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$1,100,000
321 Tollgate Shores Drive
Lower Matecumbe, FL 33036
MLS# 620551
2 beds  |  2 baths  |  1532 sqft


Deeded Boat Slip w/ 15k Lift, Direct bay access, Channel 5 view
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Deeded Boat Slip w/ 15k Lift, Direct bay access, Channel 5 view 321 Tollgate Shores Dr 321 Tollgate Shore Dr Front door Peek-a-boo view of bay from kitchen sink Updated kitchen Stainless steel appliances Eat-in dining Other dining Living room space Front entrance from kitchen Living room Living room Living room Office leading to primary bedroom Primary bedroom Primary bedroom Primary bath Primary bathroom tub Primary bathroom shower wet bar, counter dining Opening to Guest suite Guest suite Guest suite Guest bath Guest bath Guest bath shower, closet 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr Outdoor Shower Storage Storage Storage Air Conditioned Garage, Front and back automatic doors, AI generated tidying 321 Tollgate Shores Dr Paver driveway Low maintenance yard Sits on 6000 sf lot next to HOA park Impact windows and doors Adjacent HOA park 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr 321 Tollgate Shores Dr Fantastic boating access 321 Tollgate Shores Dr 321 Tollgate Shores Dr Octagonal design 321 Tollgate Shores Dr

Property Description
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.

Details
Maps
Contract Information
Listing Board: Florida Keys
As is Rght to Inspct: Yes
Species List: No
Current Price: $1,100,000
Listing Date: 2026-07-07
List Price: $1,100,000
Location, Tax & Legal
City: ISLAMORADA
Mile Marker: 73.5
Marathon Neighborhood: N/A
Side: Bay/Gulf
Flood Zone: AE
Alternate Key #: 1479110
Parcel #: 00390800-000000
Zoning: R1 - Residential Single Family
Deed Restrictions: Unknown
Legal: 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
Taxes: 8049.8
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 321
Street Name: Tollgate Shores
Street Suffix: Drive
Key/Island: Lower Matecumbe
State/Province: FL
Zip Code: 33036
County: Monroe
Subdivision: Toll Gate Shores (73.5)
Area: 22 - Lower Matecumbe
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 5
Lot Size: 60 X 100
Lot SqFt: 6000
Pool: No
Lot Sqft Source: Property Data Card
Total Units: 0
Acres: 0.14
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 28
Style: Single Family
Year Built: 1993
Living Apx SqFt: 1532
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
Remarks & Misc
Remarks – Consumer: 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.
Association Info
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 250
Assoc/Mnt Fee Per: Yearly
Fee Includes
Common Area Mnt: 1
Other: 1
Dockage
Boat Lift: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Washer: 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Central Air: 1
Ductless: 1
Heating
Central: 1
Ductless: 1
Waterfront
None: 1
Waterview
Harbor/Marina View: 1
Interior Features
Drapes/Blinds Incl: 1
Storage: 1
Walk-in Closet(s): 1
Wet Bar: 1
Property Condition
Updated/Remodeled: 1
Specialty Rooms
Laundry Room: 1
Workshop: 1
Building Style
Above Flood: Yes
Stories: 2 Stories
Other Bldg Style: 1
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Garage: 1
Attached: 1
Construction
Combo Construction: 1
Frame: 1
Other: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Terms
Cash: 1
Conventional: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Exterior Features
Outdoor Shower: 1
Storage: 1
Roof
Metal Roof: 1
Status Change Info
Status: Active
Property Features
Fee Includes: Common Area Mnt; Other
Tax Exemptions: None
Waterfront: None
Waterview: Harbor/Marina View
Dockage: Boat Lift
Property Condition: Updated/Remodeled
Building Style: Other Bldg Style
Vehicle Storage: Garage; Attached
Furnished: Negotiable
Cooling: Central Air; Ductless
Heating: Central; Ductless
Utilities: FKAA; Municipal Sewer
Interior Features: Drapes/Blinds Incl; Storage; Walk-in Closet(s); Wet Bar
Specialty Rooms: Laundry Room; Workshop
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler
Exterior Features: Outdoor Shower; Storage
Construction: Combo Construction; Frame; Other
Roof: Metal Roof
Pets: Pets Allowed
Land Size: Less Than 1/4 Acre
Terms: Cash; Conventional

Listing Office: Ocean Sotheby's International Realty

Last Updated: July - 07 - 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.