104 E 2nd Street, Clarksdale, MS 38614 (MLS# 4145402)

104 E 2nd Street, Clarksdale, MS 38614

$375,000

Hooker Hotel, Delta Diggs, and The Squeeze Box

Virtual Tour

https://www.propertypanorama.com/104-E-2nd-Street-Clarksdale-MS-38614/unbranded

Upholstery Shop- current lease- continued rental potential!

Property Type: Commercial Sale Bedrooms: 4 Square Footage: 10,350 Lot Size (sq. ft.): 6,098 Status: Active

Current Price: $375,000 List Date: 4/09/2026 Last Modified: 8/12/2026

Overview

Description

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 ma ... (Read more) 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. Each flat is fully furnished and decorated with Blues art and vintage decor, giving it a classic Delta blues style. • 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 ⸻ 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. Seller requests that prospective buyers be prequalified prior to scheduling a showing.

Listing Details MLS# 4145402

General Property Information

Approx Lot Size Acres: 0.14
Lot Size Dimensions: 50x127x52x126
Approx H/C SqFt: 10350
SqFt Source: Assessor
List Price/SqFt: 36.23
Number of Lots: Yes
Year Built Known: Yes
Divisible: No
Year Built: 1897
Year Built Source: Owner
Total Floors: 2
Bedrooms Total: 4
Bathrooms Full: 3
Bathrooms Half: 2
Fireplace: No
Pool: No
Accessibility Features: No
Property Sub Type: Mixed Use
New Construction: No

Property Features

Business Type: Hotel/Motel; Mixed; Office Condo; Rental; Residential; Retail; Upholstery; Variety Current Use: Commercial; Mixed Use; Residential; Retail; Vacant Possible Use: Bar/Tavern/Lounge; Barber/Beauty; Commercial; Hotel/Motel; Investment; Medical/Dental; Office; Residential; Restaurant; Retail; Single Family; Vacant Commercial Features: Display Window(s); Door Sign; Public Restroom(s); Rest Rooms Structure Type: Lowrise 1-2 Floors Lot Features: City Lot; Corner Lot Location: City Street; Commercial Retail; Downtown; Historic Area Levels: Two Square Footage Description: Retail Bldg Over 5000 SF Covenants And Restrictions: Other Expenses Include: Electric; Insurance; Maintenance; Management; Taxes; Water/Sewer Walls - Interior: Sheetrock; Wood; Other Lighting: Other Flooring: Hardwood Window Features: Blinds; Window Treatments Cooling: Central Air Heating: Central Utilities: Electricity Connected; Natural Gas Connected; Sewer Connected; Water Connected Sewer: Public Sewer Water Source: Public Foundation Details: Slab Listing Terms: 1031 Exchange; Cash; Conventional; Renovation Loan Roof: Flat; See Remarks Exterior Features: Lighting; Private Entrance Parking Features: On Street Additional Transportation: City Street Pool Features: None Water Heater: Two or More Price Includes: All Appliances; Business; Leases; Some Furnishings Available Documents: Leases; Legal Description; Tax Info Disclosures: As Is

Address and Location Information

Street Number: 104
Street Direction: E
Street Name: 2nd
Street Suffix: Street
County: Coahoma
State: MS
Zip Code: 38614
Nearest Cross Street: Delta Avenue and 2nd Street
Parcel Number: 391-23035000g-0001800
Directions to Property: Downtown Clarksdale at the corner of Delta Avenue and 2nd Street
Community Of: N/A

Listing Information

Property Sub Type: Mixed Use
Listing Service: Full Service

Tax and Financial Information

Tax Annual Amount: 5347
Tax Year: 2025
Flood Insurance Required?: No
Leasehold Y/N: No
Legal Description: LOT 18 LESS E 12 FT N 33 FT BLK G

Commercial Features

Number of Tenants: 2
Display Window(s): Yes
Door Sign: Yes
Public Restroom(s): Yes
Rest Rooms: Yes

More Information

Auction

Auction: No

Showing Requirements

Showing: Appointment Required
Appointment Phone: 662-902-7592

Basement Features

Basement: No

Location

City: Yes
City Street: Yes
Commercial Retail: Yes
Downtown: Yes
Historic Area: Yes

Remarks & Miscellaneous

Public Remarks: 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. Each flat is fully furnished and decorated with Blues art and vintage decor, giving it a classic Delta blues style. • 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 ⸻ 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. Seller requests that prospective buyers be prequalified prior to scheduling a showing.

Current Use

Commercial: Yes
Mixed Use: Yes
Residential: Yes
Retail: Yes
Vacant: Yes

Structure Type

Lowrise 1-2 Floors: Yes

Possible Use

Bar/Tavern/Lounge: Yes
Barber/Beauty: Yes
Commercial: Yes
Hotel/Motel: Yes
Investment: Yes
Medical/Dental: Yes
Office: Yes
Residential: Yes
Restaurant: Yes
Retail: Yes
Single Family: Yes
Vacant: Yes

Business Type

Hotel/Motel: Yes
Mixed: Yes
Office Condo: Yes
Rental: Yes
Residential: Yes
Retail: Yes
Upholstery: Yes
Variety: Yes

Lot Features

City Lot: Yes
Corner Lot: Yes

Covenants And Restrictions

Other: Yes

Levels

Two: Yes

Sewer

Public Sewer: Yes

Water Source

Public: Yes

Listing Terms

1031 Exchange: Yes
Cash: Yes
Conventional: Yes
Renovation Loan: Yes

Utilities

Electricity Connected: Yes
Natural Gas Connected: Yes
Sewer Connected: Yes
Water Connected: Yes

Walls - Interior

Sheetrock: Yes
Wood: Yes
Other: Yes

Square Footage Description

Retail Bldg Over 5000 SF: Yes

Flooring

Hardwood: Yes

Window Features

Blinds: Yes
Window Treatments: Yes

Expenses Include

Electric: Yes
Insurance: Yes
Maintenance: Yes
Management: Yes
Taxes: Yes
Water/Sewer: Yes

Cooling

Central Air: Yes

Heating

Central: Yes

Foundation Details

Slab: Yes

Exterior Construction/Siding

Brick: Yes
Concrete: Yes

Roof

Flat: Yes
See Remarks: Yes

Exterior Features

Lighting: Yes
Private Entrance: Yes

Parking Features

On Street: Yes

Lighting

Other: Yes

Pool Features

None: Yes

Water Heater

Two or More: Yes

Price Includes

All Appliances: Yes
Business: Yes
Leases: Yes
Some Furnishings: Yes

Available Documents

Leases: Yes
Legal Description: Yes
Tax Info: Yes

Disclosures

As Is: Yes

Additional Transportation

City Street: Yes

Listing Office: Mossy Oak Properties Bottomlan

Listing Agent: Jones Luster

Last Updated: August - 12 - 2026