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Detached Houses for Sale in Simcoe Under $5M - P19

Showing results 541 - 570 of 609
Last Updated: March 22, 2026
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40 Photos
Last Updated : 71 Days ago
682 CONCESSION 15 Road W, Simcoe, ON , MLS #S12684102 , Image - 1
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682 CONCESSION 15 Road W Rural Tiny, Tiny, Simcoe, ON MLS® S12684102

Residential Freehold (Detached)

$759900.0
  • 3 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
This charming home blends comfort, style, and an ideal location near the sandy shores of Georgian Bay. Set on a spacious, well-kept lot, it offers thr
26 Photos
Last Updated : 72 Days ago
113 Livia Herman Way, Simcoe, ON , MLS #S12681296 , Image - 1

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113 Livia Herman Way East Bayfield, Barrie, Simcoe, ON MLS® S12681296

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Incredible locale, incredible opportunity to live in one of North Barrie's most coveted neighborhoods ,Country Club Estates. Potential to add an inlaw
13 Photos
Last Updated : 72 Days ago
2781 Sixth Line, Simcoe, ON , MLS #N12681098 , Image - 1

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2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12681098

Residential Freehold (Detached)

$2699000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A prime investment opportunity to acquire 1.631 acres of land located at the main entrance of Bradford's largest upcoming residential subdivision with
50 Photos
Last Updated : 72 Days ago
25 MENNILL Drive, Simcoe, ON , MLS #S12679376 , Image - 1

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25 MENNILL Drive Snow Valley, Springwater, Simcoe, ON MLS® S12679376

Residential Freehold (Detached)

$1750000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Step into this exceptional custom-built bungalow this is an entertainer's delight, where luxury and comfort meet at every turn. Featuring contemporary
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
27 Photos
Last Updated : 73 Days ago
14 Seneca Crescent, Simcoe, ON , MLS #S12677714 , Image - 1

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14 Seneca Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12677714

Residential Freehold (Detached)

$759900.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 14 Seneca Crescent a private retreat where nature, comfort, and quality craftsmanship meet. Just moments from the sparkling shores of Georg
50 Photos
Last Updated : 73 Days ago
3324 Bramshott Avenue, Simcoe, ON , MLS #S12673936 , Image - 1

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3324 Bramshott Avenue West Shore, Severn, Simcoe, ON MLS® S12673936

Residential Freehold (Detached)

$844900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
The quality and craftsmanship of this newly constructed bungalow are unmistakable! Offering nearly 1,500 sq.ft. of thoughtfully designed living space,
49 Photos
Last Updated : 73 Days ago
1 Mariposa Drive, Simcoe, ON , MLS #S12672214 , Image - 1

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1 Mariposa Drive Orillia, Simcoe, ON MLS® S12672214

Residential Freehold (Detached)

$749900.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Amazing Investment!! Completely renovated 5 Bedroom LEGAL DUPLEX in Orillia close to all amenities, walking trails and easy access from Hwy 11!! This
37 Photos
Last Updated : 74 Days ago
3784 Tuppy Drive, Simcoe, ON , MLS #S12214912 , Image - 1

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3784 Tuppy Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12214912

Residential Freehold (Detached)

$1880000.0
price drop iconPrice drop by 24.7%
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your dream lakeside retreat! Nestled on the serene shores of Lake Simcoe, this charming 4-season cottage offers the perfect blend of relaxa
50 Photos
Last Updated : 74 Days ago
2066 Elana Drive, Simcoe, ON , MLS #S12671826 , Image - 1

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2066 Elana Drive Marchmont, Severn, Simcoe, ON MLS® S12671826

Residential Freehold (Detached)

$1899900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this Spotless 4 Bedroom Raised Bungalow in an Exclusive Family Friendly Neighbourhood just minutes outside of Orillia! Close to all ameniti
12 Photos
Last Updated : 75 Days ago
26 George Avenue, Simcoe, ON , MLS #S12670070 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S12670070

Residential Freehold (Detached)

$449900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Opportunity Knocks! Attention Renovators, Contractors, Investors, Builders And First Time Buyers. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. Ki
31 Photos
Last Updated : 75 Days ago
65 Crimson Ridge Road, Simcoe, ON , MLS #S12664360 , Image - 1

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65 Crimson Ridge Road Bayshore, Barrie, Simcoe, ON MLS® S12664360

Residential Freehold (Detached)

$1099000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Stunning Detached Home Located in a sought-after neighborhood. Features a double garage with inside entry, hardwood and ceramic flooring throughout, a
47 Photos
Last Updated : 76 Days ago
93 Bayshore Drive, Simcoe, ON , MLS #S12087968 , Image - 1

