Aerial view of Bay Hammock

Bay Hammock
Homes for Sale in Upper Matecumbe Key Islamorada, FL

All 25 homes for sale in Upper Matecumbe Key Islamorada, FL · median $1,550,000 · 25 homes for sale in 33036 · Monroe County homes for sale

Community in Upper Matecumbe Key Islamorada · Monroe County · ZIP 33036
17 homesBuilt 1988–2023
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Built fromLive Florida Keys MLS data17 years of closingsFL DOR public recordsUpdated twice daily

Nearby homes for sale

No active listings inside BAY HAMMOCK 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.

124 S Hammock Road
$789K · 0.1 mi away
3 bd · 2 ba
124 S Hammock Road
Listed by Coastal Realty of the Florida Keys
143 N Hammock Road
$1.20M · 0.2 mi away
3 bd · 3 ba
143 N Hammock Road
Listed by Flat Fee MLS Realty
36 Park Road
$1.55M · 0.2 mi away
4 bd · 3 ba
36 Park Road
Listed by Palm House Real Estate
33 Pen Key
$2.19M · 0.3 mi away
3 bd · 3.5 ba
33 Pen Key
Listed by Ocean Sotheby's International Realty
20 Avacado Street
$15.95M · 0.4 mi away
6 bd · 7.5 ba
20 Avacado Street
Listed by Beycome of Florida, LLC
19 Avacado Street
$13.75M · 0.4 mi away
5 bd · 6 ba
19 Avacado Street
Listed by The Agency Florida Keys

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

BAY HAMMOCK key facts
LocationUpper Matecumbe Key Islamorada, Monroe County, FL · ZIP 33036
Homes in the community17 (FL DOR 2025 assessment roll)
Years built1988–2023 (median 2004)
Typical living area2,343 sq ft (median)
Owner-occupied (homestead) share16%

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, “BAY HAMMOCK key facts,” movewithmomentum.com/neighborhoods/bay-hammock, data as of September 20, 2026.

Live · Bay Hammock Housing Pulse Florida Keys MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Tempo
1
Sold · last 12 mo
10-yr average: about 1 a year
Ownership and context
16%
Owner-occupied · Bay Hammock
4 of 25 parcels homesteaded (FL DOR 2025)
84%
Non-owner-occupied · Bay Hammock
incl. 28% trust or LLC-held · 36% out-of-state
17
Homes in the community
plus 8 vacant residential lots · 25 residential parcels (FL DOR 2025)
Track record · 17 years of records
4
Recorded sales · 2024-2025
median $1.70M · qualified sales on the county roll (FL DOR 2025)
Est. 1988
Community established
homes built 1988-2023, median 2004 (FL DOR 2025)
5.9%/yr
Turnover rate
about 1 of 17 homes trade a year

The market around Bay Hammock

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

In ZIP 33036, 104 homes are on the market and 17% are under contract — a slower corner of Upper Matecumbe Key Islamorada.

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

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

Housing distress & ownership in BAY HAMMOCK, Upper Matecumbe Key Islamorada

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 11 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 Bay Hammock 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 Bay Hammock.

A closer look at the Bay Hammock market

The housing stock is 17 homes built between 1988 and 2023, and 16% 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 Bay Hammock. 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 Bay Hammock 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 Bay Hammock.
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 Bay Hammock sales matched to your home.

What is your Bay Hammock home worth?

Get a no-obligation home value based on real comparable sales in Bay Hammock, 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 Upper Matecumbe Key Islamorada →

Real comps, not an automated estimate.

Frequently Asked Questions

How many homes are in Bay Hammock?
The Florida DOR 2025 assessment roll shows 17 homes plus 8 vacant residential lots in Bay Hammock (public records).
What share of Bay Hammock is owner-occupied?
16% of Bay Hammock parcels carry a homestead exemption on the 2025 Florida DOR roll, the owner-occupancy proxy in public records.
When were the homes in Bay Hammock built?
Homes in Bay Hammock were built between 1988 and 2023, with a median year built of 2004 (FL DOR 2025 roll).
Who is the best real estate agent for Bay Hammock?
The best agent for Bay Hammock is one who actively works Upper Matecumbe Key Islamorada 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 Bay Hammock.
How do I find a top Upper Matecumbe Key Islamorada real estate agent who knows Bay Hammock?
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 Bay Hammock and the wider Upper Matecumbe Key Islamorada area.
Can Momentum Realty connect me with an agent for Bay Hammock?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Bay Hammock purchase or sale - no call center and no pressure.
Where is Bay Hammock, and what county is it in?
Bay Hammock is in Upper Matecumbe Key Islamorada, Monroe County, FL, ZIP 33036.

Data sources & freshness

Housing stock & ownershipFlorida DOR assessment roll (street-list match (1 streets, ZIP 33036))
Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2009 (20 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 Bay Hammock with Momentum Realty’s local guides.

Hammock0.1 mi away · 33 homes, built 1938–20Beacon Reef0.2 mi away · median $905K, 3 sales/12 moPenn Key Club0.3 mi away · 32 homes, built 1952–16Russell Estates0.5 mi awayWindy Cove1.4 mi away · median $1.44M, 4 sales/12 moStrattons1.5 mi away · median $1.89M, 6 sales/12 moGalen Beach1.7 mi awayAnglers Reef1.7 mi away · 52 homes, built 2007–09

Browse all neighborhood guides →

Thinking of selling in BAY HAMMOCK? 1 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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