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Houses for Sale in Simcoe Under $5 Million - P46

Showing results 1351 - 1380 of 5165
Last Updated: September 26, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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37 Photos
Last Updated : 5 Days ago
15 Clark Street, Simcoe, ON , MLS #S13735838 , Image - 1
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15 Clark Street Collingwood, Simcoe, ON MLS® S13735838

Residential Freehold (Detached)

$749000.0
price drop iconPrice drop by 3.9%
  • 3 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 15 Clark Street, a beautifully maintained all-brick home in the sought-after Mountaincroft community. With its charming covered front porch
45 Photos
Last Updated : 5 Days ago
5 Marl Creek Drive, Simcoe, ON , MLS #S13429384 , Image - 1

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5 Marl Creek Drive Phelpston, Springwater, Simcoe, ON MLS® S13429384

Residential Freehold (Detached)

$849000.0
price drop iconPrice drop by 5.6%
  • 2 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Exceptional raised bungalow on over half an acre in desirable Phelpston, offering the perfect blend of country living and modern convenience. A stando
Open House : Sun Sep 27, 01:00 PM to 02:30 PM
5 Photos
Last Updated : 5 Days ago
2096 Thompson Street, Simcoe, ON , MLS #N13777102 , Image - 1
2096 Thompson Street Alcona, Innisfil, Simcoe, ON MLS® N13777102

Residential Freehold (Detached)

$1258888.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Great Commercial Corner Property Zoned Mu2 Which Allows For Many Uses. The Property Offers 150 Feet Of Side Lot On Innisfil Beach Rd. & 80 Feet On Tho
17 Photos
Last Updated : 5 Days ago
250 Peek -a- Boo Trail, Simcoe, ON , MLS #S12472261 , Image - 1

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250 Peek -a- Boo Trail Rural Tiny, Tiny, Simcoe, ON MLS® S12472261

Residential Freehold (Vacant Land)

$389000.0
Discover the perfect opportunity to build your Dream Home or summer retreat on this beautiful partially cleared 3.5+ Acre lot, ideally located in the
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 : 5 Days ago
250 Ferndale Drive S, Simcoe, ON , MLS #S13786962 , Image - 1

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250 Ferndale Drive S Ardagh, Barrie, Simcoe, ON MLS® S13786962

Residential Freehold (Link)

$639000.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
ARDAGH BLUFFS SEMI-DETACHED | BARRIE, ON. Prime Ardagh Bluffs semi-detached home in Barrie backing directly onto forest on the area's largest lot. Spa
47 Photos
Last Updated : 5 Days ago
94 Fittons Road E, Simcoe, ON , MLS #S13565012 , Image - 1

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94 Fittons Road E Orillia, Simcoe, ON MLS® S13565012

Residential Freehold (Detached)

$624900.0
price drop iconPrice drop by 3.8%
  • 2 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 94 Fittons Road East, a beautifully maintained family home in Orillia's highly sought-after North Ward. Set on a beautifully landscaped lot
42 Photos
Last Updated : 5 Days ago
47 Cathedral Pines Road, Simcoe, ON , MLS #S13767640 , Image - 1

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47 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13767640

Residential Freehold (Detached)

$749900.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to Cathedral Pines, a sought after subdivision in Horseshoe Valley. Enjoy a fantastic view of the Valley from the back of this timber framed h
42 Photos
Last Updated : 5 Days ago
423 Mariners Way, Simcoe, ON , MLS #S13807296 , Image - 1

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423 Mariners Way Collingwood, Simcoe, ON MLS® S13807296

Residential Condo & Other (Condo Apartment)

$849000.0
  • 3 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Lighthouse Point! Discover this rarely available 3-bedroom Garden Home, ideally located near the clubhouse in one of the most sought-after
32 Photos
Last Updated : 5 Days ago
214 Centre Street N, Simcoe, ON , MLS #N13777022 , Image - 1

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214 Centre Street N Beeton, New Tecumseth, Simcoe, ON MLS® N13777022

Residential Freehold (Detached)

$898000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this exceptional, fully renovated 3-bedroom, 2-bathroom home in the heart of Beeton, situated on the highly desirable Centre Street. Though
23 Photos
Last Updated : 5 Days ago
3425 Coronation Avenue, Simcoe, ON , MLS #S13807294 , Image - 1

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3425 Coronation Avenue West Shore, Severn, Simcoe, ON MLS® S13807294

Residential Freehold (Detached)

$489900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 3425 Coronation Ave in Cumberland Beach! This home sits on a great sized lot that is fully fenced and treed for privacy. Inside you'll find
39 Photos
Last Updated : 5 Days ago
100 Laguna Parkway, Simcoe, ON , MLS #S13769464 , Image - 1

