Skip to main content
Sell Your Home
Shortlisted Properties
  • New Homes
  • For Sale
  • For Rent
Danger! Indicates a dangerous or potentially negative action.
Error

Maximum 4 project can be compared at one go.

5 Bedroom Houses for Sale in Simcoe Under $2M - P5

Showing results 121 - 150 of 181
Last Updated: September 20, 2026
  • New Listings
  • Price(Lo-Hi)
  • Price(Hi-Lo)
  • Bedrooms(Hi-Lo)
  • Bathrooms(Hi-Lo)
  • Square Feet(Lo-Hi)
  • Square Feet(Hi-Lo)
20 Photos
Last Updated : 30 Days ago
86 37th Street N, Simcoe, ON , MLS #S12691270 , Image - 1
Image With Blur overlay

Like What you see?

86 37th Street N Wasaga Beach, Simcoe, ON MLS® S12691270

Residential Freehold (Detached)

$1349000.0
price drop iconPrice drop by 12.3%
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 86 37th Street N!. This newly built custom home is a few minutes walk from Wasaga Beach! This meticulously crafted residence offers excepti
36 Photos
Last Updated : 31 Days ago
15 Radome Drive, Simcoe, ON , MLS #S13687428 , Image - 1

Like What you see?

15 Radome Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13687428

Residential Freehold (Detached)

$1995000.0
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to Eagles' Rest Estates-a master-planned Fernbrook Homes community where luxury meets nature! Outstanding curb appeal features a covered front
40 Photos
Last Updated : 32 Days ago
14 Mac Campbell Way, Simcoe, ON , MLS #N13689566 , Image - 1

Like What you see?

14 Mac Campbell Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13689566

Residential Freehold (Detached)

$1199990.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this newly built, beautifully appointed detached home offering spacious and modern living. Featuring 5 generously sized bedrooms, 4 full wa
46 Photos
Last Updated : 32 Days ago
1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

Like What you see?

1108 Trombley Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13621610

Residential Freehold (Detached)

$839000.0
price drop iconPrice drop by 1.2%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
Welcome to 1108 Trombley Street, a unique lakeside property in the charming hamlet of Belle Ewart, just steps from Lake Simcoe and approximately 45 mi
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 : 33 Days ago
3992 Penetanguishene Road, Simcoe, ON , MLS #S13542126 , Image - 1

Like What you see?

3992 Penetanguishene Road Hillsdale, Springwater, Simcoe, ON MLS® S13542126

Residential Freehold (Detached)

$1198000.0
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Welcome To Your Private Retreat In The Heart Of Nature. Situated On 8.06 Acres Of Complete Privacy, This Almost 2,500 Sq. Ft. Bungalow Offers An Incre
43 Photos
Last Updated : 33 Days ago
71 OAK LEA Boulevard, Simcoe, ON , MLS #S13132518 , Image - 1

Like What you see?

71 OAK LEA Boulevard Wasaga Beach, Simcoe, ON MLS® S13132518

Residential Freehold (Detached)

$1950000.0
  • 5 +0 Beds
  • 4 Baths
  • 3500-5000 sq-ft
Experience the pinnacle of contemporary design in this newly built riverfront masterpiece boasting 4,000 above-ground square feet in a tranquil Wasaga
32 Photos
Last Updated : 34 Days ago
9775 Beachwood Road, Simcoe, ON , MLS #S13684034 , Image - 1

Like What you see?

9775 Beachwood Road Collingwood, Simcoe, ON MLS® S13684034

Residential Freehold (Detached)

$499900.0
  • 5 Beds
  • 2 Baths
  • 700-1100 sq-ft
Welcome to 9775 Beachwood Rd - a rare opportunity combining four-season living, an impressive 60' x 250' mature-treed lot and exciting long-term poten
50 Photos
Last Updated : 34 Days ago
103 Mulcaster Street, Simcoe, ON , MLS #S13110124 , Image - 1

Like What you see?

