Pine Brook Highlands Homes for Sale in Clearwater, FL

Established subdivision · Pinellas County · ZIP 33755

A small, established central Clearwater pocket north of Gulf to Bay, where condition and the parcel set the price.

Established single-familyCentral Clearwater locationCondition-driven value

Live Market Pulse

50/100
Momentum

Buyer-Leaning Market (limited data)

Pine Brook Highlands is a small established subdivision, not a master plan, so the honest read is by the specific home and parcel, not by one community average. It sits near the separately platted Pine Brook neighborhood and is its own recorded subdivision.

Free · No obligation

Unlock Off-Market Pine Brook Highlands

Listings before the portals, true comps, and the renovation and carrying-cost math, before you tour.

Built fromLive Stellar MLS data14 years of closingsLocal renovation analysisUpdated twice daily

LiveMarket PulseStellar MLS

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Median Price

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Supply

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Avg DOM

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Seller Leverage

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Median $/Sqft

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1-Yr Price Change

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Jon's Current Read

"Pine Brook Highlands is a small established single-family subdivision in central Clearwater rather than a gated master plan, so the read is different: it is a pocket of older block-built homes off Pine Brook Drive where condition, the roof and systems age, and the parcel drive the number far more than the subdivision name. It sits beside the separately platted Pine Brook neighborhood and shares the central Clearwater address, with quick access to Gulf to Bay Boulevard and US 19 Alternate. Because this is an older Pinellas pocket, the leverage is reading the renovation, insurance, and flood math honestly and verifying any fees and the FEMA flood zone for the exact parcel."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Pine Brook Highlands is a small established single-family subdivision in central Clearwater, in Pinellas County. It sits north of Gulf to Bay Boulevard (State Road 60) and east of US 19 Alternate, near Highland Avenue and Drew Street, a short drive from downtown Clearwater (Pinellas County and local brokerage subdivision guides, 2026).

This is an established pocket of older homes, not new construction, so the value read is condition first. Roof age, systems, and insurability tend to drive the number more than the subdivision name, and the picture is best read home by home rather than by one neighborhood average.

Pine Brook Highlands is its own recorded subdivision and sits beside the separately platted Pine Brook neighborhood off Pine Brook Drive. The two share the central Clearwater location and the ZIP, so a buyer should confirm which plat a specific home is in and read the parcel on its own terms.

The pitch is location plus value: a central Pinellas address with fast access to Gulf to Bay and US 19 Alternate, the Gulf beaches a short drive west, and Tampa reachable over the causeways. The work is reading the older home honestly and confirming any fees, the flood zone, and the insurance math before you fall for a price.

Quick Match

Who Pine Brook Highlands is best for.

Best for

Value buyers who want an established central Clearwater address
Buyers comfortable budgeting renovation and insurance on an older home
Commuters who will use Gulf to Bay and the causeways to reach Tampa
Beach-minded buyers who want the Gulf a short drive west

Probably not for

Buyers who want a gated, amenity-dense master plan feel
Anyone unwilling to verify fees, flood zone, and condition per parcel
Buyers who need brand-new construction with a builder warranty
Buyers expecting uniform housing stock across the area

Market Pulse

How Pine Brook Highlands is performing right now

50/100
momentum

Buyer-Leaning Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

57Median days on marketdays

0 : 0Under contract vs for salestrong demand

0Sold in last 12 monthsliquidity

+127%Median price since 2012appreciation

+0%Asking vs recent sold $/sqftroom to negotiate

Tight supply and strong demand favor sellers here. Homes still take about two months to sell, though, and with asking prices running above recent sales per square foot, a prepared buyer has room on anything overpriced. Reading each home against the real comps, not the headline trend, is where the edge is.

Live from Stellar MLS, as of June 24, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Pine Brook Highlands listings and the trailing twelve months of closed sales.

Where prices are going$850K2026 YTD

Median sale price by year. Tap a label to compare Belle Haven or Clearwater. The 1-year price change is the median sold price over the most recent year versus the prior year, the same measure most listing sites and local Realtor reports use. It reflects the mix of homes that sold, not the change in any single home's value, which is why median price per square foot is shown alongside it to adjust for home size. In thinly traded neighborhoods, where a sale or two can swing the median, we lead with the mix-resistant price-per-square-foot trend instead.

Price per square foot$3072026 YTD

Median $/sqft by year. 2026 is year to date.

