Highland Country Estates
Homes for Sale in Plant City, FL

Community in Plant City · Hillsborough County
11 homesBuilt 2004–2020
Free · No obligation
Talk to a Highland Country Estates Expert

True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data1 years of closingsFL DOR public recordsUpdated twice daily
Live · Highland Country Estates Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Ownership and context
75%
Owner-occupied · Highland Country Estates
9 of 12 parcels homesteaded (FL DOR 2025)
25%
Non-owner-occupied · Highland Country Estates
incl. 0% trust or LLC-held · 0% out-of-state
40%
Cash buyers · Highland Country Estates
2 of 5 sales, 12 mo ending June 2020
11
Homes in the community
plus 1 vacant residential lots · 12 residential parcels (FL DOR 2025)
Track record · 1 years of records
Est. 2004
Community established
homes built 2004-2020, median 2005 (FL DOR 2025)
0
Failed listings · 2023
peaked at 2 in 2007
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Highland Country Estates is a small pocket of just 11 homes in Plant City, and with a set that size, the market here moves on a handful of transactions rather than a steady curve. Construction spans 2004 to 2020, with a median build year of 2005, so most of the stock has close to two decades of age on it even though a few newer homes sit inside the same boundary.

The homes run large, with a median living area of 2,783 square feet, which points to a community built around larger single-family floor plans rather than compact or entry-level product. Three out of four owners here claim homestead, a signal that this is functioning primarily as a base of long-term ownership rather than a turnover or investment pocket, which tends to keep listings scarce and pricing dependent on the condition of whichever individual home comes up.

Best for

  • Buyers who want a larger single-family floor plan in Plant City and are not seeking a maintained community amenity package.
  • Long-term buyers comfortable with a low-turnover market where the right listing may take patience to find.
  • Buyers willing to evaluate an individual home on its own age, condition, and updates rather than lean on a large set of neighborhood comps.

Probably not for

  • Buyers who want access to a shared pool, clubhouse, or other built-in community amenities.
  • Buyers who need to choose from active inventory quickly, given how few homes exist in this community at any time.
  • Buyers seeking a uniform, recently built neighborhood, since construction here spans 2004 to 2020.

The market around Highland Country Estates

Highland Country Estates is a small community — 12 recorded sales on file, most recently in 2023 — too few for its own price trend. Here is the market around it.

Across Hillsborough County, 5,970 homes are active and 2,046 pending (26% under contract).

Homes here are single family residence.

ZIP and county figures describe the wider market, not Highland Country Estates specifically. Momentum Research analysis of MLS records.

If we were buying in Highland Country Estates today, this is the order of operations we would run for our clients.

1

Underwrite the condition first. Price the roof, HVAC, and systems honestly before judging any list price; condition swings value here more than square footage alone.

2

Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.

3

Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.

4

Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.

5

Keep an agent in your corner. The listing agent works for the seller; we represent you and prepare a hand-built valuation before any offer in Highland Country Estates.

Best Buy
Buyers looking for a larger single-family home in Plant City without a community amenity package attached.
Biggest Risk
With only 11 homes total, inventory is scarce and comparable sales can be thin or nonexistent at any given time.
Sweet Spot
Buyers comfortable evaluating an older home, given a median build year of 2005, on its individual updates rather than a fixed community standard.
Avoid If
You are prioritizing shared amenities like a pool, clubhouse, or gated entry, since none are identified here.

A small footprint, built for the long haul

With only 11 homes total, Highland Country Estates does not behave like a typical subdivision with a consistent release of inventory. Buyers here should expect long stretches with nothing on the market, followed by an occasional listing that has to be evaluated largely on its own condition and updates rather than against a deep set of comparable sales.

The homestead share of 75% suggests this is a community where owners tend to settle in rather than cycle through quickly, which is consistent with the age spread of the homes: a mix of original construction from the mid-2000s alongside newer builds added over more than a decade. There is no community amenity package identified in current MLS listings, so value here is tied to the individual lot and home rather than to a shared clubhouse, pool, or gated feature set.

The location and the amenities are priced into every listing in Highland Country Estates. The deal is won or lost on condition, the comps, and the renovation math.

