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Aerial view of palm-lined waterfront homes beside clear turquoise water.
Pale blue waterfront home with a pool, dock, balconies, and spiral staircase.
Pale blue two-story coastal home with a white balcony, tropical palms, and a brick walkway.
Aerial view of a white-roofed waterfront home, marked by a red arrow, along turquoise water.
Aerial view of a waterfront home with a pool, dock, and boats at dusk.
Coastal home with lit balconies, a pool, and a boat lift at dusk
Waterfront pool and raised spa on a paver deck at sunset, framed by tropical greenery.
Aerial view of waterfront homes and palm-lined streets beside the bay at sunset.
Waterfront patio with white lounge chairs, brick paving, and a view across blue water.
Outdoor kitchen sink and champagne glasses overlooking turquoise ocean
Aqua waterfront home with white balconies, patio loungers, and a boat dock beside turquoise water.
Two-story coastal home with a curved pool, raised spa, white balconies, and boats along the canal.
Covered patio with white dining set, spiral staircase, outdoor grill, and ocean view.
Covered waterfront patio with an outdoor kitchen, dining area, small pool, and ocean views.
Outdoor kitchen with stainless appliances and bar overlooking turquoise water beside a white spiral staircase.
Oceanfront outdoor kitchen with a stainless steel grill, sink, and refrigerator beneath a covered patio.
Covered waterfront patio with white dining furniture, ceiling fans, and turquoise water views.
Covered balcony with white seating and dining set overlooking turquoise water.
Covered entry with tiled stairs, white railings, and tropical plants.
Covered oceanfront balcony with white seating, palm trees, and turquoise water views.
Covered oceanfront balcony with white lounge seating and turquoise water views.
Aerial view of a pale blue waterfront home with a dock and boat on a turquoise canal.
Aerial view of waterfront homes lining a turquoise canal, with private docks, boats, and pools.
Aerial view of canal-front homes, with a light-blue house and pool near the center.
Aerial view of pale-blue coastal homes beside turquoise water, with palm trees and white roofs.
Aerial view of a two-story waterfront home with a white roof and tropical landscaping.
Aerial view of coastal homes beside turquoise water, with palm trees and a road in the foreground.
Entry hall with nautical decor opens to a living room and ocean-view balcony.
Living room with vaulted ceilings, turquoise sofas, fish sculptures, and water views through sliding glass doors.
Open-plan living room with pale blue sofas, dark wood kitchen cabinetry, and fish sculptures on a tall wall.
Open-plan kitchen and living room with dark wood cabinetry, a round dining table, and blue seating.
Waterfront kitchen with a granite island and sliding doors overlooking the ocean.
Kitchen with dark wood cabinetry and granite island, opening to an ocean-view balcony.
Home office with a desk and chair facing large windows overlooking the water.
Furnished bedroom with a floral-covered bed, blue pillows, ceiling fan, and window blinds.
Bathroom with a tan-tiled walk-in shower, dark wood vanity, and large mirror.
Bedroom with striped bedding and sliding glass doors overlooking the ocean.
Furnished bedroom with a striped bed, white dressers, hardwood floors, and coastal artwork.
Bathroom with a double vanity, tiled tub, glass shower, and windows overlooking the water.
Bathroom with a tiled soaking tub beside a glass-enclosed shower and wide window.
Laundry room with stacked front-loading washer and dryer beside a sink and wood cabinets.
Bedroom with a king bed, colorful coastal-patterned quilt, dark wood furniture, and ceiling fan.
Bathroom with a dark wood vanity and a glass-enclosed tan tile shower.
Waterfront room with a built-in bar, dark wood ceiling, and glass doors opening to a sunny patio.
Waterfront dock with a swim ladder and boat lift overlooking blue water.
Covered patio with pale blue siding, white French doors, and a row of supporting columns.
Freeform backyard pool with an attached circular spa and stone-paved surround.
Aerial view of a waterfront home with a light metal roof, pool, patio, and canal dock.
Aerial view of palm-lined waterfront homes beside turquoise water and small islands.
SEE ALL PHOTOS
Aerial view of palm-lined waterfront homes beside clear turquoise water.
Pale blue waterfront home with a pool, dock, balconies, and spiral staircase.
Pale blue two-story coastal home with a white balcony, tropical palms, and a brick walkway.
Aerial view of a white-roofed waterfront home, marked by a red arrow, along turquoise water.
Aerial view of a waterfront home with a pool, dock, and boats at dusk.
Coastal home with lit balconies, a pool, and a boat lift at dusk
Waterfront pool and raised spa on a paver deck at sunset, framed by tropical greenery.
Aerial view of waterfront homes and palm-lined streets beside the bay at sunset.
Waterfront patio with white lounge chairs, brick paving, and a view across blue water.
Outdoor kitchen sink and champagne glasses overlooking turquoise ocean
Aqua waterfront home with white balconies, patio loungers, and a boat dock beside turquoise water.
Two-story coastal home with a curved pool, raised spa, white balconies, and boats along the canal.
Covered patio with white dining set, spiral staircase, outdoor grill, and ocean view.
Covered waterfront patio with an outdoor kitchen, dining area, small pool, and ocean views.
Outdoor kitchen with stainless appliances and bar overlooking turquoise water beside a white spiral staircase.
Oceanfront outdoor kitchen with a stainless steel grill, sink, and refrigerator beneath a covered patio.
Covered waterfront patio with white dining furniture, ceiling fans, and turquoise water views.
Covered balcony with white seating and dining set overlooking turquoise water.
Covered entry with tiled stairs, white railings, and tropical plants.
Covered oceanfront balcony with white seating, palm trees, and turquoise water views.
Covered oceanfront balcony with white lounge seating and turquoise water views.
Aerial view of a pale blue waterfront home with a dock and boat on a turquoise canal.
Aerial view of waterfront homes lining a turquoise canal, with private docks, boats, and pools.
Aerial view of canal-front homes, with a light-blue house and pool near the center.
Aerial view of pale-blue coastal homes beside turquoise water, with palm trees and white roofs.
Aerial view of a two-story waterfront home with a white roof and tropical landscaping.
Aerial view of coastal homes beside turquoise water, with palm trees and a road in the foreground.
Entry hall with nautical decor opens to a living room and ocean-view balcony.
Living room with vaulted ceilings, turquoise sofas, fish sculptures, and water views through sliding glass doors.
Open-plan living room with pale blue sofas, dark wood kitchen cabinetry, and fish sculptures on a tall wall.
Open-plan kitchen and living room with dark wood cabinetry, a round dining table, and blue seating.
Waterfront kitchen with a granite island and sliding doors overlooking the ocean.
Kitchen with dark wood cabinetry and granite island, opening to an ocean-view balcony.
Home office with a desk and chair facing large windows overlooking the water.
Furnished bedroom with a floral-covered bed, blue pillows, ceiling fan, and window blinds.
Bathroom with a tan-tiled walk-in shower, dark wood vanity, and large mirror.
Bedroom with striped bedding and sliding glass doors overlooking the ocean.
Furnished bedroom with a striped bed, white dressers, hardwood floors, and coastal artwork.
Bathroom with a double vanity, tiled tub, glass shower, and windows overlooking the water.
Bathroom with a tiled soaking tub beside a glass-enclosed shower and wide window.
Laundry room with stacked front-loading washer and dryer beside a sink and wood cabinets.
Bedroom with a king bed, colorful coastal-patterned quilt, dark wood furniture, and ceiling fan.
Bathroom with a dark wood vanity and a glass-enclosed tan tile shower.
Waterfront room with a built-in bar, dark wood ceiling, and glass doors opening to a sunny patio.
Waterfront dock with a swim ladder and boat lift overlooking blue water.
Covered patio with pale blue siding, white French doors, and a row of supporting columns.
Freeform backyard pool with an attached circular spa and stone-paved surround.
Aerial view of a waterfront home with a light metal roof, pool, patio, and canal dock.
Aerial view of palm-lined waterfront homes beside turquoise water and small islands.
For Sale

