Aerial view of Islamorada South

Islamorada South
Homes for Sale in Lower Matecumbe, FL

All 24 homes for sale in Lower Matecumbe, FL · median $3,999,999 · 28 homes for sale in 33036 · Monroe County homes for sale

Community in Lower Matecumbe · Monroe County · ZIP 33036
Median sale $356K
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True comps, carrying-cost math, and listings before the portals.

Built fromLive Florida Keys MLS data19 years of closingsUpdated twice daily

Over the 12 months ending 2026-09-20, 6 recorded sales closed at a median of $356,250, a median 65 days on market, sellers accepting 90% of original asking. At the median price and Monroe County's FY2025-26 rate of 8.816 mills, annual property tax runs about $3,140 ($2,790 with the full homestead exemption).

Live · Islamorada South Housing Pulse Florida Keys MLS + public records Analysis by Momentum Realty · $3.5B+ sold · 10,000+ customers served · Top 1% in Florida (RealTrends)
Price
$356K
Median sold · 12 mo
90.4%
Sale vs ask
Monroe median: 96.7%
Tempo
65days
Median DOM · closed
1 days at the 2022 low
6
Sold · last 12 mo
10-yr average: about 3 a year

Nearby homes for sale

No active listings inside ISLAMORADA SOUTH 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.

118 Cortez Drive #B2
$649K · 0.1 mi away
2 bd · 2 ba
118 Cortez Drive #B2
Listed by Pena Realty Inc.
76412 Overseas Highway
$2.30M · 0.2 mi away
3 bd · 3 ba
76412 Overseas Highway
Listed by Ocean Sotheby's International Realty
77340 Overseas Highway
$4M · 0.7 mi away
2 bd · 2 ba
77340 Overseas Highway
Listed by Coldwell Banker Schmitt Islamorada
77350 Overseas Highway
$11.70M · 0.7 mi away
6 bd · 7 ba
77350 Overseas Highway
Listed by American Caribbean Real Estate, Christie's International Real Estate
75761 Overseas Highway
$4.50M · 0.9 mi away
4 bd · 4 ba
75761 Overseas Highway
Listed by Engel & Völkers Marathon
75751 Overseas Highway
$11M · 0.9 mi away
5 bd · 4.5 ba
75751 Overseas Highway
Listed by Berkshire Hathaway HomeServices Keys Real Estate - Islamorada

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

The 60-Second Overview

Islamorada South market snapshot (as of September 20, 2026): the median sale price is about $356K, and a median 65 days on market for closed sales.

In ZIP 33036 (Lower Matecumbe), 241 homes closed in the last 12 months at a median of $1.24M, up 20.2% year over year, with a median 97 days on market. See the live ZIP 33036 housing market and the Monroe County market.

Windows contain 0 to 6 sales each (6 in the current window); every figure carries its sample size, and thin markets swing on single closings. 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.

Median sale price · trailing 12 mo
$200K$400K20122014201620182020202220242026
Median days on market · closed sales
010020020122014201620182020202220242026
1 days at the 2022 low; 65 now.
Sale price vs original ask · median
90%95%100%20122014201620182020202220242026
90.4% now vs Monroe 96.7%.
Homes sold per 12-mo window
024620122014201620182020202220242026
0 to 6 a year; 6 in the current window.
How much local inventory is already under contract

17% of homes for sale in ZIP 33036 are already under contract (under contract ÷ under contract + active listings) — a read on how much of the available inventory buyers have already claimed. Source: MLS data (2026-09-20).

Housing distress & ownership in ISLAMORADA SOUTH, Lower Matecumbe

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 4 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 Islamorada South 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 Islamorada South.

A closer look at the Islamorada South market

Homes in Islamorada South trade around a median of $356K, where condition and lot do more to set the final number than the asking price does.

The location and the amenities are priced into every listing in Islamorada South. 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 Islamorada South 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 Islamorada South.
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 Islamorada South sales matched to your home.

What is your Islamorada South home worth?

Get a no-obligation home value based on real comparable sales in Islamorada South, 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 Lower Matecumbe →

Real comps, not an automated estimate.

Frequently Asked Questions

What is the median home price in Islamorada South?
The median sale price in Islamorada South was $356K over the 12 months ending September 20, 2026 (6 closed sales, Florida Keys MLS).
How long do homes in Islamorada South take to sell?
Homes that closed in the 12 months ending September 20, 2026 took a median 65 days on market (6 sales, Florida Keys MLS).
Who is the best real estate agent for Islamorada South?
The best agent for Islamorada South is one who actively works Lower Matecumbe 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 Islamorada South.
How do I find a top Lower Matecumbe real estate agent who knows Islamorada South?
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 Islamorada South and the wider Lower Matecumbe area.
Can Momentum Realty connect me with an agent for Islamorada South?
Yes. Use the form on this page and we'll introduce you to a local specialist who can guide your Islamorada South purchase or sale - no call center and no pressure.
Where is Islamorada South, and what county is it in?
Islamorada South is in Lower Matecumbe, Monroe County, FL, ZIP 33036.

Data sources & freshness

Community market statsFlorida Keys MLS closed sales, 12-month windows ending September 20, 2026
Under-contract sharesFlorida Keys MLS records, as of 2026-09-20
Historical depthClosed-sale records back to 2007 (45 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 Islamorada South with Momentum Realty’s local guides.

Mat Ocean View0.1 mi away · median $1.62M, 4 sales/12 moFantasy Harbor0.2 mi awayStillbeach0.2 mi away · 55 homes, built 1953–22Matecumbe Ocean Bay0.4 mi away · 19 homes, built 1976–21Mat Ocean Bay0.6 mi awayDavis Shores0.7 mi away · 16 homes, built 1949–12Mat Ocean Beach0.9 mi awayLower Mat Harbor1.1 mi away

Browse all neighborhood guides →

Thinking of selling in ISLAMORADA SOUTH? 6 recorded closings; median 65 days on market (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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