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321 Tollgate Shores Drive DRIVE

Islamorada, FL 33036
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$1,100,000 $4,637/Mo
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Bed 2

Bed

Bath 2

Bath

SqFt1,532

Sqft

A unique opportunity to enjoy the Florida Keys boating lifestyle without the cost of waterfront ownership. This well-maintained dry lot home in desirable Tollgate Shores includes a deeded boat slip directly across the street, complete with a new dock, boat lift, water, power, and a fish cleaning station. Enjoy the convenience of direct sight lines to your boat from the living room and front porch, with peekaboo views of Florida Bay and the iconic Channel 5 Bridge beyond.Upstairs, the home features two generously sized bedroom suites, each with its own ensuite bathroom. A pantry and laundry room are conveniently set off of the well-appointed, modern kitchen. The open-concept living area is highlighted by vaulted ceilings with exposed wood trusses and bamboo flooring. A clean interior offers a comfortable, move-in-ready space, with furnishings negotiable.The lower level includes covered parking, an air conditioned garage, a spacious bonus room, and a dedicated tackle storage closet, providing ample space for boating gear, hobbies, and everyday storage. A metal roof, high quality insulation and impact windows and doors add to the integrity and efficiency of this home.Located adjacent to the neighborhood park, the property benefits from additional open green space. The voluntary HOA is $250 annually. With quick boating access to both Florida Bay and the Atlantic Ocean via Channel 5, this property is well suited as a full-time residence, weekend retreat, or investment opportunity.Whether your priority is boating, fishing, or embracing the relaxed Florida Keys lifestyle, 321 Tollgate Shores offers a distinctive combination of convenience, functionality, and value with a niche setup.

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Detail Ic Property Details

Property Type : Residential - Single Family

Price : $1,100,000

AD Id : 87702813

MLS Id : 620551

Beds : 2

Living Area Size : 1,532

Year Built : 1993

County : Monroe

Subdivision: Portofino

  • Map Map

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Feature Features

  • Bedroom Information

    Total Bedrooms: 2 Laundry Room,Workshop

    Bathroom Information

    Total Baths: 2 Full Baths: 2

  • Interior Features

    Drapes/Blinds Incl,Walk-in Closet(s),Storage,Wet Bar Appliances: Washer,Stainless Steel Appliance(s),Wine Cooler,Freezer,Disposal,Microwave,Oven,Range,Refrigerator,Dishwasher,Dryer

  • Roofing Information

    Metal Roof

    Heating & Cooling

    Cooling: Central Air,Ductless Heating: Central,Ductless Water Front: No None Harbor/Marina View

    Window Information

    Window Treatments: Impact Rstnce Window,Impact Rstnce Doors

  • Building Information

    Year Built: 1993 Total Units: 0.00 Floor Location: 6000 Construction: Frame,Other,Combo Construction Roof: Metal Roof

  • Exterior Features

    Outdoor Shower,Storage

  • Lot Information

    Lot Dimensions: 60 X 100 Lot SqFt: 6,000 Lot SqFt Source: Property Data Card BK 6 LT 4 TOLL GATE SHORES PB4-39 LOWER MATECUMBE KEY OR573-94 OR826-1365/1366 OR870-1013 OR1100-807/08 OR1447-2334 OR14

  • Property Information

    SQ ft (Living Area): 1,532 View: Harbor/Marina View Subdivision: Toll Gate Shores (73.5) Stories: 2 Stories

  • Listing Price Information

    List Price: $1,100,000

  • Listing Information

    Cash,Conventional

  • Tax Information

    Taxes: $8,050 Tax Year: 2025 Parcel Number: 00390800-000000 Tax Exemptions: None

  • Multi-Unit Information

    Pets Allowed: Pets Allowed

  • Homeowners Association Information

    Mandatory Home Owners Asc: No Voluntary Home Owners Asc: Yes 1st Right of Refusal: No Association Fee: $250.00 Assoc/Mnt Fee Per: Yearly

  • Utility Information

    FKAA,Municipal Sewer
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
109 Columbus Dr, Islamorada, FL, 33036 $6,700,000 4 5 --
102 Anglers Way, Islamorada, FL, 33036 $1,150,000 2 3 1,376 1,376 SqFt
88351 Old Highway HIGHWAY, Islamorada, FL, 33036 $15,990,000 6 9 7,590 7,590 SqFt
87895 Old Highway HIGHWAY, Islamorada, FL, 33036 $24,995,000 5 8 9,011 9,011 SqFt
88110 Overseas Highway, Islamorada, FL, 33036 $6,999,000 4 5 2,797 2,797 SqFt
88110 Overseas Highway .., Islamorada, FL, 33036 $6,999,000 4 5 4,226 4,226 SqFt
87950 Overseas Highway .., Islamorada, FL, 33036 $3,800,000 5 3 2,464 2,464 SqFt
87445 Old Highway HIGHWAY, Islamorada, FL, 33036 $3,995,000 5 4 4,014 4,014 SqFt
87429 Old Highway HIGHWAY, Islamorada, FL, 33036 $18,999,000 6 8 6,692 6,692 SqFt
87429 Old Highway, Islamorada, FL, 33036 $18,999,000 6 6 6,054 6,054 SqFt

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ByOwner last updated this listing 07/10/2026 @ 19:20

MLS: 620551 LISTED BY: Leslie Leopold , Ocean Sotheby's International Realty 305-712-8888 SOURCE: Florida Keys MLS, Inc.

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