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5 Beds
4 Baths
2,280 sqft

$3,850,000

415 & 417 Truman Avenue, Key West FL, 33040

Price per sqft$1,688.60
Built in1909
Property size2,280 sqft
Property typeResidential

Overview

Active

Listed Oct 5, 2026

Updated 6h ago

JUST LISTED! Two transiently licensed properties just off Duval Street with pool and parking! Amazing opportunity to own two historic homes in the heart of Old Town Key West. Ideal compound with options for renting each home individually or together for large groups. Two Key West furnished cottages with a total of five bedrooms, three and a half baths, private parking, a hot tub, and a pool! Together, both can comfortably accommodate up to 16 guests. 417 TRUMAN AVENUE | CORNER LOT WITH POOL This spacious home boasts three bedrooms, two and a half bathrooms, a pool, a fully equipped kitchen, a cozy outdoor dining area, a living room with plenty of seating, a private sundeck, private laundry, and a front porch perfect for people-watching. The recently updated kitchen is fully stocked with everything you need to cook up a storm, and the bar that seats eight makes it easy to entertain your crew. An outdoor table is perfect for sharing meals while enjoying the sunshine. The living room offers ample seating for your entire party, and a queen sleeper sofa is available for extra guests. The downstairs bedroom is complete with a king-size bed and an en-suite bathroom, while the upstairs bedrooms include a queen bed and two queen beds with access to the sundeck. 415 TRUMAN AVENUE | This cozy Key West cottage is equipped with two bedrooms, one bathroom, a fully outfitted kitchen, a cozy outdoor dining area, a living room with tons of seating, another private sundeck, a second laundry location, and a front porch perfect for people-watching. The living room offers plenty of space for your entire group to relax, and a queen sleeper sofa is available for extra guests. The downstairs bedroom has a comfortable queen-size bed and an adjacent bathroom, while the upstairs bedroom features a king-size bed, plenty of storage, and access to the sundeck.

$25,614/mo

Est. mortgage payment based on a $3,850,000 home price.

All estimates are provided by Luxury Presence for informational purposes only. Actual amounts may vary.

Additional information

MLS® ID
621501

Interior Features

Bedrooms
5
Bathrooms
4
Cooling
Yes
Basement
No

Exterior Features

Lot Size
0.07 Acres

Other Property Details

Taxes
$27,103
Tax Frequency
Annually
View
Yes
Pets Allowed
Yes
Pool
Yes
MLS provider logo

Listed by Bascom L Grooms with Bascom Grooms Real Estate (KW)
Listing Contact: 305-304-7444 

The IDX display contains information sourced from the Florida Keys Board of REALTORS® as of 10/6/2026. This data is intended solely for personal, non-commercial use and is not to be utilized for any other purposes except to identify potential properties for purchase. Although the MLS data displayed is typically considered reliable, it is not guaranteed to be accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and are advised to conduct their own investigations or seek professional assistance. Other sources besides the Listing Agent may have contributed to the MLS data presented. Unless expressly specified in writing, the Broker/Agent has not confirmed any information obtained from external sources. The Broker/Agent may or may not have acted as the Listing and/or Selling Agent and cannot guarantee the accuracy of property locations displayed on any map. Any compensation offers are solely made to participants of the MLS where the listing is registered.

©2026 Florida Keys Board of REALTORS® all rights reserved.

Data last updated on 10/6/2026 at 3:21 PM UTC

 

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