4523+ Houses for Sale in Simcoe Under $5 Million

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59 Carley Crescent, Simcoe, ON , MLS #S14149302 , Image - 1

59 Carley Crescent Painswick South, Barrie, Simcoe, ON MLS® S14149302

Residential Freehold (Detached)

$950000.0

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

Some homes give you more space. This one gives you more possibilities. From growing families to multigenerational living, entertaining friends, or cre

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1125 Woodland Drive, Simcoe, ON , MLS #S13847482 , Image - 1

1125 Woodland Drive Rural Oro-Medonte, Oro-Medonte, Simcoe, ON MLS® S13847482

Residential Freehold (Detached)

$1349900.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to your own private waterfront retreat, where 72 feet of pristine shoreline and crystal-clear, hard-bottom water create the perfect setting fo

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209 Bay Street, Simcoe, ON , MLS #S13508726 , Image - 1

209 Bay Street Shanty Bay, Oro-Medonte, Simcoe, ON MLS® S13508726

Residential Freehold (Detached)

$4490000.0

5 Beds
5 Baths
3000-3500 sq-ft

Rare Waterfront Estate in Prestigious Shanty BayA rare opportunity to own an exceptional waterfront retreat in the heart of Shanty Bay. Tucked away on

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239 Atkinson Street, Simcoe, ON , MLS #S13851836 , Image - 1

239 Atkinson Street Stayner, Clearview, Simcoe, ON MLS® S13851836

Residential Freehold (Detached)

$655000.0

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

This raised bungalow is situated on a private, fenced lot in the heart of Stayner. The home features a large eat-in kitchen, updated in 2022 with newe

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2 GEORGIAN GLEN Drive, Simcoe, ON , MLS #S14130998 , Image - 1

2 GEORGIAN GLEN Drive Wasaga Beach, Simcoe, ON MLS® S14130998

Residential Freehold (MobileTrailer)

$270000.0

2 Beds
1 Baths
700-1100 sq-ft

Affordable living in a location that's hard to beat! Convenience is everything here, with Walmart right next door and restaurants, coffee shops, shopp

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506 Golf Course Road, Simcoe, ON , MLS #S13652330 , Image - 1

506 Golf Course Road Wasaga Beach, Simcoe, ON MLS® S13652330

Residential Freehold (Detached)

$978888.0

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

Welcome to 506 Golf Course Road, where refined luxury meets exceptional craftsmanship in this extraordinary and rarely offered Bungaloft. This never-l

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1919 Innisbrook Street, Simcoe, ON , MLS #N13823064 , Image - 1

1919 Innisbrook Street Rural Innisfil, Innisfil, Simcoe, ON MLS® N13823064

Residential Freehold (Detached)

$1790000.0

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

Welcome to refined luxury in one of the area's most prestigious and exclusive neighbourhoods. Tucked away on a quiet cul-de-sac, this exceptional cust

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11 Osler Pines Drive, Simcoe, ON , MLS #S13612690 , Image - 1

11 Osler Pines Drive Rural Clearview, Clearview, Simcoe, ON MLS® S13612690

Residential Freehold (Vacant Land)

$595000.0

Price drop by 14.4%

Build your dream retreat in one of the most sought-after locations at Osler Bluff Ski Club. This premium vacant lot offers a rare opportunity to fast-

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137 Riverview Road, Simcoe, ON , MLS #N13875502 , Image - 1

137 Riverview Road Alliston, New Tecumseth, Simcoe, ON MLS® N13875502

Residential Condo & Other (Detached Condo)

$599000.0

Price drop by 4.6%

1 Beds
2 Baths
1400-1599 sq-ft

Welcome to 137 Riverview Road where Your Maintenance Free Lifestyle Awaits! Truly Move-In-Ready, beautifully maintained Detached home offers 1,728 sqf

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94 Osprey Ridge Road, Simcoe, ON , MLS #S14149212 , Image - 1

94 Osprey Ridge Road Little Lake, Barrie, Simcoe, ON MLS® S14149212

Residential Freehold (Detached)

$949000.0

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

EXCEPTIONAL OUTDOOR LIVING, GENEROUS INTERIOR SPACE, PLUS A WALKOUT BASEMENT THAT ADDS EVEN MORE! Discover an outstanding setting in this distinguishe

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45 Ward Drive, Simcoe, ON , MLS #S14148586 , Image - 1

