Holiday Highlands
Homes for Sale in Seminole, FL
All 358 homes for sale in Seminole, FL · median $380,000 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of September 2026, the MLS records 5 closed sales in Holiday Highlands 2Nd Add in Seminole, FL since 2014, the most recent in March 2026. Across Seminole as a whole, 603 homes closed in the last 12 months at a median of $396,500, 50 median days on market, with 157 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $7,690 ($6,870 with the full homestead exemption).
Holiday Highlands 2nd Add is a platted residential subdivision in Seminole, Pinellas County, and the current MLS snapshot for the community does not carry pricing or volume data we can responsibly cite. That is itself useful information: this is a smaller, quieter corner of the resale map where activity is thin enough that no reliable median or pace-of-sale figure has surfaced in the feed.
For a buyer or seller, the practical takeaway is that pricing here has to be built from comparable sales pulled street-by-street rather than from a community-wide number. Anyone quoting a specific price range or a fast turnaround for this subdivision is guessing. We would rather tell you that up front than manufacture a figure to fill the gap.
Nearby homes for sale
No active listings inside Holiday Highlands 2Nd Add right now. These are the 6 closest homes on the market, by straight-line distance from the community's center; some may sit just outside its boundary.
Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.
The 60-Second Overview
Holiday Highlands 2nd Add sits within Seminole, in Pinellas County, as a distinct platted section rather than a large master-planned development, and no community amenities have surfaced from current MLS listings tied to this subdivision.
Stellar MLS sales records identify 55 homes in Holiday Highlands that have changed hands since 2004, built between 1970 and 1980 (median 1972), with a median living area of about 1,812 sq ft and a typical 4-bedroom, 2-bath layout; 100% are single-family homes. Source: Stellar MLS closed-sale history compiled by Momentum Research; counts reflect homes with a recorded MLS sale, not every home in the community.
Pre-construction details are compiled from public records, builder announcements and builder listings, and are subject to change without notice; figures are deemed reliable but not guaranteed. Momentum Research figures are our own analysis. This page describes homes, pricing and community attributes, not residents.
Who Holiday Highlands is best for.
Best for
- A buyer targeting a specific home and lot in Seminole rather than a shared amenity package.
- A seller comfortable pricing off individual comparable sales rather than a published community median.
- A buyer or investor who wants a quieter, smaller platted subdivision over a large master-planned development.
Probably not for
- A buyer who wants an on-site clubhouse, pool, or organized recreational amenity as part of the purchase.
- Anyone expecting a readily available median price or days-on-market figure to negotiate from.
- A buyer who wants a large sample of recent comparable sales within the subdivision itself before committing.
The market around Holiday Highlands
Holiday Highlands is too small for its own price trend, so here is the market around it.
In ZIP 33776, 95 homes are on the market and 27% are under contract — a steady corner of Seminole.
Across Pinellas County, 6,628 homes are active and 1,729 pending (21% under contract).
In ZIP 33776 (Seminole), 234 homes closed in the last 12 months at a median of $451K ($287/sq ft), down 1.8% year over year, with a median 41 days on market. Right now 43 active and 13 pending listings put supply at about 2.8 months — a balanced market. See the live ZIP 33776 housing market and the Pinellas County market.
ZIP and county figures describe the wider market, not Holiday Highlands specifically. Momentum Research analysis of MLS records.
The Holiday Highlands buying strategy.
If we were buying in Holiday Highlands 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 Holiday Highlands.
A subdivision without a current data trail
The name itself signals what this community is: a second addition to an existing platted neighborhood, the kind of infill subdivision common across Pinellas County that was built out in phases rather than marketed as a single amenitized development. There is no clubhouse, pool, or recreational amenity tied to the listings currently on record for this section.
That absence of amenity data is not a defect in our research, it is the actual character of the community. Buyers here are typically evaluating the house and the lot on their own terms, not paying into a shared amenity package. Any valuation or timing conversation has to start from individual comparable sales in and around Seminole rather than from a subdivision-level statistic, since none is currently available in the feed.
The location and the amenities are priced into every listing in Holiday Highlands. The deal is won or lost on condition, the comps, and the renovation math.
Why work with Momentum here
When a subdivision has no current market data attached to it, the value of a broker shifts from reciting statistics to doing the legwork: pulling recent closed comps street by street, checking lot and construction details lot line by lot line, and being straight about what we do and do not know before you make an offer or set a list price.
Holiday Highlands in 15 seconds.
HOA, CDD & Fees
- HOA status not on record. Verify any dues before you offer
- 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 Holiday Highlands 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 Holiday Highlands sales matched to your home.
Price it to the comps and condition, not an automated estimate.
If you are thinking about selling in Holiday Highlands, the right list price comes from recent comparable sales matched to your home's condition and location, not an automated estimate.
What is your Holiday Highlands home worth?
Get a no-obligation home value based on real comparable sales in Holiday Highlands, 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 all homes for sale in Seminole →
Should you buy in Holiday Highlands?
An honest fit check. We will tell you when it is not your community.
Data sources & freshness
| Live listings | Stellar MLS, refreshed twice daily (last: September 14, 2026) |
| Under-contract shares | Stellar MLS records, as of 2026-09-08 |
| Historical depth | Closed-sale records back to 2014 (5 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 local comps.
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See how Holiday Highlands Add fits the bigger picture — live prices, inventory, and Momentum Scores:
Common questions about Holiday Highlands
Where is Holiday Highlands?
Holiday Highlands is a community in Seminole, Pinellas County, Florida, ZIP 33776.
Are there homes for sale in Holiday Highlands right now?
No active listings inside Holiday Highlands at the last feed refresh. The nearest homes for sale, with distances from the community, are shown on this page and refreshed nightly.
Does Holiday Highlands have an HOA or CDD?
No HOA is on record for Holiday Highlands in our data. Verify dues, what they cover, and any special assessment for a specific address before you offer.
Answers are generated from county property records, MLS feeds and the figures on this page, as of the page date; deemed reliable but not guaranteed.
Nearby Communities
Explore more neighborhoods near Holiday Highlands with Momentum Realty’s local guides.
Holiday Highlands 2Nd Add Market Scorecard
Holiday Highlands 2Nd Add is currently a no active listings market. Limited supply, a median asking price of n/a.
Typical home value in the 33776 ZIP is $508,618, right around the Florida norm (Zillow Home Value Index).
Go deeper: ZIP market scorecard · county scorecard · true cost calculator · affordability calculator.
Live data: realMLS, refreshed twice daily. Typical value: Zillow Research. Market metrics only; these describe homes for sale and recent sales, not residents.