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Highland Hills South in Lakeland

Highland Hills
South

Early to mid 2000s single-family · Polk County · ZIP 33813

An early 2000s gated community off Lakeland Highlands Road, the honest single-family read for south Lakeland buyers.

Gated single-familyEarly 2000s buildSouth Lakeland 33813
Live Market Pulse
50/100
Momentum
Buyer-Leaning Market (limited data)
This is an established gated subdivision, so the honest read is the HOA, the lot, the home condition, and the school zoning, not a citywide average. Confirm the dues, the zoned schools, and any deed restrictions by address before you buy.
Free · No obligation
Unlock Off-Market Highland Hills South

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
n/a
Median Price
0mo
Supply
n/a
Avg DOM
Soft
Seller Leverage
n/a
Median $/Sqft
n/a
1-Yr Price Change
0now
Distress
Jon Brooks, founder of Momentum Realty
Jon's Current Read

"Highland Hills South is an established gated single-family subdivision in the Lakeland Highlands corridor of south Lakeland, not a new master plan, so the read is a resale read: early to mid 2000s homes where value is driven by the lot, the home condition and updates, and the school zoning, not a citywide average. Its position off Lakeland Highlands Road near George Jenkins High School and the Polk Parkway is the core draw, putting it minutes from south Lakeland shopping, medical care, and a quick toll-road run toward Tampa or Orlando. Polk County is one of the fastest growing counties in the nation, which supports demand but also brings traffic and road work along the Lakeland Highlands corridor, so confirm your real commute. Your leverage is reading the HOA documents, the lot, and the home condition honestly, and verifying the zoned schools by address before you fall for the gate."

Jon Brooks, founder, Momentum Realty · Updated June 2026

The 60-Second Overview

Highland Hills South is a gated single-residential community in south Lakeland, off Crews Lake Road just east of Lakeland Highlands Road in ZIP 33813 (Polk County records and Lakeland real estate guides, 2026). It sits in the established Lakeland Highlands corridor, one of south Lakeland's most settled residential areas, with streets such as High Grove Drive inside the gate.

Homes here were built mainly in the early to mid 2000s, generally larger single-family floor plans rather than starter homes, with listing guides citing sizes around 2,400 to 2,800 square feet and three to five bedroom layouts (Lakeland listing portals, 2026). Confirm the exact year built, square footage, bedroom count, and lot for any specific home, since the subdivision spans a range of plans.

Because this is an established subdivision, the money is made or lost on the home and the lot, not on the address. The drivers are the HOA dues and any deed restrictions, the lot position and size, the condition and updates of the specific home, and the zoned schools, all of which have to be read from the HOA documents and verified by address.

The pitch is a settled south Lakeland address: George Jenkins High School, south Lakeland shopping along South Florida Avenue, Publix and Target, medical care, and the Polk Parkway are all close, with Lakeland Highlands Road the main spine. The work is the diligence: read the HOA rules, walk the lot, check the home condition, and confirm the zoned schools before you buy.

Quick Match

Who Highland Hills South is best for.

Best for

  • Buyers who want an established gated single-family home in south Lakeland
  • Buyers who value a settled early 2000s community over new construction
  • Buyers who want larger floor plans near George Jenkins High School
  • Buyers who will read the HOA documents and verify schools by address

Probably not for

  • Buyers who want a brand-new home with a builder warranty
  • Anyone unwilling to verify HOA dues, deed restrictions, and zoning per home
  • Buyers who want an urban walkable address rather than a car-first suburb
  • Buyers who need a low-maintenance condo or townhome lock-and-leave
Market Pulse

How Highland Hills South is performing right now

50/100
momentum
Buyer-Leaning Market (limited data)
Seller's marketBalancedBuyer's market
0Months of supplytight
24Median days on marketdays
0 : 0Under contract vs for salestrong demand
0Sold in last 12 monthsliquidity
+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 30, 2026. Refreshed twice daily. Months of supply, days on market, and the contract-to-listing ratio are computed from current Highland Hills South listings and the trailing twelve months of closed sales.

8.6A- score
Momentum intelligence
Momentum buy score

Our proprietary read on how a home in Highland Hills South buys, holds, and resells. See the five factors.

Interactive Map

Highland Hills South 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

Highland Hills South trades an urban address for a settled gated south Lakeland location, with George Jenkins High School, shopping, and the Polk Parkway close and Tampa or Orlando a manageable drive.

