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Detached Houses for Sale in Simcoe Under $5M - P2

Showing results 31 - 60 of 2948
Last Updated: November 04, 2026
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1 Photos
Last Updated : 8 Hours ago
69 Olive Crescent Orillia, Simcoe, ON MLS® S14125460

Residential Freehold (Detached)

$800000.0
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Updated, turnkey Lake Simcoe waterfront with municipal water, sewer and year-round access on a municipal road-no well or septic to maintain! Boat thro
37 Photos
Last Updated : 8 Hours ago
2707 Stephen Drive, Simcoe, ON , MLS #S13872690 , Image - 1

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2707 Stephen Drive Brechin, Ramara, Simcoe, ON MLS® S13872690

Residential Freehold (Detached)

$629900.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Beautiful Rustic Cape Cod Home on a Private Corner Lot! The perfect blend of rustic charm and country living in this lovely home, situated on a privat
50 Photos
Last Updated : 8 Hours ago
3 Nordic Trail, Simcoe, ON , MLS #S14149772 , Image - 1

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3 Nordic Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S14149772

Residential Freehold (Detached)

$1248000.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional space, exceptional privacy, and an exceptional location in the heart of one of Ontario's premier recreational communities. Welcome to 3 No
49 Photos
Last Updated : 8 Hours ago
6049 3rd Line, Simcoe, ON , MLS #N14136894 , Image - 1

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6049 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14136894

Residential Freehold (Detached)

$999999.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
A RARE OPPORTUNITY THAT TRULY HAS IT ALL! INCREDIBLE 39 x 29 WORKSHOP and a LARGE 47 x 23 GARAGE WITH B/I shelves and work bench, offering conveni
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
25 Photos
Last Updated : 8 Hours ago
47 Coulson Avenue, Simcoe, ON , MLS #N14086986 , Image - 1

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47 Coulson Avenue Angus, Essa, Simcoe, ON MLS® N14086986

Residential Freehold (Detached)

$449900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 47 Coulson Avenue in Angus, a charming 2-bedroom, 1-bathroom home offering comfortable living spaces and plenty of outdoor appeal. Inside,
Open House : Sun Nov 08, 12:00 PM to 02:00 PM
36 Photos
Last Updated : 8 Hours ago
259 Simcoe Road, Simcoe, ON , MLS #N13715226 , Image - 1

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259 Simcoe Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13715226

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 13.7%
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Rare 60 x 162-foot lot with exceptional future potential in the heart of Bradford! This inviting, detached raised bungalow offers 3+1 bedrooms, two fu
Open House : Sun Nov 08, 02:00 PM to 04:00 PM
37 Photos
Last Updated : 8 Hours ago
9 Little Lake Drive, Simcoe, ON , MLS #S13766092 , Image - 1

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9 Little Lake Drive Little Lake, Barrie, Simcoe, ON MLS® S13766092

Residential Freehold (Detached)

$839000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
ROOM FOR EVERY GENERATION ON AN EXPANSIVE 0.52-ACRE LOT WITH LAKE VIEWS, AN OVERSIZED DOUBLE GARAGE & IN-LAW POTENTIAL! Calling all big families, blen
50 Photos
Last Updated : 8 Hours ago
3667 Kimberley Street, Simcoe, ON , MLS #N14116532 , Image - 1

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3667 Kimberley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N14116532

Residential Freehold (Detached)

$849900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover country charm and lakeside living in a prestigious neighbourhood of distinctive custom homes, offer
Open House : Sun Nov 08, 12:00 PM to 02:00 PM
36 Photos
Last Updated : 9 Hours ago
85 Fred Cook Drive, Simcoe, ON , MLS #N14032048 , Image - 1

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85 Fred Cook Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14032048

Residential Freehold (Detached)

$799900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Backs Onto a Park! Step inside and fall in love with this bright, sun-filled home on a pie shaped lot. Where space, comfort, and a beautiful green-spa
41 Photos
Last Updated : 9 Hours ago
45 Sheppard Street, Simcoe, ON , MLS #S14149548 , Image - 1

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45 Sheppard Street Coldwater, Severn, Simcoe, ON MLS® S14149548

Residential Freehold (Detached)

$949900.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Enjoy the peace and privacy of a premium location situated at the end of a quiet street in the quaint villag
37 Photos
Last Updated : 9 Hours ago
15 61st Street S, Simcoe, ON , MLS #S13013474 , Image - 1

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15 61st Street S Wasaga Beach, Simcoe, ON MLS® S13013474

Residential Freehold (Detached)

