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

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350 5 Concession W, Simcoe, ON , MLS #S12574698 , Image - 1

350 5 Concession W Rural Tiny, Tiny, Simcoe, ON MLS® S12574698

Residential Freehold (Detached)

$1199900.0

3 +2 Beds
3 Baths
1500-2000 sq-ft

34-ACRE COUNTRY RETREAT WITH AN INGROUND POOL, IN-LAW POTENTIAL & LIMITLESS POSSIBILITIES! Set on an incredible 34-acre property surrounded by towerin

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11 Lisbon Court, Simcoe, ON , MLS #S12574740 , Image - 1

11 Lisbon Court Wasaga Beach, Simcoe, ON MLS® S12574740

Residential Freehold (Detached)

$590000.0

3 Beds
2 Baths
1100-1500 sq-ft

Get it before it snows!!!! Step into this beautifully renovated three-bedroom bungalow where modern elegance meets coastal charm, all nestled on an ex

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215 Dock Road, Simcoe, ON , MLS #S12535710 , Image - 1

215 Dock Road South Shore, Barrie, Simcoe, ON MLS® S12535710

Residential Freehold (Detached)

$2995000.0

Price drop by 3.1%

4 +1 Beds
5 Baths
5000 + sq-ft

Welcome to your dream home, just steps from Kempenfelt Bay! This exceptional 4+1 bedroom detached home is nestled in one of Barrie's most exclusive ar

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10 Water Street, Simcoe, ON , MLS #S12396594 , Image - 1

10 Water Street Collingwood, Simcoe, ON MLS® S12396594

Residential Freehold (Detached)

$824000.0

3 +2 Beds
2 Baths
1500-2000 sq-ft

In the Heart of Ontario's Four-Season Playground, tucked away next to the waterfront, this hidden enclave of homes is one of Collingwood's best-kept s

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1119 Sajnovic Place, Simcoe, ON , MLS #S12569554 , Image - 1

1119 Sajnovic Place Rural Ramara, Ramara, Simcoe, ON MLS® S12569554

Residential Freehold (Detached)

$1399000.0

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

Experience ranch-style or resort-style living on this remarkable 100-acre property, offering exceptional privacy, abundant space, and endless possibil

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5853 Yonge Street, Simcoe, ON , MLS #N12472435 , Image - 1

5853 Yonge Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12472435

Residential Freehold (Detached)

$1099000.0

4 Beds
2 Baths
2000-2500 sq-ft

EXPERIENCE COUNTRY LIVING WITH BEAUTIFUL MODERN UPDATES ON A PICTURESQUE 1.5-ACRE LOT, FEATURING A DOUBLE CAR HEATED GARAGE, SEPARATE ENTRANCE TO THE

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156 Santos Lane, Simcoe, ON , MLS #S12363920 , Image - 1

156 Santos Lane Wasaga Beach, Simcoe, ON MLS® S12363920

Residential Freehold (Detached)

$1025000.0

Price drop by 4.7%

4 +0 Beds
2 Baths
1100-1500 sq-ft

A rare opportunity to secure a sandy 3-season beachfront cottage on Georgian Bay ideal for both lifestyle and long-term value. With full municipal wat

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106 Diana Drive, Simcoe, ON , MLS #S12573034 , Image - 1

106 Diana Drive Orillia, Simcoe, ON MLS® S12573034

Residential Freehold (Detached)

$599999.0

3 Beds
3 Baths
1500-2000 sq-ft

!! PRICED TO SELL !! Experience the charm of this newly built, meticulously crafted three- bedroom, three-bathroom detached home and showcasing modern

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126 Brambel Road, Simcoe, ON , MLS #S12446206 , Image - 1

126 Brambel Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12446206

Residential Freehold (Detached)

$1675000.0

3 Beds
3 Baths
1500-2000 sq-ft

Nestled at the very end of a quiet, prestigious dead end street, this private woodland retreat on Brambel Road offers the best of both worlds: a seren

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77 Waterview Road, Simcoe, ON , MLS #S12563946 , Image - 1

77 Waterview Road Wasaga Beach, Simcoe, ON MLS® S12563946

Residential Freehold (Detached)

