Hollingsworth Estates
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Hollingsworth Estates in Clearwater, FL has 1 home for sale. As of September 2026, the MLS records 14 closed sales in Hollingsworth Estates in Clearwater, FL since 2009, the most recent in August 2025. Across Clearwater as a whole, 320 homes closed in the last 12 months at a median of $305,000, 52 median days on market, with 98 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $5,910 ($5,100 with the full homestead exemption).
Hollingsworth Estates is an older Clearwater pocket where the housing stock does most of the pricing work. With a median build year of 1956 and homes running as far back as 1900 alongside newer construction through 2024, condition and updates matter more here than square footage — and the median footprint of roughly 1,636 square feet is modest, so what a home has been through since the mid-century sets the number.
Expect a wide spread rather than a tidy price band. A gut-renovated home and an original one on the same block can sell for very different figures, which means comps have to be read carefully. For sellers, that rewards honest condition disclosure and staging; for buyers, it means the asking price tells you less than the walk-through does.
Hollingsworth Estates right now
🟢 Buyer-leaning market. 12.0 months of supply and 0% 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 12, 2026. Confidence: Low (1 active and pending listings, 0 closed sales in 12 months).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated September 12, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
The 60-Second Overview
This is an established, largely built-out Clearwater neighborhood of 533 homes where age and renovation status — not floor plans — drive value, and where roughly two-thirds of owners hold homestead exemptions.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Hollingsworth Estates is best for.
Best for
- Buyers comfortable renovating an older home and budgeting for systems work
- Owner-occupants seeking an established Clearwater location and planning to hold
- Buyers who want a modest, roughly 1,600-square-foot footprint rather than a large new build
Probably not for
- Buyers set on new or near-new construction with modern systems
- Investors looking for high inventory turnover and quick flips
- Buyers who need a narrow, predictable price range to plan against
The market around Hollingsworth Estates
Hollingsworth Estates is too small for its own price trend, so here is the market around it.
In ZIP 33756, 258 homes are on the market and 14% are under contract — a slower corner of Clearwater.
Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).
ZIP and county figures describe the wider market, not Hollingsworth Estates specifically. Momentum Research analysis of MLS records.
Homes For Sale Right Now in Hollingsworth Estates
Live MLS inventory for Hollingsworth 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 and pending Hollingsworth Estates listings as of 2026-09-12, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2009 through 2025. Tap any home to ask about it.
Schools
- Pinellas County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Plumb Elementary-PN · Elementary
- Oak Grove Middle-PN · Middle
- Clearwater High-PN · High
Zoned schools reflect the assignments reported on recent Hollingsworth Estates listings and can change; always confirm with Pinellas County Public Schools for a specific address.
Buying with schools in mind? We can confirm the exact zoned schools for any Hollingsworth Estates address.
The Hollingsworth Estates buying strategy.
If we were buying in Hollingsworth 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 Hollingsworth Estates.
An older stock that trades on condition
The 1900-to-2024 build range is unusually broad for a single community, but the median year built of 1956 tells the real story: this is predominantly a mid-century neighborhood with occasional infill and rebuilds. Buyers should budget for the realities of older Florida construction — roof, systems, and windows — and read each listing on its own merits rather than by street or subdivision average.
A homestead share of about 65% points to a base of long-hold owners rather than a churn of investor flips. That tends to mean fewer distressed sales and a slower, steadier trickle of inventory, so when a well-updated home does list, it can draw disproportionate attention relative to the tired ones sitting beside it.
The location and the amenities are priced into every listing in Hollingsworth Estates. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood this condition-driven, a broker who has actually walked the older stock is worth more than any pricing model. We help buyers separate a cosmetic refresh from a real systems overhaul, and we help sellers position an updated home so it isn't priced against its unrenovated neighbors. That local read on age, updates, and comps is exactly where Hollingsworth Estates rewards attention.
Hollingsworth Estates in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- Any club/amenity membership is billed separately
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 Hollingsworth 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 Hollingsworth Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hollingsworth 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 Hollingsworth Estates home worth?
Get a no-obligation home value based on real comparable sales in Hollingsworth 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 homes for sale in Hollingsworth Estates on the map →
24% of homes for sale in ZIP 33764 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 (2026-09-12).
Hollingsworth Estates Market Scorecard
Hollingsworth Estates is currently a strong buyer's market. About 12.0 months of supply, a median asking price of $470,000, and homes go under contract in about 29 days.
Typical home value in the 33764 ZIP is $374,717, about 16.2% above the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.
Frequently Asked Questions
Is Hollingsworth Estates a buyer's or seller's market right now?
Who is the best real estate agent for Hollingsworth Estates?
How do I find a top Clearwater real estate agent who knows Hollingsworth Estates?
Can Momentum Realty connect me with an agent for Hollingsworth Estates?
Should you buy in Hollingsworth Estates?
An honest fit check. We will tell you when it is not your community.
Nearby Communities
Explore more neighborhoods near Hollingsworth Estates with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2009 (14 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.
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See how Hollingsworth Estates fits the bigger picture — live prices, inventory, and Momentum Scores: