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4 Bedroom Houses for Sale in Simcoe Under $5M - P2

Showing results 31 - 60 of 262
Last Updated: June 23, 2026
  • New Listings
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43 Photos
Last Updated : 3 Days ago
121 Hutchinson Drive, Simcoe, ON , MLS #N12962158 , Image - 1
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121 Hutchinson Drive Alliston, New Tecumseth, Simcoe, ON MLS® N12962158

Residential Freehold (Detached)

$920000.0
price drop iconPrice drop by 5.1%
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to the home that truly has it all. Nestled in a highly sought after, family friendly neighbourhood, this beautifully upgraded and well-maintai
29 Photos
Last Updated : 4 Days ago
15 Lynn Street, Simcoe, ON , MLS #N13424400 , Image - 1

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15 Lynn Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13424400

Residential Freehold (Detached)

$899000.0
  • 4 +1 Beds
  • 4 Baths
  • 1500-2000 sq-ft
All Brick Detached Home In Highly Sought-After Neighbourhood of Bradford. Featuring 4 Bedroom 4 Baths + Walkout Basement 1 Bedroom Apartment. This Cle
47 Photos
Last Updated : 4 Days ago
39 Grandview Crescent, Simcoe, ON , MLS #S13458116 , Image - 1

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39 Grandview Crescent Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13458116

Residential Freehold (Detached)

$1699999.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
104 FEET OF PRIVATE LAKE SIMCOE FRONTAGE! Set along a quiet stretch of shoreline in one of Oro's most sought-after lakefront communities, this is the
46 Photos
Last Updated : 4 Days ago
2233 4th Line, Simcoe, ON , MLS #N13421354 , Image - 1

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2233 4th Line Churchill, Innisfil, Simcoe, ON MLS® N13421354

Residential Freehold (Detached)

$699999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Charming & Versatile 4-Bedroom Home with Commercial Potential! Welcome to this stunning 4-bedroom, 3-bathroom home that blends rustic charm with moder
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
1 Photos
Last Updated : 4 Days ago
130 Wraggs Road, Simcoe, ON
130 Wraggs Road Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13155358

Residential Freehold (Detached)

$1289900.0
price drop iconPrice drop by 4.4%
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
Introducing an exceptional detached residence offering approximately 3,500 sq. ft. of refined living space. No sidewalk in front of the driveway. Situ
37 Photos
Last Updated : 4 Days ago
57 VIOLET Street, Simcoe, ON , MLS #S13082566 , Image - 1

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57 VIOLET Street Holly, Barrie, Simcoe, ON MLS® S13082566

Residential Freehold (Detached)

$839900.0
price drop iconPrice drop by 2.3%
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Welcome to your next family home! Situated in a quiet, family-oriented neighbourhood, this spacious residence combine comfort, functionality, and long
40 Photos
Last Updated : 4 Days ago
48 Mclean Avenue, Simcoe, ON , MLS #S13067738 , Image - 1

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48 Mclean Avenue Collingwood, Simcoe, ON MLS® S13067738

Residential Freehold (Detached)

$869000.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to this stunning Collingwood residence, a home that perfectly blends style, comfort & convenience. Thoughtfully designed w/ over $100,000 in e
50 Photos
Last Updated : 4 Days ago
53 Broadview Street, Simcoe, ON , MLS #S13466846 , Image - 1

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53 Broadview Street Collingwood, Simcoe, ON MLS® S13466846

Residential Freehold (Detached)

$1375000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Nestled on a beautifully landscaped property in Collingwood, this exceptional chalet-inspired residence offers the perfect balance of refined luxury a
31 Photos
Last Updated : 4 Days ago
56 Plank Road, Simcoe, ON , MLS #N13466762 , Image - 1

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56 Plank Road Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13466762

Residential Freehold (Detached)

$1499999.0
  • 4 +2 Beds
  • 5 Baths
  • 3000-3500 sq-ft
WOW!!! 2023 Built, Fully Upgraded House in the Heart Of Bondhead, Features 4 Spacious Bedrooms With 3 Full Bath on Second floor Connecting to all Room
38 Photos
Last Updated : 4 Days ago
698 Tiny Beaches Road S, Simcoe, ON , MLS #S13102110 , Image - 1

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698 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13102110

Residential Freehold (Detached)

$1995000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Discover a rare opportunity to own a prime waterfront retreat on the pristine shores of Wymbolwood Beach. Renowned for its expansive sandy shoreline a
40 Photos
Last Updated : 4 Days ago
49 Periwinkle Road, Simcoe, ON , MLS #S13115636 , Image - 1