$1450000.0

4 Beds
3 Baths
2500-3000 sq-ft

Waterfront views over looking on peaceful shores of Georgian Bay featuring unparalleled water & sunset view, this corner lot detached designed w/ 4 l

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11 Ottaway Avenue, Simcoe, ON , MLS #S12532276 , Image - 1

11 Ottaway Avenue Wellington, Barrie, Simcoe, ON MLS® S12532276

Residential Freehold (Detached)

$759000.0

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

Unbeatable Price! Newer House On The Street! Built in 2018! Discover This True Gem House Located In The Highly South-After East End Of Barrie On A Qui

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118 Mennill Drive, Simcoe, ON , MLS #S12203696 , Image - 1

118 Mennill Drive Snow Valley, Springwater, Simcoe, ON MLS® S12203696

Residential Freehold (Detached)

$1625000.0

Price drop by 3.8%

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

Set On A Serene & Private Half-Acre Lot In Desirable Minesing, Just Minutes From Snow Valley Ski Resort, This Custom Modern Bungalow Offers A Rare Ble

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8570 Hwy 12 N/A, Simcoe, ON , MLS #S12442399 , Image - 1

8570 Hwy 12 N/A Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12442399

Residential Freehold (Detached)

$799900.0

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

Modern Design Meets Country Living! Your Oasis Awaits You! This Fully Renovated Raised Bungalow Is Situated On A Very Large Lot With Plenty Of Outdoor

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3 Cameron Street, Simcoe, ON , MLS #S12571736 , Image - 1

3 Cameron Street Centre Vespra, Springwater, Simcoe, ON MLS® S12571736

Residential Freehold (Detached)

$1349900.0

2 +2 Beds
5 Baths
1500-2000 sq-ft

Presenting 3 Cameron Street - Nestled in the heart of vibrant and sought-after Stonemanor Woods, Springwater, this TRIPLEX/ MODEL HOME is a true gem t

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726 Pennorth Drive, Simcoe, ON , MLS #S12555996 , Image - 1

726 Pennorth Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12555996

Residential Freehold (Detached)

$1099900.0

5 Beds
3 Baths
2500-3000 sq-ft

Welcome To The Beach Life! This Well Maintained 5-Bedroom, 3-Bathroom, Home Or Cottage Sits Just A Short Walk From The Gorgeous Sand Beach And Crystal

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29 Quinn Avenue, Simcoe, ON , MLS #S12571198 , Image - 1

29 Quinn Avenue Orillia, Simcoe, ON MLS® S12571198

Residential Freehold (Detached)

$549900.0

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

Welcome to this well-maintained two-bedroom bungalow located in a mature West Orillia neighbourhood. Situated on a fully fenced 70' x 189' lot, this p

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3 Comforts Cove N/A, Simcoe, ON , MLS #N12570962 , Image - 1

3 Comforts Cove N/A Rural Innisfil, Innisfil, Simcoe, ON MLS® N12570962

Residential Freehold (Detached)

$299900.0

2 Beds
1 Baths
700-1100 sq-ft

Welcome to this beautifully updated 2-bedroom, 1-bath bungalow nestled on a quiet court within a desirable 55+ adult land lease community. This charmi

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132 Dunedin Street, Simcoe, ON , MLS #S12406088 , Image - 1

132 Dunedin Street Orillia, Simcoe, ON MLS® S12406088

Residential Freehold (Detached)

$299900.0

Price drop by 11.8%

2 Beds
1 Baths
< 700 sq-ft

Earn sweat equity. Perfect for a handyman. Steps to hospital, park, restaurants. Terrific starter for young ambitious couple. There is a garage but us

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Lot 95A Reynolds Drive, Simcoe, ON , MLS #S12393577 , Image - 1

Lot 95A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393577

Residential Freehold (Detached)

$539900.0

2 Beds
2 Baths
700-1100 sq-ft

Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl

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Lot 92A Reynolds Drive, Simcoe, ON , MLS #S12393579 , Image - 1

Lot 92A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393579

Residential Freehold (Detached)

$559900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl

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Lot 89A Reynolds Drive, Simcoe, ON , MLS #S12393583 , Image - 1

Lot 89A Reynolds Drive Rural Ramara, Ramara, Simcoe, ON MLS® S12393583

Residential Freehold (Detached)

