Highland Lake
Homes for Sale in Clearwater, FL

All 1,174 homes for sale in Clearwater, FL · median $295,500 · 137 homes for sale in 33756 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33756
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Built fromLive Stellar MLS data11 years of closingsUpdated twice daily

As of October 2026, the MLS records 3 closed sales in Highland Lake Sub 1St Add in Clearwater, FL since 2015, the most recent in June 2022. 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 415 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).

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

Jon Brooks, founder of Momentum Realty
Jon's Current Read

Highland Lake Sub 1st Add is a small, established platted subdivision in Clearwater, and the current MLS picture for it is thin enough that we are not going to manufacture a pricing narrative that the data does not support. What we can say is that a subdivision this size trades on its individual homes more than on any broad community story — condition, lot, and updates will move a specific listing more than any neighborhood-wide trend.

For a buyer, that means doing the homework on the actual house rather than leaning on comparables pulled from a wider Clearwater average. For a seller, it means the listing itself has to do the work — clean presentation and accurate pricing matter more here than riding a momentum wave, because there simply is not enough current inventory in this subdivision alone to establish one.

Nearby homes for sale

No active listings inside Highland LakeHomes 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.

1542 LAKEVIEW ROAD
$338K · 0.1 mi away
3 bd · 2 ba · 1,350 sqft
1542 LAKEVIEW ROAD
Listed by LPT REALTY, LLC
1539 VALENCIA STREET
$525K · 0.1 mi away
3 bd · 2 ba · 1,734 sqft
1539 VALENCIA STREET
Listed by CHARLES RUTENBERG REALTY INC
1531 VALENCIA STREET
$409K · 0.1 mi away
3 bd · 2 ba · 1,456 sqft
1531 VALENCIA STREET
Listed by DIGI REALTY GROUP, INC.
1608 OTTAWA ROAD
$440K · 0.1 mi away
4 bd · 2 ba · 1,663 sqft
1608 OTTAWA ROAD
Listed by DIGI REALTY GROUP, INC.
1618 OTTAWA ROAD
$408K · 0.1 mi away
2 bd · 2.5 ba · 1,410 sqft
1618 OTTAWA ROAD
Listed by CENTURY 21 COASTAL ALLIANCE
1235 S HIGHLAND AVENUE #2-301
$140K · 0.2 mi away
2 bd · 2 ba · 1,097 sqft
1235 S HIGHLAND AVENUE #2-301
Listed by CHARLES RUTENBERG REALTY INC

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Highland Lake Sub 1st Add is a platted residential subdivision in Clearwater, Pinellas County, without a distinct amenity package identified from current MLS listings — this is a community defined by its homes and location rather than by shared facilities.

Stellar MLS sales records identify 140 homes in Highland Lake that have changed hands since 2004, built between 1951 and 2002 (median 1956), with a median living area of about 1,346 sq ft and a typical 3-bedroom, 2-bath layout; 99% 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.

County records show 7 qualified sales in Highland Lake across 2024–2025 (3 in 2024, 4 in 2025), median $385,000 — the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.

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

  • A buyer prioritizing a specific home and lot in Clearwater over a bundled amenity package
  • A buyer wanting to avoid HOA-driven amenity fees
  • A buyer comfortable doing individual-property due diligence in a subdivision with limited current listing volume

Probably not for

  • A buyer whose priority list starts with a pool, clubhouse, or organized common facilities
  • A buyer who wants to lean on a large pool of recent comparable sales within the subdivision itself
  • A buyer expecting a defined lifestyle brand attached to the community

The market around Highland Lake

Highland Lake is too small for its own price trend, so here is the market around it.

In ZIP 33756, 258 homes are on the market and 14% are under contract — a slower corner of Clearwater.

Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).

In ZIP 33756 (Clearwater), 534 homes closed in the last 12 months at a median of $355K ($257/sq ft), down 1.9% year over year, with a median 45 days on market. Right now 124 active and 24 pending listings put supply at about 4.7 months — a balanced market. See the live ZIP 33756 housing market and the Pinellas County market.

ZIP and county figures describe the wider market, not Highland Lake specifically. Momentum Research analysis of MLS records.

