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Detached Houses for Sale in Holly Barrie

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Last Updated: September 20, 2026

42 Photos

22 Logan Court, Simcoe, ON , MLS #S13778436 , Image - 1

22 Logan Court Holly, Barrie, Simcoe, ON MLS® S13778436

Residential Freehold (Detached)

$784900.0

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

Welcome to 22 Logan Court, an exceptional original-owner home on one of Holly's sought-after streets. Set on a rare lot measuring over 160 feet deep a

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

49 Photos

58 O'Shaughnessy Crescent, Simcoe, ON , MLS #S13800168 , Image - 1

58 O'Shaughnessy Crescent Holly, Barrie, Simcoe, ON MLS® S13800168

Residential Freehold (Detached)

$1099000.0

5 +2 Beds
7 Baths
2000-2500 sq-ft

A Rare And Unique Gem Located In The Heart Of Barrie, This Extraordinary Single-Family Detached Home Offers An Incredible Opportunity For Large Famili

50 Photos

20 Speirs Road, Simcoe, ON , MLS #S13797606 , Image - 1

20 Speirs Road Holly, Barrie, Simcoe, ON MLS® S13797606

Residential Freehold (Detached)

$899900.0

4 Beds
4 Baths
2000-2500 sq-ft

Stunning Curb Appeal, A Prime Setting On The Street And Beautifully Landscaped Make This Holly Home A Standout. Pride Of Ownership Throughout By Its O

43 Photos

26 Warner Road, Simcoe, ON , MLS #S13783692 , Image - 1

26 Warner Road Holly, Barrie, Simcoe, ON MLS® S13783692

Residential Freehold (Detached)

$829900.0

4 Beds
3 Baths
1500-2000 sq-ft

Stunning all-brick family home on a premium pie-shaped lot on a quiet cul-de-sac in desirable Holly. Perfect for commuters & close to all amenities. B

42 Photos

34 Looker Drive, Simcoe, ON , MLS #S13801978 , Image - 1

34 Looker Drive Holly, Barrie, Simcoe, ON MLS® S13801978

Residential Freehold (Detached)

$1188000.0

5 Beds
5 Baths
3000-3500 sq-ft

Welcome to this impressive and extensively upgraded 5-bedroom, 5-bathroom home in a desirable Barrie community, offering exceptional space, quality, a

50 Photos

17 White Crescent, Simcoe, ON , MLS #S13732158 , Image - 1

17 White Crescent Holly, Barrie, Simcoe, ON MLS® S13732158

Residential Freehold (Detached)

$879900.0

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

WELCOME TO 17 WHITE CRES! This spacious two-storey brick home offers more than 3000 sq. ft. of total living space! The bright main floor features gene

41 Photos

32 Wessenger Drive, Simcoe, ON , MLS #S13796468 , Image - 1

32 Wessenger Drive Holly, Barrie, Simcoe, ON MLS® S13796468

Residential Freehold (Detached)

$729900.0

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

32 Wessenger is a true showstopper! With over 2300 square feet of total living space, this beautifully landscaped home offers the perfect blend of sty

33 Photos

79 White Elm Road, Simcoe, ON , MLS #S13724888 , Image - 1

79 White Elm Road Holly, Barrie, Simcoe, ON MLS® S13724888

Residential Freehold (Detached)

$724900.0

Price drop by 3.2%

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

Welcome HOME to this bright and spacious all-brick walkout bungalow, perfectly situated in the highly sought-after Holly neighborhood in southwest Bar

34 Photos

34 Bear Creek Drive, Simcoe, ON , MLS #S13674846 , Image - 1

34 Bear Creek Drive Holly, Barrie, Simcoe, ON MLS® S13674846

Residential Freehold (Detached)

$949000.0

Price drop by 4.6%

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

Completely Renovated , 3,500+ Sq. Ft. ,Premium Family Location. Welcome to 34 Bear Creek Drive - A stunning, completely renovated home offering over 3

37 Photos

4 Bluegrass Drive, Simcoe, ON , MLS #S13670056 , Image - 1

4 Bluegrass Drive Holly, Barrie, Simcoe, ON MLS® S13670056

Residential Freehold (Detached)

$750000.0

3 Beds
3 Baths
1500-2000 sq-ft

Top 5 Reasons You Will Love This Home: 1) Move in with peace of mind, with the big-ticket items already completed, including a brand-new air condition

