Anchor Line Realty

Anchor Line Realty specializes in buyer brokerage, real estate sales listings, and long term property management in Key West & the Florida Keys.

Call: (305) 766-6835

$4,400,000
55 Two Turtles Lane
Shark Key, FL 33040
MLS# 614349
Status: Closed
5 beds  |  5 baths  |  6325 sqft
 | 
Back twilight
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Back twilight Back night Back night Shark Key Drone back of home Back daytime Drone back exterior 55 2 Turtles Ln_1oakstudios_81 Front of home Front of home Wallfall / front Waterfall Acre of land Double lot Driveway entrance Double garage Front walkway front & fountain Front terrace Front terrace Front terrace Living area Dining area Living area Living area Dining Front hallway Kitchen kitchen Kitchen terrace Elevator lanai style lounge Pool from terrace terrace Pool area Tiki hut | outdoor kitchen Tiki hut | Outdoor kitchen Firepit Outdoor area Terrace lanai-style kitchen Entrance hallway to covered lanai Primary bedroom Primary Bedroom Primary Bedroom Primary Closet Primary Bathroom Primary Bathroom Primary Bathroom Bedroom used as office Bedroom used as office Guest bathroom Guest bathroom Guest bedroom upstairs guest suite living area Upstairs guest suite living area Elevator Upstairs guest kitchen Upstairs guest bedroom Upstairs Guest bedroom Upstairs guest bedroom Guest bathroom Upstairs guest bedroom Upstairs Guest bedroom Attic space Attic space Laundry Room Back daytime Outdoor area Gated Outdoor shower Observation dock observation dock Observation dock view from back of home Enclosed downstairs area Garage area for multiple cars workshop Front drone Driveway entrance Front from road Shark Key Shark Key Beach Area Shark Key Beach Area Shark Key Common Area Tennis/pickleball Courts 55 2 Turtles Ln_1oakstudios_88

Property Description
Welcome to one of Shark Key's most extraordinary waterfront estates—an exceptional opportunity on a rare double lot. Nearly an acre of land makes this one of the largest properties on the island, offering unparalleled space, privacy, and potential. This five-bedroom, five-bathroom residence spans 6,325 square feet with a grand, well-designed layout featuring soaring ceilings, multiple living areas, and an elevator for easy access to all levels. The expansive garage provides space for multiple vehicles and a personal workshop. A full-house generator adds peace of mind. The home blends lush tropical landscaping with a refined British Colonial aesthetic, creating an elegant coastal retreat. Outdoor highlights include a large pool, tiki hut, fire pit, outdoor kitchen, and an expansive terrace perfect for entertaining or relaxing in the ocean breeze. An observation dock allows you to take in stunning water views. Move-in ready, yet offering a rare opportunity to personalize and tap into the full potential of this exceptional property. Shark Key is a gated community just minutes from Key West, known for its privacy, prestige, and spectacular waterfront estates.

Details
Maps
Contract Information
Current Price: $4,400,000
Listing Date: 2025-03-26
Listing Board: Key West Association
Leased Price Monthly: $4,400,000
Location, Tax & Legal
Street #: 55
Street Name: Two Turtles
Street Suffix: Lane
Key/Island: Shark Key
State/Province: FL
Zip Code: 33040
County: Monroe
Subdivision: Shark Key (11.0)
Area: 05 - Stock Island to Shark Key
General Property Description
Realtor.COM Type: Residential - Single Family
Style: Single Family
Waterfront: Yes
Control Depth: 2
Pool: Yes
Year Built: 2002
Lot SqFt: 40360
Living Apx SqFt: 6325
SqFt Source: Appraisal
Total Bedrooms: 5
Full Baths: 4
Half Baths: 1
Total Baths: 5
Rentals Allowed: With Restrictions
Min Rental Days: 180
Association Info
Mandatory Home Owners Asc: Yes
1st Right of Refusal: No
Association Fee $: 3046
Assoc/Mnt Fee Per: Quarterly
Dockage
Dock: Concrete
Building Style
Above Flood: Unknown
Vehicle Storage
Car(s): 4+
Status Change Info
Under Contract Date: 2025-04-17
Leased Date: 2025-05-08
Leased Price Monthly: $4,400,000
Status: Closed
Property Features
Fee Includes: Common Area Mnt; Security; Other
Tax Exemptions: Homestead
Waterfront: Gulf Front; Open Water
Waterview: Bay/Gulf View; Open Water View
Vehicle Storage: Garage; Covered Parking; Guest Parking
Utilities: FKAA; Propane; Whole House Generatr
Specialty Rooms: Sun/Florida Room; Utility Room; Workshop; Other
Appliances: Dishwasher; Disposal; Dryer; Freezer; Gas Appliances; Ice Machine; Microwave; More Appliances; Oven; Range; Stainless Steel Appliance(s); Washer
Exterior Features: Bar; Built-in Grill; Chickee Hut; Lanai; Lighting; Outdoor Kitchen; Outdoor Shower; Privacy Wall/Fence; Sprinkler System; Storage; Water Display
Accessibility Feat: Accessible Elevator Installed
Pool Info: In Ground; Concrete
Construction: CBS; Combo Construction; Concrete
Pets: Pets Allowed
Neighborhood Feature: Beach; Clubhouse; Tennis Courts; Other Area Features
Security: Electric Gate; On Premises System
Land Size: More than 1 Lot
Listing Office: Ocean Sotheby's International Realty

Last Updated: May - 08 - 2025

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.

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