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

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66 Scarlett Line, Simcoe, ON , MLS #S12928942 , Image - 1

66 Scarlett Line Hillsdale, Springwater, Simcoe, ON MLS® S12928942

Residential Freehold (Detached)

$749900.0

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

Welcome to 66 Scarlet Line in Hillsdale an exquisite home that blends modern comfort with peaceful, small-town living. Offering over 2,000 sq. ft. of

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130 Concession 15 N/A W, Simcoe, ON , MLS #S12984964 , Image - 1

130 Concession 15 N/A W Rural Tiny, Tiny, Simcoe, ON MLS® S12984964

Residential Freehold (Detached)

$2499900.0

4 Beds
3 Baths
3500-5000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Escape the limitations of the city with this 40-acre private compound in Tiny, offering a scale of infrastru

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30 Georgian Lane, Simcoe, ON , MLS #S13063488 , Image - 1

30 Georgian Lane Rural Tay, Tay, Simcoe, ON MLS® S13063488

Residential Freehold (Detached)

$1290000.0

3 Beds
3 Baths
1100-1500 sq-ft

GEORGIAN BAY WATERFRONT HOME WITH 80 FT OF SHORELINE, SWEEPING WATER VIEWS & A WARM, CHARACTER-FILLED INTERIOR! This isn't just a home; it's your wate

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159 Franklin Trail, Simcoe, ON , MLS #S13063528 , Image - 1

159 Franklin Trail Rural Barrie Southwest, Barrie, Simcoe, ON MLS® S13063528

Residential Freehold (Detached)

$1129000.0

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

Stunning 4-Year New LEGAL DUPLEX - 3,700+ SqFt of Upgraded Living Space!. SPACIOUS LAYOUT: 6 beds, 5 baths, 10 ft ceilings, hardwood floors, pot light

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223 Inverness Way S, Simcoe, ON , MLS #N12997448 , Image - 1

223 Inverness Way S Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12997448

Residential Freehold (Detached)

$1124900.0

4 Beds
4 Baths
2500-3000 sq-ft

Luxurious Home At Green Valley Estate. Open Concept Layout Featuring 4 Spacious Bedrooms Each W/Ensuite Or Jack & Jill. 9 Ft Ceilings On Main. Exqui

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963 Canal Road, Simcoe, ON , MLS #N12878714 , Image - 1

963 Canal Road Rural Bradford West Gwillimbury, Bradford West Gwillimbury, Simcoe, ON MLS® N12878714

Residential Freehold (Detached)

$799000.0

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

963 Canal Rd - Country Living with Scenic Canal Views Escape to tranquility on this stunning 1.7-acre property featuring a spacious 4+1 bedroom home w

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32 Mcmulkin Street, Simcoe, ON , MLS #N13020216 , Image - 1

32 Mcmulkin Street Alliston, New Tecumseth, Simcoe, ON MLS® N13020216

Residential Freehold (Detached)

$719900.0

3 Beds
3 Baths
1100-1500 sq-ft

Welcome to 32 McMullin Street in Alliston-a rare opportunity to own a detached home at an affordable price point, offering the space and independence

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88 Cook Street, Simcoe, ON , MLS #S12780166 , Image - 1

88 Cook Street Codrington, Barrie, Simcoe, ON MLS® S12780166

Residential Freehold (Detached)

$1250000.0

Price drop by 19.4%

5 Beds
3 Baths
3000-3500 sq-ft

PRICE DRASTICALLY LOWERED...OWNER RELOCATING: Unique Custom Sprawling Modern Bungalow with Inground Pool, and triple car garage - ideally located i

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2645 ST AMANT Road, Simcoe, ON , MLS #S12638792 , Image - 1

2645 ST AMANT Road Rural Severn, Severn, Simcoe, ON MLS® S12638792

Residential Freehold (Detached)

$990000.0

3 +0 Beds
1 Baths
1100-1500 sq-ft

Escape to the tranquility of this 3-bedroom home nestled on a sprawling 110-acre property. This is a rare opportunity to own your own piece of paradis

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2043 Beman Point Lane, Simcoe, ON , MLS #S13062590 , Image - 1

