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415 & 417 Truman Avenue, 
Key West, FL 33040

$3,850,000


5

Beds


4

Baths


2,280

Sq Ft


Single Family


Virtual Tour

Active

Listed by

Bascom L Grooms

Bascom Grooms Real Estate (Kw)

Last updated:

October 6, 2026, 08:02 PM

MLS#

621501

Source:

FL FKBOR

About This Home

415 & 417 Truman Avenue

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.

Home Facts

Single Family

4 Baths

5 Bedrooms

Built in 1909

Subdivision & Development:

Old Town - Unlisted (1.0)

Price Summary

3,850,000

$1,688 per Sq. Ft.

MLS #:

621501

Last Updated:

October 6, 2026, 08:02 PM

Added:

2 day(s) ago


Rooms & Interior

Bedrooms

Total Bedrooms:

5

Bathrooms

Total Bathrooms:

4


Structure

Structure

Building Area:

2,280 Sq. Ft.

Year Built:

1909


Lot

Lot Size (Sq. Ft):

3,127


Finances & Disclosures

Finances

Price:

$3,850,000

Price per Sq. Ft:

$1,688 per Sq. Ft.

Source:FL FKBOR
The information being provided by Florida Keys Board Of REALTORS®, Inc. is for the consumer’s personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The information is deemed reliable but not guaranteed and should therefore be independently verified. © 2026 Florida Keys Board Of REALTORS®, Inc. All rights reserved. FL FKBOR Member Broker: Brian Schmitt

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Contact an Agent

Yes, I would like more information. Please use and/or share my information with a Coldwell Banker ® affiliated agent to contact me about my real estate needs. By clicking Contact, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If a Coldwell Banker affiliated agent is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE®, CENTURY 21®, Corcoran®, ERA®, or Sotheby's International Realty®). I acknowledge that I have read and agree to the terms of use and privacy notice.