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4 Bedroom Houses for Sale in Simcoe Under $5M - P21

Showing results 601 - 630 of 992
Last Updated: November 06, 2026
  • New Listings
  • Price(Lo-Hi)
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  • Bedrooms(Hi-Lo)
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  • Square Feet(Hi-Lo)
36 Photos
Last Updated : 28 Days ago
40 Stunden Lane, Simcoe, ON , MLS #S13881098 , Image - 1
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40 Stunden Lane Painswick South, Barrie, Simcoe, ON MLS® S13881098

Residential Freehold (Detached)

$1199900.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Top 5 Reasons You Will Love This Home: 1) Nestled on just over 2.1-acres of picturesque land, this truly unique property offers an incredible sense of
50 Photos
Last Updated : 28 Days ago
4621 5TH Line, Simcoe, ON , MLS #N13881168 , Image - 1

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4621 5TH Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13881168

Residential Freehold (Detached)

$1249900.0
  • 4 +0 Beds
  • 2 Baths
  • 2000-2500 sq-ft
Welcome to 4621 5th Line, New Tecumseth, where timeless elegance meets peaceful country living! Nestled on approximately one acre, this charming centu
26 Photos
Last Updated : 28 Days ago
12 Valley View Drive, Simcoe, ON , MLS #S13880394 , Image - 1

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12 Valley View Drive Rural Springwater, Springwater, Simcoe, ON MLS® S13880394

Residential Freehold (Detached)

$1100000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Top 5 Reasons You Will Love This Home: 1) Step inside to a spacious and inviting home where soaring vaulted ceilings enhance the sense of openness and
28 Photos
Last Updated : 28 Days ago
254 St Vincent Street, Simcoe, ON , MLS #S13880826 , Image - 1

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254 St Vincent Street Wellington, Barrie, Simcoe, ON MLS® S13880826

Residential Freehold (Duplex)

$709000.0
  • 4 +3 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Attention investors! This registered legal duplex in a desirable, mature North Barrie neighbourhood is a fantastic turnkey investment. Offering two se
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 : 28 Days ago
31 Crimson Ridge Road, Simcoe, ON
31 Crimson Ridge Road Bayshore, Barrie, Simcoe, ON MLS® S13721562

Residential Freehold (Detached)

$1149000.0
price drop iconPrice drop by 4.2%
  • 4 +1 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Client Remarks : Luxury Living in Barrie Bayshore. A Stunning home with triple garage, backing onto the trails that lead through nature paths to the
40 Photos
Last Updated : 28 Days ago
1739 Loretta Avenue, Simcoe, ON , MLS #S13876830 , Image - 1

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1739 Loretta Avenue Rural Severn, Severn, Simcoe, ON MLS® S13876830

Residential Freehold (Detached)

$1599000.0
  • 4 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Set on 1.67 beautifully treed acres, this exceptional property offers the perfect blend of privacy, character and modern comfort. From the moment you
3 Photos
Last Updated : 28 Days ago
66 Owens Road, Simcoe, ON , MLS #N13788290 , Image - 1
66 Owens Road Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13788290

Residential Freehold (Detached)

$899999.0
price drop iconPrice drop by 5.3%
  • 4 +2 Beds
  • 5 Baths
  • 2500-3000 sq-ft
Welcome to 66 Owens Rd, a spotless stunning detached two storey 4 bed, 5 washroom home with a brand new 2-bedroom basement apartment with a new separa
31 Photos
Last Updated : 28 Days ago
214 Escarpment Crescent, Simcoe, ON , MLS #S13134312 , Image - 1

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Unit-214, 214 Escarpment Crescent Collingwood, Simcoe, ON MLS® S13134312

Residential Condo & Other (Condo Townhouse)

$474900.0
price drop iconPrice drop by 13.6%
  • 4 Beds
  • 2 Baths
  • 1400-1599 sq-ft
YOUR TURNKEY FOUR-SEASON RETREAT IN COLLINGWOOD. Welcome to the Cranberry Resort & Golf Court neighborhood, where comfort, lifestyle, and year-round a
40 Photos
Last Updated : 28 Days ago
81 Royal Park Boulevard, Simcoe, ON , MLS #S13879570 , Image - 1

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81 Royal Park Boulevard Bayshore, Barrie, Simcoe, ON MLS® S13879570

Residential Freehold (Detached)

$1199000.0
  • 4 +0 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 81 Royal Park Boulevard, a beautifully maintained 2-storey detached home in Barrie's sought-after Bayshore neighbourhood. Offering approxim
33 Photos
Last Updated : 28 Days ago
165 Wagner Crescent, Simcoe, ON , MLS #N13877166 , Image - 1

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165 Wagner Crescent Angus, Essa, Simcoe, ON MLS® N13877166

