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
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.