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$82,500
2 Beds ⋅ 1 Baths ⋅ 4150203 MLS
Welcome to 707 Cherokee, a charming 2-bedroom, 1-bath home offering 998 square feet of comfortable living space. Tucked away at the end of a quiet dead-end street, this property provides a peaceful setting with added privacy and minimal through traffic. Inside, you'll find a functional floor plan with a cozy living area, beautiful wood flooring throughout much of the home, a bright kitchen with plenty of cabinet space, and comfortable bedrooms with practical storage. The home also features a full bath with double vanity sinks. Outside, enjoy a spacious fenced backyard, perfect for pets, outdoor entertaining, gardening, or simply relaxing. The property also includes a driveway for off-street parking and a detached backyard structure that offers additional storage or potential workspace. Convenient, comfortable, and situated in a quiet location, 707 Cherokee is a great opportunity for buyers looking for an affordable home with room to enjoy both inside and out.

707 Cherokee Road, Greenwood

Listing courtesy of Emily Watson with eAgent Gulf Coast
$65,000
5 Beds ⋅ 3 Baths ⋅ 4149509 MLS
Here's your chance to own a a big home with lots of flexibility...Five bedrooms, three baths that can be set up as a one family home or with a few modifications be made into a 4 bedroom home with a one bedroom apartment for additional income or as an in law suite. Great options! This home needs some attention but is priced to allow for updating. Quiet established neighborhood too. Call to see this home soon, it's worth a look.

709 Henderson Street, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$250,000
3 Beds ⋅ 2 Baths ⋅ 4149329 MLS
Charming bungalow located on historic Grand Boulevard, filled with timeless character and inviting architectural details throughout. This delightful home features a sunken den with a cozy wood-burning fireplace, beautiful formal living and dining rooms, and graceful arched doorways that add warmth and charm. The primary bedroom and bath are conveniently located downstairs, offering comfortable everyday living. Covered front porches, patios, and a private backyard create wonderful spaces for relaxing and entertaining, while rear alley access leads to a two-car carport for added convenience. A wonderful blend of classic charm, architectural character, and sought-after location in one of Greenwood's most beloved historic neighborhoods.

204 Grand Boulevard, Greenwood

Listing courtesy of Pam Powers with Powers Properties
$69,500
2 Beds ⋅ 1 Baths ⋅ 4148671 MLS
A nice home with updates. Two bedrooms, one bath, spacious living room and new HVAC. A great starter home, call to see this one soon!

304 W Adams Avenue, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$229,000
3 Beds ⋅ 3 Baths ⋅ 4148439 MLS
Located on the EAST side of Grand Boulevard in Northeast Greenwood, Mississippi, 716 Bell is highly desirable for its proximity to neighborhood perks like the Yazoo River Trail & Arboretum featuring walking trails, playground, tennis courts, and nature exploration, Little Red Schoolhouse Park, and Greenwood's Municipal Boat Landing on the Yazoo River. This home's connection to Downtown Greenwood means prime shopping opportunities, excellent dining options, and a quick skip to and from annual festivals like Que On The Yazoo, Delta Band Festival & Christmas Parade, and the Stars & Stripes Festival. The ideal in-town location offers convenience along with that wholesome neighborhood feel that welcomes children on their bicycles, family backyard cookouts, and community play at the parks. This ±2,300 square foot home, originally built in 1950, blends classic style with thoughtful updates. A welcoming glass front entry door opens into a comfortable layout featuring both a formal living area and a separate den connected by a formal dining area. The circular flow of the living, dining, and kitchen spaces makes entertaining and visiting with guests easy while providing ample space to relax. The rear patio off of the living area is perfect for outdoor gatherings or quiet evenings. The kitchen is equipped with premium Viking appliances offering both performance and that signature Delta style any home chef is sure to enjoy, and the double wall oven makes preparing for a crowd a cinch. The primary suite provides a relaxing retreat, complete with soaking tub and generous space to unwind. HIGHLIGHTS INCLUDE: · Covered parking for two vehicles · Private, fenced backyard with patio · Functional floorplan with multiple living areas · Easy indoor-outdoor living with flow for entertaining 716 Bell Avenue offers convenience and community in one of Greenwood's most highly coveted residential pockets - Northeast Greenwood.

716 Bell Avenue, Greenwood

Listing courtesy of Tiffany H McCaleb with Powers Properties
$62,000
2 Beds ⋅ 1 Baths ⋅ 4148370 MLS
This cute craftsman style home is just perfect for a small family...nice open areas, inviting front porch, large yard, great location in North Greenwood. Don't miss your chance to see this one!

106 Beatrice Street, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$60,000
3 Beds ⋅ 2 Baths ⋅ 4147442 MLS
Don't miss this opportunity to own a Beautiful home at an affordable price! Whether you're looking to grow your rental portfolio or purchase your first home, this tenant occupied property offers great potential.

2011 Carrollton Avenue, Greenwood

Listing courtesy of Tywone A Thomas with Powers Properties
$118,000
3 Beds ⋅ 2 Baths ⋅ 4147145 MLS
Don't miss this great home in North Greenwood...it's ready for you make it our own! Great floorplan with formal living room and dining room. Three bedrooms, two baths with lots of character. This home needs a little cosmetic TLC but is structurally solid.

