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$145,000
4 Beds 3 Baths 4145549 MLS
508 W 2nd Street | Clarksdale, MS 38614 Walking distance to downtown in the sought-after West 2nd Street area, this classic brick home offers space, character, and a backyard setting that's hard to find. ⸻ Property Highlights: • 4 Bedrooms | 3 Bathrooms • Brick exterior • Hardwood floors throughout • Crown molding • Antique light fixtures ⸻ Interior Features: • Spacious living room with gas fireplace, wood mantle, marble surround, and 100-year-old ceramic glow logs • Formal dining room • Brick sunroom with great natural light • Large kitchen with island and laminate tile flooring • Built-in refrigerator • Gas range/oven • Dishwasher • Bathrooms with tile floors • Jack-and-Jill bath layout • Original cast iron bathtubs • Generous closet space throughout ⸻ Primary Suite: • Large master addition • Walk-in closets • Private bath with double vanities and tile flooring ⸻ Exterior & Outdoor Living: • Fenced backyard with a true ''secret garden'' feel • Pergola centerpiece surrounded by established landscaping including: • Japanese magnolias • Southern magnolias • Roses & azaleas • Wrought iron gate • Concrete patio--ideal for entertaining or grilling ⸻ Located just a short walk from Clarksdale's downtown blues district, this home blends classic Delta charm with everyday livability and a setting that's hard to beat.

508 W 2nd Street, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

$375,000
4 Beds 5 Baths 4145402 MLS
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.

104 E 2nd Street, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

$165,000
3 Beds 2 Baths 4145261 MLS
Welcome to this inviting 3 bedroom, 2 bathroom home full of charm and potential. Step inside to a comfortable living room that flows into an open kitchen, complete with a brand new stove and oven--perfect for everyday living and entertaining. Throughout the home, you'll find new carpet and luxury vinyl flooring, adding a fresh and modern touch. The bedrooms are all nicely sized, offering comfortable spaces for rest and relaxation. A bright sunroom provides the perfect spot to unwind, enjoy your morning coffee, or take in views of the backyard. A new roof (appx 3 yrs old) and new sewage line from the street to both dwellings was just replaced. In addition to the main home, the property features a detached guest house that offers excellent potential for additional income or multi-generational living. This separate space includes 1 bedroom, 1 bathroom, a kitchen, and a new roof. With its updates, flexible living spaces, and endless possibilities, this property is a fantastic opportunity you don't want to miss!

359 Florence Avenue, Clarksdale

Listing courtesy of Kaizen Realty.

$340,000
5 Beds 4 Baths 4143454 MLS
Charming Southern Home in Clarksdale, Mississippi Welcome to this stunning 3,951 sq. ft. home brimming with Southern charm. Nestled on a beautifully landscaped 2.17 acre shaded lot, this property offers both privacy and tranquility. Inside you'll discover a spacious family home featuring 5 bedrooms and 4 full bathrooms. The expansive master suite is a true retreat, complete with built-in bookshelves, a dressing area, a large walk-in closet, and a wall of windows that offer picturesque views of the lush green lawn extending to the Sunflower River. The large family room is the heart of the home, boasting custom built-ins and an inviting gas fireplace. Adjacent to the family room is an amazing screened porch, ideal for entertaining family and friends in style. Don't miss this rare opportunity to own a lovely home in Clarksdale, Mississippi. Schedule a viewing today! Pre-qualified buyers only

120 Ridgecrest Lane, Clarksdale

Listing courtesy of Hal Fiser Agency.

