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Houses for Sale in Simcoe Under $5 Million - P29

Showing results 841 - 870 of 885
Last Updated: February 12, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
26 Photos
Last Updated : 138 Days ago
491 Minnesota Street, Simcoe, ON , MLS #S12403815 , Image - 1
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491 Minnesota Street Collingwood, Simcoe, ON MLS® S12403815

Residential Freehold (Detached)

$759000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 491 Minnesota, a versatile bungalow that offers two separate living spaces, perfect for families, investors, or anyone seeking income poten
6 Photos
Last Updated : 139 Days ago
2318 Sherwood Forest Lane, Simcoe, ON , MLS #S12427693 , Image - 1

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2318 Sherwood Forest Lane Rural Severn, Severn, Simcoe, ON MLS® S12427693

Residential Freehold (Vacant Land)

$499000.0
Easy Access To Your Private Waterfront Property Through A Year-Round Private Community Road. 99' Of Waterfrontage On The Trent Severn Waterway, Part O
17 Photos
Last Updated : 140 Days ago
321 Innisfil Street, Simcoe, ON , MLS #S12024442 , Image - 1

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321 Innisfil Street Allandale, Barrie, Simcoe, ON MLS® S12024442

Residential Freehold (Detached)

$749900.0
price drop iconPrice drop by 9.5%
  • 3 +1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 321 Innisfil St., a cosy three bedroom house ready to be made your new home. Close to great parks, schools, and all good things that Barrie
2 Photos
Last Updated : 140 Days ago
Part 1 Tiny beaches Road, Simcoe, ON , MLS #S11582149 , Image - 1
Part 1 Tiny beaches Road Rural Tiny, Tiny, Simcoe, ON MLS® S11582149

Residential Freehold (Vacant Land)

$249000.0
price drop iconPrice drop by 16.4%
Rare Opportunity on Tiny Beaches Road! This fantastic building lot in the picturesque Tiny Township is just a short stroll from the sandy shores of Ge
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
2 Photos
Last Updated : 140 Days ago
PART 2 Tiny Beaches Road, Simcoe, ON , MLS #S11585655 , Image - 1
PART 2 Tiny Beaches Road Rural Tiny, Tiny, Simcoe, ON MLS® S11585655

Residential Freehold (Vacant Land)

$249000.0
price drop iconPrice drop by 16.4%
Rare Opportunity on Tiny Beaches Road! This fantastic building lot in the picturesque Tiny Township is just a short stroll from the sandy shores of Ge
2 Photos
Last Updated : 140 Days ago
PART3 TINY BEACHES Road, Simcoe, ON , MLS #S11589011 , Image - 1
PART3 TINY BEACHES Road Rural Tiny, Tiny, Simcoe, ON MLS® S11589011

Residential Freehold (Vacant Land)

$249000.0
price drop iconPrice drop by 16.4%
Rare Opportunity on Tiny Beaches Road! This fantastic building lot in the picturesque Tiny Township is just a short stroll from the sandy shores of Ge
7 Photos
Last Updated : 140 Days ago
148 9 Line S, Simcoe, ON , MLS #S12133159 , Image - 1

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148 9 Line S Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12133159

Residential Freehold (Farm)

$1499000.0
  • < 700 sq-ft
Explore the potential of this expansive 59-acre property, directly across from Burls Creek Event Park featuring an impressive 3900 feet of frontage on
45 Photos
Last Updated : 141 Days ago
13 Ranch Terrace, Simcoe, ON , MLS #S12244076 , Image - 1

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13 Ranch Terrace Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12244076

Residential Freehold (Detached)

$1135000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Brand new built and never lived in, situated on a premium lot. Nestled just steps away from the bustling heart of South Barrie, this property is a tes
40 Photos
Last Updated : 141 Days ago
15 Hummingbird Grove E, Simcoe, ON , MLS #N12392744 , Image - 1

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15 Hummingbird Grove E Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12392744

Residential Freehold (Detached)

$1598900.0
  • 5 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to 15 Hummingbird Grove, in Adjala-Tosorontio, this Brand new home is a extraordinary 5+1-bedroom and 4-bathroom dwelling, with 3707 Square fe
50 Photos
Last Updated : 141 Days ago
3793 Ferretti Court, Simcoe, ON , MLS #N12096640 , Image - 1

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3793 Ferretti Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N12096640

Residential Freehold (Att/Row/Townhouse)

