3376+ Detached Houses for Sale in Simcoe Under $5M

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52 Gray Street, Simcoe, ON , MLS #S13594038 , Image - 1

52 Gray Street Coldwater, Severn, Simcoe, ON MLS® S13594038

Residential Freehold (Detached)

$749900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this spacious all-brick bungalow, ideally located in the heart of Coldwater. Offering plenty of room both inside and out, this home feature

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984 Cook Drive, Simcoe, ON , MLS #S13594566 , Image - 1

984 Cook Drive Midland, Simcoe, ON MLS® S13594566

Residential Freehold (Detached)

$749000.0

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

Built by renowned Ontario builder Devonleigh Homes and offered for the first time since being built in 2014, this beautifully maintained home combines

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132 Queen Street W, Simcoe, ON , MLS #S13594490 , Image - 1

132 Queen Street W Elmvale, Springwater, Simcoe, ON MLS® S13594490

Residential Freehold (Detached)

$649900.0

4 Beds
1 Baths
1500-2000 sq-ft

CHARMING CENTURY HOME SET ON A RARE 80' x 150' IN-TOWN LOT FEATURING AN OVERSIZED DETACHED DOUBLE GARAGE, SHED & CLOSE TO THE TRANS CANADA TRAIL! Pict

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5 Sheppard Drive, Simcoe, ON , MLS #S13467006 , Image - 1

5 Sheppard Drive Victoria Harbour, Tay, Simcoe, ON MLS® S13467006

Residential Freehold (Detached)

$759900.0

Price drop by 1.3%

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

Welcome to this meticulously maintained bungalow, built in 2015 and nestled within one of Victoria Harbour's quiet, well-kept subdivisions. From the m

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9 Wolfe Street, Simcoe, ON , MLS #S13571870 , Image - 1

9 Wolfe Street Penetanguishene, Simcoe, ON MLS® S13571870

Residential Freehold (Detached)

$399900.0

4 Beds
1 Baths
1100-1500 sq-ft

Welcome to 9 Wolfe Street in the heart of Penetanguishene! This spacious bungalow offers exceptional potential for first-time buyers, families, or inv

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75 Hoyt Avenue, Simcoe, ON , MLS #S13094844 , Image - 1

75 Hoyt Avenue Victoria Harbour, Tay, Simcoe, ON MLS® S13094844

Residential Freehold (Detached)

$824900.0

4 Beds
2 Baths
2500-3000 sq-ft

Beautifully renovated 4 bedroom, 2 bathroom home offering flexible living spaces mere steps from Georgian Bay. Featuring a brand new custom kitchen wi

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3433 Beachview Avenue, Simcoe, ON , MLS #S13584470 , Image - 1

3433 Beachview Avenue West Shore, Severn, Simcoe, ON MLS® S13584470

Residential Freehold (Detached)

$475000.0

2 Beds
1 Baths
700-1100 sq-ft

Freshly refurbished bungalow perfect for a couple starting out or retiring who are looking for a garage, outdoor space and a cottage-sized, move in co

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165 Wilson Road, Simcoe, ON , MLS #S13594232 , Image - 1

165 Wilson Road Midland, Simcoe, ON MLS® S13594232

Residential Freehold (Detached)

$1790000.0

3 +2 Beds
4 Baths
2500-3000 sq-ft

Every Once in awhile a Special Home comes along! This Modern Architectural Custom Built Bungalow Blends All The Current Luxuries You can Dream of In A

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29 Northland Court, Simcoe, ON , MLS #S13594130 , Image - 1

29 Northland Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13594130

Residential Freehold (Detached)

$1379000.0

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

Experience elevated living in this luxury new-build, perfectly positioned in the prestigious Craighurst Crossing community, backing onto protected for

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5263 Elliott Side Road, Simcoe, ON , MLS #S13592224 , Image - 1

Unit-5, 5263 Elliott Side Road Rural Tay, Tay, Simcoe, ON MLS® S13592224

Residential Freehold (Detached)

$220000.0

3 Beds
1 Baths
1100-1500 sq-ft

Fixer-upper opportunity in Tiny Township in the Bramhall Community! This 3-bedroom, 1-bathroom modular home sits on a land leased lot in a private set