Highland Lake Add by the numbers

From county property records and closed MLS sales for the Highland Lake Add subdivision: 6 homes on record; built 1952–1959; typical size about 1,300 heated sq ft; 3 bedrooms is the median. Housing mix: single-family 100%.

YearRecorded salesMedian price
20161$194,900
20204$233,500
20221$490,000

Newest recorded sale: $490,000 on 2022-06-17.

Recorded data as of 2026-09-12; counts cover addresses tagged to this subdivision in the public record, not every parcel. Not an appraisal.

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.

Best Buy
Buyers focused on a specific Clearwater lot or house rather than a packaged amenity lifestyle.
Biggest Risk
Thin listing activity means limited comparables, so pricing a purchase or sale takes more direct research.
Sweet Spot
A buyer who has already scoped the specific home and wants Clearwater's Pinellas County location without amenity-driven costs.
Avoid If
You are shopping specifically for shared community amenities like a pool, gym, or clubhouse.

A Subdivision Without a Sales Pitch

There is no clubhouse, pool, or gate to point to in Highland Lake Sub 1st Add based on current listing data, and we are not going to invent one. What buyers are actually purchasing here is a lot within an established Clearwater subdivision — the kind of community where the appeal is proximity and setting rather than a bundled amenity list.

That absence of amenities is not automatically a downside. It usually means lower or no HOA overhead and fewer shared-cost surprises down the line, but it also means the community will not sell itself on lifestyle features. Anyone touring here should evaluate the individual property and its immediate surroundings on their own merits.

“

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

Why work with Momentum here

In a subdivision this narrowly defined, generic market reports are close to useless — we pull the actual current listings and recent activity specific to Highland Lake Sub 1st Add rather than leaning on Clearwater-wide averages that can mask what is really happening on this handful of streets.

Highland Lake in 15 seconds.

Best forBuyers focused on a specific Clearwater lot or house rather than a packaged amenity lifestyle.
Biggest advantageLikely lower overhead given no identified community amenities or associated fees to underwrite.
Biggest riskThin listing activity means limited comparables, so pricing a purchase or sale takes more direct research.
Sweet spotA buyer who has already scoped the specific home and wants Clearwater's Pinellas County location without amenity-driven costs.
Avoid ifYou are shopping specifically for shared community amenities like a pool, gym, or clubhouse.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Highland Lake 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 Lake.
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.
A buyer prioritizing a specific home and lot in Clearwater over a bundled amenity packageExcellent fit
A buyer wanting to avoid HOA-driven amenity feesExcellent fit
A buyer comfortable doing individual-property due diligence in a subdivision with limited current listing volumeExcellent fit
A buyer whose priority list starts with a pool, clubhouse, or organized common facilitiesProbably not
A buyer who wants to lean on a large pool of recent comparable sales within the subdivision itselfProbably not
A buyer expecting a defined lifestyle brand attached to the communityProbably not

Data sources & freshness

Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2015 (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 →

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Common questions about Highland Lake

Where is Highland Lake?

Highland Lake is a community in Clearwater, Pinellas County, Florida, ZIP 33756.

How many homes are in Highland Lake?

County property records list 6 homes in Highland Lake, built between 1952 and 1959; the typical home is about 1,300 heated square feet.

What do homes in Highland Lake sell for?

Highland Lake has no MLS sales in the last 12 months. The most recent year with recorded sales on file is 2022 (1 sale, median $490,000). For context, ZIP 33756 has 258 homes on the market with 14% under contract.

Are there homes for sale in Highland Lake right now?

No active listings inside Highland Lake 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 Lake have an HOA or CDD?

No HOA is on record for Highland Lake 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 Highland Lake with Momentum Realty’s local guides.

HLHighland Lake0.0 mi away · 524 homes, built 1915–20Highland Lake0.0 mi away · median $324K, 8 sales/12 moHLHighland Lake0.2 mi away · 126 homes, built 1946–02, 1 for salePOPine Oak0.2 mi away · 115 homes, built 1954–95POPine Oak0.2 mi away · 140 homes, built 1954–95POPine Oak0.2 mi away · 92 homes, built 1954–95Highland Lake0.3 mi awayHMHighland Manor0.3 mi away · 130 homes, built 1915–21

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