The Clint Eastwood Building | Hooker Hotel, Squeeze Box & Delta Diggs + Commercial Income & Expansion Potential

The Clint Eastwood Building

104 E 2nd Street | Clarksdale, MS

Corner of Delta Ave & 2nd Street | Historic Blues District

Originally built circa 1897 as a Clarksdale telegraph building, this iconic downtown property sits in one of the most walkable and recognizable locations in the Blues District-just steps from Hambone Art Gallery, the hostel, and the heart of Clarksdale's music scene.

Property Overview

±10,430 Sq Ft Total

Prime corner location (Delta Ave & 2nd Street)

3 fully operational short-term rental flats

2 income-producing commercial spaces

Unrenovated upper level with major upside

Rear parking access

New roof

This is a rare opportunity to own a true mixed-use, income-producing property with immediate cash flow and significant value-add potential.

Income-Producing Components:

-Short-Term Rental Flats (Ground Level - 2nd Street)

Positioned directly across from Hambone and the hostel, these units are walkable to all major blues venues and are designed with authentic Delta character.

Hooker Hotel

Squeeze Box

Delta Diggs

All three are turnkey, professionally designed, and actively used for short-term rentals.

-Commercial Spaces (Delta Ave Frontage)

Former Rug Gallery - Ideal for retail or lease income

Clarksdale Alterations - Currently rented with established income

-Upper Level (Unrenovated)

Full floor with blank slate potential

Ideal for condo development, event space, or expanded lodging

Previously envisioned as a rooftop bar/lounge experience

Opportunity to tie into existing rental units for increased revenue

Flat Details:

Hooker Hotel (±745 Sq Ft | 2BR / 1BA)

Two large private bedrooms (king beds)

Full kitchen + dining area

Living space with wet bar + booth seating

Custom 4x5 stone & slate walk-in shower

Hardwood floors, reclaimed barn wood walls, tin ceilings

Sliding barn door, track lighting

Central heat & air, WiFi

Squeeze Box (±425 Sq Ft | 1BR / 1BA)

Ground level with covered veranda

King bedroom

Exposed brick + hardwood floors

Wraparound sofa + booth seating

Cypress bar with street-facing window seating

Sliding metal doors

Central heat & air, WiFi

Delta Diggs (±425 Sq Ft | 1BR / 1BA)

Queen bedroom

Hardwood floors + dining booth

Full kitchen (refrigerator, microwave)

Custom 4x5 shower with Speakman fixtures

Central heat & air, WiFi

Highlights & Recap

Turnkey income from 3 STR units + 2 commercial spaces

Prime downtown location in the Blues District

Authentic Delta design throughout

Significant upside with unfinished upper level

New roof + rear parking

Properties like this rarely come available in downtown Clarksdale. With built-in income, strong rental appeal, and a clear path for expansion, this building offers both immediate return and long-term upside. A true investment opportunity in the heart of the Delta.

Presented by:

Jones Luster

Mossy Oak Properties, BRE

2800 MLK Blvd

Clarksdale, MS 38614

Ph 662-624-8200

Cell 662-902-7592

Email