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Houses for Sale in Simcoe Under $5 Million - P2

Showing results 31 - 60 of 2400
Last Updated: December 07, 2025
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
49 Photos
Last Updated : 1 Day ago
183 Cedar Island Road, Simcoe, ON , MLS #S12557800 , Image - 1
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183 Cedar Island Road Orillia, Simcoe, ON MLS® S12557800

Residential Freehold (Detached)

$1798000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover this rare opportunity to own a stunning home on prestigious Cedar Island, right in the heart of Ori
Open House : Sun Dec 07, 02:00 PM to 04:00 PM
8 Photos
Last Updated : 1 Day ago
7950 Kings River Road, Simcoe, ON , MLS #S12468577 , Image - 1

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7950 Kings River Road Rural Ramara, Ramara, Simcoe, ON MLS® S12468577

Residential Freehold (Vacant Land)

$215000.0
Top 5 Reasons You Will Love This Property: 1) Stunning 2-acre, water-facing building lot with 165' of frontage, offering an idyllic setting for your f
12 Photos
Last Updated : 1 Day ago
6928 County Road 169 N/A, Simcoe, ON , MLS #S12449361 , Image - 1

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6928 County Road 169 N/A Rural Ramara, Ramara, Simcoe, ON MLS® S12449361

Residential Freehold (Vacant Land)

$549900.0
  • < 700 sq-ft
Top 5 Reasons You Will Love This Property: 1) Build your custom estate on a rare 47-acre canvas featuring a mix of mature forest, open clearings, and
22 Photos
Last Updated : 1 Day ago
5 Breanna Boulevard, Simcoe, ON , MLS #S12436488 , Image - 1

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5 Breanna Boulevard Prices Corners, Oro-Medonte, Simcoe, ON MLS® S12436488

Residential Freehold (Detached)

$1475000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) This striking ranch-style bungalow makes a bold first impression with its crisp white exterior contrasted by
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
30 Photos
Last Updated : 1 Day ago
1606 Rizzardo Crescent, Simcoe, ON , MLS #N12602592 , Image - 1

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1606 Rizzardo Crescent Alcona, Innisfil, Simcoe, ON MLS® N12602592

Residential Freehold (Detached)

$999000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this spacious and beautifully appointed family home offering 2,444 sq ft above grade in one of Innisfil's most sought-after estate subdivis
Open House : Sun Dec 07, 01:00 PM to 03:00 PM
37 Photos
Last Updated : 1 Day ago
11 Oakmont Avenue, Simcoe, ON , MLS #S12425533 , Image - 1

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11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12425533

Residential Freehold (Detached)

$849000.0
  • 3 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
LIVE LARGE IN HORSESHOE VALLEY WITH A CUSTOM BAR BUILT FOR ENTERTAINING, GORGEOUS GARDENS, IN-LAW SUITE POTENTIAL, & ENDLESS RECREATION AT YOUR DOORST
Open House : Sun Dec 14, 12:00 PM to 02:00 PM
41 Photos
Last Updated : 1 Day ago
21 wintergreen Lane, Simcoe, ON , MLS #N12442716 , Image - 1

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21 wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12442716

Residential Freehold (Detached)

$1569000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 21 Wintergreen Lane, a beautifully designed 3,850 sq. ft. detached luxury residence nestled in the heart of Colgans prestigious and family-
34 Photos
Last Updated : 1 Day ago
40 Museum Drive, Simcoe, ON , MLS #S12379072 , Image - 1

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Unit-403, 40 Museum Drive Orillia, Simcoe, ON MLS® S12379072

Residential Condo & Other (Condo Townhouse)

$689900.0
  • 2 Beds
  • 2 Baths
  • 1600-1799 sq-ft
Nestled in the heart of the scenic Leacock Village Community, this beautifully cared-for 2 bedroom 2 bathroom condo townhome offers a rare combination
44 Photos
Last Updated : 1 Day ago
18 Edgewater Road, Simcoe, ON , MLS #S12400170 , Image - 1

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18 Edgewater Road Wasaga Beach, Simcoe, ON MLS® S12400170

Residential Freehold (Detached)

$2999000.0
  • 2 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Sitting majestically on one of the most spectacular riverfront lots on the Nottawasaga River in beautiful Wasaga Beach you will find this newly built
6 Photos
Last Updated : 2 Days ago
0 Taylorwoods Boulevard, Simcoe, ON , MLS #N10414555 , Image - 1

