Clearwater Highlands
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 17 closed sales in Clearwater Highlands in Clearwater, FL since 2012, the most recent in April 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).
Clearwater Highlands sits in Pinellas County, and the price story here is driven more by the individual home than by any single market lever. Because the FACTS snapshot gives us the community and its location but no median or volume figures to anchor to, the honest read is that condition, lot, and updates will set the number on any given listing far more than a neighborhood-wide trend.
For a buyer, that means underwriting each property on its own merits rather than assuming a going rate. For a seller, it means presentation and condition do real work here; a well-prepared home separates itself from tired inventory in a way that a blanket comp will not capture.
Nearby homes for sale
No active listings inside Clearwater Highlands 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
Clearwater Highlands is a Clearwater community in Pinellas County, close to the Gulf-coast amenities and road network that define this part of the county. Treat it as a place where each home's specifics matter more than any headline average.
Stellar MLS sales records identify 16 homes in Clearwater Highlands that have changed hands since 2012, built between 1953 and 2014 (median 1959), with a median living area of about 1,385 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 Clearwater Highlands is best for.
Best for
- Buyers comfortable evaluating each listing on its own condition and lot rather than a blanket average
- Buyers who value a central Pinellas location near Clearwater's Gulf-coast amenities
- Buyers willing to invest in updates and hold for the long term
Probably not for
- Buyers who need a fixed, predictable price point and dislike condition-driven variability
- Buyers expecting a guaranteed short-term financial outcome
- Buyers unwilling to do property-level diligence before making an offer
The market around Clearwater Highlands
Clearwater Highlands 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 Clearwater Highlands specifically. Momentum Research analysis of MLS records.
The Clearwater Highlands buying strategy.
If we were buying in Clearwater Highlands 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 Clearwater Highlands.
What actually moves a price here
Without price ranges or volume in front of us, the responsible way to think about Clearwater Highlands is property-by-property. Two homes on the same street can trade very differently based on renovation level, systems, and lot position, and that spread is what you should be preparing to navigate.
Location within Pinellas is a durable asset regardless of where individual prices land. Proximity to the Clearwater road network and Gulf-coast destinations is a structural feature of this community, not something that swings with a given month's listings.
The location and the amenities are priced into every listing in Clearwater Highlands. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
We price and negotiate off the specific home in front of us, not a neighborhood average that can mislead in a condition-driven market like this one. That discipline protects buyers from overpaying for cosmetics and helps sellers get credit for genuine updates.
Clearwater Highlands 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 Clearwater Highlands 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 Clearwater Highlands sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Clearwater Highlands, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Clearwater Highlands home worth?
Get a no-obligation home value based on real comparable sales in Clearwater Highlands, 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 →
Should you buy in Clearwater Highlands?
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 13, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2012 (17 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 →
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A real valuation with real comps from a local listing agent, not an instant algorithm. Response within one business day.
See how Clearwater Highlands fits the bigger picture — live prices, inventory, and Momentum Scores:
Schools serving nearby communities
We do not have a confirmed school assignment for Clearwater Highlands. 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 Clearwater Highlands
Where is Clearwater Highlands?
Clearwater Highlands is a community in Clearwater, Pinellas County, Florida, ZIP 33755.
Are there homes for sale in Clearwater Highlands right now?
No active listings inside Clearwater Highlands at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Clearwater Highlands have an HOA or CDD?
No HOA is on record for Clearwater Highlands 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 Clearwater Highlands with Momentum Realty’s local guides.
Clearwater Highlands Market Scorecard
Clearwater Highlands 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.