Homes for sale in Holiday.
12 active listings in Holiday, FL — live Stellar MLS inventory.
Communities in Holiday
60 subdivisions with active listings
Listings in Holiday
See all →

$5,400,000
3130 Shipwatch Dr
Holiday, FL 34691
80 acres
MLS ID #TB8442547, FISCHBACH LAND COMPANY LLC.
Listing provided by Stellar MLS


$3,750,000
0 Berry Hill Rd
Holiday, FL 34690
6.4 acres
Tampa Tarpon Spgs Land Co
MLS ID #TB8507322, KELLER WILLIAMS REALTY PORTFOLIO COLLECTION.
Listing provided by Stellar MLS


$1,900,000
No Address Assigned
Holiday, FL 34691
35.6 acres
MLS ID #W7883129, FUTURE HOME REALTY INC.
Listing provided by Stellar MLS


$1,859,900
1906 Gulfview Dr
Holiday, FL 34691
4 bd · 4 ba · 3,412 sqft
Baileys Bluff Estates
MLS ID #TB8482035, BANNER INT'L REAL ESTATE.
Listing provided by Stellar MLS


$1,379,990
3143 Pineview Dr
Holiday, FL 34691
4 bd · 4 ba · 4,204 sqft
Baileys Bluff Estates
MLS ID #W7879730, RE/MAX CHAMPIONS.
Listing provided by Stellar MLS


$1,265,000
3114 Bluff Blvd
Holiday, FL 34691
3 bd · 3 ba · 3,234 sqft
Baileys Bluff Estates
MLS ID #TB8486712, HOMEFRONT REALTY.
Listing provided by Stellar MLS


$799,000
Flotilla
Holiday, FL 34690
1.46 acres
MLS ID #TB8498330, RE/MAX ACTION FIRST OF FLORIDA.
Listing provided by Stellar MLS


$799,000
5001 Whippoorwill Dr
Holiday, FL 34690
10.47 acres
Tampa Tarpon Spgs Land Co
MLS ID #W7884728, FI GREY & SON INC COMMERCIAL.
Listing provided by Stellar MLS


$799,000
000 Bluff Blvd
Holiday, FL 34691
0.35 acres
Baileys Bluff Estates
MLS ID #W7883578, RE/MAX ALLIANCE GROUP.
Listing provided by Stellar MLS


$699,900
0 Silhouette Lane
Holiday, FL 34691
5 acres
Tampa Tarpon Springs Land Company
MLS ID #TB8320392, PAPPAS REAL ESTATE LLC.
Listing provided by Stellar MLS

$650,000
3236 Madison St
Holiday, FL 34690
6 acres
MLS ID #W7876795, BHHS FLORIDA PROPERTIES GROUP.
Listing provided by Stellar MLS


$590,000
0 Bluff
Holiday, FL 34691
0.43 acres
Acreage
MLS ID #TB8414141, CHARLES RUTENBERG REALTY INC.
Listing provided by Stellar MLS
Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively 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.
Based on information submitted to the MLS GRID as of June 12, 2026 at 11:02 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA