Highland Pines Add
Homes for Sale in Tampa, FL

Community in Tampa · Hillsborough County
348 homesBuilt 1915–2024Median sale $275K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Stellar MLS data20 years of closingsFL DOR public recordsUpdated twice daily
Live · Highland Pines Add Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 8,500+ transactions · Top 1% in Florida (RealTrends)
Price
$275K
Median sold · 12 mo
$264/sf
Sold $/sqft · 12 mo
peak $264 in 2026
102.2%
Sale vs ask
Hillsborough median: 95.9%
Tempo
5days
Median DOM · closed
5 days at the 2026 low
3
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
44%
Owner-occupied · Highland Pines Add
168 of 380 parcels homesteaded (FL DOR 2025)
56%
Non-owner-occupied · Highland Pines Add
incl. 21% trust or LLC-held · 6% out-of-state
0%
Cash buyers · Highland Pines Add
0 of 3 sales, 12 mo ending June 2026
348
Homes in the community
plus 32 vacant residential lots · 380 residential parcels (FL DOR 2025)
Track record · 20 years of records
Est. 1915
Community established
homes built 1915-2024, median 1961 (FL DOR 2025)
0
Failed listings · 2021
peaked at 3 in 2005
1,080sqft
Median sold home size
12-mo windows, closed sales
0.9%/yr
Turnover rate
about 3 of 348 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Price here is condition-driven, not square-footage-driven. With a median build year around 1961 and a stock that stretches from 1915 all the way to 2024, two homes on the same block can trade very differently depending on whether they have been renovated, rebuilt, or left largely original. The median sits at $275,000, but that single figure hides a wide spread — this is a market where you underwrite the specific house, not the neighborhood average.

The posture right now is fast. A median of just five days on market tells you well-priced, presentable homes are moving quickly, so buyers need financing lined up and decision-making tight before they tour. Sellers have leverage on the right product, but the small number of recent closings means each new sale carries weight; a single mispriced listing sitting on the market is visible here, so getting the number right out of the gate matters.

The 60-Second Overview

Highland Pines Add market snapshot (as of July 15, 2026): the median sale price is about $275K ($264 per sq ft over the trailing 12 months of closed sales), and a median 5 days on market for closed sales.

Highland Pines Add is a community of 348 homes in Tampa, Hillsborough County, built between 1915 and 2024 (median 1961.0), with a median living area of about 1,233 square feet. 44% of parcels are homesteaded, the owner-occupancy proxy in the Florida DOR assessment roll (2025 roll, public records).

Highland Pines Add is a close-in Tampa pocket in Hillsborough County where the housing stock spans more than a century, and the median home runs modest in size at roughly 1,233 square feet. Expect character homes and infill new construction side by side rather than a uniform subdivision.

Best for

  • Buyers with financing pre-arranged who can decide inside a few days of touring
  • Buyers open to older, character-era homes and willing to fund renovation scope
  • Investors comfortable in a market with active turnover and a mix of ownership types

Probably not for

  • Buyers who want a long, unhurried search in a slow-moving market
  • Buyers seeking large, uniform, newer square footage rather than modest vintage homes
  • Buyers with no appetite or budget for inspection surprises on older stock

Windows contain 0 to 3 sales each (3 in the current window); every figure carries its sample size, and thin markets swing on single closings. Based on Stellar MLS data distributed by MLS GRID for the period %s through %s. Deemed reliable but not guaranteed.

Homes sold per 12-mo window
012320122014201620182020202220242026
0 to 3 a year; 3 in the current window.
Sellers who gave up · failed listings per year
01232010201820202021
Canceled, expired, or withdrawn. 3 quit in 2005; 0 so far in 2021. The clearest stress gauge a community has.

If we were buying in Highland Pines Add 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 Pines Add.