Drive times from the community. They are approximate and vary with traffic, road work, and your exact routine.

George Jenkins High School~5 min · south Lakeland
Lakeland Highlands Road shopping~5 min · Publix and retail
Polk Parkway access~5 to 10 min · toll road
South Florida Avenue and Lakeside Village~10 to 15 min · shops and dining
Downtown Lakeland~15 to 20 min · to the north
Tampa~45 to 60 min · via Polk Parkway and I-4
Orlando~60 to 75 min · via I-4 east

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

Nearby Communities

Explore more neighborhoods near Highland HillsSouth with Momentum Realty’s local guides.

ENEnglelakeLakeland, FL · 0.2 miBRBeverly Rise Homes for Sale in Lakeland, FLLakeland, FL · 0.3 miDWDelphi WoodsEastLakeland, FL · 0.3 miHIHighlands inthe WoodsLakeland, FL · 0.4 miBOBeerman OaksLakeland, FL · 0.4 miSGSunny Glen Homes for Sale in Lakeland, FLLakeland, FL · 0.4 miCCColony ClubEstates Homes for Sale in Lakeland, FLLakeland, FL · 0.5 miAVAlamo Village Homes for Sale in Lakeland, FLLakeland, FL · 0.5 miCLCliffsideWoodsLakeland, FL · 0.5 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
Highland Hills South (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
  • Polk 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

Highland Hills South is served by Polk 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

Polk County Public Schools (verify by address)

Verifyrating
By address

Confirm zoned elementary, middle, and high

Verifyrating
Choice

Magnet and choice options may apply

Verifyrating

Buying with schools in mind? We can confirm the exact zoned schools for any Highland Hills South address.

The takeaway

What is actually shaping value at Highland Hills South: Polk County's fast population growth, new medical and retail development in south Lakeland, and the road work along the Lakeland Highlands corridor. Each item is sourced and linked.

Recent Developments in Highland Hills South

Development Intelligence

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

Net OutlookBullishSouth Lakeland growth and new development support demand for established gated homes, with the watch items being corridor traffic and road work along Lakeland Highlands Road and the resale condition of early 2000s homes.

Polk County among the fastest growing in the nation

2025
BullishMajor impact
SignificanceRadius: Area

Strong net migration into Polk County supports housing demand across south Lakeland, including established gated communities.

New south Lakeland medical development

2026
BullishNotable impact
SignificanceRadius: Area

New hospital and medical projects near the Lakeland Highlands corridor add nearby healthcare access and jobs.

Lakeland Highlands Road and Polk Parkway road work

2025
NeutralNotable impact
SignificanceRadius: Area

Corridor resurfacing, a force main, and trail work bring temporary traffic, so confirm your real commute during construction.

Early 2000s home condition and upkeep

Ongoing
NeutralNotable impact
SignificanceRadius: Community

Roof, HVAC, and systems age on early 2000s homes drive the carrying cost, so read condition per home.

Established school zoning near George Jenkins High

Ongoing
BullishNotable impact
SignificanceRadius: Community

Proximity to well-regarded south Lakeland schools supports demand, though assignment is by address and can change.

Gated, settled suburban setting

Ongoing
BullishMinor impact
SignificanceRadius: Community

An established gated subdivision with larger lots underpins the settled suburban case that supports demand.

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 Highland Hills South, 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 ↓

  1. June 2025
    Infrastructure

    Lakeland warns of traffic impacts on Lakeland Highlands Road and Polk Parkway

    The City of Lakeland announced major infrastructure work along Lakeland Highlands Road and the Polk Parkway expected to last roughly 180 days, including Polk Parkway resurfacing, a new wastewater force main, a Fort Fraser Trail extension, and a new traffic signal. Why it matters: Corridor road work brings temporary traffic near south Lakeland communities, so confirm your real commute during construction, but the long-term upgrades support the corridor. Source

  2. January 2025
    Growth

    Lakeland ranks among the fastest growing metros in the United States

    Census data showed the Lakeland metro area among the fastest growing in the country, with tens of thousands of new residents and Polk County projected to approach one million residents by 2030. Why it matters: Sustained population growth supports housing demand across south Lakeland, a tailwind for established gated communities, though it also adds traffic to the corridors. Source

Development alerts for Highland Hills SouthGet a short monthly email when something new is approved, funded, or opens near Highland Hills South.

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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 Highland Hills South buying strategy.

