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414 E Caribbean Drive, Summerland Key, FL 33042

New Listing
$3,495,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,766 Lot Size (sq. ft.): 6,600 Status: Active
Current Price: $3,495,000 List Date: 5/24/2026 Last Modified: 5/24/2026

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.

More Information MLS# 620024

Contract Information

Current Price: $3,495,000 Listing Date: 2026-05-24 Listing Board: Key West Association List Price: $3,495,000

Location Tax Legal

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 Style: Single Family Waterfront: Yes Control Depth: 4 Pool: Yes Year Built: 1970 Lot Size: 60 X 100 Lot SqFt: 6600 Acres: 0.15 Living Apx SqFt: 2766 SqFt Source: Property Data Card Total Bedrooms: 4 Full Baths: 3 Half Baths: 1 Total Baths: 4 Rentals Allowed: With Restrictions Min Rental Days: 30

Status Change Info

Status: Active

Association Info

Mandatory Home Owners Asc: No 1st Right of Refusal: No

Dockage

Dock Length: 60 Dock: Concrete

Building Style

Above Flood: Yes

Vehicle Storage

Car(s): 2

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.

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