#A11702051, Miguel Portuondo, Listing Office: Real Estate Sales Force
28595 Jolly Roger Dr Little Torch, FL 33042
Property details
About 28595 Jolly Roger Dr
This beautifully located property, situated on the tip of Little Torch Key oceanside at the end of Jolly Roger Drive, offers the ultimate island living experience. With breathtaking views from every vantage point, this 2-bedroom, 2-bath concrete home sits on a spacious 16,400 sq ft lot surrounded by water on 3 sides. Relax on the large patio and watch stunning sunrises or enjoy the endless views of the open water from the living and dining areas through the wall of glass doors. This property also features a 100' dock with a 15,000lb and 6000lb boat lift and an adjacent shed with electricity, perfect for all your boating needs. Additionally, there is an RV hookup with sewer and water for added convenience. Enjoy the local wildlife, including Key Deer, pelicans, porpoise, ospreys, and seagulls, or take a short boat ride to visit nearby islands and some of the best fishing and diving spots in the world. And if you ever decide to build a larger stilted home, the ROGO exemption is already in place. Don't miss this opportunity to live your dream in paradise and take advantage of this rare find.
Highlights
Summary
- Full Bathrooms: 2
- Appliances: Dishwasher, Dryer, Refrigerator, Microwave, Oven, Range, Washer
- Total Bedroom Count: 2
- Garage Space: 3 spaces
- Parking: Off Street
- View: Ocean
- Architectural Style: Single Family
- Heating: Electric
- Cooling: Central Air
- List Price: $2,599,000
- Price/SqFt: $2,254
- Lot: Waterfront
- Directions: Overseas Highway to Little Torch, turn south on Pirates Road follow to end, left on Jolly Roger and house is at end of street through gate.
- Year Built: 1975
- Living Area: 1,153 SqFt
- Lot Size: 0.38 Acres
- MLS Number: 614874
- MLS Name: Marathon
- Office Name: Coldwell Banker Schmitt RE Co. Lower Keys Office
- Office Email: Jan.Fritz@cbschmitt.com
Information is deemed to be reliable, but is not guaranteed. © 2025 MLS. Based on information from the Marathon and Lower Keys Association of REALTORS®. The information on this sheet has been made available by the MLS and may not be the listing of the provider. All properties are subject to prior sale, change or withdrawal. The information being provided is 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. IDX data is deemed reliable but is not guaranteed accurate by the MLS.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 5/6/2025, 5:15:36 PM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
Get an agent. Get a mortgage. Save big.¹

$2,599,000
28595 Jolly Roger Dr
Sell your home with Rocket and save even more!
Seller rebate
0.5% sale price²
Price information
Property sales
We're sorry, we currently don't have property sales data for this listing.
Tax history
We're sorry, we currently don't have tax history data for this listing.
Nearby schools
9
Big Pine Academy
Public Charter PK-5
1.8 mi
•30220 Overseas Hwy
5
Stanley Switlik Elementary School
Public District PK-5
18.7 mi
•3400 Overseas Hwy
2
Gerald Adams Elementary School
Public District PK-5
23.2 mi
•5855 College Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $52,819. Residents of Little Torch, FL typically earn between $35k-100k each year. The most common type of family is single, no kids. The most common level of education of people living in this area is post secondary degree.
Similar homes for sale
Frequently asked questions
About 28595 Jolly Roger Dr
The listing price of 28595 Jolly Roger Dr property is $2,599,000.
The property 28595 Jolly Roger Dr is a house located in Little Torch, Florida, 33042.
Active Listing: 28595 Jolly Roger Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 28595 Jolly Roger Dr are: Big Pine Academy (GreatSchools Rating 9/10), Stanley Switlik Elementary School (GreatSchools Rating 5/10), Gerald Adams Elementary School (GreatSchools Rating 2/10), Sugarloaf School (GreatSchools Rating 6/10), Sigsbee Charter School (GreatSchools Rating 7/10), Horace O'Bryant School (GreatSchools Rating 3/10), Marathon Middle High School (GreatSchools Rating 4/10), Key West High School (GreatSchools Rating 5/10), Somerset Island Preparatory (GreatSchools Rating 6/10).
The property at 28595 Jolly Roger Dr has 2 bedrooms and 2 bathrooms.
The property 28595 Jolly Roger Dr is 1,153 SqFt (source: MLS/tax record).
The year of construction for 28595 Jolly Roger Dr is 1975.
This home is located at 28595 Jolly Roger Dr in Little Torch, FL and zip code 33042. This 1,153 square foot home, which was built in 1975, sits on a 0.38 acre lot. Features: 2 bedrooms, 2 bathrooms. It has been listed on Rocket Homes since May 3, 2025 and is currently priced at $2,599,000.
Little Torch, FL housing market in April 2025 saw over 3 listings sold above listed price, more than 4 sold at listed price and over 37 sold below. The number of homes for sale in Little Torch, FL increased by 5.3% between March and April 2025. Listings spent 126 days on the market in April 2025, and had a median list price of $895,000 during the same period.