321 Tollgate Shores Drive
Lower Matecumbe, FL 33036
MLS# 620551
2 beds | 2 baths | 1532 sqft
Property DescriptionA 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.
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
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
Realtor.COM Type: Residential - Single Family
Waterfront: No
Control Depth: 5
Lot Size: 60 X 100
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 – 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.
Mandatory Home Owners Asc: No
Voluntary Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 250
Assoc/Mnt Fee Per: Yearly
Common Area Mnt: 1
Other: 1
Stainless Steel Appliance(s): 1
Washer: 1
Central Air: 1
Ductless: 1
Drapes/Blinds Incl: 1
Storage: 1
Walk-in Closet(s): 1
Wet Bar: 1
Laundry Room: 1
Workshop: 1
Above Flood: Yes
Stories: 2 Stories
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Combo Construction: 1
Frame: 1
FKAA: 1
Municipal Sewer: 1
Outdoor Shower: 1
Storage: 1
Fee Includes: Common Area Mnt; Other
Waterview: Harbor/Marina View
Property Condition: Updated/Remodeled
Building Style: Other Bldg Style
Vehicle Storage: Garage; Attached
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
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.