414 E Caribbean Drive

Summerland Key, FL
$ 3,495,000 Beds 4 Baths 3.5 Sq 2,766
Monthly Estimate* How much can I afford?

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

Single Family

  • Price
  • $ 3,495,000
  • City
  • Summerland Key
  • Bedrooms
  • 4
  • Full Bathrooms
  • 3
  • County
  • MONROE
  • Half Bathrooms
  • 1
  • Area
  • Summerland Key
  • Lot Size
  • 0.15 Acres
  • Zip
  • 33042
  • Sqr Footage
  • 2,766
  • Year Built
  • 1970
  • Taxes
  • $ 21751
  • Style
  • Single Family
  • MLS#
  • 620024
Listed By: The Agency Florida Keys
Data Source: Florida Keys MLS (FLKMLS)

Features

General

Living Area 2766.00
Construction Combo Construction
Heating Central
Cooling Central Air,Ceiling Fans(s)
Utilities FKAA,Municipal Sewer
Roof Metal Roof
Appliances Dryer,Stainless Steel Appliance(s),Wine Cooler,Freezer,Disposal,Microwave,Oven,Range,Refrigerator,Dishwasher
Flood Zone VE,AE,AE
Zoning IS - Improved Subivision District
HOA Fee 0.00
Pets Allowed Y/N Pets Allowed
Status Active
Full Baths 3
Half Baths 1
Year Built 1970
Subdivision Summerland Key Cove (25.0)
Style Single Family
View Ocean View,Open Water View
County Monroe
Property Type A
Deed Restrictions Unknown
Tax Year 2025
Tax Exemptions None
Neighborhood Feature Airstrip
Fee Includes None
Acres 0.15
Lot Sqft 6600.00
Rental Allowed With Restrictions
Taxes 21751.54
Building Style: Above Flood Yes
Control Depth 4
Dockage Basin
Dockage: Dock Concrete
Dockage: Dock Length 60
Legal Description BK 1 LT 24 & PORTION OF LAND LYING SWLY OF LOT 24 SUMMERLAND KEY COVE ADDITION #6 PB5-41 SUMMERLAND KEY
Min Rental Days 30.00

Interior Features

Interior Amenities Drapes/Blinds Incl,Whirlpool Bath Tub,Walk-in Closet(s),Granite Counter Top,Entrance Foyer,Cathedral Ceilings
Total Units 0.00
Furnished Y/N Negotiable
Total Bedrooms 4
Flooring Tile,Carpet
Specialty Rooms Laundry Room,Media Room
Total Bathrooms 4.00

Exterior Features

Exterior Amenities Built-in Grill,Storage,Outdoor Kitchen,Lanai,Hot Tub,Fencing
Waterfront Yes
Pool Yes
Waterfront Oceanfront,Open Water
Lot Size 60 X 100
Land Size Less Than 1/4 Acre
Pool Info In Ground,Concrete
Porch/Balcony Open Porch/Balcony,Patio
Public Sewer Hookup Yes
Side Ocean
Vehicle Storage Carport,Open Parking
Vehicle Storage: Car(s) 2
Windows/Doors Impact Rstnce Window,Impact Rstnce Doors

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Doral, FL office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA, or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

5/26/2026 Listed $3,495,000

Property vs Zip Code Average in 33042

Price
AVG $1.82M
$3.5M
Taxes
AVG $7,950
$21,751
Year Built
AVG 1995
1970
Visits
AVG 129
154
Data Provided by Inside Real Estate®

Areas That We Cover

414 E Caribbean Drive Summerland Key, FL is a Single Family Home for sale at $3495000 with 2766 sqft and a lot size of 0.15 Acres Acre(s). 414 E Caribbean Drive Summerland Key has 4 bedrooms, 3 baths and was built in 1970. The property's zip code is 33042 which is in Summerland Key, FL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 7.375% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided 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.