414 E Caribbean Drive, Summerland Key, FL

$3,495,000

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4

Beds

4

Baths

2,766

Square feet

0.15

Acres

About 414 E Caribbean Drive

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.

Features of 414 E Caribbean Drive

MLS® # 620024
Price $3,495,000
Bedrooms 4
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,766
Acres 0.15
Year Built 1970
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 414 E Caribbean Drive
Area 08 - Summerland Key
Subdivision Summerland Key Cove (25.0)
City Summerland Key
County Monroe
State FL
Zip Code 33042

Amenities

Utilities FKAA, Municipal Sewer
Parking Spaces 2
Parking Carport, Open Parking
View Ocean View, Open Water View
Is Waterfront Yes
Waterfront Oceanfront, Open Water
Has Pool Yes
Pool In Ground, Concrete

Interior

Interior Features Drapes/Blinds Incl, Cathedral Ceilings, Entrance Foyer, Granite Counter Top, Walk-in Closet(s), Whirlpool Bath Tub
Appliances Dryer, Dishwasher, Refrigerator, Range, Oven, Microwave, Disposal, Freezer, Wine Cooler, Stainless Steel Appliance(s)
Heating Central
Cooling Central Air, Ceiling Fans(s)
Fireplace No
Has Basement No

Exterior

Exterior Features Built-in Grill, Fencing, Hot Tub, Lanai, Outdoor Kitchen, Storage
Lot Description Less Than 1/4 Acre
Windows Impact Rstnce Window, Impact Rstnce Doors
Roof Metal Roof
Construction Combo Construction

Additional Information

Date Listed May 24th, 2026
Days on Market 7
Zoning IS - Improved Subivision District
Short Sale No
RE / Bank Owned No

Listing Details

AgentLisa Swanson
OfficeThe Agency Florida Keys

Listing Map

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