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556 E Caribbean Drive, Summerland Key, FL 33042

$2,199,000
Property Type: Residential Bedrooms: 3 Baths: 3 Square Footage: 2,167 Lot Size (sq. ft.): 6,600 Status: Active
Current Price: $2,199,000 List Date: 12/09/2025 Last Modified: 5/04/2026

Overview

Description

MOTIVATED SELLERS! The sea writes the script at this 3 bed, 3 bath oceanfront retreat on the most highly sought after neighborhoods on Summerland Key, and it stands in a class of its own. Western exposure delivers nightly golden-hour performances over the Atlantic, while deep-draft boating--among the best this side of the 7-Mile Bridge--begins right from your backyard. You'll love deep channel access to the Atlantic AND the Gulf of America! Inside, a wide-open floor plan crowned by cathedral ceilings, terracotta floors warming space throughout, and wall-to-wall sliders framing the Atlantic like a moving piece of art. A custom infinity-edge pool with in-water seating and sun shelf creates the perfect transition between home and horizon. Heated or chilled for year round comfort. The chef's kitchen impresses with elevated appliances including a 36' Wolf gas range, wine chiller, and twin beer taps. Relish the Keys breeze from the lanai and enjoy your morning coffee watchi ...

Listing Details MLS# 617652

Location, Tax & Legal

Street #
556
Direction
E
Street Name
Caribbean
Street Suffix
Drive
Key/Island
Summerland Key
State/Province
FL
Zip Code
33042
County
Monroe
Subdivision
Summerland Key Cove (25.0)
Area
08 - Summerland Key
City
Summerland
Off Shore Island
No
Mile Marker
25
Marathon Neighborhood
N/A
Side
Ocean
Flood Zone
AE,VE,AE
Alternate Key #
1254673
Parcel #
00192780-000000
Zoning
IS - Improved Subivision District
Deed Restrictions
No
Legal
Bk 1 Lt 11 And Portion Of Land Lying Swly Summerland Key Cove Addition No 6 Pb5-41 Summerland Key
Taxes
14533.02
Tax Year
2024
Pub Sewer HkUp
Yes

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No
Species List
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
Yes
Control Depth
4
Pool
Yes
Year Built
1974
Lot SqFt
6600
Acres
0.15
Living Apx SqFt
2167
SqFt Source
Property Data Card
Total Bedrooms
3
Full Baths
3
Total Baths
3
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 $
25
Assoc/Mnt Fee Per
Yearly

Dockage

Seawall
Concrete
Boat Lift
Yes

More Information

Building Style

Above Flood
Unknown

Specialty Rooms

Guest/Servant Qtrs
Legal
Laundry Room
Yes
Utility Room
Yes
Workshop
Yes
Other
Yes

Financial Status

Auction
No
Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Remarks & Misc

Remarks – Consumer
MOTIVATED SELLERS! The sea writes the script at this 3 bed, 3 bath oceanfront retreat on the most highly sought after neighborhoods on Summerland Key, and it stands in a class of its own. Western exposure delivers nightly golden-hour performances over the Atlantic, while deep-draft boating--among the best this side of the 7-Mile Bridge--begins right from your backyard. You'll love deep channel access to the Atlantic AND the Gulf of America! Inside, a wide-open floor plan crowned by cathedral ceilings, terracotta floors warming space throughout, and wall-to-wall sliders framing the Atlantic like a moving piece of art. A custom infinity-edge pool with in-water seating and sun shelf creates the perfect transition between home and horizon. Heated or chilled for year round comfort. The chef's kitchen impresses with elevated appliances including a 36' Wolf gas range, wine chiller, and twin beer taps. Relish the Keys breeze from the lanai and enjoy your morning coffee watching Summerland Cove wake up. End your day with alfresco dinning and famous Keys sunsets. A pre-FIRM lower level offers convenient guest quarters, an important Keys commodity. There's also flexible options for a pool house, tackle room, or storage - your choice. Plus a deep 1-car garage! A well maintained 10,000-lb boat lift--easily modified for larger vessels--completes the ideal waterfront lifestyle. Fuel your boat at Venture Out Marina less than two miles away from your seawall. With Niles Channel providing a 40-foot vertical bridge clearance, the highest in the Lower Keys, your Ocean or Gulf boating options are limitless. With just under 2,200 sq ft of living space- and backed by the security of a whole-house generator and whole-house water filter - this property embodies the rarest blend of comfort, craftsmanship, and blue-water possibility. Discover why Summerland Key remains the unsung hero of the Lower Keys--before opportunities like this are simply untouchable.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

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

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes
Heat Pump
Yes
Wall/Window Unit(s)
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Laminate
Yes
Tile
Yes

Neighborhood Feature

Airstrip
Yes

Interior Features

Built-in Cabinets
Yes
Cathedral Ceilings
Yes
Granite Counter Top
Yes

Windows/Doors

Double Hung Windows
Yes

Vehicle Storage

Garage
Yes
Attached
Yes
Off Street Parking
Yes

Construction

CBS
Yes
Combo Construction
Yes
Frame
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Terms

Cash
Yes
Conventional
Yes
FHA
Yes
No Seller Finance
Yes
VA
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes
Propane
Yes
Whole House Generatr
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Screened P/B
Yes

Title

Negotiable
Yes

Exterior Features

Outdoor Shower
Yes
Rain Gutters
Yes
Storage
Yes

Pool Info

In Ground
Yes
Concrete
Yes

Pre-Wired

Cable
Yes
Surround Sound
Yes

Roof

Metal Roof
Yes

Shutters

Accordion
Yes
Bahama
Yes
Roll Down Electric
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: Oceanfront; Open Water Waterview: Ocean View; Open Water View Dockage: Boat Lift Vehicle Storage: Garage; Attached; Off Street Parking Furnished: Negotiable Cooling: Ceiling Fans(s); Central Air; Heat Pump; Wall/Window Unit(s) Utilities: FKAA; Municipal Sewer; Propane; Whole House Generatr Interior Features: Built-in Cabinets; Cathedral Ceilings; Granite Counter Top Pre-Wired: Cable; Surround Sound Specialty Rooms: Laundry Room; Utility Room; Workshop; Other Appliances: Dishwasher; Dryer; Freezer; Gas Appliances; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Washer; Wine Cooler Exterior Features: Outdoor Shower; Rain Gutters; Storage Pool Info: In Ground; Concrete Construction: CBS; Combo Construction; Frame Shutters: Accordion; Bahama; Roll Down Electric Floor: Laminate; Tile Roof: Metal Roof Pets: Pets Allowed Neighborhood Feature: Airstrip Land Size: Less Than 1/4 Acre Terms: Cash; Conventional; FHA; No Seller Finance; VA Title: Negotiable
Listing Office: Berkshire Hathaway HomeServices Knight & Gardner Realty
Last Updated: May - 04 - 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.