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Houses for Sale in Simcoe Under $5 Million - P25

Showing results 721 - 750 of 4534
Last Updated: November 10, 2026
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1 Photos
Last Updated : 4 Days ago
836 Victoria Street Midland, Simcoe, ON MLS® S14152150

Residential Freehold (Detached)

$575000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 836 Victoria Street, a peaceful retreat in the beautiful lakeside town of Midland. Envision a century home that offers the potential to gro
13 Photos
Last Updated : 4 Days ago
1920 Applewood Avenue, Simcoe, ON , MLS #N14099106 , Image - 1

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1920 Applewood Avenue Alcona, Innisfil, Simcoe, ON MLS® N14099106

Residential Freehold (Detached)

$485000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Potential. Possibility. Opportunity.Set within the charming community of Alcona in Innisfil, this property offers an opportunity to reimagine a home a
48 Photos
Last Updated : 4 Days ago
72 SILVER GLEN Boulevard, Simcoe, ON , MLS #S14152128 , Image - 1

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72 SILVER GLEN Boulevard Collingwood, Simcoe, ON MLS® S14152128

Residential Condo & Other (Condo Townhouse)

$675000.0
  • 3 Beds
  • 4 Baths
  • 1200-1399 sq-ft
Welcome to this beautifully maintained 3-bedroom, 3.5-bath townhome, perfectly nestled in the desirable Silver Glen Preserve community. Backing onto t
26 Photos
Last Updated : 4 Days ago
26 Stoney Road, Simcoe, ON , MLS #S14152122 , Image - 1

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26 Stoney Road Rural Tiny, Tiny, Simcoe, ON MLS® S14152122

Residential Freehold (Detached)

$549000.0
  • 3 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Character, Charm & Year-Round Living in Tiny Township! Looking for something a little different? Welcome to 26 Stoney Road, a unique 3 bedroom, 2 bath
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
50 Photos
Last Updated : 4 Days ago
1244 Laurand Street, Simcoe, ON , MLS #N14151904 , Image - 1

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1244 Laurand Street Alcona, Innisfil, Simcoe, ON MLS® N14151904

Residential Freehold (Detached)

$799000.0
  • 4 +1 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 1244 Laurand St., a beautiful detached 2-storey in Innisfil's sought-after Alcona community, where family living meets everyday convenience
50 Photos
Last Updated : 4 Days ago
1 Arthur Evans Crescent, Simcoe, ON , MLS #N13858318 , Image - 1

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1 Arthur Evans Crescent Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13858318

Residential Freehold (Detached)

$1399000.0
price drop iconPrice drop by 6.7%
  • 2 +1 Beds
  • 5 Baths
  • 1500-2000 sq-ft
Custom Designed and Built in Desirable Executive Subdivision minutes to all Bradford amenities including Henderson Park (walking distance); Set on Ove
43 Photos
Last Updated : 4 Days ago
9 Fortuna Circle, Simcoe, ON , MLS #N13876314 , Image - 1

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9 Fortuna Circle Alliston, New Tecumseth, Simcoe, ON MLS® N13876314

Residential Condo & Other (Detached Condo)

$699900.0
  • 2 +1 Beds
  • 4 Baths
  • 1600-1799 sq-ft
Rare 4-Car Driveway Parking in Briar Hill! Located on a quiet circle & backing onto the golf course, this spacious & exceptionally well-maintained hom
50 Photos
Last Updated : 4 Days ago
65 Donald Street, Simcoe, ON , MLS #S13828384 , Image - 1

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65 Donald Street Queen's Park, Barrie, Simcoe, ON MLS® S13828384

Residential Freehold (Detached)

$555900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
**A HUGE OPPORTUNITY IN BARRIE!**Charming, full of character and meticulously maintained, this adorable 1 1/2-storey detached home is a fantastic oppo
38 Photos
Last Updated : 4 Days ago
20 Snowy Owl Crescent, Simcoe, ON , MLS #S14151996 , Image - 1

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20 Snowy Owl Crescent Little Lake, Barrie, Simcoe, ON MLS® S14151996

Residential Freehold (Detached)

$719900.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this well maintained home situated in a family friendly neighbourhood in Barrie's desirable north end. Conveniently located within walking
32 Photos
Last Updated : 4 Days ago
424 Homewood Avenue, Simcoe, ON , MLS #S13610426 , Image - 1

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424 Homewood Avenue Orillia, Simcoe, ON MLS® S13610426

Residential Freehold (Detached)

