171+ 5 Bedroom Detached Houses for Sale in Simcoe, ON

50 Photos

240 Silver Birch Drive, Simcoe, ON , MLS #S13567726 , Image - 1

240 Silver Birch Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13567726

Residential Freehold (Detached)

$16995000.0

5 Beds
8 Baths
5000 + sq-ft

A contemporary waterfront masterpiece overlooking the turquoise waters of Georgian Bay & spectacular sunsets. Designed by acclaimed architect Richard

23 Photos

323 Crawford Street, Simcoe, ON , MLS #S13856932 , Image - 1

323 Crawford Street Orillia, Simcoe, ON MLS® S13856932

Residential Freehold (Detached)

$559900.0

Price drop by 6.7%

5 Beds
2 Baths
1100-1500 sq-ft

Welcome to 323 Crawford Street in Orillia's South Ward! This fully vacant legal duplex offers the perfect blend of comfortable living and income poten

47 Photos

756 Champlain Road, Simcoe, ON , MLS #S13643974 , Image - 1

756 Champlain Road Rural Tiny, Tiny, Simcoe, ON MLS® S13643974

Residential Freehold (Detached)

$925000.0

Price drop by 5.1%

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

This is a rare opportunity you won't want to miss! Proudly owned by the original owners and offered for sale for the very first time, this property is

45 Photos

2636+ Lakeshore Drive, Simcoe, ON , MLS #S14110552 , Image - 1

2636+ Lakeshore Drive Rural Ramara, Ramara, Simcoe, ON MLS® S14110552

Residential Freehold (Detached)

$1400000.0

5 Beds
1 Baths
700-1100 sq-ft

A rare opportunity to own a four-PIN Lake Simcoe property package in the sought-after community of Brechin, offered together as one exceptional waterf

36 Photos

15 Radome Drive, Simcoe, ON , MLS #S13687428 , Image - 1

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

Residential Freehold (Detached)

$1791000.0

Price drop by 10.2%

5 Beds
5 Baths
3500-5000 sq-ft

SOME PICTURES ARE VIRTUALLY STAGED FOR ILLUSTRATION PURPOSES ONLY ;;; Welcome to Eagles' Rest Estates-a master-planned Fernbrook Homes community where

50 Photos

51 Wood Crescent, Simcoe, ON , MLS #N13845582 , Image - 1

51 Wood Crescent Angus, Essa, Simcoe, ON MLS® N13845582

Residential Freehold (Detached)

$1075000.0

Price drop by 4.4%

5 Beds
5 Baths
3000-3500 sq-ft

Welcome to your dream home! This stunning energy star rated model home situated on a corner lot boasts 3,000 sq. ft. of luxurious above grade living s

41 Photos

795853 Grey 19 Road, Simcoe, ON , MLS #S14108452 , Image - 1

795853 Grey 19 Road Collingwood, Simcoe, ON MLS® S14108452

Residential Freehold (Detached)

$1149900.0

5 Beds
4 Baths
2500-3000 sq-ft

Set on a beautifully private rural lot w/ stunning views of Blue Mountain & only 7 minutes from downtown Collingwood, this charming ranch bungalow off

36 Photos

259 Centre Street W, Simcoe, ON , MLS #S14108344 , Image - 1

259 Centre Street W Stayner, Clearview, Simcoe, ON MLS® S14108344

Residential Freehold (Detached)

$975000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 259 Centre Street, an exceptional executive home built in 2023, offering modern design, premium upgrades, and outstanding flexibility for t

50 Photos

33 Edgar Avenue, Simcoe, ON , MLS #N14105368 , Image - 1

33 Edgar Avenue Baxter, Essa, Simcoe, ON MLS® N14105368

Residential Freehold (Detached)

$1168000.0

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

EMARKS FOR CLIENTS A beautiful 3 - Car Garage Home on 60' Irregular Premium Lot, 9 Parking spaces, No Sidewalk, 2 Entrances in front of house (one le

16 Photos

24 Lee Avenue, Simcoe, ON , MLS #N14107604 , Image - 1

24 Lee Avenue Angus, Essa, Simcoe, ON MLS® N14107604

Residential Freehold (Detached)