Supply and demand now0 : 0active : pending

For sale0

Pending0

Sold 12mo0

Active and pending listings now vs homes sold in the last 12 months.

8.6A- score

Momentum intelligence

Momentum buy score

Our proprietary read on how a home in Pine Brook Highlands buys, holds, and resells. See the five factors.

Interactive Map

Pine Brook Highlands on the map.

Every active, pending, and recently sold home, plotted. Toggle the layers, color the dots by status or lot type, and tap a home for the details.

Listing locations from Stellar MLS; lot type inferred from listing descriptions. Destination pins are approximate. Map data © OpenStreetMap, tiles © CARTO. Flood, school, and commute overlays are on the roadmap.

Nearby & Commute

How far is everything?

The takeaway

Pine Brook Highlands trades amenities for a central Clearwater address, with Gulf to Bay and US 19 Alternate carrying you to downtown, the beaches, and the causeways to Tampa.

Drive times from Pine Brook Highlands. They are approximate and vary with traffic and your exact start point inside the pocket.

Downtown Clearwater~5 to 10 min · civic and waterfront core

US 19 retail corridor~5 to 10 min · shopping and services

Clearwater Beach~15 to 25 min · Gulf beach

Downtown Dunedin~15 to 20 min · waterfront downtown

Tampa International Airport~25 to 40 min · via Courtney Campbell or SR 60

Downtown Tampa~35 to 50 min · via Courtney Campbell Causeway

Morton Plant Hospital~5 to 10 min · Clearwater hospital

Distances and drive times are approximate and vary with traffic and your exact parcel. Confirm your real commute at your real departure time.

Nearby Communities

Explore more neighborhoods near Pine Brook Highlands Homes for Sale in Clearwater, FL with Momentum Realty’s local guides.

GPGreenwood Park Homes for Sale in Clearwater, FLClearwater, FL · 0.1 mi PPPlaza Park Homes for Sale in Clearwater, FLClearwater, FL · 0.3 mi GPGreenwood Park,Clearwater Homes for SaleClearwater, FL · 0.3 mi CCCountry Club Addition Homes for Sale in Clearwater, FLClearwater, FL · 0.3 mi PBPine Brook Homes for Sale in Clearwater, FLClearwater, FL · 0.4 mi KMKeystone Manor Homes for Sale in Clearwater, FLClearwater, FL · 0.5 mi HGHibiscus Gardens Homes for Sale in Clearwater, FLClearwater, FL · 0.6 mi BHBassadena Homes for Sale in Clearwater, FLClearwater, FL · 0.6 mi PPPlaza Park,ClearwaterClearwater, FL · 0.8 mi

Browse all Florida neighborhood guides →

Carrying cost · the no-CDD edge

No CDD bond means thousands less per year than newer master plans.

Typical CDD community~$2,500/yr

Pine Brook Highlands (no CDD)$0/yr

Roughly $25,000 saved over 10 years in carrying cost, before resale.

Illustrative. NE Florida CDD assessments commonly run $1,500-$3,500+/yr and vary by community; verify per property.

Schools

15-Second Take

Pinellas County Public Schools
Verify the zoned schools by address
Magnet and choice options may be available
Confirm current ratings before relying on them
Private and parochial options nearby

Pine Brook Highlands is served by Pinellas County Public Schools. Assignment is by address and can change, so confirm the exact zoned elementary, middle, and high schools for any specific home, plus any magnet or choice options. Treat published ratings as a starting point, not the full story.

Public

Skycrest Elementary (verify by address)

Verifyrating

Public

Oak Grove Middle (verify by address)

Verifyrating

Public

Clearwater High (verify by address)

Verifyrating

Buying with schools in mind? We can confirm the exact zoned schools for any Pine Brook Highlands address.

The takeaway

What is actually shaping value around Pine Brook Highlands: the downtown Clearwater redevelopment wave a short drive away, Pinellas County flood map and insurance dynamics, and the condition-driven nature of central Clearwater's established stock. Each item is sourced and linked.

Recent Developments in Pine Brook Highlands

Development Intelligence

Our read on what is being built around Pine Brook Highlands, scored for direction, significance, and how close the effect lands. The full sourced timeline follows below.

Net OutlookBullishDowntown Clearwater investment and the central location point to steady demand, with the watch items being insurance and flood costs on older homes and the pace of nearby redevelopment.

