Pine Brook Highlands
Homes for Sale in Clearwater, FL
All 1,184 homes for sale in Clearwater, FL · median $299,000 · 137 homes for sale in 33755 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, Pine Brook Highlands in Clearwater, FL has 1 home for sale. Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $300,000, $233 per square foot, a median 26 days on market, sellers accepting 96% of original asking (-4% versus the prior year). Homes listed or recently sold were built 1953 - 1956. At the median price and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $5,820 ($5,000 with the full homestead exemption).
| Location | Clearwater, Pinellas County, FL · ZIP 33755 |
|---|---|
| Homes in the community | 89 (FL DOR 2025 assessment roll) |
| Years built | 1934–1972 (median 1955) |
| Typical living area | 1,374 sq ft (median) |
| Home types (current listings and sales) | single-family 100% |
| Sale prices, last 12 months | $300,000 median across 6 closed sales · $233 per sq ft · -4.2% vs the prior 12 months |
| Days on market (closed sales) | 26 median |
| For sale right now | 1 active, 0 pending · median asking $469,000 · 1.7 months of supply |
| Owner-occupied (homestead) share | 60% |
| Zoned public schools | Skycrest Elementary (verify by address) (A, FLDOE 2025-26); Oak Grove Middle (verify by address) (B, FLDOE 2025-26); Clearwater High (verify by address) (A, FLDOE 2025-26) |
Data as of September 20, 2026. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2026; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “Pine Brook Highlands key facts,” movewithmomentum.com/neighborhoods/pine-brook-highlands, data as of September 20, 2026.
Last 30 days in Pine Brook Highlands: 1 new listing (median asking $469,000), 1 closed sale (median $324,900). As of September 28, 2026, Listings courtesy of Stellar MLS as distributed by MLS GRID.
Pine Brook Highlands right now
🔴 Seller-leaning market. 1.7 months of supply and 0% of the inventory already under contract give sellers the pressure advantage.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 20, 2026. Confidence: Medium (1 active and pending listings, 6 closed sales in 12 months).
🟡 Off the recent peak. The trailing-12-month median ($300K) is down 4.2% from the prior 12 months ($313K). 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 20. Confidence: Medium (6 and 6 sales in the two windows).
Jump to: Price history & scorecard · Homes for sale · Schools · FAQ
· Updated September 28, 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
Pine Brook Highlands market snapshot (as of September 20, 2026): the median sale price is about $300K ($233 per sq ft over the trailing 12 months of closed sales), a median 27 days on market for closed sales, and 1.7 months of supply, a seller-leaning market. The trailing-12-month median is down 4% from the prior 12 months, computed from record-level Stellar MLS closed sales (6 closings in the current window).
In ZIP 33755 (Clearwater), 513 homes closed in the last 12 months at a median of $280K ($242/sq ft), down 4.7% year over year, with a median 52 days on market. Right now 64 active and 23 pending listings put supply at about 3.5 months - a balanced market. See the live ZIP 33755 housing market and the Pinellas County market.
County records show 5 qualified sales in Pine Brook Highlands across 2024 - 2025 (3 in 2024, 2 in 2025), median $395,000 - the last recorded sale per parcel on the Florida DOR 2025 assessment roll, independent of the MLS.
Pine Brook Highlands is a community of 89 homes in Clearwater, Pinellas County, built between 1934 and 1972 (median 1955), with a median living area of about 1,374 square feet. 60% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).
The setting & the homes.
Aerial and on-site photos of Pine Brook Highlands. Swipe to explore the community.
Swipe or use the arrows → tap any photo to enlarge
Photos from Stellar MLS listings in Pine Brook Highlands; content deemed reliable but not guaranteed.
Price History: What Homes Here Have Actually Sold For
Median sale price over the trailing 12 months ending September 20 of each year, from record-level Stellar MLS closed sales. Same methodology as every appreciation figure on this page: the 2026 point ($300K) IS the median in the snapshot above, and the move from 2025 ($313K) IS the -4.2% one-year change.
Windows contain 0 to 6 sales each (6 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 2011 through 2026. Deemed reliable but not guaranteed.
21% of homes for sale in ZIP 33755 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 (2026-09-27).
Pine Brook Highlands Market Scorecard
Pine Brook Highlands is currently a seller-leaning market. About 1.7 months of supply, a median asking price of $469,000, and homes go under contract in about 14 days.