$3998000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Friday Harbour Brand new and never lived in. Absolutely one of a kind! 5 bedroom corner model with more than $1 million dollars spent on interior cust
35 Photos
Last Updated : 141 Days ago
11 Royalton Lane, Simcoe, ON , MLS #S11975895 , Image - 1

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11 Royalton Lane
Unit-11, 11 Royalton Lane Collingwood, Simcoe, ON MLS® S11975895

Residential Condo & Other (Condo Townhouse)

$549990.0
price drop iconPrice drop by 8.3%
  • 2 +1 Beds
  • 3 Baths
  • 1600-1799 sq-ft
Experience the Four-Season Lifestyle in Georgian Bay! This well-maintained end-unit townhome offers the perfect blend of full-time living, a weekend r
19 Photos
Last Updated : 141 Days ago
PTL 26 & PTL 27, CON 7, ORO N/A, Simcoe, ON , MLS #S9233212 , Image - 1

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PTL 26 & PTL 27, CON 7, ORO N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9233212

Residential Freehold (Vacant Land)

$1499000.0
price drop iconPrice drop by 16.3%
  • 5000 + sq-ft
All in one, own your own business, an equestrian center and be able to build your principal residence on the property as well. Now offering this 64 +/
21 Photos
Last Updated : 141 Days ago
Lt 222 Friesian Court, Simcoe, ON , MLS #S9089434 , Image - 1

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Lt 222 Friesian Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9089434

Residential Freehold (Detached)

$1629900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
LAST FEW LOTS AVAILABLE IN FINAL PHASE OF BRAESTONE ESTATES IN ORO-MEDONTE. Visit us today! This home can be built and ready for possession Summer 202
21 Photos
Last Updated : 141 Days ago
Lt 225 Friesian Court, Simcoe, ON , MLS #S9077013 , Image - 1

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Lt 225 Friesian Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S9077013

Residential Freehold (Detached)

$1708900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
LAST FEW LOTS AVAILABLE IN FINAL PHASE OF BRAESTONE ESTATES IN ORO-MEDONTE. Visit us today! This home can be built and ready for possession Summer 202
19 Photos
Last Updated : 141 Days ago
929 Yonge Street, Simcoe, ON , MLS #S12318956 , Image - 1

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929 Yonge Street Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12318956

Residential Freehold (Detached)

$1798000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Opportunity knocks with this 1.14 acre property designated Medium Density under Barrie's official plan. Information to support the use of a Medium Den
4 Photos
Last Updated : 141 Days ago
339 Gill Street, Simcoe, ON , MLS #S12307379 , Image - 1
339 Gill Street Orillia, Simcoe, ON MLS® S12307379

Residential Freehold (Vacant Land)

$699990.0
  • 5000 + sq-ft
Welcome To 339 Gill Street! This Comer Property Is One Of A Kind! Suitable For Many Uses Including A 12 - 15 Unit Apartment Building (See Attachments
18 Photos
Last Updated : 141 Days ago
78 Front Street S, Simcoe, ON , MLS #S12298866 , Image - 1

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78 Front Street S Orillia, Simcoe, ON MLS® S12298866

Residential Freehold (Fourplex)

$1099000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Legal Fourplex 4 unit income property is your answer to positive cash flow and securing your financial freedom! These 4 units have all been fresh
29 Photos
Last Updated : 142 Days ago
10 & 11 Methodist Island N/A, Simcoe, ON , MLS #S12208769 , Image - 1

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10 & 11 Methodist Island N/A Port McNicoll, Tay, Simcoe, ON MLS® S12208769

Residential Freehold (Detached)

$625000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
This charming family cottage offers the perfect blend of comfort, privacy, and classic cottage living just a 5-minute boat ride from Victoria Harbour
2 Photos
Last Updated : 142 Days ago
4517 Penetanguishene Road, Simcoe, ON , MLS #S12205365 , Image - 1
4517 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S12205365

Residential Freehold (Vacant Land)

$2250000.0
6 acres of prime property in Hillsdale on Penetanguishene Rd. Present zoning RU but future possibility for residential or hwy commercial development
41 Photos
Last Updated : 142 Days ago
46 Eugenia Street, Simcoe, ON , MLS #S12183375 , Image - 1

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46 Eugenia Street Codrington, Barrie, Simcoe, ON MLS® S12183375

Residential Freehold (Duplex)

$999999.0
price drop iconPrice drop by 28.6%
  • 8 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Legal Duplex! Two 4 bedroom apartments side-by-side. Upgraded with many new stainless steel appliances, including washer and dryers. Two kitchens, 2 l
13 Photos
Last Updated : 142 Days ago
26 Stuart Avenue, Simcoe, ON , MLS #S12177398 , Image - 1

