Waterfront Homes for Sale in Holiday, FL
This page tracks every Holiday listing whose MLS record reports waterfront (ocean, bay, Intracoastal, river, canal or lake frontage), by community, with live counts and asking prices, and the costs that come with the water.
36 waterfront homes are for sale or pending in Holiday, FL today across 15 communities. The median asking price is $260,000, from $114,900 to $1,265,000. Listings in Holiday without that feature have a median of $230,000. Most listings right now: Baileys Bluff Estates (5), Aloha Gardens (5), Beacon Square (4). Updated November 8, 2026 from the MLS.
Live waterfront homes in Holiday: the listings
31 active listings carry the flag today (11% of Holiday inventory), median asking $260,000, $179/sq ft, median 76 days on market. Photo cards link to the listing; refreshed nightly.
Newest waterfront homes in Holiday
The most expensive waterfront homes in Holiday
| Listing | Asking | Sq ft | Community |
|---|---|---|---|
| 3143 Pineview Drive | $1,299,999 | 4,204 | pasco county |
| 2138 Bayou Drive | $775,000 | 2,583 | Baileys Bluff Estates |
| 2030 Gulfview Drive | $774,900 | 2,280 | Baileys Bluff Estates |
| 3138 Bluff Boulevard | $649,000 | 1,956 | Baileys Bluff Estates |
| 3087 Jackson Drive | $549,000 | 1,787 | Tahitian Dev |
| 1238 Flotilla Drive | $510,000 | 5,360 | — |
| 3318 Pineview Drive | $499,000 | 1,047 | Baileys Bluff Estates |
| 1125 Fernwood Drive | $474,900 | 1,900 | — |
| 3022 Jackson Drive | $450,000 | 1,837 | Tahitian Dev |
| 5410 Flora Avenue | $359,000 | 1,356 | — |
Waterfront Homes by price
| Band | For sale | Share |
|---|---|---|
| Under $300K | 20 | 65% |
| $300K–$500K | 5 | 16% |
| $500K–$750K | 3 | 10% |
| $750K–$1M | 2 | 6% |
| $1M+ | 1 | 3% |
Holiday waterfront homes by community
Click a community for its full guide: prices, HOA reality, insurance posture and the homes for sale.
| Community | Waterfront Homes | New build | Median list | From |
|---|---|---|---|---|
| Baileys Bluff Estates | 5 | 0 | $774,900 | $499,000 |
| Aloha Gardens | 5 | 0 | $254,900 | $239,900 |
| Beacon Square | 4 | 0 | $254,999 | $141,000 |
| Tanglewood Mobile Village | 4 | 0 | $147,700 | $134,900 |
| Forest Hills | 3 | 0 | $359,000 | $289,000 |
| Holiday Lake Villas Condo | 3 | 0 | $115,000 | $114,900 |
| Tahitian Dev | 2 | 1 | $499,500 | $450,000 |
| Tahitian Homes | 2 | 0 | $255,000 | $235,000 |
| Forest Hills Un #22 | 1 | 0 | $510,000 | $510,000 |
| Forest Hills Unit 22 | 1 | 0 | $350,000 | $350,000 |
| Tahitian Dev Sub | 1 | 0 | $284,990 | $284,990 |
| Townes/Darlington | 1 | 0 | $255,000 | $255,000 |
| Holiday Lake Estates | 1 | 0 | $248,000 | $248,000 |
| Tahitian Development | 1 | 0 | $245,995 | $245,995 |
| Holiday Gardens | 1 | 0 | $219,900 | $219,900 |
What waterfront ownership really costs
Waterfront homes carry costs inland homes do not: flood insurance where the parcel sits in a FEMA special flood hazard area, higher windstorm premiums closer to open water, and upkeep for seawalls, docks and lifts. Before you offer, pull the FEMA flood zone for the specific parcel, ask for the seawall’s age and any inspection reports, and get an insurance quote in hand, not an estimate. Our flood insurance calculator and wind mitigation savings calculator show what the parcel will actually cost to insure.
Questions to ask about any waterfront listing
Is the water frontage deeded or association-owned? Is there a fixed bridge between the dock and open water, and what is the clearance? What did the seller pay for flood and wind coverage last year, and with which carriers? Has the seawall or dock been permitted and inspected? What is the finished-floor elevation? A local agent who works waterfront deals will know which canals hold depth at low tide and which carriers are writing in the area.
Common questions
How many waterfront homes are for sale in Holiday?
What do waterfront homes cost in Holiday?
Which Holiday community has the most waterfront homes for sale?
Is a waterfront home always in a flood zone?
Keep exploring Holiday
- All homes for sale in Holiday
- Holiday ZIP codes with prices
- Holiday pool homes
- Holiday gated community homes
- Holiday 4-bedroom homes
- Holiday homes under $300K
- Holiday homes $300K–$500K
- Waterfront Homes in every city
Waterfront Homes in nearby Pasco County cities
- New Port Richey waterfront homes (184 for sale)
- Hudson waterfront homes (160 for sale)
- Land O Lakes waterfront homes (69 for sale)
- Port Richey waterfront homes (58 for sale)
- Wesley Chapel waterfront homes (52 for sale)
- Zephyrhills waterfront homes (14 for sale)
- Dade City waterfront homes (13 for sale)
Live data: Stellar MLS, refreshed with every MLS pull; this page rebuilds on every ship. Community-level aggregates only: active and pending residential listings in Holiday, FL whose MLS record reports waterfront. Prices are asking prices, not values. Property features and prices only; nothing on this page describes residents. Equal Housing Opportunity.