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Detached Houses for Sale in Simcoe Under $5M - P37

Showing results 1081 - 1110 of 3393
Last Updated: August 06, 2026
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47 Photos
Last Updated : 9 Days ago
4936 Vasey Road, Simcoe, ON , MLS #S12932916 , Image - 1
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4936 Vasey Road Midland, Simcoe, ON MLS® S12932916

Residential Freehold (Detached)

$1299000.0
price drop iconPrice drop by 5.5%
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to 4936 Vasey Rd. This special & unique raised bungalow features over 4000 sq ft of finished living space, an above ground pool and a show sto
46 Photos
Last Updated : 9 Days ago
25 Simcoe Street, Simcoe, ON , MLS #S13567678 , Image - 1

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25 Simcoe Street Orillia, Simcoe, ON MLS® S13567678

Residential Freehold (Detached)

$515000.0
price drop iconPrice drop by 2.8%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to this gem, a beautifully updated 3+2 bedroom bungalow offering the perfect blend of comfort, style and functionality. Step inside to discove
30 Photos
Last Updated : 9 Days ago
1329 Davis Loop, Simcoe, ON , MLS #N13555386 , Image - 1

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1329 Davis Loop Lefroy, Innisfil, Simcoe, ON MLS® N13555386

Residential Freehold (Detached)

$750000.0
price drop iconPrice drop by 3.7%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 1329 Davis Loop, nestled in the charming lakeside community of Lefroy. This beautifully maintained 3-bedroom, 3-bathroom detached two-store
33 Photos
Last Updated : 9 Days ago
3408 Coronation Avenue, Simcoe, ON , MLS #S13612666 , Image - 1

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3408 Coronation Avenue West Shore, Severn, Simcoe, ON MLS® S13612666

Residential Freehold (Detached)

$509999.0
  • 2 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this charming, move-in ready home nestled in a beautiful lakeside community just minutes from Orillia. Situated on a generous 52 ft x 136 f
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
26 Photos
Last Updated : 9 Days ago
3163 County Rd 50 Road, Simcoe, ON , MLS #N13612654 , Image - 1

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3163 County Rd 50 Road Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N13612654

Residential Freehold (Detached)

$1199999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Come & Check Out This Beautifully Upgraded Detached Home Situated On A Stunning 2 Acre Lot. Main Floor Features A Bright & Functional Layout With A Se
46 Photos
Last Updated : 9 Days ago
4 Moore Avenue, Simcoe, ON , MLS #S13488672 , Image - 1

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4 Moore Avenue Rural Tay, Tay, Simcoe, ON MLS® S13488672

Residential Freehold (Detached)

$775000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Peace and Quiet awaits you at this well cared for home found on quiet dead-end street with few neighbours and steps to waterfront park on Georgian Bay
40 Photos
Last Updated : 9 Days ago
3617 Southwood Beach Boulevard, Simcoe, ON , MLS #S13466782 , Image - 1

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3617 Southwood Beach Boulevard Rural Ramara, Ramara, Simcoe, ON MLS® S13466782

Residential Freehold (Detached)

$674900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Experience the best of waterfront living with this beautifully updated four-season home or cottage on scenic
37 Photos
Last Updated : 9 Days ago
57 MAPLE Street, Simcoe, ON , MLS #S12951988 , Image - 1

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57 MAPLE Street Victoria Harbour, Tay, Simcoe, ON MLS® S12951988

Residential Freehold (Detached)

$549900.0
price drop iconPrice drop by 8.3%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Great value can be found in this all brick bungalow with fully finished basement set up for multi-generational living. Some of the many features are:
47 Photos
Last Updated : 9 Days ago
7 Wintergreen Lane, Simcoe, ON , MLS #N13612474 , Image - 1

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7 Wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13612474

Residential Freehold (Detached)

$1599900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 7 Wintergreen Lane, an extraordinary executive residence in the prestigious Colgan Crossing community, where timeless architecture meets re
32 Photos
Last Updated : 9 Days ago
30 Black Creek Trail, Simcoe, ON , MLS #S13593140 , Image - 1

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30 Black Creek Trail Snow Valley, Springwater, Simcoe, ON MLS® S13593140

Residential Freehold (Detached)

$1749900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Prestigious Black Creek Estates Bungalow Offering Over 4,500 Sq/Ft Of Beautifully Finished Living Space On A Private 132Ft x 180Ft Lot Surrounded By M
50 Photos
Last Updated : 9 Days ago
1765 Flos Road 4 N/A W, Simcoe, ON , MLS #S13611728 , Image - 1

