Homes for sale in Holiday.
289 active listings in Holiday, FL — live Stellar MLS inventory.
Communities in Holiday
60 subdivisions with active listings
Listings in Holiday
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$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
$825,000
2138 Bayou Dr
Holiday, FL 34691
3 bd · 3 ba · 2,583 sqft
Baileys Bluff Estates
MLS ID #TB8469784, KELLER WILLIAMS REALTY- PALM H.
Listing provided by Stellar MLS
$799,000
2030 Gulfview Dr
Holiday, FL 34691
2 bd · 2 ba · 2,280 sqft
Baileys Bluff Estates
MLS ID #W7888180, RE/MAX ALLIANCE GROUP.
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
$579,000
3020 Sheppards Crook Ct
Holiday, FL 34691
3 bd · 4 ba · 2,367 sqft
Ibis Sub
MLS ID #W7887101, RE/MAX ALLIANCE GROUP.
Listing provided by Stellar MLS
$575,000
3225 Glenwood Cir
Holiday, FL 34691
4 bd · 3 ba · 2,857 sqft
Glenwood Gulf Trace
MLS ID #TB8536347, VANDERLEELIE & ASSOC.RE ESTATE.
Listing provided by Stellar MLS
$575,000
1914 Oswego Dr
Holiday, FL 34691
5 bd · 3 ba · 3,072 sqft
Key Vista Prcl 18
MLS ID #W7883046, INVESTMENT FLORIDA REALTY LLC.
Listing provided by Stellar MLS
$550,000
2309 Swordfish Ave
Holiday, FL 34691
4 bd · 3 ba · 2,462 sqft
Gulfwinds
MLS ID #TB8540451, KELLER WILLIAMS REALTY- PALM HARBOR.
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 August 29, 2026 at 4:06 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA