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Houses for Sale in Holly Barrie Under $5 Million

Showing results 1 - 30 of 44

Looking for houses under $5m for sale in Holly, Barrie? With Square Yards Canada, discover a vast range of properties within your budget in Holly across Toronto. If you plan to buy houses under $5m in Holly, Barrie, you can refine your search by property size, specific amenities, and property age. Filter the listings by the number of bedrooms, bathrooms, and surface area to match your requirements. Our listings feature a wide range of Holly houses for sale under $5m, including freehold properties, condos, and commercial spaces.

Last Updated: December 05, 2025

43 Photos

54 Cityview Circle, Simcoe, ON , MLS #S12470840 , Image - 1

54 Cityview Circle Holly, Barrie, Simcoe, ON MLS® S12470840

Residential Freehold (Detached)

$1052100.0

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

26 Photos

96 Lee Crescent, Simcoe, ON , MLS #S12330941 , Image - 1

96 Lee Crescent Holly, Barrie, Simcoe, ON MLS® S12330941

Residential Freehold (Att/Row/Townhouse)

$529900.0

Price drop by 1.9%

2 Beds
1 Baths
1100-1500 sq-ft

Welcome to 96 Lee Crescent! A beautifully situated townhome in a very safe area, just minutes from all your shopping and dining needs. NEW CARPETING O

31 Photos

124 Brown Street, Simcoe, ON , MLS #S12587732 , Image - 1

124 Brown Street Holly, Barrie, Simcoe, ON MLS® S12587732

Residential Freehold (Detached)

$699900.0

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

One of a kind opportunity that is truly move-in ready! Fully updated, stunning all brick detached home on a quiet, tucked away street in Barrie's pres

25 Photos

312 Harvie Road, Simcoe, ON , MLS #S12568018 , Image - 1

312 Harvie Road Holly, Barrie, Simcoe, ON MLS® S12568018

Residential Freehold (Detached)

$787000.0

3 Beds
2 Baths
1100-1500 sq-ft

Absolutely stunning 3bd 2bath detached brick bungalow on large 49ft X 115ft lot! Originally builder's model home. Massive open concept living/dining r

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68 Coughlin Road, Simcoe, ON , MLS #S12464092 , Image - 1

68 Coughlin Road Holly, Barrie, Simcoe, ON MLS® S12464092

Residential Freehold (Detached)

$775000.0

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

STUNNING FIVE-BEDROOM RAISED BUNGALOW OFFERING OUTDOOR ENTERTAINING PERFECTION & FAMILY FRIENDLY LUXURY! Welcome to this corner-lot gem in Barries sou

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500 Mapleview Drive, Simcoe, ON , MLS #S12213556 , Image - 1

Unit-308, 500 Mapleview Drive Holly, Barrie, Simcoe, ON MLS® S12213556

Residential Condo & Other (Condo Apartment)

$478800.0

Price drop by 2.3%

2 +0 Beds
2 Baths
800-899 sq-ft

Priced to Sell ! Looking for the perfect blend of comfort, style, and convenience? Look no further! Welcome home to this beautifully updated 2 bedroom

32 Photos

11 Kodiak Terrace, Simcoe, ON , MLS #S12473378 , Image - 1

11 Kodiak Terrace Holly, Barrie, Simcoe, ON MLS® S12473378

Residential Freehold (Att/Row/Townhouse)

$599900.0

2 Beds
2 Baths
1100-1500 sq-ft

Welcome to This Stunning Freehold Townhome in One of Barrie's Most Desirable Communities! This beautifully maintained 6 Year Old home is truly move-in

50 Photos

44 Quance Street, Simcoe, ON , MLS #S12426848 , Image - 1

44 Quance Street Holly, Barrie, Simcoe, ON MLS® S12426848

Residential Freehold (Detached)

$699000.0

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

3+1 Bed, 3 Bath Detached Home in South Barrie Located in a family-friendly neighbourhood, this well-kept 3+1 bedroom, 3-bath detached home offers a gr

13 Photos

827 Essa Road, Simcoe, ON , MLS #S8225540 , Image - 1

827 Essa Road Holly, Barrie, Simcoe, ON MLS® S8225540

Residential Freehold (Detached)

$1999888.0

3 Beds
2 Baths
1100-1500 sq-ft

Prime Land Development Opportunity in a thriving community! Nestled on a vast 75' x 200' lot, this stunning Feng Shui Certified Bungalow offers unmatc

49 Photos

69 CITYVIEW Circle, Simcoe, ON , MLS #S12201283 , Image - 1

69 CITYVIEW Circle Holly, Barrie, Simcoe, ON MLS® S12201283

Residential Freehold (Detached)

$1550000.0

5 +0 Beds
5 Baths
3000-3500 sq-ft

Discover this beautifully maintained home on a rare pie-shaped lot backing directly onto Ardagh Forest, offering unparalleled privacy and a peaceful,