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15 Gould Crescent, Simcoe, ON , MLS #N13471096 , Image - 1

15 Gould Crescent Beeton, New Tecumseth, Simcoe, ON MLS® N13471096

Residential Freehold (Detached)

$949000.0

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

Beeton - where small-town charm is just minutes from big-city conveniences. Welcome to 15 Gould Crescent, a beautifully maintained and thoughtfully de

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28 Bellflower Crescent, Simcoe, ON , MLS #N13422298 , Image - 1

28 Bellflower Crescent Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13422298

Residential Freehold (Detached)

$1299000.0

Price drop by 5.7%

4 Beds
4 Baths
3000-3500 sq-ft

UNBEATABLE VALUE!!! Welcome to 28 Bellflower Crescent! An exquisite newer home, built in 2025, in the quaint hamlet of Colgan, just five minutes fro

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17 Sandlewood Trail, Simcoe, ON , MLS #S13418812 , Image - 1

17 Sandlewood Trail Brechin, Ramara, Simcoe, ON MLS® S13418812

Residential Freehold (Detached)

$859000.0

2 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to 17 Sandlewood Trail, an oversized 2+1-bedroom bungalow with an oversized double car garage, set on a generous lot in the heart of Bayshore

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30 Northgate Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13591150

Residential Freehold (Detached)

$949999.0

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

Beautifully renovated Bungalow in the heart of Bradford conveniently located walking distance to school, shopping, recreation faculty, library and lot

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602 Scarlett Line, Simcoe, ON , MLS #S13101432 , Image - 1

602 Scarlett Line Rural Springwater, Springwater, Simcoe, ON MLS® S13101432

Residential Freehold (Detached)

$899900.0

Price drop by 4.3%

4 Beds
4 Baths
2500-3000 sq-ft

Welcome to this lovely country property just outside of the village of Hillsdale! This spacious home has all the room you need! Grand foyer leads you

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403 Bay Street, Simcoe, ON , MLS #S13522614 , Image - 1

403 Bay Street Orillia, Simcoe, ON MLS® S13522614

Residential Freehold (Detached)

$1398000.0

Price drop by 3.6%

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to 403 Bay Street-an exceptional custom built home in one of Orillia's most sought after neighbourhoods. Just a short stroll from the shores o

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1965 Jans Boulevard, Simcoe, ON , MLS #N13593780 , Image - 1

1965 Jans Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13593780

Residential Freehold (Detached)

$899900.0

5 Beds
4 Baths
3500-5000 sq-ft

Welcome to this bright and spacious 5 Bed/4 Bath home in Alcona! Close to all the amenities you need! This large home has you enter into the foyer wit

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30 Henderson Crescent, Simcoe, ON , MLS #N13558290 , Image - 1

30 Henderson Crescent Alliston, New Tecumseth, Simcoe, ON MLS® N13558290

Residential Freehold (Detached)

$799000.0

3 Beds
3 Baths
1500-2000 sq-ft

WOW! Thousands in renovations and upgrades. This home has been lovingly cared for over the years. Located in the south west of Alliston & close to

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89 Toronto Street, Simcoe, ON , MLS #S13059884 , Image - 1

89 Toronto Street City Centre, Barrie, Simcoe, ON MLS® S13059884

Residential Freehold (Detached)

$649900.0

3 Beds
3 Baths
1500-2000 sq-ft

Power of Sale with an Excellent INVESTMENT OPPORTUNITY for Investors & Renovators in the heart of Downtown Barrie. Prime mixed-use property offering e

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174 Seventh Street, Simcoe, ON , MLS #S13228240 , Image - 1

174 Seventh Street Midland, Simcoe, ON MLS® S13228240

Residential Freehold (Detached)

$699900.0

Price drop by 3.4%

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

Located in Midland's desirable west end, this charming 1.5 storey home offers the perfect blend of character, comfort, and modern updates for growing

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76 Succession Crescent, Simcoe, ON , MLS #S13593540 , Image - 1

76 Succession Crescent Innis-Shore, Barrie, Simcoe, ON MLS® S13593540

Residential Freehold (Detached)

$899000.0

4 Beds
4 Baths
2000-2500 sq-ft

Welcome to 76 Succession Crescent in Barrie. Tucked into a quiet, family-friendly subdivision just minutes from downtown, this home offers a great bal

