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

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32 Oneida Avenue, Simcoe, ON , MLS #S12825772 , Image - 1

32 Oneida Avenue Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12825772

Residential Freehold (Detached)

$859900.0

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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52 Elmbrook Drive, Simcoe, ON , MLS #S12755788 , Image - 1

52 Elmbrook Drive 400 West, Barrie, Simcoe, ON MLS® S12755788

Residential Freehold (Detached)

$815000.0

Price drop by 2.4%

4 Beds
3 Baths
1500-2000 sq-ft

Fantastic two storey home in a terrific family neighbourhood in the newer part of Holly in Barrie's south end. The ensuite has been recently renovated

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166 Sharpe Crescent, Simcoe, ON , MLS #N12781712 , Image - 1

166 Sharpe Crescent Tottenham, New Tecumseth, Simcoe, ON MLS® N12781712

Residential Freehold (Detached)

$938800.0

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

Stunning 3 Bedrooms + Open Office/Den, 3 Bath Detached Home in one of Tottenham's most sought-after family neighbourhoods! Featuring a large comfortab

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2968 Monarch Drive, Simcoe, ON , MLS #S12732820 , Image - 1

2968 Monarch Drive Orillia, Simcoe, ON MLS® S12732820

Residential Freehold (Detached)

$879900.0

3 Beds
3 Baths
1500-2000 sq-ft

This is the move people are making when they want more space and less chaos. This brand-new bungalow by the award-winning Dreamland Homes, is tucked i

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28 Nicholson Crescent, Simcoe, ON , MLS #S12823964 , Image - 1

28 Nicholson Crescent Snow Valley, Springwater, Simcoe, ON MLS® S12823964

Residential Freehold (Detached)

$1099900.0

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

Discover the charm of Snow Valley with this stunning all-brick bungalow, where nature, comfort, and style come together. Offering over 3,000 sq. ft of

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37 Saint Avenue, Simcoe, ON , MLS #N12718790 , Image - 1

37 Saint Avenue Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12718790

Residential Freehold (Detached)

$1149000.0

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

Bright and Spacious!!!! Welcome to this beautiful detached 2-storey family home situated on a desirable corner lot, offering exceptional space and com

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63 Bailey Crescent, Simcoe, ON , MLS #S12758428 , Image - 1

63 Bailey Crescent Wyevale, Tiny, Simcoe, ON MLS® S12758428

Residential Freehold (Detached)

$799000.0

4 Beds
2 Baths
1100-1500 sq-ft

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8 Malta Crescent, Simcoe, ON , MLS #S12822778 , Image - 1

8 Malta Crescent Midhurst, Springwater, Simcoe, ON MLS® S12822778

Residential Freehold (Detached)

$1325000.0

4 Beds
3 Baths
2000-2500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Tucked away on one of Midhurst's most prestigious roads, this home offers the perfect balance of elegance an

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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)

$899000.0

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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8464 6th Line, Simcoe, ON , MLS #N12638712 , Image - 1

8464 6th Line Rural Essa, Essa, Simcoe, ON MLS® N12638712

Residential Freehold (Detached)

$2500000.0

4 Beds
3 Baths
3500-5000 sq-ft

TIMBER-FRAME ESTATE ON 10 ACRES WITH INGROUND POOL, EXPANSIVE BARN, VERSATILE OUTBUILDINGS, & A 4,544 SQ FT HOME BUILT TO IMPRESS! Call it a farmhouse

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7528 County Road, Simcoe, ON , MLS #N12024509 , Image - 1

Unit-14, 7528 County Road Rural Adjala-Tosorontio, Adjala-Tosorontio, Simcoe, ON MLS® N12024509

Residential Freehold (Detached)

$2400000.0

3 Beds
2 Baths
1100-1500 sq-ft

Charming Raised Bungalow Sitting On 25 Acres, 7 Acres Trees & Meadows, 18 Acres Workable Farmland, Trout Stream (Bailey Creek), Walking & Riding Trail

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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)

$1175000.0

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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326 BLUEBERRY MARSH Road, Simcoe, ON , MLS #S12437711 , Image - 1

326 BLUEBERRY MARSH Road Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12437711

Residential Freehold (Detached)

$1699900.0

3 +0 Beds
3 Baths
3000-3500 sq-ft

Stunning estate property situated on 28 acres in central Oro-Medonte location with a custom built home by Gilkon Construction, who are builders of hig

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271 Codrington Street, Simcoe, ON , MLS #S12670386 , Image - 1

271 Codrington Street Codrington, Barrie, Simcoe, ON MLS® S12670386

Residential Freehold (Detached)

$1875000.0

4 Beds
5 Baths
2500-3000 sq-ft

A fully furnished, turnkey residence offered in one of Barrie's finest neighbourhoods, this cozy yet luxurious home is truly a masterpiece. Designed f

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775 James Street, Simcoe, ON , MLS #N12818730 , Image - 1

775 James Street Alcona, Innisfil, Simcoe, ON MLS® N12818730

Residential Freehold (Detached)

$614900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to this well-located 3-bedroom, 2-bath bungalow in the heart of Alcona - one of Innisfil's most sought-after and fast-growing lakeside communi

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36 Leslie Avenue, Simcoe, ON , MLS #S12816854 , Image - 1

36 Leslie Avenue Holly, Barrie, Simcoe, ON MLS® S12816854

Residential Freehold (Detached)

$789000.0

Price drop by 1.4%

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

Meticulously Maintained Raised Bungalow Located On A Quiet Street In Barrie's Highly Desirable Holly Neighbourhood. Ideal For Downsizers Seeking Comfo

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959 Larter Street, Simcoe, ON , MLS #N12817974 , Image - 1

959 Larter Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N12817974

Residential Freehold (Detached)