414 E Caribbean Drive

414 E Caribbean Drive, Summerland Key, FL 33042

$3,495,000
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

4
beds

4
baths

2,766 Sq.Ft. LIVING AREA

6,600 Sq.Ft. lot

Lisa Swanson

Lisa Swanson

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms4
  • full bathrooms3
  • half bathroom1
  • Laundry room Laundry Room
  • Flooring Tile, Carpet
  • APPLIANCES Stainless Steel Appliance(s), Dishwasher, Disposal, Dryer, Freezer, Microwave, Oven, Range, Refrigerator, Wine Cooler
  • other interior Features Entrance Foyer, Walk-in Closet(s), Cathedral Ceilings, Drapes/Blinds Incl, Granite Counter Top, Whirlpool Bath Tub, Media Room

Area & Lot

  • Status For Sale
  • Living Area2,766 Sq.Ft.
  • Total Area2,766 Sq.Ft.
  • Lot Area6,600 Sq.Ft.
  • MLS® ID620024
  • TypeResidential
  • YEAR BUILT1970
  • NeighborhoodSummerland Key
  • Architecture StylesAbove Flood
  • View DescriptionOpen Water View, Ocean

Exterior

  • PoolConcrete, In Ground
  • roofMetal
  • parkingOpen, Carport
  • HEAT TYPECentral
  • AIR CONDITIONINGCentral Air, Ceiling Fans(s)
  • other exterior FeaturesBuilt-in Grill, Fencing, Hot Tub, Lanai, Outdoor Kitchen, Storage

Financial

  • Sales Price$3,495,000
  • Real Estate Tax $21,752/yr
  • Zoning IS - Improved Subivision District
Pale blue waterfront home with a pool, dock, balconies, and spiral staircase.

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Schedule a Showing

I would love to show you our beautiful property. Please select your preferred date and time below. I will be in touch shortly to confirm your appointment.

Thank you for your interest in 414 E Caribbean Drive, Summerland Key, FL 33042. We are reviewing your request and will be in touch shortly!
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Summerland Key

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Contact Details

Lisa Swanson

Phone

(305) 924-3777

Email

[email protected]

Open hours

24/7

Address

422 Fleming Street Suite 7 Key West, FL 33040

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