Highland Estates Of Clearwater
Homes for Sale in Clearwater, FL
All 1,140 homes for sale in Clearwater, FL · median $285,000 · 96 homes for sale in 33755 · 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 Highland Estates Of Clearwater 1St Add in Clearwater, FL since 2016, the most recent in September 2020. 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).
Highland Estates Of Clearwater 1st Add is a small, established Clearwater subdivision, and current MLS activity does not surface a defined set of community amenities. That means whatever draws a buyer here is the lot, the layout, and the block itself, not a clubhouse or a gate.
With no pricing data currently populated for this community in our feed, pricing has to be worked out home by home, based on condition, lot, and recent comparable closings nearby rather than a community-wide benchmark. Treat any pricing conversation here as a per-property analysis, not a neighborhood average.
Nearby homes for sale
No active listings inside Highland Estates Of Clearwater 1St Add 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
Highland Estates Of Clearwater 1st Add is a Pinellas County community without a defined amenity package in current MLS listings, so its appeal rests on the individual homes and their location within Clearwater rather than on shared community features.
Stellar MLS sales records identify 49 homes in Highland Estates Of Clearwater that have changed hands since 2011, built between 1958 and 2013 (median 1964), with a median living area of about 1,422 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 Highland Estates Of Clearwater is best for.
Best for
- Buyers who want a Clearwater location without paying for shared community amenities
- Buyers focused on evaluating a specific home's condition and lot rather than a neighborhood-wide package
- Sellers comfortable pricing based on direct comparables rather than a community benchmark
Probably not for
- Buyers who want a documented, community-wide amenity set as part of the purchase
- Buyers who need a published neighborhood price benchmark before they will consider an offer
- Buyers expecting a homeowners association-run recreational feature as part of daily life here
The market around Highland Estates Of Clearwater
Highland Estates Of Clearwater 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 Highland Estates Of Clearwater specifically. Momentum Research analysis of MLS records.
The Highland Estates Of Clearwater buying strategy.
If we were buying in Highland Estates Of Clearwater 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 Highland Estates Of Clearwater.
What actually drives value here
Because current MLS data does not identify community amenities for Highland Estates Of Clearwater 1st Add, buyers should not expect to price a home here against a pool, gate, or clubhouse fee. The comparison set is the home itself: age, condition, lot, and how it stacks up against nearby Clearwater resales.
That also means value here is largely set by what a seller has done to the house and what a buyer is willing to take on. Without a documented amenity base or a published pricing benchmark for this subdivision, we build the case property by property, using nearby closed sales and direct comparables rather than a community-wide figure.
The location and the amenities are priced into every listing in Highland Estates Of Clearwater. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community with no standardized amenity profile or published pricing benchmark, the work is in the comparables, not the marketing copy. We pull the closest recent sales in and around Clearwater, walk the property with you, and build a case grounded in what is actually documented, not a generic estimate.
Highland Estates Of Clearwater 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 Highland Estates Of Clearwater 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 Highland Estates Of Clearwater sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Estates Of Clearwater, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highland Estates Of Clearwater home worth?
Get a no-obligation home value based on real comparable sales in Highland Estates Of Clearwater, 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 Highland Estates Of Clearwater?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2016 (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 Highland Estates Of Clearwater Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Schools serving nearby communities
We do not have a confirmed school assignment for Highland Estates Of Clearwater. 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 Highland Estates Of Clearwater
Where is Highland Estates Of Clearwater?
Highland Estates Of Clearwater is a community in Clearwater, Pinellas County, Florida, ZIP 33755.
Are there homes for sale in Highland Estates Of Clearwater right now?
No active listings inside Highland Estates Of Clearwater at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Highland Estates Of Clearwater have an HOA or CDD?
No HOA is on record for Highland Estates Of Clearwater 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 Highland Estates Of Clearwater with Momentum Realty’s local guides.
Highland Estates Of Clearwater 1St Add Market Scorecard
Highland Estates Of Clearwater 1St Add is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 33755 ZIP is $342,659, about 15.2% 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.