Residential Freehold (Detached)

$849999.0
  • 4 Beds
  • 3 Baths
  • 1500-2000 sq-ft
Beautiful home located in a family friendly area surrounded by some of the best schools in the neighbourhood. This CARPET FREE 4 bedroom 3 bathroom de
12 Photos
Last Updated : 28 Days ago
43 FITTONS Road W, Simcoe, ON , MLS #S13661072 , Image - 1

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43 FITTONS Road W Orillia, Simcoe, ON MLS® S13661072

Residential Freehold (Detached)

$479000.0
price drop iconPrice drop by 4.2%
  • 4 +0 Beds
  • 2 Baths
  • 2000-2500 sq-ft
An exciting opportunity at 43 Fittons Road West in Orillia, offering plenty of potential for homeowners, renovators and investors alike! Full of chara
48 Photos
Last Updated : 29 Days ago
5376 County 15 Road, Simcoe, ON , MLS #N13117684 , Image - 1

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5376 County 15 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13117684

Residential Freehold (Detached)

$2299000.0
price drop iconPrice drop by 20.0%
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
52.9 Acres with a lovely farmhouse and drive shed located in Adjala-Tosorontio township, but adjacent to New Tecumseth with beautiful panoramic views
41 Photos
Last Updated : 29 Days ago
2100 Snow Valley Road, Simcoe, ON , MLS #S13877558 , Image - 1

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2100 Snow Valley Road Snow Valley, Springwater, Simcoe, ON MLS® S13877558

Residential Freehold (Detached)

$980000.0
  • 4 +1 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Lovely Snow Valley home in beautiful Springwater Township with a sandy spring that babbles year-round right next to the house. Extensive flagstone, ro
20 Photos
Last Updated : 29 Days ago
1668 County 50 Road, Simcoe, ON , MLS #N13144524 , Image - 1

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1668 County 50 Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N13144524

Residential Freehold (Farm)

$1550000.0
  • 4 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
A Must See To Appreciate! Perched on a hilltop with over 7 acres of breathtaking private countryside and extensive road frontage, this charming renova
38 Photos
Last Updated : 29 Days ago
47 Lakeside Drive, Simcoe, ON , MLS #N13825562 , Image - 1

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47 Lakeside Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13825562

Residential Freehold (Detached)

$899900.0
  • 4 Beds
  • 2 Baths
  • 2000-2500 sq-ft
WATERFRONT COMMUNITY of INNISFIL | CUSTOM HOME | LARGE COUNTRY LOT | Escape the hustle of the city and relocate to this historical waterfront communit
46 Photos
Last Updated : 29 Days ago
1526 Farrow Crescent, Simcoe, ON , MLS #N13876868 , Image - 1

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1526 Farrow Crescent Rural Innisfil, Innisfil, Simcoe, ON MLS® N13876868

Residential Freehold (Detached)

$878000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome To This Beautifully Renovated 2,300 Sq Ft Family Home In The Desirable Belle Aire Shores Community Of Innisfil. Offering 4 Spacious Bedrooms A
20 Photos
Last Updated : 29 Days ago
3031 Sandy Acres Avenue, Simcoe, ON , MLS #S13444946 , Image - 1

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3031 Sandy Acres Avenue West Shore, Severn, Simcoe, ON MLS® S13444946

Residential Freehold (Detached)

$844239.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Serenity Bay by LIV Communities: Where Luxury Meets Lakeside Living. Welcome to Serenity Bay, an exclusive private lakeside community perfectly nestle
4 Photos
Last Updated : 29 Days ago
242 Barnett Avenue, Simcoe, ON , MLS #S13799500 , Image - 1
242 Barnett Avenue Midland, Simcoe, ON MLS® S13799500

Residential Freehold (Detached)

$469000.0
price drop iconPrice drop by 8.0%
  • 4 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Exceptional opportunity in Midland! Situated on an expensive double lot with impressive 97.44' frontage by 123.50' depth, this 2-storey home offers in
38 Photos
Last Updated : 29 Days ago
243 Ferragine Crescent, Simcoe, ON , MLS #N13732232 , Image - 1

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243 Ferragine Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13732232

Residential Freehold (Detached)

$1169999.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Your Dream Home Is Finally Within Reach - Beautifully appointed & thoughtfully upgraded, this exceptional 4-bedroom family home offers a blend of refi
3 Photos
Last Updated : 29 Days ago
Lot 94 Sweet Cicely Street, Simcoe, ON , MLS #S13876274 , Image - 1
Lot 94 Sweet Cicely Street Midhurst, Springwater, Simcoe, ON MLS® S13876274

Residential Freehold (Detached)