$144,900
1 Beds 1 Baths 4142265 MLS
Stylish Downtown Loft at The Haberdashery Condos | Unit C Fully furnished and move-in ready loft located above the historic Shankerman's building in downtown Clarksdale. The Haberdashery Condos offer unique loft-style living within walking distance of the Clarksdale music scene. The private building entrance is located on Issaquena Avenue, just one street over from Yazoo Avenue, and is accessed by secure electronic key code. Each unit also has its own private key-coded access. Unit C - Downtown Loft Unit C offers approximately 704.99 square feet of well-designed loft-style living with exposed brick and an open layout that flows from kitchen to living room. Kitchen Features -Kitchen Island overlooking living room -Tile flooring -Stainless steel appliances -Oven/range -Refrigerator -Dishwasher -Microwave Bedroom & Bathroom -Exposed brick and king-size layout -Large windows providing natural light -Bathroom with tub and shower combination Additional features include: -recessed lighting -stackable laundry closet. Investment & Rental Potential Downtown Clarksdale properties continue to see strong demand from visitors and investors, making these furnished condos excellent opportunities for rental or personal use. HOA Information: Monthly HOA Dues Units B, C, and D: $225/month HOA Dues Cover: -Property taxes -Building insurance -HOA administration -Maintenance of common areas HOA Reserve Contribution: Each sale contributes $5,000 to the HOA reserve fund.

228 Yazoo Avenue C, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

$148,500
1 Beds 1 Baths 4142264 MLS
Spacious Downtown Condo at The Haberdashery Condos | Unit D Turn-key, fully furnished condo located above the historic Shankerman's building in downtown Clarksdale. The Haberdashery Condos offer convenient downtown living within walking distance of restaurants, shops, and Clarksdale's famous music scene. The building entrance is located on Issaquena Avenue, just one street over from Yazoo Avenue, and is accessed through secure electronic key code. Each unit also has its own private key-coded entrance. Unit D - Downtown Condo Unit D offers approximately 753.61 square feet of comfortable living space and it is the largest of the one bedrooms. This condo features an open layout that flows easily from the kitchen to the living room. Large windows surround the bedroom giving the space a bright and modern interior. Kitchen Features -Kitchen Island overlooking living room -Tile flooring -Stainless steel appliances -Oven/range -Refrigerator -Dishwasher -Microwave Bedroom & Bathroom -King-size bedroom layout -Bathroom with tub and shower combination and window looking out onto the streets below. Additional features include: -recessed lighting -stackable laundry closet. Investment & Rental Potential Fully furnished downtown condos like these are well suited for short-term rentals, long-term rentals, or personal use making these condo purchase a fun investment! HOA Information: Monthly HOA Dues Units B, C, and D: $225/month HOA Dues Cover: -Property taxes -Building insurance -HOA administration -Maintenance of common areas HOA Reserve Contribution: $5,000 to the HOA reserve fund.

228 Yazoo Avenue D, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

$144,900
1 Beds 1 Baths 4142263 MLS
Downtown Loft Condo at The Haberdashery Condos | Unit B Turn-key, fully furnished downtown loft located above the historic Shankerman's building in the heart of downtown Clarksdale. The Haberdashery Condos offer stylish loft living inside one of Clarksdale's historic downtown buildings within walking distance the blues scene. The private entrance is located on Issaquena Avenue, just one street over from Yazoo Avenue, and is accessed by secure electronic key code. Each individual condo also has its own private key code access. All units are fully furnished and move-in ready, making them ideal for personal use or rental opportunity! Unit B - Downtown Loft Condo Unit B offers approximately 704.99 square feet of comfortable loft-style living. The living area features exposed brick walls that highlight the historic character of the building. Kitchen Features -Kitchen island overlooking living room -Tile flooring -Stainless steel appliances -Oven/range -Refrigerator -Dishwasher -Microwave Bedroom & Bathroom -Exposed brick and king-size layout -Bathroom with tub and shower combination Additional features include: -New windows in the bedroom and den -Recessed can lighting -Stackable laundry closet Investment & Rental Potential Downtown Clarksdale continues to attract visitors for its music heritage and festivals, making fully furnished downtown condos excellent opportunities for short-term rentals, long-term rentals, or personal use. HOA Information: Monthly HOA Dues Units B, C, and D: $225/month HOA Dues Cover: -Property taxes -Building insurance -HOA administration -Maintenance of common areas HOA Reserve Contribution: Each sale contributes $5,000 to the HOA reserve fund.

