Woodbrook Highlands Homes for Sale in Largo, FL

Established 1988 · Largo · Pinellas County

An established single-family subdivision in west Largo (ZIP 33774), Pinellas County, on an inland ridge within a few miles of the Gulf beaches and minutes from the Highland Aquatic Center.

Established west Largo subdivisionNear the Gulf beachesSingle-family homes

Live Market Pulse

56/100
Momentum

Balanced Market (limited data)

Tight supply keeps sellers in control, but dated interiors still trade at a discount, so condition is where buyers win.

Free · No obligation

Unlock Off-Market Woodbrook 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

$380K

Median Price

0mo

Supply

n/a

Avg DOM

Balanced

Seller Leverage

$294/sf

Median $/Sqft

n/a

1-Yr Price Change

0now

Distress

Jon's Current Read

"Woodbrook Highlands is an established single-family subdivision in west Largo (ZIP 33774), Pinellas County, set on inland higher ground off Vonn Road and Lauren Drive, within a few miles of the Gulf beaches and minutes from the Highland Aquatic Center, shopping, and dining. The read is a mature, convenient mid-Pinellas residential pocket where value rests on the home, the lot, condition, and the flood profile rather than a new-build amenity package. Because the housing stock dates to an older era and is updated unevenly, value is home-and-condition specific: confirm the build year, roof, HVAC and systems, the lot, the FEMA flood zone and any base flood elevation, and any association status before you offer. The inland ridge position relative to coastal Pinellas is worth verifying parcel by parcel."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Woodbrook Highlands market snapshot (as of June 25, 2026): the median sale price is about $380K ($294 per sq ft), a balanced market (limited data). Based on 6 recent closings in live Stellar MLS data.

Woodbrook Highlands is an established single-family subdivision in west Largo (ZIP 33774), Pinellas County, reported off Vonn Road and Lauren Drive (listing and area records). Treat any build figure as reported and confirm with the listing and the Pinellas County Property Appraiser.

The setting is a mature mid-Pinellas residential pocket rather than a new-build master plan, so homes carry the character and the maintenance profile of an older build era. Read condition, the systems, and any renovations per home.

Location is the structural strength: the subdivision sits within a few miles of the Gulf beaches and minutes from the Highland Aquatic Center, shopping, and dining, with central mid-Pinellas access. Confirm exact drive times for the specific address.

Because the homes are older and the area is coastal Pinellas, value is home-and-condition specific. Confirm the build year, the systems, the lot, the FEMA flood zone and any base flood elevation, the insurance picture, and any association status, and comp within Woodbrook Highlands by home and lot before you offer.

Quick Match

Who Woodbrook Highlands is best for.

Best for

Buyers who want an established single-family home in convenient west Largo within reach of the beaches
Buyers who value central mid-Pinellas access to shopping, dining, and recreation
Buyers comfortable evaluating an older build base, condition, and the flood and insurance picture

Probably not for

Buyers who want new construction with current finishes and warranties
Buyers who want a gated or amenity-heavy master plan
Buyers who want to avoid coastal Pinellas flood and insurance considerations

Market Pulse

How Woodbrook Highlands is performing right now

56/100
momentum

Balanced Market (limited data)

Seller's marketBalancedBuyer's market

0Months of supplytight

57Median days on marketdays

2 : 0Under contract vs for salestrong demand

6Sold 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 25, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Woodbrook 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 or Largo. 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 : 2active : pending

For sale0

Pending2

Sold 12mo6

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 Woodbrook Highlands buys, holds, and resells. See the five factors.

Homes For Sale Right Now in Woodbrook Highlands

Live MLS inventory for Woodbrook 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.

