18 Pen Key Club, Islamorada, FL 33036

Local realty services provided by:Better Homes and Gardens Real Estate Destinations
18 Pen Key Club,Upper Matecumbe Key Islamorada, FL 33036
$3,900,000
  • 3 Beds
  • 3 Baths
  • 2,600 sq. ft.
  • Single family
  • Active
Listed by: christy hughes
Office: coldwell banker schmitt islamorada
MLS#:621575
Source:FL_FKBOR

Price summary

  • Price:$3,900,000
  • Price per sq. ft.:$1,500
  • Monthly HOA dues:$646

About this home

Sunset views in Islamorada's most coveted location: PEN KEY CLUB. From the front doorstep, you can see straight through the house to the sparkling waters of Florida Bay, so the view will take your breath away before you put a foot inside the house! Established in the 1950s, Pen Key Club is a small, private, gated bayfront community on Upper Matecumbe Key, Islamorada's ''downtown'' island. The location is excellent by land and sea. Boating access is exceptional. In fact, it's why the club was founded here. Immediate access to Florida Bay and quick, easy access to the ocean through Whale Harbor Channel. Dockage for boats to 32 feet (plus engines) is available for club members only. Quiet and tucked away, it's close to many of Islamorada's favorite restaurants, including Chef Michael's, Kaiyo and Pierre's, as well as shops and local gathering places like the Cheeca Lodge. Owners share a pool, marina and sunset viewing areas, while the association cares for the landscaping. An onsite...

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Home facts

  • Year built:1962
  • Subdivision & Development:Penn Key Club (83.0)
  • Listing ID #:621575
  • Added:1 day(s) ago
  • Updated:October 10, 2026 at 01:58 PM

Rooms and interior

  • Bedrooms:3
  • Total bathrooms:3
  • Kitchen Description:Granite Counter Top, Pantry
  • Living area:2,600 sq. ft.

Heating and cooling

  • Cooling:Central Air
  • Heating:Central

Structure and exterior

  • Year built:1962
  • Building area:2,600 sq. ft.
  • Lot area:0.24 Acres
  • Construction Materials:Concrete

Finances and disclosures

  • Price:$3,900,000
  • Price per sq. ft.:$1,500
  • Tax amount:$9,351

Features and amenities

  • Amenities:Cathedral Ceilings, Pantry

Parking

  • Parking description:Off Street