228 Yazoo Avenue B, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

$195,000
2 Beds 2 Baths 4142261 MLS
Penthouse Loft at The Haberdashery Condos | Unit A | Downtown Clarksdale Turn-key, fully furnished penthouse loft located above the historic Shankerman's building in the heart of downtown Clarksdale. Located within walking distance of the blues scene, these upstairs condos blend historic character with modern comfort. The building entrance is located on Issaquena Avenue, just one street over from Yazoo Avenue. Residents enter through a secure electronic key code and each individual condo has its own private key code access as well. A private stairwell with exposed brick and industrial-style railings leads to the upstairs units. All condos are fully furnished, move-in ready, and turn-key, making them ideal for a permanent residence, a weekend getaway, or an amazing investment opportunity. Unit A - Penthouse Loft Unit A offers 2 bedrooms and 2 baths with approximately 1,429 square feet of spacious loft-style living that serves as the penthouse unit of the building. Hardwood floors, exposed brick walls, and exposed wood ceiling beams create a warm loft atmosphere throughout the condo. An open layout flows from the living room to kitchen with decorative lighting and can lights that add modern style. The living room features a gas fireplace with a wood beam mantle and large windows that bring in natural light and open to the sounds of downtown Clarksdale. Kitchen Features: -Kitchen Island overlooking den and fireplace -Concrete countertops -Decorative brick and tile backsplash -Wet Bar w separate copper sink -Kenmore Pro stainless steel appliances that include: built in double oven, gas cook top built in to kitchen island, refrigerator, microwave, and dishwasher Bedrooms & Bathrooms: Primary Bedroom -King-size layout -Exposed brick walls -Copper soaking tub -Copper vessel sink -Large walk-in closet -Glass transoms over master bedroom and bathroom Second Bedroom and Bathroom -Exposed brick walls -Walk-in shower -Copper sink -Ample closet space Additional features include a stackable laundry closet and generous storage. Investment & Rental Potential Downtown Clarksdale continues to attract visitors year-round for its blues heritage, festivals, and Delta culture. Fully furnished downtown properties like these are well suited for short-term rentals, long-term rentals, personal use, or a combination of all three. HOA Information: The Haberdashery Condos are part of a homeowner's association that maintains the building and common areas. Monthly HOA Dues: Unit A: $250/month HOA Dues Cover: -Property taxes -Building insurance -HOA administration -Maintenance of common areas HOA Reserve Contribution: Each sale contributes $5,000 to the HOA reserve fund.

228 Yazoo Avenue A, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

$610,000
4135525 MLS
• Just outside Clarksdale in Coahoma County lies a 150 acre recreational property positioned within the famed Little Sunflower Brake, one of the Mississippi Delta's most respected regions for duck and deer hunting. From the moment you enter the property via the gravel access road, it's clear this tract was designed with serious outdoorsmen in mind. • The land is mostly wooded, offering excellent bedding, natural browse, and year round cover for wildlife. Multiple established deer food plots are already in place, creating dependable whitetail movement throughout the season. Waterfowl hunters will appreciate the multiple duck holes strategically positioned across the property, taking full advantage of the area's proven flyway. • Along the southern and western boundaries, a levee system provides valuable water control and protection, enhancing both habitat and access. During the flooded winter months, boat lanes allow smooth navigation to hunting areas, making this a true turnkey Delta hunting experience. • Situated in a region where properties rarely come available, this tract offers exceptional opportunity for hunting, recreation, and long term land investment. With its combination of location, habitat, access, and infrastructure, it stands out as a legacy quality property ready to be enjoyed from day one.

W Lee Drive Drive, Clarksdale

Listing courtesy of Smalltown Hunting Properties &.

