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Houses for Sale in Simcoe Under $5 Million - P2

Showing results 31 - 60 of 1053
Last Updated: May 13, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
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47 Photos
Last Updated : 11 Hours ago
18 Mills Circle, Simcoe, ON , MLS #S13003624 , Image - 1
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18 Mills Circle Midhurst, Springwater, Simcoe, ON MLS® S13003624

Residential Freehold (Detached)

$1749900.0
  • 3 +1 Beds
  • 4 Baths
  • 2500-3000 sq-ft
A Rare Offering in One of the Area's Most Prestigious Estate Neighbourhoods. Tucked away in an exclusive cul-de-sac, this stunning executive home sits
37 Photos
Last Updated : 11 Hours ago
424 Ramblewood Drive, Simcoe, ON , MLS #S12932338 , Image - 1

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424 Ramblewood Drive Wasaga Beach, Simcoe, ON MLS® S12932338

Residential Freehold (Detached)

$849900.0
  • 3 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Set on a beautifully mature lot, this property offers a private, fully fenced backyard surrounded by trees, creating the kind of quiet, tucked-away ou
34 Photos
Last Updated : 11 Hours ago
276 Springfield Crescent, Simcoe, ON , MLS #S12893002 , Image - 1

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276 Springfield Crescent Stayner, Clearview, Simcoe, ON MLS® S12893002

Residential Freehold (Detached)

$699900.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Looking for a Move-In Ready Family Home in Stayner, Ontario? Brand-new all-brick home in a family-friendly neighbourhood in the heart of Stayner, clos
35 Photos
Last Updated : 11 Hours ago
18 Cherrywood Lane, Simcoe, ON , MLS #N13021056 , Image - 1

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18 Cherrywood Lane Rural Innisfil, Innisfil, Simcoe, ON MLS® N13021056

Residential Freehold (Detached)

$399900.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to this stunning Ranch Style Bungalow, renovated top to bottom home, Located in the vibrant adult community of Sandy Cove Acres. This 2 bedroo
Open House : Sun May 17, 10:00 AM to 12:00 PM
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
8 Photos
Last Updated : 11 Hours ago
7 Smallman Drive, Simcoe, ON , MLS #S12870740 , Image - 1

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7 Smallman Drive Wasaga Beach, Simcoe, ON MLS® S12870740

Residential Freehold (Vacant Land)

$399000.0
Rare Opportunity Prime Corner Lot in Quiet, Established Area - Build your dream home or explore the potential for severance with this exceptional 100
50 Photos
Last Updated : 11 Hours ago
22 EAST JOHN Street, Simcoe, ON , MLS #N12827798 , Image - 1

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22 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N12827798

Residential Freehold (Detached)

$1999999.0
  • 3 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
BACKS ONTO PROTECTED LAND. This stunning luxury home is situated on a quiet dead-end st, w/views of the countryside, + steps from park/rink/courts/lib
27 Photos
Last Updated : 11 Hours ago
80 Concession 8 Road E, Simcoe, ON , MLS #S12780642 , Image - 1

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80 Concession 8 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S12780642

Residential Freehold (Detached)

$535000.0
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
HEATED SHOP ON LARGE LOT- This newly updated bungalow that sits on an expansive 350 x 100 ft lot and offers a cozy vibe. The entire home is filled wit
35 Photos
Last Updated : 11 Hours ago
12 NATURES Trail, Simcoe, ON , MLS #S12986664 , Image - 1

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12 NATURES Trail Wasaga Beach, Simcoe, ON MLS® S12986664

Residential Freehold (Detached)

$899800.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
This brand new all-brick raised bungalow offers over 3,200 sq ft of finished living space, combining modern design, quality finishes, and a great layo
39 Photos
Last Updated : 11 Hours ago
991 Shore Lane, Simcoe, ON , MLS #S13122360 , Image - 1

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991 Shore Lane Wasaga Beach, Simcoe, ON MLS® S13122360

Residential Freehold (Detached)

$879900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Tucked within an enclave of prestigious waterfront homes, this beautifully updated property offers over2,100 sq ft of living space with soaring vaulte
40 Photos
Last Updated : 12 Hours ago
1936 Tiny Beaches Road S, Simcoe, ON , MLS #S12748926 , Image - 1

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1936 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12748926

Residential Freehold (Detached)