Downtown Clearwater redevelopment wave

2025 to 2026

BullishMajor impact

SignificanceRadius: Area

A multi-project downtown build-out, including a new City Hall and high-rise housing near Coachman Park, adds civic investment and amenities a short drive from the pocket.

Central Clearwater location and access

Ongoing

BullishNotable impact

SignificanceRadius: Area

Fast access to Gulf to Bay, US 19 Alternate, the beaches, and the causeways to Tampa underpins the commute and lifestyle case that supports demand.

Pinellas flood maps and insurance costs

2025 to 2026

NeutralNotable impact

SignificanceRadius: County

Updated FEMA flood maps and a hard insurance market make the parcel-level flood check and insurance quote essential diligence on older homes.

Older established stock means condition risk

Ongoing

NeutralNotable impact

SignificanceRadius: Community

This is an older pocket, so roof, systems, and insurability drive value and have to be read per home rather than by a neighborhood average.

Distinct plat next to Pine Brook

Ongoing

NeutralMinor impact

SignificanceRadius: Community

Pine Brook Highlands is its own recorded subdivision beside the separately platted Pine Brook, so confirm which plat a specific home sits in.

Direction, significance, and effect-radius ratings are Momentum's proprietary, qualitative read of the sourced items below, not investment advice or a prediction for any specific home.

Development, infrastructure, retail, and school activity affecting Pine Brook Highlands, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated June 2026.

Showing the latest, scroll for all updates ↓

November 2025
Development
Clearwater starts construction on 31.6 million dollars of downtown projects
The city began construction on downtown projects including a new City Hall on South Myrtle Avenue and high-rise apartment development near Coachman Park, part of a broader downtown redevelopment wave a short drive from central Clearwater pockets. Why it matters: Civic investment and new amenities downtown support demand across central Clearwater neighborhoods nearby. Source
March 2026
Development
Groundbreaking set for transformative downtown Clearwater project
Local reporting describes a major downtown Clearwater redevelopment moving forward in 2026, continuing the wave of civic, hotel, and housing investment near Coachman Park and the waterfront. Why it matters: Continued downtown momentum strengthens the central Clearwater location case that underpins value here. Source
January 2025
Market
Pinellas County FEMA flood map and insurance changes in focus
Local guides describe updated FEMA Flood Insurance Rate Maps and a hard insurance market in Pinellas County, with more parcels reclassified and premiums under pressure, alongside mitigation grant programs. Why it matters: Flood zone and insurance diligence per parcel is now central to buying any older Pinellas home. Source

Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.

The Strategy

The Pine Brook Highlands buying strategy.

If we were buying in Pine Brook Highlands, this is the order of operations we would run, and the one we run for our clients.

Confirm the plat first. Pine Brook Highlands is its own recorded subdivision next to the separately platted Pine Brook, so verify which plat the specific home sits in.

Read the home condition honestly. This is older stock, so the roof, systems, and any updates drive value far more than the subdivision name.

Verify any HOA, CDD, and the flood zone for the exact parcel. Older central Clearwater pockets often carry no mandatory HOA, but confirm the lines and the FEMA zone per address.

Read the insurance and roof math early. On an older Pinellas home, roof age and wind mitigation drive the premium, so quote the specific address before you commit.

Use the location context, and cross-shop other established Clearwater pockets such as Belle Haven if you want to compare condition and price.

The Quick Decision

Best Buy

An updated established home on a higher, drier parcel matched to real comps

Biggest Risk

Underbudgeting roof, systems, and insurance on an older home

Best Lot

A higher, drier parcel outside the flood zone

Smart Timing

Confirm the plat, any fees, and the flood zone before you offer

Deep-Dive Intelligence

The full read, only if you want it.

The takeaway

On mobile, tap any heading below to open it. This is the home by home, lot by lot, club and renovation detail, organized so you can jump straight to what matters to you.

Community Details at a Glance

Pine Brook Highlands is a small established subdivision rather than an amenity community, so the lifestyle is quiet established single-family living with city and county services nearby rather than gated amenities. It sits in central Clearwater near downtown, the Gulf to Bay and US 19 corridors, and a short drive from the Gulf beaches. There are no neighborhood amenities to budget for in a pocket like this, but confirm any deed restrictions and the specifics of the exact home before you buy.

