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Detached Houses for Sale in Simcoe Under $5M - P39

Showing results 1141 - 1170 of 3356
Last Updated: September 21, 2026
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40 Photos
Last Updated : 7 Days ago
2330 Lakeshore Road E, Simcoe, ON , MLS #S13608066 , Image - 1
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2330 Lakeshore Road E Hawkestone, Oro-Medonte, Simcoe, ON MLS® S13608066

Residential Freehold (Detached)

$775000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Charming Renovated Bungalow in Beautiful Oro-Medonte. Welcome to this beautifully renovated 2+1 bedroom bungalow nestled in the heart of Simcoe County
35 Photos
Last Updated : 7 Days ago
1961 McNeil Street, Simcoe, ON , MLS #N13778692 , Image - 1

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1961 McNeil Street Alcona, Innisfil, Simcoe, ON MLS® N13778692

Residential Freehold (Detached)

$770000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 1961 McNeil Street, a beautifully maintained family home situated in one of Innisfil's most desirable neighbourhoods. Offering 4 spacious b
36 Photos
Last Updated : 7 Days ago
22 Chantler Road, Simcoe, ON , MLS #N13763302 , Image - 1

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22 Chantler Road Alliston, New Tecumseth, Simcoe, ON MLS® N13763302

Residential Freehold (Detached)

$864900.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
This spacious Wellington model by Devonleigh offers almost 3000 sq ft of finished space and is located in a family-friendly neighbourhood. This beauti
41 Photos
Last Updated : 7 Days ago
63 Quigley Street, Simcoe, ON , MLS #N13710190 , Image - 1

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63 Quigley Street Angus, Essa, Simcoe, ON MLS® N13710190

Residential Freehold (Detached)

$799999.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this lovingly cared-for, original-owner DevonLeigh built Shellbrook model Bungaloft, featuring a unique & versatile floor plan, modern dé
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
19 Photos
Last Updated : 7 Days ago
331 Linwood Avenue, Simcoe, ON , MLS #S13780420 , Image - 1

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331 Linwood Avenue Orillia, Simcoe, ON MLS® S13780420

Residential Freehold (Detached)

$499900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this charming 3-bedroom, 1.5-storey home nestled in a great family-friendly neighbourhood in Orillia! Featuring neutral décor throughout, t
50 Photos
Last Updated : 7 Days ago
83 Centre Street N, Simcoe, ON , MLS #N13599230 , Image - 1

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83 Centre Street N Beeton, New Tecumseth, Simcoe, ON MLS® N13599230

Residential Freehold (Detached)

$849900.0
price drop iconPrice drop by 4.0%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Are You Chasing The Charm Of Yesteryear But Still Needing The Renovated Conveniences Of Today? This Home Will Tick Many Boxes For Your Family! Nestled
39 Photos
Last Updated : 7 Days ago
27 Michelle Drive, Simcoe, ON , MLS #S13687024 , Image - 1

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27 Michelle Drive Painswick South, Barrie, Simcoe, ON MLS® S13687024

Residential Freehold (Detached)

$759900.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Updated. Spacious. Family Friendly. This beautifully maintained two-storey home offers the space, flexibility, and comfort today's families are search
50 Photos
Last Updated : 7 Days ago
3 Oren Boulevard, Simcoe, ON , MLS #S13780108 , Image - 1

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3 Oren Boulevard Sunnidale, Barrie, Simcoe, ON MLS® S13780108

Residential Freehold (Detached)

$720000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Family-friendly home across from the park, just minutes to everything on Bayfield Street. This 4-level backsplit has five bedrooms and a layout built
33 Photos
Last Updated : 7 Days ago
105 Barrie Street, Simcoe, ON , MLS #N13780252 , Image - 1

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105 Barrie Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13780252

Residential Freehold (Detached)

$699000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step inside and discover a main level made for gathering, where a welcoming kitchen with stainless-steel app
42 Photos
Last Updated : 7 Days ago
21 Ruby Ridge, Simcoe, ON , MLS #S13746620 , Image - 1

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21 Ruby Ridge Sugarbush, Oro-Medonte, Simcoe, ON MLS® S13746620

Residential Freehold (Detached)