$500000.0

5 Beds
2 Baths
1500-2000 sq-ft

REIMAGINE THE POSSIBILITIES AT THIS 5-BEDROOM BUNGALOW WITH TWO SELF-CONTAINED LIVING AREAS ON AN EXPANSIVE 86 X 174 FT CORNER LOT! Situated in an est

44 Photos

6 Henderson Street, Simcoe, ON , MLS #N14032368 , Image - 1

6 Henderson Street Baxter, Essa, Simcoe, ON MLS® N14032368

Residential Freehold (Detached)

$999900.0

5 Beds
5 Baths
3000-3500 sq-ft

Presenting 6 Henderson Street, Essa, an exceptional newly built home nestled in a sought-after community surrounded by picturesque forests and rolling

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)

$479900.0

Price drop by 26.1%

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

49 Photos

668 Florence Road, Simcoe, ON , MLS #N14100826 , Image - 1

668 Florence Road Alcona, Innisfil, Simcoe, ON MLS® N14100826

Residential Freehold (Detached)

$1989000.0

5 Beds
5 Baths
3500-5000 sq-ft

Imagine celebrating Christmas in your dream home, hosting an unforgettable New Year's Eve party, and waking up to breathtaking Lake Simcoe sunrises ev

13 Photos

63 Wood Crescent, Simcoe, ON , MLS #N14104044 , Image - 1

63 Wood Crescent Angus, Essa, Simcoe, ON MLS® N14104044

Residential Freehold (Detached)

$995000.0

5 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Make yourself at home in this beautifully upgraded all-brick and stone residence by Sandiego Homes, offering

50 Photos

133 Trail Boulevard, Simcoe, ON , MLS #S14102076 , Image - 1

133 Trail Boulevard Centre Vespra, Springwater, Simcoe, ON MLS® S14102076

Residential Freehold (Detached)

$1199000.0

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

Stunning New Bungaloft in Prestigious Stonemanor, brand new to market! Over 4,000 Sq Ft of Luxurious Living Space! Welcome to this beautifully upgrade

50 Photos

77 Polish Avenue, Simcoe, ON , MLS #S13056342 , Image - 1

77 Polish Avenue Penetanguishene, Simcoe, ON MLS® S13056342

Residential Freehold (Detached)

$999999.0

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

Discover the perfect blend of modern comfort, spacious living, and Georgian Bay lifestyle! Nestled in a peaceful, family-friendly neighbourhood just s

49 Photos

5424 3rd Line, Simcoe, ON , MLS #N14092770 , Image - 1

5424 3rd Line Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14092770

Residential Freehold (Detached)

$1495000.0

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

The peace and privacy of country living, without sacrificing convenience! Set on just under 7 acres of beautiful, secluded countryside, this exception

32 Photos

2338 Buchanan Street, Simcoe, ON , MLS #N14100290 , Image - 1

2338 Buchanan Street Alcona, Innisfil, Simcoe, ON MLS® N14100290

Residential Freehold (Detached)

$2050000.0

5 Beds
5 Baths
3500-5000 sq-ft

2023 CUSTOM-BUILT STUDIO MCGEE-INSPIRED LUXURY ESTATE WITH 4,153 SQ FT OF DESIGNER FINISHES, RADIANT HEATED FLOORS IN THE BASEMENT & TRIPLE GARAGE! Bu

49 Photos

69 CITYVIEW Circle, Simcoe, ON , MLS #S12746916 , Image - 1

69 CITYVIEW Circle Holly, Barrie, Simcoe, ON MLS® S12746916

Residential Freehold (Detached)

$1550000.0

5 +0 Beds
5 Baths
3000-3500 sq-ft

Discover this beautifully maintained home on a rare pie-shaped lot backing directly onto Ardagh Forest. Enjoy exceptional privacy and a peaceful natur

1 Photos

41 Fenn Crescent Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N14100008

Residential Freehold (Detached)

$829990.0

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to Honey Hill, a desirable community in Alliston! Discover The Ivy model by Highcastle Homes, Elevation B with an optional second floor, offer

