414 E Caribbean Drive, Summerland Key, FL 33042 (MLS# 620024)

414 E Caribbean Drive, Summerland Key, FL 33042

$3,495,000

Twilight virtually staged outdoor furnit

Primary Private Balcony virtually staged

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: 8/31/2026

Overview

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 or office 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 ca ... (Read more)

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Listing Details MLS# 620024

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

Contract Information

Listing Board: Key West Association

General Property Description

Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 4
Pool: Yes
Year Built: 1970
Lot SqFt: 6600
Acres: 0.15
Living Apx SqFt: 2766
SqFt Source: Property Data Card
Total Bedrooms: 4
Full Baths: 3
Half Baths: Yes
Total Baths: 4
Rentals Allowed: With Restrictions
Min Rental Days: 30

Association Info

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

Dockage

Dock Length: 60
Dock: Concrete

More Information

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: August - 31 - 2026

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