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: Stellar MLS, refreshed twice daily. Market metrics only; these describe homes for sale and recent sales, not residents.
Housing distress & ownership in Pine Brook Highlands, 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 Pine Brook Highlands
Live MLS inventory for Pine Brook Highlands. 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 Pine Brook Highlands listings as of 2026-09-28, priced high to low. Based on Stellar MLS data distributed by MLS GRID for the period 2011 through 2026. Tap any home to ask about it.
Every Home for Sale in Pine Brook Highlands Right Now (1)
All 1 active and pending Pine Brook Highlands listings with a detail page, newest first, refreshed twice a day from the MLS.
- 1344 Springdale Street · $469,000 · 4 bd / 2 ba · listed Aug 27, 2026 · listed by Keller Williams On The Water S
Pine Brook Highlands on the map.
Every active, pending, and recently sold home, plotted. Toggle the layers and tap a home for the details.
Listing locations from Stellar MLS. Map data © OpenStreetMap, tiles © CARTO.
Schools
- Pinellas County Public Schools
- Verify the zoned schools by address
- Magnet and choice options may be available
- Skycrest Elementary (verify by address)FLDOE grade A · Public
- Oak Grove Middle (verify by address)FLDOE grade B · Public
- Clearwater High (verify by address)FLDOE grade A · Public
Grades are official Florida Department of Education school grades for 2025-26. Assignments are reported as of the 2025-26 year 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 Pine Brook Highlands address.
Shop the zone: Homes zoned for Dixie Hollins High-Pn High School
The Pine Brook Highlands buying strategy.
If we were buying in Pine Brook Highlands 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.
Come strong and clean. Homes here move, so lead with your best terms and financing ready rather than a low anchor.
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 Pine Brook Highlands.
A closer look at the Pine Brook Highlands market
At a median of $233 per square foot, Pine Brook Highlands 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 1.7 months of supply, a seller-leaning market and the trailing-12-month median down 4% year over year. Homes that do trade take a median 27 days on market, useful leverage on any listing that has lingered.
The housing stock is 89 homes built between 1934 and 1972, and 60% 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 Pine Brook Highlands. The deal is won or lost on condition, the comps, and the renovation math.
Momentum Buy Score.
Our proprietary 0 to 10 read across the factors that decide how a home in Pine Brook Highlands buys, holds, and resells. Momentum Research; not an appraisal.
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 (6.6). Basis: Recent Direction -4.2% year-over-year; Liquidity & Demand 1.7 months of supply; Owner Commitment 60% owner-occupied; Pricing Power 95.8% sale-to-list. Refreshed with each data update.
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 Pine Brook Highlands 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 Pine Brook Highlands sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Pine Brook Highlands, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Pine Brook Highlands home worth?
Get a no-obligation home value based on real comparable sales in Pine Brook 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 all homes for sale in Clearwater →
Frequently Asked Questions
What is the median home price in Pine Brook Highlands?
How long do homes in Pine Brook Highlands take to sell?
Is Pine Brook Highlands a buyer's or seller's market right now?
How many homes are in Pine Brook Highlands?
What share of Pine Brook Highlands is owner-occupied?
When were the homes in Pine Brook Highlands built?
What schools serve Pine Brook Highlands?
Who is the best real estate agent for Pine Brook Highlands?
How do I find a top Clearwater real estate agent who knows Pine Brook Highlands?
Can Momentum Realty connect me with an agent for Pine Brook Highlands?
Where is Pine Brook Highlands, and what county is it in?
Is Pine Brook Highlands a good place to live?
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 28, 2026) |
| Community market stats | Stellar MLS closed sales, 12-month windows ending September 20, 2026 |
| Housing stock & ownership | Florida DOR assessment roll (street-list match (2 streets, ZIP 33755)) |
| Under-contract shares | Stellar MLS records, as of 2026-09-20 |
| Schools | 2025-26 district assignments + FLDOE school grades; verify with the district |
| Historical depth | Closed-sale records back to 2011 (36 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 →
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.
See how Pine Brook Highlands fits the bigger picture — live prices, inventory, and Momentum Scores:
Nearby Communities
Explore more neighborhoods near Pine Brook Highlands with Momentum Realty’s local guides.
More on Pine Brook Highlands
- Home values · What homes in Pine Brook Highlands actually sell for