139 Gimpy Gulch Dr,Plantation Key, FL 33036

$ 14,900,0006beds7full baths3half baths
    139 Gimpy Gulch Dr,  Plantation Key, FL 33036
    Status:Active
    MLS #:620077
    Price:$ 14,900,000
    Beds:6
    Baths:10 Baths (7 F, 3 H)
    Type:Single Family
    Size:6,573 ft²
    Lot Size:3.2 acres

    Welcome to 139GimpyGulchDr.IsForSale.com

    Remarks
    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.
    General Information
    APN:
    00091852-000000
    County:
    Monroe
    Subdivision:
    Misc Plantation Key (85.0)
    Building Details
    Year Built:
    2014
    Roof Type:
    Metal Roof
    Heating/Ventilation:
    Electric
    Air Conditioning:
    Central Air
    Commercial Details
    Zoning:
    R1 - Residential Single F
    Amenities
    • Pool
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    *Rates for May 2026. Information displayed is accurate as of the date of the latest update and is subject to change without notice. Loan pricing can only be locked through a home mortgage consultant. Other restrictions may apply. The Rate/APR and other terms may vary from those displayed based on the creditworthiness of the borrower, the type of dwelling, whether the borrower is self-employed, the location of the property and other factors. Please contact a lender in your area to determine what rates you qualify for.

    **Rates calculated from national averages.  To determine rates in your area please contact your local lender.

    Local Schools

    School NameTypeDistanceGreatSchools Rating
    86731 Overseas Highway, Islamorada FL 33036
    (305) 852-3482
    charter
    0.3 mi
    map link
    73 High Point Road, Tavernier FL 33070
    (305) 852-4246
    public
    1.7 mi
    100 Lake Road, Tavernier FL 33070
    (305) 853-3281
    public
    2.8 mi
    map link
    89901 Old Highway, Tavernier FL 33070
    (305) 853-3222
    public
    3 mi
    map link

    Data provided by GreatSchools.org ©2023. All rights reserved.

    About Us

    Top Selling Florida Keys Luxury Real Estate Team

    The Florida Keys real estate team of Brett Newman, Rebecca Callahan Newman & Margo Newman has consistently ranked among the top 1 percent of real estate agents NATIONWIDE in sales volume. In 2021, they were recognized as the #1 Agents in the Upper Keys for Coldwell Banker with $51.4 Million in Sales.  In 2020, they were named "Realtors of the Year" for the Upper Keys and in 2019 they were the #1 Agents in the Upper Keys by Sales Volume. They have closed more than $450 million worth of Florida Keys real estate and have consistently earned the top designation of "International President's Circle Team" for top sales. This honor is among the highest presented by Coldwell Banker for top teams across North America. 

    Brett grew up in the Keys so he is an experienced boater, knows the waters, understands the community, and offers his customers personal knowledge of the area's history and growth. For more than 25 years Brett has been a licensed real estate salesperson and was also a licensed mortgage broker. Throughout this time, he has worked as a real estate agent, mortgage broker and mortgage loan officer in residential real estate in South Florida.

    Rebecca, Brett's wife, also grew up in Islamorada and moved back after earning a B.A. in Communications with an emphasis in Marketing and Journalism. She graduated summa cum laude with a 4.0 GPA and also attended graduate school at Florida International University for writing. She is a licensed real estate salesperson and has 20+ years experience as a marketing manager, graphic artist, web designer and writer. 

    Margo, Brett's mother, first visited the Florida Keys to fish when she was only 20 years old, and she bought her first house in the Keys in the 1970s. Margo has 35+ years of real estate sales experience and has consistently listed and sold millions of dollars worth of Florida Keys property annually. Throughout her career, she has successfully closed residential, commercial, multifamily and land transactions.

    The Florida Keys

    The Newman Team lists and sells Upper and Middle Florida Keys properties primarily in the Islamorada area, Key Largo, Tavernier, Plantation Key, Upper Matecumbe Key, Lower Matecumbe Key, Long Key and Marathon. They have also listed and sold private islands offshore of the Florida Keys.

    Their listings include multi-million dollar waterfront homes, oceanfront estates, waterfront property, luxury homes, private islands, beachfront and pool homes, ocean view homes and a selection of properties with immediate ocean and/or Florida Bay access for the best boating, fishing and diving in Florida.

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    The Newman Team Margo Brett  Rebecca

    Coldwell Banker Schmitt Real Estate Company

    85996 Overseas Hwy
    Islamorada, FL 33036

    (305) 393-1770
    REALTOREqual Housing Opportunity

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