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

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17 Oakmont Avenue, Simcoe, ON , MLS #S13188218 , Image - 1

17 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13188218

Residential Freehold (Detached)

$924800.0

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

HORSESHOE VALLEY BUNGALOFT WITH NEARLY 4,000 FINISHED SQ FT, ELEGANT FINISHES, A FINISHED BASEMENT & PRIVATE BACKYARD WITH HOT TUB! Buy the address fo

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4 Belair Place, Simcoe, ON , MLS #N13005392 , Image - 1

4 Belair Place Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N13005392

Residential Condo & Other (Detached Condo)

$659900.0

Price drop by 5.6%

1 +1 Beds
3 Baths
1200-1399 sq-ft

Welcome to the amazing Briar Hill development just minutes from the Nottawassaga Inn and 36 hole golf course, 15 minutes west of Hwy 400 along Hwy 89.

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44 Albert Street W, Simcoe, ON , MLS #N13159492 , Image - 1

44 Albert Street W Alliston, New Tecumseth, Simcoe, ON MLS® N13159492

Residential Freehold (Detached)

$1599000.0

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

Welcome to 44 Albert Street West, a stunning custom-built luxury residence in the heart of Alliston offering the perfect blend of upscale living, mode

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36 Tecumseth Pines Drive, Simcoe, ON , MLS #N12426310 , Image - 1

36 Tecumseth Pines Drive Rural New Tecumseth, New Tecumseth, Simcoe, ON MLS® N12426310

Residential Freehold (Detached)

$499000.0

Price drop by 1.2%

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to Tecumseth Pines, where peaceful country surroundings meet an active and welcoming 55+ lifestyle! Nestled in a beautiful community just minu

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10 Allen Drive N, Simcoe, ON , MLS #S12916764 , Image - 1

10 Allen Drive N Wasaga Beach, Simcoe, ON MLS® S12916764

Residential Freehold (Detached)

$399900.0

2 Beds
2 Baths
700-1100 sq-ft

Stylishly Updated Bungalow in Sought-After 55+ Parkbridge Community - Wasaga Beach. Welcome to 10 Allen Dr N in Hometown, a desirable 55+ Parkbridge l

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1949 Jans Boulevard, Simcoe, ON , MLS #N13013126 , Image - 1

1949 Jans Boulevard Alcona, Innisfil, Simcoe, ON MLS® N13013126

Residential Freehold (Detached)

$1299000.0

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

Welcome to 1949 Jans Blvd, Innisfil - Where Space, Style & Lifestyle come together! This stunning, detached, 2 car garage home offers the perfect blen

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22 Chantler Road, Simcoe, ON , MLS #N13154956 , Image - 1

22 Chantler Road Alliston, New Tecumseth, Simcoe, ON MLS® N13154956

Residential Freehold (Detached)

$869999.0

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

Recently renovated kitchen with gleaming quartz countertops (2026) and laminate flooring on the main level installed in 2026. This spacious Wellington

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5 Kelsey Crescent, Simcoe, ON , MLS #S12946974 , Image - 1

5 Kelsey Crescent Ardagh, Barrie, Simcoe, ON MLS® S12946974

Residential Freehold (Detached)

$999000.0

4 Beds
3 Baths
2000-2500 sq-ft

Immaculate , Sun Filled Family with Clear View ! 2210 Sqft Home plus 932 Sqft Basement in NUMBER ONE SOUTH BARRIE ARDAGH COMMUNITY *** Large Size 4 Be

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1129 Lindy Lane, Simcoe, ON , MLS #N13019610 , Image - 1

1129 Lindy Lane Gilford, Innisfil, Simcoe, ON MLS® N13019610

Residential Freehold (Detached)

$649900.0

Price drop by 3.7%

2 Beds
1 Baths
700-1100 sq-ft

Location, location, location! Just steps from Lake Simcoe in the welcoming waterfront community of Gilford, this bright and beautifully updated bungal