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0 Taylorwoods Boulevard Alcona, Innisfil, Simcoe, ON MLS® N10414555

Residential Freehold (Vacant Land)

$199900.0
Excellent opportunity for builder/developer or those looking for a reasonably priced lot with municipal services. Sewer, water and gas available at lo
34 Photos
Last Updated : 2 Days ago
2545 County Rd 50 N/A, Simcoe, ON , MLS #N12604536 , Image - 1

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2545 County Rd 50 N/A Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N12604536

Residential Freehold (Detached)

$849900.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Discover the perfect blend of country charm and commuter convenience with this beautifully updated home, ideally situated on HWY 50 for easy access to
26 Photos
Last Updated : 2 Days ago
711 Mosley Street, Simcoe, ON , MLS #S12516342 , Image - 1

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711 Mosley Street Wasaga Beach, Simcoe, ON MLS® S12516342

Residential Freehold (Detached)

$671000.0
price drop iconPrice drop by 5.5%
  • 7 +2 Beds
  • 2 Baths
  • 2000-2500 sq-ft
ENDLESS SUNSETS, EXPANSIVE SPACE, AND UNBEATABLE LOCATION! This incredible property in the heart of Wasaga Beach offers the ultimate combination of lo
24 Photos
Last Updated : 2 Days ago
11 Knox Road E, Simcoe, ON , MLS #S12604540 , Image - 1

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11 Knox Road E Wasaga Beach, Simcoe, ON MLS® S12604540

Residential Freehold (Vacant Land)

$550000.0
Nestled at the bow of the Nottawasaga River, this parcel of land is a true gem waiting to be discovered. Offering over 2 acres of landscape, it boasts
50 Photos
Last Updated : 2 Days ago
23 Crown Court, Simcoe, ON , MLS #S12595686 , Image - 1

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23 Crown Court Rural Tiny, Tiny, Simcoe, ON MLS® S12595686

Residential Freehold (Detached)

$949000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome home to The Tiny Beaches: Your dream four season escape on the shores of Georgian Bay. This one of a kind custom built White Pine Log Home ble
19 Photos
Last Updated : 2 Days ago
131 Appletree Lane, Simcoe, ON , MLS #S12576338 , Image - 1

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131 Appletree Lane Innis-Shore, Barrie, Simcoe, ON MLS® S12576338

Residential Condo & Other (Condo Townhouse)

$489000.0
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Discover this beautiful 3-bedroom, 2.5-bathroom stacked townhouse that perfectly blends modern comfort with family-friendly convenience. Filled with n
37 Photos
Last Updated : 2 Days ago
16 GRAY Lane, Simcoe, ON , MLS #S12499582 , Image - 1

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16 GRAY Lane South Shore, Barrie, Simcoe, ON MLS® S12499582

Residential Freehold (Detached)

$939000.0
price drop iconPrice drop by 2.2%
  • 4 +1 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Stunning Mediterranean inspired 3-Storey Home in Barrie's Prestigious Tollendale Neighbourhood! Designed with European flair, the stately facade featu
18 Photos
Last Updated : 2 Days ago
9 Riverwalk Place, Simcoe, ON , MLS #S12544572 , Image - 1

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9 Riverwalk Place Midland, Simcoe, ON MLS® S12544572

Residential Freehold (Detached)

$849900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Discover the charm of this sought-after enclave of Cape Cod-style homes nestled along the scenic shores of Georgian Bay in Midland. This stunning resi
48 Photos
Last Updated : 2 Days ago
6145 3rd Line, Simcoe, ON , MLS #N12604102 , Image - 1

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6145 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12604102

Residential Freehold (Detached)

$1275000.0
  • 4 +1 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Experience the perfect blend of country charm and city convenience in this expansive all-brick Home with Private Indoor Heated Pool. Featuring 5 bedro
15 Photos
Last Updated : 2 Days ago
126 Bell Farm Road, Simcoe, ON , MLS #S12604014 , Image - 1

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Unit-312, 126 Bell Farm Road Alliance, Barrie, Simcoe, ON MLS® S12604014

Residential Condo & Other (Condo Apartment)

$409000.0
  • 3 Beds
  • 2 Baths
  • 1000-1199 sq-ft
RARELY OFFERED 3-BEDROOM CONDO IN AN UNBEATABLE LOCATION! Welcome to this updated, bright, and spacious 1,000 sqft condo, just minutes from RVH, Hwy 4
50 Photos
Last Updated : 2 Days ago
250 FERRAGINE Crescent, Simcoe, ON , MLS #N12603970 , Image - 1