2043 Beman Point Lane Rural Severn, Severn, Simcoe, ON MLS® S13062590

Residential Freehold (Detached)

$1530000.0

3 Beds
2 Baths
1100-1500 sq-ft

Refined Four-Season Waterfront Living on Gloucester Pool. Set along 219 feet of private shoreline, this exceptional waterfront offering captures expan

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635 Wayne Crescent, Simcoe, ON , MLS #S12884896 , Image - 1

635 Wayne Crescent Midland, Simcoe, ON MLS® S12884896

Residential Freehold (Detached)

$689900.0

Price drop by 1.4%

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

New Price!! Motivated Seller Welcome Home to 635 Wayne Cres Midland Ontario, This wonderful all brick raised bungalow is Available Now for you and you

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74 Mcdonnell Crescent, Simcoe, ON , MLS #N13062306 , Image - 1

74 Mcdonnell Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N13062306

Residential Freehold (Detached)

$1249999.0

3 Beds
4 Baths
2000-2500 sq-ft

This Stunning 3 Bed, 4 Bath Bungaloft Is The Perfect Blend Of Luxury, Comfort, And Lifestyle. Benefit From A Carpet- Free Home With New Hardwood Floor

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26 Davis Street, Simcoe, ON , MLS #S12913082 , Image - 1

26 Davis Street Collingwood, Simcoe, ON MLS® S12913082

Residential Freehold (Detached)

$850000.0

Price drop by 3.3%

3 Beds
4 Baths
1100-1500 sq-ft

Discover this stunning 2,200 sq ft home nestled in the highly sought-after Creekside neighbourhood. Expertly renovated by Collingwood's acclaimed Kofo

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2266 FOXMEAD Road, Simcoe, ON , MLS #S12855726 , Image - 1

2266 FOXMEAD Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12855726

Residential Freehold (Detached)

$949900.0

3 +0 Beds
2 Baths
1100-1500 sq-ft

Set on 6 picturesque acres, this newly renovated brick bungalow blends timeless rural charm with thoughtful modern upgrades. Step inside to a warm, ru

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51 Sparrow Way, Simcoe, ON , MLS #N13061922 , Image - 1

51 Sparrow Way Colgan, Adjala-Tosorontio, Simcoe, ON MLS® N13061922

Residential Freehold (Detached)

$1299000.0

4 Beds
4 Baths
2500-3000 sq-ft

Stunning 2-car garage detached featuring 4 bed, 4 bath just under 3000sqft of contemporary living space situated on a premium 50ft ravine lot w/ no re

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29 Rue Camille Road, Simcoe, ON , MLS #S12462687 , Image - 1

29 Rue Camille Road Rural Tiny, Tiny, Simcoe, ON MLS® S12462687

Residential Freehold (Detached)

$799000.0

Price drop by 8.1%

3 Beds
2 Baths
1500-2000 sq-ft

This newish home offers 1700+ square feet of finished living space, and is located in Tiny Township's western shoreline area. Just a short stroll to C

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126 Woodward Drive, Simcoe, ON , MLS #S13061820 , Image - 1

126 Woodward Drive Rural Tiny, Tiny, Simcoe, ON MLS® S13061820

Residential Freehold (Detached)

$520000.0

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

Year round 3 bedroom raised bungalow with a fully finished basement in a prime location just south of Balm Beach. Enjoy 4 season living just a short d

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37 Boyd Crescent, Simcoe, ON , MLS #S13001202 , Image - 1

37 Boyd Crescent Moonstone, Oro-Medonte, Simcoe, ON MLS® S13001202

Residential Freehold (Detached)

$874900.0

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

Stunning Bungalow in Sought-After Moonstone! Situated on just over an acre this immaculate bungalow features a spectacular glass-encased solarium and

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32 Oneida Avenue, Simcoe, ON , MLS #S12966842 , Image - 1

32 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12966842

Residential Freehold (Detached)

$799900.0

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

Private oasis among the trees! Nestled at the end of a quiet cul-de-sac in the heart of Sugarbush, 32 Oneida Avenue is an extensively updated chalet-s

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150 Farlain Lake Road E, Simcoe, ON , MLS #S13061422 , Image - 1