27 Photos

3 Sallows Drive, Simcoe, ON , MLS #S13769174 , Image - 1

3 Sallows Drive Rural Tay, Tay, Simcoe, ON MLS® S13769174

Residential Freehold (Detached)

$550000.0

Price drop by 6.8%

5 Beds
1 Baths
1100-1500 sq-ft

Tucked away at the very end of Sallows Drive, this private property offers approximately 60 feet of east-facing Georgian Bay waterfront on a 60.64-by-

49 Photos

36 Pioneer Trail, Simcoe, ON , MLS #S12723852 , Image - 1

36 Pioneer Trail Innis-Shore, Barrie, Simcoe, ON MLS® S12723852

Residential Freehold (Detached)

$14000000.0

5 +1 Beds
7 Baths
5000 + sq-ft

Experience waterfront living at 36 Pioneer Trail, a custom-built residence extensively renovated with premium finishes. Set on an approximately 150 x

49 Photos

15 Private McKay Drive, Simcoe, ON , MLS #S13623426 , Image - 1

15 Private McKay Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13623426

Residential Freehold (Detached)

$1485000.0

5 Beds
4 Baths
2000-2500 sq-ft

Welcome to the Highlander at Craighurst Crossing, where timeless modern farmhouse architecture meets exceptional craftsmanship in one of Oro-Medonte's

47 Photos

222 Oak Street, Simcoe, ON , MLS #S13701580 , Image - 1

222 Oak Street Collingwood, Simcoe, ON MLS® S13701580

Residential Freehold (Detached)

$2950000.0

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 222 Oak Street, where timeless elegance meets modern luxury in this custom-built North Oak home. Set on a fenced full town lot in downtown

15 Photos

486 Hannah Street, Simcoe, ON , MLS #S13797614 , Image - 1

486 Hannah Street Midland, Simcoe, ON MLS® S13797614

Residential Freehold (Detached)

$499900.0

5 Beds
3 Baths
2000-2500 sq-ft

Discover this standout 3-Unit investment opportunity in a friendly Midland neighbourhood. This property features modern updates on 3 floors; ***Main F

48 Photos

1659 Emberton Way, Simcoe, ON , MLS #N13824254 , Image - 1

1659 Emberton Way Rural Innisfil, Innisfil, Simcoe, ON MLS® N13824254

Residential Freehold (Detached)

$1125000.0

Price drop by 6.2%

5 Beds
5 Baths
3500-5000 sq-ft

Experience Luxury Living at Belle Aire Shores! Just moments from the shimmering shores of Lake Simcoe, this magnificent 3,600+ sq. ft. residence is a

6 Photos

6 Cerberus Trail, Simcoe, ON , MLS #S14091044 , Image - 1

6 Cerberus Trail Devil's Glen, Clearview, Simcoe, ON MLS® S14091044

Residential Freehold (Detached)

$950000.0

5 Beds
3 Baths
1100-1500 sq-ft

Lovely 5 bedroom chalet located on Devil's Glen property. Lots of space to entertain friends and family. In the trees for complete privacy. Large wind

40 Photos

68 Alana Drive, Simcoe, ON , MLS #S13536438 , Image - 1

68 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S13536438

Residential Freehold (Detached)

$1950000.0

5 +1 Beds
7 Baths
3500-5000 sq-ft

Welcome to this impressive two-storey brick estate, thoughtfully designed for space, flexibility, and everyday practicality. Set on a private 0.859-ac

35 Photos

1466 Broderick Street, Simcoe, ON , MLS #N13701598 , Image - 1

1466 Broderick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13701598

Residential Freehold (Detached)

$1249990.0

Price drop by 3.8%

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to this beautifully upgraded premium 50' lot home offering over 3,700 sq. ft. of above-grade living space, blending luxury, comfort, and funct

36 Photos

50 Beaufort Crescent, Simcoe, ON , MLS #S13744350 , Image - 1

50 Beaufort Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S13744350

Residential Freehold (Detached)

$1299900.0

5 Beds
4 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Custom built in 2024 with exceptional attention to detail, this impressive home showcases rare full-height I

5 Bedroom Detached Houses for Sale in Simcoe, ON - P3

Rosehaven Simcoe Woods