$3,900,000
 $20,936 est/mo Sourced by Back At You

18 Pen Key Club,ISLAMORADA, FL 33036

ISLAMORADA, FL 33036

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Description

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.

Details

MLS #621575
Listing TypeFor Sale
StyleHouse
HOA Dues$646
Sub-TypeResale
StatusContingent
Year1962
Days On Site10
Listing Provided ByColdwell Banker Schmitt Islamorada | Christy Hughes

Features

Bed(s)3
Bath(s) 3 Total
SQ Feet2,600
PoolYes
Units1
ZoningR1 - Residential Single Family
Acreage0.24
Water FrontYes
Property ViewHarbor, Marina View, Bay

Taxes

Property9351

Area Information

StateFL
CountyMonroe
CityISLAMORADA
Zip Code33036
Area23 Upper Matecumbe
Community NamePenn Key Club (83.0)
Listing VS Median (in Penn Key Club (83.0))
Price:
$3,900,000
low | high
Med:
$3,047,500
71.858974358974% of Average
sqft:
2,600
low | high
Med:
3,569
12.75% of Average
$ / sqft:
$1,500
low | high
Med:
$992
83.873337741533% of Average
On site:
10
low | high
Med:
14
71.428571428571% of Average
Sourced by Back At You

Market Activity 33036

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Learn More About This Property

StateFL
CountyMonroe
CityISLAMORADA
Zip Code33036
Area23 Upper Matecumbe
Community NamePenn Key Club (83.0)
Listing VS Median (in Penn Key Club (83.0))
Price:
$3,900,000
low | high
Med:
$3,047,500
71.858974358974% of Average
sqft:
2,600
low | high
Med:
3,569
12.75% of Average
$ / sqft:
$1,500
low | high
Med:
$992
83.873337741533% of Average
On site:
10
low | high
Med:
14
71.428571428571% of Average
Sourced by Back At You
Nearby Listings (Within 1/2 mile)
Price: $2.925M - $4.875M
sqft: 1,500 - 3,000
Listing Updated: October 18, 2026 at 10:00:29 AM PDT