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49 Periwinkle Road Midhurst, Springwater, Simcoe, ON MLS® S13115636

Residential Freehold (Detached)

$968990.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
49 Periwinkle Rd, Midhurst - Welcome to luxury living in this stunning executive home offering almost 3,000 sq. ft. of beautifully designed living spa
47 Photos
Last Updated : 4 Days ago
93 Bayshore Drive, Simcoe, ON , MLS #S13465602 , Image - 1

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93 Bayshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13465602

Residential Freehold (Detached)

$874900.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Welcome home to this wonderful 4-bedroom, 3-bath home in the prestigious Bayshore Village waterfront community. Backing onto a tranquil pond, this pro
34 Photos
Last Updated : 4 Days ago
2863 Concession Rd 3 N/A, Simcoe, ON , MLS #N13056458 , Image - 1

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2863 Concession Rd 3 N/A Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13056458

Residential Freehold (Detached)

$1799900.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
This is more than a home-it's a lifestyle retreat where nature, comfort, and adventure come together. Set well back from the road and surrounded by ma
49 Photos
Last Updated : 5 Days ago
132 James Street, Simcoe, ON , MLS #S13462304 , Image - 1

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132 James Street Ardagh, Barrie, Simcoe, ON MLS® S13462304

Residential Freehold (Detached)

$925000.0
  • 4 +2 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 132 James Street, perfectly situated in Barrie's highly sought-after Ardagh Bluffs-a true family-friendly neighbourhood known for its quiet
50 Photos
Last Updated : 5 Days ago
25 Turtle Path, Simcoe, ON , MLS #S12970944 , Image - 1

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25 Turtle Path Rural Ramara, Ramara, Simcoe, ON MLS® S12970944

Residential Freehold (Detached)

$769900.0
price drop iconPrice drop by 3.8%
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
PRIVATE LAUNCH AND COVERED BOAT SLIP A Boaters Paradise Awaits! Welcome to your dream waterfront oasis in the picturesque Lagoon City. This stunning p
23 Photos
Last Updated : 5 Days ago
1727 Cedar Grove Avenue, Simcoe, ON , MLS #N13440908 , Image - 1

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1727 Cedar Grove Avenue Alcona, Innisfil, Simcoe, ON MLS® N13440908

Residential Freehold (Detached)

$1649000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Rare opportunity to own a fully renovated waterfront home on one of Lake Simcoe's most desirable shorelines. Featuring a hard-packed sandy beach with
36 Photos
Last Updated : 5 Days ago
1655 Emberton Way, Simcoe, ON , MLS #N13166866 , Image - 1

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1655 Emberton Way Alcona, Innisfil, Simcoe, ON MLS® N13166866

Residential Freehold (Detached)

$1249000.0
  • 4 +1 Beds
  • 4 Baths
  • 3500-5000 sq-ft
** No Neighbours Behind ** RAVINE LOT ** WALK OUT BASEMENT ** This incredible home sits on a premium fenced lot with over 3,500 sqft above grade. The
12 Photos
Last Updated : 5 Days ago
1386 Davis Loop, Simcoe, ON , MLS #N13222462 , Image - 1

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1386 Davis Loop Lefroy, Innisfil, Simcoe, ON MLS® N13222462

Residential Freehold (Detached)

$799990.0
price drop iconPrice drop by 4.2%
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to 1386 Davis Loop, a beautiful 4+1 bedroom, 2.5 bathroom home offering over 2,000 sq.ft of comfortable living space. Just 2 years new, this h
1 Photos
Last Updated : 5 Days ago
55 ETHERINGTON Crescent, Simcoe, ON
55 ETHERINGTON Crescent West Bayfield, Barrie, Simcoe, ON MLS® S13426570

Residential Freehold (Detached)

$759900.0
  • 4 +0 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Spacious Family Home on a Premium Lot in West Bayfield! this 4 bed, 3.5 bath home sits on a pie-shaped lot in a quiet, family-friendly neighbourhood.
50 Photos
Last Updated : 5 Days ago
416 Bay Street, Simcoe, ON , MLS #S12978166 , Image - 1

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416 Bay Street Orillia, Simcoe, ON MLS® S12978166

Residential Freehold (Detached)

