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5 Bedroom Houses for Sale in Simcoe ON

Showing results 1 - 30 of 218

Explore Square Yards Canada for a range of 5 bedrooms houses for sale in Simcoe in various styles and price ranges. Our listings include standard and high-end 5 bedrooms for sale in Simcoe. We offer a comprehensive selection of 5-bedroom homes, allowing you to filter your search by price, age, and amenities. With over 218 properties to select from, you can choose from 5 bedrooms house prices in Simcoe to find the perfect home that suits your needs. Our listings come with detailed brochures and a variety of filters for different carpet areas, making it easy to find your ideal 5 bedrooms houses for sale in Simcoe.

Last Updated: August 13, 2026

23 Photos

384 Keller Drive, Simcoe, ON , MLS #S13552012 , Image - 1

384 Keller Drive Midland, Simcoe, ON MLS® S13552012

Residential Freehold (Detached)

$769900.0

5 +1 Beds
4 Baths
2500-3000 sq-ft

Welcome to your next family home! This spacious 5+ bedroom, 4-bathroom two-storey residence offers the perfect combination of comfort, functionality,

50 Photos

96 Bartram Crescent, Simcoe, ON , MLS #N13419468 , Image - 1

96 Bartram Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13419468

Residential Freehold (Detached)

$1399999.0

5 +2 Beds
5 Baths
2500-3000 sq-ft

Step into a home where every detail has been thoughtfully curated to deliver a true luxury experience. This stunning, fully upgraded home blends moder

50 Photos

11 Park Trail, Simcoe, ON , MLS #S13653374 , Image - 1

11 Park Trail Midhurst, Springwater, Simcoe, ON MLS® S13653374

Residential Freehold (Detached)

$1999000.0

5 Beds
5 Baths
3500-5000 sq-ft

COUNTRY LIVING AT ITS BEST! Exceptional 2.2-acre estate - English Tudor, 5 bedrooms, 5 baths, extraordinary indoor/outdoor living. Surrounded by matur

Open House : Sun Aug 16, 01:00 PM to 03:00 PM

40 Photos

26 Hearn Street, Simcoe, ON , MLS #N13526630 , Image - 1

26 Hearn Street Bond Head, Bradford West Gwillimbury, Simcoe, ON MLS® N13526630

Residential Freehold (Detached)

$1449991.0

Price drop by 0.1%

5 Beds
4 Baths
3500-5000 sq-ft

The Ridgeland model by Sundance Homes-the only one of its kind-sits at the Highest Point of the Community with Golf Course Views and NO home in Front.

Pre-Construction

Rosehaven Simcoe Woods

Innisfil Beach Road & Webster Boulevard

From $879,990 - $1,339,990

Project Info

Units
Townhouses

Property Mix

Floorplans coming soon

Developer:Rosehaven Homes

50 Photos

5494 Vasey Road, Simcoe, ON , MLS #S13667468 , Image - 1

5494 Vasey Road Rural Tay, Tay, Simcoe, ON MLS® S13667468

Residential Freehold (Detached)

$899000.0

5 Beds
3 Baths
2000-2500 sq-ft

Twenty-six acres of maple bush, open field and forested trail, with a creek along the front of the property and a century brick farmhouse at the cente

47 Photos

6576 Quarry Point Road, Simcoe, ON , MLS #S13663136 , Image - 1

6576 Quarry Point Road Rural Ramara, Ramara, Simcoe, ON MLS® S13663136

Residential Freehold (Detached)

$1780000.0

5 +1 Beds
3 Baths
1500-2000 sq-ft

Turnkey waterfront retreat on beautiful Lake Couchiching! Just 15 minutes from Orillia and minutes to Casino Rama, this exceptional four-season proper

49 Photos

61 Dyer Drive, Simcoe, ON , MLS #S13652550 , Image - 1

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

35 Photos

1784 Tiny Beaches Road S, Simcoe, ON , MLS #S13487324 , Image - 1

1784 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13487324

Residential Freehold (Detached)

$1599000.0

5 +2 Beds
2 Baths
2000-2500 sq-ft

Welcome to 1784 Tiny Beaches Road South, where gorgeous Georgian Bay waterfront, a sandy beach, and a spacious family retreat come together in one of

39 Photos

45 Ivy Lane, Simcoe, ON , MLS #S13595768 , Image - 1

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

7 Wintergreen Lane, Simcoe, ON , MLS #N13612474 , Image - 1

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

Residential Freehold (Detached)

$1489900.0

Price 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

5 Oakwood Avenue N, Simcoe, ON , MLS #S13627170 , Image - 1

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.

