556 Caribbean Dr E Summerland Key, FL 33042
Estimated payment $12,870/month
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
Berkshire Hathaway HomeServices Knight & Gardner Realty License #3485231 Listed on: 12/09/2025
Home Details
Home Type
- Single Family
Year Built
- 1974
Interior Spaces
- Cathedral Ceiling
- Wolf Appliances
Map
Home Values in the Area
Average Home Value in this Area
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 |
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 |
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 | -- |
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: Key West Association of REALTORS®
MLS Number: 617652
APN: 00192780-000000
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Ask me questions while you tour the home.