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Houses for Sale in Simcoe Under $5 Million - P30

Showing results 871 - 900 of 5130
Last Updated: August 12, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
2 Photos
Last Updated : 4 Days ago
7612 County Rd 13 N/A, Simcoe, ON , MLS #N13237774 , Image - 1
7612 County Rd 13 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13237774

Residential Freehold (Vacant Land)

$899900.0
Buy land today and hold for tomorrow! Excellent 85 acre parcel minutes north of Everett. Buyers can also purchase the adjacent 85 acres located at 77
48 Photos
Last Updated : 4 Days ago
7765 5 Sideroad Tosorontio N/A, Simcoe, ON , MLS #N13236664 , Image - 1

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7765 5 Sideroad Tosorontio N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13236664

Residential Freehold (Detached)

$1750000.0
price drop iconPrice drop by 5.4%
  • 3 +3 Beds
  • 6 Baths
  • 2500-3000 sq-ft
Located minutes from Alliston and backing onto Earl Rowe Provincial Park, this substantial 6-bedroom, 5-bathroom home offers over 5,500 sq. ft. of fin
22 Photos
Last Updated : 4 Days ago
246 Mary Street, Simcoe, ON , MLS #S13652024 , Image - 1

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246 Mary Street Orillia, Simcoe, ON MLS® S13652024

Residential Freehold (Detached)

$499900.0
  • 5 Beds
  • 2 Baths
  • 2000-2500 sq-ft
VERSATILE 2-STOREY HOME WITH TWO SELF-CONTAINED LIVING SPACES ON AN EXTRA-DEEP LOT IN THE HEART OF ORILLIA! Rarely offered and full of opportunity, th
43 Photos
Last Updated : 4 Days ago
1417 Stovell Crescent, Simcoe, ON , MLS #N13652454 , Image - 1

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1417 Stovell Crescent Lefroy, Innisfil, Simcoe, ON MLS® N13652454

Residential Freehold (Detached)

$899990.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to The Fraser, a beautifully crafted 2,250 sq. ft. detached home designed with today'sfamily in mind. This thoughtfully planned residence feat
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 : 4 Days ago
6047 HWY 89 N/A, Simcoe, ON , MLS #N13170416 , Image - 1

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Unit-93, 6047 HWY 89 N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13170416

Residential Freehold (MobileTrailer)

$159900.0
  • 1 +0 Beds
  • 1 Baths
  • < 700 sq-ft
Moments of relaxation await at this countryside Nottawasaga riverfront valley retreat! Ideally located for golfers, adventurers, campers, river sport
48 Photos
Last Updated : 4 Days ago
131 Gateland Drive, Simcoe, ON , MLS #S13441418 , Image - 1

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131 Gateland Drive Painswick South, Barrie, Simcoe, ON MLS® S13441418

Residential Freehold (Att/Row/Townhouse)

$649000.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Welcome to 131 Gateland Drive, a beautifully maintained freehold townhouse located in the highly sought-after Yonge & GO neighbourhood. This move-in-r
33 Photos
Last Updated : 4 Days ago
6278 Highway 89 N/A, Simcoe, ON , MLS #N13169464 , Image - 1

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6278 Highway 89 N/A Alliston, New Tecumseth, Simcoe, ON MLS® N13169464

Residential Freehold (Detached)

$769900.0
  • 4 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Rare Multi-Unit Opportunity! Discover Incredible Versatility With This Property Featuring Three Separate Living Units On A Large 66 Ft x 317 Ft Deep L
36 Photos
Last Updated : 4 Days ago
9243 County Road 1 N/A, Simcoe, ON , MLS #N13116066 , Image - 1

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9243 County Road 1 N/A Hockley, Adjala-Tosorontio, Simcoe, ON MLS® N13116066

Residential Freehold (Detached)

$1550000.0
  • 3 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Take advantage of the HST REBATE !! Modern luxury in this BRAND NEW, CUSTOM BUILT BUNGALOW in HOCKLEY / Includes TERION WARRANTY /Additional Finished
15 Photos
Last Updated : 4 Days ago
68 Beauremi Road, Simcoe, ON , MLS #S13649124 , Image - 1

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68 Beauremi Road Rural Tiny, Tiny, Simcoe, ON MLS® S13649124

Residential Freehold (Vacant Land)

$269900.0
  • < 700 sq-ft
Build your ideal home on this spacious, corner lot spanning 112.50ft by 134.50ft-just a short walk from Cawaja Beach and the General Store. Bypassing
26 Photos
Last Updated : 4 Days ago
232 Mary Street, Simcoe, ON , MLS #S13525368 , Image - 1

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232 Mary Street Orillia, Simcoe, ON MLS® S13525368

Residential Freehold (Duplex)