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Unit-9, 100 Laguna Parkway Rural Ramara, Ramara, Simcoe, ON MLS® S13769464

Residential Condo & Other (Condo Townhouse)

$525000.0
  • 3 Beds
  • 4 Baths
  • 1800-1999 sq-ft
Waterfront Living in Lagoon City. Discover the Ideal Blend of Space, Comfort, and Waterfront Lifestyle in this Three-Storey, End Unit Condo Townhou
Open House : Sat Sep 26, 10:00 AM to 12:00 PM
13 Photos
Last Updated : 5 Days ago
9 Penetang Street, Simcoe, ON , MLS #S13533376 , Image - 1

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9 Penetang Street Codrington, Barrie, Simcoe, ON MLS® S13533376

Residential Freehold (Triplex)

$699500.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Income-producing legal triplex situated on an approximately 66 ft x 132 ft RM2-zoned lot in one of Barrie's most historic neighbourhoods. This substan
45 Photos
Last Updated : 5 Days ago
2559 Line 6 Line, Simcoe, ON , MLS #N13714138 , Image - 1

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2559 Line 6 Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13714138

Residential Freehold (Detached)

$1650000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Nestled on nearly one acre of beautifully maintained, fully fenced land backing directly onto protected conservation-with no neighbours behind-this cu
41 Photos
Last Updated : 5 Days ago
9 Laddie Lane, Simcoe, ON , MLS #S13679870 , Image - 1

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9 Laddie Lane Anten Mills, Springwater, Simcoe, ON MLS® S13679870

Residential Freehold (Detached)

$1599000.0
price drop iconPrice drop by 4.3%
  • 4 +4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
WELCOME TO 9 LADDIE LANE! LOCATED IN THE BEAUTIFUL ESTATE AREA OF ANTEN MILLS. THIS BREATHTAKING 8 BEDROOM, (1 OFFICE AND 2 GYMS), 5 BATHROOM ESTATE S
40 Photos
Last Updated : 5 Days ago
1304 Vincent Crescent, Simcoe, ON , MLS #N13807180 , Image - 1

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1304 Vincent Crescent Alcona, Innisfil, Simcoe, ON MLS® N13807180

Residential Freehold (Detached)

$858888.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to one of the Alcona most desirable family neighborhood's in Innisfil ,where lifestyle, community, and everyday convenience come together just
8 Photos
Last Updated : 5 Days ago
71 Lakeshore Road E, Simcoe, ON , MLS #S13807160 , Image - 1

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71 Lakeshore Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13807160

Residential Freehold (Detached)

$529000.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
YOUR ORO-MEDONTE LAKE SIMCOE LIFESTYLE STARTS HERE! An opportunity to own a detached home just steps from Lake Simcoe at an incredibly accessible pric
33 Photos
Last Updated : 5 Days ago
107 MADAWASKA Trail, Simcoe, ON , MLS #S13803876 , Image - 1

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107 MADAWASKA Trail Wasaga Beach, Simcoe, ON MLS® S13803876

Residential Freehold (MobileTrailer)

$179900.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Here is your perfect cottage getaway! Immaculate Woodland Park Muskoka Model. Enjoy the vacation lifestyle with this seasonal cottage at the highly so
46 Photos
Last Updated : 5 Days ago
1424 Port Stanton Parkway, Simcoe, ON , MLS #S13780178 , Image - 1

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1424 Port Stanton Parkway Rural Severn, Severn, Simcoe, ON MLS® S13780178

Residential Freehold (Detached)

$535000.0
  • 3 Beds
  • 2 Baths
  • 2500-3000 sq-ft
First time on the market, this family-owned 1936 charmer offers the perfect blend of character, space, and incredible potential. Nestled on a mature,
49 Photos
Last Updated : 5 Days ago
3306 Summerhill Way, Simcoe, ON , MLS #S13807134 , Image - 1

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3306 Summerhill Way West Shore, Severn, Simcoe, ON MLS® S13807134

Residential Condo & Other (Detached Condo)

$750000.0
  • 2 Beds
  • 3 Baths
  • 1600-1799 sq-ft
GATED WATERFRONT COMMUNITY MINUTES FROM ORILLIA. Welcome to 3306 Summerhill Way in the gated and highly sought-after West Shore Beach Club - a complet
50 Photos
Last Updated : 5 Days ago
37 MARY JANE Road, Simcoe, ON , MLS #S13803366 , Image - 1

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37 MARY JANE Road Wyevale, Tiny, Simcoe, ON MLS® S13803366

