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Houses for Sale in Simcoe Under $5 Million - P27

Showing results 781 - 810 of 4534
Last Updated: November 10, 2026
  • New Listings
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  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
45 Photos
Last Updated : 5 Days ago
800 West Ridge Boulevard, Simcoe, ON , MLS #S14108886 , Image - 1
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Unit-32, 800 West Ridge Boulevard Orillia, Simcoe, ON MLS® S14108886

Residential Freehold (Att/Row/Townhouse)

$530000.0
price drop iconPrice drop by 3.6%
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to this bright and beautifully maintained 3-bedroom, 4-washroom townhome in Orillia's sought-after Westridge community! One of the larger unit
4 Photos
Last Updated : 5 Days ago
35 Harold Avenue, Simcoe, ON , MLS #S13738432 , Image - 1
35 Harold Avenue Coldwater, Severn, Simcoe, ON MLS® S13738432

Residential Freehold (Detached)

$699027.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to Greenwood Landings, an exciting new-home community in the heart of Coldwater! Introducing The Isla Model - Elevation B, a thoughtfully desi
26 Photos
Last Updated : 5 Days ago
12 Wakefield Boulevard, Simcoe, ON , MLS #N14142496 , Image - 1

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12 Wakefield Boulevard Angus, Essa, Simcoe, ON MLS® N14142496

Residential Freehold (Detached)

$868800.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Move-In Ready! The Springbrook Model with 2,415 Sqft. Welcome to this beautifully home featuring 9' ceilings, bright and spacious family room with gl
15 Photos
Last Updated : 5 Days ago
9746 Beachwood Road, Simcoe, ON , MLS #S13823082 , Image - 1

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9746 Beachwood Road Collingwood, Simcoe, ON MLS® S13823082

Residential Freehold (Vacant Land)

$194000.0
BUILD YOUR DREAM HOME OR EXPLORE AN EXCITING INVESTMENT OPPORTUNITY! This exceptional vacant lot offers incredible potential for a custom detached hom
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
32 Photos
Last Updated : 5 Days ago
74 Mcdonnell Crescent, Simcoe, ON , MLS #N14131126 , Image - 1

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74 Mcdonnell Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14131126

Residential Freehold (Detached)

$1350000.0
  • 3 Beds
  • 4 Baths
  • 2000-2500 sq-ft
This Stunning 3 Bed, 4 Bath Bungaloft Is The Perfect Blend Of Luxury, Comfort, And Lifestyle. Benefit From A Carpet - Free Home With All New Hardwood
49 Photos
Last Updated : 5 Days ago
2700 Line 4 N/A N, Simcoe, ON , MLS #S13854622 , Image - 1

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2700 Line 4 N/A N Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13854622

Residential Freehold (Detached)

$1349900.0
  • 2 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Hillside Retreat In The Heart Of Horseshoe Valley! Set On Over 6 Acres And Perched Beautifully Above The Surrounding Landscape
35 Photos
Last Updated : 5 Days ago
495 Maple Street, Simcoe, ON , MLS #S13644218 , Image - 1

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495 Maple Street Collingwood, Simcoe, ON MLS® S13644218

Residential Freehold (Detached)

$680000.0
price drop iconPrice drop by 9.2%
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Fully renovated from top to bottom and ready for you to move right in! Welcome to 495 Maple Street, a stunning, completely updated home on a rare corn
45 Photos
Last Updated : 5 Days ago
7826 25 Side Road, Simcoe, ON , MLS #N13783182 , Image - 1

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7826 25 Side Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13783182

Residential Freehold (Detached)

$1150000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Enjoy The Serenity And Privacy Of The Country! Close to Town. Built in 2019. This Open Concept Retreat Overlooking The Nottawasaga River. Bright and S
46 Photos
Last Updated : 5 Days ago
2 Toronto Street, Simcoe, ON , MLS #S14150468 , Image - 1

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Unit-605, 2 Toronto Street Lakeshore, Barrie, Simcoe, ON MLS® S14150468

Residential Condo & Other (Condo Apartment)

$708800.0
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome to Grand Harbour, one of Barrie's most sought-after waterfront condominium communities. Step into this bright and spacious 1,340 sq. ft. suite
33 Photos
Last Updated : 5 Days ago
32 Davis Street, Simcoe, ON , MLS #S14115828 , Image - 1

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32 Davis Street Collingwood, Simcoe, ON MLS® S14115828

Residential Freehold (Detached)

$795000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
BEAUTIFULLY REFRESHED, MOVE-IN-READY HOME IN CREEKSIDE! Welcome to this spacious 3-bedroom,4-bathroom home in the desirable Creekside subdivision, off
7 Photos
Last Updated : 5 Days ago
8 Moore Avenue, Simcoe, ON , MLS #S14150440 , Image - 1