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a community this small, there is no substitute for knowing the handful of homes that make it up and tracking them individually rather than relying on broad neighborhood averages. Momentum watches for the rare listing here, reads each home's age and condition against its actual peers rather than a generic Plant City comp set, and gives sellers a realistic read on where a specific property sits in a market with almost no cushion of comparable inventory.

Highland Country Estates in 15 seconds.

Best forBuyers looking for a larger single-family home in Plant City without a community amenity package attached.
Biggest advantageThe homes run larger than average, with a median living area near 2,783 square feet.
Biggest riskWith only 11 homes total, inventory is scarce and comparable sales can be thin or nonexistent at any given time.
Sweet spotBuyers comfortable evaluating an older home, given a median build year of 2005, on its individual updates rather than a fixed community standard.
Avoid ifYou are prioritizing shared amenities like a pool, clubhouse, or gated entry, since none are identified here.

HOA, CDD & Fees

In short
  • Mandatory HOA — confirm current dues
  • Any club/amenity membership is billed separately

Confirm the current HOA dues, exactly what they cover, and any CDD bond or special assessment for a specific address before you offer.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highland Country Estates sales matched to your home.

What is your Highland Country Estates home worth?

Get a no-obligation home value based on real comparable sales in Highland Country Estates, 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 Country Estates on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Highland Country Estates?
The Florida DOR 2025 assessment roll shows 11 homes plus 1 vacant residential lots in Highland Country Estates (public records).
What share of Highland Country Estates is owner-occupied?
75% of Highland Country Estates parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Highland Country Estates built?
Homes in Highland Country Estates were built between 2004 and 2020, with a median year built of 2005 (FL DOR 2025 roll).
Do cash buyers compete in Highland Country Estates?
Cash buyers took 40% of Highland Country Estates sales in the 12 months ending June 2020 (2 of 5 closings, Stellar MLS).
Who is the best real estate agent for Highland Country Estates?
The best agent for Highland Country Estates is one who actively works Plant City and knows the community's pricing, fees, 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 Country Estates.
How do I find a top Plant City real estate agent who knows Highland Country Estates?
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 Country Estates and the wider Plant City area.
Can Momentum Realty connect me with an agent for Highland Country Estates?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highland Country Estates purchase or sale - no call center and no pressure.
Buyers who want a larger single-family floor plan in Plant City and are not seeking a maintained community amenity package.Excellent fit
Long-term buyers comfortable with a low-turnover market where the right listing may take patience to find.Excellent fit
Buyers willing to evaluate an individual home on its own age, condition, and updates rather than lean on a large set of neighborhood comps.Excellent fit
Buyers who want access to a shared pool, clubhouse, or other built-in community amenities.Probably not
Buyers who need to choose from active inventory quickly, given how few homes exist in this community at any time.Probably not
Buyers seeking a uniform, recently built neighborhood, since construction here spans 2004 to 2020.Probably not

Data sources & freshness

Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (3 streets, ZIP 33566/33567))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2025 (3 transactions analyzed)

Verify the primary sources yourself: Florida DOR · U.S. Census · FEMA flood maps · Citizens Property Insurance.

Momentum Research figures are our own analysis of Stellar MLS records; MLS data is deemed reliable but not guaranteed. Methodology: how Momentum market scores are computed. Market metrics describe homes for sale and recent sales, not residents.

Own a home here?

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

The numbers on this page move markets in the aggregate. The number that matters to you is what a buyer pays for your address. Momentum sells for 1.25% above the Stellar MLS member average and 8 days faster, and we’ll price yours against live 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.

By submitting, you agree that EAB RE INVESTMENTS LLC (Momentum Realty) and its agents may call, email, and text you about your inquiry, which may involve automated means and prerecorded or artificial voices. You do not need to consent as a condition of buying any property, goods, or services. To opt out, reply STOP at any time or reply HELP for assistance. You can also click the unsubscribe link in emails. Message and data rates may apply. Message frequency may vary. See our Privacy Policy and SMS Terms.or call (904) 351-6461
CallFree valuation →

More Plant City & Tampa & Hillsborough County guides

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

Talk to a Local Highland Country Estates Expert
Call Get Listings