414 Caribbean Dr E Summerland Key, FL 33042
Summerland Key AreaEstimated payment $20,801/month
Highlights
- Ocean Front
- Open Water Access
- Spa
- Dock made with concrete
- Media Room
- Cathedral Ceiling
About This Home
OCEANFRONT , POOL & RARE BOAT BASIN DOCKAGE! Experience luxury open water living at this exceptional oceanfront retreat in the exclusive community of Summerland Cove, just 30 minutes from Key West. Designed for serious boaters and lovers of open water, this premier deep-water home offers breathtaking Atlantic views, immediate boating access, and the ultimate Florida Keys lifestyle. Beautiful newly painted exterior, this elevated 4 bed 3.5 bath home offers 2,766 sq. ft. of beautifully designed living space where soaring ceilings and walls of glass frame endless turquoise water views. Rare 3 bedroom suites with ensuite bathrooms, and a 4th bedroom with ensuite half bath. The expansive open-concept living and entertaining areas create a seamless indoor-outdoor flow perfect for relaxing or hosting guests after a day on the water. Separate laundry room is a bonus. A rare concrete dock with a protected cut-in boat slip provides quick deep-water access to the Atlantic with no long canal commute--placing you minutes from world-class offshore fishing, reef diving, sandbars, and endless boating adventures. Step outside to your private oceanfront oasis featuring a sparkling pool and spa, expansive lounging decks, and a poolside kitchen designed for sunset entertaining and waterfront gatherings. Panoramic open-water views and ocean breezes create the perfect Keys atmosphere. Upstairs, the spacious primary suite offers stunning ocean views, a private balcony, and a peaceful retreat overlooking the Atlantic. Additional features include impact windows and doors, a metal roof, a chef's kitchen with granite countertops and stainless steel appliances, plus convenient access to the nearby Summerland Key Cove Airport for easy fly-in/fly-out travel in light aircraft.
This rare offering combines luxury living, protected deep-water dockage, immediate ocean access, and unforgettable open-water views in one of the Florida Keys' most sought-after waterfront communities.
Listing Agent
Lisa Swanson
Berkshire Hathaway HomeServices Knight & Gardner Realty License #BK3226537 Listed on: 05/24/2026
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $21,752
Year Built
- Built in 1970
Lot Details
- 6,600 Sq Ft Lot
- Lot Dimensions are 60 x 100
- Ocean Front
- Fenced
- Property is zoned IS - Improved Subivision District
Home Design
- Metal Roof
Interior Spaces
- 2,766 Sq Ft Home
- Cathedral Ceiling
- Ceiling Fan
- Drapes & Rods
- Entrance Foyer
- Media Room
- Ocean Views
- Impact Glass
Kitchen
- Oven
- Range
- Microwave
- Freezer
- Dishwasher
- Wine Cooler
- Stainless Steel Appliances
- Granite Countertops
- Disposal
Bedrooms and Bathrooms
- 4 Bedrooms
- Walk-In Closet
- Whirlpool Bathtub
Laundry
- Laundry Room
- Dryer
Parking
- Carport
- Open Parking
Outdoor Features
- Spa
- Open Water Access
- Dock made with concrete
- Waterfront Basin
- Outdoor Kitchen
- Lanai
- Outdoor Storage
- Attached Grill
Utilities
- Central Air
Community Details
- Summerland Key Cove Subdivision
Listing and Financial Details
- Assessor Parcel Number 00192910-000000
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| 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 | $21,752 | $2,415,171 | $1,335,411 | $1,079,760 |
| 2024 | $20,978 | $2,349,585 | $1,271,820 | $1,077,765 |
| 2023 | $20,978 | $2,389,599 | $1,347,819 | $1,041,780 |
| 2022 | $14,844 | $1,749,872 | $725,868 | $1,024,004 |
| 2021 | $14,093 | $1,466,709 | $555,258 | $911,451 |
| 2020 | $13,659 | $1,404,805 | $523,500 | $881,305 |
| 2019 | $14,578 | $1,498,014 | $649,500 | $848,514 |
| 2018 | $15,266 | $1,536,584 | $684,000 | $852,584 |
| 2017 | $13,783 | $1,383,716 | $0 | $0 |
| 2016 | $14,222 | $1,387,552 | $0 | $0 |
| 2015 | $10,730 | $991,847 | $0 | $0 |
| 2014 | $13,267 | $1,188,642 | $0 | $0 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 05/24/2026 05/24/26 | For Sale | $3,495,000 | +4.3% | $1,264 / Sq Ft | |
| 04/12/2022 04/12/22 | Sold | $3,350,000 | -4.1% | $1,211 / Sq Ft | View Prior Sale |
| 03/29/2022 03/29/22 | Pending | -- | -- | -- | |
| 03/22/2022 03/22/22 | Price Changed | $3,495,000 | -7.9% | $1,264 / Sq Ft | |
| 02/15/2022 02/15/22 | For Sale | $3,795,000 | +127.2% | $1,372 / Sq Ft | |
| 02/24/2015 02/24/15 | Sold | $1,670,000 | -1.7% | $604 / Sq Ft | View Prior Sale |
| 01/10/2015 01/10/15 | Pending | -- | -- | -- | |
| 03/14/2014 03/14/14 | For Sale | $1,699,000 | -- | $614 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | -- | -- | |
| Quit Claim Deed | -- | Smith Hawks Pl | |
| Warranty Deed | $3,350,000 | Smith Hawks Pl | |
| Warranty Deed | $1,670,000 | None Available | |
| Quit Claim Deed | -- | None Available | |
| Warranty Deed | $950,000 | Attorney | |
| Warranty Deed | $950,000 | True Title Agency Inc | |
| Quit Claim Deed | -- | True Title Agency Inc | |
| Interfamily Deed Transfer | -- | -- | |
| Warranty Deed | $270,000 | -- | |
| Quit Claim Deed | $100 | -- | |
| Warranty Deed | $249,000 | -- | |
| Warranty Deed | -- | -- | |
| Deed | $80,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $1,500,000 | New Conventional | |
| Previous Owner | $907,000 | Stand Alone Refi Refinance Of Original Loan | |
| Previous Owner | $1,050,000 | Adjustable Rate Mortgage/ARM | |
| Previous Owner | $1,924,000 | Construction | |
| Previous Owner | $47,000 | Unknown | |
| Previous Owner | $712,500 | Purchase Money Mortgage |
Source: Key West Association of REALTORS®
MLS Number: 620024
APN: 00192910-000000
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