Residential Freehold (Detached)

$1249000.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to 37 Mary Jane Road, a beautifully maintained bungalow tucked away in a desirable executive subdivision in Wyevale. Offering five bedrooms, t
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
50 Photos
Last Updated : 5 Days ago
8 Mayflower Gardens, Simcoe, ON , MLS #N13801350 , Image - 1

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8 Mayflower Gardens Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13801350

Residential Freehold (Detached)

$1198880.0
  • 4 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome To This Stunning 4-Bedroom, 5-Bathroom Family Home In The Prestigious Colgan Crossing Community By Tribute Communities. Offering Nearly 3,700
42 Photos
Last Updated : 5 Days ago
24 Woodland Crescent, Simcoe, ON , MLS #S13649914 , Image - 1

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24 Woodland Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13649914

Residential Freehold (Detached)

$1248000.0
price drop iconPrice drop by 2.1%
  • 3 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Sprawling Bungalow over 5300 sq ft on 1.87 Acres, surrounded by forest and private. This unique home offers the potential for in law suite and/or the
Open House : Sat Sep 26, 12:00 PM to 02:00 PM
50 Photos
Last Updated : 5 Days ago
4 Rochester Drive, Simcoe, ON , MLS #S13786712 , Image - 1

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4 Rochester Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13786712

Residential Freehold (Att/Row/Townhouse)

$619900.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
5 Reasons You'll Love This Home: 1. Nearly New - Without the New-Build Wait: Only two years old, this home gives you the best part of buying new: mode
43 Photos
Last Updated : 5 Days ago
247 Church Street N, Simcoe, ON , MLS #N13806342 , Image - 1

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247 Church Street N Alliston, New Tecumseth, Simcoe, ON MLS® N13806342

Residential Freehold (Detached)

$928000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
WOW! A MUST SEE! Beautifully finished 3+1 bedroom, 4 bathroom home in beautiful Alliston community. Set on a deep pool size lot, in a family-friendly
7 Photos
Last Updated : 5 Days ago
6 Donald Crescent, Simcoe, ON , MLS #S13568504 , Image - 1

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6 Donald Crescent Wasaga Beach, Simcoe, ON MLS® S13568504

Residential Freehold (Link)

$489900.0
price drop iconPrice drop by 2.0%
  • 2 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Located in a highly desirable neighborhood, this nice 4 bedroom, 2 bath is a link backsplit. It offers the perfect blend of quiet residential living a
21 Photos
Last Updated : 5 Days ago
1 (part1) Baycrest Drive, Simcoe, ON , MLS #S13760466 , Image - 1

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1 (part1) Baycrest Drive North Shore, Barrie, Simcoe, ON MLS® S13760466

Residential Freehold (Vacant Land)

$399999.0
Prime Vacant Lot Opportunity - Seller Will Consider Vendor Take Back Financing! Attention investors, builders, and developers! This is a rare opportun
46 Photos
Last Updated : 5 Days ago
37 Hickling Trail, Simcoe, ON , MLS #S13790642 , Image - 1

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37 Hickling Trail Grove East, Barrie, Simcoe, ON MLS® S13790642

Residential Freehold (Detached)

$699000.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Ideal East end location! This ranch bungalow has been tastefully updated throughout (see extensive list in attachments) and is turn key ready for you
50 Photos
Last Updated : 5 Days ago
7028 Pine Plains Road, Simcoe, ON , MLS #N13695702 , Image - 1

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7028 Pine Plains Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13695702

Residential Freehold (Detached)

$2049000.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This custom-built home offers over 4,000 sq ft of beautifully finished living space on a peaceful 1.98-acre lot at the end of a quiet road. Every deta
Open House : Sun Sep 27, 12:00 PM to 02:00 PM
41 Photos
Last Updated : 6 Days ago
1275 Ramara Road 47 N/A, Simcoe, ON , MLS #S13049106 , Image - 1

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1275 Ramara Road 47 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S13049106

Residential Freehold (Detached)

$2700000.0
price drop iconPrice drop by 15.1%
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
A rare opportunity to own one of lake Simcoe's most distinctive private estates, offering exceptional versatility on 2.5 acres of beautifully maintain
20 Photos
Last Updated : 6 Days ago
83 Cloughley Drive N, Simcoe, ON , MLS #S13805216 , Image - 1

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83 Cloughley Drive N Northwest, Barrie, Simcoe, ON MLS® S13805216

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 83 Cloughley Drive (North) in Barrie-a stunning, fully detached ready to move in, 4-bedroom3.5-bathroom family home nestled in the highly s
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