684+ Detached Houses for Sale in Simcoe Under $5M

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3520 Bennett Avenue, Simcoe, ON , MLS #S12546060 , Image - 1

3520 Bennett Avenue Rural Severn, Severn, Simcoe, ON MLS® S12546060

Residential Freehold (Detached)

$321000.0

Price drop by 8.3%

1 Baths
700-1100 sq-ft

Small Home & a Beautiful Spot. Possibly this 350k value investment could be turned into 700-800k in a few short months. This property features lots (

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22 EAST JOHN Street, Simcoe, ON , MLS #N12827798 , Image - 1

22 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N12827798

Residential Freehold (Detached)

$1999999.0

3 +2 Beds
5 Baths
3000-3500 sq-ft

BACKS ONTO PROTECTED LAND. This stunning luxury home is situated on a quiet dead-end st, w/views of the countryside, + steps from park/rink/courts/lib

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1 Sinclair Crescent, Simcoe, ON , MLS #S12842622 , Image - 1

1 Sinclair Crescent Atherley, Ramara, Simcoe, ON MLS® S12842622

Residential Freehold (Detached)

$569900.0

2 Beds
2 Baths
1500-2000 sq-ft

Motivated Sellers - Priced to Sell! This is a fantastic opportunity to own a beautifully maintained home in Lakepoint Village, an inviting adult lifes

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101 River Road E, Simcoe, ON , MLS #S12797882 , Image - 1

101 River Road E Wasaga Beach, Simcoe, ON MLS® S12797882

Residential Freehold (Detached)

$559999.0

3 +1 Beds
2 Baths
700-1100 sq-ft

Charming Bungalow on a Prime Property - Just Steps from Wasaga Beach! Welcome to this beautiful & versatile bungalow, perfectly situated just a 5-minu

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8429 Poplar Side Road, Simcoe, ON , MLS #S12840642 , Image - 1

8429 Poplar Side Road Rural Clearview, Clearview, Simcoe, ON MLS® S12840642

Residential Freehold (Detached)

$3299000.0

4 +2 Beds
5 Baths
3500-5000 sq-ft

Welcome to The Great Totem House, a stunning reclaimed timber frame chalet set on a private 1.3-acre forested lot, just minutes from Osler Bluff Ski C

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1424 Klondike Park Road, Simcoe, ON , MLS #S12839872 , Image - 1

1424 Klondike Park Road Rural Clearview, Clearview, Simcoe, ON MLS® S12839872

Residential Freehold (Detached)

$1050000.0

3 Beds
1 Baths
1100-1500 sq-ft

25 acre property and 1300 square foot home! Incredible hobby farm or homestead opportunity. This property offers nearly 25 acres minutes to Stayner an

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17 Jamieson Drive, Simcoe, ON , MLS #N12833690 , Image - 1

17 Jamieson Drive Rosemont, Adjala-Tosorontio, Simcoe, ON MLS® N12833690

Residential Freehold (Detached)

$775000.0

3 +1 Beds
2 Baths
1100-1500 sq-ft

Welcome to Rosemont - where privacy, space, and lifestyle come together beautifully. Nestled on a stunning, private treed and professionally landscape

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2447 Ridge Road W, Simcoe, ON , MLS #S12828408 , Image - 1

2447 Ridge Road W Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S12828408

Residential Freehold (Detached)

$849900.0

3 Beds
2 Baths
1500-2000 sq-ft

PRIVATE SHANTY BAY SHOWSTOPPER WITH AN ABOVE-GROUND POOL, WALKOUT BASEMENT, & A BACKYARD BUILT FOR ENTERTAINING! Discover the lifestyle you've been wa

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1882 Providence Lane, Simcoe, ON , MLS #S12827962 , Image - 1

1882 Providence Lane Marchmont, Severn, Simcoe, ON MLS® S12827962

Residential Freehold (Detached)

$1350000.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to 1882 Providence Lane, a beautiful bungalow nestled on a private estate lot in the sought-after community of Marchmont. This home offers a w

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138 Knox Road E, Simcoe, ON , MLS #S12827670 , Image - 1

138 Knox Road E Wasaga Beach, Simcoe, ON MLS® S12827670

Residential Freehold (Detached)