Pine Brook Highlands Homes For Sale

What your money buys in Pine Brook Highlands.

The takeaway

Three honest price bands. Condition and lot, not the square footage alone, decide where a home lands.

Here are the broad resale bands in Pine Brook Highlands today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

The Established Entry

An older home that needs updating, where condition and roof age drive value. The affordable way into this central Clearwater pocket.

Lowest entry

The Updated Core

A renovated established home on a solid, drier parcel, the heart of the resale market here.

Most inventory

The Top

The best-condition homes on the most sought-after, higher and drier lots, the homes that hold value best in the pocket.

Strongest resale

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

See Off-Market & Private Listings

What Your Money Buys

What ~$900K buys here.

Three realistic price bands. Where a home lands comes down to condition and lot, not square footage alone.

The Established Entry

An older home that needs updating, where condition and roof age drive value. The affordable way into this central Clearwater pocket.

The Updated Core

A renovated established home on a solid, drier parcel, the heart of the resale market here.

The Top

The best-condition homes on the most sought-after, higher and drier lots, the homes that hold value best in the pocket.

Approximate 2026 resale bands from third-party listing data and public records, not NEFAR statistics. Confirm pricing for a specific home.

Operator Intelligence

Renovation & Resale Intelligence

The factors that actually move value in Pine Brook Highlands, condition, lot, and the renovation math, read from current listings and recent sales.

15-Second Take

Renovation math decides the deal
Better lots and views resell strongest
Roof and HVAC age drive the insurance quote
Interior lots are where buyers overpay

Proprietary Data

The renovation premium.

Renovated-listing inventory in Pine Brook Highlands is too thin right now to compute a reliable renovation premium. We read condition home by home against real comps before you offer.

Lot Value

The lot premium.

On a preferred homesite (water, preserve, corner, or a larger lot), the homesite is the part of your money the market gives back at resale. The house can be renovated; the lot cannot, so premium lots hold their value better than interior ones. How much more they command varies by frontage, view, and condition, which is why we read it home by home against real comparable sales rather than a single headline figure.

Operator Note

Most buyers overpay on interior lots in the back half of the community. A sharp renovation can distract you, but the weaker resale position follows the lot, not the finishes. We read the homesite before the kitchen.

Resale Strength Scorecard

How well Pine Brook Highlands holds value.

Our read on the factors that protect resale here, and the one to manage.

Roof and structureRead roof age and any updates per home

Systems and HVACOlder systems likely, budget replacement

Flood and insuranceCheck FEMA zone and quote the address

Location and accessCentral Clearwater near Gulf to Bay

Lot and elevationFavor higher, drier parcels

Momentum analysis based on the community's structure, location, lot scarcity, and housing stock. Not a guarantee of future value.

Operator Note

The strongest value pocket is usually a renovated home on a good lot priced just under the next tier up. Buyers chasing the single biggest house often pay top prices for what is really a renovation project.

5 Mistakes Buyers Make in Pine Brook Highlands

15-Second Take

Calling the listing agent (who works for the seller)
Misjudging the renovation budget
Overpaying for an interior lot
Underbudgeting the carrying costs
Skipping the roof, HVAC, and systems check

The same five mistakes cost buyers the most in any market. Every one is avoidable with the right preparation before you tour.

Calling the listing agent

The agent on the sign works for the seller. In a market where condition swings price by hundreds of thousands, negotiating against that agent with no one in your corner is the costliest move of all.

Misjudging the renovation math

A dated home looks like a deal until you price the roof, HVAC, pool, and full modernization honestly. Underbudget the reno and the bargain becomes the expensive house.

Overpaying for an interior lot

A premium homesite (water, preserve, or a preferred position) carries a real, durable premium. Pay a top price for an interior lot and you are buying the weakest version of the value.

Underbudgeting the carrying costs

Two similar homes can cost very differently to own once the HOA, any CDD, insurance, and upkeep are priced in. Buyers who do not run the full monthly carrying cost misread the real number.

Skipping the systems check

An older home means older systems unless updated. Roof age, HVAC age, pool equipment, and prior renovations drive both price and insurability, and a thorough inspection matters more here than in a new build.

“

Pine Brook Highlands is older established stock in a central Clearwater pocket. The deal is won or lost on the specific home, the parcel, and the renovation and insurance math.

Jon Brooks · Founder, Momentum Realty

Momentum Intelligence

Momentum Buy Score.

