Main Content

414 E CARIBBEAN DRIVE, SUMMERLAND, FL 33042

414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #1
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #2
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #3
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #4
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #5
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #6
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #7
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #8
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #9
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #10
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #11
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #12
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #13
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #14
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #15
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #16
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #17
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #18
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #19
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #20
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #21
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #22
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #23
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #24
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #25
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #26
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #27
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #28
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #29
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #30
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #31
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #32
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #33
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #34
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #35
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #36
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #37
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #38
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #39
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #40
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #41
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #42
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #43
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #44
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #45
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #46
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #47
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #48
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #49
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #50
Scroll Down For Property Details
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #1
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #2
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #3
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #4
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #5
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #6
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #7
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #8
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #9
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #10
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #11
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #12
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #13
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #14
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #15
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #16
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #17
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #18
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #19
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #20
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #21
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #22
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #23
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #24
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #25
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #26
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #27
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #28
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #29
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #30
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #31
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #32
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #33
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #34
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #35
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #36
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #37
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #38
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #39
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #40
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #41
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #42
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #43
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #44
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #45
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #46
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #47
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #48
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #49
414 E Caribbean Drive, Summerland, FL 33042 | Slideshow Image #50
Home » 414 E CARIBBEAN DRIVE, SUMMERLAND, FL 33042
414 E Caribbean Drive Summerland, FL 33042
Listing #620024
Listing Courtesy of The Agency Florida Keys
  • Beds 4
  • Baths 3 | 1
  • SQFT 2,766
$3,495,000
  • Status Active
  • Year Built 1970
  • Property Type house

About This Property

OCEANFRONT, CBS, 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 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

Property Details

Location Information +
Interior Features +
Exterior Features +
Additional Information +
The data relating to real estate on this website comes in part from the Internet Data Exchange (IDX) program of the Key West Association of REALTORS®. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. All Information Is Deemed Reliable But Is Not Guaranteed Accurate.
Key West data last updated at November 7, 2026, 11:34 PM ET
Powered by iHomefinder
Skip to content