415 & 417 Truman Avenue, Key West, FL

$3,850,000

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5

Beds

4

Baths

2,280

Square feet

1,307

Land Size

About 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.

Features of 415 & 417 Truman Avenue

MLS® # 621501
Price $3,850,000
Bedrooms 5
Bathrooms 4.00
Full Baths 3
Half Baths 1
Square Footage 2,280
Land Size 1,307
Year Built 1909
Type Residential
Sub-Type Single Family Residence
Status Active

Community Information

Address 415 & 417 Truman Avenue
Area 02 - Key West
Subdivision Old Town - Unlisted (1.0)
City Key West
County Monroe
State FL
Zip Code 33040

Amenities

Utilities FKAA, Municipal Sewer
Parking Off Street Parking
View No Waterview
Is Waterfront No
Waterfront None
Has Pool Yes
Pool Decked

Interior

Interior Features Drapes/Blinds Incl, Split Bedroom, Window Treatments
Appliances Washer, Dryer, Dishwasher, Refrigerator, Oven, Stainless Steel Appliance(s)
Cooling Ceiling Fans(s), Ductless
Fireplace No
Has Basement No

Exterior

Exterior Features Fencing, Privacy Wall/Fence
Lot Description Less Than 1/4 Acre
Windows French Doors
Roof Metal Roof
Construction Frame

Additional Information

Date Listed October 5th, 2026
Days on Market 1
Zoning HMDR - Historic Medium Density Residential
Short Sale No
RE / Bank Owned No

Listing Details

AgentBascom L Grooms
OfficeBascom Grooms Real Estate (KW)

Listing Map

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