$2,199,000
$501K PRICE DROP

556 Caribbean Dr E Summerland Key, FL 33042

Estimated payment $12,870/month

Total Views 10,241
3 Beds
3 Baths
2,167 Sq Ft
$1,015 Price per Sq Ft

About This Home

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.

Listing Agent

Angelina Will

Berkshire Hathaway HomeServices Knight & Gardner Realty License #3485231 Listed on: 12/09/2025

Berkshire Hathaway HomeServices Knight & Gardner Realty

Home Details

Home Type

  • Single Family

Year Built

  • 1974

Interior Spaces

  • Cathedral Ceiling
  • Wolf Appliances

Home Details

Home Type

Single Family

Year Built

1974

Lot Details

6,534 Sq Ft Lot

Listing Details

  • Property Type: Residential
  • Dockage Seawall: Concrete
  • Year Built: 1974
  • Building Style Above Flood: Unknown
  • Specialty Rooms Guest Servant Qtrs: Legal
  • Financial Status Standard Sale: Yes
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Interior Amenities: Built-in Cabinets, Granite Counter Top, Wired for Sound
  • Appliances: Washer, Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Freezer, Gas Appliances, Wine Cooler, Stainless Steel Appliance(s)

Exterior Features

  • Waterfront: Yes
  • Exterior Features: Rain Gutters, Outdoor Shower, Storage

Utilities

  • Utilities: Whole House Generatr

Lot Info

  • Parcel Number: 00192780-000000

Rental Info

  • Furnished: Unfurnished

Tax Info

  • Tax Year: 2024

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area





Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $14,533 $1,713,312 -- --
2024 $15,429 $1,665,027 $1,271,820 $393,207
2023 $15,429 $1,733,716 $1,347,819 $385,897
2022 $8,377 $940,169 $0 $0
2021 $8,667 $912,786 $555,258 $357,528
2020 $8,789 $876,466 $541,299 $335,167
2019 $3,896 $385,612 $0 $0
2018 $3,914 $378,422 $0 $0
2017 $3,807 $370,639 $0 $0
2016 $3,829 $363,016 $0 $0
2015 $3,933 $360,493 $0 $0
2014 $4,048 $357,632 $0 $0
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft Prior Sale
04/26/2026 04/26/26 Price Changed $2,199,000 -4.3% $1,015 / Sq Ft
03/27/2026 03/27/26 Price Changed $2,299,000 -8.0% $1,061 / Sq Ft
01/05/2026 01/05/26 Price Changed $2,499,000 -7.4% $1,153 / Sq Ft
12/09/2025 12/09/25 For Sale $2,700,000 +150.0% $1,246 / Sq Ft
08/21/2019 08/21/19 Sold $1,080,000 -6.1% $498 / Sq Ft View Prior Sale
07/01/2019 07/01/19 Pending -- -- --
05/18/2019 05/18/19 For Sale $1,150,000 -- $531 / Sq Ft
Source: Key West Association of REALTORS®

Purchase History

Date Type Sale Price Title Company
Warranty Deed $1,080,000 Attorney
Quit Claim Deed $200 --
Warranty Deed -- --
Warranty Deed -- --
Warranty Deed $256,000 --
Deed -- --
Warranty Deed $225,000 --
Warranty Deed $160,000 --
Deed $9,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $484,000 New Conventional
Previous Owner $340,000 New Conventional
Previous Owner $309,000 New Conventional
Previous Owner $376,000 New Conventional
Previous Owner $250,000 New Conventional
Source: Public Records

Source: Key West Association of REALTORS®

MLS Number: 617652

Key West Association of REALTORS®

APN: 00192780-000000

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