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Detached Houses for Sale in Simcoe Under $5M - P46

Showing results 1351 - 1380 of 3376
Last Updated: August 06, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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44 Photos
Last Updated : 14 Days ago
344 Fourth Street, Simcoe, ON , MLS #S13587050 , Image - 1
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344 Fourth Street Midland, Simcoe, ON MLS® S13587050

Residential Freehold (Detached)

$824777.0
  • 3 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 344 Fourth Street in Midland, a beautifully updated and renovated home ideally located within walking distance to Little Lake Park, the bea
28 Photos
Last Updated : 14 Days ago
379 Gloucester Street, Simcoe, ON , MLS #S13542010 , Image - 1

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379 Gloucester Street Midland, Simcoe, ON MLS® S13542010

Residential Freehold (Detached)

$299777.0
  • 2 +0 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Welcome to 379 Gloucester Street in Midland, a fantastic opportunity for first-time buyers, investors, or anyone looking for a rewarding renovation pr
14 Photos
Last Updated : 14 Days ago
46 COPPERHILL Heights, Simcoe, ON , MLS #S13570234 , Image - 1

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46 COPPERHILL Heights Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13570234

Residential Freehold (Detached)

$890000.0
price drop iconPrice drop by 11.0%
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
4 bedroom detached with 3 WR .Approx. 2500 sq, above grade living. Main Floor boost 9 Feet ceilings with Family room with fireplace. Beautiful kitchen
40 Photos
Last Updated : 14 Days ago
49 Huronwoods Drive, Simcoe, ON , MLS #S13596272 , Image - 1

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49 Huronwoods Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13596272

Residential Freehold (Detached)

$799900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Stunning designer home tucked away among the trees, showcasing extensive upgrades throughout and offering a
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
14 Photos
Last Updated : 14 Days ago
59 Wheatfield Road, Simcoe, ON , MLS #S13594300 , Image - 1

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59 Wheatfield Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13594300

Residential Freehold (Detached)

$789900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 59 Wheatfield Road - A Beautifully Upgraded 2022-Built Home! Discover modern elegance and exceptional comfort in this stunning 2022-built h
50 Photos
Last Updated : 14 Days ago
1031 Wisker Avenue, Simcoe, ON , MLS #N13595944 , Image - 1

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1031 Wisker Avenue Lefroy, Innisfil, Simcoe, ON MLS® N13595944

Residential Freehold (Detached)

$2888000.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Unbelievable opportunity to own a stunning, fully renovated (2023) five-bedroom waterfront home on a massive 138' x 141' double lot in one of the most
50 Photos
Last Updated : 14 Days ago
9 Sandhill Crescent, Simcoe, ON , MLS #N13593314 , Image - 1

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9 Sandhill Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13593314

Residential Freehold (Detached)

$1249000.0
  • 4 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 9 Sandhill Crescent - a stunning 2024-built, East-facing home situated on a premium oversized lot in one of Colgan's most sought-after comm
40 Photos
Last Updated : 14 Days ago
40 Bella Vista Trail, Simcoe, ON , MLS #N13230356 , Image - 1

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40 Bella Vista Trail Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13230356

Residential Condo & Other (Detached Condo)

$675000.0
price drop iconPrice drop by 2.9%
  • 1 +1 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Located in Briar Hill, Alliston's premier active adult community, this beautifully maintained detached condo bungalow offers the perfect blend of comf
48 Photos
Last Updated : 14 Days ago
139 Borland Street E, Simcoe, ON , MLS #S13471808 , Image - 1

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139 Borland Street E Orillia, Simcoe, ON MLS® S13471808

Residential Freehold (Detached)

$549900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
North Ward Charm with Inground Pool & Covered Verandah! Welcome to this well-maintained 1 storey home nestled in Orillia's sought-after North Ward, j
24 Photos
Last Updated : 14 Days ago
2048 Mcneil Street, Simcoe, ON , MLS #N13158812 , Image - 1

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2048 Mcneil Street Alcona, Innisfil, Simcoe, ON MLS® N13158812

Residential Freehold (Detached)

$849000.0
price drop iconPrice drop by 9.6%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
A Beautiful Home In Innisfil, With Close To 2500 Sq Ft Above Ground Featuring 5 Bedrooms And 4 Washrooms. The Loft Has Been Converted To A Beautiful 5
48 Photos
Last Updated : 14 Days ago
37 Turner Drive, Simcoe, ON , MLS #N13587580 , Image - 1