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93 Bayshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12087968

Residential Freehold (Detached)

$948000.0
price drop iconPrice drop by 11.8%
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome home to this wonderful 4-bedroom, 3-bath home in the prestigious Bayshore Village waterfront community. Backing onto a tranquil pond, this pro
39 Photos
Last Updated : 76 Days ago
1417 Gilford Road, Simcoe, ON , MLS #N12662114 , Image - 1

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1417 Gilford Road Gilford, Innisfil, Simcoe, ON MLS® N12662114

Residential Freehold (Detached)

$1399900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Here is your chance to own a stunning bungaloft-style home located in the tranquil Gilford, Ontario. This 5-bedroom, 3-bathroom residence offers over
33 Photos
Last Updated : 76 Days ago
155 Webb Street, Simcoe, ON , MLS #N12661896 , Image - 1

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155 Webb Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12661896

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Discover this stunning 2-storey detached home, built in 2013, offering the perfect blend of modern style, comfort, and convenience. With 3 generous be
3 Photos
Last Updated : 79 Days ago
4 East Street, Simcoe, ON , MLS #S12657488 , Image - 1
4 East Street Wellington, Barrie, Simcoe, ON MLS® S12657488

Residential Freehold (Detached)

$549900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Property is being sold As is, Where is. Unique century home on 55 X 115 Lot close to downtown Barrie. The front portion of the home is the original
32 Photos
Last Updated : 83 Days ago
61 Riverwalk Place, Simcoe, ON , MLS #S12309465 , Image - 1

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61 Riverwalk Place Midland, Simcoe, ON MLS® S12309465

Residential Freehold (Detached)

$1130000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Luxurious Living with Backyard Oasis in Waterfront Community. Welcome to this exceptional 6-bedroom, 4-bathroom detached bungaloft, where timeless ele
23 Photos
Last Updated : 83 Days ago
10 White Oaks Road, Simcoe, ON , MLS #S12651342 , Image - 1

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10 White Oaks Road South Shore, Barrie, Simcoe, ON MLS® S12651342

Residential Freehold (Detached)

$3350000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Welcome to an exceptional waterfront retreat, boasting over 91' of pristine sandy shoreline and a steel reta
39 Photos
Last Updated : 85 Days ago
26 Oakmont Avenue, Simcoe, ON , MLS #S12500518 , Image - 1

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26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12500518

Residential Freehold (Detached)

$969900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as
27 Photos
Last Updated : 85 Days ago
230 Robins Point Road, Simcoe, ON , MLS #S12064442 , Image - 1

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230 Robins Point Road Victoria Harbour, Tay, Simcoe, ON MLS® S12064442

Residential Freehold (Detached)

$939000.0
price drop iconPrice drop by 13.8%
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Wow !! This Stunning Waterfront Property On Georgian Bay With Direct Access To Clean Water. Waterfront living on Georgian Bay with this extraordinary
42 Photos
Last Updated : 89 Days ago
1445 Cedar Point Road, Simcoe, ON , MLS #S12629790 , Image - 1

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1445 Cedar Point Road Rural Tiny, Tiny, Simcoe, ON MLS® S12629790

Residential Freehold (Detached)

$749777.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Tucked away on a secluded 1.2-acre lot, this one-of-a-kind log home offers the perfect blend of rustic charm and peaceful living. If you're seeking sp
41 Photos
Last Updated : 89 Days ago
32 BONAVENTURE Place, Simcoe, ON , MLS #S12468545 , Image - 1

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32 BONAVENTURE Place Penetanguishene, Simcoe, ON MLS® S12468545

Residential Freehold (Detached)

$709777.0
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A perfect 3-bedroom family home in a highly desirable neighbourhood! This beautiful all-brick property offers a bright kitchen, open living and dining
46 Photos
Last Updated : 89 Days ago
1 Lindale Avenue, Simcoe, ON , MLS #S12575008 , Image - 1

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1 Lindale Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S12575008

Residential Freehold (Detached)

$699777.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
The search stops here. If you've been dreaming of space, comfort, and a prime location, this is the one. This solid all-brick family home offers room
27 Photos
Last Updated : 93 Days ago
344 First Street, Simcoe, ON , MLS #S12642798 , Image - 1

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344 First Street Midland, Simcoe, ON MLS® S12642798

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This updated century home offers timeless charm and exceptional flexibility, set within DC-F2 zoning that supports a variety of uses. Ideal for a grow
33 Photos
Last Updated : 96 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
45 Photos
Last Updated : 99 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
50 Photos
Last Updated : 100 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 : 102 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 : 103 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 : 103 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
1 Photos
Last Updated : 104 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
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