Highland Pines 1St Add
Homes for Sale in Clearwater, FL
True comps, carrying-cost math, and listings before the portals.
Highland Pines 1St Add is an older Clearwater plat, with a median build year of 1958 and homes stretching as far as 2001. That range matters more than any single number: a buyer here is choosing between original mid-century construction and later infill or rebuilds on the same streets, and the two categories show up, live, and hold up very differently. Condition and updates, not square footage, are what separate one listing from the next.
With homestead exemptions filed on 72.2% of homes, this is a neighborhood where most owners have been in place long enough to establish a homestead, not one cycling through short-term rentals or flips. That kind of tenure tends to keep turnover measured and puts a premium on well-maintained, move-in-ready homes when they do come up, since replacement stock isn't being added.
Who Highland Pines 1St Add is best for.
Best for
- Buyers comfortable evaluating a home's individual renovation and system history rather than relying on neighborhood-wide consistency
- Buyers who want a mid-size home, near the 1,548.5 sq ft median, without HOA dues or shared amenity fees
- Buyers looking for a neighborhood with an established, largely owner-occupied base rather than heavy investor or rental turnover
Probably not for
- Buyers who want a newer-construction home as the default rather than the exception on the street
- Buyers who prioritize community amenities like pools, clubhouses, or organized recreation as part of the purchase
- Buyers unwilling to budget time and money for updates on an original-condition, 1950s-era home
The market around Highland Pines 1St Add
Highland Pines 1St Add is a small community — 8 recorded sales on file, most recently in 2024 — too few for its own price trend. Here is the market around it.
Across Pinellas County, 6,909 homes are active and 1,852 pending (21% under contract).
Homes here are single family residence.
ZIP and county figures describe the wider market, not Highland Pines 1St Add specifically. Momentum Research analysis of MLS records.
The Highland Pines 1St Add buying strategy.
If we were buying in Highland Pines 1St Add today, this is the order of operations we would run for our clients.
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.
Match the home to real comps. Recent sales of similar condition and lot, not the asking price, tell you what a home is worth.
Move deliberately, not desperately. Neither side has a decisive edge, so a well-prepared, fairly-priced offer wins without overpaying.
Line up financing and inspection early. A pre-approval and an inspection plan let you act fast and negotiate from evidence.
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 1St Add.
An original-stock neighborhood, house by house
The 1950-to-2001 build span in Highland Pines 1St Add means due diligence starts with the permit and renovation history of the specific address, not the neighborhood average. A home from the original 1958 wave that hasn't been updated will show its age in systems and layout; a later-built or substantially renovated home on the same block can feel like a different product entirely. Buyers should expect to evaluate each listing on its own condition rather than assume consistency across the plat.
There's no HOA or listed community amenity package here, so whatever draws a buyer to Highland Pines 1St Add is the location and the individual lot, not shared recreation or maintained common areas. That also means fewer recurring fees and more owner discretion over the property, which suits buyers who want control over their home's condition and use rather than a managed, amenity-driven setting.
The location and the amenities are priced into every listing in Highland Pines 1St Add. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a neighborhood this age-mixed, the difference between a fair offer and an overpay comes down to reading each home's actual condition and update history against what's currently active and pending nearby. We walk that comparison line by line before you write an offer, and we do the same work in reverse for sellers pricing a home that needs to stand out against both original-condition and renovated neighbors.
Highland Pines 1St Add in 15 seconds.
HOA, CDD & Fees
- 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.
Tools for a Highland Pines 1St Add buy.
Free calculators to pressure-test the real cost before you tour.
Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Highland Pines 1St Add sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Highland Pines 1St Add, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Highland Pines 1St Add home worth?
Get a no-obligation home value based on real comparable sales in Highland Pines 1St Add, 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 Pines 1St Add on the map →
Frequently Asked Questions
How many homes are in Highland Pines 1St Add?
What share of Highland Pines 1St Add is owner-occupied?
When were the homes in Highland Pines 1St Add built?
Who is the best real estate agent for Highland Pines 1St Add?
How do I find a top Clearwater real estate agent who knows Highland Pines 1St Add?
Can Momentum Realty connect me with an agent for Highland Pines 1St Add?
Should you buy in Highland Pines 1St Add?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Housing stock & ownership | Florida DOR 2025 assessment roll (street-list match (4 streets, ZIP 33755)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2013 (9 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.
See how HIGHLAND PINES 1ST ADD fits the bigger picture — live prices, inventory, and Momentum Scores:
More Clearwater & St. Petersburg & Pinellas County guides
Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of St. Petersburg & Pinellas County or the full Neighborhood Finder.