$250,000
4 Beds 5 Baths 4131987 MLS
Iconic Delta Avenue Corner Property in the Heart of Clarksdale's Blues District 271 Delta Avenue | Business Opportunity at this standout downtown property on the iconic corner of Delta Avenue and 3rd Street—just one block from Ground Zero Blues Club and steps from the heart of Clarksdale's music scene. Four upstairs apartments set this property apart, offering built-in rental income that is ready for immediate bookings! Featuring a classic brick exterior, wrought-iron details, decorative balconies, and gated entrances, the building blends a touch of New Orleans character with the soulful architectural style of the Mississippi Delta. Upstairs, the four unique one-bedroom apartments come generously furnished, each with its own personality and charm. The premier corner suite features six oversized windows overlooking Delta Avenue, filling the space with natural light and the unmistakable sound of live blues drifting up from the street below. Original hardwood floors, exposed brick, antique lighting, and tall ceilings make this unit a true retreat above the music. The remaining apartments offer kitchens, living spaces, and full baths—ideal for long-term tenants, short-term guests, or an owner-occupied setup. These apartments are ready to book and provide immediate income producing potential! Downstairs, the property includes two commercial spaces. Facing Delta Avenue, ''The Gallery'' is partially renovated and full of potential, featuring leaded glass windows, exposed brick, original transom doorways, and a private courtyard with a charming wrought iron gate. Around the corner on 3rd Street, the second space is home to the world-famous Deak's Harmonica Shop—a staple in Clarksdale that draws musicians and tourists from all over. Whether you're looking for an income-producing investment, a downtown residence, or a truly one-of-a-kind mixed-use property, 271 Delta Avenue delivers. Step into the rhythm of Clarksdale and make this historic corner your own. Highlights and Recap: Location & Architecture Iconic corner of Delta Ave & 3rd Street, one block from Ground Zero Blues Club Early 20th-century commercial architecture with subtle New Orleans-influenced details Brick exterior, wrought iron balconies and gates, arched French doors, transom windows, and interior exposed brick TPO Roof! Walkable to music venues, shops, restaurants, and major cultural attractions Residential & Ready to Book- Upstairs (4 One-Bedroom Apartments) Tall ceilings, exposed brick, crown molding, large windows, and generously furnished! Apt 1 (Corner Suite): Hardwood floors, antique lighting, renovated kitchen with island, dining area, spacious living room, master suite, six tall windows facing Delta Ave, (2) mini-split HVAC systems Apt 2: Full kitchen, bedroom overlooking 3rd Street, full bath, central heat + window AC Apt 3: Living room, Kitchenette setup, bedroom overlooking 3rd Street, full bath, central heat/air + window unit Apt 4: Full kitchen, living/dining area, bedroom overlooking 3rd Street, full bath, central heat/air + window unit Commercial - Downstairs (2 Spaces) 1. The Gallery (Delta Ave Frontage): Partially renovated with exposed brick and leaded glass Original transom doors Private wrought iron gated entrance ½ bath Private courtyard for outdoor use and atmosphere 2. Deak's Harmonica Shop (3rd Street): Currently leased to a world-famous harmonica and music shop Strong tourism and cultural draw Business Opportunity/Investment Highlights: Premier location in Clarksdale's blues district Versatile income: long-term rentals, short-term stays, boutique lodging, or live/work setups. Rental income, ready to go! Rare corner property with historic charm and consistent visitor appeal Seller requests that prospective buyers be prequalified prior to scheduling a showing.

271 Delta Avenue, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

$350,000
3 Beds 3 Baths 4129285 MLS
Welcome to your dream home at 340 Porter Drive in Clarksdale, Coahoma County! This impressive 3,300-square-foot residence is perfect for families and entertaining. Built in 1997, it features three bedrooms and two and a half bathrooms, all situated on a 0.82-acre lot. The entire home has been recently renovated and newly painted, both inside and out. It has new white oak laminate flooring and new light fixtures throughout. The kitchen is equipped with brand-new quartz countertops, new cabinetry, and space for dining. Adjacent to the kitchen is a spacious laundry room, offering plenty of cabinet storage. The primary suite serves as a luxurious retreat, complete with double sinks, a jetted tub, and a walk-in shower featuring dual showerheads for a spa-like experience. The oversized walk-in closet provides plenty of room for all your belongings. Outside, the expansive yard invites relaxation and play, providing the perfect canvas to bring your landscaping ideas to life.

