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Detached Houses for Sale in Simcoe Under $5M

Showing results 1 - 30 of 858

Square Yards Canada can assist you in finding the ideal detached homes in Simcoe. Browse the options of several detached homes for sale Under $5M in Simcoe comprising 1 to 5 beds. The detached houses for sale Under $5M in Simcoe are listed by owners and brokers offering first-rate amenities and services in upscale neighbourhoods in Simcoe.


Last Updated: December 05, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
30 Photos
Last Updated : 13 Hours ago
90 Turtle Path, Simcoe, ON , MLS #S12391738 , Image - 1
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90 Turtle Path Rural Ramara, Ramara, Simcoe, ON MLS® S12391738

Residential Freehold (Detached)

$989999.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 90 Turtle Path, a newly renovated four-season waterfront home in Lagoon City. This 2,438 sq. ft. two-story property sits on a pie-shaped lo
50 Photos
Last Updated : 18 Hours ago
1072 Wickham Road, Simcoe, ON , MLS #N12381881 , Image - 1

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1072 Wickham Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12381881

Residential Freehold (Detached)

$1249000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Your Luxury Upgrade - No Stress, No Hassle, Its All Done for You! Welcome to this stunning, fully upgraded 4-bedrooms, 5-bathrooms home in the prestig
35 Photos
Last Updated : 21 Hours ago
6 Primrose Heights, Simcoe, ON , MLS #N12602816 , Image - 1

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6 Primrose Heights Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12602816

Residential Freehold (Detached)

$1374900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
This isn't just another property, its where timeless character meets a fresh, modern vibe. Welcome to this brand new, never lived-in five bedroom,five
38 Photos
Last Updated : 21 Hours ago
17 Penvill Trail, Simcoe, ON , MLS #S12043914 , Image - 1

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17 Penvill Trail Ardagh, Barrie, Simcoe, ON MLS® S12043914

Residential Freehold (Detached)

$1089000.0
price drop iconPrice drop by 7.6%
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
**Stunning Family Home** Nearly 3,000 sq ft of beautifully designed space, move-in ready! Upgraded finishes and renovated throughout: custom mill wall
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
50 Photos
Last Updated : 21 Hours ago
84 Culbert Road, Simcoe, ON , MLS #N12508432 , Image - 1

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84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12508432

Residential Freehold (Detached)

$1579000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this stunning newly built corner lot located at 84 Culbert Rd in the heart of the family-oriented and friendly Summerlyn Village community.
30 Photos
Last Updated : 21 Hours ago
1606 Rizzardo Crescent, Simcoe, ON , MLS #N12602592 , Image - 1

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1606 Rizzardo Crescent Alcona, Innisfil, Simcoe, ON MLS® N12602592

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this spacious and beautifully appointed family home offering 2,444 sq ft above grade in one of Innisfil's most sought-after estate subdivis
41 Photos
Last Updated : 22 Hours ago
43 Dunnett Drive, Simcoe, ON , MLS #S12509438 , Image - 1

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43 Dunnett Drive Ardagh, Barrie, Simcoe, ON MLS® S12509438

Residential Freehold (Detached)

$1165000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Say hello to a legal income-generating second suite that's professionally finished, city-registered, and com
30 Photos
Last Updated : 1 Day ago
31 Hemlock Avenue, Simcoe, ON , MLS #S12572410 , Image - 1

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31 Hemlock Avenue Waubaushene, Tay, Simcoe, ON MLS® S12572410

Residential Freehold (Detached)

$999999.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Stunning custom home with views of Georgian Bay at the end of dead-end street on 294-foot-wide lot! This modern cross bohemian home is straight out of
43 Photos
Last Updated : 1 Day ago
943 Barry Avenue, Simcoe, ON , MLS #N12571748 , Image - 1

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943 Barry Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12571748

Residential Freehold (Detached)

$1925000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Stunning fully renovated private waterfront home on deep property nestled on the shores of Lake Simcoe. With 5 bedrooms plus office (2 being in a priv
12 Photos
Last Updated : 1 Day ago
26 George Avenue, Simcoe, ON , MLS #S12397906 , Image - 1

