Highland Estates Of Clearwater
Homes for Sale in Clearwater, FL

All 1,260 homes for sale in Clearwater, FL · median $314,950 · 143 homes for sale in 33755 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33755
Free · No obligation
Talk to a Highland Estates Of Clearwater Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data10 years of closingsUpdated twice daily

As of October 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, 1,358 homes closed in the last 12 months at a median of $312,500, 50 median days on market, with 1,106 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,060 ($5,250 with the full homestead exemption).

Live · Highland Estates Of Clearwater Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
Jon Brooks, Co-Founder of Momentum Realty
Jon's Read · written July 21, 2026

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.

Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.

Nearby homes for sale

No active listings inside Highland Estates Of ClearwaterHomes for Sale in Clearwater, FL 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.

1799 N HIGHLAND AVENUE #163
$115K · 0.1 mi away
2 bd · 2 ba · 813 sqft
1799 N HIGHLAND AVENUE #163
Listed by STONEBRIDGE REAL ESTATE CO
1799 N HIGHLAND AVENUE #159
$123K · 0.1 mi away
2 bd · 1.5 ba · 813 sqft
1799 N HIGHLAND AVENUE #159
Listed by FUTURE HOME REALTY INC
1799 N HIGHLAND AVENUE #75
$124K · 0.1 mi away
1 bd · 1 ba · 630 sqft
1799 N HIGHLAND AVENUE #75
Listed by COLDWELL BANKER REALTY
1799 N HIGHLAND AVENUE #172
$130K · 0.1 mi away
2 bd · 1.5 ba · 813 sqft
1799 N HIGHLAND AVENUE #172
Listed by LISTWITHFREEDOM.COM
1799 N HIGHLAND AVENUE #44
$205K · 0.1 mi away
3 bd · 2.5 ba · 1,179 sqft
1799 N HIGHLAND AVENUE #44
Listed by LPT REALTY, LLC
1711 N HIGHLAND AVENUE
$370K · 0.1 mi away
3 bd · 2 ba · 1,206 sqft
1711 N HIGHLAND AVENUE
Listed by LPT REALTY, LLC

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.

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), 513 homes closed in the last 12 months at a median of $280K ($242/sq ft), down 4.7% year over year, with a median 52 days on market. Right now 64 active and 23 pending listings put supply at about 3.5 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.

If we were buying in Highland Estates Of Clearwater 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 Highland Estates Of Clearwater.

Best Buy
Buyers focused on the home and lot itself rather than a community amenity package.
Biggest Risk
With no current pricing benchmark on file for this subdivision, buyers and sellers need a property-specific comparable analysis before setting expectations.
Sweet Spot
A buyer or seller ready to evaluate one specific home on its own condition and lot rather than lean on a neighborhood average.
Avoid If
You are shopping specifically for a community with a clubhouse, pool, or other shared recreational amenities.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers focused on the home and lot itself rather than a community amenity package.
Biggest advantageIndividual value is set by the property, not diluted or inflated by shared community costs or features.
Biggest riskWith no current pricing benchmark on file for this subdivision, buyers and sellers need a property-specific comparable analysis before setting expectations.
Sweet spotA buyer or seller ready to evaluate one specific home on its own condition and lot rather than lean on a neighborhood average.
Avoid ifYou are shopping specifically for a community with a clubhouse, pool, or other shared recreational amenities.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Highland Estates Of Clearwater homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Highland Estates Of Clearwater.
In short
  • 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.

The takeaway

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.

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.

See all homes for sale in Clearwater →

Real comps, not an automated estimate.
Buyers who want a Clearwater location without paying for shared community amenitiesExcellent fit
Buyers focused on evaluating a specific home's condition and lot rather than a neighborhood-wide packageExcellent fit
Sellers comfortable pricing based on direct comparables rather than a community benchmarkExcellent fit
Buyers who want a documented, community-wide amenity set as part of the purchaseProbably not
Buyers who need a published neighborhood price benchmark before they will consider an offerProbably not
Buyers expecting a homeowners association-run recreational feature as part of daily life hereProbably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 19, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-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.

Looking to buy here? Search homes for sale →

What’s your home worth in your area?

A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

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.

Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).

Email me new listings in Highland Estates Of Clearwater

One e-mail a day, only when a home lists here, with price, beds, baths and a link to every listing. Straight from the MLS feed; no account needed.

Equal Housing Opportunity. Every community is open to everyone; alerts are about homes, never about who lives here.

Ask an agent about Highland Estates Of ClearwaterHomes for Sale

Have a question about the homes, fees, rules or commute here? A Momentum agent who works Highland Estates Of ClearwaterHomes for Sale will answer, and the answer is published on this page for the next buyer.

Property facts only: homes, fees, rules, commute. Every community is open to everyone; agents do not answer questions about who lives here.

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.

Last 30 days in Highland Estates Of Clearwater: 1 closed sale (median $325,000). As of October 26, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.

Highland Estates Of Clearwater key facts
LocationClearwater, Pinellas County, FL · ZIP 33755
Homes in the community55 (FL DOR 2025 assessment roll)
Years built1956–1996 (median 1963)
Typical living area1,444 sq ft (median)
Amenities listed by sellersNone
For sale right now0 active, 0 pending
Owner-occupied (homestead) share78%

Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2016 through 2020; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Highland Estates Of Clearwater key facts,” movewithmomentum.com/neighborhoods/highland-estates-of-clearwater-1st-add, data as of September 20, 2026.

Nearby Communities

Explore more neighborhoods near Highland Estates Of Clearwater with Momentum Realty’s local guides.

HEHighland Estates Of0.1 mi away · 312 homes, built 1936–23Terra Alto Estates0.2 mi away · 92 homes, built 1946–23POPines Of0.2 mi away · 1 for saleSSubans0.2 mi away · 1 for saleBEBrentwood Estates0.3 mi away · 47 homes, built 1964–72WPWoodmont Park Estate0.3 mi away · 99 homes, built 1957–20Highland Terrace Manor0.3 mi away · median $328K, 8 sales/12 mo

Browse all neighborhood guides →

Talk to a Local Highland Estates Of Clearwater Expert
Call Get Listings
How much local inventory is already under contract

22% of homes for sale in ZIP 33755 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 (2026-10-20).

Highland Estates Of Clearwater 1St Add Market Scorecard

No active listings

Highland Estates Of Clearwater 1St Add is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$223,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/1
Active/Pend/Sold

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.