$2498000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Tucked along the tranquil shoreline of Lake Couchiching, this cherished waterfront stylish residence tells a story nearly three decades in the making.
40 Photos
Last Updated : 5 Days ago
130 Concession 15 N/A W, Simcoe, ON , MLS #S12984964 , Image - 1

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130 Concession 15 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S12984964

Residential Freehold (Detached)

$2499900.0
  • 4 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Escape the limitations of the city with this 40-acre private compound in Tiny, offering a scale of infrastru
28 Photos
Last Updated : 5 Days ago
4051 Glen Cedar Drive, Simcoe, ON , MLS #S13169484 , Image - 1

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4051 Glen Cedar Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13169484

Residential Freehold (Detached)

$960000.0
  • 4 +1 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Experience the charm of waterfront living in this inviting home set along a peaceful canal with direct access to beautiful Lake Simcoe. Offering five
21 Photos
Last Updated : 5 Days ago
249 Harvey Street, Simcoe, ON , MLS #S13460470 , Image - 1

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249 Harvey Street Orillia, Simcoe, ON MLS® S13460470

Residential Freehold (Detached)

$499888.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Step Into A Piece Of Orillia's History, Updated For Modern Living. This Full Brick, Century Home Is Nestled On A Quiet Street, Offering The Perfect Bl
23 Photos
Last Updated : 5 Days ago
52 Baycroft Boulevard, Simcoe, ON , MLS #N13136884 , Image - 1

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52 Baycroft Boulevard Angus, Essa, Simcoe, ON MLS® N13136884

Residential Freehold (Detached)

$893000.0
price drop iconPrice drop by 5.0%
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Newly built in 2024, this impressive two-storey home offers approximately 2,599 sq. ft. of above-grade living space, ideally positioned on a ravine lo
19 Photos
Last Updated : 6 Days ago
139 Livingstone Street, Simcoe, ON , MLS #S13425946 , Image - 1

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139 Livingstone Street Sunnidale, Barrie, Simcoe, ON MLS® S13425946

Residential Freehold (Detached)

$849999.0
  • 4 +2 Beds
  • 6 Baths
  • 2000-2500 sq-ft
Welcome to this beautifully maintained 4-bedroom home offering spacious and functional living for the whole family. Featuring a bright and open-concep
40 Photos
Last Updated : 6 Days ago
4372 Train Street, Simcoe, ON , MLS #N13453790 , Image - 1

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4372 Train Street Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13453790

Residential Freehold (Detached)

$1699000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Welcome To The Ultimate Country Dream: An Extraordinary Hobby Farm Nestled On 4.27 Acres Of Pristine, Lush & Timeless Land Offering An Unparalleled Bl
2 Photos
Last Updated : 6 Days ago
56 Amber Drive, Simcoe, ON , MLS #S13459060 , Image - 1
56 Amber Drive Wasaga Beach, Simcoe, ON MLS® S13459060

Residential Freehold (Detached)

$875000.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
NEW HST REBATE PRICING! Welcome to the Redwood Model Elevation A by Baycliffe Communities, offering approximately 2,938 sq. ft. of thoughtfully desig
46 Photos
Last Updated : 6 Days ago
10 Celestine Court, Simcoe, ON , MLS #S13459048 , Image - 1

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10 Celestine Court Rural Tiny, Tiny, Simcoe, ON MLS® S13459048

Residential Freehold (Detached)

$785000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Awesome New renovation 2 storey spacious home. 4 bathrooms, 2 enclosed porches and large doublecar garage with inside entrance. 4 +1 bedrooms, 2 large
14 Photos
Last Updated : 6 Days ago
147 Murphy Road, Simcoe, ON , MLS #N13222390 , Image - 1

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147 Murphy Road Baxter, Essa, Simcoe, ON MLS® N13222390

Residential Freehold (Detached)

$999900.0
  • 4 Beds
  • 4 Baths
  • 700-1100 sq-ft
Rare Multi-Generational Living Opportunity Featuring Two Separate Dwellings On A Private 10-Acre Property, Including A Heated 3-Car Shop With A Stunni
50 Photos
Last Updated : 6 Days ago
36 Hoard Avenue N, Simcoe, ON , MLS #N13080186 , Image - 1

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36 Hoard Avenue N Alliston, New Tecumseth, Simcoe, ON MLS® N13080186

Residential Freehold (Att/Row/Townhouse)

$799999.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome to 36 Hoard Ave N, a spacious end-unit townhome that feels like a detached! Nestled in Alliston's highly sought-after Treetops community, this
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