33 Pen, Islamorada, FL 33036

$2,195,000
3
BD
4
BA
4,537
SqFt

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List Price
$2,195,000
MLS#
621487
Style
Other
Status
ACTIVE
Island
Upper Matecumbe Key Islamorada
County
Monroe
City
Islamorada
Area
Upper Matecumbe
Subdivision
Penn Key Club (83.0)
Neighborhood
23 - Upper Matecumbe
Bedrooms
3
Bathrooms
4
Half Baths
1
Living Area
4,537
Acres
0.30
Year Built
1987
Days on Market
0

Property Description

Welcome to Pen Key Club -- Islamorada's most private and prestigious gated bayfront enclave -- where legacy living meets effortless island luxury. This spacious Key West-inspired residence offers the rare combination of privacy, scale, and resort-style amenities that families and discerning buyers seek but seldom find in the Keys. Wrapped in mature tropical landscaping and timeless architectural charm, the home lives beautifully indoors and out. Sunlit interiors flow to wide wraparound porches, garden-view patios, and multiple gathering spaces designed for entertaining, relaxing, and savoring the island's signature golden sunsets. With three large bedrooms, generous living areas, and inviting outdoor retreats, the home provides the comfort and flexibility ideal for full-time living, seasonal escapes, or multigenerational enjoyment. Pen Key Club is one of Islamorada's most exclusive communities, offering residents a curated suite of amenities: a resort-style pool, a protected marina, kayak launch, and a stunning owners-only sunset point. The protected marina delivers direct access to world-class sport fishing and boating, while full-time on-site property management ensures seamless peace of mind whether you're home or away. Perfectly positioned in the heart of Islamorada, the property offers quick access to fine dining, boutique shopping, and the legendary waters that define the sport fishing capital of the world. This is more than a home -- it's a private retreat, a long-term investment, and a rare opportunity to own within one of the Keys' most coveted communities. Experience the unmatched blend of luxury, leisure, and privacy that makes Pen Key Club truly exceptional.

Additional Information

Hoa Fee
$645
Taxes
$17,068
Interior Features
Custom Cabinets, Elevator, Storage, Walk-In Closet(s), Quartz/Quartzite Counters
Furnished
Unfurnished
Appliances
Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Some Gas Appliances, Ice Maker, Wine Cooler
Exterior Features
Rain Gutters, Lighting, Sprinkler System
Roof
Metal
Pool
Yes
Control Depth
4
Zoning
R1 - Residential Single Family
Terms
Cash, Conventional

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Listing Courtesy Of Ocean Sotheby's International Realty, Contact: 305-712-8888