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 property manager receives packages and helps owners with day-to-day needs, making it easy to live here full time or to come and go. Overlooking the marina and bay, this one-level home has high ceilings and two large living areas lined with wide banks of impact glass doors. Expansive bay views extend throughout the main living areas and primary bedroom suite. The large covered patio offers plenty of space for morning coffee, dinner with friends and a front-row seat for the sunset. The comfortable layout puts everything on one floor, with three bedrooms, each with an en suite bath, plus a separate office, laundry room and garage. Concrete construction, impact windows and doors and a metal roof add strength and peace of mind. You really can have it all: big bay views, dockage, excellent boating access and favorite restaurants and shops nearby, with the ease of a single-level home in a peaceful community where living is easy....
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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
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