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8 Moore Avenue Rural Tay, Tay, Simcoe, ON MLS® S14150440

Residential Freehold (Vacant Land)

$210000.0
What a great opportunity to own 2 lots. The first lot has over 81' of frontage on Moore Avenue and over 300' of depth. The second lot is 100' by 150
31 Photos
Last Updated : 5 Days ago
38 Windermere Circle, Simcoe, ON , MLS #S14150424 , Image - 1

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38 Windermere Circle Rural Tay, Tay, Simcoe, ON MLS® S14150424

Residential Freehold (Detached)

$1199000.0
  • 3 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Experience Refined Living In This Exceptional Bungaloft Set On A Premium 1-Acre Wooded Lot In The Prestigious Pineview Estates Community. Featuring A
48 Photos
Last Updated : 5 Days ago
835 Suncrest Circle, Simcoe, ON , MLS #S13041774 , Image - 1

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835 Suncrest Circle Collingwood, Simcoe, ON MLS® S13041774

Residential Condo & Other (Condo Townhouse)

$689000.0
price drop iconPrice drop by 8.1%
  • 3 Beds
  • 3 Baths
  • 1200-1399 sq-ft
Lighthouse Point Yacht and Tennis Club- a community that embraces the 4 seasons lifestyle! Bright & Renovated corner end unit w/3 bedrooms/3 bathrooms
24 Photos
Last Updated : 5 Days ago
36 Topaz Street, Simcoe, ON , MLS #S13885412 , Image - 1

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36 Topaz Street Wasaga Beach, Simcoe, ON MLS® S13885412

Residential Freehold (Detached)

$549999.0
price drop iconPrice drop by 8.3%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Beautiful Year-Round Living in Wasaga CountryLife Park! Welcome to this charming 2-bedroom, 2-bathroom home, offering comfort, convenience, and a wond
3 Photos
Last Updated : 5 Days ago
33 Harold Avenue, Simcoe, ON , MLS #S14133734 , Image - 1
33 Harold Avenue Coldwater, Severn, Simcoe, ON MLS® S14133734

Residential Freehold (Detached)

$730089.0
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
BUILDER'S MODEL NOW RELEASED!! Introducing The Key West Model, A Beautifully Designed 1,344 sq ft, 2-Bedroom, 2-Bathroom Semi-Custom Bungalow By Winco
47 Photos
Last Updated : 5 Days ago
23 Ward Avenue, Simcoe, ON , MLS #S14140234 , Image - 1

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23 Ward Avenue Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S14140234

Residential Freehold (Detached)

$1079500.0
  • 3 +3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 23 Ward Ave! ** ULTIMATE PRIVATE LIVING WITH BASS LAKE ACCESS ** Rarely offered, this exceptional raised bungalow sits on approximately 4 p
36 Photos
Last Updated : 5 Days ago
317 Broward Way, Simcoe, ON , MLS #N14147576 , Image - 1

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317 Broward Way
Unit-116, 317 Broward Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N14147576

Residential Condo & Other (Condo Apartment)

$429900.0
  • 1 Beds
  • 1 Baths
  • 700-799 sq-ft
Welcome to the ultimate resort lifestyle at Friday Harbour, where this rare 750 SF 1 Bedroom with 10'+ ceiling condo is ready to be explored. Expansiv
49 Photos
Last Updated : 5 Days ago
38 Sundew Drive, Simcoe, ON , MLS #S14150342 , Image - 1

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38 Sundew Drive Holly, Barrie, Simcoe, ON MLS® S14150342

Residential Freehold (Link)

$799000.0
  • 4 +2 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome home to 38 Sundew Drive, an exceptional residence tucked away on a quiet street in Barrie's premier Holly community. Flooded with natural ligh
46 Photos
Last Updated : 5 Days ago
2944 County Road 50 Road, Simcoe, ON , MLS #N14150288 , Image - 1

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2944 County Road 50 Road Loretto, Adjala-Tosorontio, Simcoe, ON MLS® N14150288

Residential Freehold (Detached)

$999000.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 2944 County Road 50, Adjala-Tosorontio! Discover the perfect blend of modern comfort and peaceful country living in this beautifully renova
24 Photos
Last Updated : 5 Days ago
48 Brock Street, Simcoe, ON , MLS #S14108690 , Image - 1

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48 Brock Street Sanford, Barrie, Simcoe, ON MLS® S14108690

Residential Freehold (Duplex)

$599000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
BEAUTIFUL OLDER HOME OFFERING EXCEPTIONAL VERSATILITY! PERFECT FOR A COUPLE, GROWING FAMILY, OR SAVVY INVESTOR - LIVE IN THE ENTIRE HOUSE AS A 4-BEDRO
49 Photos
Last Updated : 5 Days ago
3 Misty Ridge Road, Simcoe, ON , MLS #S14150214 , Image - 1

