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Detached Houses for Sale in Simcoe Under $5M - P11

Showing results 301 - 330 of 685
Last Updated: May 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
23 Photos
Last Updated : 12 Days ago
100 Desroches Trail, Simcoe, ON , MLS #S13040042 , Image - 1
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100 Desroches Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13040042

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exquisite brick craftsmanship, as this beautifully crafted solid brick home is situated just steps from the
35 Photos
Last Updated : 12 Days ago
787 Freemont Court, Simcoe, ON , MLS #N13039784 , Image - 1

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787 Freemont Court Alcona, Innisfil, Simcoe, ON MLS® N13039784

Residential Freehold (Detached)

$1049000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Offering 2,600 square feet, this home features a well-designed layout that balances open-concept living with
50 Photos
Last Updated : 12 Days ago
77 Sovereign's Gate, Simcoe, ON , MLS #S13039712 , Image - 1

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77 Sovereign's Gate Innis-Shore, Barrie, Simcoe, ON MLS® S13039712

Residential Freehold (Detached)

$999999.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 77 Sovereigns Gate, Barrie - a spacious home offering over 3,500 sq ft of finished living space, featuring four bedrooms on the upper level
50 Photos
Last Updated : 13 Days ago
53 Broadview Street, Simcoe, ON , MLS #S13038484 , Image - 1

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53 Broadview Street Collingwood, Simcoe, ON MLS® S13038484

Residential Freehold (Detached)

$1395000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This picturesque chalet-style home in Collingwood embodies rustic charm and grandeur, set harmoniously within lush natural surroundings. The wide entr
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
50 Photos
Last Updated : 13 Days ago
2280 Highway 27 N/A, Simcoe, ON , MLS #N13003894 , Image - 1

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2280 Highway 27 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13003894

Residential Freehold (Detached)

$4190000.0
  • 4 +2 Beds
  • 5 Baths
  • 5000 + sq-ft
Welcome To 2280 Hwy 27 Bradford. A Private Luxury Retreat On 10 Acre Land With 7500 Sqft Of Living Space. Detached 6 Bedroom House, 5 Washrooms, Finis
42 Photos
Last Updated : 13 Days ago
1119 Sajnovic Place, Simcoe, ON , MLS #S13038124 , Image - 1

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1119 Sajnovic Place Rural Ramara, Ramara, Simcoe, ON MLS® S13038124

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
26 Photos
Last Updated : 13 Days ago
25 Copeland Crescent, Simcoe, ON , MLS #N12867668 , Image - 1

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25 Copeland Crescent Cookstown, Innisfil, Simcoe, ON MLS® N12867668

Residential Freehold (Detached)

$1249900.0
  • 3 Beds
  • 5 Baths
  • 2000-2500 sq-ft
BETTER THAN BRAND NEW - A TRUE DREAM HOME WITH OVER 3,000 SQ FT OF IMPECCABLE FINISHED LIVING SPACE!Welcome to a residence that effortlessly blends so
25 Photos
Last Updated : 13 Days ago
51 NATURES Trail, Simcoe, ON , MLS #S12986672 , Image - 1

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51 NATURES Trail Wasaga Beach, Simcoe, ON MLS® S12986672

Residential Freehold (Detached)

$869800.0
  • 3 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this brand new all-brick raised bungalow set on a premium corner lot in the sought-after east end of Wasaga Beach, just minutes from Marlwo
40 Photos
Last Updated : 13 Days ago
56 Birch Trail, Simcoe, ON , MLS #S13036556 , Image - 1

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56 Birch Trail Wasaga Beach, Simcoe, ON MLS® S13036556

Residential Freehold (Detached)

$499777.0
  • 1 Beds
  • 2 Baths
  • < 700 sq-ft
Charming A-Frame Cottage Just a 9-Minute Walk from Allenwood Beach. Nestled at the end of a tranquil cul-de-sac, this delightful A-frame cottage is on
30 Photos
Last Updated : 13 Days ago
84 32nd Street N, Simcoe, ON , MLS #S12962910 , Image - 1

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84 32nd Street N Wasaga Beach, Simcoe, ON MLS® S12962910

Residential Freehold (Detached)

