Hillcrest
Homes for Sale in Clearwater, FL
All 1,140 homes for sale in Clearwater, FL · median $284,950 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 3 closed sales in Hillcrest 02 in Clearwater, FL since 2004, the most recent in August 2005. Across Clearwater as a whole, 1,267 homes closed in the last 12 months at a median of $315,000, 49 median days on market, with 393 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,110 ($5,290 with the full homestead exemption).
Hillcrest 02 is priced off of two things: age and condition of the individual structure, not shared amenities. With a median year built of 1950 and a construction span running all the way to 2013, this is a neighborhood where a fully updated rebuild can sit two doors down from an untouched original, and the gap between them shows up directly in list price. There is no clubhouse, pool, or gated feature carrying value here — the lot and the house do all the work.
For sellers, that means condition and documented updates matter more than they would in a newer, more uniform subdivision — buyers are effectively pricing the renovation, not the neighborhood. For buyers, it means due diligence on age-related systems (roof, electrical, plumbing) is the real negotiation lever, since the median living area of roughly 1,660 square feet doesn't vary enough on its own to explain the spread in what these homes sell for.
Nearby homes for sale
No active listings inside Hillcrest 02 right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Hillcrest 02 is a 200-home Clearwater community built out over nearly a century, with a 1950 median build year that puts most of the stock solidly in the older, character-home category rather than modern construction.
Stellar MLS sales records identify 72 homes in Hillcrest that have changed hands since 2004, built between 1920 and 1996 (median 1950), with a median living area of about 1,573 sq ft and a typical 3-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
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 Hillcrest is best for.
Best for
- Buyers prioritizing an established Clearwater location over a community amenity package
- Buyers who want to renovate or who are comfortable budgeting for updates on an older home
- Buyers seeking a longer-term hold, given the high share of owner-occupied, homesteaded properties
Probably not for
- Buyers who want turnkey new construction with modern systems throughout
- Buyers who expect a clubhouse, pool, or other shared community amenity
- Buyers unwilling to budget for inspection-driven repairs on an older structure
The market around Hillcrest
Hillcrest is too small for its own price trend, so here is the market around it.
In ZIP 33755, 160 homes are on the market and 19% are under contract — a steady corner of Clearwater.
Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).
In ZIP 33755 (Clearwater), 512 homes closed in the last 12 months at a median of $280K ($242/sq ft), down 5.6% year over year, with a median 52 days on market. Right now 57 active and 18 pending listings put supply at about 3.8 months — a balanced market. See the live ZIP 33755 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Hillcrest specifically. Momentum Research analysis of MLS records.
Hillcrest 02 by the numbers
From county property records and closed MLS sales for the Hillcrest 02 subdivision: 11 homes on record; built 1925–1984; typical size about 1,696 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.
| Year | Recorded sales | Median price |
|---|---|---|
| 2006 | 2 | $328,750 |
| 2008 | 2 | $181,500 |
| 2009 | 3 | $116,500 |
| 2010 | 2 | $100,000 |
| 2011 | 2 | $102,900 |
Newest recorded sale: $100,800 on 2011-02-22.
Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.
The Hillcrest buying strategy.
If we were buying in Hillcrest 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.
An older, owner-occupied core
The building timeline — 1920 to 2013 — tells you this pocket of Clearwater filled in slowly, with infill and rebuilds layered on top of an early-to-mid-century base rather than a single development phase. That's typical of a lot of established Pinellas neighborhoods, and it means two homes on the same block can have very different mechanical ages even if their footprints look similar from the street.
A homestead share of 61.2% is worth noting as a market signal: a majority of the homes here carry Florida's homestead exemption, which generally points to longer-held, owner-occupied properties rather than a market dominated by rapid flips or short-term rental turnover. Combined with no community amenities identified in current MLS data, the draw is the location and the individual house, not a shared recreational package.
The location and the amenities are priced into every listing in Hillcrest. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood built across nine decades, comparables are rarely apples-to-apples — you need someone who reads the permit history and renovation scope on a house-by-house basis, not just the square footage. We pull that detail before you write an offer or set a list price, so you're negotiating on facts about the actual structure, not neighborhood averages.
Hillcrest 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 Hillcrest 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 sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Hillcrest, 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 home worth?
Get a no-obligation home value based on real comparable sales in Hillcrest, not an automated guess. Tell us about your home and we will personally prepare your numbers and a pricing strategy. No obligation, no spam.
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Should you buy in Hillcrest?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2004 (3 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 Hillcrest 02 fits the bigger picture — live prices, inventory, and Momentum Scores:
Schools serving nearby communities
We do not have a confirmed school assignment for Hillcrest. These are the public schools most often assigned to other communities in ZIP 33755; zones change and vary by address, so confirm with the district before you buy.
- Clearwater High · Public · FLDOE grade A (assigned to 3 nearby communities)
- Skycrest Elementary · Public · FLDOE grade A (assigned to 2 nearby communities)
- Clearwater High School · High · FLDOE grade A (assigned to 2 nearby communities)
Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).
Common questions about Hillcrest
Where is Hillcrest?
Hillcrest is a community in Clearwater, Pinellas County, Florida, ZIP 33755.
How many homes are in Hillcrest?
County property records list 11 homes in Hillcrest, built between 1925 and 1984; the typical home is about 1,696 heated square feet.
What do homes in Hillcrest sell for?
Hillcrest has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2011 (2 sales, median $102,900). For context, ZIP 33755 has 160 homes on the market with 19% under contract.
Are there homes for sale in Hillcrest right now?
No active listings inside Hillcrest at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Hillcrest have an HOA or CDD?
No HOA is on record for Hillcrest in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Hillcrest with Momentum Realty’s local guides.