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37 Turner Drive Tottenham, New Tecumseth, Simcoe, ON MLS® N13587580

Residential Freehold (Detached)

$1399900.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 37 Turner Drive, ideally situated on one of Tottenham's most prestigious and sought-after streets, backing onto a scenic ravine and protect
34 Photos
Last Updated : 14 Days ago
2 Old Hickory Lane, Simcoe, ON , MLS #S13467970 , Image - 1

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2 Old Hickory Lane Wasaga Beach, Simcoe, ON MLS® S13467970

Residential Freehold (Detached)

$799900.0
  • 2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Beautiful Detached In The Town Of Wasaga Beach! Don't Miss This Incredible Opportunity To Own A Gorgeous 2 Bed/ 2 Bath Raised Bungalow Just Minutes Fr
47 Photos
Last Updated : 14 Days ago
687 Lamb Street, Simcoe, ON , MLS #N13043120 , Image - 1

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687 Lamb Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13043120

Residential Freehold (Detached)

$955000.0
price drop iconPrice drop by 9.0%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Newer Mattamy Built detached 4 bedroom home, the Ashton French Chateau elevation. This home is situated in the new Lakehaven Developments in innisfil
38 Photos
Last Updated : 14 Days ago
35 Gibbon Drive, Simcoe, ON , MLS #S13575758 , Image - 1

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35 Gibbon Drive Letitia Heights, Barrie, Simcoe, ON MLS® S13575758

Residential Freehold (Detached)

$839000.0
  • 2 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Immaculately maintained 2 plus 3 bedroom bungalow with a walkout basement with South/ West views. Spectacular view of the city valley. Gregor Built ap
37 Photos
Last Updated : 14 Days ago
23 Maria Street, Simcoe, ON , MLS #S13251390 , Image - 1

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23 Maria Street Penetanguishene, Simcoe, ON MLS® S13251390

Residential Freehold (Detached)

$399000.0
price drop iconPrice drop by 4.8%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Endless Potential Meets Small-Town Charm On A Large Lot At 23 Maria Street In The Heart Of Penetanguishene. This 3-Bedroom, 1-Bathroom Home Presents A
46 Photos
Last Updated : 14 Days ago
7 Crawford Circle, Simcoe, ON , MLS #N13536544 , Image - 1

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7 Crawford Circle Beeton, New Tecumseth, Simcoe, ON MLS® N13536544

Residential Freehold (Detached)

$995000.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Spectacular one-of-a-kind fully renovated 4-bedroom bungalow situated on a huge pool-size lot, tucked away on a quiet in-town private courtyard in a f
1 Photos
Last Updated : 14 Days ago
254 Simcoe Road, Simcoe, ON
254 Simcoe Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13008970

Residential Freehold (Detached)

$745000.0
price drop iconPrice drop by 5.1%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Detached home in central Bradford with 2 kitchens. Hardwood floors throughout the main floor. Two entrances to lower level. Lower living room with abo
4 Photos
Last Updated : 14 Days ago
8926 Mckinnon Road, Simcoe, ON , MLS #N13486348 , Image - 1
8926 Mckinnon Road Rural Essa, Essa, Simcoe, ON MLS® N13486348

Residential Freehold (Detached)

Price On Request
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Once-in-a-generation opportunity on 24 acres in fast-growing Angus. A solid 4-bedroom detached home anchors the property today, while approximately 10
21 Photos
Last Updated : 14 Days ago
15 Watson Court, Simcoe, ON , MLS #S13169936 , Image - 1

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15 Watson Court Orillia, Simcoe, ON MLS® S13169936

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention! One of the largest properties in all of sought-after Rynard Estates,15 Watson Court, is now available! This cul-de-sac raised bungalow is a
40 Photos
Last Updated : 14 Days ago
1976 River Road W, Simcoe, ON , MLS #S13507584 , Image - 1

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1976 River Road W Wasaga Beach, Simcoe, ON MLS® S13507584

Residential Freehold (Detached)

