Hillcrest 02
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County
200 homesBuilt 1920–2013
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Built fromLive Stellar MLS data22 years of closingsFL DOR public recordsUpdated twice daily
Live · Hillcrest 02 Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
61%
Owner-occupied · Hillcrest 02
123 of 201 parcels homesteaded (FL DOR 2025)
39%
Non-owner-occupied · Hillcrest 02
incl. 16% trust or LLC-held · 8% out-of-state
200
Homes in the community
plus 1 vacant residential lots · 201 residential parcels (FL DOR 2025)
Track record · 22 years of records
Est. 1920
Community established
homes built 1920-2013, median 1950 (FL DOR 2025)
0
Failed listings · 2021
peaked at 17 in 2021
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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 02

Hillcrest 02 is a small community — 41 recorded sales on file, most recently in 2021 — 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 02 specifically. Momentum Research analysis of MLS records.

If we were buying in Hillcrest 02 today, this is the order of operations we would run for our clients.

1

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.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

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 02.

Best Buy
Buyers who want an established, non-amenity Clearwater neighborhood and are comfortable evaluating homes on individual condition.
Biggest Risk
Older median build year (1950) means age-related systems — roof, plumbing, electrical — need direct verification on any given house.
Sweet Spot
A move-in-ready or thoughtfully updated home near the median 1,660-square-foot size, priced to reflect documented work already done.
Avoid If
You're expecting shared amenities like a pool or clubhouse as part of the purchase — none are identified here.

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 02. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

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 02 in 15 seconds.

Best forBuyers who want an established, non-amenity Clearwater neighborhood and are comfortable evaluating homes on individual condition.
Biggest advantageThe wide build-year range means renovated options exist alongside original-condition homes at different price points.
Biggest riskOlder median build year (1950) means age-related systems — roof, plumbing, electrical — need direct verification on any given house.
Sweet spotA move-in-ready or thoughtfully updated home near the median 1,660-square-foot size, priced to reflect documented work already done.
Avoid ifYou're expecting shared amenities like a pool or clubhouse as part of the purchase — none are identified here.

HOA, CDD & Fees

In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Hillcrest 02 sales matched to your home.

What is your Hillcrest 02 home worth?

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Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Hillcrest 02?
The Florida DOR 2025 assessment roll shows 200 homes plus 1 vacant residential lots in Hillcrest 02 (public records).
What share of Hillcrest 02 is owner-occupied?
61% of Hillcrest 02 parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Hillcrest 02 built?
Homes in Hillcrest 02 were built between 1920 and 2013, with a median year built of 1950.0 (FL DOR 2025 roll).
Who is the best real estate agent for Hillcrest 02?
The best agent for Hillcrest 02 is one who actively works Clearwater and knows the community's pricing, fees, and current inventory. Tell us what you're looking for in the form on this page and Momentum Realty will match you with a local specialist for Hillcrest 02.
How do I find a top Clearwater real estate agent who knows Hillcrest 02?
Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Hillcrest 02 and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Hillcrest 02?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Hillcrest 02 purchase or sale - no call center and no pressure.
Buyers prioritizing an established Clearwater location over a community amenity packageExcellent fit
Buyers who want to renovate or who are comfortable budgeting for updates on an older homeExcellent fit
Buyers seeking a longer-term hold, given the high share of owner-occupied, homesteaded propertiesExcellent fit
Buyers who want turnkey new construction with modern systems throughoutProbably not
Buyers who expect a clubhouse, pool, or other shared community amenityProbably not
Buyers unwilling to budget for inspection-driven repairs on an older structureProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (5 streets, ZIP 33755))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-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.

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