103 Mulcaster Street Codrington, Barrie, Simcoe, ON MLS® S13110124

Residential Freehold (Duplex)

$575000.0
price drop iconPrice drop by 4.0%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
103 Mulcaster Street is a legally registered duplex ideally situated in the heart of downtown Barrie, just steps from Kempenfelt Bay, restaurants, cit
40 Photos
Last Updated : 34 Days ago
50 Concession Rd 2 N/A W, Simcoe, ON , MLS #S13076862 , Image - 1

Like What you see?

50 Concession Rd 2 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S13076862

Residential Freehold (Detached)

$1499000.0
  • 5 Beds
  • 3 Baths
  • 3500-5000 sq-ft
Beautifully Updated 5-Bedroom, 3-Bathroom Home Set On A Rarely Offered 20.31-Acre Four-Season Property Overlooking The Wye River As It Winds Peacefull
50 Photos
Last Updated : 36 Days ago
537 Ste Marie Street, Simcoe, ON , MLS #S13127624 , Image - 1

Like What you see?

537 Ste Marie Street Collingwood, Simcoe, ON MLS® S13127624

Residential Freehold (Detached)

$699000.0
price drop iconPrice drop by 17.7%
  • 5 Beds
  • 2 Baths
  • 1500-2000 sq-ft
UNIQUE OPPORTUNITY to purchase a delightful 3 Bedroom Victorian heritage property with wrap around porch and ample parking in an excellent location an
24 Photos
Last Updated : 37 Days ago
6331 26 Highway, Simcoe, ON , MLS #S13676024 , Image - 1

Like What you see?

6331 26 Highway Rural Clearview, Clearview, Simcoe, ON MLS® S13676024

Residential Freehold (Detached)

$799900.0
  • 5 Beds
  • 1 Baths
  • 2000-2500 sq-ft
8.65 Acres With Room To Grow Your Investment! Set across expansive, cleared and level agricultural land along Highway 26, this century property offers
26 Photos
Last Updated : 38 Days ago
125 Gardiner Drive N, Simcoe, ON , MLS #N13672032 , Image - 1

Like What you see?

125 Gardiner Drive N Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13672032

Residential Freehold (Detached)

$1385000.0
  • 5 +2 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to this exceptional 5-bedroom, 2-storey detached home, ideally situated on a premium lot backing directly onto a park. Offering an unbeatable
49 Photos
Last Updated : 39 Days ago
61 Dyer Drive, Simcoe, ON , MLS #S13652550 , Image - 1

Like What you see?

61 Dyer Drive Wasaga Beach, Simcoe, ON MLS® S13652550

Residential Freehold (Detached)

$732500.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 61 Dyer Drive, a beautifully maintained family home offering over 2,500 sq. ft. of finished living space in one of Wasaga Beach's most desi
39 Photos
Last Updated : 39 Days ago
45 Ivy Lane, Simcoe, ON , MLS #S13595768 , Image - 1

Like What you see?

45 Ivy Lane Orillia, Simcoe, ON MLS® S13595768

Residential Freehold (Detached)

$998000.0
  • 5 Beds
  • 5 Baths
  • 1500-2000 sq-ft
233 ft of Waterfront double lot on Grape Island! Join the shipping container lifestyle revolution! Original and updated Lake Simcoe waterfront cottage
47 Photos
Last Updated : 40 Days ago
7 Wintergreen Lane, Simcoe, ON , MLS #N13612474 , Image - 1

Like What you see?

7 Wintergreen Lane Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13612474

Residential Freehold (Detached)

$1489900.0
price drop iconPrice drop by 6.9%
  • 5 Beds
  • 5 Baths
  • 3500-5000 sq-ft
Welcome to 7 Wintergreen Lane, an extraordinary executive residence in the prestigious Colgan Crossing community, where timeless architecture meets re
37 Photos
Last Updated : 40 Days ago
5 Oakwood Avenue N, Simcoe, ON , MLS #S13627170 , Image - 1

Like What you see?

