211+ 5 Bedroom Houses Sale for Simcoe in Under $5M

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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.

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59 Maidens Crescent, Simcoe, ON , MLS #S13440140 , Image - 1

59 Maidens Crescent Collingwood, Simcoe, ON MLS® S13440140

Residential Freehold (Detached)

$1128000.0

5 Beds
4 Baths
2500-3000 sq-ft

Luxurious Two-Story Haven in Picturesque Collingwood, Located in Between Blue Mountain and Beautiful Town of Collingwood with Many Attractions. You Ca

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14 Imperial Crown Lane, Simcoe, ON , MLS #S13554762 , Image - 1

14 Imperial Crown Lane Innis-Shore, Barrie, Simcoe, ON MLS® S13554762

Residential Freehold (Detached)

$895000.0

Price drop by 3.2%

5 Beds
3 Baths
3000-3500 sq-ft

Show Stopper! Welcome to this lovely 5 bedroom home in the exclusive Royal Parkside Community of South Barrie* Walk to the beach on Wilkins walk or ta

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44 Albert Street W, Simcoe, ON , MLS #N13549168 , Image - 1

44 Albert Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13549168

Residential Freehold (Detached)

$1599999.0

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

Welcome to **44 Albert Street West**, where timeless design meets modern luxury in one of Alliston's most desirable neighbourhoods. This exceptional c

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323 Crawford Street, Simcoe, ON , MLS #S13619434 , Image - 1

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

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3252 15th Side Road, Simcoe, ON , MLS #N13625550 , Image - 1

3252 15th Side Road Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13625550

Residential Freehold (Detached)

$1299999.0

5 Beds
3 Baths
2000-2500 sq-ft

Your own private, cottage-style escape, without leaving the city behind. Welcome to this rare 2.03-acre property, where everyday living feels like a g

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23 Trail Boulevard, Simcoe, ON , MLS #S13629746 , Image - 1

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

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46 Park Street, Simcoe, ON , MLS #S13043680 , Image - 1

46 Park Street Queen's Park, Barrie, Simcoe, ON MLS® S13043680

Residential Freehold (Detached)

$689000.0

Price drop by 9.3%

5 Beds
2 Baths
2000-2500 sq-ft

Welcome to this beautifully updated century home in the heart of Barrie, where timeless character meets modern comfort. Perfectly located close to sch

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642-644 Bay Street, Simcoe, ON , MLS #S13532098 , Image - 1

642-644 Bay Street Midland, Simcoe, ON MLS® S13532098

Residential Freehold (Duplex)

$444900.0

Price drop by 11.0%

5 Beds
3 Baths
2000-2500 sq-ft

Attention Investors or First Time Home Buyers. Amazing Opportunity. Side by Side Duplex. Live in One Side and Rent Out the Other One. Or Rent Out Both

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5385 8 Line N, Simcoe, ON , MLS #S13628286 , Image - 1

5385 8 Line N Moonstone, Oro-Medonte, Simcoe, ON MLS® S13628286

Residential Freehold (Detached)

$3399000.0

5 +2 Beds
6 Baths
5000 + sq-ft

FAMILY COMPOUND | Built in 2022, this expansive 9,000 sqft estate on 100 acres is ideal for multi-generational living, family compound use, or rental

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960 Lawson Road, Simcoe, ON , MLS #S13628036 , Image - 1

960 Lawson Road Rural Tiny, Tiny, Simcoe, ON MLS® S13628036

Residential Freehold (Rural Residential)

$3890000.0

5 +2 Beds
5 Baths
3000-3500 sq-ft

THE LAWSON ESTATE. An exceptional opportunity to secure 86.99 acres in one of Southern Georgian Bay's most desirable four-season destinations, just ov

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36 Oliver's Mill Road, Simcoe, ON , MLS #S13627956 , Image - 1

36 Oliver's Mill Road Minesing, Springwater, Simcoe, ON MLS® S13627956

Residential Freehold (Detached)

$1478800.0

5 Beds
5 Baths
3500-5000 sq-ft

Luxury Living Meets Exceptional Craftsmanship! Welcome to this extensively upgraded executive residence offering over 4,194 sqft. of elegant living sp

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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,

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2236 Pemberton Way, Simcoe, ON , MLS #N13627066 , Image - 1

2236 Pemberton Way Churchill, Innisfil, Simcoe, ON MLS® N13627066

Residential Freehold (Detached)

