665+ Detached Houses for Sale in Simcoe Under $2M

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22 EAST JOHN Street, Simcoe, ON , MLS #N13162722 , Image - 1

22 EAST JOHN Street Cookstown, Innisfil, Simcoe, ON MLS® N13162722

Residential Freehold (Detached)

$1799000.0

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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25 MENNILL Drive, Simcoe, ON , MLS #S13162706 , Image - 1

25 MENNILL Drive Snow Valley, Springwater, Simcoe, ON MLS® S13162706

Residential Freehold (Detached)

$1675000.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Step into this exceptional custom-built bungalow this is an entertainer's delight, where luxury and comfort meet at every turn. Featuring contemporary

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103 Garbutt Crescent, Simcoe, ON , MLS #S12867518 , Image - 1

103 Garbutt Crescent Collingwood, Simcoe, ON MLS® S12867518

Residential Freehold (Detached)

$999000.0

Price drop by 4.8%

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

**Incredible Investment Opportunity!** In addition to this exceptional family home on a premium corner lot in Mountaincroft, is a complete & legal acc

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7118 Yonge Street, Simcoe, ON , MLS #N12808316 , Image - 1

7118 Yonge Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12808316

Residential Freehold (Detached)

$1050000.0

Price drop by 22.2%

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

Windows & Doors (2025), Exterior Paint, Fully Redesigned With Contemporary Finishes And Neutral Tones. Soaring Ceilings On 3.1 Acres Backing Onto Wood

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1592 15th Sideroad N/A, Simcoe, ON , MLS #N13007690 , Image - 1

1592 15th Sideroad N/A Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13007690

Residential Freehold (Detached)

$1299999.0

4 Beds
2 Baths
1500-2000 sq-ft

The Perfect 4 Bedroom & 2 Bathroom Country Home * Over 1.3 Acres Of Manicured Land * A Massive 300 Foot Frontage * Wrap Around Porch With Breathtaking

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1 Sundown Road, Simcoe, ON , MLS #S13160484 , Image - 1

1 Sundown Road Rural Tiny, Tiny, Simcoe, ON MLS® S13160484

Residential Freehold (Detached)

$799000.0

2 +2 Beds
1 Baths
< 700 sq-ft

Fully renovated 4-season cottage located in Tiny's sought-after Wahnekewaning Beach area, known for its strong European community and proximity to the

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10 & 11 Methodist Island N/A, Simcoe, ON , MLS #S13159870 , Image - 1

10 & 11 Methodist Island N/A Port McNicoll, Tay, Simcoe, ON MLS® S13159870

Residential Freehold (Detached)

$549900.0

3 Beds
1 Baths
700-1100 sq-ft

This charming family cottage offers the perfect blend of comfort, privacy, and classic Georgian Bay living. Inside, the bright open-concept layout fea

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10 Brolley Crescent, Simcoe, ON , MLS #N13135982 , Image - 1

10 Brolley Crescent Rural Essa, Essa, Simcoe, ON MLS® N13135982

Residential Freehold (Detached)

$1999999.0

3 +1 Beds
4 Baths
2000-2500 sq-ft

Welcome to an extraordinary custom-built bungalow offering nearly 5,000 sq. ft. of impeccably finished living space, set in an exclusive neighborhood

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330 Third Street, Simcoe, ON , MLS #S13044912 , Image - 1

330 Third Street Midland, Simcoe, ON MLS® S13044912

Residential Freehold (Detached)

$459000.0

Price drop by 4.2%

2 Beds
2 Baths
700-1100 sq-ft

Timeless Charm & Modern Comfort in the Heart of Midland! Welcome to a home that instantly feels just right. This beautifully updated 2-storey century

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28 Boyd Crescent, Simcoe, ON , MLS #S12810838 , Image - 1

28 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S12810838

Residential Freehold (Detached)

