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Shelby Morris

shelby@shelbyflkeys.com +1(305) 393-3686

Listed by Brett Newman Coldwell Banker Schmitt Islamorada

$ 14,900,000

Est. payment | -/mo

6 Beds

10 Baths

6,573 SqFt

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$ 14,900,000

Est. payment | -/mo

Save Virtual Tour

6 Beds

10 Baths

6,573 SqFt

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 6,573 sqft

Price per Sqft $2,266

Subdivision Misc Plantation Key (85.0)

MLS Listing ID 620077

Style Above Flood

Bedrooms 6

Full Baths 7

Half Baths 3

HOA Y/N No

Year Built 2014

Annual Tax Amount $92,230

Tax Year 2025

Lot Size 3.200 Acres

Acres 3.2

Lot Dimensions 252 ft wide

Property Sub-Type Single Family Residence

Land Area 6573

Property Description

Yes, you can have it all! Tucked away behind mature tropical landscaping and stretching across an expanse of more than 250 feet of sandy bayfront shoreline, 139 Gimpy Gulch is a rare Islamorada estate designed for those who value privacy, boating, sunsets and effortless luxury in equal measure. This one-of-a-kind compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on the islands. Arrive through private gates to discover a secluded retreat where every detail has been curated for relaxed coastal living. The resort-style pool and spa create the centerpiece of the property, surrounded by multiple lounging areas, outdoor kitchen with covered bar, shady terraces and intimate gathering spaces. The estate's flexible layout includes a main home with ground level living, a tri-level guest home, and a large garage/media house all with classic island character. Both residences offer chef kitchens with high-end appliances including SubZero and La Cornue. For boaters, a new dock offers immediate access to the bay and ocean and the included neighboring lot provides convenient boat ramp access. This one-of-kind package also includes a 34' Edgewater with twin 400 hp Yahamas (in indoor storage), a pair of Waverunners and UTV tow vehicle, plus fishing rods, kayaks, paddle boards, and bicycles to enjoy everything Islamorada has to offer. Not only is this estate ready for fun, it's also ready to enjoy with furniture, furnishings, kitchenware and even linens included! This remarkable property includes 2 acres of upland, 1.2 acres of baybottom, the separate vacant lot plus valuable development rights. It is also conveniently located next to Islamorada's crown jewel Founder's Park for near instant access to seasonal festivals, sports fields, dog park, playground, tennis and pickleball courts and much more. All of these features elevate the property into a true legacy holding--ideal as a luxury residence, family compound, or private bayfront retreat.

Location

State FL

County Monroe

Community Community Boat Ramp

Area 25 - Plantation Key

Zoning R1 - Residential Single Family

Direction Gated - no access without making an appointment with the listing agent. Plantation Key bayside mm 87. Driveway is between Rain Barrel and Founder's Park.

Interior

Interior Features Entrance Foyer, Pantry, Security System, Split Bedroom, Storage, Gym, Media Room

Heating Electric

Cooling Central Air

Flooring Tile

Furnishings Furnished

Window Features Impact Rstnce Doors,Impact Rstnce Window

Appliance Dryer, Washer, Dishwasher, Microwave, Oven, More Appliances, Stainless Steel Appliance(s), Range, Refrigerator

Exterior

Exterior Feature Detached Guest Quarters, Fencing, Outdoor Kitchen, Bar, Chickee Hut, Storage, Lighting, Outdoor Shower, Sandy Beach, Sprinkler System, Built-in Grill, Fruit Tree(s), Gazebo

Parking Features Open

Pool Concrete, Heated, In Ground

Community Features Community Boat Ramp

Utilities Available Whole House Generator, Electric Separate Meter, FKAA, Water Separate Meter, Propane

Waterfront Description Bay Front, Open Water, Gulf Front

Roof Type Metal Roof

Porch Open Porch/Balcony, Patio

Garage No

Building

Architectural Style Above Flood

New Construction No

Others

HOA Fee Include None

Senior Community No

Tax ID 00091852-000000

Security Features Electric Gate,On Premises System

Pets Allowed Yes

Virtual Tour https://youtu.be/cm9MFf7HL4M

139 Gimpy Gulch DR Plantation Key, FL 33036

Shelby Morris

Key Details

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Interior

Exterior

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139 Gimpy Gulch DR