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215 Roy Drive, Simcoe, ON , MLS #S13174246 , Image - 1

215 Roy Drive Stayner, Clearview, Simcoe, ON MLS® S13174246

Residential Freehold (Detached)

$939000.0

4 Beds
4 Baths
2500-3000 sq-ft

Beautifully finished family home nestled in the charming community of Stayner, offering exceptional space, style, and comfort for growing families. Th

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77 Sovereign's Gate, Simcoe, ON , MLS #S13173626 , Image - 1

77 Sovereign's Gate Innis-Shore, Barrie, Simcoe, ON MLS® S13173626

Residential Freehold (Detached)

$949000.0

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

Welcome to 77 Sovereigns Gate, Barrie - a spacious home offering over 3,500 sq ft of finished living space, featuring four bedrooms on the upper level

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17 Private Drive, Simcoe, ON , MLS #N13173370 , Image - 1

17 Private Drive Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N13173370

Residential Freehold (Detached)

$248000.0

< 700 sq-ft

Rare Waterfront Opportunity On The Holland River! This 50 X 100 Ft Property Is Accessed Via A Private Road With Direct Access To Yonge St Offering A P

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56 Livia Herman Way N, Simcoe, ON , MLS #S12866768 , Image - 1

56 Livia Herman Way N East Bayfield, Barrie, Simcoe, ON MLS® S12866768

Residential Freehold (Detached)

$888180.0

Price drop by 10.2%

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

Welcome to your dream home! Nestled in an excellent location, this charming raised bungalow boasts three spacious bedrooms plus a versatile additional

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756 Quebec Street, Simcoe, ON , MLS #S13032018 , Image - 1

756 Quebec Street Midland, Simcoe, ON MLS® S13032018

Residential Freehold (Detached)

$545900.0

Price drop by 0.7%

2 Beds
2 Baths
1100-1500 sq-ft

Charming two storey century home located in a quiet neighbourhood. Suitable for a small family or a retired couple looking to downsize. The main level

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197 Church Street, Simcoe, ON , MLS #N13080870 , Image - 1

197 Church Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13080870

Residential Freehold (Detached)

$849500.0

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

Beautiful 3 bedroom plus 1 bedroom apt, all brick bungalow on large 125 x 100 corner-lot (key lot). Potential for 5 town house in process by city. Ren

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3123 Stone Ridge Boulevard, Simcoe, ON , MLS #S13170960 , Image - 1

3123 Stone Ridge Boulevard Orillia, Simcoe, ON MLS® S13170960

Residential Freehold (Detached)

$879900.0

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to this stunning 2-storey family home in the highly sought-after Stone Ridge community, offering nearly 3,000 sq ft of beautifully finished li

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41 Treetops Boulevard, Simcoe, ON , MLS #N12945782 , Image - 1

41 Treetops Boulevard Alliston, New Tecumseth, Simcoe, ON MLS® N12945782

Residential Freehold (Detached)

$999000.0

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

Sun-filled 3+1 bedroom + office home fronting a park in Treetops and giving you flexible 3 + 1 bedroom + office living. Over 3,000 sq ft of living spa

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12 Mitchell Avenue, Simcoe, ON , MLS #S13007036 , Image - 1

12 Mitchell Avenue Collingwood, Simcoe, ON MLS® S13007036

Residential Freehold (Detached)

$819000.0

Price drop by 1.2%

3 Beds
3 Baths
1100-1500 sq-ft

This modern yet cozy open-concept home of over 1,300 sq ft has everything you need! An open foyer lets light in on both levels and a grey-stained oak

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6278 Highway 89 N/A, Simcoe, ON , MLS #N13169464 , Image - 1

6278 Highway 89 N/A Alliston, New Tecumseth, Simcoe, ON MLS® N13169464

Residential Freehold (Detached)