Our proprietary 0 to 10 read across the five factors that decide how a home here buys, holds, and resells.

7.0B · Buy Score

Resale Strength7.0/10

Renovation Risk5.5/10

Location Efficiency7.6/10

Long-Term Defensibility6.6/10

Carrying Cost Advantage7.4/10

Momentum Intelligence Scores are our proprietary, qualitative assessment based on the analysis on this page, on a 0 to 10 scale. They are a framework for comparing communities, not a guarantee of future value or advice on a specific home.

Momentum Housing Intelligence

Why our read on Pine Brook Highlands is different.

Most pages on this community are an automated estimate wrapped in stock copy. This one is built from the live Stellar MLS feed, fourteen years of closed sales, and a renovation-by-renovation read of what actually moves value here, lot by lot. No Zestimate, no guesswork.

Live Stellar MLS feed14 years of closed salesRenovation-premium analysisLot-by-lot, no automated estimates

Jon Brooks, founder of Momentum Realty. A housing economist with a background in real estate investment banking at Deutsche Bank and consulting at Ernst & Young, who has built and analyzed Northeast Florida real estate from the ground up.

About the analyst · Our methodology

Which Lots & Views Hold Value Best

Proprietary Data · Lot Value Map

Where the value actually sits. Each home is shaded by its price per square foot (a value read, not just a price) and ringed by lot type, so you can see at a glance which pockets carry a real, durable premium and where a renovation play makes sense.

Value ($/sqft)

$261 value$401 premium

Lake / waterPreserveInterior

Fill = price per square foot; ring = lot type, inferred from listing descriptions. Sold homes are shown by realized $/sqft (lot type not always recorded). Asking and recent-sold figures from Stellar MLS; for orientation, not an appraisal.

15-Second Take

Higher, drier parcels outside the flood zone hold value
Verify the FEMA flood zone for the exact address
Confirm which plat the home sits in, Highlands or Pine Brook
Older pockets like this often carry no mandatory HOA
Read the lot and flood picture before the finishes

In a small established pocket like Pine Brook Highlands, the parcel is the part of your money the market protects. Higher, drier lots outside the flood zone hold value better than low-lying parcels, and the house can be renovated while the flood zone and the lot cannot. Read the parcel and the flood map first, then price the condition of the home against it, and confirm which recorded plat the home sits in.

The 15-Second Verdict

Pine Brook Highlands in 15 seconds.

Best forValue buyers who want an established central Clearwater address near Gulf to Bay.

Biggest advantageCentral Pinellas location with fast access to US 19 Alternate, the beaches, and the causeways to Tampa.

Biggest riskRoof, systems, and insurance on older homes, and parcel-level flood exposure.

Sweet spotAn updated established home on a drier parcel matched honestly to comps.

Avoid ifYou want a gated master plan or brand-new construction with a builder warranty.

HOA, CDD & Fees

15-Second Take

Often no mandatory HOA in pockets like this, verify per parcel
A small older subdivision is unlikely to carry a CDD, confirm the tax line
Confirm any deed restrictions for the specific home
Flood zone is parcel specific, check FEMA and insurance
Budget a roof and systems reserve on older homes

Established central Clearwater pockets like this often carry no mandatory HOA, and a small older subdivision is unlikely to carry a CDD, but this is not guaranteed. Confirm the exact fee lines and any deed restrictions for the specific parcel.

Where no HOA applies, the city and county provide services and there are no neighborhood amenity dues. If any voluntary or mandatory association exists for a specific home, confirm what it covers and what it costs before you buy.

Run Your Numbers

Tools for a Pine Brook Highlands buy.

Free calculators to pressure-test the real cost before you tour.

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxPinellas County millage and the homestead picture.Rent vs buyThe breakeven on owning in Pine Brook Highlands.Save Our HomesProject your homestead tax cap over time.

The takeaway

Selling here is won on condition and view, not the Zestimate. The right number comes from closed comps matched to your renovation level and lot.

Selling in Pine Brook Highlands

Price it to the home condition, the parcel, and the flood zone, not a Pine Brook Highlands average.

Selling in a small established pocket means pricing to your specific home and parcel, not to a neighborhood average across a handful of sales. The roof age, the flood zone, and the updates are what set your number.

Momentum listings (YTD)

97.98%

Sold-to-list ratio across our market for our agents, sellers keeping more of their price.