340 Porter Drive, Clarksdale

Listing courtesy of Tom Smith Land & Homes.

$385,000
8 Beds 5 Baths 4087187 MLS
The Chateau Debris - Three Homes. One Unmatched Opportunity. Established Downtown Clarksdale Airbnb Property In a town known for its music, history, and culture, opportunities like this don't come around often. The Chateau Debris is not just a property--it's three separate homes being offered together, creating a rare chance to own a fully operating Airbnb property in the heart of downtown Clarksdale. With a strong rental history and a recognizable identity among travelers, this is a true turnkey investment with built-in momentum. Located just a short stroll from Delta Avenue and the downtown blues scene, this property offers guests something they can't find anywhere else--a stay that feels authentic, collected, and deeply rooted in Clarksdale's story. The Property: Originally built in the early 1900s, the main house has been thoughtfully transformed into a bed-and-breakfast style lodging destination while maintaining its historic character. Three separate residences included: -Main House: 3,200± Sq Ft | 6 BR | 2.5 Baths -Meghan's House: 706± Sq Ft | 1 BR / 1 Bath -The Gallery Cottage: 420± Sq Ft | 1 BR / 1 B Total Living Space: 4,562± Sq Ft This unique setup allows for multiple rental streams, private guest experiences, or the flexibility to live in one home while renting the others. Interior Features: Step inside and you immediately feel the tone--original hardwood floors, tall ceilings, layered textures, and a curated mix of antiques and blues memorabilia that give each room its own personality. The main level features: -A spacious formal living room centered around a fireplace -A dining room designed for gathering and entertaining -A renovated kitchen with ample space for hosting -A private Innkeeper's Room with its own full bath -Upstairs includes multiple uniquely themed guest rooms, each offering a distinct experience while maintaining a cohesive feel throughout the home. This is not a space you recreate overnight--the atmosphere has been built over time and is part of what keeps guests coming back. Guest Accommodations: Designed with flexibility and income potential in mind: -Main House: Ideal for hosting larger groups with multiple bedroom configurations... -Meghan's House: Private 1 bed / 1 bath with living area and kitchen -The Gallery Cottage: 1 bed / 1 bath guesthouse with updated vintage finishes Each residence operates with its own identity while contributing to the overall guest experience--making this property stand out in the short-term rental market. Outdoor & Common Areas The backyard ties everything together into a welcoming multi-home setting: -Screened-in porch for relaxing after a night downtown -Fenced green space creating a private, tucked-away feel -Fire pit gathering area for guests to connect and unwind -Thoughtfully positioned guesthouses for both privacy and cohesion It's the kind of setup that encourages longer stays and repeat visitors. Investment Opportunity: -This property is already doing what most investors hope to build from scratch: -Proven short-term rental model -Established branding and guest following -Three income-producing homes on one property -Fully furnished and ready to operate from day one -Everything from furniture to antiques to curated décor is included, creating a seamless transition for the next owner. The Chateau Debris offers something different. 3 homes on one property with turn-key investment potential. This property is already established and already performing with opportunities that are not just ready to go- but already in motion.

111 Leflore Avenue, Clarksdale

Listing courtesy of Mossy Oak Properties Bottomlan.

Copyright 2026 Mississippi Gulf Coast Multiple Listing Service, Inc. Buyer and/or Buyer's Agent should verify data and evaluate source. This information is furnished by the Mississippi Gulf Coast Multiple Listing Service, Inc. This data is copyrighted and may not be transmitted, retransmitted, copied, framed, repurposed, or altered in any way for any other site, individual and/or purpose without the express written permission of the Mississippi Gulf Coast Multiple Listing Service, Inc. All properties are subject to prior sale, change or withdrawal. Neither the MLS nor the Listing Broker will be held responsible for any typographical errors, misinformation and misprints and shall be held totally harmless. Data displayed is a portion of, and not a complete listing of all listing information published in the Mississippi Gulf Coast Multiple Listing Service, Inc.