29 homes are for sale in Upper Matecumbe Key Islamorada, FL as of 2026-09-06, with 1 more under contract. The median list price is $2,485,000, most homes list between $550K to $15.95M, and the median listing has been on the market 166 days. 0 homes came on the market this week.
29
Homes for sale
$2,485,000
Median list price
$550K to $15.95M
Typical range
166
Median days on market
0
New this week
1
Under contract
$12,841
Est. monthly cost at median
Newest homes for sale in Upper Matecumbe Key Islamorada
The most recently listed homes in Upper Matecumbe Key Islamorada, newest first, with photos. Each card opens the full listing with every photo, the community’s sales history and a tour request. Homes marked New listed in the last seven days.
Upper Matecumbe Key Islamorada homes for sale by price
Every active listing in Upper Matecumbe Key Islamorada grouped by price, with the newest listings in each band. The median is $2,485,000; the busiest band is $1M and up.
What a home in Upper Matecumbe Key Islamorada costs to own
Take the median $2,485,000 listing with 20% down at today’s 6.71% 30-year rate: principal and interest run about $12,841/month. All in, plan on roughly $12,841/month plus any HOA or CDD assessment.
How many homes are for sale in Upper Matecumbe Key Islamorada, FL?
As of 2026-09-06, Momentum's MLS record shows 29 residential homes actively listed for sale in Upper Matecumbe Key Islamorada and 1 under contract. 0 of them came on the market in the last 7 days.
What is the median home price in Upper Matecumbe Key Islamorada?
The median list price of homes for sale in Upper Matecumbe Key Islamorada is $2,485,000. Ten percent of listings are under $550K and ten percent are above $15.95M.
How long do homes take to sell in Upper Matecumbe Key Islamorada?
Homes currently listed have been on the market a median of 166 days.
What does a $2,485,000 home in Upper Matecumbe Key Islamorada cost per month?
Roughly $12,841 a month with 20% down at 6.71%: principal and interest of $12,841. HOA or CDD fees, where they apply, come on top.
Which Upper Matecumbe Key Islamorada neighborhoods have the most homes for sale?
See the communities table above.
How do I see a home for sale in Upper Matecumbe Key Islamorada?
Every listing on this page opens a full page with all photos, the community's data and a tour request. A Momentum agent who works Upper Matecumbe Key Islamorada can show any home here, whether it is our listing or another brokerage's, at no cost to a buyer. Call (904) 351-6461 or use the form below.
Listings, counts and prices are from Momentum Realty’s MLS record of active residential listings in Upper Matecumbe Key Islamorada as of 2026-09-06 and refresh as homes list and sell. Listing data provided by Florida Keys MLS, Inc. Information is deemed reliable but is not guaranteed by the MLS to be accurate. The data relating to real estate for sale on this page comes in part from the Internet Data Exchange (IDX) program of the MLS(s) named above; listings held by brokerages other than Momentum Realty are marked with the listing brokerage’s name. Information is deemed reliable but not guaranteed. Estimates are not guarantees. Equal Housing Opportunity.
Buying in Upper Matecumbe Key Islamorada?
See any home on this page with a local agent.
A Momentum agent who works Upper Matecumbe Key Islamorada every week will set up showings, pull the comps before you offer, and tell you which of these homes is actually priced right. No cost to a buyer.
