NOT LISTED FOR SALE

55 Two Turtles Ln Key West, FL 33040

Estimated Value: $4,660,000 - $5,117,000

5 Beds
4.5 Baths
6,325 Sq Ft
$777/Sq Ft Est. Value

Sale Details

Date Sold: May 8, 2025

Last sale price $4,400,000 $696 Per Sq Ft

Est. 12% increase in value since last sale

Current estimated payment $30,627 / mo

22 Days on Market

Highlights

  • Beach
  • Property fronts gulf or ocean
  • Concrete Pool
  • Dock made with concrete
  • Tennis Courts
  • 1-minute walk to The Park

About This Home

As of May 2025

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.

Last Agent to Sell the Property

Jenna Stauffer

Ocean Sotheby's International Realty License #3394848 Listed on: 03/26/2025

Ocean Sotheby's International Realty

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $37,065

Year Built

  • Built in 2002

Lot Details

  • 40,360 Sq Ft Lot
  • Property fronts gulf or ocean
  • Privacy Fence
  • Sprinkler System
  • Property is zoned SR - Sub Urban Residential District

HOA Fees

  • $1,015 Monthly HOA Fees

Home Design

  • Pre-Cast Concrete Construction

Interior Spaces

  • 6,325 Sq Ft Home
  • Bar
  • Workshop
  • Sun or Florida Room
  • Utility Room
  • Gulf Views
  • Impact Glass

Kitchen

  • Oven
  • Range
  • Microwave
  • Freezer
  • Ice Maker
  • Dishwasher
  • Stainless Steel Appliances
  • Disposal

Bedrooms and Bathrooms

  • 5 Bedrooms

Laundry

  • Dryer
  • Washer

Parking

  • Garage
  • Electric Gate
  • Guest Parking

Accessible Home Design

  • Accessible Elevator Installed

Pool

  • Concrete Pool
  • In Ground Pool
  • Outdoor Shower

Outdoor Features

  • Dock made with concrete
  • Tennis Courts
  • Outdoor Water Feature
  • Outdoor Kitchen
  • Lanai
  • Exterior Lighting
  • Outdoor Storage
  • Tiki or Chickee Hut
  • Attached Grill

Utilities

  • Whole House Permanent Generator
  • Propane
  • Public Hookup Available For Sewer

Listing and Financial Details

  • Homestead Exemption
  • Minimum Rental Period: 180

Community Details

Overview

  • Association fees include common area mnt, security
  • Shark Key Subdivision
  • Rental Restrictions

Recreation

  • Beach
  • Tennis Courts

Additional Features

  • Clubhouse
  • Building Security System

Home Details

Home Type

Single Family

Est. Annual Taxes

$37,065

Year Built

Built in 2002

Lot Details

0.93 Acres

HOA Fees

$1,015 per month

Listing Details

  • Property Type: Residential
  • Style: Single Family
  • First Right of Refusal: No
  • Association Fee: 3046.00
  • Mandatory HOA: Yes
  • Dockage Dock: Concrete
  • Fee Includes: Common Area Mnt, Other, Security
  • Key Island: Shark Key
  • Limited Representation: No
  • Marathon Neighborhood: N/A
  • Mile Marker: 11.00
  • Min Rental Days: 180.00
  • M L S Identifier: 20060123165453488875000000
  • Neighborhood Feature: Clubhouse, Other Area Features, Beach, Tennis Courts
  • Pets: Pets Allowed
  • Property Group I D: 19990816212109142258000000
  • Sale Terms: Cash
  • Side: Bay/Gulf
  • State Province: FL
  • Taxes: 37065.20
  • Vehicle Storage: Garage, Covered Parking, Guest Parking
  • Vehicle Storage Cars: 4+
  • Year Built: 2002
  • Alternate Key Number: 8737068
  • Lot Sq Ft: 40360.00
  • Pool Info: In Ground, Concrete
  • Association Maintenance Fee Per: Quarterly
  • Tax Exemptions: Homestead
  • Building Style Above Flood: Unknown
  • Estimated Living Sq Ft: 6325.00
  • Sewer Hook Up: Yes
  • Statistical Purposes Only: No
  • Special Features: None
  • Property Sub Type: Detached

Interior Features

  • Total Bathrooms: 5.00
  • Full Bathrooms: 4
  • Appliances: More Appliances, Stainless Steel Appliance(s), Ice Machine, Gas Appliances, Freezer, Disposal, Microwave, Oven, Range, Dishwasher, Dryer, Washer
  • Half Bathrooms: 1
  • Specialty Rooms: Sun/Florida Room, Other, Workshop, Utility Room
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
  • Total Bedrooms: 5
  • Accessibility Features: Accessible Elevator Installed

