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Detached Houses for Sale in Simcoe Under $5M - P44

Showing results 1291 - 1320 of 3396
Last Updated: August 06, 2026
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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46 Photos
Last Updated : 13 Days ago
11 Byers Street, Simcoe, ON , MLS #S13174312 , Image - 1
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11 Byers Street Snow Valley, Springwater, Simcoe, ON MLS® S13174312

Residential Freehold (Detached)

$2499900.0
  • 3 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Exceptional executive bungalow on a premium estate lot in prestigious Cameron Estates, offering incredible curb appeal and a resort-inspired rear yard
17 Photos
Last Updated : 13 Days ago
17 Sophie Lane S, Simcoe, ON , MLS #S13111850 , Image - 1

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17 Sophie Lane S Atherley, Ramara, Simcoe, ON MLS® S13111850

Residential Freehold (Detached)

$579000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To Lake Point Village! A Vibrant Community With Many Activities Such As Game Nights, Book Clubs, Sewing Groups, Dance Parties, & More! Nestled
50 Photos
Last Updated : 13 Days ago
3316 Point Bush Court, Simcoe, ON , MLS #S13082362 , Image - 1

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3316 Point Bush Court Port Severn, Severn, Simcoe, ON MLS® S13082362

Residential Freehold (Detached)

$2699000.0
  • 2 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Where waterfront living meets everyday comfort, this custom-built four-season retreat sits on a picturesque point of land on Little Lake, offering sou
40 Photos
Last Updated : 13 Days ago
1 Dixon Court, Simcoe, ON , MLS #S13513910 , Image - 1

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1 Dixon Court Painswick North, Barrie, Simcoe, ON MLS® S13513910

Residential Freehold (Detached)

$849900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
BIG FAMILY? LOTS OF KIDS? TOO MANY TOYS? WE'VE GOT YOU. Welcome to 1 Dixon Court - the kind of home where hockey bags multiply, teenagers disappear in
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
42 Photos
Last Updated : 13 Days ago
92 Wildwood Trail, Simcoe, ON , MLS #S13587898 , Image - 1

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92 Wildwood Trail Ardagh, Barrie, Simcoe, ON MLS® S13587898

Residential Freehold (Detached)

$1199900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
SOUGHT-AFTER NEIGHBOURHOOD WITH PRIVATE BACKYARD OASIS! First time offered by the original owners, this exceptional Gregor Homes-built residence is lo
50 Photos
Last Updated : 13 Days ago
4 Emerald Grove, Simcoe, ON , MLS #N13567970 , Image - 1

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4 Emerald Grove Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13567970

Residential Freehold (Detached)

$1499000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Exceptional Executive Residence Offering Over 4,100 Sq. Ft. Of Finished Living Space On A Rare Premium Lot With Approx. 160 Ft. Of Depth. Designed Wit
26 Photos
Last Updated : 13 Days ago
5 Cypress Point Street, Simcoe, ON , MLS #S13603288 , Image - 1

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5 Cypress Point Street Ardagh, Barrie, Simcoe, ON MLS® S13603288

Residential Freehold (Detached)

$879888.0
  • 4 +2 Beds
  • 5 Baths
  • 2000-2500 sq-ft
Stylish Family Home with Immediate Income or Room for the In-laws!! Nestled on a quiet, family-friendly street, this beautiful home offers exceptional
23 Photos
Last Updated : 13 Days ago
43 Graihawk Drive, Simcoe, ON , MLS #S13571372 , Image - 1

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43 Graihawk Drive Ardagh, Barrie, Simcoe, ON MLS® S13571372

Residential Freehold (Detached)

$879900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Original Owner, Exceptionally Maintained & Built By Highly Regarded Grandview Homes, This Beautiful Family Home Is Nestled On One Of Barrie's Most Des
47 Photos
Last Updated : 13 Days ago
26 Pearsall Place, Simcoe, ON , MLS #S13086090 , Image - 1

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26 Pearsall Place Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13086090

Residential Freehold (Detached)

$1599000.0
  • 4 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to a refined expression of modern luxury, where design-forward interiors meet a serene, lifestyle-driven setting. Situated on an expansive 0.2
26 Photos
Last Updated : 13 Days ago
173 Cumming Drive, Simcoe, ON , MLS #S13601926 , Image - 1

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173 Cumming Drive Ardagh, Barrie, Simcoe, ON MLS® S13601926

Residential Freehold (Detached)

