Hillcrest Estates
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
Hillcrest Estates is a small, established pocket of 48 homes built between 1957 and 1985, with a median build year of 1969. That age range means pricing here tracks condition and updates more than square footage — two homes with similar layouts can sit far apart in list price depending on whether the roof, kitchen, or systems have been touched.
With roughly 77% of homes carrying a homestead exemption, turnover tends to be slower and inventory thinner than in newer subdivisions nearby. For buyers, that means patience — listings do not cycle quickly, and being ready to move when the right one appears matters more than trying to time the market.
HILLCREST ESTATES right now
🟢 Still climbing. The trailing-12-month median ($360K) is up 9.1% from the prior 12 months ($330K). With about 2 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending August 2. Confidence: Low (7 and 5 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
Updated August 2, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness
Who Hillcrest Estates is best for.
Best for
- Buyers comfortable evaluating an older home's condition and budgeting for updates as needed
- Buyers who want more living area than typical new construction offers, without amenity fees attached
- Buyers targeting a settled, low-turnover Pinellas County location over a fast-growing new subdivision
Probably not for
- Buyers who want a warrantied, move-in-ready new build with no renovation risk
- Buyers who specifically want HOA-run amenities such as a pool or clubhouse included
- Buyers expecting a large, active resale market with frequent listing turnover
The market around Hillcrest Estates
Hillcrest Estates is a small community — 4 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.
Across Pinellas County, 6,909 homes are active and 1,852 pending (21% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Hillcrest Estates specifically. Momentum Research analysis of MLS records.
The Hillcrest Estates buying strategy.
If we were buying in Hillcrest 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.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
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 Hillcrest Estates.
A neighborhood defined by its age, not its size
With only 48 homes and a build range spanning nearly three decades (1957 to 1985), Hillcrest Estates does not behave like a large, homogenous subdivision. Each home's story — original systems versus renovated, additions versus untouched footprint — plays a bigger role in valuation than it would in a newer community where every house is close to identical.
There is no HOA or community amenity package identified in current MLS listings, which keeps carrying costs simpler but also means buyers are not paying for shared pools, gates, or clubhouses. What you are buying is the lot, the structure, and its position inside a settled Pinellas County street grid — not a bundled lifestyle package.
The location and the amenities are priced into every listing in Hillcrest Estates. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a small, older neighborhood like this, the difference between a fair offer and an overpay is almost always in the details — permit history, age of major systems, and how a specific home's condition stacks up against the last few comparable closings. We walk that ground before we talk numbers, not after.
Hillcrest Estates in 15 seconds.
HOA, CDD & Fees
- Mandatory HOA — confirm current dues
- 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 Hillcrest 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 Hillcrest Estates sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hillcrest 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 Hillcrest Estates home worth?
Get a no-obligation home value based on real comparable sales in Hillcrest 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 Hillcrest Estates on the map →
Frequently Asked Questions
How many homes are in Hillcrest Estates?
What share of Hillcrest Estates is owner-occupied?
When were the homes in Hillcrest Estates built?
Who is the best real estate agent for Hillcrest Estates?
How do I find a top Clearwater real estate agent who knows Hillcrest Estates?
Can Momentum Realty connect me with an agent for Hillcrest Estates?
Should you buy in Hillcrest Estates?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (2 streets, ZIP 33765)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2005 (8 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.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending August 2 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($360K) IS the median in the snapshot above, and the move from 2025 ($330K) IS the +9.1% one-year change.
Windows contain 0 to 7 sales each (7 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2005 through 2026. Deemed reliable but not guaranteed.
20% of homes for sale in ZIP 33542 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 (2026-08-01).
Data sources & freshness
| Community market stats | Stellar MLS closed sales, 12-month windows ending August 2, 2026 |
| Under-contract shares | Stellar MLS records, as of 2026-08-01 |
| Historical depth | Closed-sale records back to 2005 (25 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 your area comps.
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how HILLCREST ESTATES fits the bigger picture — live prices, inventory, and Momentum Scores:
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