Holiday Hills
Homes for Sale in Brandon, FL

All 312 homes for sale in BRANDON, FL · median $365,672 · 154 homes for sale in 33511 · Hillsborough County homes for sale

Community in Brandon · Hillsborough County · ZIP 33511
151 homesBuilt 1928–2024
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Built fromLive Stellar MLS data21 years of closingsFL DOR public recordsUpdated twice daily

As of October 2026, the MLS records 32 closed sales in Holiday Hills Unit 2 in Brandon, FL since 2005, the most recent in May 2026. Recorded prices since 2024 ran from $360,000 to $415,000 (median $385,000), on homes of 1,790 to 2,122 sq ft. Across Brandon as a whole, 378 homes closed in the last 12 months at a median of $375,000, 36 median days on market, with 99 homes for sale today. At that median and Hillsborough County's FY2025-26 rate of 15.73 mills, annual property tax runs about $6,060 ($5,430 with the full homestead exemption).

Live · Holiday Hills Housing Pulse Stellar MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
2
Sold · last 12 mo
10-yr average: about 2 a year
Ownership and context
71%
Owner-occupied · Holiday Hills
114 of 160 parcels homesteaded (FL DOR 2025)
29%
Non-owner-occupied · Holiday Hills
incl. 4% trust or LLC-held · 2% out-of-state
0%
Cash buyers · Holiday Hills
0 of 3 sales, 12 mo ending June 2025
151
Homes in the community
plus 9 vacant residential lots · 160 residential parcels (FL DOR 2025)
Track record · 21 years of records
Est. 1928
Community established
homes built 1928-2024, median 1972 (FL DOR 2025)
0
Failed listings · 2025
peaked at 2 in 2007
1.3%/yr
Turnover rate
about 2 of 151 homes trade a year
Jon Brooks, founder of Momentum Realty
Jon's Current Read

Holiday Hills doesn't carry an active data trail in the current MLS feed beyond its name, location, and platting as a numbered unit within a larger Brandon subdivision. That absence of amenity records isn't unusual for an older, established plat — it typically means the community was built around individual lots rather than a managed set of shared facilities, and any pool, clubhouse, or recreation area would sit outside the HOA structure, if one exists at all.

For a buyer or seller, the practical takeaway is that pricing and pace here will be driven almost entirely by the individual home — condition, lot, and recent updates — rather than by community-wide amenity value or association fees. Anyone evaluating this pocket should expect to do their own homework on covenants, if any, and lean on comparable sales rather than any built-in market narrative.

Nearby homes for sale

No active listings inside HOLIDAY HILLS UNIT 2 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.

441 OVERHILL DRIVE
$550K · 0.3 mi away
2 bd · 1 ba · 1,088 sqft
441 OVERHILL DRIVE
Listed by FUTURE HOME REALTY INC
1802 CHERRY RIDGE LANE
$365K · 0.4 mi away
3 bd · 2.5 ba · 1,865 sqft
1802 CHERRY RIDGE LANE
Listed by FUTURE HOME REALTY INC
115 W BRENTRIDGE DRIVE
$450K · 0.4 mi away
4 bd · 3 ba · 2,300 sqft
115 W BRENTRIDGE DRIVE
Listed by ELEVATED REALTY
1905 BRYAN ROAD
$385K · 0.5 mi away
3 bd · 2 ba · 1,294 sqft
1905 BRYAN ROAD
Listed by CENTURY 21 LINK REALTY, INC.
2206 PAVILION PLACE
$375K · 0.5 mi away
3 bd · 2 ba · 1,300 sqft
2206 PAVILION PLACE
Listed by JPT REALTY LLC
404 CLARISSA DRIVE
$515K · 0.6 mi away
4 bd · 2 ba · 2,278 sqft
404 CLARISSA DRIVE
Listed by HONOR REAL ESTATE

Listing data from the MLS feeds named on each listing page; deemed reliable but not guaranteed. Refreshed nightly.

The 60-Second Overview

Holiday Hills sits within Brandon, Hillsborough County, as part of a subdivision platted in multiple numbered sections — a pattern common to mid-century and later Brandon development where each unit was built out incrementally rather than as a single planned community.

Stellar MLS sales records identify 44 homes in HOLIDAY HILLS that have changed hands since 2007, built between 1960 and 1990 (median 1974), with a median living area of about 1,944 sq ft and a typical 3-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.

Best for

  • Buyers prioritizing home condition and lot over shared community amenities
  • Buyers comfortable evaluating an established Brandon subdivision on a house-by-house basis
  • Buyers open to confirming HOA or deed restriction status directly rather than relying on advertised amenities

Probably not for

  • Buyers who require a documented HOA-managed pool or clubhouse as part of the purchase
  • Buyers expecting amenity-driven price comparisons within the subdivision
  • Buyers unwilling to do independent research on covenants or association status before making an offer

The market around Holiday Hills

Holiday Hills is a small community — 16 recorded sales on file, most recently in 2025 — too few for its own price trend. Here is the market around it.

In ZIP 33511, 213 homes are on the market and 27% are under contract — a steady corner of Brandon.

Across Hillsborough County, 6,259 homes are active and 2,098 pending (25% under contract).

Homes here are single family residence.

In ZIP 33511 (BRANDON), 1,437 homes closed in the last 12 months at a median of $415K ($242/sq ft), up 2.3% year over year, with a median 31 days on market. Right now 76 active and 20 pending listings put supply at about 2.8 months — a healthy market. See the live ZIP 33511 housing market and the Hillsborough County market.

ZIP and county figures describe the wider market, not Holiday Hills specifically. Momentum Research analysis of MLS records.

