$4,195,000
Active Under Contract
35 Days Online
4 Beds4 Baths3,044 SQFT
Active Under Contract

28 Pen Key Drive 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 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 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.

  • Property TypeSingle Family Home
  • NeighborhoodPenn Key Club (83.0)
  • CountyMonroe
  • Taxes$26,039
  • HOA/Condo/Coop Fees$8,000
  • Days on Site35 Days
  • MLS StatusActive Under Contract
  • MLS ID Number599529
  • Home Size Source N/A
  • Year Built1964
  • Lot Size0.49 Acres
  • Full Baths4
  • Partial BathsN/A

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General Features

  • Style Single Family
  • Parking CarportGuest ParkingOpen ParkingOff Street ParkingCovered Parking
  • Sewer Public Sewer
  • Acreage 0.49
  • Security Electric Gate
  • Property Sub Type Single Family Residence
  • Utilities Cable Available
  • Zoning R1 - Residential Single Family

Interior Features

  • Cooling Central AirWall/ Window Unit(s)Heat Pump
  • Appliances OvenRefrigeratorRange
  • Flooring CarpetTileCombo
  • Furnished? Unfurnished
  • Interior Fireplace(s)
  • Window Features Awning WindowsOther Windows/ DoorsSliding Glass Doors

Exterior Features

  • View Bay/ Gulf ViewOpen Water View
  • Pool true
  • Pool Features ConcreteIn GroundDecked
  • Waterfront Property Yes
  • Waterfront Features Bay FrontOpen Water
  • Private Pool true
  • Lot Assigned DockDock PrivilegesBoat SlipBasin
  • Patio And Porch Screened Patio

Community Features

  • Association Dues 8000
  • Pets Yes
  • Community Features Community DockageManager on PremisesCommunity Pool
  • MLS Area 23 - Upper Matecumbe
  • Security Features Electric Gate

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Monthly Payment (Est.)

$22,712
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