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Detached Houses for Sale in Simcoe Under $5M - P41

Showing results 1201 - 1230 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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28 Photos
Last Updated : 11 Days ago
2 Ridout Court, Simcoe, ON , MLS #S13212514 , Image - 1
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2 Ridout Court Rural Tiny, Tiny, Simcoe, ON MLS® S13212514

Residential Freehold (Detached)

$596900.0
price drop iconPrice drop by 3.6%
  • 3 +0 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Tucked away in a private setting close to Cawaja and Ardmore Beaches is this charming chalet style home or cottage. Located only a short drive into M
46 Photos
Last Updated : 11 Days ago
62 Simcoe Road, Simcoe, ON , MLS #S13560314 , Image - 1

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62 Simcoe Road Brechin, Ramara, Simcoe, ON MLS® S13560314

Residential Freehold (Detached)

$1388000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Brand New Home With Direct Water Access From Backyard. Situated On A Large Waterfront Lot In Lagoon City W/Double Car Garage & Long Driveway For All Y
11 Photos
Last Updated : 11 Days ago
15 Byron Crescent, Simcoe, ON , MLS #S13590002 , Image - 1

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15 Byron Crescent Allandale Heights, Barrie, Simcoe, ON MLS® S13590002

Residential Freehold (Detached)

$799000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this lovely Allandale home, situated on a premium 52 x 103 ft lot. Conveniently located close to the GO Station, Allandale Station Park, La
46 Photos
Last Updated : 11 Days ago
27 BRANDON Crescent, Simcoe, ON , MLS #S13526992 , Image - 1

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27 BRANDON Crescent Orillia, Simcoe, ON MLS® S13526992

Residential Freehold (Detached)

$869900.0
price drop iconPrice drop by 2.2%
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
LIVE WHERE YOU PLAY. Beautiful 2-storey family home with a backyard that steals the show! This private outdoor oasis was made for entertaining, featur
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
34 Photos
Last Updated : 11 Days ago
14 Thomas Street, Simcoe, ON , MLS #S13101570 , Image - 1

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14 Thomas Street Wasaga Beach, Simcoe, ON MLS® S13101570

Residential Freehold (Detached)

$895000.0
price drop iconPrice drop by 3.7%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Located in the desirable west end of Wasaga Beach toward Collingwood, this custom-built raised bungalow by Jasper Group delivers exceptional craftsman
50 Photos
Last Updated : 11 Days ago
147 Mccann Crescent, Simcoe, ON , MLS #N12408148 , Image - 1

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147 Mccann Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12408148

Residential Freehold (Detached)

$1499000.0
  • 4 +3 Beds
  • 7 Baths
  • 3000-3500 sq-ft
Welcome to this Stunning 4+3 Bedroom, 7-Bathroom Luxury Home This fully upgraded residence offers 3,389 sq. ft. of elegant above-grade living space, p
45 Photos
Last Updated : 11 Days ago
2559 Line 6 Line, Simcoe, ON , MLS #N13238864 , Image - 1

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2559 Line 6 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13238864

Residential Freehold (Detached)

$1650000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Escape the ordinary and discover a property that is becoming increasingly difficult to find. Nestled on nearly one acre of beautifully maintained, ful
44 Photos
Last Updated : 11 Days ago
152 Gray Avenue, Simcoe, ON , MLS #N13555000 , Image - 1

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152 Gray Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N13555000

Residential Freehold (Detached)

$899900.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to this incredible 2-storey detached home with an attached garage in the heart of desirable Alliston! This move-in-ready home offers 3 spaciou
32 Photos
Last Updated : 11 Days ago
4964 Highway 12 East N/A, Simcoe, ON , MLS #S13606892 , Image - 1

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4964 Highway 12 East N/A Atherley, Ramara, Simcoe, ON MLS® S13606892

Residential Freehold (Detached)

$579900.0
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to 4964 Highway 12 E in Ramara. Nestled on a generous 100' x 200' rural lot, this solid brick bungalow offers the perfect blend of country cha
27 Photos
Last Updated : 11 Days ago
124 Milby Crescent, Simcoe, ON , MLS #N13576286 , Image - 1

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124 Milby Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13576286

Residential Freehold (Detached)

