Highland Park Villas
Homes for Sale in Clearwater, FL

All 1,140 homes for sale in Clearwater, FL · median $284,950 · Pinellas County homes for sale

Community in Clearwater · Pinellas County · ZIP 33756
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Built fromLive Stellar MLS data4 years of closingsUpdated twice daily

As of September 2026, the MLS records 9 closed sales in Highland Park Villas in Clearwater, FL since 2022, the most recent in June 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).

Live · Highland Park Villas Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
0 · 0
For sale · pending
live counts, refreshed twice daily
1
Sold · last 12 mo
10-yr average: about 2 a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Highland Park Villas is a small enough community that the MLS simply hasn't recorded much recent activity in Pinellas County's Clearwater market — our snapshot only covers a two-month closings window, and that thin volume means we're not going to hand you a median price or a days-on-market figure and pretend it means something statistically solid. What data does exist should be read as a directional signal, not a forecast.

For sellers, that thin volume cuts both ways: fewer comps means more room to argue your unit's condition and updates carry the price, but also less proof point to lean on if a buyer pushes back. For buyers, it means doing your own legwork on recent comparable closings rather than trusting a single headline number — in a market this size, one or two sales can swing the picture.

Nearby homes for sale

No active listings inside Highland Park Villas 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.

1853 PARADISE LANE
$524K · 0.2 mi away
2 bd · 2 ba · 1,981 sqft
1853 PARADISE LANE
Listed by RICHARD DOYLE REAL ESTATE
1773 LONDON LN
$399K · 0.3 mi away
3 bd · 2 ba · 1,335 sqft
1773 LONDON LN
Listed by COLDWELL BANKER REALTY
1749 S HIGHLAND AVENUE #A5
$125K · 0.3 mi away
2 bd · 2 ba · 1,100 sqft
1749 S HIGHLAND AVENUE #A5
Listed by DALTON WADE INC
1220 ALEXANDER WAY
$639K · 0.3 mi away
3 bd · 2.5 ba · 1,875 sqft
1220 ALEXANDER WAY
Listed by MANGROVE BAY REALTY LLC
407 OCEAN COURT
$425K · 0.4 mi away
3 bd · 2 ba · 1,013 sqft
407 OCEAN COURT
Listed by COASTAL PROPERTIES GROUP INTER
1636 LEISURE DRIVE
$478K · 0.4 mi away
3 bd · 2 ba · 1,616 sqft
1636 LEISURE DRIVE
Listed by COASTAL PROPERTIES GROUP INTERNATIONAL

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

The 60-Second Overview

Highland Park Villas is a compact villa community in Clearwater, Pinellas County, where current MLS activity is too limited in this window to support a reliable pricing snapshot — a fact in itself worth knowing before you set expectations.

Stellar MLS sales records identify 12 homes in Highland Park Villas that have changed hands since 2019, built between 2019 and 2020 (median 2019), with a median living area of about 1,924 sq ft and a typical 3-bedroom, 2-bath layout; 75% are townhomes. 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.

Best for

  • Buyers who want a lower-maintenance villa footprint in Clearwater and are comfortable without a built-in amenity package.
  • Buyers willing to do individual due diligence on HOA responsibilities and recent comparable sales rather than rely on aggregate market stats.
  • Buyers targeting a Pinellas County location where a smaller, quieter community footprint is the priority over resort-style extras.

Probably not for

  • Buyers who want clubhouse, pool, or other on-site amenities as part of the purchase.
  • Buyers who need a deep, statistically robust set of recent comps before making a pricing decision.
  • Buyers expecting a fast-moving, high-volume market with abundant current listings to compare against.

The market around Highland Park Villas

Highland Park Villas 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), 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.

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

If we were buying in Highland Park Villas 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 Park Villas.

Best Buy
Buyers looking for a smaller villa-style property in Clearwater without a heavy amenity package.
Biggest Risk
Thin transaction volume means pricing here requires unit-by-unit diligence, not a market average.
Sweet Spot
Buyers who prioritize location and layout over amenities and are comfortable evaluating comps individually.
Avoid If
You need amenity-rich common areas or want a large volume of recent comps to lean on.