41 Photos

83 Logan Court, Simcoe, ON , MLS #S13717272 , Image - 1

83 Logan Court Holly, Barrie, Simcoe, ON MLS® S13717272

Residential Freehold (Detached)

$675000.0

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

Say hello to easy living at 83 Logan Court! This brick bungalow in Barrie's family-favourite Holly neighbourhood proves great living doesn't need stai

40 Photos

54 Hersey Crescent N, Simcoe, ON , MLS #S13788562 , Image - 1

54 Hersey Crescent N Holly, Barrie, Simcoe, ON MLS® S13788562

Residential Freehold (Detached)

$649000.0

3 Beds
2 Baths
1100-1500 sq-ft

Welcome to 54 Hersey Crescent, a gorgeous detached home nestled in one of Barrie's most family-friendly south-end premium neighborhoods and well estab

40 Photos

823 Essa Road, Simcoe, ON , MLS #S13787786 , Image - 1

823 Essa Road Holly, Barrie, Simcoe, ON MLS® S13787786

Residential Freehold (Detached)

$679900.0

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

Presenting 823 Essa Road, set on an expansive 75' x 200' mature lot in one of Barrie's most rapidly evolving corridors. Surrounded by ongoing and rece

24 Photos

9 Holly Meadow Road, Simcoe, ON , MLS #S13638182 , Image - 1

9 Holly Meadow Road Holly, Barrie, Simcoe, ON MLS® S13638182

Residential Freehold (Detached)

$649900.0

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

Welcome to 9 Holly Meadow Road! This beautifully cared for bungalow is right across from the Ardagh Bluffs. This 3 bedroom home has space galore. With

35 Photos

36 CHURCHLAND Drive, Simcoe, ON , MLS #S13779568 , Image - 1

36 CHURCHLAND Drive Holly, Barrie, Simcoe, ON MLS® S13779568

Residential Freehold (Detached)

$599900.0

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

Welcome to 36 Churchland Drive, a charming and versatile 2+1 bedroom bungalow in Barrie's sought-after Holly neighbourhood. Ideally located for famili

38 Photos

117 Brown Street, Simcoe, ON , MLS #S13781164 , Image - 1

117 Brown Street Holly, Barrie, Simcoe, ON MLS® S13781164

Residential Freehold (Detached)

$885000.0

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

Welcome to 117 Brown St, a thoughtfully updated all-brick bungalow in Barrie's sought after Holly community. The home offers exceptional flexibility w

Open House : Sun Sep 27, 12:00 PM to 02:00 PM

40 Photos

6 White Crescent, Simcoe, ON , MLS #S13764042 , Image - 1

6 White Crescent Holly, Barrie, Simcoe, ON MLS® S13764042

Residential Freehold (Detached)

$1099000.0

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

***Rare Opportunity: Spacious Family Home with Premium In-Law Suite and Triple-Car Garage in Holly!*** Welcome to this exceptional Sunfield-built deta

49 Photos

5 Twiss Drive, Simcoe, ON , MLS #S13747780 , Image - 1

5 Twiss Drive Holly, Barrie, Simcoe, ON MLS® S13747780

Residential Freehold (Detached)

$709900.0

3 Beds
3 Baths
1500-2000 sq-ft

Welcome to this beautiful, meticulously maintained home in the highly desirable Holly neighbourhood. Offering 3 bedrooms and 3 bathrooms, this invitin

47 Photos

57 Wessenger Drive, Simcoe, ON , MLS #S13690544 , Image - 1

57 Wessenger Drive Holly, Barrie, Simcoe, ON MLS® S13690544

Residential Freehold (Detached)

$739900.0

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

Top 5 Reasons You Will Love This Home: 1) Indulge in a rare and highly desirable heated detached shop offering exceptional versatility, making it the

49 Photos

47 Looker Drive, Simcoe, ON , MLS #S13514610 , Image - 1

47 Looker Drive Holly, Barrie, Simcoe, ON MLS® S13514610

Residential Freehold (Detached)

$838700.0

Price drop by 3.5%

4 Beds
3 Baths
2500-3000 sq-ft

Welcome to 47 Looker Drive, Long time owner, 2659 sqft beautifully maintained & upgraded 2-Storey home with Double car garage, unspoiled basement, bea