$580000.0
price drop iconPrice drop by 3.3%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Perfectly located just north of Mosley Street, this charming beach home offers the lifestyle buyers dream about. Just steps from the sand, you can enj
30 Photos
Last Updated : 13 Days ago
1726 Emberton Way, Simcoe, ON , MLS #N13009322 , Image - 1

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1726 Emberton Way Alcona, Innisfil, Simcoe, ON MLS® N13009322

Residential Freehold (Detached)

$1199999.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome To 1726 Emberton Way, A Stunning Double-Car Garage Detached Home Nestled In The Highly Sought-After Alcona Community. Situated On A Premium 49
38 Photos
Last Updated : 13 Days ago
7972 County 13 Road, Simcoe, ON , MLS #N13034806 , Image - 1

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7972 County 13 Road Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13034806

Residential Freehold (Detached)

$759900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
RAISED BUNGALOW IN A QUIET LISLE SETTING ON 0.43 ACRES WITH FLEXIBLE LIVING SPACE! Maybe your parents keep mentioning they want a home that works for
18 Photos
Last Updated : 13 Days ago
3588 13 Line N, Simcoe, ON , MLS #S12980270 , Image - 1

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3588 13 Line N Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12980270

Residential Freehold (Detached)

$1679999.0
  • 6 Beds
  • 4 Baths
  • 5000 + sq-ft
MUST BE SEEN: BRAND NEW CUSTOM BUILD! Exquisite 5500+ square foot luxury modern farmhouse home with panoramic country views. This home is filled with
30 Photos
Last Updated : 13 Days ago
4927 25 Side Road, Simcoe, ON , MLS #N13034672 , Image - 1

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4927 25 Side Road Rural Essa, Essa, Simcoe, ON MLS® N13034672

Residential Freehold (Detached)

$1049990.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Custom-Built Walk-Out Bungalow on 2.3 Acres of Ultimate Privacy! Experience serene country living in this beautifully crafted custom walk-out bungalow
35 Photos
Last Updated : 13 Days ago
5 Kelsey Crescent, Simcoe, ON , MLS #S12946974 , Image - 1

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5 Kelsey Crescent Ardagh, Barrie, Simcoe, ON MLS® S12946974

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Immaculate , Sun Filled Family with Clear View ! 2210 Sqft Home plus 932 Sqft Basement in NUMBER ONE SOUTH BARRIE ARDAGH COMMUNITY *** Large Size 4 Be
34 Photos
Last Updated : 13 Days ago
17 CRANBERRY Lane, Simcoe, ON , MLS #S12927564 , Image - 1

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17 CRANBERRY Lane 400 West, Barrie, Simcoe, ON MLS® S12927564

Residential Freehold (Detached)

$859900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
*OVERVIEW* Spacious And Well-Appointed 4+1 Bedroom, 4 Bathroom Home Nestled In A Sought-After Family-Friendly Neighbourhood In Barrie. Thoughtfully De
29 Photos
Last Updated : 13 Days ago
187 Champlain Road, Simcoe, ON , MLS #S13034156 , Image - 1

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187 Champlain Road Penetanguishene, Simcoe, ON MLS® S13034156

Residential Freehold (Detached)

$1850000.0
  • 3 Beds
  • 2 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exceptional waterfront home or vacation property settled on 1.4 acres in Penetang Bay just minutes to shoppi
50 Photos
Last Updated : 13 Days ago
104 Knox Road E, Simcoe, ON , MLS #S13019178 , Image - 1

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104 Knox Road E Wasaga Beach, Simcoe, ON MLS® S13019178

Residential Freehold (Detached)

$865000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy a generous 50'x230' lot with over 50' of waterfront, spacious backyard areas perfect for entertaining,
40 Photos
Last Updated : 13 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)

$729000.0
price drop iconPrice drop by 4.1%
  • 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
42 Photos
Last Updated : 14 Days ago
1200 Mosley Street, Simcoe, ON , MLS #S13024742 , Image - 1

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1200 Mosley Street Wasaga Beach, Simcoe, ON MLS® S13024742

Residential Freehold (Detached)