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

1

Read the HOA documents and dues first. In a gated community the dues, the reserves, and any deed restrictions shape the carrying cost and what you can do with the home, so read them before you fall for the gate.

2

Walk the lot and check the home condition. On early 2000s homes the roof age, the HVAC, and any updates drive value, so price the condition of the specific home, not the subdivision average.

3

Confirm the zoned schools by address. South Lakeland schools assign by address and can change, so verify the exact zoned elementary, middle, and high schools for the specific home.

4

Check the Lakeland Highlands corridor commute. Road work and growth along Lakeland Highlands Road can affect drive times, so confirm your real commute at your real departure time.

5

Cross-shop the wider Lakeland Highlands area, such as nearby south Lakeland communities, if a different lot, price, or school zone fits better.

The Quick Decision
Best Buy
An updated home on a strong lot inside the gate with reasonable HOA dues
Biggest Risk
Deferred maintenance on an early 2000s home and deed-restriction surprises
Best Lot
A larger or more private lot away from the main corridor noise
Smart Timing
Confirm the HOA, the home condition, and the zoned schools 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

Highland Hills South is a gated single-family subdivision rather than an amenity-heavy master plan, so the lifestyle is settled suburban living in the Lakeland Highlands corridor. The draw is the gated setting, larger lots and floor plans, and proximity to George Jenkins High School, south Lakeland shopping, medical care, and the Polk Parkway. HOA rules, deed restrictions, and any shared common areas vary, so confirm the current rules, what the dues cover, and what each home includes with the association before you buy.

Highland Hills South Homes For Sale

What your money buys in Highland Hills South.

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 Highland Hills South today. The right home is the one matched to your budget and the renovation math, so seeing fitting listings early is the edge.

The Entry Home

A smaller or more dated floor plan inside the gate, the affordable way in, where condition and updates drive value.

Lowest entry
The Core Home

A mid-size updated single-family home on a solid lot, the heart of the community resale market.

Most inventory
The Top

A larger, updated home on a premium or more private lot, the homes that hold value best in the subdivision.

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 Entry Home
A smaller or more dated floor plan inside the gate, the affordable way in, where condition and updates drive value.
The Core Home
A mid-size updated single-family home on a solid lot, the heart of the community resale market.
The Top
A larger, updated home on a premium or more private lot, the homes that hold value best in the subdivision.

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 Highland Hills South, 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 Highland Hills South 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.

Jon Brooks, Momentum Realty
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 Highland Hills South holds value.

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

Home ageBuilt early to mid 2000s, established stock
Maintenance and systems riskRead roof, HVAC, and updates per home
HOA and deed-restriction termsRead rules and restrictions before buying
Location and accessLakeland Highlands corridor and Polk Parkway nearby
Lot and home conditionVaries by home, read condition per listing

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

Jon Brooks, Momentum Realty
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 Highland Hills South

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.

Highland Hills South1

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.

Highland Hills South2

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.

Highland Hills South3

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.

Highland Hills South4

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.

Highland Hills South5

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.

“

Highland Hills South is one established gated subdivision, not a citywide average. The deal is won or lost on the HOA, the lot, the home condition, and the school zoning.

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.

7.6B · Buy Score
Resale Strength7.6/10
Renovation Risk4.8/10
Location Efficiency8.0/10
Long-Term Defensibility7.4/10
Carrying Cost Advantage7.0/10

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 Highland Hills South 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
  • In a subdivision, the home and lot are the asset
  • Larger or more private lots hold value best
  • Confirm the FEMA flood zone and any drainage per home
  • Read the HOA rules and deed restrictions before the finishes
  • Verify the zoned schools by the exact address

In an established subdivision, the part of your money the market protects is the lot and the home condition, plus the school zoning and the HOA behind it. Larger or more private lots and updated homes hold value better than dated homes on tight or corridor-adjacent lots. The interior can be renovated; the lot, the location within the gate, and the school zoning cannot. Read the HOA rules, the deed restrictions, the flood zone, and the zoned schools first, then price the condition of the home against them.

The 15-Second Verdict

Highland Hills South in 15 seconds.

Best forBuyers who want an established gated single-family home in south Lakeland.
Biggest advantageA settled Lakeland Highlands address near George Jenkins High School and the Polk Parkway.
Biggest riskDeferred maintenance on early 2000s homes and deed-restriction surprises.
Sweet spotAn updated home on a strong lot with reasonable HOA dues.
Avoid ifYou want a brand-new home or an urban walkable address.