36 Photos

15 Valleybrook Road, Simcoe, ON , MLS #S13562066 , Image - 1

15 Valleybrook Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13562066

Residential Freehold (Duplex)

$949000.0

Price drop by 5.0%

5 Beds
4 Baths
2500-3000 sq-ft

Bright and Open Concept Duplex by Tiffany Homes, designed with a striking architectural style and thoughtful layout. Each unit features meticulously c

41 Photos

2448 Stockdale Road, Simcoe, ON , MLS #S13548570 , Image - 1

2448 Stockdale Road West Shore, Severn, Simcoe, ON MLS® S13548570

Residential Freehold (Detached)

$1439999.0

Price drop by 4.0%

5 Beds
5 Baths
3000-3500 sq-ft

Welcome to 2448 Stockdale Road, Severn Township. Set on 4 acres, this luxurious custom-built home with wrap-around porch showcases exceptional craftsm

46 Photos

81 Silver Birch Crescent, Simcoe, ON , MLS #S13058134 , Image - 1

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

102 Westminster Circle, Simcoe, ON , MLS #S13662202 , Image - 1

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

35 Photos

1998 Old Barrie Road E, Simcoe, ON , MLS #S13544340 , Image - 1

1998 Old Barrie Road E Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13544340

Residential Freehold (Detached)

$575000.0

Price drop by 11.4%

5 Beds
2 Baths
2000-2500 sq-ft

Renovated Century home on approximately .6 acre lot (approx 150 FT x 175 Ft) . Kitchen has 2 islands and lots of natural light. There are three bedroo

34 Photos

70 Ivy Lane, Simcoe, ON , MLS #S13641462 , Image - 1

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

6 Barrow Avenue, Simcoe, ON , MLS #N13645934 , Image - 1

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

26 Cathedral Pines Road, Simcoe, ON , MLS #S13646460 , Image - 1

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

Open House : Sun Aug 16, 12:00 PM to 02:00 PM

40 Photos

50 Concession Rd 2 N/A W, Simcoe, ON , MLS #S13076862 , Image - 1

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

15 Photos

353 Ontario Street, Simcoe, ON , MLS #S13515424 , Image - 1

353 Ontario Street Collingwood, Simcoe, ON MLS® S13515424

Residential Freehold (Triplex)

$800000.0

Price 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

39 Photos

2 Hook Court, Simcoe, ON , MLS #S13621808 , Image - 1

2 Hook Court West Bayfield, Barrie, Simcoe, ON MLS® S13621808

Residential Freehold (Detached)

$1049900.0

5 +3 Beds
5 Baths
2500-3000 sq-ft

Discover this stunning oversized two-storey detached home with a double-car garage, ideally situated on a quiet court in the highly sought-after North

41 Photos

383 Peek-A-Boo Trail, Simcoe, ON , MLS #S13584692 , Image - 1

383 Peek-A-Boo Trail Rural Tiny, Tiny, Simcoe, ON MLS® S13584692

Residential Freehold (Detached)

$1499000.0

5 +1 Beds
4 Baths
2000-2500 sq-ft

YOUR OWN PIECE OF GEORGIAN BAY PARADISE WITH A SANDY BEACH, PRIVATE DOCK & SECOND DWELLING OFFERING MULTIGENERATIONAL POTENTIAL! With 83 feet of priva

40 Photos

229 Datas Drive E, Simcoe, ON , MLS #S13101416 , Image - 1

229 Datas Drive E Stayner, Clearview, Simcoe, ON MLS® S13101416

Residential Freehold (Detached)

$649000.0

Price drop by 7.3%

5 Beds
2 Baths
1100-1500 sq-ft

Quality brick bungalow in a prime Stayner location. Welcome to 229 Datas Drive East, a solid and well-cared-for home built in 1985 by the respected Wo

50 Photos

153 Romanelli Crescent, Simcoe, ON , MLS #N13658530 , Image - 1

153 Romanelli Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13658530

Residential Freehold (Detached)

$1349900.0

5 Beds
5 Baths
2500-3000 sq-ft

Welcome to 153 Romanelli Crescent, an impressive detached home offering approximately 3,000 sq. ft. of beautifully designed living space with 5 bedroo

50 Photos

6435 12/13 Stayner Side Road, Simcoe, ON , MLS #S13652574 , Image - 1

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

47 Photos

150 Lafontaine Road E, Simcoe, ON , MLS #S13650888 , Image - 1

150 Lafontaine Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13650888

Residential Freehold (Detached)

$659900.0

5 Beds
2 Baths
1500-2000 sq-ft

Escape to the peace and freedom of country living on this beautiful nearly 2-acre property, where there's room for your family to grow, play, and make

50 Photos

63 Georgian Manor Drive, Simcoe, ON , MLS #S13658890 , Image - 1

63 Georgian Manor Drive Collingwood, Simcoe, ON MLS® S13658890

Residential Freehold (Detached)

$2750000.0

5 Beds
3 Baths
3000-3500 sq-ft

Wake up to spectacular sunrises, unwind with unforgettable sunsets, and enjoy panoramic 180-degree views across Nottawasaga Bay from this exceptional

50 Photos

108 Rugman Crescent, Simcoe, ON , MLS #S13609814 , Image - 1

108 Rugman Crescent Centre Vespra, Springwater, Simcoe, ON MLS® S13609814

Residential Freehold (Detached)

$1475000.0

5 +2 Beds
7 Baths
3500-5000 sq-ft

Luxury, space, and versatility come together in this exceptional Stonemanor Woods residence. Offering over 5,400 sq. ft. of beautifully finished livin

50 Photos

1581 Port Stanton Parkway, Simcoe, ON , MLS #S13491616 , Image - 1

1581 Port Stanton Parkway Rural Severn, Severn, Simcoe, ON MLS® S13491616

Residential Freehold (Detached)

$1249000.0

Price drop by 10.5%

5 Beds
5 Baths
3500-5000 sq-ft

Dreaming of a waterfront farmhouse? How about a farmhouse, PLUS a separate 3-season multigenerational/rental unit as well? Step back in time and disco

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