$995000.0
  • 2 +1 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Embrace the rhythm of lakefront living in this thoughtfully cared-for three-bedroom home, where modern design meets laid-back coastal charm. Tranquil
21 Photos
Last Updated : 12 Hours ago
122 Valleyview Crescent W, Simcoe, ON , MLS #N12953488 , Image - 1

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122 Valleyview Crescent W Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12953488

Residential Freehold (Detached)

$774999.0
price drop iconPrice drop by 6.6%
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Opportunity Knocks in the Heart of Bradford! Situated on a quiet, family-friendly court in one of Bradford's most sought-after neighbourhoods, this so
16 Photos
Last Updated : 12 Hours ago
253 Craig Side Road, Simcoe, ON , MLS #S13114122 , Image - 1

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253 Craig Side Road Moonstone, Oro-Medonte, Simcoe, ON MLS® S13114122

Residential Freehold (Triplex)

$899900.0
  • 6 Beds
  • 4 Baths
  • 2500-3000 sq-ft
This property offers so much, so quit clicking for a moment to see if this opportunity on 2.6 acres and only 10 minutes to beautiful Mount St. Louis M
13 Photos
Last Updated : 12 Hours ago
2781 Sixth Line, Simcoe, ON , MLS #N13121982 , Image - 1

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2781 Sixth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13121982

Residential Freehold (Detached)

$2699000.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
A rare 1.63-acre holding in the path of Bradford's most active growth corridor - fronting Line 6 with 110 ft of road frontage, approximately 427 ft of
48 Photos
Last Updated : 12 Hours ago
34 Valleybrook Road, Simcoe, ON , MLS #S13118940 , Image - 1

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34 Valleybrook Road Innis-Shore, Barrie, Simcoe, ON MLS® S13118940

Residential Freehold (Att/Row/Townhouse)

$600000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautiful 3-bedroom, 2-washroom townhome offering bright and spacious living throughout. The main floor features impressive 9-foot cei
47 Photos
Last Updated : 12 Hours ago
1592 Sideroad 15 N/A, Simcoe, ON , MLS #N13007690 , Image - 1

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1592 Sideroad 15 N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13007690

Residential Freehold (Detached)

$1299999.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
The Perfect 4 Bedroom & 2 Bathroom Country Home * Over 1.3 Acres Of Manicured Land * A Massive 300 Foot Frontage * Wrap Around Porch With Breathtaking
17 Photos
Last Updated : 13 Hours ago
3213 Quiet Waters Lane, Simcoe, ON , MLS #S13091786 , Image - 1

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3213 Quiet Waters Lane Waubaushene, Tay, Simcoe, ON MLS® S13091786

Residential Freehold (Detached)

$1298000.0
  • 3 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Impressive waterfront home! Welcome home to the grand 3213 Quiet Waters Lane in stunning Waubashene. Nestled on the shores of Matchedash Bay with acce
32 Photos
Last Updated : 13 Hours ago
2240 Grainger Loop, Simcoe, ON , MLS #N13118684 , Image - 1

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2240 Grainger Loop Alcona, Innisfil, Simcoe, ON MLS® N13118684

Residential Freehold (Att/Row/Townhouse)

$809999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Exceptional Corner Freehold Townhome in Prime Alcona Location! Don't miss this stunning newly constructed 4-bedroom freehold corner townhouse offering
24 Photos
Last Updated : 13 Hours ago
1 Gidley Court, Simcoe, ON , MLS #S13121418 , Image - 1

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1 Gidley Court Penetanguishene, Simcoe, ON MLS® S13121418

Residential Freehold (Detached)

$479900.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 1 Gidley Court in Penetanguishene, located in the desirable 55+ community of the Village of Bay Moorings just a short walk to Georgian Bay
40 Photos
Last Updated : 13 Hours ago
9 Purple Hill Lane, Simcoe, ON , MLS #S12943104 , Image - 1

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9 Purple Hill Lane Rural Clearview, Clearview, Simcoe, ON MLS® S12943104

Residential Freehold (Detached)

$1799000.0
price drop iconPrice drop by 5.3%
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to Purple Hill Lane, an exceptional country estate where timeless Victorian elegance meets refined modern living. Set on 1.47 acres of pristin
30 Photos
Last Updated : 13 Hours ago
90 Turtle Path, Simcoe, ON , MLS #S13068228 , Image - 1

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90 Turtle Path Rural Ramara, Ramara, Simcoe, ON MLS® S13068228

Residential Freehold (Detached)

