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
True comps, carrying-cost math, and listings before the portals.
Photo via Stellar MLS
As of October 2026, Highland Lake Sub 2Nd Add in Clearwater, FL has 1 home for sale. As of October 2026, the MLS records 49 closed sales in Highland Lake Sub 2Nd Add in Clearwater, FL since 2011, the most recent in May 2025. Recorded prices since 2024 ran from $219,000 to $495,000 (median $355,000), on homes of 929 to 1,974 sq ft. 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 $6,880 ($6,070 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).
| Location | Clearwater, Pinellas County, FL · ZIP 33756 |
|---|---|
| Homes in the community | 126 (FL DOR 2025 assessment roll) |
| Years built | 1946–2002 (median 1957.0) |
| Typical living area | 1,455 sq ft (median) |
| For sale right now | 1 active, 0 pending · median asking $525,000 |
| Owner-occupied (homestead) share | 74% |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2025; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Highland Lake Sub 2Nd Add key facts,” movewithmomentum.com/neighborhoods/highland-lake-sub-2nd-add, data as of September 20, 2026.
Last 30 days in Highland Lake: 1 new listing (median asking $525,000). As of October 2, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
This is an older Clearwater pocket with roughly 126 homes and a median build year of 1957, spanning original postwar construction from 1946 up through infill built as recently as 2002. With a median living area around 1,455 square feet, the housing stock is modest in footprint, which means price here is driven less by size and more by condition, updates, and lot. Expect a wide spread between a home taken back to the studs and one still wearing its original systems.
The homestead share sits near 74%, which points to a stock held more for occupancy than turnover. There were no closings in the current window, so there is no fresh comp to anchor pricing. Sellers should price to verifiable, recent nearby sales rather than aspiration; buyers should underwrite the renovation gap on any dated home instead of assuming a light refresh.
The 60-Second Overview
Highland Lake Sub 2Nd Add is a small, established Clearwater neighborhood of mid-century homes with occasional newer infill, where the real variable is how much work a given house has already had done.
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 9 qualified sales in Highland Lake across 2024–2025 (6 in 2024, 3 in 2025), median $390,000 — 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.
Who Highland Lake is best for.
Best for
- Buyers willing to renovate an older home and budget for roof, electrical, and plumbing
- Long-term owner-occupants who value an established, low-turnover street
- Value-focused buyers who will underwrite condition rather than chase size
Probably not for
- Buyers needing large living space, as the stock skews modest around 1,455 sqft
- Anyone wanting new construction and modern systems throughout
- Buyers who need a clean recent in-neighborhood comp to feel confident on price
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, 260 homes are on the market and 17% are under contract — a slower corner of Clearwater.
Across Pinellas County, 6,539 homes are active and 1,627 pending (20% 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.
Housing distress & ownership in Highland Lake Sub 2Nd Add, Clearwater
Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.
Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Based on Stellar MLS data distributed by MLS GRID for the period September 2026 through September 2026. Deemed reliable but not guaranteed.
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 2026-10-01, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2025. Tap any home to ask about it.
Every Home for Sale in Highland Lake Sub 2Nd Add Right Now (1)
All 1 active and pending Highland Lake Sub 2Nd Add listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1539 Valencia Street · $525,000 · 3 bd / 2 ba · listed Aug 18, 2026 · listed by Charles Rutenberg Realty Inc
Schools
- Pinellas County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Plumb Elementary-PN · Elementary
- Oak Grove Middle-PN · Middle
- Clearwater High-PN · High
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.
Shop the zone: Homes zoned for Clearwater High-Pn High School
The Highland Lake buying strategy.
If we were buying in Highland Lake 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 Highland Lake.
An older, condition-driven Clearwater pocket
A median build year of 1957 tells you what to inspect: roof age, electrical panels, plumbing supply lines, and windows. The build range runs to 2002, so a handful of properties will present with far newer systems, and those command a premium that has nothing to do with square footage. In a neighborhood this size, individual condition matters more than any neighborhood-wide average.
With no closings in the current window, price discovery is thin. That is not a red flag on its own for an owner-heavy street, but it does mean both sides are negotiating without a clean recent comp inside the subdivision. Lean on adjacent Pinellas sales, and treat living area near 1,455 square feet as the baseline you are pricing deviations from.
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.
Why work with Momentum here
In a small subdivision with no fresh in-neighborhood sales, valuation depends on reading nearby Pinellas comps correctly and pricing condition, not square footage. We help sellers document updates that justify a number and help buyers quantify the renovation gap on a dated mid-century home before they commit.
Highland Lake 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 Highland Lake 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 Highland Lake sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Lake, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
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 →
15% of homes for sale in ZIP 33756 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-10-01).
Frequently Asked Questions
How many homes are in Highland Lake?
What share of Highland Lake is owner-occupied?
When were the homes in Highland Lake built?
Who is the best real estate agent for Highland Lake?
How do I find a top Clearwater real estate agent who knows Highland Lake?
Can Momentum Realty connect me with an agent for Highland Lake?
Where is Highland Lake, and what county is it in?
Should you buy in Highland Lake?
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: October 1, 2026) |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (3 streets, ZIP 33756)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Historical depth | Closed-sale records back to 2011 (49 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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See how Highland Lake Sub 2Nd Add fits the bigger picture — live prices, inventory, and Momentum Scores:
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