$1089000.0

4 Beds
4 Baths
2500-3000 sq-ft

Stunning 4-Bedroom Home Near Lake Simcoe in Alcona, Innisfil. Welcome to 959 Larter Street, a beautifully designed home nestled in the charming commun

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117 Professor Day Drive, Simcoe, ON , MLS #N12717826 , Image - 1

117 Professor Day Drive Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12717826

Residential Freehold (Detached)

$969900.0

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

Step Into This Beautiful 4 + 1 Bedroom Home Located In The Heart Of Bradford. Open-Concept Layout Featuring A Family Room & A Dining Area, Kitchen Wit

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24 Brennan Avenue, Simcoe, ON , MLS #S12665924 , Image - 1

24 Brennan Avenue South Shore, Barrie, Simcoe, ON MLS® S12665924

Residential Freehold (Detached)

$625000.0

3 Beds
1 Baths
1100-1500 sq-ft

Builders , 1st time home buyers, developers , so many opportunities for this 50' property that fronts 2 roads in Barrie's highly desirable Minet's poi

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6121 Concession B C Road, Simcoe, ON , MLS #S11887032 , Image - 1

6121 Concession B C Road Rural Ramara, Ramara, Simcoe, ON MLS® S11887032

Residential Freehold (Detached)

$899900.0

Price drop by 9.1%

3 Beds
2 Baths
1500-2000 sq-ft

ANOTHER QUALITY KRISTENSEN BUILDERS HOME, 1600 ft. , THREE BEDROOMS, WITH A LARGE 2 CAR ATTACHED GARAGE,[ 22'.5 X 24'8] MAIN FLOOR AND BASEMENT ENTRAN

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38 Willow Drive, Simcoe, ON , MLS #S12815970 , Image - 1

38 Willow Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12815970

Residential Freehold (Detached)

$2899000.0

4 Beds
3 Baths
2000-2500 sq-ft

Perched majestically on the stunning shores of Georgian Bay this 37' Waterfront custom built all brick home with 4+ bedroom is calling your name. The

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55 Elphick Street, Simcoe, ON , MLS #N12779698 , Image - 1

55 Elphick Street Angus, Essa, Simcoe, ON MLS® N12779698

Residential Freehold (Detached)

$874900.0

4 Beds
3 Baths
2500-3000 sq-ft

Gorgeous Detached 4 Large Bedroom, + Second Floor Media/Den Area, No Sidewalk Allows Parking For 6 Cars, Bright Open Concept Includes Formal Dining, G

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20 Green Mountain Court, Simcoe, ON , MLS #S12800414 , Image - 1

20 Green Mountain Court Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S12800414

Residential Freehold (Detached)

$1699000.0

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

Welcome to your own private retreat on 2.81 beautifully landscaped acres in the prestigious Simcoe Estates of Oro-Medonte. Nestled against a tranquil

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41 Tall Pines Drive, Simcoe, ON , MLS #S12795234 , Image - 1

41 Tall Pines Drive Rural Tiny, Tiny, Simcoe, ON MLS® S12795234

Residential Freehold (Detached)

$1129900.0

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

Welcome to 41 Tall Pines! Your Georgian Bay retreat is an executive, ranch-style bungalow, located on a beautifully treed lot, just steps from Lafonta

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11 Oakmont Avenue, Simcoe, ON , MLS #S12752582 , Image - 1

11 Oakmont Avenue Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S12752582

Residential Freehold (Detached)

$829000.0

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

LIVE LARGE IN HORSESHOE VALLEY WITH A CUSTOM BAR BUILT FOR ENTERTAINING, GORGEOUS GARDENS, IN-LAW SUITE POTENTIAL, & ENDLESS RECREATION AT YOUR DOORST

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113 River Road E, Simcoe, ON , MLS #S12803678 , Image - 1

113 River Road E Wasaga Beach, Simcoe, ON MLS® S12803678

Residential Freehold (Detached)

$575000.0

4 Beds
1 Baths
1100-1500 sq-ft

Top 5 Reasons You Will Love This Home: 1) Licensed for short-term accommodations, this charming property is just a short stroll to iconic Beach One in

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103 41st Street S, Simcoe, ON , MLS #S12799626 , Image - 1

103 41st Street S Wasaga Beach, Simcoe, ON MLS® S12799626

Residential Freehold (Detached)

$815000.0

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

Top 5 Reasons You Will Love This Home: 1) This distinctive five bedroom, four bathroom bungaloft offers an impressive 3,152 square feet of bright, air

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24 Diamond Valley Drive, Simcoe, ON , MLS #S12811314 , Image - 1

24 Diamond Valley Drive Sugarbush, Oro-Medonte, Simcoe, ON MLS® S12811314

Residential Freehold (Detached)

$1399000.0

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

Welcome to the highly sought out area of the Sugarbush Community in Maplewood Estate. Raised Brick & Stone Bungalow with Full Walkout (Separate Entran

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54 Cityview Circle, Simcoe, ON , MLS #S12757392 , Image - 1

54 Cityview Circle Holly, Barrie, Simcoe, ON MLS® S12757392

Residential Freehold (Detached)

$999999.0

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

Welcome To 54 Cityview Circle In Barrie, A Home Nestled In One of Ardagh's Sought After Neighbourhoods! The Home Greets You Offering Extensive landsca

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178 Barrie Street, Simcoe, ON , MLS #N12811328 , Image - 1

178 Barrie Street Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N12811328

Residential Freehold (Detached)

$899000.0

4 Beds
2 Baths
1500-2000 sq-ft

Rare Opportunity in the Heart of Bradford! This tastefully renovated and modernized home offers 2 fully separate main floor units, perfect for investo

Detached Houses for Sale in Simcoe Under $5M - P12

Rosehaven Simcoe Woods