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3 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S14150214

Residential Freehold (Detached)

$825000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
NEW HST REBATE PRICING! Welcome to the Pine Model Elevation A by Baycliffe Communities, offering approximately 2,513 sq. ft. of thoughtfully designed
31 Photos
Last Updated : 5 Days ago
9 Cabell Road, Simcoe, ON , MLS #S13851652 , Image - 1

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9 Cabell Road Rural Tiny, Tiny, Simcoe, ON MLS® S13851652

Residential Freehold (Detached)

$745000.0
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
4-BEDROOM ALL-BRICK BUNGALOW ON A 75 X 160 FT TREED LOT WITH A PRIVATE BACKYARD & GEORGIAN BAY WITHIN WALKING DISTANCE! You can walk to Georgian Bay f
12 Photos
Last Updated : 5 Days ago
167 Laclie Street, Simcoe, ON , MLS #S13794736 , Image - 1

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167 Laclie Street Orillia, Simcoe, ON MLS® S13794736

Residential Freehold (Detached)

$329900.0
price drop iconPrice drop by 10.6%
  • 1 Beds
  • 1 Baths
  • 700-1100 sq-ft
Welcome to 167 Laclie St, Orillia - a well-located property offering flexibility, recent improvements and exciting value-add potential. Set in an esta
22 Photos
Last Updated : 5 Days ago
17 Bruce Crescent, Simcoe, ON , MLS #S14150126 , Image - 1

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17 Bruce Crescent Bayshore, Barrie, Simcoe, ON MLS® S14150126

Residential Freehold (Att/Row/Townhouse)

$579900.0
  • 3 +1 Beds
  • 3 Baths
  • 1100-1500 sq-ft
QUICK CLOSING AVAILABLE! FREEHOLD TOWNHOME IN A SOUGHT-AFTER NEIGHBOURHOOD WITH A LANDSCAPED BACKYARD & MODERN UPDATES! Some homes are easy to admire,
35 Photos
Last Updated : 5 Days ago
1720 Tay Point Road, Simcoe, ON , MLS #S13844980 , Image - 1

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1720 Tay Point Road Penetanguishene, Simcoe, ON MLS® S13844980

Residential Freehold (Detached)

$685000.0
price drop iconPrice drop by 2.0%
  • 3 +2 Beds
  • 2 Baths
  • 700-1100 sq-ft
Top 5 Reasons You Will Love This Home: 1) Fully rebuilt in 2019, this stunning 4-season home or cottage perfectly delivers modern upgrades with timele
26 Photos
Last Updated : 5 Days ago
856 Central Avenue, Simcoe, ON , MLS #N14100056 , Image - 1

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856 Central Avenue Alcona, Innisfil, Simcoe, ON MLS® N14100056

Residential Freehold (Detached)

$599990.0
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Absolute Charmer! Welcome Home To Large Lots, Tall Trees, Picket Fences & The Peaceful Convenience Found In Innisfil. Cozy & Quaint Bungalow Close To
50 Photos
Last Updated : 5 Days ago
73 Latimer Avenue, Simcoe, ON , MLS #N13876800 , Image - 1

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73 Latimer Avenue Angus, Essa, Simcoe, ON MLS® N13876800

Residential Freehold (Detached)

$850000.0
price drop iconPrice drop by 5.5%
  • 4 +0 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Conveniently located in Angus with access to parks, trails, schools, shopping and the Angus Recreation Centre, 73 Latimer Avenue puts everyday essenti
38 Photos
Last Updated : 5 Days ago
352 Dodge Drive, Simcoe, ON , MLS #S14150082 , Image - 1

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352 Dodge Drive Waubaushene, Tay, Simcoe, ON MLS® S14150082

Residential Freehold (Detached)

$624999.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 352 Dodge Road in Waubaushene. Picture yourself pulling into your own corner lot, with room to spare. This two-storey home sits in the hea
50 Photos
Last Updated : 5 Days ago
71 Balmoral Place, Simcoe, ON , MLS #S14150072 , Image - 1

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71 Balmoral Place Innis-Shore, Barrie, Simcoe, ON MLS® S14150072

Residential Freehold (Detached)

$944900.0
  • 3 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Presenting 71 Balmoral Place, located in the sought-after Innis-Shore neighbourhood of South Barrie. This elegant all-brick 2-storey home offers over
50 Photos
Last Updated : 5 Days ago
8 Oliver's Mill Road, Simcoe, ON , MLS #S14145286 , Image - 1

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8 Oliver's Mill Road Centre Vespra, Springwater, Simcoe, ON MLS® S14145286

Residential Freehold (Detached)

$1299000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Escape to your own private backyard resort! This beautifully maintained 2 story home offers just over 3,400 total sq. ft. of comfort and luxury, featu
Shortlisted Properties
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