$1228000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
The home features a bright, practical layout with OFFICE ON THE 1ST FLOOR, TWO FAMILY rooms, spacious living areas, and a functional kitchen that's pe
41 Photos
Last Updated : 11 Days ago
1844 Oakwood Road, Simcoe, ON , MLS #N13606140 , Image - 1

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1844 Oakwood Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13606140

Residential Freehold (Detached)

$1149900.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
A great home in a great location! Starting with a renovated interior, windows upstairs and down, a redesigned staircase, a luxurious ensuite, upgraded
43 Photos
Last Updated : 11 Days ago
58 Carleton Trail, Simcoe, ON , MLS #N13414742 , Image - 1

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58 Carleton Trail Beeton, New Tecumseth, Simcoe, ON MLS® N13414742

Residential Freehold (Detached)

$799999.0
price drop iconPrice drop by 5.9%
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
A fantastic 3 bedroom 3 bath 2 storey home that is situated on an oversized corner lot with approximately 50 feet of frontage and built in 2015. This
26 Photos
Last Updated : 11 Days ago
216 Warden Street, Simcoe, ON , MLS #S13606690 , Image - 1

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216 Warden Street Stayner, Clearview, Simcoe, ON MLS® S13606690

Residential Freehold (Detached)

$1399000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Brand New & beautiful 2- Storey Treasure Hill Home Built in a quiet neighborhood. 9'ceiling & open concept layout W/4 Bedroom & A media loft /5th bedr
12 Photos
Last Updated : 11 Days ago
239 Atkinson Street, Simcoe, ON , MLS #S13586564 , Image - 1

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239 Atkinson Street Stayner, Clearview, Simcoe, ON MLS® S13586564

Residential Freehold (Detached)

$689000.0
  • 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
36 Photos
Last Updated : 11 Days ago
8245 Main Street, Simcoe, ON , MLS #N13606568 , Image - 1

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8245 Main Street Lisle, Adjala-Tosorontio, Simcoe, ON MLS® N13606568

Residential Freehold (Detached)

$839999.0
  • 3 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to 8245 Main Street, Lisle - a private retreat where country charm meets everyday convenience.Backing directly onto Crown Land, this beau
37 Photos
Last Updated : 11 Days ago
18 Gordon Drive, Simcoe, ON , MLS #N13496708 , Image - 1

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18 Gordon Drive Alliston, New Tecumseth, Simcoe, ON MLS® N13496708

Residential Freehold (Detached)

$799999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This lovely four-bedroom home is located in one of Alliston's most desirable, family-friendly neighborhoods. Thoughtfully designed, it features four s
40 Photos
Last Updated : 11 Days ago
23 McFadden Drive, Simcoe, ON , MLS #S13555066 , Image - 1

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23 McFadden Drive Hillsdale, Springwater, Simcoe, ON MLS® S13555066

Residential Freehold (Detached)

$775000.0
price drop iconPrice drop by 3.1%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Built in 2000 and impeccably maintained by the original owner, this detached raised-bungalow at 23 McFadden Drive sits on an expansive 156.9 x 196.9-f
30 Photos
Last Updated : 11 Days ago
46 Pine Ridge Trail, Simcoe, ON , MLS #S13597980 , Image - 1

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46 Pine Ridge Trail Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13597980

Residential Freehold (Detached)

$1225000.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 46 Pine Ridge Trail in beautiful Horseshoe Valley. Located on one of the most sought after streets for mountain biking, cross country skii
50 Photos
Last Updated : 11 Days ago
1092 County Road 124 Road, Simcoe, ON , MLS #S13176452 , Image - 1

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1092 County Road 124 Road Singhampton, Clearview, Simcoe, ON MLS® S13176452

Residential Freehold (Detached)

$1399000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 1092 County Road 124 in the charming village of Singhampton, perfectly positioned between the amenities of Collingwood, the ski hills of Bl
42 Photos
Last Updated : 11 Days ago
29 Thoroughbred Drive, Simcoe, ON , MLS #S13551866 , Image - 1

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29 Thoroughbred Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13551866

Residential Freehold (Detached)

$1569000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Saturday August 25 OPEN HOUSE 11 am - 1 pm. Welcome to your dream home! Built on an elevated premium lot with sweeping panoramic views across the com
22 Photos
Last Updated : 12 Days ago
111 Penetang Street, Simcoe, ON , MLS #S13446544 , Image - 1