$999000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
FULLY RENOVATED BUNGALOW WITH A MAGAZINE-WORTHY KITCHEN, HEATED INGROUND POOL & RECENTLY FINISHED BASEMENT! Built around a backyard that steals the sh
41 Photos
Last Updated : 13 Days ago
859 Lakeshore Road E, Simcoe, ON , MLS #S12991816 , Image - 1

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859 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12991816

Residential Freehold (Detached)

$735000.0
price drop iconPrice drop by 5.2%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Beautiful Beach Community, where you can walk to the beach with a play ground, picnic tables, covered areas with picnic tables, free parking for resid
28 Photos
Last Updated : 13 Days ago
608 Glen Cedar Crescent, Simcoe, ON , MLS #N13602972 , Image - 1

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608 Glen Cedar Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13602972

Residential Freehold (Detached)

$924900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
NEARLY 2,600 FINISHED SQ FT UPGRADED WALKOUT BUNGALOW ON A QUIET CUL-DE-SAC, BACKING ONTO EP LAND WITH AN INGROUND POOL & HOT TUB! Set near the end of
50 Photos
Last Updated : 13 Days ago
76 Royal Oak Drive, Simcoe, ON , MLS #S13173620 , Image - 1

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76 Royal Oak Drive South Shore, Barrie, Simcoe, ON MLS® S13173620

Residential Freehold (Detached)

$1197000.0
  • 4 +0 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Those who know Barrie know that Royal Oak Drive is simply one of the best addresses in the city. Tucked within an exclusive South Barrie enclave, your
39 Photos
Last Updated : 13 Days ago
1 Tecumseth Pines Drive, Simcoe, ON , MLS #N13475370 , Image - 1

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1 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13475370

Residential Freehold (Detached)

$449994.0
price drop iconPrice drop by 5.3%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1 Tecumseth Pines, a beautifully maintained home in one of Simcoe's most sought-after adult lifestyle communities. Perfectly located close
40 Photos
Last Updated : 13 Days ago
585 Mapleview Drive E, Simcoe, ON , MLS #S13600650 , Image - 1

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585 Mapleview Drive E Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13600650

Residential Freehold (Detached)

$749888.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Are You Looking For A Home Where Every Season Gives You Another Reason To Stay A Little Longer? Welcome To This Beautifully Maintained Bungalow Offeri
27 Photos
Last Updated : 13 Days ago
357 Reid Drive, Simcoe, ON , MLS #S13595900 , Image - 1

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357 Reid Drive Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13595900

Residential Freehold (Detached)

$729999.0
  • 3 +0 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 357 Reid Drive - a beautifully maintained Mattamy-built Arlington model offering 1,351 sq. ft. of thoughtfully designed living space in Bar
50 Photos
Last Updated : 13 Days ago
2956 Lakeside Drive, Simcoe, ON , MLS #S13582618 , Image - 1

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2956 Lakeside Drive West Shore, Severn, Simcoe, ON MLS® S13582618

Residential Freehold (Detached)

$780000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 2956 Lakeside Drive, a beautiful home nestled in the sought-after Westshore community just north of Orillia. Situated on a spacious lot wit
34 Photos
Last Updated : 13 Days ago
8 Cherry Lane, Simcoe, ON , MLS #N13472800 , Image - 1

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8 Cherry Lane Alliston, New Tecumseth, Simcoe, ON MLS® N13472800

Residential Freehold (Detached)

$819000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Nestled in the heart of the highly sought-after Treetops community, this stunning all-brick detached home offers 2,130 sq. ft. of above-grade living s
40 Photos
Last Updated : 13 Days ago
1 Walker Boulevard, Simcoe, ON , MLS #N13602804 , Image - 1

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1 Walker Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N13602804

Residential Freehold (Detached)

$999900.0
  • 5 +2 Beds
  • 4 Baths
  • 3000-3500 sq-ft
This Beautifully upgraded & immaculately maintained over 3200 Sq Ft Executive Home In the highly Sought-After Alliston Community offers A Perfect Blen
31 Photos
Last Updated : 13 Days ago
56 Plank Road, Simcoe, ON , MLS #N13466762 , Image - 1

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56 Plank Road Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13466762

Residential Freehold (Detached)

$1599000.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
WOW!!! 2023 Built, Fully Upgraded House in the Heart Of Bondhead, Features 4 Spacious Bedrooms With 3 Full Bath on Second floor Connecting to all Room
50 Photos
Last Updated : 13 Days ago
1327 RIVER Road E, Simcoe, ON , MLS #S13602850 , Image - 1

