$5,450,000 $29,257 est/mo Sourced by Back At You

28 Pen Key Club,Upper Matecumbe Key Islamorada, FL 33036

Upper Matecumbe Key Islamorada FL, 33036

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Prime location! Rare bayfront property in a private gated community located in the heart of downtown Islamorada with gorgeous sunset views, private pool and dockage! This original 4 bed/4 bath concrete home has a concrete roof and is ready for you to come in and make it your own, or take advantage of the existing building right to create your dream home in Islamorada's most exclusive community. Tucked into its own private corner of prestigious Pen Key Club, this ground level concrete home is one of only seven in the 31-home community directly on the open bay and is on one of the largest lots. It also has its own private dock (in need of repair) and a large private pool, in addition to enjoying use of the community boat basin and the community pool if desired. The current home is 2/2 in the main house and has 2 separate 1/1 guest suites, each with its own private entrance. Outside is a large shady grass yard with beautiful mature trees, including a stunning Haden mango. Another unique feature of Pen Key is that the club employs a full-time property manager living on site to maintain the grounds and common areas. After a day out fishing or boating, come home and watch the sunset from your own back yard and then stroll through the meticulously landscaped neighborhood and out the secure front gates to enjoy fine dining just steps away at Ziggie & Mad Dog's. This community is also perfectly situated in downtown near fine dining, bars, boutiques, salons, shops, art galleries, museums and of course, the monthly Art Walk and famous monthly Full Moon Party. The Village of Islamorada also offers Freebee Electric Vehicle Ridesharing for added convenience. If you are ready to live the good life in the heart of downtown Islamorada, then it's time to discover the peace, security and lush tranquility of Pen Key.


Listing TypeFor Sale
HOA Dues$6,500
Days On Site475
Listing Provided ByColdwell Banker Schmitt Islamorada | Brett Newman


Bath(s) 4 Total
SQ Feet3,044
ZoningR1 - Residential Single

Market Activity 33036

MLS Internet Data Exchange (IDX) information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys Board of Realtors.

The data relating to real estate for sale on this web site come s in part from the Internet Data Exchange program of the Marathon and Lower Keys Association of REALTORS®, Inc. MLS. Real Estate listings held by brokerage firms other than Coldwell Banker Schmitt are marked with the MLS logo and detailed information about them includes the name of the listing broker’s office.

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Learn More About This Property

CityUpper Matecumbe Key Islamorada
Zip Code33036
Area23 Upper Matecumbe
Community NamePenn Key Club (83.0)
Listing VS Median (in Penn Key Club (83.0))
low | high
50% of Average
low | high
50% of Average
$ / SqFt:
low | high
50% of Average
On Site:
low | high
100% of Average
Sourced by Back At You
Listing Updated: February 7, 2024 at 12:14:00 PM PST