$1990000.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to 2236 Pemberton Way, an exceptional 5-bedroom, 4.5-bath luxury residence offering 4,373 sq ft of refined living space on a rare nearly 1-acr

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1367 Lawson Street, Simcoe, ON , MLS #N13472422 , Image - 1

1367 Lawson Street Alcona, Innisfil, Simcoe, ON MLS® N13472422

Residential Freehold (Detached)

$1399900.0

5 Beds
5 Baths
3500-5000 sq-ft

Welcome to nearly 5,000 sq. ft. of refined, modern living on a premium corner lot in one of Innisfil's most desirable communities. Located just five m

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2670 SOUTH SPARROW LAKE Road, Simcoe, ON , MLS #S13609264 , Image - 1

2670 SOUTH SPARROW LAKE Road Rural Severn, Severn, Simcoe, ON MLS® S13609264

Residential Freehold (Detached)

$1099000.0

Price drop by 0.1%

5 +1 Beds
2 Baths
700-1100 sq-ft

This is 57 Acres of Private Paradise! Enjoy approximately 57 acres of picturesque countryside with a private driveway leading to two homes on the prop

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20 King Street S, Simcoe, ON , MLS #N13538958 , Image - 1

20 King Street S Cookstown, Innisfil, Simcoe, ON MLS® N13538958

Residential Freehold (Detached)

$1549900.0

5 Beds
3 Baths
3000-3500 sq-ft

Welcome To 20 King Street S, Known As The King Victorian. A Rare Opportunity To Own A Beautifully Renovated Century Home Dating Back To 1890, Offering

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3456 Jean Street, Simcoe, ON , MLS #S12938492 , Image - 1

3456 Jean Street Washago, Severn, Simcoe, ON MLS® S12938492

Residential Freehold (Detached)

$599000.0

Price drop by 14.4%

5 Beds
2 Baths
2000-2500 sq-ft

Large 2200 SF, Waterfront Home/Cottage with 76 Ft X 207 Ft Lot on the Severn River. Featuring Five Bedrooms, Propane FP, Wood FP, Sunroom, Covered Boa

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4296 Manton Lane, Simcoe, ON , MLS #S13617202 , Image - 1

4296 Manton Lane Rural Severn, Severn, Simcoe, ON MLS® S13617202

Residential Freehold (Detached)

$1895000.0

5 Beds
2 Baths
1500-2000 sq-ft

Experience the best of waterfront living at this beautifully maintained four-bedroom, two-bathroom cottage on the picturesque Severn River. Just 90 mi

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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

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9 Little Lake Drive, Simcoe, ON , MLS #S13036046 , Image - 1

9 Little Lake Drive Little Lake, Barrie, Simcoe, ON MLS® S13036046

Residential Freehold (Detached)

$950000.0

5 Beds
4 Baths
3000-3500 sq-ft

Exceptional opportunity to own a large and highly versatile home offering over 3,000 sq ft of living space plus a partially finished basement, set on

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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

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245 Jane Street, Simcoe, ON , MLS #S13532262 , Image - 1

245 Jane Street Stayner, Clearview, Simcoe, ON MLS® S13532262

Residential Freehold (Detached)

$1149000.0

5 Beds
5 Baths
3000-3500 sq-ft

Exceptional legal duplex offering the perfect blend of family living and investment potential. The bright, open-concept main home features 3 spacious

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1108 Trombley Street, Simcoe, ON , MLS #N13621610 , Image - 1

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

Residential Freehold (Detached)

$849000.0

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

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29 TECUMSETH Street, Simcoe, ON , MLS #S13622146 , Image - 1

29 TECUMSETH Street Orillia, Simcoe, ON MLS® S13622146

Residential Freehold (Detached)

$849000.0

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 29 Tecumseth Street in Orillia, a distinctive 2 1/2-storey century home where history meets modern updates. Originally built in 1900 just a

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

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

Residential Freehold (Detached)

$999999.0

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

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3525 Tenth Line Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13422752

Residential Freehold (Detached)

Price On Request

5 +2 Beds
4 Baths
3000-3500 sq-ft

Discover an exceptional opportunity to acquire 20 acres of prime land in the highly sought-after Bradford West Gwillimbury area**. Ideally positioned

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

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

Residential Freehold (Detached)

$1479000.0

Price drop by 1.4%

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