415 & 417 Truman Avenue, Key West, FL 33040 (MLS# 621501)

415 & 417 Truman Avenue, Key West, FL 33040

New Listing
$3,850,000
Property Type: Residential Bedrooms: 5 Baths: 4 Square Footage: 2,280 Lot Size (sq. ft.): 3,127 Status: Active
Current Price: $3,850,000 List Date: 10/05/2026 Last Modified: 10/06/2026

Overview

Description

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 ro ...

Listing Details MLS# 621501

Location, Tax & Legal

Street #
415 & 417
Street Name
Truman
Street Suffix
Avenue
Key/Island
Key West
State/Province
FL
Zip Code
33040
County
Monroe
Subdivision
Old Town - Unlisted (1.0)
Area
02 - Key West

Contract Information

Listing Board
Key West Association
As is Rght to Inspct
Yes
Potential Short Sale
No
Bank Owned
No
Species List
Yes

General Property Description

Realtor.COM Type
Residential - Single Family
Style
Single Family
Waterfront
No
Pool
Yes
Year Built
1909
Lot SqFt
3127
Lot Sqft Source
Property Data Card
Acres
0.03
Living Apx SqFt
2280
SqFt Source
Property Data Card
Total Bedrooms
5
Full Baths
3
Half Baths
Yes
Total Baths
4
Rentals Allowed
With Restrictions
Min Rental Days
Yes

Association Info

Mandatory Home Owners Asc
No
1st Right of Refusal
No

License Info

# of City License
2
# of County License
2
Transient Rntl Licns
Yes

More Information

Building Style

Above Flood
Unknown
# Stories
2 Stories

Financial Status

Auction
No
Bank Owned
No
Potential Short Sale
No
Standard Sale
Yes

Property Features

Fee Includes: None Tax Exemptions: None Waterfront: None Waterview: No Waterview Dockage: None Vehicle Storage: Off Street Parking Furnished: Furnished Cooling: Ceiling Fans(s); Ductless Utilities: FKAA; Municipal Sewer Interior Features: Drapes/Blinds Incl; Split Bedroom; Window Treatments Appliances: Dishwasher; Dryer; Oven; Refrigerator; Stainless Steel Appliance(s); Washer Exterior Features: Fencing; Privacy Wall/Fence Pool Info: Decked Construction: Frame Floor: Tile; Wood Roof: Metal Roof Pets: Pets Allowed Land Size: Less Than 1/4 Acre Terms: Cash; Conventional Title: Negotiable

Documents

Listing Office: Bascom Grooms Real Estate (KW)
Last Updated: October - 06 - 2026
The data relating to real estate for sale on this web site comes in part from the Florida Keys MLS, Inc. Information provided is deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. The information being provided is for consumers’ personal, non-commeral 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.
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