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$3,495,000
414 E Caribbean Drive
Summerland Key, FL 33042
MLS# 620024
4 beds  |  4 baths  |  2766 sqft


414 E Caribbean
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414 E Caribbean Front virtually staged Front Aerial Twilight virtually staged outdoor furnit Twilight virtually staged Pool Sunset Deck with loungers staged Stunning views Pool basin virtually staged Pool virtually staged Dining table virtually staged outdoor kitchen virtually staged Outdoor kitchen Outdoor kitchen 1st level balcony virtually staged Outdoor entertaining virtually staged Front stairs Primary Private Balcony virtually staged Primary bedroom balcony virtualy staged Aerial Aerial Aerial Front Front Aerial Entry Living Living Dining Kitchen Kitchen 1st level 4th bedroom used as office 1st Level guest suite 1st Floor Guest suite ensuite bathroom Landing Primary bedroom Primary bedroom Primary bathroom Primary bathroom Separate laundry 2nd level Guest suite 2nd level Guest ensuite bathroom Cabana Fish cleaning station Carport Pool Aerial Aerial

Property Description
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.

Details
Maps
Contract Information
Listing Board: Key West Association
Current Price: $3,495,000
Listing Date: 2026-05-24
List Price: $3,495,000
Location, Tax & Legal
City: Summerland
Mile Marker: 25
Marathon Neighborhood: N/A
Side: Ocean
Flood Zone: VE,AE,AE
Alternate Key #: 1254801
Parcel #: 00192910-000000
Zoning: IS - Improved Subivision District
Deed Restrictions: Unknown
Legal: BK 1 LT 24 & PORTION OF LAND LYING SWLY OF LOT 24 SUMMERLAND KEY COVE ADDITION #6 PB5-41 SUMMERLAND KEY
Taxes: 21751.54
Tax Year: 2025
Pub Sewer HkUp: Yes
Street #: 414
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
General Property Description
Realtor.COM Type: Residential - Single Family
Waterfront: Yes
Control Depth: 4
Lot Size: 60 X 100
Lot SqFt: 6600
Pool: Yes
Total Units: 0
Acres: 0.15
SqFt Source: Property Data Card
Rentals Allowed: With Restrictions
Min Rental Days: 30
Style: Single Family
Year Built: 1970
Living Apx SqFt: 2766
Total Bedrooms: 4
Full Baths: 3
Half Baths: 1
Total Baths: 4
Remarks & Misc
Remarks – Consumer: 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.
Association Info
Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0
Fee Includes
None: 1
Dockage
Dock Length: 60
Dock: Concrete
Basin: 1
Tax Exemptions
None: 1
Appliances
Dishwasher: 1
Disposal: 1
Dryer: 1
Freezer: 1
Microwave: 1
Oven: 1
Range: 1
Refrigerator: 1
Stainless Steel Appliance(s): 1
Wine Cooler: 1
Pets
Pets Allowed: 1
Cooling
Ceiling Fans(s): 1
Central Air: 1
Heating
Central: 1
Waterfront
Oceanfront: 1
Open Water: 1
Waterview
Ocean View: 1
Open Water View: 1
Floor
Carpet: 1
Tile: 1
Neighborhood Feature
Airstrip: 1
Interior Features
Cathedral Ceilings: 1
Drapes/Blinds Incl: 1
Entrance Foyer: 1
Granite Counter Top: 1
Walk-in Closet(s): 1
Whirlpool Bath Tub: 1
Specialty Rooms
Laundry Room: 1
Media Room: 1
Building Style
Above Flood: Yes
Windows/Doors
Impact Rstnce Doors: 1
Impact Rstnce Window: 1
Vehicle Storage
Car(s): 2
Carport: 1
Open Parking: 1
Construction
Combo Construction: 1
Land Size
Less Than 1/4 Acre: 1
Furnished
Negotiable: 1
Utilities
FKAA: 1
Municipal Sewer: 1
Porch/Balcony
Open Porch/Balcony: 1
Patio: 1
Exterior Features
Built-in Grill: 1
Fencing: 1
Hot Tub: 1
Lanai: 1
Outdoor Kitchen: 1
Storage: 1
Pool Info
In Ground: 1
Concrete: 1
Roof
Metal Roof: 1
Status Change Info
Status: Active
Property Features
Fee Includes: None
Tax Exemptions: None
Waterfront: Oceanfront; Open Water
Waterview: Ocean View; Open Water View
Dockage: Basin
Vehicle Storage: Carport; Open Parking
Furnished: Negotiable
Cooling: Ceiling Fans(s); Central Air
Heating: Central
Utilities: FKAA; Municipal Sewer
Interior Features: Cathedral Ceilings; Drapes/Blinds Incl; Entrance Foyer; Granite Counter Top; Walk-in Closet(s); Whirlpool Bath Tub
Specialty Rooms: Laundry Room; Media Room
Appliances: Dishwasher; Disposal; Dryer; Freezer; Microwave; Oven; Range; Refrigerator; Stainless Steel Appliance(s); Wine Cooler
Exterior Features: Built-in Grill; Fencing; Hot Tub; Lanai; Outdoor Kitchen; Storage
Pool Info: In Ground; Concrete
Construction: Combo Construction
Floor: Carpet; Tile
Roof: Metal Roof
Pets: Pets Allowed
Neighborhood Feature: Airstrip
Land Size: Less Than 1/4 Acre

Listing Office: The Agency Florida Keys

Last Updated: May - 24 - 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.