HOA Dues, Rules & Deed Restrictions

15-Second Take
  • Read the HOA budget and reserves, not just the dues
  • Ask about any special assessments or planned increases
  • Confirm the deed restrictions on exteriors, fences, and rentals
  • Carry your own homeowners and confirm any flood requirement by address
  • Verify the zoned schools and any rental rules per home

This is a gated community, so a homeowners association fee applies and typically covers the gate, common-area upkeep, and shared maintenance. Listing guides cite a modest monthly fee, but confirm the current dues, what they cover, the reserves, and any special assessments from the latest HOA documents for the exact home, since the fee and rules can change.

HOA fees in a community like this generally cover the gated entry, common-area landscaping, and shared maintenance, while each owner maintains their own home, yard, and insurance. Deed restrictions may govern exterior changes, fences, parking, and rentals. Verify exactly what the fee covers, what restrictions apply, and what each owner maintains separately.

Run Your Numbers

Tools for a Highland Hills South buy.

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

Mortgage paymentPrincipal, interest, taxes, and insurance on a specific price.Property taxPolk County millage and the homestead picture.Rent vs buyThe breakeven on owning in Highland Hills South.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 Highland Hills South

Price to the home, the lot, and the condition, not a subdivision average.

Selling here means pricing to your specific home and lot, not a subdivision-wide estimate. The floor plan, the lot, the updates, the roof and systems age, and the school zoning are what set your number in the Lakeland Highlands corridor.

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 Highland Hills South, condition and view decide your number

Because buyers here are weighing your home against renovated comps and cross-shopping Lakeland 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 Highland Hills South home worth?

Get a no-obligation home value based on real comparable sales in Highland Hills South 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 Highland Hills South on the map →
Or get your Highland Hills South home value & selling guide →

Real comps, not a Zestimate.

Price History: What Homes Here Have Actually Sold For

Median sale prices in Highland Hills South year by year since 2012, from closed MLS sales. A long track record beats a single estimate, showing what this community has really done through rate cycles rather than what a model predicts.

The real cost & risk here

Before the list price, the Florida math the portals skip. These are Polk County typicals — your exact home, flood zone, and insurance quote will vary, so verify each before you offer.

$1,609/mo
Polk County typical true cost to own
$110/mo
Polk County typical home insurance
No CDD
No community development district bond

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

Highland Hills South Market Scorecard

Strong seller's market

Highland Hills South is currently a strong seller's market. About 1.8 months of supply, a median asking price of $1,019,500, and homes go under contract in about 58 days.

1.8
Months supply
$1,019,500
Median list
$847,500
Median sold
$313
Per sqft
58
Days on mkt
6/8/41
Active/Pend/Sold

Typical home value in the 32224 ZIP is $456,759, about 13.7% above the Florida norm (Zillow Home Value Index).

Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.