Market average (YTD)

96.73%

The broader metro average sold-to-list ratio over the same period.

Momentum days on market

64 days

Median days on market for our listings, faster sales mean less carrying cost and stronger leverage.

Market days on market

72 days

The broader metro median over the same period.

Sold-to-list and days-on-market figures reflect Momentum Realty listings versus our market average, year to date. Your home's result depends on pricing, condition, lot, view, and preparation.

In Pine Brook Highlands, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Belle Haven, a home priced to the community average instead of its true condition and view either leaves money on the table or sits. A renovated kitchen, newer roof and HVAC, and a golf or lake view all deserve to show up in your price, and a buyer pool reading renovation math needs to be shown why your home is worth it. We build that case with real comps and a pricing strategy for the current market.

What is your Pine Brook Highlands home worth?

Get a no-obligation home value based on real comparable sales in Pine Brook Highlands matched to your condition, lot, and view, 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 homes for sale in Pine Brook Highlands on the map →
Or get your Pine Brook Highlands home value & selling guide →

Real comps, not a Zestimate.

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.

$2,026/mo

Pinellas County typical true cost to own

$159/mo

Pinellas County typical home insurance

Check CDD

Confirm before you offer

Check it for your address: look up your flood zone (FEMA) · insurance by county · true-cost calculator · Pinellas County scorecard.

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.

Pine Brook Highlands Market Scorecard

Thin data

Pine Brook Highlands is currently a thin data. Limited supply, a median asking price of n/a.

n/a

Months supply

n/a

Median list

n/a

Median sold

n/a

Per sqft

n/a

Days on mkt

0/0/0

Active/Pend/Sold

Go deeper: 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.

Frequently Asked Questions

Where is Pine Brook Highlands?

Pine Brook Highlands is a small established single-family subdivision in central Clearwater, in Pinellas County, north of Gulf to Bay Boulevard and east of US 19 Alternate, near Highland Avenue and Drew Street.

Is Pine Brook Highlands the same as Pine Brook?

No. They are separate recorded subdivisions that sit near each other off Pine Brook Drive in central Clearwater and share the ZIP. Confirm which plat a specific home is in, since each is read on its own terms.

Is Pine Brook Highlands a good place to buy for value?

It can be, for buyers who want a central Clearwater address and are comfortable with older housing stock. Value here comes with condition risk, so the roof, systems, and insurability matter, and the read is best done home by home.

Does Pine Brook Highlands have HOA fees?

Established central Clearwater pockets like this often carry no mandatory HOA, and a small older subdivision is unlikely to carry a CDD, but neither is guaranteed. Confirm the exact fees and any deed restrictions for the specific home.

What kind of homes are in Pine Brook Highlands?

It is an established single-family subdivision of older homes rather than new construction. As with similar central Clearwater pockets, expect block-built homes where condition and updates vary house to house. Confirm the specifics per listing.

How is the commute from Pine Brook Highlands to Tampa?

Gulf to Bay Boulevard (State Road 60) and the Courtney Campbell Causeway carry you toward Tampa and Tampa International Airport. Drive times depend on your exact start point and the time of day.

How far is Pine Brook Highlands from the beach?

Clearwater Beach and the Gulf are a short drive west, with drive times that vary by destination and traffic. Confirm the route for your specific home.

Should I worry about flood zones in Pine Brook Highlands?

Flood exposure is parcel specific across Pinellas County, and flood maps have been updated. Always run the FEMA flood zone and an insurance quote for the exact address during diligence.

What schools serve Pine Brook Highlands?

The area is part of Pinellas County Schools, with homes north of Gulf to Bay generally zoned to Skycrest Elementary, Oak Grove Middle, and Clearwater High. Assignment is by address and can change, so confirm the exact zoned schools for any specific home.

Is there new construction in Pine Brook Highlands?

No, this is an established subdivision of older homes, not an active new-construction community. Buyers who want a builder warranty would cross-shop newer Pinellas and Pasco communities.

Why does pricing vary so much in a small pocket like this?

Because it is older stock where condition varies house to house. An updated home and a dated one can list close, so the roof, systems, flood zone, and updates, not the subdivision name, set the price.

Is Pine Brook Highlands a good investment?

The central Clearwater location and beach access support demand, but this is a condition-driven market with older stock. As with any older-home market, roof, systems, and insurability drive the outcome; this is not a guarantee of future value.