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1327 RIVER Road E Wasaga Beach, Simcoe, ON MLS® S13602850

Residential Freehold (Detached)

$799000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to this charming 3 bedroom home just steps away from the beautiful shores of Georgian Bay/Allenwood beach and close to all amenities of Wasaga
45 Photos
Last Updated : 13 Days ago
2940 Old Second Road S, Simcoe, ON , MLS #S13144808 , Image - 1

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2940 Old Second Road S Midhurst, Springwater, Simcoe, ON MLS® S13144808

Residential Freehold (Detached)

$775000.0
price drop iconPrice drop by 3.1%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 2940 Old Second Road South, a charming country property in Springwater offering space, versatility, and incredible potential. Situated on a
50 Photos
Last Updated : 13 Days ago
32 Bridlewood Crescent, Simcoe, ON , MLS #S13508386 , Image - 1

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32 Bridlewood Crescent Wasaga Beach, Simcoe, ON MLS® S13508386

Residential Freehold (Detached)

$889900.0
  • 5 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Located in the sought-after Sunward Estates community and just two doors from a scenic walking trail leading to Allenwood Beach (approx. 12-minute wal
24 Photos
Last Updated : 13 Days ago
39 Hanmer Street E, Simcoe, ON , MLS #S13584550 , Image - 1

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39 Hanmer Street E East Bayfield, Barrie, Simcoe, ON MLS® S13584550

Residential Freehold (Detached)

$659000.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 39 Hanmer St, An all-brick bungalow, ideally located in Barrie's desirable north end. Just minutes from everyday amenities, the Barrie Golf
29 Photos
Last Updated : 13 Days ago
45 Blair Crescent, Simcoe, ON , MLS #S13505418 , Image - 1

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45 Blair Crescent Grove East, Barrie, Simcoe, ON MLS® S13505418

Residential Freehold (Detached)

$699900.0
price drop iconPrice drop by 4.1%
  • 4 +1 Beds
  • 7 Baths
  • 2000-2500 sq-ft
Detached 2 storey 4 Bed, 4 Bath all brick home located in Barrie' sought after NorthEast. Featuring approx. 2,200sf, 2 car garage and a large eat in k
41 Photos
Last Updated : 13 Days ago
65 Garden Drive, Simcoe, ON , MLS #S13238042 , Image - 1

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65 Garden Drive Allandale Heights, Barrie, Simcoe, ON MLS® S13238042

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 0.8%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Barrie's sought-after Allandale community! This move-in ready home offers an incredible opportunity for first-time buyers, downsizers, or c
1 Photos
Last Updated : 13 Days ago
3709 Lakepoint Drive, Simcoe, ON
3709 Lakepoint Drive West Shore, Severn, Simcoe, ON MLS® S13602450

Residential Freehold (Detached)

$1300000.0
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Brand New 4+2-Bedroom, 4.5-Bath Executive Home - Approximately over 4,000 sq. ft. Stunning open-concept living area design featuring high ceilings, a
40 Photos
Last Updated : 13 Days ago
6920 Poplar Side Road, Simcoe, ON , MLS #S13602452 , Image - 1

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6920 Poplar Side Road Collingwood, Simcoe, ON MLS® S13602452

Residential Freehold (Detached)

$2399900.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 6920 Poplar Side Road, a stunning custom-built estate on nearly 1.8 acres in Collingwood. Offering 3430 sqft above grade plus an unfinished
41 Photos
Last Updated : 13 Days ago
202 Bradford Street, Simcoe, ON , MLS #S13190794 , Image - 1

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202 Bradford Street Allandale Centre, Barrie, Simcoe, ON MLS® S13190794

Residential Freehold (Detached)

$599000.0
price drop iconPrice drop by 3.2%
  • 3 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Positioned in one of Barrie's most dynamic growth corridors, this property presents a unique opportunity for buyers seeking the flexibility to live, w
100 Photos
Last Updated : 13 Days ago
4365 Huronia Road, Simcoe, ON , MLS #S13435120 , Image - 1

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4365 Huronia Road Rural Severn, Severn, Simcoe, ON MLS® S13435120

Residential Freehold (Detached)

$849999.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Escape the city without sacrificing convenience at 4356 Huron Road in Severn. Set on a private country lot just under half an acre, this custom-built
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