3 beds1,320 sqft$105/sqft
28577 Peg Leg Rd, Summerland Key, FL 33042

Description

Make the most of winter in the Florida Keys from this fully furnished waterfront retreat on Little Torch Key. Whether you're planning a seasonal stay, considering a move to the Keys, or looking for a comfortable home base while searching for a property of your own, this 3-bedroom, 2-bath home offers an easy way to settle in and experience island living. Located on the Atlantic side in Jolly Roger Estates, the property offers 40 feet of concrete seawall, a boat lift, and convenient access to both...Make the most of winter in the Florida Keys from this fully furnished waterfront retreat on Little Torch Key. Whether you're planning a seasonal stay, considering a move to the Keys, or looking for a comfortable home base while searching for a property of your own, this 3-bedroom, 2-bath home offers an easy way to settle in and experience island living. Located on the Atlantic side in Jolly Roger Estates, the property offers 40 feet of concrete seawall, a boat lift, and convenient access to both the Atlantic and Gulf, making it well suited for boating enthusiasts. Enjoy the canalfront setting, private above-ground spa pool, and outdoor entertaining area with a grill, perfect for relaxing in the sun or enjoying meals outdoors. Ample parking and storage add convenience for an extended stay, while the quiet street and private setting provide a relaxed place to enjoy the season and experience everyday life in the Lower Keys. Don't miss the opportunity to make this waterfront home your Florida Keys home base for the season. Inquire today for availability and rental details.
LISTING UPDATED: 08/17/2026 10:40 AM

  1. Listed by Micaela Eleicegui • Ocean Sotheby's International Realty

Property Details for 28577 Peg Leg Road

Status
MLS #
621004
Days on Market
6
Pet Policy
-
Rental Incentives
-
Costs & Fees
-
Available Date
-
Lease Term
Lease Length: 6 + Months
Furnished
Fully Furnished
Property Type
Rental
MLS Type
Residential Lease / Single Family Residence
Year Built
2021
Lot Size
0.00 AC / 0 SF
Subdivision
Jolly Roger Estates (28.5)
View
Canal
Vehicle Storage
Off Street Parking

Location

Listing Courtesy of Ocean Sotheby's International Realty
Add your commute

Building Information for 28577 Peg Leg Road

Building/Complex28577 Peg Leg RdFloor-Stories-Pet Policy-Pet Policy Details-Year Built2021Building Size-Lot Size0.00 AC / 0 SF

Property Information for 28577 Peg Leg Road

Summary
Location and General Information
  • Area: 10 - Little, Middle, Big Torch Keys
  • Absolute Longitude: 81.385741
  • Control Depth: 6
  • Listing Board: Key West Association
  • Mile Marker: 28.5
  • Marathon Neighborhood: N/A
  • Key/Island: Little Torch Key
Taxes and HOA Information
  • Furnished: Furnished
  • Fees: Pet Fee: Yes
  • Fees: Pet Fee $: $500.00
  • Fees: Pet Fee Per: One Time
Property
Property and Assessments
  • MLS Approved: Y
  • SqFt Source: Property Data Card
  • Picture Count: 47
  • Document Count: 0
  • Building Style: Above Flood: Yes
Utilities
  • Pool: Yes
  • Porch/Balcony: Patio, Open Porch/Balcony
Interior and Exterior Features
Interior Features
  • Furnishings: Furnished
Exterior Features
  • Dockage: Seawall: Concrete
  • Dockage: Boat Lift
  • Windows/Doors: Impact Rstnce Window, Impact Rstnce Doors
Rental
Rental Information
  • Security Deposit: $5,000.00
  • Last Months Rent: $11,500.00
  • Lease Restrictions: Occupancy Rstrction
  • Rent Includes: Electric, Sewer, Trash, Gas, Caps Apply, Pool Care, Cable/Satellite TV, Water

Property History for 28577 Peg Leg Road

DateEvent & SourcePriceAppreciation
Aug 17, 2026

Listed (Active)

Key West AOR #621004

$11,500
Aug 17, 2026

Listed (Active)

FKMLS #621004

$11,500
Jan 31, 2025

Expired

FKMLS #610207

DateEvent & SourcePrice
08/17/2026

Listed (Active)

Key West AOR #621004

$11,500
08/17/2026

Listed (Active)

FKMLS #621004

$11,500
01/31/2025

Expired

FKMLS #610207

For completeness, we often displays two records for one sale: the MLS record and the public record.

Schools near 28577 Peg Leg Road

This home is within Monroe.
Rating
School
Type
Grades
Distance
Public - PK to 8
Public - 9 to 12
Charter - PK to 5
Charter - 9 to 12
Rating
School
Distance
Sugarloaf School
PublicPK to 8

Key West High School
Public9 to 12

Big Pine Academy
CharterPK to 5

The College Of The Florida Keys Academy
Charter9 to 12

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

28577 Peg Leg Road is available for rent in Summerland Key, FL 33042. This property was listed on August 17, 2026 by Ocean Sotheby's International Realty, it's currently listed at $11,500. This listing's school district is Monroe. Nearby schools include Sugarloaf School, Key West High School and Big Pine Academy. 28577 Peg Leg Road is a 3-bed, 2-bath, 1,320 sqft a property built in 2021.

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the owner's discretion. No financial or legal advice provided. Equal Housing Opportunity. Subject to change at any time. Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties make no guarantee, warranty or representation regarding the accuracy of any waterfront feature, water view or waterfront view.

Listing Courtesy of Ocean Sotheby's International Realty

Based on information from one of the following Multiple Listing Services: Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS®. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Beaches Multiple Listing Service, Inc., Martin County REALTORS® of the Treasure Coast, Inc., Miami Association of REALTORS® is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals.