Aerial view of Holiday Hmestes

Holiday Hmestes
Homes for Sale in Key Largo, FL

All 268 homes for sale in Key Largo, FL · median $829,950 · 213 homes for sale in 33037 · Monroe County homes for sale

Community in Key Largo · Monroe County · ZIP 33037
222 homesBuilt 1943–2024
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Built fromLive Florida Keys MLS data19 years of closingsFL DOR public recordsUpdated twice daily

Nearby homes for sale

No active listings inside HOLIDAY HMESTES 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.

300 Ocean Drive #22
$320K · 0.1 mi away
2 bd · 1.5 ba
300 Ocean Drive #22
Listed by Coldwell Banker Schmitt Key Largo
300 Ocean Drive #APT 26
$339K · 0.1 mi away
2 bd · 2.5 ba
300 Ocean Drive #APT 26
Listed by American Caribbean Real Estate, Christie's International Real Estate
515 Caribbean Drive
$2.50M · 0.2 mi away
5 bd · 3 ba
515 Caribbean Drive
Listed by Coldwell Banker Schmitt Key Largo
478 Bahia Avenue
$2.15M · 0.2 mi away
4 bd · 3 ba
478 Bahia Avenue
Listed by Real Estate Sales Force, Inc.
501 Caribbean Drive
$3.25M · 0.3 mi away
4 bd · 4 ba
501 Caribbean Drive
Listed by Realty ONE Group Destination (ISL)
437 Laguna Avenue
$2.95M · 0.3 mi away
4 bd · 4 ba
437 Laguna Avenue
Listed by LoKation Real Estate

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

HOLIDAY HMESTES key facts
LocationKey Largo, Monroe County, FL · ZIP 33037
Homes in the community222 (FL DOR 2025 assessment roll)
Years built1943–2024 (median 1976.0)
Typical living area1,298 sq ft (median)
Owner-occupied (homestead) share38%

Data as of September 20, 2026. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate; housing-stock figures from Florida Department of Revenue public records. Market figures describe homes, not residents. Cite as: Momentum Realty, “HOLIDAY HMESTES key facts,” movewithmomentum.com/neighborhoods/holiday-hmestes, data as of September 20, 2026.

Live · Holiday Hmestes Housing Pulse Florida Keys 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 3 a year
Ownership and context
38%
Owner-occupied · Holiday Hmestes
91 of 242 parcels homesteaded (FL DOR 2025)
62%
Non-owner-occupied · Holiday Hmestes
incl. 19% trust or LLC-held · 5% out-of-state
222
Homes in the community
plus 20 vacant residential lots · 242 residential parcels (FL DOR 2025)
Track record · 19 years of records
12
Recorded sales · 2024-2025
median $531K · qualified sales on the county roll (FL DOR 2025)
Est. 1943
Community established
homes built 1943-2024, median 1976 (FL DOR 2025)
0.9%/yr
Turnover rate
about 2 of 222 homes trade a year

The market around Holiday Hmestes

Holiday Hmestes is too small for its own price trend, so here is the market around it.

In ZIP 33037, 255 homes are on the market and 16% are under contract — a slower corner of Key Largo.

Across Monroe County, 1,268 homes are active and 244 pending (16% under contract).

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

Housing distress & ownership in HOLIDAY HMESTES, Key Largo

Who owns here, how much is not owner-occupied, and how much for-sale inventory is under distress.

Active inventory in distress
0.0%
0 of 16 listings
Distress share trend — 0.0% now (2026-09-14 → 2026-09-19)

Source: Momentum Realty Research. Ownership & parcels from the FL DOR 2025 tax roll; distress from MLS active-listing status/remarks; price from MLS closed sales. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. Deemed reliable but not guaranteed.

If we were buying in Holiday Hmestes 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 Hmestes.

A closer look at the Holiday Hmestes market

The housing stock is 222 homes built between 1943 and 2024, and 38% of parcels are homesteaded — the owner-occupancy proxy in the Florida DOR assessment roll.

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

Jon Brooks · Founder, Momentum Realty

HOA, CDD & Fees

A note on who we are: Momentum Realty is a real estate brokerage. We are not the Holiday Hmestes 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 Hmestes.
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 Hmestes sales matched to your home.

What is your Holiday Hmestes home worth?

Get a no-obligation home value based on real comparable sales in Holiday Hmestes, 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 Key Largo →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Holiday Hmestes?
The Florida DOR 2025 assessment roll shows 222 homes plus 20 vacant residential lots in Holiday Hmestes (public records).
What share of Holiday Hmestes is owner-occupied?
38% of Holiday Hmestes parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Holiday Hmestes built?
Homes in Holiday Hmestes were built between 1943 and 2024, with a median year built of 1976.0 (FL DOR 2025 roll).
Who is the best real estate agent for Holiday Hmestes?
The best agent for Holiday Hmestes is one who actively works Key Largo 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 Hmestes.
How do I find a top Key Largo real estate agent who knows Holiday Hmestes?
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 Hmestes and the wider Key Largo area.
Can Momentum Realty connect me with an agent for Holiday Hmestes?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Holiday Hmestes purchase or sale - no call center and no pressure.
Where is Holiday Hmestes, and what county is it in?
Holiday Hmestes is in Key Largo, Monroe County, FL, ZIP 33037.

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (7 streets, ZIP 33037))
Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2007 (49 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 Florida Keys 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 Florida Keys MLS member average and 8 days faster, and we’ll price yours against live local comps.

Looking to buy here? Search homes for sale →

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Nearby Communities

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

Holiday By The Sea0.1 mi awayButtonwood Shores0.3 mi away · 116 homes, built 1949–23The Sanctuary0.4 mi away · 10 homes, built 1991–91Port Largo0.4 mi away · median $1.90M, 11 sales/12 moKey Largo Park0.5 mi away · median $683K, 5 sales/12 moKey Largo Beach0.8 mi away · median $1.81M, 4 sales/12 moKey Largo Beach0.8 mi away · median $1.15M, 3 sales/12 moSunset Waterways0.8 mi away · 105 homes, built 1948–24

Browse all neighborhood guides →

Thinking of selling in HOLIDAY HMESTES? 2 recorded closings (window ending 2026-09-20). See the Monroe 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.
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