Highland Estates Of Clearwater
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of September 2026, the MLS records 23 closed sales in Highland Estates Of Clearwater in Clearwater, FL since 2014, the most recent in August 2026. 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).
Price here is driven by condition and lot, not by any single template. The housing stock spans homes built from 1936 through 2023, with the median build year at 1961, so what you're actually buying ranges from mid-century original to recent reconstruction. That mix means the spread on price is wide and condition-led: a renovated or rebuilt home and a largely untouched one from the same era will not trade at the same number.
At a median living area near 1,504 square feet, this is a modest-footprint community, and the homestead share of roughly 68% points to a base of longer-term ownership rather than heavy investor churn. For a buyer, that argues for patience and a hard look at what's been updated versus what hasn't. For a seller, it means the work you've done to the home is your leverage — condition is the story the price tells.
The 60-Second Overview
Highland Estates Of Clearwater is an established, mid-century-rooted community in Pinellas County where the homes are compact and the range of build years is unusually broad for a single area.
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 comfortable with a mid-century home who will budget for updates as needed
- Owner-occupants seeking an efficient, smaller footprint in an established Pinellas County setting
- Anyone willing to compare homes individually rather than by neighborhood average
Probably not for
- Buyers who want new-construction uniformity across a subdivision
- Those needing large square footage as a baseline
- Buyers unwilling to fund inspection-driven repairs or renovation on an older home
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).
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.
A condition-driven pocket of Clearwater
With 318 homes and a build range running from 1936 to 2023, the area doesn't read as one product type. The median year built of 1961 tells you the core is mid-century, but scattered newer construction and rebuilds sit alongside original homes. Expect to evaluate each property on its own merits rather than assuming a neighborhood-wide standard.
The median living area of about 1,504 square feet keeps most homes in efficient, single-story territory. Roughly 68% carry homestead status, which suggests a stable ownership base and relatively measured turnover. Both facts reward buyers who do their homework on systems, roof, and past updates, because the gap between a refreshed home and a dated one is where value is won or lost here.
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 this varied — homes from 1936 to 2023, a median build year of 1961, and a wide condition-driven price spread — the number that matters is the one on the specific house in front of you, not a neighborhood average. We price and inspect property by property, tell you what's been updated versus what's cosmetic, and walk away from deals that don't hold up. That's the only honest way to buy or sell where no two homes are the same.
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.
Nearby Communities
Explore more neighborhoods near Highland Estates Of Clearwater with Momentum Realty’s local guides.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 12, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2014 (23 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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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 fits the bigger picture — live prices, inventory, and Momentum Scores:
Highland Estates Of Clearwater Market Scorecard
Highland Estates Of Clearwater 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.