139 Gimpy Gulch Drive, Plantation Key, FL 33036 (MLS# 620077)

139 Gimpy Gulch Drive, Plantation Key, FL 33036

$13,900,000

Virtual Tour

https://youtu.be/cm9MFf7HL4M

Property Type: Residential Bedrooms: 6 Baths: 9 Square Footage: 6,573 Lot Size (sq. ft.): 139,392 Status: Active

Current Price: $13,900,000 List Date: 5/29/2026 Last Modified: 8/05/2026

Overview

Description

Yes, you can have it all! This one-of-a-kind 3.2 acre Islamorada bayfront estate offers a new boat dock, more than 250 feet of sandy wade-in bayfront shoreline, two full residences, a separate garage/media house and a move-in ready package of extras unlike any other property in the Keys. This remarkable compound captures the spirit of the Keys with a level of scale and exclusivity seldom found on the islands. Arrive through a private gate to discover a secluded retreat where every detail has been curated for relaxed coastal living. For boaters, the new boat dock offers immediate access to Florida Bay and immediate Atlantic Ocean access through nearby Snake Creek. The welcome package also includes a newer 34' Edgewater with twin 400 hp Yahamas, a pair of Waverunners and UTV tow vehicle, plus fishing rods, kayaks, paddle boards, and bicycles to enjoy everything Islamorada has to offer. The 100 ft. long resort-style pool with large spa create the centerpiece of the property, surrounded by ... (Read more)

Listing Details MLS# 620077

Location, Tax & Legal

Street #: 139
Street Name: Gimpy Gulch
Street Suffix: Drive
Key/Island: Plantation Key
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Misc Plantation Key (85.0)
Area: 25 - Plantation Key

Contract Information

Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: No

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 2014
Lot SqFt: 139392
Lot Sqft Source: Tax Records
Acres: 3.2
Living Apx SqFt: 6573
SqFt Source: Tax Records
Total Bedrooms: 6
Full Baths: 6
Half Baths: 3
Total Baths: 9
Rentals Allowed: With Restrictions
Min Rental Days: 28

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No

Dockage

Dock Length: 100
Dock: Wood

More Information

Building Style

Above Flood: Yes

Vehicle Storage

Car(s): 2

Specialty Rooms

Guest/Servant Qtrs: Legal

Pool Info

Heated: Yes
Dimensions: 100 feet long

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Bay Front; Gulf Front; Open Water Waterview: Bay/Gulf View; Open Water View Dockage: Boat Ramp Property Condition: Updated/Remodeled Vehicle Storage: Garage; Covered Parking; Guest Parking; Off Street Parking; Open Parking; Trailer Storage Furnished: Furnished Cooling: Central Air Utilities: Elect Separate Meter; FKAA; Propane; Water Separate Meter; Whole House Generatr Interior Features: Entrance Foyer; Pantry; Security System; Split Bedroom; Storage Pre-Wired: Cable Specialty Rooms: Gym; Media Room Appliances: Dishwasher; Dryer; Microwave; More Appliances; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Bar; Built-in Grill; Chickee Hut; Detached Guest Qtrs; Fencing; Fruit Tree(s); Gazebo; Lighting; Outdoor Kitchen; Outdoor Shower; Sandy Beach; Sprinkler System; Storage Pool Info: In Ground; Concrete Construction: CBS; Combo Construction Floor: Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Community Boat Ramp Security: Electric Gate; On Premises System Land Size: 2 Less Than 5 Acres Title: Title Ins - Buyer

Listing Office: Coldwell Banker Schmitt Islamorada

Last Updated: August - 05 - 2026

The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. IDX data is deemed reliable but is not guaranteed accurate by the MLS.