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414 E Caribbean Drive, Summerland Key, FL 33042

$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: 5/31/2026

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 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 commu ...

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
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 KEY
Taxes
21751.54
Tax Year
2025
Pub Sewer HkUp
Yes

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
Total Units
0

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No
Association Fee $
0

Dockage

Dock Length
60
Dock
Concrete
Basin
Yes

More Information

Building Style

Above Flood
Yes

Vehicle Storage

Car(s)
2
Carport
Yes
Open Parking
Yes

Remarks & Misc

Remarks – Consumer
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.

Fee Includes

None
Yes

Tax Exemptions

None
Yes

Appliances

Dishwasher
Yes
Disposal
Yes
Dryer
Yes
Freezer
Yes
Microwave
Yes
Oven
Yes
Range
Yes
Refrigerator
Yes
Stainless Steel Appliance(s)
Yes
Wine Cooler
Yes

Pets

Pets Allowed
Yes

Cooling

Ceiling Fans(s)
Yes
Central Air
Yes

Heating

Central
Yes

Waterfront

Oceanfront
Yes
Open Water
Yes

Waterview

Ocean View
Yes
Open Water View
Yes

Floor

Carpet
Yes
Tile
Yes

Neighborhood Feature

Airstrip
Yes

Interior Features

Cathedral Ceilings
Yes
Drapes/Blinds Incl
Yes
Entrance Foyer
Yes
Granite Counter Top
Yes
Walk-in Closet(s)
Yes
Whirlpool Bath Tub
Yes

Specialty Rooms

Laundry Room
Yes
Media Room
Yes

Windows/Doors

Impact Rstnce Doors
Yes
Impact Rstnce Window
Yes

Construction

Combo Construction
Yes

Land Size

Less Than 1/4 Acre
Yes

Furnished

Negotiable
Yes

Utilities

FKAA
Yes
Municipal Sewer
Yes

Porch/Balcony

Open Porch/Balcony
Yes
Patio
Yes

Exterior Features

Built-in Grill
Yes
Fencing
Yes
Hot Tub
Yes
Lanai
Yes
Outdoor Kitchen
Yes
Storage
Yes

Pool Info

In Ground
Yes
Concrete
Yes

Roof

Metal Roof
Yes

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 - 31 - 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.