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111 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S13446544

Residential Freehold (Detached)

$598000.0
price drop iconPrice drop by 5.1%
  • 2 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Rare Opportunity To Own A Charming Century Home Situated On An Exceptional 12,895 Sq Ft Private Lot (51 Ft X 265 Ft) With Future Development Potential
48 Photos
Last Updated : 12 Days ago
2 Conder Drive, Simcoe, ON , MLS #S13606354 , Image - 1

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2 Conder Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13606354

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Move right into this beautifully maintained 3-bedroom, 2-bathroom home, perfectly situated on a quiet, family-friendly street in a highly sought-after
49 Photos
Last Updated : 12 Days ago
46 Starboard Circle, Simcoe, ON , MLS #S13603844 , Image - 1

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46 Starboard Circle Wasaga Beach, Simcoe, ON MLS® S13603844

Residential Freehold (Detached)

$975000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Tucked onto a premium corner lot backing directly onto green space and trail, this bright bungaloft offers a rare combination of privacy and community
40 Photos
Last Updated : 12 Days ago
112 Borland Street E, Simcoe, ON , MLS #S13585146 , Image - 1

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112 Borland Street E Orillia, Simcoe, ON MLS® S13585146

Residential Freehold (Detached)

$565000.0
price drop iconPrice drop by 1.7%
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
*** Additional Listing Details - Click Brochure Link *** Beautiful Raised Bungalow with an above ground salt watered pool. In Orillia's desirable Nort
48 Photos
Last Updated : 12 Days ago
67 Birchwood Drive, Simcoe, ON , MLS #S13459598 , Image - 1

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67 Birchwood Drive East Bayfield, Barrie, Simcoe, ON MLS® S13459598

Residential Freehold (Detached)

$815000.0
price drop iconPrice drop by 1.7%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Spectacular family home in sought after East Bayfield community. As you wind up the front steps you will notice all of the unistone and inviting cove
50 Photos
Last Updated : 12 Days ago
8327 21/22 NOTTAWASAGA Side Road, Simcoe, ON , MLS #S13480622 , Image - 1

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8327 21/22 NOTTAWASAGA Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13480622

Residential Freehold (Detached)

$1499000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
THE ULTIMATE FOUR-SEASON RETREAT NEAR DUNTROON GOLF COURSE/PICKLEBALL/NORDIC TRAILS & DEVIL'S GLEN SKI CLUB! Welcome to this breathtaking raised bun
50 Photos
Last Updated : 12 Days ago
47 Hawke Crescent, Simcoe, ON , MLS #N13512984 , Image - 1

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47 Hawke Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N13512984

Residential Freehold (Detached)

$979000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 47 Hawke Crescent in the thriving town of Tottenham, where you'll experience both luxury and comfort in this 4+1 bedroom, 4 bathroom detach
36 Photos
Last Updated : 12 Days ago
225 Cherry Street, Simcoe, ON , MLS #S13601650 , Image - 1

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225 Cherry Street Stayner, Clearview, Simcoe, ON MLS® S13601650

Residential Freehold (Detached)

$539000.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 225 Cherry Street, Stayner! This charming, carpet-free home is an excellent opportunity for first-time home buyers, downsizers, or investor
45 Photos
Last Updated : 12 Days ago
19 Hackett Street, Simcoe, ON , MLS #N13606066 , Image - 1

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19 Hackett Street Alliston, New Tecumseth, Simcoe, ON MLS® N13606066

Residential Freehold (Detached)

$1299800.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Spacious 4+2 Bedroom Home with Private Home Office and Legal Basement Apartment in a Highly Sought-After Family-Friendly Neighbourhood. Welcome to thi
50 Photos
Last Updated : 12 Days ago
116 Stroud Crescent, Simcoe, ON , MLS #S13606058 , Image - 1

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116 Stroud Crescent Wasaga Beach, Simcoe, ON MLS® S13606058

Residential Freehold (Detached)

$599900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Waterfront. Nestled along a tranquil stretch of the Nottawasaga River, this inviting riverfront bungalow offers the perfect blend of peace, privacy, a
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