$1249000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Pride of ownership in this immaculate newer raised bungalow with walk out. Oversized lot on 3/4 acres with no back neighbour and extended side yard wi
50 Photos
Last Updated : 7 Days ago
202 John Street W, Simcoe, ON , MLS #N13766416 , Image - 1

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202 John Street W Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13766416

Residential Freehold (Detached)

$1100000.0
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to this exceptional custom-built brick raised bungalow, ideally situated on a quiet court in central Bradford and backing onto peaceful greens
11 Photos
Last Updated : 7 Days ago
430 Silver Birch Drive, Simcoe, ON , MLS #S13549736 , Image - 1

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430 Silver Birch Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13549736

Residential Freehold (Detached)

$1999000.0
price drop iconPrice drop by 13.0%
  • 3 Beds
  • 1 Baths
  • 1100-1500 sq-ft
The definition of a panoramic view. With 214 feet of waterfront, this double lot has western exposure for striking sunsets. From the property you see
42 Photos
Last Updated : 7 Days ago
2020 Kate Avenue, Simcoe, ON , MLS #N13779088 , Image - 1

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2020 Kate Avenue Alcona, Innisfil, Simcoe, ON MLS® N13779088

Residential Freehold (Detached)

$699000.0
  • 2 +2 Beds
  • 3 Baths
  • 700-1100 sq-ft
Set on an oversized 72 x 200 ft lot, this extensively upgraded property offers a unique combination of space, privacy and resort-style outdoor living
50 Photos
Last Updated : 7 Days ago
7551 36/37 Nottawasaga Side Road E, Simcoe, ON , MLS #S13780044 , Image - 1

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7551 36/37 Nottawasaga Side Road E Nottawa, Clearview, Simcoe, ON MLS® S13780044

Residential Freehold (Detached)

$1799000.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Discover refined country living at 7551 36/37 Nottawasaga Sideroad East, situated in the sought-after Nottawa area. Thoughtfully updated throughout, t
48 Photos
Last Updated : 7 Days ago
5 Keyzer Drive, Simcoe, ON , MLS #S13779980 , Image - 1

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5 Keyzer Drive Warminster, Oro-Medonte, Simcoe, ON MLS® S13779980

Residential Freehold (Detached)

$999000.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome home to 5 Keyzer Drive! This exceptional custom bungalow in the desirable community of Warminster is perfectly situated on a quiet cul-de-sac
40 Photos
Last Updated : 7 Days ago
12 Nicort Road, Simcoe, ON , MLS #S13209768 , Image - 1

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12 Nicort Road Wasaga Beach, Simcoe, ON MLS® S13209768

Residential Freehold (Detached)

$809900.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to your dream home in the highly desirable River's Edge community, just minutes from the beach and scenic walking trails! This newly built 4-b
6 Photos
Last Updated : 7 Days ago
29 Lily Drive, Simcoe, ON , MLS #S13748386 , Image - 1

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29 Lily Drive Wasaga Beach, Simcoe, ON MLS® S13748386

Residential Freehold (Detached)

$848800.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
New Bungalow Coming to Lily Drive | Wasaga Beach. Welcome to this thoughtfully designed 1,411 sq. ft. bungalow on Lily Drive in Wasaga Beach, situated
50 Photos
Last Updated : 7 Days ago
2391 Seadon Road, Simcoe, ON , MLS #S13779842 , Image - 1

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2391 Seadon Road Rural Springwater, Springwater, Simcoe, ON MLS® S13779842

Residential Freehold (Detached)

$1099900.0
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Escape to your own private retreat at this stunning, fully updated 2,500+ sqft 2-storey home nestled on a serene 1.7-acre lot surrounded by mature har
47 Photos
Last Updated : 7 Days ago
255 Hanly Street, Simcoe, ON , MLS #S13779942 , Image - 1

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255 Hanly Street Midland, Simcoe, ON MLS® S13779942

Residential Freehold (Detached)

$588000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to this beautifully maintained Colonial-style home, where timeless charm meets everyday comfort. Nestled in a desirable Midland neighbourhood,
43 Photos
Last Updated : 7 Days ago
3075 Orion Boulevard, Simcoe, ON , MLS #S13779894 , Image - 1

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3075 Orion Boulevard Orillia, Simcoe, ON MLS® S13779894

Residential Freehold (Detached)