5 Oakwood Avenue N Rural Tiny, Tiny, Simcoe, ON MLS® S13627170

Residential Freehold (Detached)

$1190000.0
  • 5 Beds
  • 5 Baths
  • 1500-2000 sq-ft
EVERY ONCE IN A LIFETIME A HOUSE QUALIFIES YOU AND THERE IS NOTHING YOU CAN DO ABOUT IT! WELL this is the ONE!! It will WOW you as you enter the home.
46 Photos
Last Updated : 40 Days ago
81 Silver Birch Crescent, Simcoe, ON , MLS #S13058134 , Image - 1

Like What you see?

81 Silver Birch Crescent Port McNicoll, Tay, Simcoe, ON MLS® S13058134

Residential Freehold (Detached)

$1799900.0
  • 5 Beds
  • 4 Baths
  • 2500-3000 sq-ft
Set on approximately 120 feet of protected shoreline along Georgian Bay, this almost 3,000 sq ft raised bungalow (3,900 with garage and massive utilit
24 Photos
Last Updated : 40 Days ago
102 Westminster Circle, Simcoe, ON , MLS #S13662202 , Image - 1

Like What you see?

102 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S13662202

Residential Freehold (Detached)

$948000.0
  • 5 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to this spacious double garage detached home offering approximately 3,120 sq. ft. of well-designed living space. Featuring 5 generously sized
34 Photos
Last Updated : 40 Days ago
70 Ivy Lane, Simcoe, ON , MLS #S13641462 , Image - 1

Like What you see?

70 Ivy Lane Orillia, Simcoe, ON MLS® S13641462

Residential Freehold (Detached)

$630000.0
  • 5 Beds
  • 1 Baths
  • 1100-1500 sq-ft
Welcome to Grape Island on the north edge of Lake Simcoe, in Orillia! This little piece of heaven is located on an island, only a 2 min boat ride from
9 Photos
Last Updated : 40 Days ago
6 Barrow Avenue, Simcoe, ON , MLS #N13645934 , Image - 1

Like What you see?

6 Barrow Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13645934

Residential Freehold (Detached)

$1329990.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Buy Directly from the Builder! Beautiful 3,748 Sq. Ft. Inventory Family Home in Green Valley Estates. Discover exceptional space, style and luxury in
30 Photos
Last Updated : 40 Days ago
26 Cathedral Pines Road, Simcoe, ON , MLS #S13646460 , Image - 1

Like What you see?

26 Cathedral Pines Road Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13646460

Residential Freehold (Detached)

$1349000.0
  • 5 Beds
  • 5 Baths
  • 2500-3000 sq-ft
TIMELESS ESTATE-STYLE LIVING IN DISTINGUISHED CATHEDRAL PINES WITH NEARLY 2,900 SQ FT ON OVER HALF AN ACRE! Hidden behind a veil of mature evergreens
15 Photos
Last Updated : 40 Days ago
353 Ontario Street, Simcoe, ON , MLS #S13515424 , Image - 1

Like What you see?

353 Ontario Street Collingwood, Simcoe, ON MLS® S13515424

Residential Freehold (Triplex)

$800000.0
price drop iconPrice drop by 5.9%
  • 5 Beds
  • 3 Baths
  • 2000-2500 sq-ft
Positive cash flowing tri-plex walking distance to downtown Collingwood and Hospital. All tenants in good standing. Tenants pay own hydro ( separate m
50 Photos
Last Updated : 41 Days ago
6435 12/13 Stayner Side Road, Simcoe, ON , MLS #S13652574 , Image - 1

Like What you see?

6435 12/13 Stayner Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S13652574

Residential Freehold (Detached)

$945000.0
  • 5 +2 Beds
  • 4 Baths
  • 2500-3000 sq-ft
AN OPPORTUNITY YOU WON'T WANT TO MISS. Imagine coming home to a spacious Cape Cod-style property where there's room for everyone. Set on an impressive
25 Photos
Last Updated : 43 Days ago
61 Mac Campbell Way, Simcoe, ON , MLS #N13056946 , Image - 1

Like What you see?

