Holiday Highlands
Homes for Sale in Seminole, FL
All 401 homes for sale in Seminole, FL · median $369,900 · 77 homes for sale in 33776 · Pinellas County homes for sale
True comps, carrying-cost math, and listings before the portals.
As of October 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, 625 homes closed in the last 12 months at a median of $396,250, 51 median days on market, with 355 homes for sale today. At that median and Pinellas County's FY2025-26 rate of 19.39 mills, annual property tax runs about $7,680 ($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.
Figures in this note are as of July 21, 2026. The live market numbers elsewhere on this page update nightly and are newer.
Nearby homes for sale
No active listings inside Holiday HighlandsHomes for Sale in Seminole, FL 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), 239 homes closed in the last 12 months at a median of $451K ($287/sq ft), down 1.6% year over year, with a median 43 days on market. Right now 44 active and 12 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 19, 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.
Recent Developments in Holiday Highlands 2nd Add
Development, infrastructure, retail, and school activity affecting Holiday Highlands 2nd Add, tracked by our team and summarized from public reporting and official sources, with links to the original coverage. Last updated October 2026.
- October 2026Development
ClearView apartments complete at $1 billion Echelon City Center in St. Petersburg
The 363-unit ClearView community, with ground-floor retail, is complete within the Echelon City Center development by Third Lake Partners and Echelon. A 3rd & 3rd residential high-rise with ground-floor retail is expected to open in the first quarter of 2027.
What it may mean for the marketNew downtown apartments and walkable retail add rental inventory and amenities in central St. Petersburg. The site is about 4 miles southwest of Holiday Highlands 2nd Add.
Source: Tampa Bay Business and Wealth - August 2026Infrastructure
Four firms vie to build Tampa International Airport's $150 million control tower
TPA narrowed the field to four builders for a new blast-resistant air traffic control tower on about 2 acres northwest of the main terminal. The budget is about $150 million, with board selection expected Oct. 1 and substantial completion targeted for March 2029.
What it may mean for the marketAirport capital spending supports construction employment and long-term air service capacity for the region. The site is about 11 miles northeast of Holiday Highlands 2nd Add.
Source: Tampa Bay Business and Wealth - August 2026Parks & Amenities
Tampa advances $1.999 million design contract for Picnic Island coastal restoration
Tampa selected HDR Engineering to design a nature-based shoreline plan including living breakwaters, a living shoreline and reinforced dunes. The contract covers design and permitting only, over 458 days, funded by a state resiliency grant. Construction is not yet funded or scheduled.
What it may mean for the marketShoreline work aims to reduce flood and erosion exposure for Port Tampa City and add park and trail amenities. The site is about 4 miles northeast of Holiday Highlands 2nd Add.
Source: Tampa Bay Business and Wealth - July 2026Infrastructure
St. Pete approves temporary downtown dock for Tampa Bay ferry
The St. Petersburg City Council approved a temporary ferry dock on Bayshore Boulevard near the Vinoy in downtown St. Petersburg under a three-year contract costing about 324,200 dollars. Hubbard's Marina will operate cross bay service between downtown St. Petersburg and the Tampa Convention Center, with two vessels running year round. Service is expected to begin in October or November.
What it may mean for the marketEstablishes a temporary downtown dock and cross bay ferry connection, adding a new transit option and waterfront infrastructure serving the downtown St. Petersburg market. The site is about 4 miles south of Holiday Highlands 2nd Add.
Source: FOX 13 Tampa Bay - July 2026Development
St. Pete advances housing plan for nine vacant city lots
The St. Petersburg City Council unanimously approved a first reading of an ordinance to place a measure on the November 3 ballot that would remove nine vacant city lots in Methodist Town from the city's Charter Park and Waterfront Map. The change would allow up to 41 units of affordable or workforce housing, with four lots planned for single family homes and five larger parcels for multifamily housing. The lots have held park designations since 1984 but have remained vacant.
What it may mean for the marketAdvances a plan to convert nine vacant city lots into new single family and multifamily housing, adding to local housing inventory. Placing the parcels on the ballot could open long dormant land for residential construction. The project is about 4 miles southwest of Holiday Highlands 2nd Add, elsewhere in Pinellas County.
Source: St Pete Catalyst - July 2026Development
Blake-Related team selected to redevelop 86-acre Historic Gas Plant District
St. Petersburg selected a bid led by Blake Investment Partners, with the Related Group as co-developer, to redevelop the 86-acre Historic Gas Plant District at the Tropicana Field site. The roughly 8.1 billion dollar mixed use plan calls for more than 3,600 income-restricted residential units, a 13-acre central park, and office, retail, hotel and civic space over an estimated 20-year buildout. The developers plan to purchase about 58 acres while the city retains roughly one third.
What it may mean for the marketAdds a large mixed use district with thousands of new residential units, a central park, and office, retail, hotel and civic space to the downtown St. Petersburg market. Redevelopment of the Tropicana Field site reshapes the surrounding property landscape and expands housing supply. The project is about 5 miles southwest of Holiday Highlands 2nd Add, elsewhere in Pinellas County.
Source: Florida YIMBY
Summaries reflect public reporting and official sources linked above as of the dates shown. Project details, timelines, and approvals can change. Commentary on potential market effects is general observation, not investment advice or a prediction for any specific property. For the freshest items across the whole region, see This Week in Northeast Florida.
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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.
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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.