$649900.0
price drop iconPrice drop by 16.1%
  • 2 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 424 Homewood located in Orillia, this exceptional property offers a rare combination of spacious living and private outdoor space on a doub
45 Photos
Last Updated : 4 Days ago
35 Hughes Street, Simcoe, ON , MLS #S14143760 , Image - 1

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35 Hughes Street Collingwood, Simcoe, ON MLS® S14143760

Residential Freehold (Detached)

$998000.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 35 Hughes St in coveted Pretty River Estates! This stunning bungaloft offers rare privacy, backing directly onto the trail system with prof
36 Photos
Last Updated : 4 Days ago
3299 Shoreview Drive, Simcoe, ON , MLS #S14151936 , Image - 1

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3299 Shoreview Drive Rural Severn, Severn, Simcoe, ON MLS® S14151936

Residential Freehold (Detached)

$949999.0
  • 3 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Embrace lakeside living in this spacious five bedroom bungalow on the shores of beautiful Lake Couchiching,
45 Photos
Last Updated : 4 Days ago
7324 Highway 9 Road S, Simcoe, ON , MLS #N13749946 , Image - 1

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7324 Highway 9 Road S Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13749946

Residential Freehold (Rural Residential)

$1949000.0
  • 3 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Escape to the peace and privacy of country living with this exceptional very private 8.26 acre property, in the heart of Schomberg. Set well back from
28 Photos
Last Updated : 4 Days ago
4767 14th Line, Simcoe, ON , MLS #N13819412 , Image - 1

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4767 14th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13819412

Residential Freehold (Detached)

$2100000.0
  • 3 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Discover total privacy on 1.57 acres backing onto a tree-lined stream, 10 minutes to Highway 400. 4,300+ sq ft of finished living space, 8 walkouts an
48 Photos
Last Updated : 4 Days ago
21 Sunnidale Road, Simcoe, ON , MLS #S13616334 , Image - 1

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21 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13616334

Residential Freehold (Detached)

$709900.0
price drop iconPrice drop by 5.3%
  • 3 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Step back in time to this Raised Bungalow with Walk Out Basement on the Nottawasaga River that you can take your boat, kayak or SUP right to Georgian
49 Photos
Last Updated : 4 Days ago
1174 Concession 10 N Nottawasaga Road, Simcoe, ON , MLS #S13862250 , Image - 1

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1174 Concession 10 N Nottawasaga Road Rural Clearview, Clearview, Simcoe, ON MLS® S13862250

Residential Freehold (Detached)

$2600000.0
  • 3 Beds
  • 3 Baths
  • 2500-3000 sq-ft
In 1890, a Scottish stonemason gathered limestone and fieldstone from these hills and raised a schoolhouse. Generations of children learned here, spli
37 Photos
Last Updated : 4 Days ago
25 Grand Place, Simcoe, ON , MLS #S14151842 , Image - 1

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25 Grand Place Allandale Heights, Barrie, Simcoe, ON MLS® S14151842

Residential Freehold (Detached)

$719000.0
  • 3 +2 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 25 Grand Place, ideally situated on a quiet cul-de-sac in the highly desirable Allandale Heights community of Barrie. This bright and spaci
37 Photos
Last Updated : 4 Days ago
396 Cundles Road W, Simcoe, ON , MLS #S14151828 , Image - 1

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396 Cundles Road W Northwest, Barrie, Simcoe, ON MLS® S14151828

Residential Freehold (Detached)

$779000.0
  • 4 +3 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 396 Cundles Rd W! This beautifully updated 4+2 bedroom family home is ideally situated in Barrie's desirable Northwest community, directly
37 Photos
Last Updated : 4 Days ago
7192 26 Highway, Simcoe, ON , MLS #S13838012 , Image - 1

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7192 26 Highway Stayner, Clearview, Simcoe, ON MLS® S13838012

Residential Freehold (Detached)

$479900.0
price drop iconPrice drop by 4.0%
  • 3 +0 Beds
  • 1 Baths
  • 700-1100 sq-ft
Lovely Starter Home on a Large Stayner Lot! A great opportunity to get into the market or downsize into convenient one-level living. This 1,025 sq. ft
36 Photos
Last Updated : 4 Days ago
886 Sixth Street, Simcoe, ON , MLS #S14150180 , Image - 1

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886 Sixth Street Collingwood, Simcoe, ON MLS® S14150180

Residential Freehold (Detached)