$499900.0
price drop iconPrice drop by 15.3%
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
ABSOLUTELY ADORABLE & FULLY RENOVATED! This 840 sq. ft., 3-bed, 2-bath bungalow offers incredible efficiency with foam-insulated walls, new windows/do
40 Photos
Last Updated : 9 Hours ago
71 Lockerbie Crescent, Simcoe, ON , MLS #S14114978 , Image - 1

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71 Lockerbie Crescent Collingwood, Simcoe, ON MLS® S14114978

Residential Freehold (Detached)

$1175000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome to 71 Lockerbie Crescent, a spacious 3,171 sq. ft. family home offering 4 bedrooms, 2.5 bathrooms and plenty of room to grow in a desirable Co
Open House : Sat Nov 07, 11:30 AM to 01:30 PM
1 Photos
Last Updated : 9 Hours ago
100 Sutherland Avenue, Simcoe, ON
100 Sutherland Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13720390

Residential Freehold (Detached)

$1098000.0
price drop iconPrice drop by 3.6%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 100 Sutherland Ave, a beautifully maintained 2-storey home in a desirable, family-friendly Bradford neighbourhood. Approximately 8 years yo
Open House : Sat Nov 07, 01:00 PM to 03:00 PM
20 Photos
Last Updated : 9 Hours ago
231 Barnett Avenue, Simcoe, ON , MLS #S14100168 , Image - 1

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231 Barnett Avenue Midland, Simcoe, ON MLS® S14100168

Residential Freehold (Detached)

$389000.0
price drop iconPrice drop by 2.5%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Whether you're a first-time homebuyer looking to enter the market or ready to downsize and simplify your lifestyle, this charming 3-bedroom, 2-full-ba
25 Photos
Last Updated : 9 Hours ago
2063 Lea Road, Simcoe, ON , MLS #N14149376 , Image - 1

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2063 Lea Road Alcona, Innisfil, Simcoe, ON MLS® N14149376

Residential Freehold (Detached)

$688800.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to this warm and luminous bungalow, perfectly situated on an expansive lot in a quiet, family-friendly Cul-de-sac in desirable Alcona. Featuri
36 Photos
Last Updated : 9 Hours ago
5 Scott Street, Simcoe, ON , MLS #S13239696 , Image - 1

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5 Scott Street Penetanguishene, Simcoe, ON MLS® S13239696

Residential Freehold (Detached)

$399900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Wake up every morning to sweeping views over Penetang Harbour and Georgian Bay, then unwind each evening fro
12 Photos
Last Updated : 9 Hours ago
81 Spruce Street, Simcoe, ON , MLS #S13730108 , Image - 1

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81 Spruce Street Rural Tiny, Tiny, Simcoe, ON MLS® S13730108

Residential Freehold (Detached)

$1729000.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Listen to the waves of beautiful Georgian Bay in the distance from this custom-built retreat, located just minutes from Woodland Beach in Tiny Townshi
23 Photos
Last Updated : 9 Hours ago
1434 RIVER Road W, Simcoe, ON , MLS #S13496718 , Image - 1

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1434 RIVER Road W Wasaga Beach, Simcoe, ON MLS® S13496718

Residential Freehold (Detached)

$1049000.0
price drop iconPrice drop by 12.5%
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Experience the ultimate in riverfront living with this recently renovated all-brick, 4-bedroom, 3-bath year-round home or cottage, ideally located on
50 Photos
Last Updated : 9 Hours ago
150 SANTOS Lane, Simcoe, ON , MLS #S13857072 , Image - 1

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150 SANTOS Lane Wasaga Beach, Simcoe, ON MLS® S13857072

Residential Freehold (Detached)

$1849000.0
  • 5 +0 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Stunning beachfront property offering breathtaking views of Georgian Bay and spectacular sunsets, all from your own special stretch of shoreline on th
44 Photos
Last Updated : 9 Hours ago
7665 36/37 NOTTAWASAGA Side Road W, Simcoe, ON , MLS #S13496572 , Image - 1

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7665 36/37 NOTTAWASAGA Side Road W Nottawa, Clearview, Simcoe, ON MLS® S13496572

Residential Freehold (Detached)

$2999000.0
price drop iconPrice drop by 14.3%
  • 5 Beds
  • 3 Baths
  • 5000 + sq-ft
Prepare to be captivated. Set on 18 private acres overlooking the breathtaking Pretty River, this extraordinary custom-built log home is a masterpiece
40 Photos
Last Updated : 9 Hours ago
243 Letitia Street, Simcoe, ON , MLS #S13493266 , Image - 1

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243 Letitia Street Letitia Heights, Barrie, Simcoe, ON MLS® S13493266