61 Mac Campbell Way Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13056946

Residential Freehold (Detached)

$1250000.0
  • 5 +1 Beds
  • 4 Baths
  • 3000-3500 sq-ft
Welcome to 61 Mac Campbell Way, a newly built (2023) two-storey detached home offering over 3,000 sq. ft. of beautifully designed living space. Featur
49 Photos
Last Updated : 45 Days ago
35 Glenridge Road, Simcoe, ON , MLS #S13640946 , Image - 1

Like What you see?

35 Glenridge Road Allandale Heights, Barrie, Simcoe, ON MLS® S13640946

Residential Freehold (Detached)

$850000.0
  • 5 +0 Beds
  • 3 Baths
  • 2000-2500 sq-ft
UBID HOME FOR SALE. HOMEOWNER RELOCATING ($850,000) Welcome To 35 Glenridge Rd Where Comfort, Connection, And Everyday Living Come Naturally. Lovingly
49 Photos
Last Updated : 45 Days ago
2032 Lakeshore Drive, Simcoe, ON , MLS #S13493972 , Image - 1

Like What you see?

2032 Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S13493972

Residential Freehold (Detached)

$1498000.0
price drop iconPrice drop by 6.3%
  • 5 Beds
  • 4 Baths
  • 2000-2500 sq-ft
Spectacular Family Cottage with 78ft of Perfect West Facing Lake Simcoe Shoreline. Just a One Hour Drive From the Eastern End of the GTA. The Cottage
45 Photos
Last Updated : 46 Days ago
303 Sunnybrae Avenue, Simcoe, ON , MLS #N13571016 , Image - 1

Like What you see?

303 Sunnybrae Avenue Stroud, Innisfil, Simcoe, ON MLS® N13571016

Residential Freehold (Detached)

$1799999.0
  • 5 Beds
  • 3 Baths
  • 2500-3000 sq-ft
Welcome to 303 Sunnybrae Avenue, A Truly One-Of-A-Kind Custom Home In Prestigious Innisfil Estates. Set On A Private Half-Acre Lot With No Neighbours
34 Photos
Last Updated : 47 Days ago
210 Owen Street, Simcoe, ON , MLS #S13458386 , Image - 1

Like What you see?

Unit-#1, #2, #3, 210 Owen Street Wellington, Barrie, Simcoe, ON MLS® S13458386

Residential Freehold (Multiplex)

$914000.0
price drop iconPrice drop by 2.7%
  • 5 +2 Beds
  • 3 Baths
  • 1500-2000 sq-ft
INVESTORS! Three fully self-contained renovated rental units - each well-appointed with large kitchen, 4-piece bath and in unit laundry. Looking for
23 Photos
Last Updated : 49 Days ago
323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1

Like What you see?

323 Crawford Street Orillia, Simcoe, ON MLS® S13619434

Residential Freehold (Detached)

$599900.0
  • 5 Beds
  • 2 Baths
  • 1100-1500 sq-ft
Welcome to 323 Crawford Street in Orillia's South Ward! This legal duplex offers the perfect blend of comfortable living and income potential. The vac
50 Photos
Last Updated : 50 Days ago
23 Trail Boulevard, Simcoe, ON , MLS #S13629746 , Image - 1

Like What you see?

23 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S13629746

Residential Freehold (Detached)

$1450000.0
  • 5 Beds
  • 6 Baths
  • 3500-5000 sq-ft
Welcome to True Luxury in Stonemanor WoodsPrepare to be impressed by this spectacular Perfect South Ravin lot with 5+1 bed and 6 bath. Quality built b
Shortlisted Properties
error icon
Error

Maximum 4 project can be compared at one go.

Related to your search
Tell us a Little about yourself!