$1124900.0

Price drop by 4.3%

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

Tucked away on a picturesque, tree-lined half-acre lot in the desirable community of Moonstone, this stunningly renovated bungalow offers the perfect

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26 George Avenue, Simcoe, ON , MLS #S13157944 , Image - 1

26 George Avenue Wasaga Beach, Simcoe, ON MLS® S13157944

Residential Freehold (Detached)

$399900.0

3 Beds
1 Baths
700-1100 sq-ft

Opportunity Knocks! Attention Renovators, Contractors, Investors, Builders And First Time Buyers. 3 Bedroom Bungalow Located On A Quiet Cul-De Sac. K

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1882 Providence Lane, Simcoe, ON , MLS #S13157404 , Image - 1

1882 Providence Lane Marchmont, Severn, Simcoe, ON MLS® S13157404

Residential Freehold (Detached)

$1288000.0

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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3801 Wood Avenue, Simcoe, ON , MLS #S12936186 , Image - 1

3801 Wood Avenue West Shore, Severn, Simcoe, ON MLS® S12936186

Residential Freehold (Detached)

$899000.0

3 Beds
2 Baths
1500-2000 sq-ft

Experience the Best of Waterfront Living! Beautifully set along the shores of Lake Couchiching, this 3-bedroom waterfront home offers stunning views a

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83 Diana Way, Simcoe, ON , MLS #S13155820 , Image - 1

83 Diana Way Innis-Shore, Barrie, Simcoe, ON MLS® S13155820

Residential Freehold (Detached)

$1049900.0

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

Discover this stunning executive home perfect for large families and multi-generational living, featuring with separate two-bedroom in-law suite compl

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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

Embrace the rhythm of lakefront living in this thoughtfully cared-for three-bedroom home, where modern design meets laid-back coastal charm. Tranquil

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18 Lawrence Avenue, Simcoe, ON , MLS #S13094182 , Image - 1

18 Lawrence Avenue Anten Mills, Springwater, Simcoe, ON MLS® S13094182

Residential Freehold (Detached)

$1539900.0

3 +1 Beds
4 Baths
2500-3000 sq-ft

THE ULTIMATE 4-IN-1 COMPOUND: Luxury, Income & Automotive Excellence. Own a self-funding estate in prestigious Anten Mills. This meticulously renovate

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326 Lafontaine Road W, Simcoe, ON , MLS #S12920684 , Image - 1

326 Lafontaine Road W Lafontaine, Tiny, Simcoe, ON MLS® S12920684

Residential Freehold (Detached)

$499900.0

Price drop by 4.8%

5 Beds
2 Baths
2000-2500 sq-ft

Spacious five-bedroom family home with a versatile layout, premium features, and C5 zoning for added usage possibilities. This bright and welcoming re

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53 Mcbride Trail, Simcoe, ON , MLS #S13152858 , Image - 1

53 Mcbride Trail Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S13152858

Residential Freehold (Detached)

$819000.0

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

A Deal that Can't be Missed!!! Welcome to 53 McBride Trail, a stunning 2,200 sq. ft. detached home in Barries sought-after southeast end. Designed for

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70 Ivy Lane, Simcoe, ON , MLS #S12992884 , Image - 1

70 Ivy Lane Orillia, Simcoe, ON MLS® S12992884

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

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134 Sunnidale Road, Simcoe, ON , MLS #S13150982 , Image - 1

134 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13150982

Residential Freehold (Detached)

$428000.0

1 Beds
1 Baths
700-1100 sq-ft

Nestled on a beautifully treed lot in the heart of Wasaga Beach, this charming 1+ bedroom property offers an incredible opportunity for year-round liv

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7816 6th Line, Simcoe, ON , MLS #N13150734 , Image - 1

7816 6th Line Rural Essa, Essa, Simcoe, ON MLS® N13150734

Residential Freehold (Detached)

$1279999.0

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

4,400+ SQ FT ESTATE SET ON 2 PRIVATE ACRES OFFERING IN-LAW POTENTIAL, A LOFT ABOVE THE GARAGE, A SHOW-STOPPING INTERIOR, A FINISHED WALKOUT BASEMENT,

