375 total properties
View 1741 FAIRFIELD STREET Holiday, FL MLS# TB8498724
  • Virtual Tour
1 of 67
$315,000
4

Beds

3.0

Baths

1,882

Sq.Ft.

1741 FAIRFIELD STREET

Holiday, FL

View 1050 DEAL LANE Holiday, FL MLS# O6415296
  • Virtual Tour
1 of 23
$315,000
3

Beds

3.0

Baths

1,667

Sq.Ft.

1050 DEAL LANE

Holiday, FL

Courtesy of DALTON WADE INC
View 1153 VIKING DRIVE Holiday, FL MLS# TB8525017
$315,000
2

Beds

2.0

Baths

1,393

Sq.Ft.

1153 VIKING DRIVE

Holiday, FL

The time to sell is now! THE TIME TO SELL IS NOW!
View 2230 PLEASANT HILL LANE Holiday, FL MLS# TB8517371
  • Adult Community with Virtual Tour
1 of 94
$314,900
2

Beds

2.0

Baths

1,341

Sq.Ft.

2230 PLEASANT HILL LANE

Holiday, FL

View 2152 ARCADIA ROAD Holiday, FL MLS# TB8519493
  • Virtual Tour
1 of 30
$314,900
3

Beds

2.0

Baths

1,088

Sq.Ft.

2152 ARCADIA ROAD

Holiday, FL

View 1853 DARTMOUTH DRIVE Holiday, FL MLS# TB8510421
  • Virtual Tour
1 of 88
$306,000
3

Beds

2.0

Baths

1,462

Sq.Ft.

1853 DARTMOUTH DRIVE

Holiday, FL

View 4803 GUARDIAN AVENUE Holiday, FL MLS# TB8487126
$305,900
3

Beds

3.0

Baths

1,712

Sq.Ft.

4803 GUARDIAN AVENUE

Holiday, FL

Courtesy of BUILDING NEST REALTY LLC
View 4344 OAK BLUFF AVENUE Holiday, FL MLS# TB8516133
  • Virtual Tour
1 of 49
$303,000
3

Beds

2.0

Baths

1,547

Sq.Ft.

4344 OAK BLUFF AVENUE

Holiday, FL

Courtesy of HOMEXPRESS REALTY, INC.
View 2211 PLEASANT HILL LANE Holiday, FL MLS# TB8485823
  • Adult Community with Virtual Tour
1 of 40
$300,000
2

Beds

2.0

Baths

1,500

Sq.Ft.

2211 PLEASANT HILL LANE

Holiday, FL

Courtesy of COLDWELL BANKER REALTY
View 5626 MOOG ROAD Holiday, FL MLS# TB8511964
  • Virtual Tour
1 of 38
$300,000
3

Beds

2.0

Baths

1,278

Sq.Ft.

5626 MOOG ROAD

Holiday, FL

View 1715 KENILWORTH STREET Holiday, FL MLS# S5145157
  • Virtual Tour
1 of 21
$299,999
3

Beds

2.0

Baths

1,442

Sq.Ft.

1715 KENILWORTH STREET

Holiday, FL

View 3332 WILSON DRIVE Holiday, FL MLS# W7884874
  • Virtual Tour
1 of 28
$299,990
3

Beds

2.0

Baths

1,444

Sq.Ft.

3332 WILSON DRIVE

Holiday, FL

View 5338 SPANISH TRAIL Holiday, FL MLS# TB8462546
  • Virtual Tour
1 of 34
$299,900
2

Beds

2.0

Baths

1,212

Sq.Ft.

5338 SPANISH TRAIL

Holiday, FL

Courtesy of CENTURY 21 COASTAL ALLIANCE
View 3127 DOLE STREET Holiday, FL MLS# TB8482547
  • Virtual Tour
1 of 40
$299,900
2

Beds

2.0

Baths

1,184

Sq.Ft.

3127 DOLE STREET

Holiday, FL

View 4301 WESTWOOD DRIVE Holiday, FL MLS# TB8484815
  • Virtual Tour
1 of 13
$299,900
2

Beds

1.1

Baths

1,259

Sq.Ft.

4301 WESTWOOD DRIVE

Holiday, FL

Courtesy of AVENUE HOMES LLC
View 3314 COLUMBUS DRIVE Holiday, FL MLS# O6414432
  • Virtual Tour
1 of 35
$299,900
3

Beds

2.0

Baths

1,513

Sq.Ft.

3314 COLUMBUS DRIVE

Holiday, FL

View 3718 PENRICK DRIVE Holiday, FL MLS# TB8524611
  • Recently Listed with Virtual Tour
1 of 55
$299,900
2

Beds

2.0

Baths

1,334

Sq.Ft.

3718 PENRICK DRIVE

Holiday, FL

View 3625 RICHBORO DRIVE Holiday, FL MLS# TB8463808
  • Virtual Tour
1 of 24
$299,000
3

Beds

2.0

Baths

1,587

Sq.Ft.

3625 RICHBORO DRIVE

Holiday, FL

Courtesy of PEOPLE'S TRUST REALTY
View 3042 BAHIA AVENUE Holiday, FL MLS# TB8504500
  • Virtual Tour
1 of 37
$295,000
3

Beds

2.0

Baths

1,134

Sq.Ft.

3042 BAHIA AVENUE

Holiday, FL

View 1215 PERSIMMON DRIVE Holiday, FL MLS# TB8514707
$295,000
3

Beds

2.0

Baths

1,365

Sq.Ft.

1215 PERSIMMON DRIVE

Holiday, FL

Courtesy of MARK SPAIN REAL ESTATE

About Holiday

Listings in Holiday, FL

385

Estimated median home price

$240,000
Holiday FL Homes for Sale & Properties

Weichert Realtors is one of the nation's leading providers of Holiday, Florida real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Holiday, FL.

Homes for Sale by Price in Holiday, FL

Price Count
$0 - 100K 32
$100K - 200K 92
$200K - 300K 164
$300K - 400K 57
$400K - 500K 19
$500K - 600K 6
$600K - 700K 3
$700K - 800K 3
$800K - 900K 2
$900K - 1M 0
$1M - Max 7

Homes for Sale by Type in Holiday, FL

Property Type Count
Single Family 262
Townhouse 19
Condo 21
Commercial 4
Rental 63
Lots and Land 24
Condo/Town/CoOp 0
CoOp 0
Multi Family 1
Mobile Home 54
Farms 0

(Data as of 7/6/2026)

Information deemed reliable but not guaranteed.

The data relating to real estate for sale on this web site comes in part from the BROKER RECIPROCITY Program of M.L.S. of Naples, Inc. Real estate listings held by brokerage firms other than Weichert Realtors are marked with the BROKER RECIPROCITY logo (little black house) and detailed information about them includes the name of the listing brokerage.

The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Any use of search facilities of data on the site other than by consumers looking to purchase real estate is prohibited.

The information being provided is for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Listing information courtesy of My Florida Regional MLS DBA Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; availability of any listing should always be independently verified. Listing information is provided for consumer personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.

Copyright 2012 My Florida Regional MLS DBA Stellar MLS. All rights reserved

Data is updated as of 7/7/2026.