What is nearby in central Clearwater?

Downtown Clearwater, the Gulf to Bay and US 19 retail corridors, Clearwater Beach, and the causeways to Tampa are all a short drive away. Confirm real drive times from the specific home at your own departure time.

How should I read an older home here?

Read the roof age, the systems, and any flood exposure first, then price the updates against real comps. Quote insurance for the exact address early, since premiums on older homes drive the carrying cost.

Who is the best real estate agent for Pine Brook Highlands?

The best agent for Pine Brook Highlands is one who actively works Clearwater and knows the community's pricing, HOA and CDD details, 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 Pine Brook Highlands.

How do I find a top Clearwater real estate agent who knows Pine Brook Highlands?

Share a few details in the form on this page. Momentum Realty has 280+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Pine Brook Highlands and the wider Clearwater area.

Can Momentum Realty connect me with an agent for Pine Brook Highlands?

Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Pine Brook Highlands purchase or sale - no call center and no pressure.

The Verdict

Should you buy in Pine Brook Highlands?

An honest fit check. We will tell you when it is not your community.

Value buyers who want an established central Clearwater addressExcellent fit

Buyers comfortable budgeting renovation and insurance on an older homeExcellent fit

Commuters who will use Gulf to Bay and the causeways to reach TampaExcellent fit

Beach-minded buyers who want the Gulf a short drive westExcellent fit

Buyers who will read fees, flood zone, and condition by parcelExcellent fit

Buyers who want a gated, amenity-dense master planProbably not

Anyone unwilling to verify fees, flood zone, and condition per parcelProbably not

Buyers who need brand-new construction with a builder warrantyProbably not

Buyers expecting uniform housing stock across the areaProbably not

Buyers unwilling to budget roof and systems work on older homesProbably not

Get the inside read on Pine Brook Highlands

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Pine Brook Highlands home, tell us what you need. Every inquiry comes straight to us. We represent you, not the seller, and what your agent is paid is negotiable and set in a written buyer agreement up front. No obligation, no spam, no high-pressure follow-up.

You are all set.

A Momentum Realty Pine Brook Highlands specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Pine Brook Highlands — what to look for, questions to ask, and your local expert.

Photography on this page is sourced from active and recently sold MLS listings in this community and remains the property of the listing brokerage and/or photographer. Listings courtesy of Stellar MLS as distributed by MLS GRID. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing; deemed reliable but not guaranteed by MLS GRID.

Pine Brook Highlands Homes for Sale in Clearwater, FL

The 60-Second Overview

Who Pine Brook Highlands is best for.

Best for

Probably not for

How Pine Brook Highlands is performing right now

Pine Brook Highlands on the map.

How far is everything?

Nearby Communities

Schools

Skycrest Elementary (verify by address)

Oak Grove Middle (verify by address)

Clearwater High (verify by address)

Recent Developments in Pine Brook Highlands

Downtown Clearwater redevelopment wave

Central Clearwater location and access

Pinellas flood maps and insurance costs

Older established stock means condition risk

Distinct plat next to Pine Brook

Clearwater starts construction on 31.6 million dollars of downtown projects

Groundbreaking set for transformative downtown Clearwater project

Pinellas County FEMA flood map and insurance changes in focus

The Pine Brook Highlands buying strategy.

The full read, only if you want it.

What your money buys in Pine Brook Highlands.

What ~$900K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Pine Brook Highlands holds value.

5 Mistakes Buyers Make in Pine Brook Highlands

Calling the listing agent

Misjudging the renovation math

Overpaying for an interior lot

Underbudgeting the carrying costs

Skipping the systems check

Momentum Buy Score.

Why our read on Pine Brook Highlands is different.

Which Lots & Views Hold Value Best

Pine Brook Highlands in 15 seconds.

HOA, CDD & Fees

Tools for a Pine Brook Highlands buy.

Price it to the home condition, the parcel, and the flood zone, not a Pine Brook Highlands average.

In Pine Brook Highlands, condition and view decide your number

What is your Pine Brook Highlands home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Pine Brook Highlands Market Scorecard

Frequently Asked Questions

Should you buy in Pine Brook Highlands?

Get the inside read on Pine Brook Highlands

You are all set.

Need to sell fast in Pinellas County?

You just read the data. Now see what your home is worth.