Best Buy
Buyers comfortable underwriting a specific home's condition rather than a tidy subdivision average.
Biggest Risk
A century-wide age range means wide variation in condition and true cost behind similar list prices.
Sweet Spot
A renovated or rebuilt home priced honestly against recent comps.
Avoid If
You need a slow, deliberate shopping pace or a uniform, move-in-ready product type.

A century of vintages on one map

With 348 homes built anywhere from 1915 to 2024, this is one of those areas where the year on the deed tells you more than the street address. The median price per square foot of about $264 reflects that mix — you are frequently paying for lot, location, and whatever has been done to the structure rather than for raw size. Older original homes and ground-up rebuilds compete for the same buyer, which is why inspection and scope-of-work review are non-negotiable steps here.

The homestead share sits just under half at about 44 percent, which signals a meaningful presence of non-homestead ownership alongside owner-occupants. Combined with the brisk five-day median pace, that points to a market with active turnover. Practically, it means comps can shift quickly and you should lean on recent, like-for-like sales rather than dated ones when setting or testing a price.

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

A market this fast, with this much variation in age and condition, punishes guesswork. We help buyers move decisively on the right house without overpaying for a project they didn't budget for, and we help sellers set a number that captures the fast-mover advantage instead of testing it. In a pocket where a handful of closings shape the comps, having someone who reads each sale on its merits is the difference between a clean deal and a stalled one.

Highland Pines Add in 15 seconds.

Best forBuyers comfortable underwriting a specific home's condition rather than a tidy subdivision average.
Biggest advantageA genuinely fast market where well-prepared sellers and decisive buyers both do well.
Biggest riskA century-wide age range means wide variation in condition and true cost behind similar list prices.
Sweet spotA renovated or rebuilt home priced honestly against recent comps.
Avoid ifYou need a slow, deliberate shopping pace or a uniform, move-in-ready product type.

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 Pines Add sales matched to your home.

What is your Highland Pines Add home worth?

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Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Highland Pines Add?
The median sale price in Highland Pines Add was $275K over the 12 months ending July 15, 2026 (3 closed sales, Stellar MLS).
How long do homes in Highland Pines Add take to sell?
Homes that closed in the 12 months ending July 15, 2026 took a median 5 days on market (3 sales, Stellar MLS).
How many homes are in Highland Pines Add?
The Florida DOR 2025 assessment roll shows 348 homes plus 32 vacant residential lots in Highland Pines Add (public records).
What share of Highland Pines Add is owner-occupied?
44% of Highland Pines Add parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Highland Pines Add built?
Homes in Highland Pines Add were built between 1915 and 2024, with a median year built of 1961.0 (FL DOR 2025 roll).
Do cash buyers compete in Highland Pines Add?
Cash buyers took 0% of Highland Pines Add sales in the 12 months ending June 2026 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Highland Pines Add?
The best agent for Highland Pines Add is one who actively works Tampa 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 Pines Add.
How do I find a top Tampa real estate agent who knows Highland Pines Add?
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 Pines Add and the wider Tampa area.
Can Momentum Realty connect me with an agent for Highland Pines Add?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Highland Pines Add purchase or sale - no call center and no pressure.
Buyers with financing pre-arranged who can decide inside a few days of touringExcellent fit
Buyers open to older, character-era homes and willing to fund renovation scopeExcellent fit
Investors comfortable in a market with active turnover and a mix of ownership typesExcellent fit
Buyers who want a long, unhurried search in a slow-moving marketProbably not
Buyers seeking large, uniform, newer square footage rather than modest vintage homesProbably not
Buyers with no appetite or budget for inspection surprises on older stockProbably not

Data sources & freshness

Community market statsStellar MLS closed sales, 12-month windows ending July 15, 2026
Housing stock & ownershipFlorida DOR 2025 assessment roll (street-list match (6 streets, ZIP 33605))
Under-contract sharesStellar MLS records, as of 2026-07-12
Historical depthClosed-sale records back to 2006 (20 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.

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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.

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