Pending · 11 days

$399,000

3 bd · 1.5 ba · 1,076 sqft · built 1972

2220 Lauren Drive, LARGO, 33774

Pool

Listed by BLUE GECKO REALTY, LLC

Pending · 15 days

$265,000

3 bd · 1 ba · 1,156 sqft · built 1973

2203 Gladys Street, LARGO, 33774

Listed by EQUITY REALTY SUNCOAST

Sold

$400,000

3 bd · 2 ba · 1,353 sqft · built 1973

2225 Nellie Street, LARGO, 33774

Listed by CHARLES RUTENBERG REALTY INC

Sold

$399,900

2 bd · 2 ba · 1,200 sqft · built 1972

2221 Lauren Drive, LARGO, 33774

Listed by KELLER WILLIAMS ST PETE REALTY

Sold

$390,000

3 bd · 2 ba · 1,336 sqft · built 1973

2209 Gladys Street, LARGO, 33774

Listed by PHELPS REALTY GROUP

Sold

$370,000

3 bd · 2 ba · 1,402 sqft · built 1973

2213 Gladys Street, LARGO, 33774

Listed by MARCUS & COMPANY REALTY

Sold

$329,000

2 bd · 1 ba · 1,068 sqft · built 1972

2208 Lauren Drive, LARGO, 33774

Listed by REALTY EXPERTS

Sold

$259,000

2 bd · 1 ba · 887 sqft · built 1972

2217 Lauren Drive, LARGO, 33774

Listed by PALM PARADISE REALTY GROUP

No homes are actively for sale in Woodbrook Highlands right now, so its recent closed sales are shown, as of 2026-06-25, priced high to low. Listings courtesy of Stellar MLS as distributed by MLS GRID.. Tap any home to ask about it.

Interactive Map

Woodbrook 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

The location is the everyday-convenience case: shopping, schools, and the major roads are all a manageable drive.

Drive times from Woodbrook Highlands. They are approximate and vary with traffic and your exact start point.

Highland Aquatic Center and recreation~3 to 5 min · approximate

Gulf beaches (Indian Rocks area)~10 min · approximate

Largo retail and East Bay Drive corridor~5 to 10 min · approximate

US-19 corridor~10 min · approximate

Downtown St. Petersburg~25 to 30 min · approximate

Tampa International Airport (TPA)~35 to 45 min · approximate

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

Nearby Communities

Explore more neighborhoods near Woodbrook Highlands with Momentum Realty’s local guides.

BABig Acres,LargoLargo, FL · 0.3 mi HHHarbor Hills,LargoLargo, FL · 0.5 mi BTBeacon TraceTownhomesLargo, FL · 0.6 mi HHHarbor Hills ofPalm Harbor Homes for SalePalm Harbor, FL · 0.7 mi WVWestwood Village Homes for Sale in Largo, FLLargo, FL · 0.7 mi RARidgecrest AcresLargo, FL · 0.8 mi OMOakdale Manor AdditionLargo, FL · 0.8 mi TGThurston GrovesLargo, FL · 1.0 mi BBBrae Burn ParkEstatesLargo, FL · 1.0 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

Woodbrook 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

Woodbrook 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.

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

The takeaway

What actually shapes value in and around Woodbrook Highlands, sourced and dated. We do not publish rumor.

Recent Developments in Woodbrook Highlands

Development Intelligence

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

Net OutlookBullishThe structural story is an established single-family subdivision in convenient west Largo within reach of the Gulf beaches. The watch items are the build year, the systems, the lot, the flood zone, and the insurance picture, alongside area coastal news that affects the Pinellas shoreline.

Convenient west Largo location near the beaches

BullishCentral mid-Pinellas access and proximity to the Gulf beaches, recreation, and shopping support steady demand for established Largo homes. impact

SignificanceRadius: West Largo

Convenient west Largo location near the beaches

Older build base, updated unevenly

NeutralHomes date to an older era and are updated unevenly; the roof, HVAC, and systems vary by owner, so comp by home and condition, not by an average. impact

SignificanceRadius: Subdivision

Older build base, updated unevenly

Coastal Pinellas flood and insurance

NeutralA coastal Pinellas location means flood mapping and insurance vary by parcel, though an inland ridge position can differ from waterfront; confirm the FEMA flood zone and insurance for the specific address. impact

SignificanceRadius: Coast

Coastal Pinellas flood and insurance

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 Woodbrook 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 ↓