45 Ward Drive Painswick North, Barrie, Simcoe, ON MLS® S14148586

Residential Freehold (Detached)

$699900.0

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

The updates you need, a location you will appreciate and a home you can simply move into and enjoy! Welcome to 45 Ward Dr, a beautifully maintained fa

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2 Brown Wood Drive, Simcoe, ON , MLS #S14104190 , Image - 1

2 Brown Wood Drive Little Lake, Barrie, Simcoe, ON MLS® S14104190

Residential Freehold (Detached)

$699900.0

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

NORTH BARRIE BUNGALOW ON A CORNER LOT WITH OVER 2,100 FINISHED SQ. FT., AN UPDATED KITCHEN, FINISHED LOWER LEVEL & PRIVATE FENCED YARD! The kitchen yo

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9 Bridle Path, Simcoe, ON , MLS #S13757332 , Image - 1

9 Bridle Path Horseshoe Valley, Oro-Medonte, Simcoe, ON MLS® S13757332

Residential Freehold (Detached)

$1399900.0

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

SERENE COUNTRY LIVING - BEAUTIFULLY UPGRADED - EXQUISITE FINISHES - This home offers the rare combination of a country lifestyle and exceptional conve

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360 Blake Street NW, Simcoe, ON , MLS #S13633042 , Image - 1

Unit-24, 360 Blake Street NW Codrington, Barrie, Simcoe, ON MLS® S13633042

Residential Condo & Other (Condo Townhouse)

$480000.0

Price drop by 3.8%

3 Beds
2 Baths
1200-1399 sq-ft

Welcome home! With over 1750 finished square feet this extremely spacious and beautifully maintained, move in ready, end unit townhome is a must see.

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12 Hylton Drive, Simcoe, ON , MLS #S14149094 , Image - 1

12 Hylton Drive Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S14149094

Residential Freehold (Att/Row/Townhouse)

$579000.0

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

Discover luxury living in Barrie with this beautifully crafted townhouse. Situated in a peaceful neighborhood, this spacious home boasts 3 elegantly d

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22 Meadow Lane, Simcoe, ON , MLS #S14095696 , Image - 1

Unit-8, 22 Meadow Lane Ardagh, Barrie, Simcoe, ON MLS® S14095696

Residential Condo & Other (Condo Apartment)

$320000.0

2 Beds
1 Baths
700-799 sq-ft

Experience Easy Living in Ardagh! This spacious 2-storey condo is the perfect launchpad for home ownership. Bright, open-concept layout featuring a co

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333 Oak Street, Simcoe, ON , MLS #S13511634 , Image - 1

333 Oak Street Collingwood, Simcoe, ON MLS® S13511634

Residential Freehold (Detached)

$725000.0

Price drop by 12.1%

3 Beds
1 Baths
1100-1500 sq-ft

Welcome to this charming three-bedroom bungalow nestled on a full town lot in one of Collingwood's most desirable downtown neighborhoods. Offering the

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1250 County Road 6 N/A S, Simcoe, ON , MLS #S13724694 , Image - 1

1250 County Road 6 N/A S Rural Tiny, Tiny, Simcoe, ON MLS® S13724694

Residential Freehold (Detached)

$1276000.0

3 +0 Beds
3 Baths
1500-2000 sq-ft

Welcome to your own private country escape! A beautifully renovated home set on nearly 25 acres of pristine sugarbush, complete with scenic trails for

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291 Third Street, Simcoe, ON , MLS #S13811550 , Image - 1

291 Third Street Collingwood, Simcoe, ON MLS® S13811550

Residential Freehold (Detached)

$2375000.0

Price drop by 5.0%

5 Beds
3 Baths
3000-3500 sq-ft

**A Rare Collingwood Masterpiece - Historic Character, Modern Luxury & Unparalleled Potential!** This extraordinary 1894 red brick estate is set on a

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93 Village Gate Drive, Simcoe, ON , MLS #S13878362 , Image - 1

93 Village Gate Drive Wasaga Beach, Simcoe, ON MLS® S13878362

Residential Freehold (Detached)

$935000.0

Price drop by 5.1%

3 Beds
3 Baths
1500-2000 sq-ft

What makes this property special? This bungalow was built in 2022 and features the comforts you would expect in a newer built home such as soaring 9

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3816 30th Side Road, Simcoe, ON , MLS #N14131538 , Image - 1

