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Detached Houses for Sale in Simcoe Under $5M - P40

Showing results 1171 - 1200 of 3393
Last Updated: August 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
7 Photos
Last Updated : 10 Days ago
361 Fitton Street, Simcoe, ON , MLS #S13573576 , Image - 1
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361 Fitton Street Midland, Simcoe, ON MLS® S13573576

Residential Freehold (Detached)

$324900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Ideal for first-time buyers, investors, or those looking to downsize, this home offers a functional layout with plenty of potential. Natural light fil
37 Photos
Last Updated : 10 Days ago
594 Oak Street, Simcoe, ON , MLS #S13515080 , Image - 1

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594 Oak Street Collingwood, Simcoe, ON MLS® S13515080

Residential Freehold (Detached)

$779000.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Prime Investment Opportunity with Incredible Upside! Whether you're an investor, developer, or buyer looking for future potential, this property check
34 Photos
Last Updated : 10 Days ago
2 Sagewood Avenue, Simcoe, ON , MLS #S12969674 , Image - 1

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2 Sagewood Avenue Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S12969674

Residential Freehold (Detached)

$949000.0
price drop iconPrice drop by 3.1%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Premium 50' Feet Lot In This Location! - Move In and Make It Yours! One Of The Best Floor Plan In The Area! Welcome to 2 Sagewood Avenue, a BRAND NEW,
35 Photos
Last Updated : 10 Days ago
15 47th Street S, Simcoe, ON , MLS #S13604468 , Image - 1

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15 47th Street S Wasaga Beach, Simcoe, ON MLS® S13604468

Residential Freehold (Detached)

$649000.0
  • 4 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
This lovely home with attached oversized garage is located in the westerly end of Wasaga Beach. Within a short walk to Beach 6, South side of Mosley.
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
35 Photos
Last Updated : 10 Days ago
264 Country Lane, Simcoe, ON , MLS #S13551738 , Image - 1

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264 Country Lane Painswick South, Barrie, Simcoe, ON MLS® S13551738

Residential Freehold (Detached)

$949000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Set in South Barrie's desirable Painswick South community, this beautifully updated detached home offers the space, comfort, and lifestyle today's fam
44 Photos
Last Updated : 10 Days ago
1883 Glen Oak Lane, Simcoe, ON , MLS #S13168274 , Image - 1

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1883 Glen Oak Lane Bass Lake, Severn, Simcoe, ON MLS® S13168274

Residential Freehold (Detached)

$859900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Bass Lake Woodlands community! This home offers the kind of lifestyle families are always hoping to find - a quiet neighbourhood, a beautiful communi
49 Photos
Last Updated : 10 Days ago
90 Gibson Circle, Simcoe, ON , MLS #N13447722 , Image - 1

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90 Gibson Circle Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13447722

Residential Freehold (Detached)

$1250000.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 90 Gibson Circle - a rarely offered bungaloft in Bradford! This exceptional home offers 2,844 sq. ft. above grade and over 4,000 sq. ft. of
49 Photos
Last Updated : 10 Days ago
182 Richardson Crescent, Simcoe, ON , MLS #N13577310 , Image - 1

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182 Richardson Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13577310

Residential Freehold (Detached)

$1239900.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this spacious 4+2 bedroom, 5 bathroom detached home in Bradford, offering over 4,000 sq ft of finished living space for the whole family *
34 Photos
Last Updated : 10 Days ago
104 Spruce Street, Simcoe, ON , MLS #S13566384 , Image - 1

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104 Spruce Street Collingwood, Simcoe, ON MLS® S13566384

Residential Freehold (Detached)

$599900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Located in Collingwood's sought-after Tree district, this charming brick century home offers an exceptional opportunity just minutes from Georgian Bay
40 Photos
Last Updated : 10 Days ago
640 Mountain Road, Simcoe, ON , MLS #S13607874 , Image - 1

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640 Mountain Road Collingwood, Simcoe, ON MLS® S13607874

Residential Freehold (Detached)