June 2026
Coast
Pinellas beach renourishment again funded after a decade-long standoff
The Army Corps of Engineers again funded renourishment for Pinellas County beaches after a long easement standoff, work that maintains the Gulf shorelines that west Largo residents reach in minutes (WUSF). Why it matters: Maintained Pinellas beaches support the coastal-access value that draws buyers to established west Largo subdivisions like Woodbrook Highlands. Source
February 2026
Coast
Pinellas County beach renourishment project set to wrap up
A Pinellas County beach renourishment project was reported set to wrap up, restoring sand along county shorelines after storm impacts (WUSF). Why it matters: Completed renourishment work supports the beach access that underpins demand in west Largo. 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 Woodbrook Highlands buying strategy.

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

Confirm the build year and condition, since homes here date to an older era and are updated unevenly.

Check the FEMA flood zone and any base flood elevation, because this is coastal Pinellas, even on an inland ridge, and insurance varies by parcel.

Inspect the roof, HVAC, and plumbing, the big-ticket systems on an older home, and budget for their age and remaining life.

Confirm any association status and dues, with the listing and county, since scope can vary across Largo subdivisions.

Comp within Woodbrook Highlands by home and lot, not against newer or waterfront communities.

The Quick Decision

Best Buy

A sound, updated home on a good lot with a manageable flood and insurance picture, priced to its condition and build era.

Biggest Risk

Underbudgeting flood insurance, the roof, HVAC, or systems on an older coastal-area home.

Best Lot

Lot size, position, elevation, and any updates separate homes more than the subdivision name does.

Smart Timing

Confirm the build year, the systems, the flood zone, and the insurance before you write.

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

Woodbrook Highlands is an established single-family subdivision in west Largo (ZIP 33774), Pinellas County, set on inland higher ground off Vonn Road and Lauren Drive, within a few miles of the Gulf beaches and minutes from the Highland Aquatic Center, shopping, and dining. The setting is a mature mid-Pinellas residential pocket rather than a new-build amenity master plan. Because the location is coastal Pinellas, confirm the FEMA flood zone, any base flood elevation, and the insurance picture for the specific address. Association status and dues vary, so confirm with the listing. Homes are zoned to Pinellas County Schools by address; verify zoning with the district.

Woodbrook Highlands Homes For Sale

What your money buys in Woodbrook 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 Woodbrook Highlands today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

Entry: original or dated homes needing updates

$259K to $370K

The most attainable product is more original or dated homes that will need updates. Budget for the roof, HVAC, cosmetics, and any flood insurance, and confirm the systems before assuming a value.

Lowest entry

Mid: updated homes on solid lots

$370K to $400K

The core is homes with meaningful updates on solid lots. Condition, the systems, the elevation, and the quality of the update separate these more than square footage.

Most inventory

High: well-updated homes on the best lots

$400K to $400K

The top end is the best-updated homes on the most desirable lots in the subdivision. These trade on condition, the lot, the elevation, and the location near the beaches.

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 ~$380K buys here.

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

$259K to $370K

Entry: original or dated homes needing updates

The most attainable product is more original or dated homes that will need updates. Budget for the roof, HVAC, cosmetics, and any flood insurance, and confirm the systems before assuming a value.

$370K to $400K

Mid: updated homes on solid lots

The core is homes with meaningful updates on solid lots. Condition, the systems, the elevation, and the quality of the update separate these more than square footage.

$400K to $400K

High: well-updated homes on the best lots

The top end is the best-updated homes on the most desirable lots in the subdivision. These trade on condition, the lot, the elevation, and the location near the beaches.

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 Woodbrook 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 Woodbrook 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 Woodbrook Highlands holds value.

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

No CDD on the tax billStrong

Central Largo locationStrong

Scarce, established homesitesStrong

Established, in-demand locationPositive

All-resale 1990s conditionManage it

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 Woodbrook 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.

“

The west Largo location and the beach access are priced into every Woodbrook Highlands listing. The deal is won on the home, the systems, the lot, and the flood picture, not the sticker.

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.