$499900.0
price drop iconPrice drop by 5.5%
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
ATTENTION INVESTORS & SAVVY HOMEOWNERS-REGISTERED DUPLEX WITH IMMEDIATE CASH FLOW POTENTIAL. Spacious 2-bedroom upper unit plus a separate 1-bedroom l
40 Photos
Last Updated : 4 Days ago
5 Willow Landing N/A, Simcoe, ON , MLS #N13097060 , Image - 1

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5 Willow Landing N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13097060

Residential Freehold (Modular Home)

$299900.0
price drop iconPrice drop by 9.1%
  • 2 Beds
  • 1 Baths
  • 700-1100 sq-ft
Year round affordable modular home nestled in the North Side of Sandy Cove Acres sits on a quiet court backing onto green space with running creek. T
42 Photos
Last Updated : 4 Days ago
3591 Line 12 N/A, Simcoe, ON , MLS #N13089012 , Image - 1

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3591 Line 12 N/A Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13089012

Residential Freehold (Farm)

$2999000.0
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Rare Opportunity To Own An Extraordinary 26+ Acre Horse Farm Featuring Two Fully Independent Residences In Highly Desirable Bradford West Gwillimbury.
50 Photos
Last Updated : 4 Days ago
995305 Mono Adjala Townline N/A, Simcoe, ON , MLS #N13081156 , Image - 1

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995305 Mono Adjala Townline N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13081156

Residential Freehold (Detached)

$1295000.0
price drop iconPrice drop by 2.3%
  • 3 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Peace, quiet and stunning views is on offer with this 24 acres property. The original farmhouse for the surrounding area of Sheldon well know for the
50 Photos
Last Updated : 4 Days ago
52 Bella Vista Trail N/A, Simcoe, ON , MLS #N13067456 , Image - 1

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52 Bella Vista Trail N/A Alliston, New Tecumseth, Simcoe, ON MLS® N13067456

Residential Condo & Other (Detached Condo)

$699000.0
  • 2 +1 Beds
  • 4 Baths
  • 1600-1799 sq-ft
Welcome to Briar Hill, a vibrant, resort-style community next to the scenic Nottawasaga Inn. This beautifully maintained bungaloft offers soaring cath
32 Photos
Last Updated : 4 Days ago
5 Terra Nova Arm N/A, Simcoe, ON , MLS #N13061604 , Image - 1

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5 Terra Nova Arm N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13061604

Residential Freehold (Rural Residential)

$374900.0
price drop iconPrice drop by 6.0%
  • 2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this popular and well-maintained site-built Sandalwood II home, located in the vibrant adult community of Sandycove Acres south. The home h
48 Photos
Last Updated : 4 Days ago
1429 Stovell Crescent, Simcoe, ON , MLS #N13652428 , Image - 1

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1429 Stovell Crescent Lefroy, Innisfil, Simcoe, ON MLS® N13652428

Residential Freehold (Detached)

$835990.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome home to 1429 Stovell Cres. Thoughtfully designed and quality built by Lormel Homes, the Finlay model, a detached home, sits on a 38' lot in th
50 Photos
Last Updated : 4 Days ago
3520 Highway 89 N/A, Simcoe, ON , MLS #N13017226 , Image - 1

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3520 Highway 89 N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13017226

Residential Freehold (Detached)

$788800.0
price drop iconPrice drop by 7.2%
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Rare opportunity to own an expansive private retreat in Innisfil, situated on a massive 181.53 ft x 151.35 ft lot. This bright 3-bedroom residence fea
47 Photos
Last Updated : 4 Days ago
1592 15th Sideroad N/A, Simcoe, ON , MLS #N13007690 , Image - 1

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1592 15th Sideroad 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
40 Photos
Last Updated : 4 Days ago
187 Hutchinson Dr, New Tecumseth N/A, Simcoe, ON , MLS #N12960610 , Image - 1

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187 Hutchinson Dr, New Tecumseth N/A Alliston, New Tecumseth, Simcoe, ON MLS® N12960610

Residential Freehold (Att/Row/Townhouse)

$659000.0
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome to a home you'll truly love! This beautifully designed property features a bright, open-concept layout filled with natural light-perfect for m
47 Photos
Last Updated : 4 Days ago
5735 Concession Rd 6 N/A, Simcoe, ON , MLS #N12949932 , Image - 1

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5735 Concession Rd 6 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12949932

Residential Freehold (Detached)

$4890000.0
  • 6 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Exceptional 118-acre working farm just minutes from the thriving town of Alliston, offering a rare combination of agricultural income, multigeneration
17 Photos
Last Updated : 4 Days ago
3131 Concession Road 8 N/A, Simcoe, ON , MLS #N12853154 , Image - 1

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3131 Concession Road 8 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12853154