If we were buying in Holiday Hills 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 Holiday Hills.

Best Buy
Buyers focused on the individual home rather than a shared amenity package.
Biggest Risk
Limited amenity data means due diligence on covenants and HOA status falls to the buyer.
Sweet Spot
A straightforward Brandon resale purchase without amenity-driven price premiums.
Avoid If
You are specifically seeking a community with a managed clubhouse or pool amenity.

A Plat Without a Published Amenity Package

Current MLS records show no identified community amenities for Holiday Hills. That doesn't mean the neighborhood lacks features on the ground — sidewalks, mature trees, and individual yard setups are common in Brandon's older unit-style subdivisions — it means there's no HOA-managed pool, clubhouse, or recreational amenity showing up in the listing data for this section.

Because of that, valuation here tends to track the home itself: square footage, lot size, and how recently the property has been updated matter more than any shared feature. Buyers should treat this as a straightforward resale market where due diligence on the individual house, and confirmation of whether any HOA or deed restrictions apply, replaces the amenity-driven comparisons you'd run in a managed community.

“

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

Jon Brooks · Founder, Momentum Realty

Why work with Momentum here

In a subdivision with no published amenity package or centralized HOA data, the value of local, on-the-ground pricing knowledge goes up, not down. We pull actual comparable closings within Holiday Hills and the surrounding Brandon unit sections, confirm whether any association or deed restrictions apply to a given address, and price the home on its own condition and lot rather than on assumptions borrowed from a different community.

Holiday Hills in 15 seconds.

Best forBuyers focused on the individual home rather than a shared amenity package.
Biggest advantagePricing here is driven by condition and lot, not association fees or shared facilities.
Biggest riskLimited amenity data means due diligence on covenants and HOA status falls to the buyer.
Sweet spotA straightforward Brandon resale purchase without amenity-driven price premiums.
Avoid ifYou are specifically seeking a community with a managed clubhouse or pool amenity.

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Holiday Hills homeowners association, its management company or its developer, and we cannot help with dues, gate access, violations, amenity bookings or association documents. To reach the association, check your closing package, the recorded declaration at the county clerk, or search the association’s name at sunbiz.org for its registered agent. Call or message us to buy or sell a home in Holiday Hills.
In short
  • 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.

The takeaway

Selling here is won on condition and pricing to real comps, not an automated estimate. The right number comes from closed Holiday Hills sales matched to your home.

What is your Holiday Hills home worth?

Get a no-obligation home value based on real comparable sales in Holiday Hills, 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 Holiday Hills on the map →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Holiday Hills?
The Florida DOR 2025 assessment roll shows 151 homes plus 9 vacant residential lots in Holiday Hills (public records).
What share of Holiday Hills is owner-occupied?
71% of Holiday Hills parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Holiday Hills built?
Homes in Holiday Hills were built between 1928 and 2024, with a median year built of 1972 (FL DOR 2025 roll).
Do cash buyers compete in Holiday Hills?
Cash buyers took 0% of Holiday Hills sales in the 12 months ending June 2025 (0 of 3 closings, Stellar MLS).
Who is the best real estate agent for Holiday Hills?
The best agent for Holiday Hills is one who actively works Brandon 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 Holiday Hills.
How do I find a top Brandon real estate agent who knows Holiday Hills?
Share a few details in the form on this page. Momentum Realty has 320+ agents and more than $3.5B in closed sales, and we'll connect you with one who knows Holiday Hills and the wider Brandon area.
Can Momentum Realty connect me with an agent for Holiday Hills?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Holiday Hills purchase or sale - no call center and no pressure.
Where is Holiday Hills, and what county is it in?
Holiday Hills is in BRANDON, Hillsborough County, FL, ZIP 33511.
Buyers prioritizing home condition and lot over shared community amenitiesExcellent fit
Buyers comfortable evaluating an established Brandon subdivision on a house-by-house basisExcellent fit
Buyers open to confirming HOA or deed restriction status directly rather than relying on advertised amenitiesExcellent fit
Buyers who require a documented HOA-managed pool or clubhouse as part of the purchaseProbably not
Buyers expecting amenity-driven price comparisons within the subdivisionProbably not
Buyers unwilling to do independent research on covenants or association status before making an offerProbably not

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (3 streets, ZIP 33511))
Under-contract sharesStellar MLS records, as of 2026-08-01
Historical depthClosed-sale records back to 2005 (32 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.

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More Brandon & Tampa & Hillsborough County guides

Compare before you commit - every guide covers pricing, HOA/CDD, insurance posture, and fit. Browse all of Tampa & Hillsborough County or the full Neighborhood Finder.

Thinking of selling in HOLIDAY HILLS UNIT 2? 2 recorded closings (window ending 2026-08-02). See the Hillsborough County sell-now-or-wait data, what made 201,552 Florida listings fail in the last 12 months, or compare a cash offer vs. listing. Compiled from MLS records; deemed reliable but not guaranteed.

Schools serving nearby communities

We do not have a confirmed school assignment for Holiday Hills. These are the public schools most often assigned to other communities in ZIP 33511; zones change and vary by address, so confirm with the district before you buy.

Assignments from district data for neighboring communities; grades are official Florida Department of Education school grades (2025-26).

Nearby Communities

Explore more neighborhoods near Holiday Hills with Momentum Realty’s local guides.

BRBrooker Ridge0.1 mi away · 119 homes, built 2019–21BRBrooker Ridge0.1 mi away · 119 homes, built 2019–21HLHickory Lakes0.2 mi away · 159 homes, built 1965–03HHHickory Hammock0.2 mi away · median $380K, 3 sales/12 mo

Browse all neighborhood guides →

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