Residential Freehold (Detached)

$595000.0
price drop iconPrice drop by 3.3%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to a home where family living comes naturally! Nestled on a large, level 50 x 110 ft mature lot in a family-friendly neighbourhood, this well-
Open House : Sun Nov 08, 02:30 PM to 04:30 PM
39 Photos
Last Updated : 9 Hours ago
59 Carley Crescent, Simcoe, ON , MLS #S14149302 , Image - 1

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59 Carley Crescent Painswick South, Barrie, Simcoe, ON MLS® S14149302

Residential Freehold (Detached)

$950000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Some homes give you more space. This one gives you more possibilities. From growing families to multigenerational living, entertaining friends, or cre
22 Photos
Last Updated : 9 Hours ago
1125 Woodland Drive, Simcoe, ON , MLS #S13847482 , Image - 1

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1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13847482

Residential Freehold (Detached)

$1349900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to your own private waterfront retreat, where 72 feet of pristine shoreline and crystal-clear, hard-bottom water create the perfect setting fo
Open House : Sun Nov 08, 12:00 PM to 02:00 PM
40 Photos
Last Updated : 9 Hours ago
209 Bay Street, Simcoe, ON , MLS #S13508726 , Image - 1

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209 Bay Street Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13508726

Residential Freehold (Detached)

$4490000.0
  • 5 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on
Open House : Sat Nov 07, 02:30 PM to 04:30 PM
12 Photos
Last Updated : 9 Hours ago
239 Atkinson Street, Simcoe, ON , MLS #S13851836 , Image - 1

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239 Atkinson Street Stayner, Clearview, Simcoe, ON MLS® S13851836

Residential Freehold (Detached)

$655000.0
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
This raised bungalow is situated on a private, fenced lot in the heart of Stayner. The home features a large eat-in kitchen, updated in 2022 with newe
Open House : Sat Nov 07, 12:00 PM to 02:00 PM
27 Photos
Last Updated : 9 Hours ago
49 WOLFE Trail, Simcoe, ON , MLS #S14083478 , Image - 1

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49 WOLFE Trail Rural Tiny, Tiny, Simcoe, ON MLS® S14083478

Residential Freehold (Detached)

$524900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Your Private Retreat Just Steps From Georgian Bay! Welcome To This Lovely 2- Bedroom Bungalow Nestled On A Beautifully Treed 100' X 152' Lot That Off
49 Photos
Last Updated : 10 Hours ago
506 Golf Course Road, Simcoe, ON , MLS #S13652330 , Image - 1

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506 Golf Course Road Wasaga Beach, Simcoe, ON MLS® S13652330

Residential Freehold (Detached)

$978888.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 506 Golf Course Road, where refined luxury meets exceptional craftsmanship in this extraordinary and rarely offered Bungaloft. This never-l
Open House : Sun Nov 08, 02:00 PM to 04:00 PM
50 Photos
Last Updated : 10 Hours ago
1919 Innisbrook Street, Simcoe, ON , MLS #N13823064 , Image - 1

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1919 Innisbrook Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13823064

Residential Freehold (Detached)

$1790000.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to refined luxury in one of the area's most prestigious and exclusive neighbourhoods. Tucked away on a quiet cul-de-sac, this exceptional cust
Open House : Sat Nov 07, 12:00 PM to 02:00 PM
29 Photos
Last Updated : 10 Hours ago
137 Riverview Road, Simcoe, ON , MLS #N13875502 , Image - 1

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137 Riverview Road Alliston, New Tecumseth, Simcoe, ON MLS® N13875502

Residential Condo & Other (Detached Condo)

$599000.0
price drop iconPrice drop by 4.6%
  • 1 Beds
  • 2 Baths
  • 1400-1599 sq-ft
Welcome to 137 Riverview Road where Your Maintenance Free Lifestyle Awaits! Truly Move-In-Ready, beautifully maintained Detached home offers 1,728 sqf
Open House : Sat Nov 07, 02:00 PM to 04:00 PM
27 Photos
Last Updated : 10 Hours ago
94 Osprey Ridge Road, Simcoe, ON , MLS #S14149212 , Image - 1

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94 Osprey Ridge Road Little Lake, Barrie, Simcoe, ON MLS® S14149212

Residential Freehold (Detached)

$949000.0
  • 4 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
EXCEPTIONAL OUTDOOR LIVING, GENEROUS INTERIOR SPACE, PLUS A WALKOUT BASEMENT THAT ADDS EVEN MORE! Discover an outstanding setting in this distinguishe
Open House : Sat Nov 07, 01:00 PM to 03:00 PM
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