7.8B · Buy Score

Resale Strength7.8/10

Renovation Risk5.8/10

Location Efficiency8.4/10

Long-Term Defensibility7.4/10

Carrying Cost Advantage6.8/10

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 Woodbrook 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

Lot size, position, elevation, and updates separate homes more than the name.
Coastal-area, older build base means systems and flood shape carrying cost.
Confirm the lot, the flood zone, and any association per home.

In an established west Largo subdivision like Woodbrook Highlands, the home and its condition set value, with the lot, the elevation, and the flood picture shaping the rest. Lot size, position, elevation, and the quality of any updates carry premiums, and an inland ridge position can differ from waterfront on insurance. Compare a home against the closest sale on a comparable lot within Woodbrook Highlands, and confirm the roof, HVAC, systems, flood zone, and insurance before the finishes.

The 15-Second Verdict

Woodbrook Highlands in 15 seconds.

Best forBuyers who want an established single-family home in convenient west Largo within reach of the Gulf beaches.

Strong onCentral mid-Pinellas access, proximity to the beaches, the Highland Aquatic Center, shopping, and dining.

WatchThe build year, the roof, HVAC, and systems, the FEMA flood zone, the insurance picture, and the individual home.

Not forBuyers who want new construction, a gated amenity-heavy master plan, or to avoid coastal flood considerations.

The edgeHomes are older and updated unevenly on an inland ridge, so reading the home, systems, elevation, and flood picture finds the value.

HOA, CDD & Fees

15-Second Take

Association status varies; confirm any HOA, dues, and scope.
Coastal-area subdivision; homeowners carry their own systems and flood insurance.
Established single-family homes; comp by home and condition.
West Largo location and beach access hold value best here.
Roof, HVAC, systems, and flood are part of the carrying picture.

Woodbrook Highlands is an established Largo subdivision of individually owned homes, and many homes carry little or no mandatory association; treat any figure as reported and confirm the relevant association or deed-restriction status, dues, scope, and reserves with the listing before you offer.

Where an association exists, it generally covers limited common matters; individual homeowners typically carry their own roof, systems, yard, and flood insurance. Confirm exactly what applies to the specific home.

This is an established single-family subdivision rather than an amenity-driven master plan, so the nearby Highland Aquatic Center, Largo parks, retail, and the Gulf beaches serve the setting. Confirm any neighborhood association or shared features with the listing.

Run Your Numbers

Tools for a Woodbrook 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 Woodbrook 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 Woodbrook Highlands

Thinking of selling in Woodbrook Highlands?

Your buyer is weighing the home, the systems, the lot, and the flood picture, so sell the specifics: the build year and updates, the roof, HVAC, and systems, the elevation, the flood zone, and the west Largo and beach access.

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 Woodbrook Highlands, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Woodbrook Highlands, 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 Woodbrook Highlands home worth?

Get a no-obligation home value based on real comparable sales in Woodbrook 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 Woodbrook Highlands on the map →
Or get your Woodbrook 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.

How much local inventory is already under contract

45% of homes for sale in ZIP 33774 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 (2026-06-25).

Woodbrook Highlands Market Scorecard

No active listings

Woodbrook Highlands is currently a no active listings. Limited supply, a median asking price of n/a.

n/a

Months supply

n/a

Median list

$380,000

Median sold

n/a

Per sqft

n/a

Days on mkt

0/2/6

Active/Pend/Sold

Typical home value in the 33774 ZIP is $371,111, about 2.8% below the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · 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

What is Woodbrook Highlands?

An established single-family subdivision in west Largo (ZIP 33774), Pinellas County, off Vonn Road and Lauren Drive, within a few miles of the Gulf beaches.

What kinds of homes are in Woodbrook Highlands?

Established single-family homes from an older build era, updated unevenly by owner. Confirm the build year, condition, and updates for the specific home.

Where is Woodbrook Highlands located?

In west Largo (ZIP 33774), Pinellas County, off Vonn Road and Lauren Drive, near the Highland Aquatic Center and within a few miles of the Gulf beaches.

Is Woodbrook Highlands in a flood zone?

This is a coastal Pinellas location, so flood mapping varies by parcel, though an inland ridge position can differ from waterfront. Confirm the FEMA flood zone, any base flood elevation, and insurance for the specific address before you offer.

