Darrin Smith
Key West Luxury Real Estate Inc (KW)
(813) 850-0259
61 Total Sales
1 in Cudjoe Key
$1,025,000 Price
142 Peg Leg Ln Cudjoe Key, FL 33042
Cudjoe Key Area
4
Beds
3
Baths
2,136
Sq Ft
6,000
Sq Ft Lot
Highlights
- 60 Feet of Waterfront
- New Construction
- Outdoor Living Area
- Ocean View
- Contemporary Architecture
- No HOA
About This Home
As of July 2026Welcome to your dream coastal retreat! This newer 4-bedroom, 3-bath luxury home offers the perfect blend of island elegance and modern comfort. Two spacious master suites provide privacy and flexibility, while the open-concept living space is framed by wide, breezy balconies, ideal for soaking in the sunrise or entertaining guests in true Keys style. Canal with direct access to the open ocean. No bridges, no hassle, just minutes to the Atlantic or Gulf. Inside, enjoy high-end finishes, plenty of natural light, and a layout designed for both relaxing and hosting. Whether you're seeking a full-time residence, vacation getaway, or income-producing investment, this waterfront gem checks every box. The boat lift permit application has been submitted and is anticipated to be approved by closing.
Last Buyer's Agent
NON-MLS MEMBER
MAR NON MLS MEMBER
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Home Details
Home Type
- Single Family
Est. Annual Taxes
- $2,976
Year Built
- Built in 2024 | New Construction
Lot Details
- 6,000 Sq Ft Lot
- 60 Feet of Waterfront
- Home fronts a canal
- East Facing Home
- Property is zoned is
Property Views
- Ocean
- Canal
Home Design
- Contemporary Architecture
- Entry on the 2nd floor
- Metal Roof
- Stucco
Interior Spaces
- 2,136 Sq Ft Home
- Ceiling Fan
- Storage
- Tile Flooring
- Fire and Smoke Detector
Kitchen
- Electric Range
- Microwave
- Dishwasher
- Disposal
Bedrooms and Bathrooms
- 4 Bedrooms
- Closet Cabinetry
- Walk-In Closet
- 3 Full Bathrooms
Laundry
- Dryer
- Washer
Parking
- Covered Parking
- Driveway
Outdoor Features
- Balcony
- Open Patio
- Outdoor Living Area
Schools
- Sugarloaf Elementary And Middle School
- Key West High School
Utilities
- Central Heating and Cooling System
- Electric Water Heater
Community Details
- No Home Owners Association
- Cutthroat Harbor Ests Subdivision
Listing and Financial Details
- Assessor Parcel Number 00179020000000
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
Apr 1, 2021
Closed on
Aug 2, 2021
Sold by
Bought by
Seller's Agent
Tonya Cabanas
Compass Realty (KW)
Buyer's Agent
Creative Technology
List Price
$349,000
Sold Price
$309,000
Premium/Discount to List
-$40,000
-11.46%
Home Financials for this Owner
Home Financials are based on the most recent Mortgage that was taken out on this home.
Avg. Annual Appreciation
37.24%
Purchase Details
Closed on
Sep 18, 2018
Sold by
Bought by
Purchase Details
Closed on
Mar 28, 2018
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.
Interest Rate
5%
Mortgage Type
New Conventional
Purchase Details
Closed on
Nov 1, 1990
Bought by
Purchase Details
Closed on
Jun 1, 1980
Bought by
Home Values in the Area
Average Home Value in this Area
Agents Specializing in Cudjoe Key, FL
-
Darrin Smith
-
Michelle Howerton
Michelle Howerton
Brenda Donnelly Real Estate LLC
(786) 705-6284
32 Total Sales
9 in Cudjoe Key
$695K - $1.7M Price Range
-
Megan Jones
Megan Jones
Responds QuicklyColdwell Banker Schmitt Islamorada
(888) 850-2876
14 Total Sales
1 in Cudjoe Key
$775,000 Price
-
Ian Calderwood
Ian Calderwood
Bluescape Real Estate- Venture
(813) 214-5735
19 Total Sales
21 in Cudjoe Key
$207K - $775K Price Range
-
Cardenas & Krug Team
Cardenas & Krug Team
Coastal Collection Real Estate Inc.
(516) 253-2783
32 Total Sales
1 in Cudjoe Key
$975,000 Price
-
Lynn Goodwin
Lynn Goodwin
Coldwell Banker Schmitt Real Estate Co.
(786) 705-4962
67 Total Sales
2 in Cudjoe Key
$998K - $1.3M Price Range
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 | Type | Sale Price | Title Company |
|---|---|---|---|
| Warranty Deed | $309,000 | Attorney | |
| Warranty Deed | $135,000 | None Listed On Document | |
| Warranty Deed | $135,000 | Attorney | |
| Warranty Deed | $525,000 | None Listed On Document | |
| Warranty Deed | $3,000 | -- | |
| Warranty Deed | $10,000 | -- |
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 | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | -- | New Conventional |
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 |
|---|---|---|---|---|---|
| 07/23/2026 07/23/26 | Sold | $1,400,000 | -12.5% | $655 / Sq Ft | |
| 05/28/2026 05/28/26 | Pending | -- | -- | -- | |
| 07/08/2025 07/08/25 | For Sale | $1,599,999 | +417.8% | $749 / Sq Ft | |
| 08/02/2021 08/02/21 | Sold | $309,000 | -11.5% | -- | View Prior Sale |
| 04/01/2021 04/01/21 | For Sale | $349,000 | -- | -- |
Source: BeachesMLS (Greater Fort Lauderdale)
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 | $3,117 | $293,895 | $278,100 | $15,795 |
| 2024 | $2,545 | $288,067 | $271,920 | $16,147 |
| 2023 | $2,545 | $300,776 | $284,280 | $16,496 |
| 2022 | $2,346 | $276,408 | $259,560 | $16,848 |
| 2021 | $1,165 | $127,694 | $127,694 | $0 |
| 2020 | $1,216 | $145,307 | $145,307 | $0 |
| 2019 | $1,047 | $113,017 | $113,017 | $0 |
| 2018 | $889 | $100,425 | $100,425 | $0 |
| 2017 | $848 | $105,060 | $0 | $0 |
| 2016 | $720 | $73,800 | $0 | $0 |
| 2015 | $715 | $70,725 | $0 | $0 |
| 2014 | $780 | $73,800 | $0 | $0 |
Source: Public Records
Agents Affiliated with this Home
-
N
Buyer's Agent in 2026
NON-MLS MEMBER
MAR NON MLS MEMBER
-
T
Seller's Agent in 2021
Tonya Cabanas
Compass Realty (KW)
-
o
Buyer's Agent in 2021
outside of mls
Outside Of MLS
Map
Source: BeachesMLS (Greater Fort Lauderdale)
MLS Number: A11840243
APN: 00179020-000000
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.
All listings featuring the BMLS logo are provided by Beaches MLS, Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc. 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.
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