Highland Park 1St Add
Homes for Sale in Dunedin, FL
True comps, carrying-cost math, and listings before the portals.
Highland Park 1St Add is a small, established pocket in Dunedin with roughly 196 homes and a build range that stretches from 1915 all the way to 2023. That century-plus spread is the story here: with a median build year of 1957, most of the stock is mid-century, but the presence of much newer construction means condition and updates drive value far more than any single price anchor. Two homes on the same block can be worlds apart depending on whether they've been renovated or left original.
Just over half the homes here are homesteaded, which points to a core of owner-occupants rather than a churn-heavy rental block. For a seller, that suggests a market where well-prepared, updated homes stand out. For a buyer, it means you should underwrite each property on its own merits — inspect carefully, and expect the asking price to reflect the work already done or still needed.
Who Highland Park 1St Add is best for.
Best for
- Buyers who want a manageable, roughly 1,500-square-foot home and value an established Dunedin location
- Buyers open to a renovation project who can budget for updates on an older home
- Owner-occupant buyers looking for a stable, homestead-heavy pocket rather than a rental play
Probably not for
- Buyers needing a large floor plan or expansive square footage
- Buyers who want turnkey uniformity and new-construction consistency across the block
- Buyers unwilling to inspect closely and price around a home's specific condition
The market around Highland Park 1St Add
Highland Park 1St Add is a small community — 15 recorded sales on file, most recently in 2025 — 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 Park 1St Add specifically. Momentum Research analysis of MLS records.
The Highland Park 1St Add buying strategy.
If we were buying in Highland Park 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 Park 1St Add.
A condition-driven market, not a price-tier one
The single most useful thing to understand about Highland Park 1St Add is that its housing stock spans more than a hundred years, from 1915 through 2023. The median year built of 1957 tells you the center of gravity is mid-century, but the value of any given home depends heavily on whether it has been reworked, added onto, or rebuilt. Do not shop this community on price alone; shop it on what a specific home offers and what it will still need.
The typical home is on the smaller side, with a median living area near 1,521 square feet, so this is a neighborhood of tidy footprints rather than large-lot showpieces. Combined with a homestead share just over half, the picture is a stable, owner-heavy pocket where the best-presented homes tend to separate themselves from the pack.
The location and the amenities are priced into every listing in Highland Park 1St Add. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
In a community where a 1915 cottage and a 2023 build sit under the same neighborhood name, pricing and negotiating come down to reading condition accurately. We evaluate each home on its own footing — updates, systems, and footprint — rather than leaning on a neighborhood average, so buyers don't overpay for deferred work and sellers don't leave money on completed improvements.
Highland Park 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 Park 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 Park 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 Park 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 Park 1St Add home worth?
Get a no-obligation home value based on real comparable sales in Highland Park 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.
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Frequently Asked Questions
How many homes are in Highland Park 1St Add?
What share of Highland Park 1St Add is owner-occupied?
When were the homes in Highland Park 1St Add built?
Do cash buyers compete in Highland Park 1St Add?
Who is the best real estate agent for Highland Park 1St Add?
How do I find a top Dunedin real estate agent who knows Highland Park 1St Add?
Can Momentum Realty connect me with an agent for Highland Park 1St Add?
Should you buy in Highland Park 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 34698)) |
| Under-contract shares | Stellar MLS records, as of 2026-07-12 |
| Historical depth | Closed-sale records back to 2012 (12 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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