Is there an HOA in Woodbrook Highlands?

Many homes carry little or no mandatory association. Confirm the relevant association or deed-restriction status, dues, scope, and reserves with the listing.

Is Woodbrook Highlands a gated community?

No. It is an established open Largo subdivision rather than a gated community. Confirm any access or restrictions with the listing.

How close is Woodbrook Highlands to the beach?

The subdivision sits within a few miles of the Gulf beaches in the Indian Rocks area. Confirm exact distances for the specific address.

How far is it from downtown St. Petersburg?

Roughly 25 to 30 minutes by car, depending on the route and time of day. Drive times are approximate; confirm for the specific address.

What schools serve Woodbrook Highlands?

Homes are zoned to Pinellas County Schools by address, with Largo-area campuses serving the neighborhood. Assignments change, so verify the exact zoned schools with the district.

Is Woodbrook Highlands a good investment?

The west Largo location and beach access support steady demand, but value is home-and-condition specific given the older build base and coastal flood picture. Confirm the home, the systems, the flood zone, and the insurance before deciding.

What should I check before buying in Woodbrook Highlands?

The build year and condition, the roof, HVAC, and other systems, the FEMA flood zone and insurance, any association status, the lot and elevation, and the west Largo access.

Should I use the listing agent to buy in Woodbrook Highlands?

No. The listing agent works for the seller. Where the home, the systems, and the flood picture swing value, having your own representation is the highest-leverage decision you make.

Who is the best real estate agent for Woodbrook Highlands?

The best agent for Woodbrook Highlands is one who actively works Largo 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 Woodbrook Highlands.

How do I find a top Largo real estate agent who knows Woodbrook 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 Woodbrook Highlands and the wider Largo area.

Can Momentum Realty connect me with an agent for Woodbrook Highlands?

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

The Verdict

Should you buy in Woodbrook Highlands?

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

You want an established single-family home in convenient west Largo within reach of the beachesExcellent fit

You value central mid-Pinellas access to shopping, dining, and recreationExcellent fit

You are comfortable evaluating an older build base, condition, and the flood and insurance pictureExcellent fit

You want new construction with current finishes and warrantiesProbably not

You want a gated or amenity-heavy master planProbably not

You want to avoid coastal Pinellas flood and insurance considerationsProbably not

Get the inside read on Woodbrook Highlands

Whether you are buying a renovation project, comparing the lots and views, weighing the carrying costs, or selling your Woodbrook 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 Woodbrook 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 Woodbrook 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.

Woodbrook Highlands Homes for Sale in Largo, FL

The 60-Second Overview

Who Woodbrook Highlands is best for.

Best for

Probably not for

How Woodbrook Highlands is performing right now

Homes For Sale Right Now in Woodbrook Highlands

Woodbrook Highlands on the map.

How far is everything?

Nearby Communities

Schools

Recent Developments in Woodbrook Highlands

Convenient west Largo location near the beaches

Older build base, updated unevenly

Coastal Pinellas flood and insurance

Pinellas beach renourishment again funded after a decade-long standoff

Pinellas County beach renourishment project set to wrap up

The Woodbrook Highlands buying strategy.

The full read, only if you want it.

What your money buys in Woodbrook Highlands.

What ~$380K buys here.

Renovation & Resale Intelligence

The renovation premium.

The lot premium.

How well Woodbrook Highlands holds value.

5 Mistakes Buyers Make in Woodbrook 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 Woodbrook Highlands is different.

Which Lots & Views Hold Value Best

Woodbrook Highlands in 15 seconds.

HOA, CDD & Fees

Tools for a Woodbrook Highlands buy.

Thinking of selling in Woodbrook Highlands?

In Woodbrook Highlands, condition and view decide your number

What is your Woodbrook Highlands home worth?

Price History: What Homes Here Have Actually Sold For

The real cost & risk here

Woodbrook Highlands Market Scorecard

Frequently Asked Questions

Should you buy in Woodbrook Highlands?

Get the inside read on Woodbrook Highlands

You are all set.

Need to sell fast in Pinellas County?

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