Clearwater Highlands
Homes for Sale in Clearwater, FL

Community in Clearwater · Pinellas County
Free · No obligation
Talk to a Clearwater Highlands Expert

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

Built fromLive Stellar MLS data14 years of closingsUpdated twice daily
Live · Clearwater Highlands Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
0%
Cash buyers · Clearwater Highlands
0 of 3 sales, 12 mo ending June 2019
Track record · 14 years of records
0
Failed listings · 2019
peaked at 4 in 2013
Jon Brooks, founder of Momentum Realty
Jon's Current Read

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.

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 a small community — 20 recorded sales on file, most recently in 2019 — 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 Clearwater Highlands specifically. Momentum Research analysis of MLS records.

If we were buying in Clearwater Highlands 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 Clearwater Highlands.

Best Buy
Buyers who will underwrite a specific home rather than chase a neighborhood number.
Biggest Risk
A condition-driven spread means two similar-looking homes can be priced worlds apart.
Sweet Spot
A well-maintained home where updates are already done and priced to reflect them.
Avoid If
You want a predictable, one-size going rate and no property-level diligence.

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.

Jon Brooks · Founder, Momentum Realty

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.

Best forBuyers who will underwrite a specific home rather than chase a neighborhood number.
Biggest advantageA durable Pinellas location near Clearwater's amenities and road network.
Biggest riskA condition-driven spread means two similar-looking homes can be priced worlds apart.
Sweet spotA well-maintained home where updates are already done and priced to reflect them.
Avoid ifYou want a predictable, one-size going rate and no property-level diligence.

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 Clearwater Highlands sales matched to your home.

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 homes for sale in Clearwater Highlands on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

Do cash buyers compete in Clearwater Highlands?
Cash buyers took 0% of Clearwater Highlands sales in the 12 months ending June 2019 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Clearwater Highlands?
The best agent for Clearwater Highlands 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 Clearwater Highlands.
How do I find a top Clearwater real estate agent who knows Clearwater Highlands?
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 Clearwater Highlands and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Clearwater Highlands?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Clearwater Highlands purchase or sale - no call center and no pressure.
Buyers comfortable evaluating each listing on its own condition and lot rather than a blanket averageExcellent fit
Buyers who value a central Pinellas location near Clearwater's Gulf-coast amenitiesExcellent fit
Buyers willing to invest in updates and hold for the long termExcellent fit
Buyers who need a fixed, predictable price point and dislike condition-driven variabilityProbably not
Buyers expecting a guaranteed short-term financial outcomeProbably not
Buyers unwilling to do property-level diligence before making an offerProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-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 your area 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 →

More Clearwater & St. Petersburg & Pinellas County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of St. Petersburg & Pinellas County or the full Neighborhood Finder.

Thinking of selling in CLEARWATER HIGHLANDS? 1 recorded closings (window ending 2026-08-02). See the Pinellas County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.
Talk to a Local Clearwater Highlands Expert
Call Get Listings