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$1,569,999

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,136 Sq. Ft.
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Welcome 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.

Full Property Details for 142 Peg Leg Ln

General

  • Price: $1,569,999
  • Taxes: $2,976 (2024)
  • Status: Active
  • Type: Single Family
  • Source: Greater_Miami
  • MLS ID: A11840243
  • Updated: 11/13/2025
  • Added to Site: 192 day(s) ago

Interior

  • Interior Features: Second Floor Entry, Closet Cabinetry, Walk-In Closet(s), Storage, Utility Room/Laundry
  • Appliances: Dishwasher, Disposal, Dryer, Electric Water Heater, Microwave, Electric Range, Refrigerator, Washer
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4
  • Bedroom Features: Other

Other Rooms

  • Living Room: Storage Room, Utility Room Sq. Ft.
  • Laundry: Utility Room/Laundry

Additional Information

  • Security/Safety: Smoke Detector

Exterior

  • Exterior Features: Open Balcony
  • Deck/Patio: Open Balcony

Parking

  • Parking Features: Covered, Driveway

Location

  • Area: Cutthroat Harbor Ests
  • County: Monroe County
  • Subdivision: CUTTHROAT HARBOR ESTS
  • Building Name: CUTTHROAT HARBOR ESTS
  • Direction Faces: East

Community

  • Community Name: Cutthroat Harbor Ests
  • Pets Allowed: Yes

Heating & Cooling

  • Air Conditioning: Yes
  • Cooling Type: Ceiling Fan(s), Central Air
  • Heating Type: Central

Utilities

  • Sewer: Public Sewer
  • Water: Municipal Water

Structural Information

  • Architectural Style: Detached, Modern/Contemporary
  • Structure Type: House
  • Detached/Attached: Detached
  • Construction: CBS Construction, Piling Construction, Stucco
  • Roof: Metal Roof
  • Doors: High Impact Doors
  • Building Size: 2992
  • Square Feet: 2,136
  • Sq. Ft. Source: Building Plan/Survey
  • Living Area: 2,136 Sq. Ft.
  • Year Built: 2024
  • Property Condition: Piling Construction, New Construction

Lot Features

  • Property View: Canal, Ocean
  • Lot Size (Sq. Ft.): 6,000
  • Frontage Feet: 60
  • Lot Features: Less Than 1/4 Acre Lot
  • Zoning: is

Water Features

  • Water Front: Yes
  • Water View: Yes
  • Water Front Desc.: WF/Ocean Access, Canal Front

Financial Considerations

  • Price Per Sq. Ft.: $735.02
  • Tax Amount: $2,976
  • Tax Year: 2024
  • Terms: All Cash, Conventional

Disclosures and Reports

  • Legal Description: BK 11 LT 3 CUTTHROAT HARBOR ESTATES CUDJOE KEY PB4-165 OR563-1087 OR757-1660 OR802-2183 OR814-54 OR908-976 OR1046-606 OR1052-1327 OR1149-225
  • Restrictions: Ok To Lease With Res
  • Inclusions: Private Dock
  • Property ID: 00179020-000000

Listed by AmeriFirst Realty

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— 142 Peg Leg Ln —

  • AmeriFirst Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 142 Peg Leg Ln

School District:Monroe County School District, Middle Torch Key, FL
NameGradesDistance
Sugarloaf School
255 Crane Boulevard, Summerland Key, FL 33042
PK-82.8 mi
Key West High School
2100 Flagler Avenue, Key West, FL 33040
9-1219.8 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 142 Peg Leg Ln Get Price Alerts and Save Property

Date
Details
Price
Change
Source
11/13/2025
Price Reduced
$1,569,999
-1.88%
MLS
7/08/2025
Listed
$1,599,999
417.8%
MLS
8/02/2021
Sold
$309,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 142 Peg Leg Ln

Year
Property Taxes
Change
Tax Assessment
Change
2024
$2,976
—
$293,895
2%
2024
$2,976
17%
$288,067
-4%
2023
$2,545
118%
$300,776
136%
2021
$1,165
-50%
$127,694
-54%
2022
$2,346
101%
$276,408
90%
2021
$1,165
11%
$145,307
29%
2019
$1,047
18%
$113,017
27%
2018
$889
5%
$89,298
-15%
2017
$848
18%
$105,060
42%
2016
$720
1%
$73,800
4%
2015
$715
-8%
$70,725
-4%
2014
$780
-31%
$73,800
-28%
2013
$1,136
—
$103,166
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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with our affiliated lender
NMLS#: 1598647

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Listed by AmeriFirst Realty

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142 Peg Leg Ln, Lower Keys, FL 33042 (MLS# A11840243) is a Single Family property with 4 bedrooms and 3 full bathrooms. 142 Peg Leg Ln is currently listed for $1,569,999 and was received on July 08, 2025. Want to learn more about 142 Peg Leg Ln? Do you have questions about finding other Single Family real estate for sale in Lower Keys? You can browse all Lower Keys real estate or contact a Coldwell Banker agent to request more information.

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