55 Two Turtles Ln, Key West, FL 33040
Property image
Property image
OFF MARKET

55 Two Turtles Ln
Key West, FL 33040

  • 5 Beds
  • 4.5 Baths
  • 6,325 sqft (on 0.93 acres)

$4,430,900

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $25,789/mo*
Refinance Your Home

$4,430,900

Trulia Estimate
as of Jul 27, 2026
Est. Refi. Payment $25,789/mo*
Refinance Your Home
5 Beds
4.5 Baths
6,325 sqft
(on 0.93 acres)

Local Information

  • Map ViewExplore the area around 55 Two Turtles Ln.
  • Schools1 Preschool School2 Elementary Schools1 Middle School2 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2002
Lot Size
0.93 acres
Living Area
6,325 sqft
Price/Sqft
$701
Parking
Garage
HOA
$1,015/Monthly

About this House

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.
55 Two Turtles Ln, Key West, FL 33040 is a 5 bedroom, 5 bathroom, 6,325 sqft single-family home built in 2002. It last sold for $4,400,000 on May 8, 2025 (12% below the $5,000,000 asking price). It is currently off market. The Trulia Estimate is $4,430,900, with a rent estimate of $8,122/month.

Home Details for 55 Two Turtles Ln

Interior Features

Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 6325 Square Feet
Appliances & Utilities
Appliances: More Appliances, Washer, Dryer, Dishwasher, Range, Oven, Microwave, Disposal, Freezer, Gas Appliances, Ice Maker, Stainless Steel Appliance(s)DishwasherDisposalDryerMicrowaveWasher
Levels, Entrance, & Accessibility
Accessibility: Accessible Elevator Installed
View
No View
Security
Security: Security Gate, On Premises System

Exterior Features

Exterior Home Features
Patio / Porch: LanaiFencing: PrivacyExterior: Bar, Built-in Barbecue, Chickee Hut, Lighting, Outdoor Kitchen, Outdoor Shower, Storage, Water DisplayHas a Private Pool
Parking & Garage
Has a GarageNo Attached GarageParking: Garage
Pool
Pool: In Ground, ConcretePool
Frontage
WaterfrontOn Waterfront

Property Information

Year Built
Year Built: 2002
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family Residence
Building
Construction Materials: CBS, Concrete, Combo Construction

Price & Status

Price
List Price: $5,000,000

Active Status

MLS Status: Closed

Media

Location

Direction & Address
City: Shark KeyCommunity: Shark Key (11.0)

Building

Building Area
Building Area: 6325 Square Feet

Community

Community Features: Clubhouse, Beach, Other

HOA

HOA Fee Includes: Common Area Mnt, Security, OtherHas an HOAHOA Fee: $3,046/Quarterly

Lot Information

Lot Area: 0.93 acres

Miscellaneous

Mls Number: 614349

Additional Information

ClubhouseBeachOther
Last check for updates: about 14 hours ago
Listed by Jenna Stauffer, (260) 433-2319
Ocean Sotheby's International Realty
Bought with: Shannon Mahaffey, (305) 433-1670, Key West Luxury Real Estate Inc (KW)
Source: FLKMLS, MLS#614349

Price History for 55 Two Turtles Ln

DatePriceEventSource
05/08/2025$4,400,000Sold
FLKMLS #614349
05/05/2025$5,000,000PendingFLKMLS #614349
04/18/2025$5,000,000ContingentFLKMLS #614349
03/26/2025$5,000,000Listed For SaleFLKMLS #614349
03/18/2025$5,000,000ListingRemovedKey West AOR #613735
02/17/2025$5,000,000Listed For SaleFLKMLS #613735
02/15/2025$4,999,999ListingRemovedFLKMLS #608292
10/03/2024$4,999,999PriceChange
Key West AOR #608292
07/02/2024$5,410,000PriceChange
Key West AOR #608292
05/23/2024$5,900,000PriceChange
Key West AOR #608292
01/22/2024$6,900,000Listed For SaleKey West AOR #608292
05/16/2016$2,850,000Sold
FLKMLS #118845
05/03/2016$2,995,000PendingAgent Provided
02/10/2016$2,995,000PriceChange
Agent Provided
11/17/2015$3,299,000PriceChange
Agent Provided
11/12/2013$3,700,000Listed For SaleAgent Provided
06/16/2005$3,175,000Sold
N/A

