Luxury Homes for Sale in Lower Matecumbe, FL

The luxury market in Lower Matecumbe starts at $2,500,000 — about 0.6× the city’s median asking price. This page is every active listing at that level, refreshed nightly from the MLS, with what has actually closed, where the inventory sits and how long it takes to sell. For the wider picture see all homes for sale in Lower Matecumbe.

23 luxury homes are for sale in Lower Matecumbe, FL at $2,500,000 and up — median asking $4,450,000, the top listing at $29,000,000. 96% of the luxury inventory is waterfront; 9% is new construction. Median days on market: 145.

Newest luxury listings in Lower Matecumbe

59 W Plaza Del Sol, luxury home for sale in Lower Matecumbe
$3,275,000
5 bd · 3 ba · built 1992
59 W Plaza Del Sol, 33036
Listing courtesy of Pine River Realty, LLC
75055 Overseas Highway, luxury home for sale in Lower Matecumbe
$2,790,000
3 bd · 2 ba · built 1991
75055 Overseas Highway, 33036
Listing courtesy of Ocean Sotheby's International Realty
101 Buena Vista Court, luxury home for sale in Lower Matecumbe
$3,999,999
4 bd · 3.5 ba · built 1996
101 Buena Vista Court, 33036
Listing courtesy of Keller Williams Key West Compass Realty
75433 Overseas Highway, luxury home for sale in Lower Matecumbe
$3,999,000
4 bd · 4 ba · built 1970
75433 Overseas Highway, 33036
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
74049 Overseas Highway, luxury home for sale in Lower Matecumbe
$3,750,000
4 bd · 4 ba · built 1970
74049 Overseas Highway, 33036
Listing courtesy of Luxe Properties, LLC.
117 El Capitan Drive, luxury home for sale in Lower Matecumbe
$3,050,000
5 bd · 3 ba · built 1991
117 El Capitan Drive, 33036
Listing courtesy of Berkshire Hathaway HomeServices Keys Real Estate - Islamorada
75071 Overseas Highway, luxury home for sale in Lower Matecumbe
$3,199,000
3 bd · 2 ba · built 1988
75071 Overseas Highway, 33036
Listing courtesy of Coastal Realty of the Florida Keys
77340 Overseas Highway, luxury home for sale in Lower Matecumbe
$3,799,999
2 bd · 2 ba · built 1963
77340 Overseas Highway, 33036
Listing courtesy of Coldwell Banker Schmitt Islamorada
75131 Overseas Highway, luxury home for sale in Lower Matecumbe
$3,999,000
3 ba · built 1957
75131 Overseas Highway, 33036
Listing courtesy of Century 21 Circle- Islamorada
110 Gulfview Drive, luxury home for sale in Lower Matecumbe
$3,524,000
7 bd · 4 ba · built 1999
110 Gulfview Drive, 33036
Listing courtesy of EXP Realty, LLC
122 Court Contessa, luxury home for sale in Lower Matecumbe
$2,740,000
3 bd · 3.5 ba · built 1991
122 Court Contessa, 33036
Listing courtesy of The Keyes Company
88 W Plaza Del Lago, luxury home for sale in Lower Matecumbe
$4,450,000
5 bd · 5 ba · built 2023
88 W Plaza Del Lago, 33036
Listing courtesy of Ocean Sotheby's International Realty

The most expensive homes for sale in Lower Matecumbe

ListingAskingSq ft$ / sq ftCommunity
75090 Overseas Highway$29,000,000——monroe county
77350 Overseas Highway$10,950,000——monroe county
75280 Overseas Highway$10,750,000——monroe county
75751 Overseas Highway$10,000,000——monroe county
162 Bayview Drive$7,950,000——monroe county
75931 Overseas Highway$7,400,000——monroe county
194 Buttonwood Lane$6,150,000——monroe county
137 Sapodilla Drive$5,999,999——monroe county
75131 Overseas Highway$5,999,000——monroe county
74501 Overseas Highway$4,850,000——monroe county

Luxury inventory by price

BandFor saleShare
$2,000,000–$3,000,00029%
$3,000,000–$5,000,0001252%
$5,000,000+939%

How to read this

Luxury is defined here as asking prices at or above $2,500,000. Counts, medians and closings come from active and closed MLS listings as of November 1, 2026; closings are the trailing 12 months. Listings appear courtesy of the listing brokerage under IDX rules; information deemed reliable but not guaranteed. See also all 25 homes for sale in Lower Matecumbe.

Hiring an agent in Lower Matecumbe, FL?

Get matched with the right local expert.

Tell us your goal in Lower Matecumbe, FL and we’ll connect you with the Momentum agent who knows it best — backed by a RealTrends 500 brokerage. No pressure, no obligation.

Prefer to talk now? Call (904) 351-6461.

Work with a local Lower Matecumbe, FL expert

A real conversation with a local specialist, usually within one business day.

or call (904) 351-6461

Common questions

How many luxury homes are for sale in Lower Matecumbe?

23 homes are listed at $2,500,000 or more in Lower Matecumbe, FL as of November 1, 2026, with a median asking price of $4,450,000.

What is the most expensive home for sale in Lower Matecumbe?

The highest asking price right now is $29,000,000.

Which Lower Matecumbe communities have the most luxury listings?

See the table above.