Baileys Bluff Estates
Homes for Sale in Holiday, FL
All 271 homes for sale in Holiday, FL · median $230,000 · Pasco County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 2026, Baileys Bluff Estates in Holiday, FL has 5 homes for sale, asking from $499,999 to $1,299,999 (median $774,900). Homes listed or recently sold were built 1969 - 2006; 7 of the 7 geocoded homes sit in a FEMA special flood hazard zone (median elevation 6 ft).
Homes For Sale Right Now in Baileys Bluff Estates
Live MLS inventory for Baileys Bluff Estates. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.
Active · 1 daysTop listing
Active · 231 days
Active · 53 days
Active · 91 daysActive and pending Baileys Bluff Estates listings as of 2026-10-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2012 through 2026. Tap any home to ask about it.
Baileys Bluff Estates right now
🟢 Buyer-leaning market. 24.0 months of supply and 20% of the inventory already under contract give buyers above-average negotiating leverage.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 20, 2026. Confidence: Medium (5 active and pending listings, 1 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated October 14, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The setting & the homes.
Aerial and on-site photos of Baileys Bluff Estates. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Baileys Bluff Estates; content deemed reliable but not guaranteed.
The market around Baileys Bluff Estates
Baileys Bluff Estates is too small for its own price trend, so here is the market around it.
In ZIP 34655, 307 homes are on the market and 26% are under contract — a steady corner of Holiday.
Across Pasco County, 4,213 homes are active and 1,214 pending (22% under contract).
ZIP and county figures describe the wider market, not Baileys Bluff Estates specifically. Momentum Research analysis of MLS records.
Baileys Bluff Estates on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap contributors.
Life at Baileys Bluff Estates
- Clubhouse · reported on 5 of 5 listings
- Golf Carts OK · reported on 2 of 5 listings
- Park · reported on 1 of 5 listings
Community amenities as reported across Stellar MLS listings in this community; deemed reliable but not guaranteed. Verify current amenities and access with the HOA.
Schools
- Pasco County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Pasco County Public Schools (verify by address) · Public
- Confirm zoned elementary, middle, and high · By address
- Magnet and choice options may apply · Choice
Zoned schools reflect the assignments reported on recent Baileys Bluff Estates listings and can change; always confirm with Pasco County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Baileys Bluff Estates address.
Shop the zone: Homes zoned for Anclote High-Po High School
The Baileys Bluff Estates buying strategy.
If we were buying in Baileys Bluff Estates today, this is the order of operations we would run for our clients.
Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Use your leverage. With inventory sitting, there is room to negotiate on anything dated or overpriced and to ask for repairs or a rate buydown.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Baileys Bluff Estates.
A closer look at the Baileys Bluff Estates market
Inventory runs at 24.0 months of supply, a buyer-leaning market.
The housing stock is 51 homes built between 1960 and 2022, and 76% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.
The location and the amenities are priced into every listing in Baileys Bluff Estates. The deal is won or lost on condition, the comps, and the renovation math.
What it really costs to own in Baileys Bluff Estates
The parts of the monthly number a mortgage calculator leaves out, from the tax roll, the MLS, Citizens and FEMA. Property facts only.
| HOA dues | Median $8/month across 38 MLS listings (most billed annually; 2026-10-14). Dues cover what the documents say they cover; ask for the budget and reserve study. |
|---|---|
| Home and flood insurance | The average Citizens Property Insurance premium in Pasco County is $1,659/yr (8,233 policies, Citizens detail by county, April 2026); private-market quotes depend on roof age, wind mitigation and construction. |
| Roof and age | Median build year 1984 across 7 listings. An original roof here would be about 42 years old; under Florida's 2022 reform (SB 2-D) carriers may require an inspection past 15 years, so budget for a roof report, and for replacement where it fails. |
Email me new listings in Baileys Bluff Estates
One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.
Ask an agent about Baileys Bluff Estates
Have a question about the homes, fees, rules or commute here? A Momentum agent who works Baileys Bluff Estates will answer, and the answer is published on this page for the next buyer.
HOA, CDD & Fees
- HOA dues reported around $8/month · median of 38 MLS listings, most billed annually
- Any club/amenity membership is billed separately
Listings in this community report association dues of about $8 per month - the median AssociationFee across 38 MLS records, normalised to a monthly figure; most are billed annually. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-10.
Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.
Tools for a Baileys Bluff Estates buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Baileys Bluff Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Baileys Bluff Estates, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Baileys Bluff Estates home worth?