Market trends in Big Coppitt Key

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
31
3MoM
Skip to last item
  • Results are loading
Skip to first item

Property Tax and Assessment

Year2025
Tax$36,798
Assessment$4,385,790
Home facts updated by county records

Comparable Sales for 55 Two Turtles Ln

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
51 Cannon Royal Dr, Key West, FL
0.03
Single-Family Home
$4,000,000
02/20/26
3
3.5
4,045
37 Cannon Royal Dr, Key West, FL
0.16
Single-Family Home
$4,000,000
10/24/25
4
4.5
3,750
24 Cannon Royal Dr, Key West, FL
0.33
Single-Family Home
$4,100,000
05/11/26
4
4
4,176
8 Jade Dr, Key West, FL
0.69
Single-Family Home
$1,250,000
03/10/26
4
3.5
2,576
1 Emerald Dr, Key West, FL
0.88
Single-Family Home
$1,950,000
10/17/25
4
4.5
2,523
5 Emerald Dr, Key West, FL
0.81
Single-Family Home
$1,120,000
07/01/26
3
2
1,409
25 Flipper Rd, Key West, FL
0.87
Single-Family Home
$870,000
01/13/26
3
2.5
1,461
24 Cactus Dr, Key West, FL
0.90
Single-Family Home
$910,000
06/26/26
2
2
1,158
1427 Boca Chica Rd, Key West, FL
1.60
Single-Family Home
$1,325,000
09/24/25
5
2.5
2,816

Nearby homes

Get a sense of prices in the area by checking nearby homes.
Skip to last item
Skip to first item

Assigned Schools

These are the assigned schools for 55 Two Turtles Ln.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Big Coppitt Key

At least 6 Trulia users voted on each feature.

  • 100 % Say parking is easy

  • 100 % Say people would walk alone at night

  • 92 % Say it's dog friendly

  • 89 % Say they plan to stay for at least 5 years

  • 83 % Say yards are well-kept

  • 78 % Say kids play outside

  • 73 % Say there's holiday spirit

  • 71 % Say car is needed

  • 67 % Say it's walkable to restaurants

  • 67 % Say it's quiet

  • 64 % Say neighbors are friendly

  • 64 % Say there's wildlife

  • 44 % Say it's walkable to grocery stores

  • 29 % Say there are community events

  • 13 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.
  • Tiffany S.
    "People aren’t in your business but if someone needs help there is always someone willing to help out"
    0
    Flag
  • Robert K.
    "My commute to Key West daily during rush hour takes about 20 minutes to drive only 6 miles due to traffic."
    0
    Flag
  • Robert K
    "Easy 15 minute commute to Key West except for rush hour in the morning. Public transportation is a 5 minute walk."
    0
    Flag
  • Diez1958
    "this is a good friendly community. it has access to public transportation. it has 2 gas stations and one is open all night. i love it here."
    0
    Flag

LGBTQ Local Legal Protections

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

20 pet-friendly rentals in Key West, FL

Explore by feature - Garage

9 rentals with a garage in Key West, FL

Explore by feature - Air Conditioning

103 rentals with air conditioning in Key West, FL

Explore by feature - Pool

68 rentals with a pool in Key West, FL

Explore by feature - Washer/dryer

75 rentals with a washer/dryer in Key West, FL

Explore by feature - Outdoor Space

12 rentals with an outdoor space in Key West, FL

Homes for sale near 55 Two Turtles Ln

Skip to last item
Skip to first item

Off Market Homes Near 55 Two Turtles Ln

Skip to last item
Skip to first item
MLS Internet Data Exchange (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, and that the data is deemed reliable but is not guaranteed accurate by the Florida Keys MLS.