Ad #8018752
MLS #620551
A unique opportunity to enjoy the Florida Keys boating lifestyle
321 Tollgate Shores Dr, Lower Matecumbe Key, FL 33036
$1,100,000
2Beds
2Baths
1,532Sqft
0.14Acres
About this property
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.
Property Features
2 Beds
2 Baths
1,532 Sqft
Built in 1993
0.14 Acres
Siding: Frame, Combo Construction
Metal Roof
Central, Ductless (Heating)
$8,050 / yr property tax
Monroe County
Toll Gate Shores (735) Community
Additional Photos
Contact Information
Leslie Leopold
Ocean Sotheby's International Realty
305-942-0215
Location
Listing Agent: Leslie Leopold (License #: 3071091) 305-942-0215
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
BeachHouse.com
Printed Aug 12, 2026
Photo Gallery
$1,100,000
2
Beds
2
Baths
1,532
Sqft
321 Tollgate Shores Dr, Lower Matecumbe Key, FL 33036
By contacting this agent you agree to these Terms and Conditions.
MLS# 620551
A unique opportunity to enjoy the Florida Keys boating lifestyle
$1,100,000
321 Tollgate Shores Dr, Lower Matecumbe Key, FL 33036
2
Beds
2
Baths
1,532
Sqft
0.14
Acres
$1,100,000
321 Tollgate Shores Dr, Lower Matecumbe Key, FL 33036
2 Beds
2 Baths
1,532 Sqft
0.14 Acres
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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Property Details
HOME DETAILS
2 Beds
2 Baths
1,532 Sqft
Built in 1993
0.14 Acres
EXTERIOR
Siding: Frame, Combo Construction
Metal Roof
INTERIOR
Central, Ductless (Heating)
FINANCIAL & COMMUNITY
$8,050 / yr property tax
Monroe County
Toll Gate Shores (735) Community
See More Details
Location
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Ad Statistics
Ad Number
8018752
Viewed
43 times
Listing Status
Active
Added
Jul 07, 2026
Last Refreshed
Jul 03, 2026 06:17:28 PM
Listing Information
Data Source
Florida Keys Board of REALTORS®
Source Property ID
620551
Listing Agent: Leslie Leopold (License #: 3071091) 305-942-0215
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Broker: Ocean Sotheby's International Realty 305-712-8888 Listing Site
Copyright © 2026 Florida Keys Board of REALTORS®. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
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