Residential Freehold (Vacant Land)

$1599000.0
price drop iconPrice drop by 13.6%
  • < 700 sq-ft
POWER OF SALE. +/- 70 Acre Prime Farmland in South Adjala. Located Close to Loretto. Significant Frontage on Two Roads: Adjala Tecumseth Townline and
15 Photos
Last Updated : 4 Days ago
8078 Highway 9 N/A, Simcoe, ON , MLS #N12807930 , Image - 1

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8078 Highway 9 N/A Tottenham, New Tecumseth, Simcoe, ON MLS® N12807930

Residential Freehold (Detached)

$4917300.0
  • 5 Beds
  • 4 Baths
  • 3500-5000 sq-ft
49.92 Acres, Huge Frontage 682.83 Ft and Huge Depth 3,354.67 Ft Directly On HWY 9 across the King City & Caledon City! Fabulous Custom Built Chalet Ra
15 Photos
Last Updated : 4 Days ago
2130 Taggart Court, Simcoe, ON , MLS #N13608454 , Image - 1

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2130 Taggart Court Alcona, Innisfil, Simcoe, ON MLS® N13608454

Residential Freehold (Detached)

$799000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Location, Location, Location! Built in 2013, this bright and well-maintained home offers 3+1 bedrooms with a separate entrance, making it ideal for ex
50 Photos
Last Updated : 4 Days ago
3162 Line 12 N/A, Simcoe, ON , MLS #N12441196 , Image - 1

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3162 Line 12 N/A Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12441196

Residential Freehold (Detached)

$3999000.0
price drop iconPrice drop by 4.8%
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Why Drive To The Cottage When You Can Live at Your Own Private Retreat With Spring Fed Pond On 43 Acres. This Absolutely Unique Country Estate is In T
17 Photos
Last Updated : 4 Days ago
173 Vacation Inn Drive, Simcoe, ON , MLS #S13584960 , Image - 1

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173 Vacation Inn Drive Collingwood, Simcoe, ON MLS® S13584960

Residential Condo & Other (Condo Townhouse)

$544900.0
  • 3 +0 Beds
  • 3 Baths
  • 1200-1399 sq-ft
End unit with SOUTH/ WEST EXPOSURE and PRIVACY! MINUTES TO THE SKI HILL and GEORGIAN BAY. 3 Bed/3 Bath1250 S.f. Home- Fully Furnished. 2 PARKING SPOTS
49 Photos
Last Updated : 4 Days ago
506 Golf Course Road, Simcoe, ON , MLS #S13652330 , Image - 1

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506 Golf Course Road Wasaga Beach, Simcoe, ON MLS® S13652330

Residential Freehold (Detached)

$978888.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
NEW HST REBATE PRICING! Welcome to this fully upgraded model home in the heart of Wasaga Beach- never lived in and loaded with premium finishes throug
31 Photos
Last Updated : 4 Days ago
743 Essa Road, Simcoe, ON , MLS #S13606940 , Image - 1

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743 Essa Road Holly, Barrie, Simcoe, ON MLS® S13606940

Residential Freehold (Detached)

$689900.0
price drop iconPrice drop by 1.4%
  • 2 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Do you desire a private country feeling in the city? This home is the one for you - just five minutes to essential amenities. A wonderful circular dri
40 Photos
Last Updated : 4 Days ago
37 Ellen Street, Simcoe, ON , MLS #S13452988 , Image - 1

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Unit-805, 37 Ellen Street City Centre, Barrie, Simcoe, ON MLS® S13452988

Residential Condo & Other (Condo Apartment)

$755000.0
price drop iconPrice drop by 1.6%
  • 2 Beds
  • 2 Baths
  • 1200-1399 sq-ft
Welcome To This Inviting Waterfront-Inspired Residence Overlooking Barrie's Kempenfelt Bay. This Beautifully Renovated Bimini Model In The Highly Soug
31 Photos
Last Updated : 4 Days ago
121 Allegra Drive, Simcoe, ON , MLS #S13479080 , Image - 1

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121 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S13479080

Residential Freehold (Detached)

$999000.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Fresh air, quiet streets and that rare ability to feel away from it all while still being close to everything. This is the reason people move to Wasag
11 Photos
Last Updated : 4 Days ago
2 POPLAR Court, Simcoe, ON , MLS #N13647250 , Image - 1

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2 POPLAR Court Rural Innisfil, Innisfil, Simcoe, ON MLS® N13647250

Residential Freehold (Modular Home)

$269000.0
  • 2 Beds
  • 1 Baths
  • 1100-1500 sq-ft
LOVELY TWO BED + DEN HOME IN SANDYCOVE ACRES! Welcome to 2 Poplar Court, a well maintained and sun-filled home nestled in the desirable adult lifestyl
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