3816 30th Side Road Rural Innisfil, Innisfil, Simcoe, ON MLS® N14131538

Residential Freehold (Detached)

$539900.0

Price drop by 3.4%

2 Beds
1 Baths
700-1100 sq-ft

First time home buyers .... downsizers ......affordable cottage .. and maybe something else ... This bright, open-concept bungalow just steps from Lak

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46 Simona Avenue, Simcoe, ON , MLS #S13882482 , Image - 1

46 Simona Avenue Wasaga Beach, Simcoe, ON MLS® S13882482

Residential Freehold (Detached)

$738800.0

Price drop by 1.3%

4 Beds
4 Baths
2000-2500 sq-ft

Room to grow, inside and out. This detached 4 bedroom, 3.5 bath home was built in 2022 and sits on a deep 40 x 155 ft lot. Most lots aren't this spaci

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7 O'Leary Court, Simcoe, ON , MLS #N13135300 , Image - 1

7 O'Leary Court Tottenham, New Tecumseth, Simcoe, ON MLS® N13135300

Residential Freehold (Att/Row/Townhouse)

$570000.0

Price drop by 8.8%

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

Charming Family Home in Desirable Tottenham Neighbourhood! Welcome to 7 O'Leary Court, the perfect home for first-time buyers or growing families! Nes

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40 Willow Drive, Simcoe, ON , MLS #S14134286 , Image - 1

40 Willow Drive Holly, Barrie, Simcoe, ON MLS® S14134286

Residential Freehold (Link)

$589900.0

2 Beds
2 Baths
1500-2000 sq-ft

Welcome to this bright and well-kept southwest Barrie home featuring an open-concept main floor and plenty of natural light throughout. The kitchen, d

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36 Ivory Road, Simcoe, ON , MLS #S14148824 , Image - 1

36 Ivory Road Rural Barrie Southeast, Barrie, Simcoe, ON MLS® S14148824

Residential Freehold (Att/Row/Townhouse)

$679900.0

4 Beds
3 Baths
1500-2000 sq-ft

ONE-YEAR NEW END UNIT TOWNHOME WITH MODERN UPGRADES. Move right into this new end-unit townhome, part of the highly desirable Mattamy Vicinity Communi

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696 KING Street, Simcoe, ON , MLS #S13798506 , Image - 1

Unit-56, 696 KING Street Midland, Simcoe, ON MLS® S13798506

Residential Condo & Other (Condo Townhouse)

$399900.0

1 +0 Beds
1 Baths
800-899 sq-ft

Rare opportunity for a 1 bedroom townhouse bungalow condo with attached garage in sought after Bowling Green Estates in beautiful Midland. This all br

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85 Depeuter Crescent, Simcoe, ON , MLS #N14148810 , Image - 1

85 Depeuter Crescent Bradford, Bradford West Gwillimbury, Simcoe, ON MLS® N14148810

Residential Freehold (Detached)

$989000.0

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

Welcome to 85 DePeuter Crescent! Nestled on a mature, tree-lined street in a family-friendly neighbourhood, this beautifully renovated raised bungalow

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3232 Simcoe Road, Simcoe, ON , MLS #S13432364 , Image - 1

3232 Simcoe Road Brechin, Ramara, Simcoe, ON MLS® S13432364

Residential Freehold (Multiplex)

$1288000.0

Price drop by 7.9%

5 +1 Beds
5 Baths
3000-3500 sq-ft

Exceptional Investment Opportunity! Unlock the potential of this income-producing mixed-use property featuring a commercial shop and four residential

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254 Jeanne Street, Simcoe, ON , MLS #S14134030 , Image - 1

254 Jeanne Street Midland, Simcoe, ON MLS® S14134030

Residential Freehold (Detached)

$489900.0

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

Welcome to 254 Jeanne Street in Midland! This well-maintained bungalow sits on an impressive 150-foot-deep lot on a quiet, family-friendly street, jus

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1650 Thorburn Road, Simcoe, ON , MLS #S14148770 , Image - 1

1650 Thorburn Road Rural Severn, Severn, Simcoe, ON MLS® S14148770

Residential Freehold (Vacant Land)

$295000.0

Private 2.47-acre building lot in Severn. Densely treed for excellent privacy and seclusion, with approx. 400 ft of municipal road frontage and hydro

Houses for Sale in Simcoe Under $5 Million - P29

Rosehaven Simcoe Woods