414 E Caribbean Drive, Summerland Key, FL 33042

$3,875,000
Property Type: Residential Bedrooms: 4 Baths: 4 Square Footage: 2,766 Lot Size (sq. ft.): 6,600 Status: Active
Current Price: $3,875,000 List Date: 11/21/2025 Last Modified: 12/14/2025

Description

Discover the Ultimate in Luxury Waterfront Living at This Prime Oceanfront Tropical Gem in Summerland Key.Located in the prestigious community of Summerland Cove—just 30 minutes from Key West—this exceptional deep-water oceanfront estate offers the perfect blend of privacy, beauty, and unparalleled boating access. Completely rebuilt in 2006, this elevated 4BR/3.5BA residence spans 2,766 sq. ft. and is designed to showcase sweeping, unobstructed views of the Atlantic. The grand open living and entertaining space features soaring ceilings and walls of glass that frame endless turquoise water vistas, creating an airy coastal ambiance throughout. Step outside to your own private resort with a sparkling oceanfront pool and spa, surrounded by expansive decks ideal for sunset cocktails or gatherings with family and friends. A rare concrete dock with a cut-in boat slip provides quick, direct access to world-class fishing, diving, and boating—an extraordinary feature highly coveted in the Florida Keys. Outdoor living is elevated with a poolside summer kitchen, multiple lounging decks, and panoramic views in every direction. Upstairs, the spacious primary suite offers breathtaking ocean views, a private balcony, and the ultimate retreat for rest and relaxation. Additional features include impact windows and doors, a metal roof, and a chef's kitchen with granite countertops and stainless steel appliances. This is Luxury Coastal Living at its Finest—a premier oceanfront home offering rare amenities, deepwater access, and unforgettable views in one of the Florida Keys' most sought-after communities.

More Information MLS# 617413

Contract Information

Listing Board: Key West Association Current Price: $3,875,000 Listing Date: 2025-11-21 List Price: $3,875,000

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 Taxes: 20651.77 Tax Year: 2024 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 SqFt: 6600 Pool: Yes Total Units: 0 Acres: 0.14 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: Discover the Ultimate in Luxury Waterfront Living at This Prime Oceanfront Tropical Gem in Summerland Key.Located in the prestigious community of Summerland Cove—just 30 minutes from Key West—this exceptional deep-water oceanfront estate offers the perfect blend of privacy, beauty, and unparalleled boating access. Completely rebuilt in 2006, this elevated 4BR/3.5BA residence spans 2,766 sq. ft. and is designed to showcase sweeping, unobstructed views of the Atlantic. The grand open living and entertaining space features soaring ceilings and walls of glass that frame endless turquoise water vistas, creating an airy coastal ambiance throughout. Step outside to your own private resort with a sparkling oceanfront pool and spa, surrounded by expansive decks ideal for sunset cocktails or gatherings with family and friends. A rare concrete dock with a cut-in boat slip provides quick, direct access to world-class fishing, diving, and boating—an extraordinary feature highly coveted in the Florida Keys. Outdoor living is elevated with a poolside summer kitchen, multiple lounging decks, and panoramic views in every direction. Upstairs, the spacious primary suite offers breathtaking ocean views, a private balcony, and the ultimate retreat for rest and relaxation. Additional features include impact windows and doors, a metal roof, and a chef's kitchen with granite countertops and stainless steel appliances. This is Luxury Coastal Living at its Finest—a premier oceanfront home offering rare amenities, deepwater access, and unforgettable views in one of the Florida Keys' most sought-after 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: December - 14 - 2025
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