
1 Photos
Last Updated : 104 Days ago
5231 13th Line, Simcoe, ON
5231 13th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12367310

Residential Freehold (Vacant Land)

$1799000.0
POWER OF SALE - 40 acres of pristine land offering incredible potential with split zoning (approximately 50% A1 and 50% EP). This property is ideal fo
33 Photos
Last Updated : 105 Days ago
24 Ramblings Way, Simcoe, ON , MLS #S12487077 , Image - 1

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24 Ramblings Way
Unit-901, 24 Ramblings Way Collingwood, Simcoe, ON MLS® S12487077

Residential Condo & Other (Condo Apartment)

$729900.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to the lifestyle you've been waiting for in Collingwood's prestigious Rupert's Landing. If you're ready to leave behind the hustle of city lif
43 Photos
Last Updated : 105 Days ago
156 Dunlop Street W, Simcoe, ON , MLS #S12490704 , Image - 1

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156 Dunlop Street W City Centre, Barrie, Simcoe, ON MLS® S12490704

Residential Freehold (Multiplex)

$849900.0
  • 5 Beds
  • 5 Baths
  • 2000-2500 sq-ft
5 unit multi residential property With A Newly In An Area Where Major Development Changes Are In Play Solid Construction With Many Improvements And Ba
24 Photos
Last Updated : 106 Days ago
Lot 24 Voyageur Drive, Simcoe, ON , MLS #S12100692 , Image - 1

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Lot 24 Voyageur Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12100692

Residential Freehold (Vacant Land)

$189000.0
price drop iconPrice drop by 3.6%
  • < 700 sq-ft
Level treed 3/4 acre re-sale lot located in the Settlement of Toanche in Tiny Township, offering the ideal building site for your new dream home. Natu
3 Photos
Last Updated : 106 Days ago
145 Cardinal Street, Simcoe, ON , MLS #S12486764 , Image - 1
145 Cardinal Street Cundles East, Barrie, Simcoe, ON MLS® S12486764

Residential Freehold (Detached)

$799000.0
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Available Recently updated 4+2 Bedroom and 3+1 Washroom Detatched home in Family Friendly Neighbourhood Backing Onto EP Land. Spacious Home Offers 250
8 Photos
Last Updated : 107 Days ago
Lot 64 Whispering Pine Circle, Simcoe, ON , MLS #S12087204 , Image - 1

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Lot 64 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12087204

Residential Freehold (Vacant Land)

$179000.0
price drop iconPrice drop by 14.8%
  • < 700 sq-ft
Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat
8 Photos
Last Updated : 107 Days ago
Lot 59 Whispering Pine Circle, Simcoe, ON , MLS #S12076638 , Image - 1

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Lot 59 Whispering Pine Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12076638

Residential Freehold (Vacant Land)

$210000.0
  • < 700 sq-ft
Treed building lot situated in Rural Tiny, less than a 10 minute drive to town/amenities. Build your dream home here, enjoy the benefits of this locat
17 Photos
Last Updated : 107 Days ago
3131 Concession Road 8 N/A, Simcoe, ON , MLS #N12458120 , Image - 1

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3131 Concession Road 8 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12458120

Residential Freehold (Vacant Land)

$1950000.0
  • < 700 sq-ft
POWER OF SALE. +/- 70 Acre Prime Farmland in South Adjala. Located Close to Loretto. Significant Frontage on Two Roads: Adjala Tecumseth Townline and
27 Photos
Last Updated : 108 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S12478205 , Image - 1

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Unit-5209, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S12478205

Residential Condo & Other (Other)

$35000.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Living Water Resort & Spa! Your stunning Collingwood getaway. You could own a fraction of this unit, spend three amazing weeks at Living Wa
32 Photos
Last Updated : 110 Days ago
2286 Flos Ten Road E, Simcoe, ON , MLS #S12441517 , Image - 1

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2286 Flos Ten Road E Rural Springwater, Springwater, Simcoe, ON MLS® S12441517

Residential Freehold (Detached)

$799000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 2286 Flos Road Ten in Springwater. This single story 3 bedroom home is situated on 4.43 beautiful acres. Features a slab foundation, level
45 Photos
Last Updated : 112 Days ago
963 Canal Road, Simcoe, ON , MLS #N12411544 , Image - 1

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963 Canal Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12411544

Residential Freehold (Detached)

$799000.0
  • 4 +1 Beds
  • 2 Baths
  • 1500-2000 sq-ft
963 Canal Rd Country Living with Scenic Canal Views Escape to tranquility on this stunning 1.7-acre property featuring a spacious 4+1 bedroom home wit
27 Photos
Last Updated : 112 Days ago
1 Bloxham Place, Simcoe, ON , MLS #S12477878 , Image - 1

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1 Bloxham Place Innis-Shore, Barrie, Simcoe, ON MLS® S12477878

Residential Freehold (Detached)

$899999.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 1 Bloxham Place a beautifully maintained all-brick bungalow on a desirable corner lot in sought-after Innishore neighbourhood. Featuring 3
38 Photos
Last Updated : 112 Days ago
2978 Suntrac Drive, Simcoe, ON , MLS #S12477715 , Image - 1

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2978 Suntrac Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12477715

Residential Freehold (Detached)

$2499900.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
*This Luxurious & Modern Home Will Leave You Breathless With Unforgettable Sunsets On Lake Simcoe* Aprox 4200 SqF Above Ground *Finished Living Space
21 Photos
Last Updated : 113 Days ago
LOT 59 47TH Street S, Simcoe, ON , MLS #S12006033 , Image - 1

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LOT 59 47TH Street S Wasaga Beach, Simcoe, ON MLS® S12006033

Residential Freehold (Vacant Land)

$250000.0
price drop iconPrice drop by 9.1%
  • < 700 sq-ft
Fabulously located, this vacant lot in a quiet and friendly neighbourhood, on a dead-end street, offers an exciting investment opportunity to build no
35 Photos
Last Updated : 114 Days ago
17 Jamieson Drive, Simcoe, ON , MLS #N12434730 , Image - 1

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17 Jamieson Drive Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N12434730

Residential Freehold (Detached)

$799000.0
price drop iconPrice drop by 5.9%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Rosemont. This property boasts a private, treed and landscaped lot with 3 + 1 bedroom side split featuring a built-in garage with direct en
27 Photos
Last Updated : 114 Days ago
Lot 2 Delta Road, Simcoe, ON , MLS #S12146865 , Image - 1

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Lot 2 Delta Road Rural Severn, Severn, Simcoe, ON MLS® S12146865

Residential Freehold (Vacant Land)

$425000.0
price drop iconPrice drop by 5.6%
  • < 700 sq-ft
A rare chance to enjoy the best of Muskoka with half the drive! Located on Sparrow Lake, just 1.5 hours north of Toronto, this waterfront lot is at th
Shortlisted Properties
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