50 Photos

92 Sundew Drive, Simcoe, ON , MLS #40737124 , Image - 1

92 Sundew Drive Holly, Barrie, Simcoe, ON MLS® 40737124

Residential (Single Family Residence)

$988000

5 Beds
3 Baths
3229 sq-ft

Welcome to this spacious Skyview bungalow in one of Barries most desirable neighborhoods! With over 3,200 sq ft of finished living space across 3 leve

45 Photos

61 Muirfield Drive Drive, Simcoe, ON , MLS #40752048 , Image - 1

61 Muirfield Drive Drive Holly, Barrie, Simcoe, ON MLS® 40752048

Residential (Single Family Residence)

$1299999

4 Beds
5 Baths
2383 sq-ft

Elevated 4-Bedroom Home with Pool, Finished Basement & Outdoor Living. Located Just 10 Minutes From the Hwy, This 4-Bedroom, 4.5-Bathroom Home Sits in

26 Photos

107 Brown Street, Simcoe, ON , MLS #40735177 , Image - 1

107 Brown Street Holly, Barrie, Simcoe, ON MLS® 40735177

Residential (Single Family Residence)

$799000

Price drop by 1.4%

3 Beds
3 Baths
2077 sq-ft

Welcome to 107 Brown St in the sought after Ardagh neighborhood! This all brick bungalow features two bedrooms on main level and one bedroom in the mo

49 Photos

22 Columbia Road, Simcoe, ON , MLS #40740162 , Image - 1

22 Columbia Road Holly, Barrie, Simcoe, ON MLS® 40740162

Residential (Single Family Residence)

$999999

Price drop by 5.2%

5 Beds
4 Baths
1707 sq-ft

Stunning Updated 4+1 Bedroom Home Backing onto Serene Green Space in Desirable Holly Area. MAIN LEVEL: Newly renovated kitchen, SS Appliances, stunnin

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312 Harvie Road, Simcoe, ON , MLS #40745174 , Image - 1

312 Harvie Road Holly, Barrie, Simcoe, ON MLS® 40745174

Residential (Single Family Residence)

$849000

3 Beds
2 Baths
1491 sq-ft

LOVINGLY MAINTAINED HOME ON A MATURE LOT IN A PEACEFUL SOUTH-END NEIGHBOURHOOD! Nestled in a quiet and highly regarded neighbourhood in Barrie’s sough

27 Photos

255 Mapleton Avenue, Simcoe, ON , MLS #40748069 , Image - 1

255 Mapleton Avenue Holly, Barrie, Simcoe, ON MLS® 40748069

Residential (Single Family Residence)

$749000

4 Beds
2 Baths
1961 sq-ft

WELL-CARED-FOR RAISED BUNGALOW WITH A UNIQUE MULTI-LEVEL DESIGN, IN A WALKABLE HOLLY LOCATION CLOSE TO ALL AMENITIES & IN-LAW SUITE POTENTIAL! This is

50 Photos

6 Sundew Drive, Simcoe, ON , MLS #40752771 , Image - 1

6 Sundew Drive Holly, Barrie, Simcoe, ON MLS® 40752771

Residential (Single Family Residence)

$939000

4 Beds
4 Baths
2466 sq-ft

Gorgeous South end home. You can just literally move your furniture in. This home is turnkey and is multi generational optional with the separate cov

20 Photos

109 Brown Street, Simcoe, ON , MLS #40752630 , Image - 1

109 Brown Street Holly, Barrie, Simcoe, ON MLS® 40752630

Residential (Single Family Residence)

$725000

3 Beds
2 Baths
1874 sq-ft

RAISED BUNGALOW WITH SERIOUS CURB APPEAL, COZY INTERIOR VIBES & A BACKYARD BUILT FOR FUN! This raised bungalow makes an entrance with all the right de

29 Photos

68 Coughlin Road, Simcoe, ON , MLS #40752376 , Image - 1

68 Coughlin Road Holly, Barrie, Simcoe, ON MLS® 40752376

Residential (Single Family Residence)

$849900

5 Beds
3 Baths
2394 sq-ft

STUNNING FIVE-BEDROOM RAISED BUNGALOW OFFERING OUTDOOR ENTERTAINING PERFECTION & FAMILY FRIENDLY LUXURY! Welcome to this corner-lot gem in Barrie’s so

41 Photos

13 O'shaughnessy Crescent, Simcoe, ON , MLS #40729666 , Image - 1

13 O'shaughnessy Crescent Holly, Barrie, Simcoe, ON MLS® 40729666

Residential (Single Family Residence)

$794900

Price drop by 5.4%

4 Beds
2 Baths
2248 sq-ft

Welcome to 13 O'Shaughnessy Crescent, a charming and versatile home nestled in one of Barrie's most convenient neighborhoods! This 1,248 sq. ft. prope