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26 George Avenue Wasaga Beach, Simcoe, ON MLS® S12397906

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. K
1 Photos
Last Updated : 1 Day ago
383 Champlain Road, Simcoe, ON
383 Champlain Road Penetanguishene, Simcoe, ON MLS® S12357426

Residential Freehold (Detached)

$1049000.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Century Cottage with Endless Potential! Waterfront on Penetang Bay! Bring your vision and make this charming 2-storey century cottage your dream water
35 Photos
Last Updated : 1 Day ago
127 Goldfinch Crescent, Simcoe, ON , MLS #S12600972 , Image - 1

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127 Goldfinch Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12600972

Residential Freehold (Detached)

$1249000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
EXPERIENCE A SHOWSTOPPING ESCAPE WHERE MODERN ELEGANCE MEETS RESORT-STYLE LIVING - HEATED POOL, SAUNA, & CHEF'S KITCHEN! Tucked away on a peaceful cre
42 Photos
Last Updated : 1 Day ago
3 John Drive, Simcoe, ON , MLS #N12600938 , Image - 1

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3 John Drive Cookstown, Innisfil, Simcoe, ON MLS® N12600938

Residential Freehold (Detached)

$649000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Fantastic opportunity for investors or multi-generational families, offering both a detached century home an
17 Photos
Last Updated : 1 Day ago
999 Anna Maria Avenue, Simcoe, ON , MLS #N12469898 , Image - 1

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999 Anna Maria Avenue Alcona, Innisfil, Simcoe, ON MLS® N12469898

Residential Freehold (Detached)

$699999.0
price drop iconPrice drop by 2.8%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
* Great family home in a fantastic neighbourhood, this home has many upgrades: renovated eat/in kitchen, porcelain tiles, pot drawers, pot lights, har
44 Photos
Last Updated : 1 Day ago
16 Misty Ridge Road, Simcoe, ON , MLS #S12557182 , Image - 1

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16 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S12557182

Residential Freehold (Detached)

$975000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Set in a quiet community of Wasaga Sands surrounded by nature, this 3,029 sq. ft. Aspen Model (Elevation B) by Baycliffe Communities offers a spacious
49 Photos
Last Updated : 1 Day ago
18 AMELIA Street, Simcoe, ON , MLS #S12026113 , Image - 1

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18 AMELIA Street Elmvale, Springwater, Simcoe, ON MLS® S12026113

Residential Freehold (Detached)

$1150000.0
price drop iconPrice drop by 17.6%
  • 5 +1 Beds
  • 2 Baths
  • 3000-3500 sq-ft
The sellers are motivated and have priced this property to sell, creating an exceptional opportunity to own a historic home at outstanding value. Welc
40 Photos
Last Updated : 1 Day ago
742 9th Line, Simcoe, ON , MLS #N12600384 , Image - 1

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742 9th Line Alcona, Innisfil, Simcoe, ON MLS® N12600384

Residential Freehold (Detached)

$799000.0
  • 3 Beds
  • 2 Baths
  • < 700 sq-ft
Experience an exceptional opportunity with two separate homes on one expansive 50x150 ft private lot, just a short 3-minute stroll to a sandy Lake Sim
39 Photos
Last Updated : 1 Day ago
11 Talsi Road, Simcoe, ON , MLS #N12467084 , Image - 1

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11 Talsi Road Rural Essa, Essa, Simcoe, ON MLS® N12467084

Residential Freehold (Detached)

$285000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 11 Talsi Rd! As seen in the CBC Gem series Something Undone, this fully furnished 3-bedroom, 1-bathroom Viceroy Cedar Cottage offers the ul
49 Photos
Last Updated : 1 Day ago
27 Roy Road, Simcoe, ON , MLS #N12600018 , Image - 1

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27 Roy Road Tottenham, New Tecumseth, Simcoe, ON MLS® N12600018

Residential Freehold (Detached)