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26 Stuart Avenue Innis-Shore, Barrie, Simcoe, ON MLS® S12177398

Residential Freehold (Detached)

$799000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
A must-see property! Absolutely Stunning Home! This gorgeous 2-storey residence is located in Barrie neighbourhood. Really good location. Just minutes
14 Photos
Last Updated : 142 Days ago
80 Horseshoe Boulevard, Simcoe, ON , MLS #S12148344 , Image - 1

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Unit-403, 80 Horseshoe Boulevard Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12148344

Residential Condo & Other (Condo Apartment)

$499000.0
  • 2 +1 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Breathtaking Views At The Heart of Horseshoe Resort. Ideal For Year Round Residence, Vacation Home Or Option To Be Apart of Resort's Rental Program. B
2 Photos
Last Updated : 142 Days ago
185 Park Street, Simcoe, ON , MLS #S12147670 , Image - 1
185 Park Street Victoria Harbour, Tay, Simcoe, ON MLS® S12147670

Residential Freehold (Vacant Land)

$3999900.0
price drop iconPrice drop by 11.1%
  • < 700 sq-ft
An exceptional opportunity to own 72.62 acres of pristine, vacant land with an expansive lakefront along stunning Sturgeon Bay, a gateway to the world
2 Photos
Last Updated : 142 Days ago
2405 Highway 12 N/A, Simcoe, ON , MLS #S12137822 , Image - 1
2405 Highway 12 N/A Brechin, Ramara, Simcoe, ON MLS® S12137822

Residential Freehold (Vacant Land)

$388800.0
  • < 700 sq-ft
Excellent Opportunity To Own 2.91 Acres In The Heart Of Brechin. A Portion Of Land Is Zoned Village Residential With The Remainder Being Agricultural.
6 Photos
Last Updated : 142 Days ago
14 Barbara Avenue, Simcoe, ON , MLS #S12136579 , Image - 1

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14 Barbara Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12136579

Residential Freehold (Vacant Land)

$474000.0
  • < 700 sq-ft
Location, Location, Location With Additional Bonuses / Incentives. Situated centrally between Barrie and Orillia at the bottom of the 7th Line and jus
1 Photos
Last Updated : 142 Days ago
40 Iris Drive, Simcoe, ON
40 Iris Drive Wasaga Beach, Simcoe, ON MLS® S12112469

Residential Freehold (Vacant Land)

$339000.0
  • < 700 sq-ft
Building lot on quiet Iris Drive in the neighborhood of newer homes, measuring 50 ft x 151 ft. The lot is fairly clear, locted within walking distance
1 Photos
Last Updated : 142 Days ago
Lot 76 Bay Sands Drive, Simcoe, ON
Lot 76 Bay Sands Drive Wasaga Beach, Simcoe, ON MLS® S12112464

Residential Freehold (Vacant Land)

$174000.0
Invest in the promising future of Wasaga Beach! Large treed lot measuring 100 ft x 160 ft, with no municipal services at this point in time. No buildi
1 Photos
Last Updated : 142 Days ago
4294 Plum Point Road, Simcoe, ON
4294 Plum Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S12065322

Residential Freehold (Vacant Land)

$626000.0
  • < 700 sq-ft
Welcome to McPhee Bay, Lake Simcoe! Huge Lakefront Lot To Build Your Dream Home/Cottage.Nice Quiet Street, Nice elevation...Stunning Sunset View!!!Loc
4 Photos
Last Updated : 142 Days ago
9736 Beachwood Road, Simcoe, ON , MLS #S12050384 , Image - 1
9736 Beachwood Road Collingwood, Simcoe, ON MLS® S12050384

Residential Freehold (Vacant Land)

$199000.0
  • < 700 sq-ft
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
19 Photos
Last Updated : 142 Days ago
9 Harbour Street E, Simcoe, ON , MLS #S11990375 , Image - 1

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9 Harbour Street E
Unit-3117-19, 9 Harbour Street E Collingwood, Simcoe, ON MLS® S11990375

Residential Condo & Other (Condo Apartment)

$78600.0
  • 2 Beds
  • 2 Baths
  • 1000-1199 sq-ft
Delight in summertime on Georgian Bay! With fully paid fees until 2027, this is your opportunity to invest in a vacation spot in Collingwood.Located o
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