Unit-Cottage, 150 Farlain Lake Road E Rural Tiny, Tiny, Simcoe, ON MLS® S13061422

Residential Freehold (Detached)

$749000.0

3 Beds
1 Baths
700-1100 sq-ft

Move right in to this renovated 3 bedroom cottage with the coveted west facing view over the lake. Enjoy the sunny days and the spectacular sunsets fr

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9 Pennsylvania Avenue, Simcoe, ON , MLS #S12240745 , Image - 1

9 Pennsylvania Avenue Wasaga Beach, Simcoe, ON MLS® S12240745

Residential Freehold (Detached)

$489000.0

Price drop by 11.1%

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to 9 Pennsylvania Ave. Located in Park Place, a gated 55+ Land Lease Community, with lots to offer, including a rec plex, indoor pool, games r

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10 Sinclair Crescent, Simcoe, ON , MLS #S13061018 , Image - 1

10 Sinclair Crescent Atherley, Ramara, Simcoe, ON MLS® S13061018

Residential Freehold (Detached)

$619000.0

3 Beds
2 Baths
1500-2000 sq-ft

Experience Refined Adult Living At Lakepoint Village. Discover The Perfect Harmony Of Rural Serenity And Urban Convenience In This Premier Adult Lifes

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84 Culbert Road, Simcoe, ON , MLS #N12983316 , Image - 1

84 Culbert Road Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12983316

Residential Freehold (Detached)

$1579000.0

4 Beds
5 Baths
3000-3500 sq-ft

Welcome to this stunning newly built corner-lot home at 84 Culbert Rd, located in the heart of the family-oriented and friendly Summerlyn Village comm

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3971 Guest Road, Simcoe, ON , MLS #N13060576 , Image - 1

3971 Guest Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N13060576

Residential Freehold (Detached)

$749900.0

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

Charming Bungalow on Rare 220 Ft Deep Lot Near Lake Simcoe. Discover the perfect blend of coastal charm and modern flexibility in this beautifully mai

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22 Chantler Road, Simcoe, ON , MLS #N12818308 , Image - 1

22 Chantler Road Alliston, New Tecumseth, Simcoe, ON MLS® N12818308

Residential Freehold (Detached)

$889000.0

Price drop by 1.1%

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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147 Dufferin Street, Simcoe, ON , MLS #S13049438 , Image - 1

147 Dufferin Street Orillia, Simcoe, ON MLS® S13049438

Residential Freehold (Detached)

$359000.0

1 Beds
2 Baths
< 700 sq-ft

Welcome to your very own small but mighty gem in Orillia's sought-after West Ward! This cute and cozy home is bursting with charm, natural light, and

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34 Balmoral Place, Simcoe, ON , MLS #S13057542 , Image - 1

34 Balmoral Place Innis-Shore, Barrie, Simcoe, ON MLS® S13057542

Residential Freehold (Detached)

$849900.0

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

Tucked away in the highly sought-after Innis-Shore community of Barrie, this warm and inviting home offers the perfect blend of comfort, privacy, and

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35 Howard Drive, Simcoe, ON , MLS #S12976044 , Image - 1

35 Howard Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12976044

Residential Freehold (Detached)

$949900.0

4 Beds
3 Baths
2000-2500 sq-ft

Welcome to Harbourwood in Oro Station, where lake lifestyle meets family comfort. This beautifully renovated 2-storey home offers over 3,000 sq. ft. o

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98 Turtle Path, Simcoe, ON , MLS #S12816248 , Image - 1

98 Turtle Path Brechin, Ramara, Simcoe, ON MLS® S12816248

Residential Freehold (Detached)

$949000.0

5 Beds
4 Baths
3000-3500 sq-ft

Welcome To This Beautifully Designed Waterfront Home! Custom-Built In 1992, This Stunning Home Is Thoughtfully Designed For Year-Round Living And Offe

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151 Raymond Crescent, Simcoe, ON , MLS #S13059078 , Image - 1

151 Raymond Crescent Painswick South, Barrie, Simcoe, ON MLS® S13059078

Residential Freehold (Detached)

$889000.0

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

Renovated, move-in ready, and ideally located-welcome to 151 Raymond Crescent in Barrie's sought-after Painswick South community. This all-brick, two-

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