21 Photos

76 Holly Meadow Road, Simcoe, ON , MLS #40751514 , Image - 1

76 Holly Meadow Road Holly, Barrie, Simcoe, ON MLS® 40751514

Residential (Single Family Residence)

$849900

4 Beds
2 Baths
1719 sq-ft

REGISTERED LEGAL DUPLEX IN A PRIME BARRIE LOCATION - YOUR NEXT SMART INVESTMENT STARTS HERE! Welcome to an exceptional legal duplex in the heart of Ba

50 Photos

142 Sundew Drive, Simcoe, ON , MLS #40748081 , Image - 1

142 Sundew Drive Holly, Barrie, Simcoe, ON MLS® 40748081

Residential (Single Family Residence)

$1095000

6 Beds
4 Baths
2732 sq-ft

Welcome to 142 Sundew Drive, Barrie. A Fully Upgraded Corner-Lot Gem in the Sought-After Holly Community! This stunning all-brick 2-storey home sits

29 Photos

16 Victorway Drive, Simcoe, ON , MLS #40748765 , Image - 1

16 Victorway Drive Holly, Barrie, Simcoe, ON MLS® 40748765

Residential (Single Family Residence)

$724900

3 Beds
2 Baths
1562 sq-ft

Presenting 16 Victorway Drive located in the desired "Holly" neighourhood, backing onto Marsellus Park!! Close to all amenities including schools, pa

48 Photos

32 Black Willow Drive, Simcoe, ON , MLS #40744151 , Image - 1

32 Black Willow Drive Holly, Barrie, Simcoe, ON MLS® 40744151

Residential (Single Family Residence)

$1179000

5 Beds
4 Baths
3621 sq-ft

*Overview* Welcome To 32 Black Willow Drive, A Beautifully Updated All-Brick Home Nestled In Desirable South-West Barrie. Offering 4+1 Bedrooms, 3.5 B

38 Photos

36 Leslie Avenue, Simcoe, ON , MLS #40716732 , Image - 1

36 Leslie Avenue Holly, Barrie, Simcoe, ON MLS® 40716732

Residential (Single Family Residence)

$799900

3 Beds
2 Baths
1111 sq-ft

Welcome To 36 Leslie Ave, A Meticulously Maintained 2-Bedroom Raised Bungalow Located In The Highly Sought-After Holly Area Of Barrie. This Inviting H

50 Photos

13 Sunset Place, Simcoe, ON , MLS #40744071 , Image - 1

13 Sunset Place Holly, Barrie, Simcoe, ON MLS® 40744071

Residential (Row/Townhouse)

$699000

3 Beds
3 Baths
1260 sq-ft

Welcome to 13 Sunset Place, a rare find nestled on one of the largest lots in the desirable Holly neighbourhood of Barrie. A beautifully upgraded 3-be

36 Photos

386 Emms Drive, Simcoe, ON , MLS #40749326 , Image - 1

386 Emms Drive Holly, Barrie, Simcoe, ON MLS® 40749326

Residential (Single Family Residence)

$498000

3 Beds
3 Baths
1764 sq-ft

Attention Renovators Endless Potential in Prime Holly Neighbourhood! This spacious 1,764 sq ft home sits on a huge irregular lot offering incredible o

24 Photos

209 Harvie Road, Simcoe, ON , MLS #40745960 , Image - 1

Unit-35, 209 Harvie Road Holly, Barrie, Simcoe, ON MLS® 40745960

Residential (Row/Townhouse)

$559000

4 Beds
2 Baths
1372 sq-ft

WELL-APPOINTED TOWNHOME WITH A WALKOUT BASEMENT IN THE HEART OF HOLLY! This is the kind of neighbourhood where neighbours wave as they pass by, kids l

47 Photos

72 Lake Crescent, Simcoe, ON , MLS #40744236 , Image - 1

72 Lake Crescent Holly, Barrie, Simcoe, ON MLS® 40744236

Residential (Single Family Residence)

$949000

4 Beds
4 Baths
2852 sq-ft

Welcome to 72 Lake Crescent, this stunning 2-storey home is nestled on a quiet, low-traffic crescent on the south end of Barrie and right across from

19 Photos

369 Essa Road, Simcoe, ON , MLS #40740332 , Image - 1

Unit-14, 369 Essa Road Holly, Barrie, Simcoe, ON MLS® 40740332

Residential (Row/Townhouse)

$599000

3 Beds
2 Baths
1486 sq-ft

MODERN 3-STOREY TOWNHOME WITH ECO-FRIENDLY FEATURES IN A PRIME ARDAGH LOCATION! Welcome to 369 Essa Road Unit 14! Discover this stunning 3-storey town

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