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  • 28 Pen Key Drive
  • $3,800,000
  • ISLAMORADA, FL / Penn Key Club (83.0)
  • 4 Beds, 4 Baths, 3,044 Sq.Ft.
Sold - No Longer Active

28 Pen Key Drive , FL - ISLAMORADA

4 Beds, 4 Baths (full), Single Family

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 Islamoradas most exclusive community. Tucked into its own private corner of prestigious Pen Key Club, this ground level home is one of only seven in the 31-home community directly on the open bay and is on one of the largest lots with nearly half an acre of upland and another half an acre of baybottom. It also has a large private pool and had its own private dock on the property (in need of repair), 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 Dogs. 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 its time to discover the peace, security and lush tranquility of Pen Key.

Listing Summary for 28 Pen Key Drive
Price:
$3,800,000
Bedrooms:
4
Bathrooms:
4
Half Baths:
n/a
Square Footage:
3,044
Lot Sq. Ft.:
n/a
Year Built:
1964
Property Type:
Residential - Single Family
Sub-Type:
Single Family
MLS® #:
599529
Status:
Closed
Address:
28 Pen Key Drive
City:
Islamorada
State:
FL
Zip:
33036
County:
Monroe
Key:
Upper Matecumbe Key Islamorada
Side of Island:
Bay/Gulf
Community:
Penn Key Club
Mile Marker:
83.00
Tax Year:
2022
Date Listed:
02-07-2022
Additional Information
Is Waterfront:
Yes
Waterfront Type:
Bay Front,Open Water
View
Bay/Gulf View,Open Water View
Has Pool:
Yes
Pool Info:
n/a
Short Sale:
n/a
Foreclosure:
n/a
Pets:
Pets Allowed
Docakge Type:
Assigned Dock,Dock Privileges,Boat Slip,Basin
Dockage Length:
n/a
Dockage Seawall:
n/a
Dockage Construction:
Wood
Security:
Electric Gate
Building Construction:
CBS
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Penn Key Club Upper Matecumbe Key Islamorada Real Estate

The information being provided by the Florida Keys MLS is exclusively for consumers' personal, non-commercial use, and it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. The MLS data provided for the property above (599529) is provided courtesy of (Coldwell Banker Schmitt Islamorada). Data last updated on 02-07-2025.
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