321 Tollgate Shores Drive, Lower Matecumbe, FL 33036

$1,100,000

Deeded Boat Slip w/ 20k Lift, Direct bay access, Channel 5 view

Peek-a-boo view of bay from kitchen sink

Air Conditioned Garage, Front and back automatic doors, AI generated tidying

Property Type: Residential Bedrooms: 2 Baths: 2 Square Footage: 1,532 Lot Size (sq. ft.): 6,000 Status: Active

Current Price: $1,100,000 List Date: 7/07/2026 Last Modified: 7/17/2026

Overview

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, 20k 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 ... (Read more)

Listing Details MLS# 620551

Location, Tax & Legal

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
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

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: No
Control Depth: 5
Pool: No
Year Built: 1993
Lot SqFt: 6000
Lot Sqft Source: Property Data Card
Acres: 0.14
Living Apx SqFt: 1532
SqFt Source: Property Data Card
Total Bedrooms: 2
Full Baths: 2
Total Baths: 2
Rentals Allowed: With Restrictions
Min Rental Days: 28
Total Units: 0

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

Building Style

Above Flood: Yes
Stories: 2 Stories
Other Bldg Style: Yes

More Information

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, 20k 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.

Fee Includes

Common Area Mnt: Yes
Other: Yes

Dockage

Boat Lift: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Disposal: Yes
Dryer: Yes
Freezer: Yes
Microwave: Yes
Oven: Yes
Range: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes
Wine Cooler: Yes

Pets

Pets Allowed: Yes

Cooling

Central Air: Yes
Ductless: Yes

Heating

Central: Yes
Ductless: Yes

Waterfront

None: Yes

Waterview

Harbor/Marina View: Yes

Interior Features

Drapes/Blinds Incl: Yes
Storage: Yes
Walk-in Closet(s): Yes
Wet Bar: Yes

Property Condition

Updated/Remodeled: Yes

Specialty Rooms

Laundry Room: Yes
Workshop: Yes

Windows/Doors

Impact Rstnce Doors: Yes
Impact Rstnce Window: Yes

Vehicle Storage

Garage: Yes
Attached: Yes

Construction

Combo Construction: Yes
Frame: Yes
Other: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Negotiable: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Open Porch/Balcony: Yes

Exterior Features

Outdoor Shower: Yes
Storage: Yes

Roof

Metal Roof: Yes

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 - 17 - 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.

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