A Community Underneath the Data

No community amenities are currently identified in active MLS listings for Highland Park Villas, which typically points to a smaller, self-contained villa layout rather than an amenity-driven HOA community. Buyers should confirm directly what, if anything, an HOA covers — exterior maintenance, roof, insurance — since villa-style ownership often bundles those responsibilities differently than a standard single-family deed.

With only a two-month closings window to work from, we're not seeing enough transaction volume to characterize this as a fast-moving or slow-moving market with confidence. Treat any pricing conversation here as condition- and unit-specific rather than trend-driven, and lean on a walkthrough of comparable recent sales rather than a market-wide average.

The location and the amenities are priced into every listing in Highland Park Villas. 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 community this thinly traded, the value we add isn't reciting a market stat — it's knowing which recent Highland Park Villas closings are genuinely comparable, what an HOA here actually covers, and how to price or negotiate a unit when the MLS data alone won't tell you enough.

Highland Park Villas in 15 seconds.

Best forBuyers looking for a smaller villa-style property in Clearwater without a heavy amenity package.
Biggest advantageThe villa layout often means lower exterior upkeep than a detached single-family home.
Biggest riskThin transaction volume means pricing here requires unit-by-unit diligence, not a market average.
Sweet spotBuyers who prioritize location and layout over amenities and are comfortable evaluating comps individually.
Avoid ifYou need amenity-rich common areas or want a large volume of recent comps to lean on.

HOA, CDD & Fees

In short
  • HOA dues reported around $278/month (about $3,336/yr) · median of 4 MLS listings, most billed quarterly
  • Any club/amenity membership is billed separately

Listings in this community report association dues of about $278 per month ($3,336 a year) — the median AssociationFee across 4 MLS records, normalised to a monthly figure; most are billed quarterly. Dues change with budgets and can differ by section or product type; confirm the current figure with the association before you offer. Source: MLS listing records, 2026-09.

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 Park Villas sales matched to your home.

What is your Highland Park Villas home worth?

Get a no-obligation home value based on real comparable sales in Highland Park Villas, 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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Real comps, not an automated estimate.
Buyers who want a lower-maintenance villa footprint in Clearwater and are comfortable without a built-in amenity package.Excellent fit
Buyers willing to do individual due diligence on HOA responsibilities and recent comparable sales rather than rely on aggregate market stats.Excellent fit
Buyers targeting a Pinellas County location where a smaller, quieter community footprint is the priority over resort-style extras.Excellent fit
Buyers who want clubhouse, pool, or other on-site amenities as part of the purchase.Probably not
Buyers who need a deep, statistically robust set of recent comps before making a pricing decision.Probably not
Buyers expecting a fast-moving, high-volume market with abundant current listings to compare against.Probably not

Data sources & freshness

Live listingsStellar MLS, refreshed twice daily (last: September 14, 2026)
Under-contract sharesStellar MLS records, as of 2026-09-08
Historical depthClosed-sale records back to 2022 (9 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.

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CallFree valuation →
Thinking of selling in Highland Park Villas? 1 recorded closings (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.

Common questions about Highland Park Villas

Where is Highland Park Villas?

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

Are there homes for sale in Highland Park Villas right now?

No active listings inside Highland Park Villas 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 Park Villas have an HOA or CDD?

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

Pennwood Manor0.1 mi awayVillage Oaks0.1 mi away · median $386K, 4 sales/12 moMAMidway Acres0.2 mi away · median $470K, 3 sales/12 moLALeisure Acres0.3 mi away · median $486K, 9 sales/12 moLALeisure Acres0.3 mi away · median $425K, 17 sales/12 moLHLargo Highlands0.3 mi awayCHChesterfield Heights0.3 mi away · median $480K, 3 sales/12 moWWoodbrook0.3 mi away · 4 for sale

Browse all neighborhood guides →

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Highland Park Villas Market Scorecard

No active listings

Highland Park Villas is currently a no active listings market. Limited supply, a median asking price of n/a.

n/a
Months supply
n/a
Median list
$491,000
Median sold
n/a
Per sqft
n/a
Days on mkt
0/0/2
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: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.