$1598800.0
  • 3 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Experience country privacy with Collingwood convenience. Set on 3.6 picturesque acres with a private creek and mature trees, this beautifully renovate
41 Photos
Last Updated : 4 Days ago
131 Browning Trail, Simcoe, ON , MLS #S14085610 , Image - 1

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131 Browning Trail Letitia Heights, Barrie, Simcoe, ON MLS® S14085610

Residential Freehold (Detached)

$749900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 131 Browning Trail! Set on a generous 55' x 133' lot backing onto forest and walking trails, this 2,268 sq. ft. home offers 4 bedrooms, 3 b
40 Photos
Last Updated : 4 Days ago
51 Davies Crescent, Simcoe, ON , MLS #S13767862 , Image - 1

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51 Davies Crescent Grove East, Barrie, Simcoe, ON MLS® S13767862

Residential Freehold (Detached)

$699900.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Discover the comfort and versatility of this warm and inviting four bedroom, two bathroom detached home, off
31 Photos
Last Updated : 4 Days ago
10 Magazine Street, Simcoe, ON , MLS #S13841548 , Image - 1

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10 Magazine Street Penetanguishene, Simcoe, ON MLS® S13841548

Residential Freehold (Detached)

$1089000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
New Price! Model Home. Stunning Detached home on premium pie-shaped with water views from almost every window. Executive Waterfront Community at Cham
41 Photos
Last Updated : 4 Days ago
6067 County Rd 13 N/A, Simcoe, ON , MLS #N14137770 , Image - 1

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6067 County Rd 13 N/A Everett, Adjala-Tosorontio, Simcoe, ON MLS® N14137770

Residential Freehold (Detached)

$649900.0
  • 3 Beds
  • 1 Baths
  • 700-1100 sq-ft
Discover the charm of country living in the welcoming town of Everett! This inviting 3-bedroom ranch-style bungalow is set on a large private lot, off
Open House : Sat Nov 14, 11:00 AM to 01:00 PM
50 Photos
Last Updated : 4 Days ago
1948 Tiny Beaches Road S, Simcoe, ON , MLS #S14144098 , Image - 1

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1948 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S14144098

Residential Freehold (Detached)

$1399000.0
  • 3 +2 Beds
  • 3 Baths
  • 1100-1500 sq-ft
Rarely offered, this exceptional waterfront property features a beautiful waterfront home and a separate guest cottage on a stunning stretch of crysta
49 Photos
Last Updated : 4 Days ago
10 Invermara Court, Simcoe, ON , MLS #S13846104 , Image - 1

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Unit-36, 10 Invermara Court Orillia, Simcoe, ON MLS® S13846104

Residential Freehold (Detached)

$949000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to 10 - 36 Invermara Court a stunning bungaloft nestled within the exclusive gated waterfront community of Sophie's Landing on the shores of L
49 Photos
Last Updated : 4 Days ago
21 Marta Crescent, Simcoe, ON , MLS #S14151348 , Image - 1

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21 Marta Crescent Ardagh, Barrie, Simcoe, ON MLS® S14151348

Residential Freehold (Detached)

$965000.0
  • 3 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Charming 3+1 Bedroom Family Home with original owners in the Heart of South Barrie. Nestled on an idyllic street in a vibrant, family-friendly South B
41 Photos
Last Updated : 4 Days ago
4 Stewart Avenue, Simcoe, ON , MLS #N14151460 , Image - 1

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4 Stewart Avenue Alliston, New Tecumseth, Simcoe, ON MLS® N14151460

Residential Freehold (Semi-Detached )

$649000.0
  • 3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to this beautifully renovated, turn-key semi-detached home on a quiet street in Alliston! Updated from top to bottom, this home combines moder
29 Photos
Last Updated : 4 Days ago
413 Cornell Drive, Simcoe, ON , MLS #S13830516 , Image - 1

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413 Cornell Drive Midland, Simcoe, ON MLS® S13830516

Residential Freehold (Detached)

$649900.0
  • 3 +1 Beds
  • 2 Baths
  • 700-1100 sq-ft
Move-in ready, large lot on one of Midland's most desirable streets with tremendous value and many improvements!! The home includes a Generac generato
50 Photos
Last Updated : 4 Days ago
187 Trail Boulevard, Simcoe, ON , MLS #S14151440 , Image - 1

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187 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S14151440

Residential Freehold (Detached)

$1100000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional 3-car garage, 4+1 bedroom, 4 bathroom executive home offering 3,620 sq. ft. of beautifully upgraded living space on an ove
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