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48 Madawaska Trail, Simcoe, ON , MLS #S13150930 , Image - 1

48 Madawaska Trail Wasaga Beach, Simcoe, ON MLS® S13150930

Residential Freehold (Detached)

$405900.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to your new home in Wasaga! This land lease home is the perfect option for 4-season living without the high purchase price. We're located in t

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159 Sunnidale Road, Simcoe, ON , MLS #S13150656 , Image - 1

159 Sunnidale Road Wasaga Beach, Simcoe, ON MLS® S13150656

Residential Freehold (Detached)

$698000.0

1 Beds
1 Baths
< 700 sq-ft

Welcome to this cozy 1-bedroom, 1-bathroom cottage nestled on an expansive 50ft x 380ft riverfront lot a rare find with room to grow! This charming ho

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16 Roy Road, Simcoe, ON , MLS #N13147492 , Image - 1

16 Roy Road Tottenham, New Tecumseth, Simcoe, ON MLS® N13147492

Residential Freehold (Detached)

$1465000.0

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

Step into a masterpiece where luxury meets tranquility in Tottenham's most coveted enclave! This extraordinary home, the largest builder model, rests

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9197 County 91 Road, Simcoe, ON , MLS #S12947854 , Image - 1

9197 County 91 Road Rural Clearview, Clearview, Simcoe, ON MLS® S12947854

Residential Freehold (Detached)

$1665000.0

Price drop by 7.2%

2 +3 Beds
3 Baths
2000-2500 sq-ft

Welcome to your private country estate, set on 9.02 acres of breathtaking natural landscape with panoramic views stretching across Georgian Bay and th

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80 Concession 8 Road E, Simcoe, ON , MLS #S13146650 , Image - 1

80 Concession 8 Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13146650

Residential Freehold (Detached)

$525000.0

1 Beds
1 Baths
700-1100 sq-ft

HEATED SHOP ON LARGE LOT- This newly updated bungalow that sits on an expansive 350 x 100 ft lot and offers a cozy vibe. The entire home is filled wit

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16 Misty Ridge Road, Simcoe, ON , MLS #S13146116 , Image - 1

16 Misty Ridge Road Wasaga Beach, Simcoe, ON MLS® S13146116

Residential Freehold (Detached)

$845000.0

4 Beds
4 Baths
3000-3500 sq-ft

NEW HST REBATE PRICING! With over 3,000 sq. ft. of thoughtfully designed living space, this newly built Aspen Model (Elevation B) by Baycliffe Commu

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83 OLD MOSLEY Street, Simcoe, ON , MLS #S13125602 , Image - 1

83 OLD MOSLEY Street Wasaga Beach, Simcoe, ON MLS® S13125602

Residential Freehold (Detached)

$1225000.0

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

Waterfront retreat that offers year round living on the prime boating part of the Nottawasaga River in Wasaga Beach a convenient short walk to the pri

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59 Amber Drive, Simcoe, ON , MLS #S13144782 , Image - 1

59 Amber Drive Wasaga Beach, Simcoe, ON MLS® S13144782

Residential Freehold (Detached)

$842000.0

4 Beds
4 Baths
2500-3000 sq-ft

NEW HST Rebate Pricing! This stunning move in Pine Model in the sought-after Villas of Upper Wasaga (Phase 4) boast all Brick & Stone home with triple

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3870 Darling Island Road, Simcoe, ON , MLS #S13056420 , Image - 1

3870 Darling Island Road Port Severn, Severn, Simcoe, ON MLS® S13056420

Residential Freehold (Detached)

$1999900.0

3 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Enjoy expansive views of the Trent Severn Waterway and a peaceful, nature-rich environment. The protected we

Detached Houses for Sale in Simcoe Under $2M - P15

Rosehaven Simcoe Woods