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1412 Thomas Drive, Simcoe, ON , MLS #N13593524 , Image - 1

1412 Thomas Drive Gilford, Innisfil, Simcoe, ON MLS® N13593524

Residential Freehold (Detached)

$879900.0

3 Beds
2 Baths
1100-1500 sq-ft

A PIECE OF PARADISE. APPROXIMATELY 3/4 ACRES CLOSE TO LAKE SIMCOE, TREED FOR PRIVACY. LOCATED CLOSE TO PUBLIC BEACH ACCESS, MARINAS AND IDEALLY LOCATE

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6 Maplehill Drive, Simcoe, ON , MLS #S13593448 , Image - 1

6 Maplehill Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13593448

Residential Freehold (Detached)

$1275000.0

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

SIMCOE ESTATES BUNGALOW WITH OVER 3,200 FINISHED SQ FT, A SHOWPIECE CUSTOM KITCHEN & WOODED BACKYARD SETTING! Set on a 190 x 255 ft lot in the sought-

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8116 Main Street, Simcoe, ON , MLS #N13593076 , Image - 1

8116 Main Street Everett, Adjala-Tosorontio, Simcoe, ON MLS® N13593076

Residential Freehold (Detached)

$599900.0

3 Beds
2 Baths
1500-2000 sq-ft

Step into this affordable Century Home that perfectly blends historic charm with eclectic flair. Bursting with personality and warmth, this unique res

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2710 Nottawasaga 10 Concession N, Simcoe, ON , MLS #S13593190 , Image - 1

2710 Nottawasaga 10 Concession N Rural Clearview, Clearview, Simcoe, ON MLS® S13593190

Residential Freehold (Detached)

$3975000.0

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

Introducing Winterbrook, a luxurious custom estate home masterfully crafted by Dalton Beachli. Nestled on just under two acres of beautifully landscap

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5354 3rd Line, Simcoe, ON , MLS #N13567988 , Image - 1

5354 3rd Line Tottenham, New Tecumseth, Simcoe, ON MLS® N13567988

Residential Freehold (Detached)

$1849000.0

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

Welcome to 5354 3rd Line, Tottenham-where modern luxury meets the serenity of country living. Set on nearly 5 pristine acres surrounded by towering ma

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62 Benson Drive, Simcoe, ON , MLS #S13571460 , Image - 1

62 Benson Drive Northwest, Barrie, Simcoe, ON MLS® S13571460

Residential Freehold (Detached)

$799900.0

2 +1 Beds
3 Baths
1500-2000 sq-ft

Welcome to 62 Benson Drive, a quality-built Morra bungalow in Barrie's highly sought-after northwest end. This impeccably maintained, all-brick home o

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28 Alana Drive, Simcoe, ON , MLS #S13478104 , Image - 1

28 Alana Drive Centre Vespra, Springwater, Simcoe, ON MLS® S13478104

Residential Freehold (Detached)

$1999900.0

Price drop by 4.8%

4 Beds
3 Baths
3500-5000 sq-ft

A private backyard retreat with a heated saltwater pool, multiple seating areas, and mature landscaping - ideal for relaxing, hosting friends, or spen

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857 Birchwood Drive, Simcoe, ON , MLS #S13537548 , Image - 1

857 Birchwood Drive Midland, Simcoe, ON MLS® S13537548

Residential Freehold (Detached)

$449000.0

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

SUN-FILLED BUNGALOW LIVING JUST MINUTES FROM MIDLAND'S WATERFRONT! Escape to a peaceful, tree-lined neighbourhood where quiet streets, mature trees, a

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12 Lloyd Cook Drive E, Simcoe, ON , MLS #S13592716 , Image - 1

12 Lloyd Cook Drive E Snow Valley, Springwater, Simcoe, ON MLS® S13592716

Residential Freehold (Detached)

$1399999.0

3 Beds
4 Baths
2000-2500 sq-ft

Located in one of Springwater's most sought-after estate communities, this beautiful home offers the perfect balance of comfort, style, and privacy. B

Detached Houses for Sale in Simcoe Under $5M - P47

Rosehaven Simcoe Woods