$1950000.0

4 +1 Beds
5 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) A rare 5.6-acre setting surrounded by trees and nature, while being just steps to the Nottawasaga River and

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6 Alana Drive, Simcoe, ON , MLS #S12826532 , Image - 1

6 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S12826532

Residential Freehold (Detached)

$1399000.0

4 +1 Beds
4 Baths
3000-3500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Imagine a spacious lot surrounded by mature trees, yet just under 10 minutes from Highway 400, shopping, Sta

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1246 LESLIE Drive, Simcoe, ON , MLS #N12826380 , Image - 1

1246 LESLIE Drive Alcona, Innisfil, Simcoe, ON MLS® N12826380

Residential Freehold (Detached)

$1099999.0

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

Welcome to 1246 Leslie Drive - where comfort meets style. This beautifully renovated family home offers space, warmth, and elegance at every turn. Wit

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9 Dock Lane, Simcoe, ON , MLS #S12826154 , Image - 1

9 Dock Lane Port McNicoll, Tay, Simcoe, ON MLS® S12826154

Residential Freehold (Detached)

$1699900.0

4 Beds
4 Baths
2500-3000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Indulge in the epitome of waterfront living, where expansive decks and private balconies offer the idyllic s

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28 Nicholson Crescent, Simcoe, ON , MLS #S12823964 , Image - 1

28 Nicholson Crescent Snow Valley, Springwater, Simcoe, ON MLS® S12823964

Residential Freehold (Detached)

$1099900.0

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

Discover the charm of Snow Valley with this stunning all-brick bungalow, where nature, comfort, and style come together. Offering over 3,000 sq. ft of

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8464 6th Line, Simcoe, ON , MLS #N12638712 , Image - 1

8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12638712

Residential Freehold (Detached)

$2500000.0

4 Beds
3 Baths
3500-5000 sq-ft

TIMBER-FRAME ESTATE ON 10 ACRES WITH INGROUND POOL, EXPANSIVE BARN, VERSATILE OUTBUILDINGS, & A 4,544 SQ FT HOME BUILT TO IMPRESS! Call it a farmhouse

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775 James Street, Simcoe, ON , MLS #N12818730 , Image - 1

775 James Street Alcona, Innisfil, Simcoe, ON MLS® N12818730

Residential Freehold (Detached)

$614900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this well-located 3-bedroom, 2-bath bungalow in the heart of Alcona - one of Innisfil's most sought-after and fast-growing lakeside communi

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959 Larter Street, Simcoe, ON , MLS #N12817974 , Image - 1

959 Larter Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12817974

Residential Freehold (Detached)

$1089000.0

4 Beds
4 Baths
2500-3000 sq-ft

Stunning 4-Bedroom Home Near Lake Simcoe in Alcona, Innisfil. Welcome to 959 Larter Street, a beautifully designed home nestled in the charming commun

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38 Willow Drive, Simcoe, ON , MLS #S12815970 , Image - 1

38 Willow Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12815970

Residential Freehold (Detached)

$2899000.0

4 Beds
3 Baths
2000-2500 sq-ft

Perched majestically on the stunning shores of Georgian Bay this 37' Waterfront custom built all brick home with 4+ bedroom is calling your name. The

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113 River Road E, Simcoe, ON , MLS #S12803678 , Image - 1

113 River Road E Wasaga Beach, Simcoe, ON MLS® S12803678

Residential Freehold (Detached)

$575000.0

4 Beds
1 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Licensed for short-term accommodations, this charming property is just a short stroll to iconic Beach One in

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178 Barrie Street, Simcoe, ON , MLS #N12811328 , Image - 1

178 Barrie Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12811328

Residential Freehold (Detached)

$899000.0

4 Beds
2 Baths
1500-2000 sq-ft

Rare Opportunity in the Heart of Bradford! This tastefully renovated and modernized home offers 2 fully separate main floor units, perfect for investo

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319 Limerick Street, Simcoe, ON , MLS #N12806396 , Image - 1

319 Limerick Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12806396

Residential Freehold (Detached)

