New Listing
33 Pen Key Club Drive,ISLAMORADA, FL 33036
ISLAMORADA, FL 33036
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.
Details
| MLS # | 621487 |
|---|---|
| Listing Type | For Sale |
| Style | House |
| HOA Dues | $645 |
| Sub-Type | Resale |
| Status | Active |
| Year | 1987 |
| Days On Site | 2 |
| Listing Provided By | Ocean Sotheby's International Realty | Eric M. Rizzo |
Features
| Bed(s) | 3 |
|---|---|
| Bath(s) | 4 Total |
| SQ Feet | 4,537 |
| Pool | Yes |
| Zoning | R1 - Residential Single Family |
| Acreage | 0.30 |
| Water Front | None |
| Property View | No Waterview |
Taxes
| Property | 17068 |
|---|
Area Information
| State | FL |
|---|---|
| County | Monroe |
| City | ISLAMORADA |
| Zip Code | 33036 |
| Area | 23 Upper Matecumbe |
| Community Name | Penn Key Club (83.0) |
| Listing VS Median (in Penn Key Club (83.0)) | |
Price: $2,195,000 low | high Med: $2,195,000 sqft: 4,537 low | high Med: 4,537 $ / sqft: $484 low | high Med: $484 On site: 2 low | high Med: 2 | |
Market Activity 33036
Request a showing
Request a showing
The data relating to real estate for sale on this web site come s in part from the Internet Data Exchange program of the Marathon and Lower Keys Association of REALTORS®, Inc. MLS. Real Estate listings held by brokerage firms other than Coldwell Banker Schmitt are marked with the MLS logo and detailed information about them includes the name of the listing broker’s office.
Contact
Learn More About This Property
| State | FL |
|---|---|
| County | Monroe |
| City | ISLAMORADA |
| Zip Code | 33036 |
| Area | 23 Upper Matecumbe |
| Community Name | Penn Key Club (83.0) |
| Listing VS Median (in Penn Key Club (83.0)) | |
Price: $2,195,000 low | high Med: $2,195,000 sqft: 4,537 low | high Med: 4,537 $ / sqft: $484 low | high Med: $484 On site: 2 low | high Med: 2 | |