$879999.0
  • 3 +2 Beds
  • 7 Baths
  • 2500-3000 sq-ft
Luxurious Bungaloft with In-Law Suite and over $250,000 in High-End Upgrades!! Experience the perfect blend of luxury, comfort, and functionality, des
37 Photos
Last Updated : 7 Days ago
8 Downer Crescent, Simcoe, ON , MLS #S13779770 , Image - 1

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8 Downer Crescent Wasaga Beach, Simcoe, ON MLS® S13779770

Residential Freehold (Detached)

$899990.0
  • 3 +3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 8 Downer Crescent, an exceptional residence perfectly positioned across from the lush fairways of the Marlwood Golf & Country Club in the h
46 Photos
Last Updated : 7 Days ago
350 Birch Street, Simcoe, ON , MLS #S13771780 , Image - 1

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350 Birch Street Collingwood, Simcoe, ON MLS® S13771780

Residential Freehold (Detached)

$1149000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on a picturesque, tree-lined street in one of Collingwood's most sought-after neighbourhoods, 350 Birch Street is a beautifully restored REGEN
50 Photos
Last Updated : 7 Days ago
36 Benjamin Lane, Simcoe, ON , MLS #S13504556 , Image - 1

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36 Benjamin Lane Painswick South, Barrie, Simcoe, ON MLS® S13504556

Residential Freehold (Detached)

$769900.0
price drop iconPrice drop by 2.5%
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Look no further! This Beautifully well maintained Bungalow was a previous show home has over 2100sq ft fully finished. Large Bright foyer with Palladi
39 Photos
Last Updated : 7 Days ago
180 Second Street, Simcoe, ON , MLS #S13778504 , Image - 1

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180 Second Street Collingwood, Simcoe, ON MLS® S13778504

Residential Freehold (Detached)

$949000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Spectacular downtown location for this red brick home, set on a 60' x 114' lot with rear laneway access. The home offers ample space and many modern f
39 Photos
Last Updated : 7 Days ago
38 Camelot Square, Simcoe, ON , MLS #S13779526 , Image - 1

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38 Camelot Square Innis-Shore, Barrie, Simcoe, ON MLS® S13779526

Residential Freehold (Detached)

$1399888.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to an exceptional South Barrie residence where elegance, space, and lifestyle come together. Nestled on a private, tree-lined corner lot just
33 Photos
Last Updated : 7 Days ago
98 Essa Street, Simcoe, ON , MLS #N13764666 , Image - 1

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98 Essa Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13764666

Residential Freehold (Detached)

$699999.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A rare opportunity in the heart of Bradford, this beautifully updated century home offers incredible flexibility for multi-generational living, an in-
45 Photos
Last Updated : 7 Days ago
93 North Street W, Simcoe, ON , MLS #S13779350 , Image - 1

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93 North Street W Orillia, Simcoe, ON MLS® S13779350

Residential Freehold (Detached)

$569900.0
  • 3 Beds
  • 2 Baths
  • 700-1100 sq-ft
Opportunity meets versatility in Orillia's highly sought-after North Ward. This legal duplex presents an exceptional investment opportunity while offe
47 Photos
Last Updated : 7 Days ago
46 Rogers Trail, Simcoe, ON , MLS #N13712610 , Image - 1

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46 Rogers Trail Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13712610

Residential Freehold (Detached)

$1060000.0
  • 3 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Absolutely Stunning Former Model Home in the Desirable Community of Bradford! Featuring 2,778 sq. ft. of beautifully designed living space upstairs, e
46 Photos
Last Updated : 7 Days ago
28 Borland Street W, Simcoe, ON , MLS #S13779316 , Image - 1

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28 Borland Street W Orillia, Simcoe, ON MLS® S13779316

Residential Freehold (Detached)

$639900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Located in the North Ward of Orillia this brick bungalow sits on a fully fenced lot. Close to schools, downtown, shopping and transit. This charming
50 Photos
Last Updated : 7 Days ago
9 Grier Street, Simcoe, ON , MLS #S13762882 , Image - 1

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9 Grier Street Wyevale, Tiny, Simcoe, ON MLS® S13762882

Residential Freehold (Detached)

$725000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 9 Grier Street in Tiny, a beautifully maintained 3-bedroom, 2-bathroom detached bungalow offering comfortable, energy-efficient living in a
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