About 414 E Caribbean Drive
Discover the Ultimate in Luxury Waterfront Living at This Prime Oceanfront Tropical Gem in Summerland Key.Located in the prestigious community of Summerland Cove--just 30 minutes from Key West--this exceptional deep-water oceanfront estate offers the perfect blend of privacy, beauty, and unparalleled boating access.Completely rebuilt in 2006, this elevated 4BR/3.5BA residence spans 2,766 sq. ft. and is designed to showcase sweeping, unobstructed views of the Atlantic. The grand open living and entertaining space features soaring ceilings and walls of glass that frame endless turquoise water vistas, creating an airy coastal ambiance throughout.Step outside to your own private resort with a sparkling oceanfront pool and spa, surrounded by expansive decks ideal for sunset cocktails or gatherings with family and friends. A rare concrete dock with a cut-in boat slip provides quick, direct access to world-class fishing, diving, and boating--an extraordinary feature highly coveted in the Florida Keys.Outdoor living is elevated with a poolside summer kitchen, multiple lounging decks, and panoramic views in every direction. Upstairs, the spacious primary suite offers breathtaking ocean views, a private balcony, and the ultimate retreat for rest and relaxation.Additional features include impact windows and doors, a metal roof, and a chef's kitchen with granite countertops and stainless steel appliances.This is Luxury Coastal Living at its Finest--a premier oceanfront home offering rare amenities, deepwater access, and unforgettable views in one of the Florida Keys' most sought-after communities.
Features of 414 E Caribbean Drive
| MLS® # | 617413 |
|---|---|
| Price | $3,875,000 |
| Bedrooms | 4 |
| Bathrooms | 4.00 |
| Full Baths | 3 |
| Half Baths | 1 |
| Square Footage | 2,766 |
| Acres | 0.14 |
| Year Built | 1970 |
| Type | Residential |
| Sub-Type | Single Family |
| Status | Active |
Community Information
| Address | 414 E Caribbean Drive |
|---|---|
| Area | 08 - Summerland Key |
| Subdivision | Summerland Key Cove (25.0) |
| City | Summerland |
| County | Monroe |
| State | FL |
| Zip Code | 33042 |
Amenities
| Amenities | Airstrip |
|---|---|
| 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, Whirlpool Bath Tub, Walk-in Closet(s), Granite Counter Top, Entrance Foyer, Cathedral Ceilings |
|---|---|
| Appliances | Dryer, Stainless Steel Appliance(s), Wine Cooler, Freezer, Disposal, Microwave, Oven, Range, Refrigerator, Dishwasher |
| Heating | Central |
| Cooling | Central Air, Ceiling Fans(s) |
| Fireplace | No |
Exterior
| Exterior Features | Built-in Grill, Storage, Outdoor Kitchen, Lanai, Hot Tub, Fencing |
|---|---|
| Lot Description | Less Than 1/4 Acre |
| Windows | Impact Rstnce Window, Impact Rstnce Doors |
| Roof | Metal Roof |
| Construction | Combo Construction |
Additional Information
| Date Listed | November 21st, 2025 |
|---|---|
| Days on Market | 58 |
| Zoning | IS - Improved Subivision District |
| Short Sale | No |
| RE / Bank Owned | No |
| HOA Fees | 0.00 |
Listing Details
| Agent | Lisa Swanson |
|---|---|
| Office | The Agency Florida Keys |