Live data: Stellar MLS, 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 Highland Hills South?
It is a gated single-residential community in south Lakeland, off Crews Lake Road just east of Lakeland Highlands Road, in Polk County, ZIP 33813, with streets such as High Grove Drive inside the gate.
When were the homes built?
Most homes were built in the early to mid 2000s (Lakeland listing guides, 2026). That makes this an established subdivision rather than new construction, so read the roof, HVAC, and systems age per home.
Is Highland Hills South a gated community?
Yes, listing guides describe it as a gated community in the Lakeland Highlands corridor. Confirm the current gate access, HOA rules, and any deed restrictions with the association before you buy.
What kind of homes are in Highland Hills South?
It is single-family homes, generally larger floor plans with sizes cited around 2,400 to 2,800 square feet and three to five bedrooms. Confirm the exact size, bedroom count, and lot for any specific home.
What does the HOA fee cover?
It typically covers the gated entry, common-area upkeep, and shared maintenance, while each owner maintains their own home and yard. Confirm the exact dues, inclusions, reserves, and any assessments from the current HOA documents.
What schools serve Highland Hills South?
It is part of Polk County Public Schools, with assignment by address that can change. South Lakeland zoning often references George Jenkins High School and nearby Lakeland Highlands schools, but verify the exact zoned elementary, middle, and high schools for the specific home.
How is the commute and location?
The community sits near Lakeland Highlands Road and the Polk Parkway, putting south Lakeland shopping, medical care, and a quick toll-road run toward Tampa or Orlando within reach. Confirm your real drive times at your real departure time.
Are there deed restrictions?
Gated communities like this commonly carry deed restrictions governing exterior changes, fences, parking, and rentals. Read the recorded covenants and the HOA rules for the exact home before you buy, since restrictions vary.
Is south Lakeland growing?
Yes. Polk County is one of the fastest growing counties in the nation, and south Lakeland has new medical and retail development underway near the Lakeland Highlands corridor (regional reporting, 2025). Growth supports demand but also adds traffic and road work.
Do I need flood insurance here?
South Lakeland is inland, so flood requirements vary by parcel rather than being automatic. Always check the FEMA flood zone and any lender requirement for the exact home, and quote insurance before you buy.
What is nearby?
George Jenkins High School, south Lakeland shopping along South Florida Avenue, Publix and Target, Lakeside Village, medical care, and the Polk Parkway are all close. Confirm real drive times for your routine.
Is Highland Hills South a good investment?
An established gated address in a fast growing county supports demand, but this is a resale community, so the home condition, the lot, and the HOA drive the outcome. This is not a guarantee of future value; read the documents and the home.
How does it compare to the wider Lakeland Highlands area?
The broader Lakeland Highlands corridor offers a mix of gated and non-gated communities at varying price points and lot sizes. Which is the better buy depends on your budget, lot, school zone, and tolerance for HOA rules.
How do I confirm the HOA and zoning?
Request the current HOA budget, reserves, and recorded covenants from the association or listing, and verify the zoned schools and flood zone by the exact address before you offer.
Who is the best real estate agent for Highland Hills South?
The best agent for Highland Hills South is one who actively works Lakeland 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 Highland Hills South.
How do I find a top Lakeland real estate agent who knows Highland Hills South?
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 Highland Hills South and the wider Lakeland area.
Can Momentum Realty connect me with an agent for Highland Hills South?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highland Hills South purchase or sale - no call center and no pressure.
The Verdict

Should you buy in Highland Hills South?

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

Buyers who want an established gated single-family home in south LakelandExcellent fit
Buyers who value a settled early 2000s community over new constructionExcellent fit
Buyers who want larger floor plans near George Jenkins High SchoolExcellent fit
Buyers who will read the HOA documents and verify schools by addressExcellent fit
Buyers who want quick Polk Parkway access toward Tampa or OrlandoExcellent fit
Buyers who want a brand-new home with a builder warrantyProbably not
Anyone unwilling to verify HOA dues, deed restrictions, and zoning per homeProbably not
Buyers who want an urban walkable address rather than a car-first suburbProbably not
Buyers who need a low-maintenance condo or townhome lock-and-leaveProbably not
Buyers unwilling to budget for upkeep on an early 2000s homeProbably not

Get the inside read on Highland Hills South

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

By pressing Get My Highland Hills South Game Plan, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call and text you about your inquiry, which may involve automated means and prerecorded or artificial voices, at the number you provided. You do not need to consent as a condition of buying any property, goods, or services. Message and data rates may apply. Message frequency may vary. Reply STOP to opt out, HELP for help. You also agree to our Privacy Policy and SMS Terms.

We respond personally, usually the same day.

You are all set.

A Momentum Realty Highland Hills South specialist will reach out personally, usually the same day.

Thinking about hiring an agent here? How to find the best real estate agent in Highland Hills South - what to look for, questions to ask, and your local expert.
Highland Hills South median home price history from 2012 to 2026, chart by Momentum Realty
Median sale price in Highland Hills South, Florida by year (2012 to 2026). Source: Momentum Realty.
Stellar MLS logoMLS GRID logo
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.

Zoom out before you decide: see the Polk County market guide or every community in the Neighborhood Finder.

Momentum Offers

Need to sell fast in Polk County?

Get a real cash offer on your Highland Hills South home in 24 hours and close in as little as 7 days, as-is. Because Momentum is a licensed RealTrends-500 brokerage, we'll also show you what listing would net - so you choose with both numbers.

Get my Polk County cash offer →

Sell my house fast in Polk County · How Momentum Offers works

Buying or researching Polk County? See the full Polk County real estate market report - prices, inventory, schools, taxes, and every Polk County neighborhood.

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 local market average and 8 days faster, and we’ll price yours against live your area 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.

or call (904) 351-6461
CallFree valuation →

More Lakeland & Lakeland, Winter Haven & Polk County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Lakeland, Winter Haven & Polk County or the full Neighborhood Finder.

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