$1349500.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Experience an unparalleled connection to nature at 640 Mountain Road, a rare 1.77-acre sanctuary where the serenity of the countryside meets the conve
27 Photos
Last Updated : 10 Days ago
341 Tiny Beaches Road N, Simcoe, ON , MLS #S13586334 , Image - 1

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341 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13586334

Residential Freehold (Detached)

$495000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Charming and Traditional 3 Bedroom Summer Cottage Between Walker's Beach. 200 meters to Cawaja Sandy Beach and 400 meters to Rowntree Beach. A Great P
50 Photos
Last Updated : 10 Days ago
27 Poplar Crescent, Simcoe, ON , MLS #S13607768 , Image - 1

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27 Poplar Crescent Rural Ramara, Ramara, Simcoe, ON MLS® S13607768

Residential Freehold (Detached)

$849900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Highly desirable waterfront location on a quiet canal with direct access to Lake Simcoe and the Trent-Severn
1 Photos
Last Updated : 10 Days ago
1080 Wickham Road, Simcoe, ON
1080 Wickham Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13053268

Residential Freehold (Detached)

$1050000.0
price drop iconPrice drop by 6.7%
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Exceptional opportunity to acquire a newly built family home in a desirable neighbourhood at 1080 Wickham Road, Innisfil. Offering approximately 3,600
31 Photos
Last Updated : 10 Days ago
26 Nicole Marie Avenue, Simcoe, ON , MLS #S13556058 , Image - 1

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26 Nicole Marie Avenue East Bayfield, Barrie, Simcoe, ON MLS® S13556058

Residential Freehold (Detached)

$650000.0
price drop iconPrice drop by 3.0%
  • 2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 26 Nicole Marie Ave in one of Barrie's most family-friendly neighbourhoods! This well-maintained raised brick bungalow in East Bayfield off
29 Photos
Last Updated : 10 Days ago
63 Springdale Drive, Simcoe, ON , MLS #S13607698 , Image - 1

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63 Springdale Drive Cundles East, Barrie, Simcoe, ON MLS® S13607698

Residential Freehold (Detached)

$680000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this exceptional family home, perfectly located in one of Barrie's most sought-after neighbourhoods.Nestled on a premium 111-foot deep lot,
39 Photos
Last Updated : 10 Days ago
2289 Kinnear Side Road, Simcoe, ON , MLS #S13587378 , Image - 1

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2289 Kinnear Side Road Rural Severn, Severn, Simcoe, ON MLS® S13587378

Residential Freehold (Detached)

$1499000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Escape to the tranquility of country living with this charming four bedroom, two bathroom home set on 53 pic
29 Photos
Last Updated : 10 Days ago
121 Centre Street, Simcoe, ON , MLS #N13607678 , Image - 1

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121 Centre Street Angus, Essa, Simcoe, ON MLS® N13607678

Residential Freehold (Detached)

$899000.0
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Beautifully updated and move-in ready, this impressive all-brick 2-storey home with a triple-car garage offers over 3,500 sq. ft. of finished living s
50 Photos
Last Updated : 10 Days ago
93 Kate Aitken Crescent, Simcoe, ON , MLS #N13537222 , Image - 1

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93 Kate Aitken Crescent Beeton, New Tecumseth, Simcoe, ON MLS® N13537222

Residential Freehold (Detached)

$739000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Absolutely beautiful home tucked into a quiet, tranquil pocket of Beeton, away from the hustle & bustle of the city, yet just minutes to Highway 400 &
33 Photos
Last Updated : 10 Days ago
3 Golf Avenue, Simcoe, ON , MLS #S13226438 , Image - 1

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3 Golf Avenue Wasaga Beach, Simcoe, ON MLS® S13226438

Residential Freehold (Detached)

$309900.0
price drop iconPrice drop by 2.9%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Very well cared for and beautifully maintained bungalow with 2 bdrms, a renovated bath and beautiful big kitchen open to the tidy, bright living room
29 Photos
Last Updated : 10 Days ago
59 Lankin Boulevard, Simcoe, ON , MLS #S13555798 , Image - 1

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59 Lankin Boulevard Orillia, Simcoe, ON MLS® S13555798

Residential Freehold (Detached)