$899900.0
  • 1 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Unique Bungalow Nestled on 0.56 Acred Mature Lot In Sought After Wasaga Beach! 158Ft Of Direct Waterfront To Nottawasaga River, Connected To Georgian
30 Photos
Last Updated : 14 Days ago
75 Lake Avenue, Simcoe, ON , MLS #S13594902 , Image - 1

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75 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S13594902

Residential Freehold (Detached)

$729000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy exceptional four-season waterfront living with 50 feet of private waterfront frontage, featuring your
20 Photos
Last Updated : 14 Days ago
45 Ward Drive, Simcoe, ON , MLS #S13594898 , Image - 1

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45 Ward Drive Painswick North, Barrie, Simcoe, ON MLS® S13594898

Residential Freehold (Detached)

$724900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
MODERN FAMILY HOME WITH FUNCTIONAL DESIGN, BEAUTIFUL UPDATES, & AN UNBEATABLE SOUTH BARRIE LOCATION! Step into a home that invites you to settle in an
37 Photos
Last Updated : 14 Days ago
8020 Park Lane Crescent, Simcoe, ON , MLS #S13594828 , Image - 1

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8020 Park Lane Crescent Washago, Severn, Simcoe, ON MLS® S13594828

Residential Freehold (Detached)

$599900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Safe and family-friendly neighbourhood in the heart of beautiful Washago. Welcome to 8020 Park Lane Cres, offering a move-in ready raised bungalow, si
49 Photos
Last Updated : 14 Days ago
8058 20th Side Road, Simcoe, ON , MLS #N13580044 , Image - 1

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8058 20th Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13580044

Residential Freehold (Detached)

$2500000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to your ultimate rural investment opportunity! Nestled on 21 pristine gated acres in highly desirable equestrian country, the versatile estate
35 Photos
Last Updated : 14 Days ago
100 Lake Avenue, Simcoe, ON , MLS #S13438362 , Image - 1

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100 Lake Avenue Brechin, Ramara, Simcoe, ON MLS® S13438362

Residential Freehold (Detached)

$1449649.0
price drop iconPrice drop by 4.6%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
One-of-a-kind Custom Built 3 Bedroom Home on Lake Simcoe with Incredible Breathtaking Sunsets & Shallow Sandbars Offering Exceptional Privacy and Sere
37 Photos
Last Updated : 14 Days ago
4 Raintree Court, Simcoe, ON , MLS #S13594758 , Image - 1

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4 Raintree Court Rural Clearview, Clearview, Simcoe, ON MLS® S13594758

Residential Freehold (Detached)

$4995000.0
  • 4 +1 Beds
  • 7 Baths
  • 5000 + sq-ft
Welcome to the extraordinary, four season resort experience offered by 4 Raintree Court, nestled in the heart of Ontario's ski country. This luxurious
40 Photos
Last Updated : 14 Days ago
58 John W Taylor Avenue, Simcoe, ON , MLS #N12597046 , Image - 1

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58 John W Taylor Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N12597046

Residential Freehold (Detached)

$739900.0
price drop iconPrice drop by 10.3%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 58 John W. Taylor Avenue, a beautiful 2-storey detached home nestled in a family-friendly neighbourhood in Alliston. Offering 3 bedrooms, 4
36 Photos
Last Updated : 14 Days ago
186 Ferndale Drive S, Simcoe, ON , MLS #S13594712 , Image - 1

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186 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13594712

Residential Freehold (Detached)

$875000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Exceptional two-storey detached home offering a fully finished layout with four spacious bedrooms, four upda
27 Photos
Last Updated : 14 Days ago
11 JOHN Street, Simcoe, ON , MLS #S13594674 , Image - 1

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11 JOHN Street Coldwater, Severn, Simcoe, ON MLS® S13594674

Residential Freehold (Detached)

$559000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 11 John Street in the historic Village of Coldwater! This charming family home sits on a large, level lot in a quiet neighbourhood. An 18 X
31 Photos
Last Updated : 14 Days ago
8570 8th Line, Simcoe, ON , MLS #N13490928 , Image - 1

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8570 8th Line Rural Essa, Essa, Simcoe, ON MLS® N13490928

Residential Freehold (Detached)

$889900.0
price drop iconPrice drop by 1.1%
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Experience the perfect blend of peaceful country living and everyday convenience in this beautifully updated home, privately nestled among mature tree
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