$589000.0
  • 3 +1 Beds
  • 3 Baths
  • 700-1100 sq-ft
Rare Opportunity, Spacious 4 Bedroom With 3 Washroom Detached Home In A Highly Desirable Wasaga Beach Area. Move In Ready. This Meticulously Maintaine
33 Photos
Last Updated : 14 Days ago
211 Moon Point Drive, Simcoe, ON , MLS #S12890750 , Image - 1

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211 Moon Point Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12890750

Residential Freehold (Detached)

$1249000.0
price drop iconPrice drop by 7.4%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautiful, Bright and Beaming Bungalow Boasts a Bounty of Breathtaking Views from Fifty Feet on Lake Simcoe Waterfront just an hours Jump from Toronto
1 Photos
Last Updated : 14 Days ago
70 Rose Valley Way, Simcoe, ON
70 Rose Valley Way Wasaga Beach, Simcoe, ON MLS® S12842954

Residential Freehold (Detached)

$598000.0
price drop iconPrice drop by 6.5%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
ESTATE SALE!!!... - Well cared for 2-bedroom home offering comfortable living in the heart of Wasaga Beach. Hardwood flooring runs throughout the main
49 Photos
Last Updated : 14 Days ago
79 Caroline Street W, Simcoe, ON , MLS #S13029152 , Image - 1

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79 Caroline Street W Rural Clearview, Clearview, Simcoe, ON MLS® S13029152

Residential Freehold (Detached)

$1185000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
A must-see to truly appreciate the space this home offers! This warm and welcoming home in Creemore provides far more room and flexibility than first
32 Photos
Last Updated : 14 Days ago
756 Quebec Street, Simcoe, ON , MLS #S13032018 , Image - 1

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756 Quebec Street Midland, Simcoe, ON MLS® S13032018

Residential Freehold (Detached)

$549900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming two storey century home located in a quiet neighbourhood. Suitable for a small family or a retired couple looking to downsize. The main level
21 Photos
Last Updated : 14 Days ago
122 Valleyview Crescent W, Simcoe, ON , MLS #N12953488 , Image - 1

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122 Valleyview Crescent W Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12953488

Residential Freehold (Detached)

$799999.0
price drop iconPrice drop by 3.6%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Opportunity Knocks in the Heart of Bradford! Situated on a quiet, family-friendly court in one of Bradford's most sought-after neighbourhoods, this so
26 Photos
Last Updated : 14 Days ago
423 Irwin Street, Simcoe, ON , MLS #S13031704 , Image - 1

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423 Irwin Street Midland, Simcoe, ON MLS® S13031704

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A Home That Fits Your Life, and Everyone in It. With four bedrooms, two full bathrooms, and a layout built for real comfort, this all-brick raised bun
49 Photos
Last Updated : 14 Days ago
9157 30th Side Road, Simcoe, ON , MLS #N13030434 , Image - 1

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9157 30th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13030434

Residential Freehold (Detached)

$1899900.0
  • 3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
GORGEOUS COUNTRY ESTATE HOME ON NEARLY 19 ACRES WITH 3,300+ SQ FT PLUS AN UNSPOILED WALKOUT BASEMENT, AN ATTACHED DOUBLE CAR GARAGE, A 30 X 40 SHOP, &
45 Photos
Last Updated : 14 Days ago
73 Findlay Drive, Simcoe, ON , MLS #S13011852 , Image - 1

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73 Findlay Drive Collingwood, Simcoe, ON MLS® S13011852

Residential Freehold (Detached)

$969000.0
  • 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
39 Photos
Last Updated : 14 Days ago
30 Ruffet Drive, Simcoe, ON , MLS #S12833462 , Image - 1

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30 Ruffet Drive Edgehill Drive, Barrie, Simcoe, ON MLS® S12833462

Residential Freehold (Detached)

$949000.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled on a private 0.3-acre oasis, this expansive 3800+ sq ft home is the complete package, featuring 5 bedrooms and 4 baths. The main level impress
31 Photos
Last Updated : 14 Days ago
1406 Stovell Crescent, Simcoe, ON , MLS #N13029402 , Image - 1

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1406 Stovell Crescent Lefroy, Innisfil, Simcoe, ON MLS® N13029402

Residential Freehold (Detached)

$969999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in the picturesque town of Innisfil, Ontario, this newly constructed , immaculate detached home radiates sophistication. Enhanced by upgraded
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