$1395000.0

3 Beds
3 Baths
1500-2000 sq-ft

Beautiful 50 Foot Waterfront Property Located 45 min From Toronto on Lake Simcoe. Stone & Stucco Exterior, 3 Car Garage, Concrete Walkways, Amazing Wa

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11 Copeland Street, Simcoe, ON , MLS #S12792672 , Image - 1

11 Copeland Street Penetanguishene, Simcoe, ON MLS® S12792672

Residential Freehold (Detached)

$749000.0

3 +1 Beds
3 Baths
1100-1500 sq-ft

Welcome to this beautifully maintained bungalow in a highly desirable Penetanguishene neighbourhood. This inviting home features three spacious bedroo

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1936 Tiny Beaches Road S, Simcoe, ON , MLS #S12748926 , Image - 1

1936 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S12748926

Residential Freehold (Detached)

$995000.0

2 +1 Beds
2 Baths
1100-1500 sq-ft

Experience relaxed lakeside living in this beautifully maintained three-bedroom home that pairs contemporary style with an easygoing coastal vibe. Wit

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439 Sundial Drive, Simcoe, ON , MLS #S12491190 , Image - 1

439 Sundial Drive Orillia, Simcoe, ON MLS® S12491190

Residential Freehold (Detached)

$499999.0

Price drop by 4.8%

3 Beds
1 Baths
700-1100 sq-ft

Situated on a generous 0.49-acre lot (approximately 60' x 330'), this raised bungalow offers a perfect blend of space and location. The home features

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3528 Glenhaven Beach Road, Simcoe, ON , MLS #N12800404 , Image - 1

3528 Glenhaven Beach Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12800404

Residential Freehold (Detached)

$1540000.0

3 Beds
2 Baths
1500-2000 sq-ft

An absolutely charming home located in sought-after Desirable area. A must see. With a Deeded Waterfront Beach Lot on Lake Simcoe. Located Across the

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1118 Stoney Point Road, Simcoe, ON , MLS #N12800136 , Image - 1

1118 Stoney Point Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N12800136

Residential Freehold (Detached)

$810000.0

4 Beds
2 Baths
1500-2000 sq-ft

Renovated 4-Season Lakefront Retreat with Private Boat Launch on Lake Simcoe. Welcome to 1118 Stoney Point Road, a beautifully updated 4-bedroom, 2-ba

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896 Booth Avenue, Simcoe, ON , MLS #N12798050 , Image - 1

896 Booth Avenue Alcona, Innisfil, Simcoe, ON MLS® N12798050

Residential Freehold (Detached)

$1299000.0

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

Welcome to this stunning 5-bedroom family home nestled in a sought-after neighbourhood just steps from the lake and nearby parks! Situated in a quiet,

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156 Bartlett Boulevard, Simcoe, ON , MLS #S12794486 , Image - 1

156 Bartlett Boulevard Collingwood, Simcoe, ON MLS® S12794486

Residential Freehold (Detached)

$3950000.0

4 +5 Beds
5 Baths
3500-5000 sq-ft

Welcome to your dream waterfront oasis in Collingwood, Ontario. This stunning home offers the rare luxury of docking your boat right at your property,

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6 Beaufort Crescent, Simcoe, ON , MLS #S12786498 , Image - 1

6 Beaufort Crescent Rural Tiny, Tiny, Simcoe, ON MLS® S12786498

Residential Freehold (Detached)

$1099000.0

3 Beds
2 Baths
1500-2000 sq-ft

Welcome to this exceptional soon to be completed luxury bungalow by The Fourth Home Developments Inc., thoughtfully designed with quality craftsmanshi

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46 Stocco Circle, Simcoe, ON , MLS #S12792830 , Image - 1

46 Stocco Circle Rural Tiny, Tiny, Simcoe, ON MLS® S12792830

Residential Freehold (Detached)

$999000.0

4 Beds
2 Baths
1500-2000 sq-ft

Custom Built Brick Bungalow with Unique TWO MIRRORED SEPARATE UNITS ON THE MAIN FLOOR! Each of the Main Floor Unit Offers a Spacious Living Area, Full

Detached Houses for Sale in Simcoe Under $5M - P21

Rosehaven Simcoe Woods