41 Photos

31 Logan Court, Simcoe, ON , MLS #S13692244 , Image - 1

31 Logan Court Holly, Barrie, Simcoe, ON MLS® S13692244

Residential Freehold (Detached)

$909900.0

Price drop by 5.2%

4 Beds
4 Baths
2500-3000 sq-ft

Spacious 4-bedroom family home with 2,586 sq. ft. above grade and over 3,500 sq. ft. of finished living space including the basement in-law suite, set

22 Photos

12 Beacon Road, Simcoe, ON , MLS #S13728966 , Image - 1

12 Beacon Road Holly, Barrie, Simcoe, ON MLS® S13728966

Residential Freehold (Detached)

$799000.0

4 Beds
2 Baths
1500-2000 sq-ft

CENTURY CHARACTER, MODERN UPDATES & A BACKYARD WORTH STAYING HOME FOR! Century homes are loved for the details, and this one still has them, with tall

17 Photos

35 Victorway Drive, Simcoe, ON , MLS #S13696790 , Image - 1

35 Victorway Drive Holly, Barrie, Simcoe, ON MLS® S13696790

Residential Freehold (Detached)

$639999.0

3 Beds
3 Baths
1100-1500 sq-ft

Clear The Schedule, 35 Victorway Drive Is Worth A Look! Set on a landscaped corner lot in Holly, this 2-storey link home lines up some of the features

39 Photos

355 Mapleview Drive W, Simcoe, ON , MLS #S13697518 , Image - 1

355 Mapleview Drive W Holly, Barrie, Simcoe, ON MLS® S13697518

Residential Freehold (Detached)

$1795000.0

7 Beds
4 Baths
1500-2000 sq-ft

Prime commercial opportunity located on one of Barrie's highest-exposure corridors at 355 Mapleview Drive W. Situated on nearly half an acre and zoned

19 Photos

119 Violet Street, Simcoe, ON , MLS #S13717792 , Image - 1

119 Violet Street Holly, Barrie, Simcoe, ON MLS® S13717792

Residential Freehold (Detached)

$999000.0

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

Welcome to 119 Violet St, Barrie! This inviting property offers a fantastic opportunity for buyers looking for a comfortable home in a convenient Barr

38 Photos

42 Farmstead Crescent, Simcoe, ON , MLS #S13716836 , Image - 1

42 Farmstead Crescent Holly, Barrie, Simcoe, ON MLS® S13716836

Residential Freehold (Detached)

$749000.0

4 Beds
3 Baths
1500-2000 sq-ft

Welcome Home to Your Own Backyard Oasis! Watch the sunrise from your front porch while sipping your morning coffee, then head out to explore the West

50 Photos

4 Lister Drive, Simcoe, ON , MLS #S13702324 , Image - 1

4 Lister Drive Holly, Barrie, Simcoe, ON MLS® S13702324

Residential Freehold (Detached)

$819900.0

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

THIS is the one you've been waiting for! Welcome to 4 Lister Drive, where incredible indoor versatility meets a backyard you may never want to leave.

42 Photos

35 Farmstead Crescent, Simcoe, ON , MLS #S13504896 , Image - 1

35 Farmstead Crescent Holly, Barrie, Simcoe, ON MLS® S13504896

Residential Freehold (Detached)

$949000.0

Price drop by 3.2%

4 Beds
3 Baths
1500-2000 sq-ft

Ready for you to move in and enjoy! Four-bedroom family home offering exceptional curb appeal, premium custom finishes, and an unbeatable location in

39 Photos

216 Mapleton Avenue, Simcoe, ON , MLS #S13636002 , Image - 1

216 Mapleton Avenue Holly, Barrie, Simcoe, ON MLS® S13636002

Residential Freehold (Detached)

$724900.0

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

Welcome to 216 Mapleton Ave! A fully finished, all brick home located in one of Barrie's prime areas! Also featuring a brand new professionally instal

7 Photos

791 Essa Road, Simcoe, ON , MLS #S13078472 , Image - 1

791 Essa Road Holly, Barrie, Simcoe, ON MLS® S13078472

Residential Freehold (Detached)

$1490000.0

Price drop by 16.8%

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

***DEVELOPMENT OPPORTUNITY*** Excellent Opportunity for all Investors & Builders to build 8 Freehold Townhomes on this Lot in the Sought After Southwe

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