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Wade M. Berlin

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33 Pen Key Drive
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PRICED AT ONLY: $2,495,000

Address: 33 Pen Key Drive, ISLAMORADA, FL 33036

Description

Legacy Retreat in Islamorada Gated Waterfront Estate with Marina, Pool & Sunset Point in Exclusive Private Bayfront Club Community. Discover the pinnacle of tropical living in Islamorada, where privacy, elegance, and world class amenities converge. This expansive Key West style residence is nestled within one of the Florida Keys' most prestigious gated communities, offering full time property management, a protected marina, and a lifestyle defined by serenity and sophistication.From the moment you pass through the palm lined entrance, you're surrounded by manicured tropical beauty. The home's vibrant exterior, wraparound porches, and timeless craftsmanship evoke classic island charm, while interiors are bathed in natural light and framed by lush garden views.Designed for effortless indoor outdoor living, the spacious four bedroom layout opens to expansive patios ideal for entertaining or quiet reflection. Towering palms, mature trees, and vibrant bougainvillea create a secluded sanctuary, while the scent of salt air and golden sunsets set the tone for unforgettable evenings.Enjoy exclusive access to a resort style pool, private beach, kayak launch, the sunset point, and a full service marina with direct access to world class sport fishing and boating. Full time on site property managers ensure peace of mind, whether you're in your residence or away for the season.Located in the heart of Islamorada, this property offers unmatched proximity to fine dining, boutique shopping, and the legendary waters of the sport fishing capital of the world.Whether you're seeking a seasonal escape or a legacy investment, this home offers the perfect blend of luxury, leisure, and long term value. Schedule your private tour today and experience the rare combination of privacy, prestige, and paradise.
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  • MLS#: 616008 ( Single Family )
  • Street Address: 33 Pen Key Drive
  • Viewed: 1
  • Price: $2,495,000
  • Price sqft: $550
  • Waterfront: Yes
  • Waterfront Type: None
  • Year Built: 1987
  • Bldg sqft: 4537
  • Bedrooms: 3
  • Total Baths: 3
  • Full Baths: 2
  • 1/2 Baths: 1
  • Days On Market: 8
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Features
Building and Construction
  • Absolute Longitude: 80.620997
  • Construction: CBS
  • Exterior Features: Rain Gutters, Sprinkler System, Lighting
  • Floor: Tile, Wood
  • Porchbalcony: Open Porch/Balcony, Screened Patio, Windowed P/B, Screened P/B
  • Roof: Metal Roof
  • Sqft Source: Tax Records
  • Total Number Of Units: 0.00
Property Information
  • Property Condition: Updated/Remodeled
  • Property Group Id: 19990816212109142258000000
Garage and Parking
  • Vehicle Storage: Garage, Off Street Parking, Guest Parking, Open Parking, Auto Door Opener, Attached
Eco-Communities
  • Off Shore Island: No
  • Pool Info: In Ground, Decked, Concrete, Above Ground
  • Water View: No Waterview
Utilities
  • Cooling: Central Air, Ductless, Ceiling Fans(s)
  • Gf Interior Features: Dual Flush
  • Handicap Access: Yes
  • Heating: Central, Ductless
  • Pets: Pets Allowed
  • Pub Sewer Hkup: Yes
  • Security: Electric Gate
  • Utilities: FKAA, Propane, Satellite Dish, Cable Available, Buyer to Verify, Municipal Sewer
  • Windowsdoors: Impact Rstnce Window, Impact Rstnce Doors
Amenities
  • Neighborhood Feature: Community Pool, Other Area Features, Beach, Manager on Premises, Community Dockage
Finance and Tax Information
  • Association Info Association Fee: 695.83
  • Association Info Assocmnt Fee Per: Monthly
  • Fee Includes: Common Area Mnt, Other, Security
  • Tax Year: 2024
Rental Information
  • Rentals Allowed: No
Other Features
  • Accessibility Feat: Accessible Elevator Installed
  • Alternate Key Num: 1495140
  • Appliances: Washer, Wine Cooler, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher, Dryer
  • As Is Rght To Inspct: Yes
  • Association Info 1st Right Of Refusal: Yes
  • Association Info Assoc Approval Req: Yes
  • Association Info Condo Doc S: Yes
  • Association Info Mandatory Home Owners Asc: Yes
  • Association Info Voluntary Home Owners Asc: No
  • Deed Restrictions: Yes
  • Dockage Dock: Wood
  • Dockage Seawall: Cut/Natural
  • Dockage: Dock Privileges, Basin, Boat Slip, Assigned Dock
  • Flood Zone: AE, AE
  • Furnished: Negotiable
  • Interior Features: Drapes/Blinds Incl, Window Treatments, Quartz Countertops, Built-in Cabinets, Walk-in Closet(s), Storage, Smoke Alarms, Elevator, Pantry, Split Bedroom, Cathedral Ceilings
  • Legal Description: LOT 33 AND SE 1/2 LOT 32 PEN KEY CLUB SEC 2 PB4-54 UPPER MATECUMBE KEY OR917-2027/28 OR1399-307/08 OR1456-1149/51 OR145
  • Limitd Reprsntation: No
  • Mile Marker: 83.00
  • Parcel Num: 00402800-000000
  • Pre Wired: Cable, Satellite
  • Side: Bay/Gulf
  • Species List: No
  • Style: Single Family
  • Zoning: R1 - Residential Single Family
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Details for 33 Pen Key Drive, ISLAMORADA, FL 33036
$2,800,000.00 ($617.15 / sqft )

33 Pen Key Drive Virtual Tour More Like This

Discover Your Private Tropical Oasis in Islamorada.Welcome to your dream retreat in the heart of the Florida Keys in the sport fishing capital of the worlda'a stunning Key West style home nestled amid

  1. Bedrooms: 3
  2. Baths: 4
  3. Approx. 4537 sqft
  1. MLSID: 613198
  2. Provided by Ocean Sotheby's International Realty
  3. Contact Eric M. Rizzo
  4. (305) 712-8888
  5. Florida Keys Board of REALTORS
  6. DMCA Notice

Contact Info

  1. The Real Estate Professional You Deserve
  2. Mobile: 904.248.9848
  3. phoenixwade@gmail.com
Wade M. Berlin