$899999.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 90 Turtle Path, a masterfully renovated four-season sanctuary in the heart of Lagoon City. Spanning 2,438 sq. ft., this two-story residence
8 Photos
Last Updated : 13 Hours ago
465 SILVER BIRCH Drive, Simcoe, ON , MLS #S13121232 , Image - 1

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465 SILVER BIRCH Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13121232

Residential Freehold (Vacant Land)

$419777.0
Build your dream home on this cleared lot located at 465 Silver Birch Drive in Tiny, situated in the prestigious Thunder Beach area. Ready for constru
7 Photos
Last Updated : 13 Hours ago
197 Kennedy Avenue, Simcoe, ON , MLS #S13121132 , Image - 1

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197 Kennedy Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13121132

Residential Freehold (Vacant Land)

$325000.0
A rare opportunity to build in one of Oro-Medonte's most established lakeside communities. This 80' x 187' cleared lot in Hawkestone gives you a real
17 Photos
Last Updated : 14 Hours ago
17 Sophie Lane S, Simcoe, ON , MLS #S13111850 , Image - 1

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17 Sophie Lane S Atherley, Ramara, Simcoe, ON MLS® S13111850

Residential Freehold (Detached)

$579000.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome To Lake Point Village! A Vibrant Community With Many Activities Such As Game Nights, Book Clubs, Sewing Groups, Dance Parties, & More! Nestled
49 Photos
Last Updated : 14 Hours ago
22 Stewart Crescent, Simcoe, ON , MLS #N12929976 , Image - 1

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22 Stewart Crescent Thornton, Essa, Simcoe, ON MLS® N12929976

Residential Freehold (Detached)

$1599000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Nestled in a picturesque country setting, modern brick bungalow, main floor offers 2,479 sq ft of exquisite living space on a large lot in a coveted c
43 Photos
Last Updated : 14 Hours ago
31 Tay Boulevard, Simcoe, ON , MLS #N12853588 , Image - 1

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31 Tay Boulevard Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12853588

Residential Freehold (Detached)

$1124800.0
price drop iconPrice drop by 13.4%
  • 4 +1 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to Bradford's prestigious Green Valley Estates. This elegant 4+1 bedroom, 5 bathroom executive home welcomes you with an impressive double doo
32 Photos
Last Updated : 14 Hours ago
2974 Monarch Drive, Simcoe, ON , MLS #S13120616 , Image - 1

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2974 Monarch Drive Orillia, Simcoe, ON MLS® S13120616

Residential Freehold (Detached)

$826900.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
*PRICE REFLECTS HST REBATE* Fully built Mancini Homes, located in the highly sought after West Ridge Community on Monarch Drive. Home consists of many
39 Photos
Last Updated : 21 Hours ago
26 Oakmont Avenue, Simcoe, ON , MLS #S13120274 , Image - 1

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26 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13120274

Residential Freehold (Detached)

$969900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This beautiful 4-bedroom, 3-bathroom detached home is located just minutes away from Horseshoe Resort. The resort offers year-round activities such as
35 Photos
Last Updated : 23 Hours ago
90 Orchard Point Road, Simcoe, ON , MLS #S13120214 , Image - 1

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Unit-401, 90 Orchard Point Road Orillia, Simcoe, ON MLS® S13120214

Residential Condo & Other (Condo Apartment)

$638888.0
  • 1 +1 Beds
  • 1 Baths
  • 800-899 sq-ft
Experience elevated waterfront living in this stunning 1-bedroom plus den condo with breathtaking panoramic views of Lake Simcoe. Nestled in one of So
40 Photos
Last Updated : 1 Day ago
1798 Emberton Way, Simcoe, ON , MLS #N12928322 , Image - 1

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1798 Emberton Way Alcona, Innisfil, Simcoe, ON MLS® N12928322

Residential Freehold (Detached)

$1299000.0
  • 4 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Exceptional 6-year-old executive home featuring 3,500 sq ft of thoughtfully designed living space, complemented by a fully finished basement with a le
33 Photos
Last Updated : 1 Day ago
6278 Highway 89 N/A, Simcoe, ON , MLS #N12733250 , Image - 1

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6278 Highway 89 N/A Alliston, New Tecumseth, Simcoe, ON MLS® N12733250

Residential Freehold (Detached)

$799900.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Rare Multi-Unit Opportunity On An Oversized Premium Lot! Discover Incredible Versatility With This Property Featuring Three Separate Living Units On A
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