Get a no-obligation home value based on real comparable sales in Baileys Bluff Estates, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
See all homes for sale in Holiday →
Recently off market in Baileys Bluff Estates
Homes in Baileys Bluff Estates that recently left the market. Each address opens its public-record profile: county-recorded value, property taxes, the last recorded sale, community sales history, and what is for sale nearby now. 1 on record.
- 1906 Gulfview Drive · off market
Housing distress & ownership in Baileys Bluff Estates, Holiday
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period October 2026 through October 2026. Deemed reliable but not guaranteed.
Just listed in Baileys Bluff Estates Homes for Sale: 4 Homes
The newest homes for sale in Baileys Bluff Estates Homes for Sale: 4 Homes right now, newest first. Each link opens the full listing with every photo, the price history and a tour request.
- 3143 Pineview Drive $1,299,999 · 4 bd · 4 ba · 4,204 sq ft · 1 day on market Courtesy of RE/MAX CHAMPIONS
- 2030 Gulfview Drive $774,900 · 2 bd · 2 ba · 2,280 sq ft · 53 days on market Courtesy of RE/MAX ALLIANCE GROUP
- 3318 Pineview Drive $509,000 · 2 bd · 1.5 ba · 1,047 sq ft · 96 days on market Courtesy of RE/MAX ALLIANCE GROUP
- 2210 Bayou Drive $499,999 · 4 bd · 2.5 ba · 2,861 sq ft · 110 days on market Courtesy of DEAL HOUSE REALTY LLC
- 2138 Bayou Drive $775,000 · 4 bd · 2.5 ba · 2,583 sq ft · 234 days on market Courtesy of KELLER WILLIAMS REALTY- PALM H
Checked against the MLS Oct 13, 2026. All new listings in this market.
Every Home for Sale in Baileys Bluff Estates Holiday Right Now (5)
All 5 active and pending Baileys Bluff Estates Holiday listings with a detail page, newest first, refreshed twice a day from the MLS.
- 3143 Pineview Drive · $1,299,999 · 4 bd / 4 ba · listed Sep 24, 2026 · listed by Re/Max Champions
- 2030 Gulfview Drive · $774,900 · 2 bd / 2 ba · listed Aug 9, 2026 · listed by Re/Max Alliance Group
- 3318 Pineview Drive · $509,000 · 2 bd / 1.5 ba · listed Jul 19, 2026 · listed by Re/Max Alliance Group
- 2210 Bayou Drive · $499,999 · 4 bd / 2.5 ba · listed Jul 19, 2026 · listed by Deal House Realty Llc
- 2138 Bayou Drive · $775,000 · 4 bd / 2.5 ba · listed Jul 14, 2026 · listed by Keller Williams Realty- Palm H
More Holiday home searches
- All homes for sale in Holiday, FL
- Homes for sale in Pasco County, FL
- Holiday pool homes for sale
- Holiday waterfront homes for sale
- Gated communities in Holiday
- Homes under $300K in Holiday
- Homes from $300K to $500K in Holiday
- 4-bedroom homes for sale in Holiday
- Holiday home values: what is my house worth?
- ZIP 34655 housing scorecard
Streets in this community
Street-level pages: every home on record, what sold and what is for sale on each street.
- Pineview Drive (16 homes on record)
- Bluff Boulevard (16 homes on record)
- Bluff Boulevard (3 homes on record)
- Pineview Drive (1 homes on record)
- Bluff Boulevard (1 homes on record)
The real cost & risk here
Before the list price, the Florida math the portals skip. These are Pasco County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.
Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Pasco County scorecard.
County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.
20% of homes for sale in ZIP 34691 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-13).
Frequently Asked Questions
Is Baileys Bluff Estates a buyer's or seller's market right now?
How many homes are in Baileys Bluff Estates?
What share of Baileys Bluff Estates is owner-occupied?
When were the homes in Baileys Bluff Estates built?
What schools serve Baileys Bluff Estates?
Who is the best real estate agent for Baileys Bluff Estates?
How do I find a top Holiday real estate agent who knows Baileys Bluff Estates?
Can Momentum Realty connect me with an agent for Baileys Bluff Estates?
Where is Baileys Bluff Estates, and what county is it in?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: October 14, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 34655/34691)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2012 (49 transactions analyzed) |
Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.
Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.
Own a home here?
You just read the data. Now see what your home is worth.
The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live local comps.
Looking to buy here? Search homes for sale →
What’s your home worth in your area?
A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Baileys Bluff Estates fits the bigger picture — live prices, inventory, and Momentum Scores:
More on Baileys Bluff Estates
- Home values · What homes in Baileys Bluff Estates actually sell for
Nearby Communities
Explore more neighborhoods near Baileys Bluff Estates with Momentum Realty’s local guides.



