Highland Lake in Clearwater

Highland Lake
Homes for Sale in Clearwater, FL

All 1,140 homes for sale in Clearwater, FL · median $285,000 · 103 homes for sale in 33756 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33756
298 homesBuilt 1925–2023Median sale $324K
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Built fromLive Stellar MLS data13 years of closingsFL DOR public recordsUpdated twice daily

As of September 2026, Highland Lake Sub 3Rd Add in Clearwater, FL has 2 homes for sale. Over the 12 months ending 2026-09-12, 8 recorded sales closed at a median of $324,000, $295 per square foot, a median 24 days on market, sellers accepting 95% of original asking (-20% versus the prior year). Homes listed or recently sold were built 1953 - 1977. At the median price and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $6,280 ($5,470 with the full homestead exemption).

Part of Highland Lake Add, Clearwater, FL — see all Highland Lake Add homes for sale (3 listings across 5 sections in the MLS).

Live · Highland Lake Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$324K
Median sold · 12 mo
down 20.1% vs the prior 12 months
-20.1%
1-yr price change
n = 8 and 4 sales in the two windows
$295/sf
Sold $/sqft · 12 mo
peak $301 in 2025
95.3%
Sale vs ask
Pinellas median: 93.6%
Tempo
3.0mo
Supply
3 to 6 months is the balanced band
24days
Median DOM · closed
6 days at the 2022 low
0%
Under contract
Pinellas: 21% (1,729 of 8,357)
2 · 0
For sale · pending
live counts, refreshed twice daily
8
Sold · last 12 mo
10-yr average: about 3 a year
Ownership and context
70%
Owner-occupied · Highland Lake
210 of 298 parcels homesteaded (FL DOR 2025)
30%
Non-owner-occupied · Highland Lake
incl. 8% trust or LLC-held · 5% out-of-state
298
Homes in the community
298 residential parcels (FL DOR 2025)
Track record · 13 years of records
Est. 1925
Community established
homes built 1925-2023, median 1957 (FL DOR 2025)
1,294sqft
Median sold home size
12-mo windows, closed sales
2.7%/yr
Turnover rate
about 8 of 298 homes trade a year
Highland Lake Housing Pulse · Momentum Research · as of September 12, 2026

Highland Lake right now

🟡 Balanced market. 3.0 months of supply and 0% of the inventory already under contract put buyers and sellers on roughly even footing.Why it matters: months of supply is how long today's inventory would last at today's sales pace; under-contract share is the portion of homes for sale that already have a buyer.Momentum Research analysis of Stellar MLS records, as of September 12, 2026. Confidence: Medium (2 active and pending listings, 8 closed sales in 12 months).

🔴 Off the recent peak. The trailing-12-month median ($324K) is down 20.1% from the prior 12 months ($406K). With about 3 sales a year, a single closing can swing this number, so read the level and the decade, not one year's move.Momentum Research, record-level Stellar MLS closed sales, 12-month windows ending September 12. Confidence: Low (8 and 4 sales in the two windows).

Jump to: Price history & scorecard · Homes for sale · Schools · FAQ

· Updated September 15, 2026 · Live data: Stellar MLS, refreshed twice daily · MLS facts carry their source; interpretation lines are Momentum Research · Data sources & freshness

The 60-Second Overview

Highland Lake market snapshot (as of September 12, 2026): the median sale price is about $324K ($295 per sq ft over the trailing 12 months of closed sales), a median 24 days on market for closed sales, and 3.0 months of supply, a balanced market. The trailing-12-month median is down 20% from the prior 12 months, computed from record-level Stellar MLS closed sales (8 closings in the current window).

In ZIP 33756 (Clearwater), 546 homes closed in the last 12 months at a median of $355K ($257/sq ft), down 2.2% year over year, with a median 44 days on market. Right now 125 active and 25 pending listings put supply at about 4.8 months - a balanced market. See the live ZIP 33756 housing market and the Pinellas County market.

Highland Lake is a community of 298 homes in Clearwater, Pinellas County, built between 1925 and 2023 (median 1957), with a median living area of about 1,371 square feet. 70% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Windows contain 0 to 8 sales each (8 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period 2013 through 2026. Deemed reliable but not guaranteed.

Median sale price · trailing 12 mo
$100K$200K$300K$400K2014201620182020202220242026
Down 20.1% year over year.
Every sale since 2013 · price vs size
$0$200K$400K1k2k2k
48 closed sales; green = recent. Size sets the floor, condition and lot set the rest.
Sold $ per sq ft · trailing 12 mo
$100$200$3002014201620182020202220242026
Up from $113 in 2013 to a $301 peak in 2025; $295 now.
Median days on market · closed sales
02550752014201620182020202220242026
6 days at the 2022 low; 24 now.
Sale price vs original ask · median
90%95%100%2014201620182020202220242026
95.3% now vs Pinellas 93.6%.
Homes sold per 12-mo window
02582014201620182020202220242026
0 to 8 a year; 8 in the current window.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Pinellas County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$2,297/mo
Pinellas County typical true cost to own
$159/mo
Pinellas County typical home insurance
Check CDD
Confirm before you offer

County typicals from Momentum’s Florida housing data (Zillow & Realtor.com aggregates, Census, FRED), updated monthly; insurance modeled. Flood zone is property-specific — always confirm via FEMA.