$769900.0

4 Beds
4 Baths
1500-2000 sq-ft

Rare Multi-Unit Opportunity! Discover Incredible Versatility With This Property Featuring Three Separate Living Units On A Large 66 Ft x 317 Ft Deep L

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1664 Moyer Avenue, Simcoe, ON , MLS #N13169312 , Image - 1

1664 Moyer Avenue Alcona, Innisfil, Simcoe, ON MLS® N13169312

Residential Freehold (Detached)

$978800.0

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

Welcome To This Majestic Custom Made House Located In Alcona, Across From Big Cedar Golf Club And Walking Distance To Lake Simcoe, Parks And 7 Minutes

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136 Noble Drive, Simcoe, ON , MLS #N13018484 , Image - 1

136 Noble Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13018484

Residential Freehold (Detached)

$1129900.0

Price drop by 1.7%

5 Beds
4 Baths
2500-3000 sq-ft

Welcome to 136 Noble Drive, Approx 2,800 sq. ft. detached home offering 5 bedrooms and 4 bathrooms in the heart of Bradford. This residence combines m

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2197 Tiny Beaches Road S, Simcoe, ON , MLS #S13167252 , Image - 1

2197 Tiny Beaches Road S Rural Tiny, Tiny, Simcoe, ON MLS® S13167252

Residential Freehold (Detached)

$699800.0

3 Beds
2 Baths
1500-2000 sq-ft

Multi-Family Property Just Steps from Georgian Bay | Prime Woodland Beach Location.

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10 Westminster Circle, Simcoe, ON , MLS #S13167284 , Image - 1

10 Westminster Circle Innis-Shore, Barrie, Simcoe, ON MLS® S13167284

Residential Freehold (Detached)

$799900.0

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

Welcome to this beautifully maintained all-brick ranch bungalow, where refined finishes, soaring ceilings, and thoughtful upgrades come together to cr

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21 Hawthorne Drive, Simcoe, ON , MLS #N13155562 , Image - 1

21 Hawthorne Drive Rural Innisfil, Innisfil, Simcoe, ON MLS® N13155562

Residential Freehold (Detached)

$275000.0

3 Beds
1 Baths
700-1100 sq-ft

Top 5 Reasons You Will Love This Home: 1) An upgrade packed home that delivers exceptional value at every turn, even before stepping inside you'll not

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11 Union Boulevard, Simcoe, ON , MLS #S13165232 , Image - 1

11 Union Boulevard Wasaga Beach, Simcoe, ON MLS® S13165232

Residential Freehold (Detached)

$778800.0

4 Beds
3 Baths
2000-2500 sq-ft

Location, Lifestyle & Convenience! Welcome to this beautiful 2-storey home in the master-planned Sunnidale community by Redberry Homes, located near t

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89 Andrew Drive, Simcoe, ON , MLS #S13163066 , Image - 1

89 Andrew Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13163066

Residential Freehold (Detached)

$579900.0

3 Beds
2 Baths
700-1100 sq-ft

Nestled on a peaceful dead-end country paved road, this beautifully updated 3-bedroom, 2-bathroom home offers the perfect blend of modern comfort and

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43 Perry Street, Simcoe, ON , MLS #S13164226 , Image - 1

43 Perry Street Queen's Park, Barrie, Simcoe, ON MLS® S13164226

Residential Freehold (Detached)

$599000.0

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

Welcome to this charming 2-story detached, a fantastic investment opportunity or a perfect starter home with income potential. Located in a tranquil,

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19 Reid's Ridge, Simcoe, ON , MLS #S12849496 , Image - 1

19 Reid's Ridge Moonstone, Oro-Medonte, Simcoe, ON MLS® S12849496

Residential Freehold (Detached)

$1999900.0

Price drop by 9.1%

3 +2 Beds
5 Baths
3500-5000 sq-ft

BIG PRICE ADJUSTMENT! This extraordinary estate, set on 8.6 acres, offers a thoughtfully designed layout that blends luxury, privacy, and functionalit