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1765 Flos Road 4 N/A W Rural Springwater, Springwater, Simcoe, ON MLS® S13611728

Residential Freehold (Detached)

$1195000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Escape to more than 9 acres backing onto hundreds of acres of Simcoe County Forest, whether you're exploring
24 Photos
Last Updated : 9 Days ago
16 Esther Drive, Simcoe, ON , MLS #S13610154 , Image - 1

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16 Esther Drive Painswick South, Barrie, Simcoe, ON MLS® S13610154

Residential Freehold (Detached)

$699000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this exceptionally clean and well maintained 3 bedroom, 2 bathroom bungalow located in Barrie's desirable south end. Offering a bright and
50 Photos
Last Updated : 9 Days ago
936 Jordeli Lane, Simcoe, ON , MLS #S13194770 , Image - 1

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936 Jordeli Lane Midland, Simcoe, ON MLS® S13194770

Residential Freehold (Detached)

$799900.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this extremely well cared for home located in sought after neighbourhood with seasonal views of Little Lake. This all brick home situated o
46 Photos
Last Updated : 9 Days ago
947 Montreal Street, Simcoe, ON , MLS #S13537454 , Image - 1

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947 Montreal Street Midland, Simcoe, ON MLS® S13537454

Residential Freehold (Detached)

$599900.0
  • 2 +0 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Act now on this value packed all brick bungalow located in prime West end location of Midland. This well cared for home is being offered for the first
20 Photos
Last Updated : 9 Days ago
22 Richler Crescent, Simcoe, ON , MLS #S13544856 , Image - 1

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22 Richler Crescent Letitia Heights, Barrie, Simcoe, ON MLS® S13544856

Residential Freehold (Detached)

$750000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
INGROUND POOL, COVERED PATIO, ESTABLISHED GARDENS & AN ALL-BRICK BUNGALOW IN ONE OF BARRIE'S ESTABLISHED NEIGHBOURHOODS! Some homes are designed for l
33 Photos
Last Updated : 9 Days ago
59 Forest Hill Drive, Simcoe, ON , MLS #N13479026 , Image - 1

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59 Forest Hill Drive Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13479026

Residential Freehold (Detached)

$875000.0
price drop iconPrice drop by 4.9%
  • 3 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Spacious 1600 sq. ft. raised bungalow located on a private 1.8 acre estate lot in Pine River Estates. The home offers 3 good sized bedrooms and 2 full
38 Photos
Last Updated : 9 Days ago
3583 Riverdale Drive, Simcoe, ON , MLS #S13612098 , Image - 1

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3583 Riverdale Drive Washago, Severn, Simcoe, ON MLS® S13612098

Residential Freehold (Detached)

$1288000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to your own paradise! Whether you are looking for a romantic retreat, a family getaway, or to entertain your guests, this place has it all. Re
8 Photos
Last Updated : 9 Days ago
418 Dominion Avenue, Simcoe, ON , MLS #S13445334 , Image - 1

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418 Dominion Avenue Midland, Simcoe, ON MLS® S13445334

Residential Freehold (Detached)

$499990.0
price drop iconPrice drop by 15.3%
  • 7 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Rare opportunity to own a spacious Victorian-style home in the heart of Midland with views of beautiful Georgian Bay. Offering approximately 3,000 sq.
9 Photos
Last Updated : 9 Days ago
354 Midland Avenue, Simcoe, ON , MLS #S13436614 , Image - 1

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354 Midland Avenue Midland, Simcoe, ON MLS® S13436614

Residential Freehold (Detached)

$399990.0
price drop iconPrice drop by 16.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Perfect investment live in and run your business from this property, many of the commercial elements done, perfect for any type of office, Insurance,
11 Photos
Last Updated : 9 Days ago
30 Sandhill Crane Drive, Simcoe, ON , MLS #S12970746 , Image - 1

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30 Sandhill Crane Drive Wasaga Beach, Simcoe, ON MLS® S12970746

Residential Freehold (Detached)

$629900.0
price drop iconPrice drop by 5.3%
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Stop scrolling. Your Wasaga Beach dream home just hit the market-priced to sell and built to impress. Welcome to a sun-drenched, 4-bedroom, 4-bathroom
26 Photos
Last Updated : 9 Days ago
3338 Cox Drive, Simcoe, ON , MLS #S13611888 , Image - 1