Highland Lake Market Scorecard

Seller's market

Highland Lake is currently a seller's market. About 3.0 months of supply, a median asking price of $384,450, and homes go under contract in about 50 days.

3.0
Months supply
$384,450
Median list
$324,000
Median sold
$275
Per sqft
50
Days on mkt
2/0/8
Active/Pend/Sold

Typical home value in the 33756 ZIP is $362,892, about 13.6% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, distributed by MLS GRID, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.

Homes For Sale Right Now in Highland Lake

Live MLS inventory for Highland Lake. Every active listing, what is under contract right now, and the last 12 months of closed sales, refreshed twice a day. Closed comps beat an algorithm's guess every time.

Active and pending Highland Lake listings as of 2026-09-14, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2013 through 2026. Tap any home to ask about it.

Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.

Schools

In short
  • Pinellas County Public Schools
  • Verify the zoned schools by address
  • Magnet and choice options may be available
  • Pinellas County Public Schools (verify by address) · Public
  • Confirm zoned elementary, middle, and high · By address
  • Magnet and choice options may apply · Choice

Zoned schools reflect the assignments reported on recent Highland Lake listings and can change; always confirm with Pinellas County Public Schools for a specific address.

Buying with schools in mind? We can confirm the exact zoned schools for any Highland Lake address.

If we were buying in Highland Lake 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 Lake.

A closer look at the Highland Lake market

At a median of $295 per square foot, Highland Lake prices sit in a fairly defined band, so condition and updates — more than the list price — tend to separate one home from the next.

Inventory runs at 3.0 months of supply, a balanced market and the trailing-12-month median down 20% year over year. Homes that do trade take a median 24 days on market, useful leverage on any listing that has lingered.

The housing stock is 298 homes built between 1925 and 2023, and 70% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

The location and the amenities are priced into every listing in Highland Lake. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty
5.5C · Buy Score
Recent Direction1.0/10
Liquidity & Demand7.0/10
Owner Commitment7.0/10
Pricing Power6.9/10

Momentum Intelligence Scores are our proprietary, qualitative assessment on a 0 to 10 scale, built from the record-level market data on this page. They are a framework for comparing communities, not a guarantee of future value and not advice on a specific home; unlike an automated value estimate they do not price your home, they grade the community on evidence you can inspect. Composite is the plain average of the 4 factors (5.5). Basis: Recent Direction -20.1% year-over-year; Liquidity & Demand 3.0 months of supply; Owner Commitment 70% owner-occupied; Pricing Power 95.3% sale-to-list. Refreshed with each data update.

HOA, CDD & Fees

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 Lake sales matched to your home.

What is your Highland Lake home worth?

Get a no-obligation home value based on real comparable sales in Highland Lake, 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.

Frequently Asked Questions

What is the median home price in Highland Lake?
The median sale price in Highland Lake was $324K over the 12 months ending September 12, 2026 (8 closed sales, Stellar MLS).
How long do homes in Highland Lake take to sell?
Homes that closed in the 12 months ending September 12, 2026 took a median 24 days on market (8 sales, Stellar MLS).
Is Highland Lake a buyer's or seller's market right now?
As of September 12, 2026, Highland Lake is roughly balanced: 3.0 months of supply at the current sales pace (Stellar MLS live counts).
How many homes are in Highland Lake?
The Florida DOR 2025 assessment roll shows 298 homes in Highland Lake (public records).
What share of Highland Lake is owner-occupied?
70% of Highland Lake parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Highland Lake built?
Homes in Highland Lake were built between 1925 and 2023, with a median year built of 1957 (FL DOR 2025 roll).
What schools serve Highland Lake?
Highland Lake is served by Pinellas County Public Schools, typically Pinellas County Public Schools (verify by address) and Confirm zoned elementary, middle, and high. Confirm the exact zoning by address with the district.
Who is the best real estate agent for Highland Lake?
The best agent for Highland Lake 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 Highland Lake.
How do I find a top Clearwater real estate agent who knows Highland Lake?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Highland Lake and the wider Clearwater area.
Can Momentum Realty connect me with an agent for Highland Lake?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highland Lake purchase or sale - no call center and no pressure.

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Community market statsStellar MLS closed sales, 12-month windows ending September 12, 2026
Housing stock & ownershipFlorida DOR assessment roll (street-list match (4 streets, ZIP 33756))
Under-contract sharesStellar MLS records, as of 2026-09-08
Schools2025-26 district assignments + FLDOE school grades; verify with the district
Historical depthClosed-sale records back to 2013 (48 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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CallFree valuation →
Thinking of selling in Highland Lake Sub 3Rd Add? 8 recorded closings; median 24 days on market (window ending 2026-09-12). 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.

Nearby Communities

Explore more neighborhoods near Highland Lake with Momentum Realty’s local guides.

HLHighland Lake0.0 mi awayHLHighland Lake0.0 mi awayPOPine Oak0.2 mi awayPOPine Oak0.2 mi away · 140 homes, built 1954–95HMHighland Manor0.2 mi awaySantorini Trace0.3 mi away · median $409K, 3 sales/12 moCVCarriage View At Clearwater Condo0.3 mi away · 1 for saleGates Knoll0.3 mi away · median $295K, 3 sales/12 mo

Browse all neighborhood guides →

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