$599900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome To Lakepoint Village's Land Leased Community Located Just Outside Of Orillia With All The Amenities You Need! This Home Offers Elegant Main Fl

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968 Green Street, Simcoe, ON , MLS #N12445132 , Image - 1

968 Green Street Lefroy, Innisfil, Simcoe, ON MLS® N12445132

Residential Freehold (Detached)

$999000.0

Price drop by 15.3%

4 Beds
4 Baths
2500-3000 sq-ft

For Sale by Owner. Step up to luxury with a spacious 50' lot, twice the space of typical homes in the neighborhood, offering room to grow, play, and e

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3153 Monarch Drive, Simcoe, ON , MLS #S12221776 , Image - 1

3153 Monarch Drive Orillia, Simcoe, ON MLS® S12221776

Residential Freehold (Detached)

$759000.0

Price drop by 6.9%

3 Beds
2 Baths
1500-2000 sq-ft

Dreamland Bungalow with Stunning City Views in Prime Westridge Location! Welcome to 3153 Monarch Drive, a rare gem perched atop a gentle hillside in

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104 Knox Road E, Simcoe, ON , MLS #S12454854 , Image - 1

104 Knox Road E Wasaga Beach, Simcoe, ON MLS® S12454854

Residential Freehold (Detached)

$939000.0

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

Top 5 Reasons You Will Love This Home: 1) Enjoy a generous 50'x230' lot with over 50' of waterfront, spacious backyard areas perfect for entertaining,

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579 Marshall Road, Simcoe, ON , MLS #S12307617 , Image - 1

579 Marshall Road Rural Tiny, Tiny, Simcoe, ON MLS® S12307617

Residential Freehold (Detached)

$749900.0

Price drop by 11.8%

4 Beds
3 Baths
1500-2000 sq-ft

VACANT POSSESSION!! Discover this charming brick home set on 50 acres of cleared land budding up to the Wye River, zoned for Residential, agricultural

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196 Fourth Street, Simcoe, ON , MLS #S12459858 , Image - 1

196 Fourth Street Midland, Simcoe, ON MLS® S12459858

Residential Freehold (Detached)

$515000.0

Price drop by 4.5%

3 Beds
2 Baths
1100-1500 sq-ft

Discover a rare in-town oasis where historic charm meets convenience. Step inside this beautiful 2-storey 3 bed 1.5 bath home, built over a century ag

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22 Hughes Street, Simcoe, ON , MLS #S12552626 , Image - 1

22 Hughes Street Collingwood, Simcoe, ON MLS® S12552626

Residential Freehold (Detached)

$899900.0

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

Welcome to Pretty River Estates, a move-in ready Detached Home tucked away in a Peaceful Neighborhood Convenient to Everything Collingwood has to Offe

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121 Allegra Drive, Simcoe, ON , MLS #S12550022 , Image - 1

121 Allegra Drive Wasaga Beach, Simcoe, ON MLS® S12550022

Residential Freehold (Detached)

$1188000.0

4 +0 Beds
4 Baths
2500-3000 sq-ft

For Sale by Owner. Welcome home to gorgeous luxury raised Bungalow loft ! This spacious Bungalow offers approximately 3700 sq. Ft of total finished ar

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11 Wintergreen Lane W, Simcoe, ON , MLS #N12560538 , Image - 1

11 Wintergreen Lane W Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N12560538

Residential Freehold (Detached)

$1399000.0

5 Beds
5 Baths
3500-5000 sq-ft

A beautifully upgraded 5-bedroom detached home featuring a 3-car garage and separate entrance. The main floor boasts 10-ft ceilings and a stunning ope

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312 Harvie Road, Simcoe, ON , MLS #S12568018 , Image - 1

312 Harvie Road Holly, Barrie, Simcoe, ON MLS® S12568018

Residential Freehold (Detached)

$787000.0

3 Beds
2 Baths
1100-1500 sq-ft

Absolutely stunning 3bd 2bath detached brick bungalow on large 49ft X 115ft lot! Originally builder's model home. Massive open concept living/dining r

Detached Houses for Sale in Simcoe Under $5M - P7

Rosehaven Simcoe Woods