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3338 Cox Drive Rural Severn, Severn, Simcoe, ON MLS® S13611888

Residential Freehold (Detached)

$749900.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Wake up on the water at 3338 Cox Drive, a fully renovated, move-in ready retreat on beautiful Lake St. George in Severn Township. Set on a premium wes
48 Photos
Last Updated : 9 Days ago
140 Shanty Bay Road, Simcoe, ON , MLS #S13611876 , Image - 1

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140 Shanty Bay Road North Shore, Barrie, Simcoe, ON MLS® S13611876

Residential Freehold (Detached)

$1199000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Rare North Shore Through-Lot - Premium Address, Extraordinary Potential!Welcome to 140 Shanty Bay Road - a one-of-a-kind opportunity on one of Barrie'
32 Photos
Last Updated : 9 Days ago
526 Leacock Drive, Simcoe, ON , MLS #S13588542 , Image - 1

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526 Leacock Drive Northwest, Barrie, Simcoe, ON MLS® S13588542

Residential Freehold (Detached)

$848000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Impeccably maintained and move-in ready, this all-brick raised bungalow offers over 1,500 square feet of finished living space with a functional layou
41 Photos
Last Updated : 9 Days ago
16 Heron Boulevard, Simcoe, ON , MLS #S13611838 , Image - 1

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16 Heron Boulevard Snow Valley, Springwater, Simcoe, ON MLS® S13611838

Residential Freehold (Detached)

$2199900.0
  • 5 +2 Beds
  • 6 Baths
  • 5000 + sq-ft
CUSTOM BUILT ESTATE ON 1.5 ACRES WITH NEARLY 7,100 SQ FT, 2 TRIPLE CAR GARAGES, INGROUND SALTWATER POOL WITH BRAND NEW LINER & WOOD-FIRED SAUNA! Take
46 Photos
Last Updated : 9 Days ago
2386 South Orr Lake Road, Simcoe, ON , MLS #S13611670 , Image - 1

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2386 South Orr Lake Road Rural Springwater, Springwater, Simcoe, ON MLS® S13611670

Residential Freehold (Detached)

$799900.0
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 2386 South Orr Lake Road-an extensively renovated, move-in-ready raised bungalow offering 4 bedrooms, 2 bathrooms and approximately 1,957 s
50 Photos
Last Updated : 9 Days ago
2046 Webster Boulevard, Simcoe, ON , MLS #N13509850 , Image - 1

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2046 Webster Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13509850

Residential Freehold (Detached)

$999900.0
price drop iconPrice drop by 4.7%
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 2046 Webster Blvd in the highly sought-after Alcona community of Innisfil. This impressive Weston Model offers approximately 3,235 sq. ft.
48 Photos
Last Updated : 9 Days ago
2381 11 Highway, Simcoe, ON , MLS #S13611554 , Image - 1

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2381 11 Highway Guthrie, Oro-Medonte, Simcoe, ON MLS® S13611554

Residential Freehold (Detached)

$630000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Set on a large double lot spanning approximately 1.85 acres, this 3-bedroom, 2-bathroom home offers space, versatility, and a convenient location in t
34 Photos
Last Updated : 9 Days ago
77 White Crescent, Simcoe, ON , MLS #S13040548 , Image - 1

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77 White Crescent Holly, Barrie, Simcoe, ON MLS® S13040548

Residential Freehold (Detached)

$684900.0
price drop iconPrice drop by 2.1%
  • 3 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Over 1500 sq ft with awesome finished basement with updated 3 pce bath. 3 good sized bedrooms, 3 bathrooms. Updated kitchen with quartzcountertops. Fu
36 Photos
Last Updated : 9 Days ago
16 Walnut Drive, Simcoe, ON , MLS #S13611460 , Image - 1

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16 Walnut Drive Wasaga Beach, Simcoe, ON MLS® S13611460

Residential Freehold (Detached)

$945000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 16 Walnut Drive in Wasaga Sands Estates! Built in 2020, this beautifully designed home offers 1,512 sq. ft. of comfortable, modern living s
50 Photos
Last Updated : 9 Days ago
2946 County Road 92 Road, Simcoe, ON , MLS #S13490696 , Image - 1

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2946 County Road 92 Road Rural Springwater, Springwater, Simcoe, ON MLS® S13490696

Residential Freehold (Detached)

$1074000.0
price drop iconPrice drop by 6.5%
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Enjoy exceptional privacy on this beautifully treed property backing onto open farmland, with no neighbours and stunning sunset views from the expans
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