$1299999.0
  • 4 +1 Beds
  • 6 Baths
  • 2500-3000 sq-ft
This exquisite detached home boasts an impressive 3,000 square feet of living space, featuring four bedrooms and five bathrooms. The property also inc
50 Photos
Last Updated : 1 Day ago
2553 County 42 Road, Simcoe, ON , MLS #S12506144 , Image - 1

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2553 County 42 Road Rural Clearview, Clearview, Simcoe, ON MLS® S12506144

Residential Freehold (Detached)

$1195000.0
  • 4 Beds
  • 2 Baths
  • 2500-3000 sq-ft
This beautiful hobby farm in Clearview, Ontario has everything you need to enjoy peaceful country living. The property is 16.7 acres with open fields,
39 Photos
Last Updated : 1 Day 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)

$939900.0
  • 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
1 Photos
Last Updated : 1 Day ago
6 Mac Campbell Way, Simcoe, ON
6 Mac Campbell Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12599314

Residential Freehold (Detached)

$1275000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 6 Mac Campbell Way! This stunning and sophisticated home features 4 bedrooms and 4 bathrooms, along with a family rooms. Basement has a Sep
35 Photos
Last Updated : 1 Day ago
28 Dekker Street, Simcoe, ON , MLS #N12597572 , Image - 1

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28 Dekker Street Everett, Adjala-Tosorontio, Simcoe, ON MLS® N12597572

Residential Freehold (Detached)

$939000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Spacious bungalow living with room for extended family, guests, or live-in support-all in a quiet, convenient location. Offering approx. 3,600 sq. ft.
35 Photos
Last Updated : 1 Day ago
39 Bernick Drive, Simcoe, ON , MLS #S12546978 , Image - 1

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39 Bernick Drive Grove East, Barrie, Simcoe, ON MLS® S12546978

Residential Freehold (Detached)

$688000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Backs onto park! Discover a unique opportunity in North-East Barrie with this 3 + 1 bedroom , 2 bath detached home on Bernick Drive. Carpet-free, well
26 Photos
Last Updated : 1 Day ago
648 10th Line, Simcoe, ON , MLS #N12513678 , Image - 1

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648 10th Line Rural Innisfil, Innisfil, Simcoe, ON MLS® N12513678

Residential Freehold (Detached)

$729000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Just steps to the sandy shores of Lake Simcoe and Leonard Beach, this beautifully updated home provides a ch
48 Photos
Last Updated : 1 Day 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
38 Photos
Last Updated : 1 Day ago
281 Puddicombe Road, Simcoe, ON , MLS #S12320852 , Image - 1

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281 Puddicombe Road Midland, Simcoe, ON MLS® S12320852

Residential Freehold (Detached)

$1699900.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) True gem located on a peninsula of the sheltered lee shore of Midland Bay, enjoying 260-degree of ever-chang
27 Photos
Last Updated : 1 Day ago
17 Nicole Marie Avenue, Simcoe, ON , MLS #S12598928 , Image - 1

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17 Nicole Marie Avenue East Bayfield, Barrie, Simcoe, ON MLS® S12598928

Residential Freehold (Detached)

$735000.0
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Ideally located in a welcoming, family-oriented neighbourhood, this home offers the perfect setting for maki
38 Photos
Last Updated : 1 Day ago
70 Church Street S, Simcoe, ON , MLS #N12366548 , Image - 1

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70 Church Street S Alliston, New Tecumseth, Simcoe, ON MLS® N12366548

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 5.5%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this stunning, move-in ready detached century home located right in the vibrant heart of Alliston! Double Wide Lot with Potential to Sever!
44 Photos
Last Updated : 1 Day ago
1826 Quantz Crescent, Simcoe, ON , MLS #N12568984 , Image - 1

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1826 Quantz Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N12568984

Residential Freehold (Detached)

$1899000.0
  • 4 +1 Beds
  • 5 Baths
  • 5000 + sq-ft
Top 5 Reasons You Will Love This Home: 1) Striking custom-built residence set on a sprawling 2.17-acre estate, boasting unmatched curb appeal with mat
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