415 & 417 Truman Avenue, Key West, FL 33040

New Listing

$3,850,000

Virtual Tour

https://tours.keyspropertyvisuals.com/cvtnb/366275

Virtual Tour

https://tours.keyspropertyvisuals.com/cvtnb/366276

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 ... (Read more)

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
KW Neighborhood: Old Town-N of Truman
City: KEY WEST
Mile Marker: 1
Marathon Neighborhood: N/A
Side: Median
Flood Zone: X
Alternate Key #: 1018571
Parcel #: 00018060-000500
Zoning: HMDR - Historic Medium Density Residential
Deed Restrictions: Unknown
Legal: KW PT LOT 4 SQR 9 TR 4 (PT LT15 L-130) (PARCEL D) S-366 G10-580 OR778-51/54 OR788-361/62 OR846-2256 OR998-771/73 OR1232-
Taxes: 27102.71
Tax Year: 2025
Pub Sewer HkUp: Yes

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
Control Depth: 0
Total Units: 0

Association Info

Mandatory Home Owners Asc: No
1st Right of Refusal: No
Association Fee $: 0

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

Remarks & Misc

Remarks – Consumer: 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.
Directions: GPS to 415/417 Truman Ave between Duval St & Whitehead St

Fee Includes

None: Yes

Dockage

None: Yes

Tax Exemptions

None: Yes

Appliances

Dishwasher: Yes
Dryer: Yes
Oven: Yes
Refrigerator: Yes
Stainless Steel Appliance(s): Yes
Washer: Yes

Pets

Pets Allowed: Yes

Cooling

Ceiling Fans(s): Yes
Ductless: Yes

Waterfront

None: Yes

Waterview

No Waterview: Yes

Floor

Tile: Yes
Wood: Yes

Interior Features

Drapes/Blinds Incl: Yes
Split Bedroom: Yes
Window Treatments: Yes

Windows/Doors

French Doors: Yes

Vehicle Storage

Off Street Parking: Yes

Construction

Frame: Yes

Land Size

Less Than 1/4 Acre: Yes

Furnished

Furnished: Yes

Terms

Cash: Yes
Conventional: Yes

Utilities

FKAA: Yes
Municipal Sewer: Yes

Porch/Balcony

Deck: Yes
Open Porch/Balcony: Yes

Title

Negotiable: Yes

Exterior Features

Fencing: Yes
Privacy Wall/Fence: Yes

Pool Info

Decked: Yes

Roof

Metal Roof: 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

417 SURVEY ›

FLOOR PLANS ›

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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