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250 FERRAGINE Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12603970

Residential Freehold (Detached)

$999999.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This stunning 4-bedroom, 3.5-bathroom detached ravine corner-lot home combines elegance, comfort, and modern design. Featuring soaring ceilings and a
50 Photos
Last Updated : 2 Days ago
7 Golfview Boulevard, Simcoe, ON , MLS #N12603668 , Image - 1

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7 Golfview Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12603668

Residential Freehold (Detached)

$1749000.0
  • 3 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Set on an impressive 0.75-acre lot in the prestigious Golfview Estates, this exceptional home offers the rar
30 Photos
Last Updated : 2 Days ago
90 Turtle Path, Simcoe, ON , MLS #S12391738 , Image - 1

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90 Turtle Path Rural Ramara, Ramara, Simcoe, ON MLS® S12391738

Residential Freehold (Detached)

$989999.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 90 Turtle Path, a newly renovated four-season waterfront home in Lagoon City. This 2,438 sq. ft. two-story property sits on a pie-shaped lo
50 Photos
Last Updated : 2 Days ago
1072 Wickham Road, Simcoe, ON , MLS #N12381881 , Image - 1

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1072 Wickham Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12381881

Residential Freehold (Detached)

$1249000.0
  • 4 +1 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Your Luxury Upgrade - No Stress, No Hassle, Its All Done for You! Welcome to this stunning, fully upgraded 4-bedrooms, 5-bathrooms home in the prestig
35 Photos
Last Updated : 2 Days ago
6 Primrose Heights, Simcoe, ON , MLS #N12602816 , Image - 1

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6 Primrose Heights Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12602816

Residential Freehold (Detached)

$1374900.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
This isn't just another property, its where timeless character meets a fresh, modern vibe. Welcome to this brand new, never lived-in five bedroom,five
31 Photos
Last Updated : 2 Days ago
1102 Horseshoe Valley Road W, Simcoe, ON , MLS #S12472855 , Image - 1

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Unit-311, 1102 Horseshoe Valley Road W Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12472855

Residential Condo & Other (Condo Apartment)

$399900.0
  • 2 Beds
  • 1 Baths
  • 1200-1399 sq-ft
38 Photos
Last Updated : 2 Days ago
17 Penvill Trail, Simcoe, ON , MLS #S12043914 , Image - 1

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17 Penvill Trail Ardagh, Barrie, Simcoe, ON MLS® S12043914

Residential Freehold (Detached)

$1089000.0
price drop iconPrice drop by 7.6%
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
**Stunning Family Home** Nearly 3,000 sq ft of beautifully designed space, move-in ready! Upgraded finishes and renovated throughout: custom mill wall
50 Photos
Last Updated : 2 Days ago
84 Culbert Road, Simcoe, ON , MLS #N12508432 , Image - 1

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84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12508432

Residential Freehold (Detached)

$1579000.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Welcome to this stunning newly built corner lot located at 84 Culbert Rd in the heart of the family-oriented and friendly Summerlyn Village community.
41 Photos
Last Updated : 2 Days ago
43 Dunnett Drive, Simcoe, ON , MLS #S12509438 , Image - 1

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43 Dunnett Drive Ardagh, Barrie, Simcoe, ON MLS® S12509438

Residential Freehold (Detached)

$1165000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Say hello to a legal income-generating second suite that's professionally finished, city-registered, and com
36 Photos
Last Updated : 2 Days ago
23 Peartree Court, Simcoe, ON , MLS #S12602362 , Image - 1

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23 Peartree Court Allandale Heights, Barrie, Simcoe, ON MLS® S12602362

Residential Freehold (Att/Row/Townhouse)

$639900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Nestled on the quiet cul-de-sac of sought after Peartree Court, this well appointed 3 bedroom townhome offers loads of charm and potential for the fir
20 Photos
Last Updated : 2 Days ago
415 Sea Ray Avenue, Simcoe, ON , MLS #N12476353 , Image - 1

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Unit-105, 415 Sea Ray Avenue Rural Innisfil, Innisfil, Simcoe, ON MLS® N12476353

Residential Condo & Other (Condo Apartment)

$429000.0
price drop iconPrice drop by 2.3%
  • 1 Beds
  • 1 Baths
  • 600-699 sq-ft
Stunning largest 1 bedroom 1 bathroom unit located on the 1st floor with 10ft ceiling, this beautiful unit has an open concept layout, large kitchen
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