Exterior Features

  • Waterfront: Gulf Front, Open Water
  • Waterfront: Yes
  • Construction: CBS, Combo Construction, Concrete
  • Exterior Features: Bar, Water Display, Storage, Sprinkler System, Privacy Wall/Fence, Outdoor Shower, Outdoor Kitchen, Lanai, Lighting, Chickee Hut, Built-in Grill
  • Waterview: Bay/Gulf View, Open Water View
  • Pool: Yes

Utilities

  • Security: Electric Gate, On Premises System
  • Utilities: FKAA, Whole House Generatr, Propane

Lot Info

  • Deed Restrictions: Unknown
  • Land Size: More than 1 Lot

Rental Info

  • Rentals Allowed: With Restrictions

Tax Info

  • Tax Year: 2024

Ownership History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Name Owned For Owner Type

Purchase Details

Listed on
Mar 26, 2025
Closed on
May 8, 2025
Sold by
Bought by
Seller's Agent
Jenna Stauffer
Ocean Sotheby's International Realty
List Price
$5,000,000
Sold Price
$4,400,000
Premium/Discount to List
-$600,000
-12%
Views
126
Current Estimated Value
$4,915,414

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Estimated Appreciation
$515,414
Avg. Annual Appreciation
9.93%

Purchase Details

Listed on
Nov 12, 2013
Closed on
May 13, 2016
Sold by
Bought by
Seller's Agent
416241 416241
Prudential Knight Keyside Pro
Buyer's Agent
Jennifer Newman
Doug Mayberry Real Estate (KW)
List Price
$3,700,000
Sold Price
$2,850,000
Premium/Discount to List
-$850,000
-22.97%

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
4.95%

Purchase Details

Closed on
May 24, 2005
Sold by
Bought by

Home Financials for this Owner

Home Financials are based on the most recent Mortgage that was taken out on this home.
Original Mortgage
$1,000,000
Interest Rate
0.0566%
Mortgage Type
Fannie Mae Freddie Mac

Purchase Details

Closed on
Mar 30, 2001
Bought by

Purchase Details

Closed on
May 8, 2000
Sold by
Bought by

Purchase Details

Closed on
May 2, 2000
Bought by

Purchase Details

Closed on
Jul 10, 1996
Sold by
Bought by
Source: Public Records

Range of Values:

--
Value Increase
--
Percent Increase
--
Adjusted for Inflation
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Average Value
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List Price
Sold Price
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Purchase History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Buyer Sale Price Title Company
$4,400,000 None Listed On Document
$2,850,000 None Available
$3,175,000 --
$575,000 --
$275,000 --
$210,000 --
$170,000 --
Source: Public Records

Mortgage History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Status Borrower Loan Amount
Previous Owner $1,000,000
Previous Owner $150,000
Source: Public Records

Property History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Date Event Price List to Sale Price per Sq Ft Prior Sale
05/08/2025 05/08/25 Sold $4,400,000 -12.0% $696 / Sq Ft
04/17/2025 04/17/25 Pending -- -- --
03/26/2025 03/26/25 For Sale $5,000,000 +75.4% $791 / Sq Ft
05/16/2016 05/16/16 Sold $2,850,000 -23.0% $458 / Sq Ft View Prior Sale
05/16/2016 05/16/16 Pending -- -- --
11/12/2013 11/12/13 For Sale $3,700,000 -- $594 / Sq Ft
Source: Key West Association of REALTORS®

Tax History

We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $38,610 $4,385,790 $2,846,389 $1,539,401
2024 $34,815 $6,055,359 $3,597,085 $2,458,274
2023 $34,815 $5,349,441 $2,971,505 $2,377,936
2022 $30,938 $4,574,091 $2,220,809 $2,353,282
2021 $26,840 $3,088,422 $938,370 $2,150,052
2020 $23,670 $2,494,144 $1,008,748 $1,485,396
2019 $22,065 $2,309,641 $806,292 $1,503,349
2018 $23,400 $2,382,987 $861,686 $1,521,301
2017 $22,361 $2,293,352 $0 $0
2016 $18,007 $1,778,807 $0 $0
2015 $20,403 $1,952,093 $0 $0
2014 $21,449 $2,148,231 $0 $0
Source: Public Records

Agents Affiliated with this Home

  • Jenna Stauffer

    Seller's Agent in 2025

    Jenna Stauffer

    Ocean Sotheby's International Realty

    (260) 433-2319

    40 Total Sales

    Jenna Stauffer
    Section Image

  • 4

    Seller's Agent in 2016

    416241 416241

    Prudential Knight Keyside Pro

  • J

    Buyer's Agent in 2016

    Jennifer Newman

    Doug Mayberry Real Estate (KW)

See All Agents

Map

Source: Key West Association of REALTORS®

MLS Number: 614349

Key West Association of REALTORS®

APN: 00159252-004700

Florida Monroe County Key West 33040

55 Two Turtles Ln, Key West, FL

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Key West Association of REALTORS® IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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