$1079990.0
  • 4 Beds
  • 5 Baths
  • 3000-3500 sq-ft
An impressive 3,436 8q. ft. two-storey home with loft, beautifully situated in the intimate Springside Trails community in Midhurst, Springwater.Inspi
3 Photos
Last Updated : 29 Days ago
Lot 12 Sweet Cicely Street, Simcoe, ON , MLS #S13875956 , Image - 1
Lot 12 Sweet Cicely Street Midhurst, Springwater, Simcoe, ON MLS® S13875956

Residential Freehold (Detached)

$899990.0
  • 4 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Welcome to the Birchwood - 2,227 sq. ft. of luxury living.Step inside and experience an extraordinary collection of luxury features and upgrades desig
29 Photos
Last Updated : 29 Days ago
5511 Fawn Bay Road, Simcoe, ON , MLS #S13773968 , Image - 1

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5511 Fawn Bay Road Rural Ramara, Ramara, Simcoe, ON MLS® S13773968

Residential Freehold (Detached)

$1349000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Step Into A Grand And Inviting Stone & Stucco Tudor-Style Home, Set On A Large Lot Surrounded By Beautifully Treed Grounds Just Outside Orillia And Ac
3 Photos
Last Updated : 29 Days ago
Lot 88 Twinleaf Avenue, Simcoe, ON , MLS #S13875888 , Image - 1
Lot 88 Twinleaf Avenue Midhurst, Springwater, Simcoe, ON MLS® S13875888

Residential Freehold (Detached)

$999990.0
  • 4 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to the beautiful Oakridge - 2,820 sq. ft. of luxury living. This stunning two-storey home with a private loft offers an exceptional combinatio
46 Photos
Last Updated : 29 Days ago
1420 Tiny Beaches Road N, Simcoe, ON , MLS #S13875602 , Image - 1

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1420 Tiny Beaches Road N Rural Tiny, Tiny, Simcoe, ON MLS® S13875602

Residential Freehold (Detached)

$1710000.0
  • 4 +2 Beds
  • 4 Baths
  • 1500-2000 sq-ft
Imagine stepping from your pool to your own sandy beach and into the crystal-clear waters of Georgian Bay. This exceptional waterfront property offers
50 Photos
Last Updated : 29 Days ago
4761 9th Line, Simcoe, ON , MLS #N13873768 , Image - 1

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4761 9th Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13873768

Residential Freehold (Detached)

$2750000.0
  • 4 Beds
  • 3 Baths
  • 3000-3500 sq-ft
Custom Bauhaus style Red Steel + Concrete constructed mansion tucked away on 6.07 tree-lined acres offering gorgeous panoramic conservation views from
26 Photos
Last Updated : 30 Days ago
3194 Simcoe County Road 89 N/A, Simcoe, ON , MLS #N13869718 , Image - 1

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3194 Simcoe County Road 89 N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N13869718

Residential Freehold (Farm)

$3500000.0
  • 4 Beds
  • 1 Baths
  • 1500-2000 sq-ft
Discover a rare 58.8-acre farm opportunity in progressive Innisfil Township, ideally positioned along County Road 89 and extending back to Innisfil Co
48 Photos
Last Updated : 30 Days ago
1 Moore Avenue, Simcoe, ON , MLS #S13846050 , Image - 1

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1 Moore Avenue Rural Tiny, Tiny, Simcoe, ON MLS® S13846050

Residential Freehold (Detached)

$895000.0
  • 4 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1 Moore Avenue in Woodland Beach-a modern, turnkey home that effortlessly bridges the gap between weekend beach retreat and practical year-
50 Photos
Last Updated : 30 Days ago
4 Parkside Avenue, Simcoe, ON , MLS #S13872748 , Image - 1

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4 Parkside Avenue Collingwood, Simcoe, ON MLS® S13872748

Residential Freehold (Detached)

$695000.0
  • 4 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Walk to the shores of Georgian Bay from this 4 bedroom bungalow. Open concept kitchen / dining / living room with access to the backyard. Separate fam
27 Photos
Last Updated : 30 Days ago
19 Moore Place, Simcoe, ON , MLS #S13873532 , Image - 1

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19 Moore Place Letitia Heights, Barrie, Simcoe, ON MLS® S13873532

Residential Freehold (Detached)

$884900.0
  • 4 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Welcome to this exceptionally spacious home offering OVER 2,500 sq ft of living space in the highly sought-after Letitia Heights community in Barrie!T
44 Photos
Last Updated : 30 Days ago
69 Season Crescent, Simcoe, ON , MLS #S13873496 , Image - 1

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69 Season Crescent Wasaga Beach, Simcoe, ON MLS® S13873496

Residential Freehold (Detached)

$769000.0
  • 4 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Approximately $51,000 in Builder Upgrades! This beautiful detached home offers the perfect blend of modern living, comfort, and convenience. Featuring
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