$899000.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 59 Lankin Blvd - an exceptional waterfront property where luxury, comfort, and lifestyle come together. This stunning home has been complet
34 Photos
Last Updated : 10 Days ago
270 JAMES Street E, Simcoe, ON , MLS #S13492702 , Image - 1

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270 JAMES Street E Orillia, Simcoe, ON MLS® S13492702

Residential Freehold (Detached)

$649000.0
price drop iconPrice drop by 5.9%
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Immaculate 3+1 bedroom detached home on 50'x120' treed lot minutes to Lake Simcoe, Tudhope Park public transport & city centre. Living/dining room wit
30 Photos
Last Updated : 10 Days ago
234 Church Street N, Simcoe, ON , MLS #N13601462 , Image - 1

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234 Church Street N Alliston, New Tecumseth, Simcoe, ON MLS® N13601462

Residential Freehold (Detached)

$799999.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this exceptional, move-in ready bungalow, ideally situated in a quiet, family-friendly neighbourhood in the heart of Alliston. Meticulously
50 Photos
Last Updated : 10 Days ago
24 Brambel Road, Simcoe, ON , MLS #S13461916 , Image - 1

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24 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13461916

Residential Freehold (Detached)

$1120000.0
  • 4 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled among mature trees and beautifully landscaped grounds on a private waterfront road with shoreline access to Lake Simcoe, this custom-built hom
28 Photos
Last Updated : 10 Days ago
55H Chaucer Crescent, Simcoe, ON , MLS #S13503720 , Image - 1

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55H Chaucer Crescent Sunnidale, Barrie, Simcoe, ON MLS® S13503720

Residential Freehold (Detached)

$529900.0
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
This Detached Split-Level Residence Is Perfect For First Time Buyers, Downsizers, Or Savvy Investors. A Functional Multi-Level Layout, Providing The P
42 Photos
Last Updated : 10 Days ago
1189 Woodland Drive, Simcoe, ON , MLS #S13607388 , Image - 1

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1189 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13607388

Residential Freehold (Detached)

$2999900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Some properties offer waterfront. Others offer a lifestyle that simply can't be replicated. From the curb appeal to the breathtaking lake views the mo
28 Photos
Last Updated : 10 Days ago
49 Red Oak Crescent, Simcoe, ON , MLS #S13607350 , Image - 1

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49 Red Oak Crescent Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13607350

Residential Freehold (Detached)

$1488000.0
  • 4 +4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Rarely offered in the highly sought-after Shanty Bay community, this exceptional residence at 49 Red Oak Crescent presents a rare opportunity to own a
1 Photos
Last Updated : 10 Days ago
3 Tower Court, Simcoe, ON
3 Tower Court Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13223422

Residential Freehold (Detached)

$899000.0
price drop iconPrice drop by 10.0%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Nestled on a peaceful court, Enjoy hardwood floors, 18 marble tile foyer, crown moulding, wainscoting, and natural stone accents.The modern kitchen bo
35 Photos
Last Updated : 10 Days ago
25 William Avenue, Simcoe, ON , MLS #S13607246 , Image - 1

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25 William Avenue Wasaga Beach, Simcoe, ON MLS® S13607246

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover this unique two-storey chalet-style cottage ideally situated on a double lot in Wasaga Beach with direct Beach access just across the street.
25 Photos
Last Updated : 10 Days ago
35 Jodies Lane, Simcoe, ON , MLS #S13412106 , Image - 1

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35 Jodies Lane Midhurst, Springwater, Simcoe, ON MLS® S13412106

Residential Freehold (Detached)

$1199990.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Midhurst's most established and desirable neighborhoods, this exceptional family home offers space, privacy, and a seamless connection to the outdoors
28 Photos
Last Updated : 11 Days ago
68 Tiny Beaches Road S, Simcoe, ON , MLS #S13124802 , Image - 1

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68 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13124802

Residential Freehold (Detached)

$529000.0
price drop iconPrice drop by 5.4%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
If you are looking for a simple cottage offering a private setting and postcard perfect views then you've just found it. This three bedroom cottage i
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