714 Bell Avenue, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$110,000
3 Beds ⋅ 1 Baths ⋅ 4147045 MLS
Well-kept 3-bedroom, 1-bath home with freshly painted interiors that create a clean, move-in-ready feel. The kitchen features custom countertops that add a unique touch of character. The property offers a spacious backyard with multiple outbuildings, including sheds, a barn, and additional storage structures—ideal for projects, storage, or outdoor living possibilities. Come take a look and see the potential for yourself.

705 Grenada Boulevard Exd, Greenwood

Listing courtesy of Mary C Bowering with Bowie Realty, Inc.
$350,000
4 Beds ⋅ 5 Baths ⋅ 4146911 MLS
Distinctive Tudor-style residence on Historic Grand Boulevard showcasing timeless craftsmanship and architectural grace. Features include beautiful hardwood floors, tall ceilings, a grand living room with fireplace, and a light-filled dining room. Inviting study, charming breakfast room, and a thoughtfully designed layout offer both comfort and function. Upstairs includes a fourth bedroom, bath, office, and abundant storage. Enjoy the beamed screen porch overlooking a spacious patio, framed by a magnificent magnolia tree and a heated exercise pool—perfect for year-round enjoyment.

705 Grand Boulevard, Greenwood

Listing courtesy of Pam Powers with Powers Properties
$259,000
4 Beds ⋅ 2 Baths ⋅ 4144729 MLS
GREAT LOCATION, GREAT PRICE, GREAT HOME! This 4 bedroom 2 bath home has been updated and has new interior paint, new flooring, and features large Great-room with Vaulted Ceilings and Mountain Stone Fireplace, Split floor-plan, Central Vaccum and all Appliances included. This home is priced way under appraised value. Call to get your appointment scheduled.

628 S Aubrey Circle, Greenwood

Listing courtesy of Jackie L Sims with Sims Realty & Development LLC
$260,000
4 Beds ⋅ 4 Baths ⋅ 4140619 MLS
Gracious classic two-story residence situated on a rare double lot along a magnificent oak-lined street in Northeast Greenwood, Mississippi. A separate two-story guest house offers outstanding potential for additional living space, rental income, or a studio.This elegant home blends timeless character with thoughtful updates, featuring beautifully refinished hardwood floors, freshly painted interiors, and tall ceilings. Spacious formal living and dining rooms provide ideal entertaining spaces, while a warm and inviting den with fireplace and brick floors opens to a generously sized kitchen complete with breakfast bar, Viking gas range, new dishwasher and refrigerator and indoor washer&dryer. The flexible floor plan includes a main-level bedroom and bathroom suitable for guests or a private office. Upstairs, the primary suite features a charming balcony overlooking the property and surrounding neighborhood. Two additional bedrooms and a full hall bath provide comfortable accommodations for family or guests. Significant recent improvements include new roofs on both the main house and guest house, along with a freshly painted exterior that enhances the home's classic Southern appeal. A separate two-story guest house offers outstanding potential for additional living space, rental income, or a studio. The structure features a new roof and exterior paint, with new windows and exterior entrance doors already installed on the lower level. Windows for the second floor are included and ready for installation. The spacious interior is ready for renovation, providing an excellent opportunity to customize the space to your needs and vision. Located within walking distance of historic downtown Greenwood, this home offers convenient access to the Yazoo River Trail and Arboretum and to one of the Mississippi Delta's most charming shopping districts. Explore distinctive boutiques, antique galleries, artisan-crafted Mississippi goods, beautiful home decor, and stylish fashions -- all part of Greenwood's vibrant and welcoming downtown experience. Classic architecture, modern updates, and exceptional potential make this a rare Northeast Greenwood opportunity.

404 E Adams Avenue, Greenwood

Listing courtesy of Pam Powers with Powers Properties
$595,000
4 Beds ⋅ 4 Baths ⋅ 4140001 MLS
The Grandeur of this custom built home captures you immediately as you walk in the front door into the Grand foyer boasting 20 foot tall ceilings with beautiful chandelier that is highly visible from the exterior through the perfectly placed Arched Picture window in the Clear Story! A True Chef's kitchen with Viking Appliances including Double Electric Steam Oven, 4 Burner Gas Cooktop with Full Size Griddle, and Island with Prep Sink and Seating area being open to the Keeping Room with Double Sided Fireplace. The Dining Room with Tall Ceilings is Situated just off of the Kitchen and Just Across the Main entry Foyer from the Study. Primary Bedroom and Bathroom on Main Level with Heated Floors controlled by wall thermostats. There are 3 additional Upstairs Bedrooms all having access to bathrooms from the bedrooms which make for a nice layout with Media Room separating each. This home also has a totally separate Guest Apartment that has generated an additional $1,600 per month in revenue by leasing to professionals and is currently Leased, but offers separate Living space for Extended Family or perfect In-Law Apartment!

1600 River Oaks Drive, Greenwood

Listing courtesy of Jackie L Sims with Sims Realty & Development LLC
$450,000
5 Beds ⋅ 4 Baths ⋅ 4137375 MLS
Stately Southern brick residence designed by renowned architect Frank McGeoy, gracefully set on 1.8 acres with a swimming pool and charming screened pool house, an exceptional offering in one of Greenwood's most established settings. This 4-bedroom, 3.75-bath home is defined by its scale and craftsmanship, featuring 10-foot ceilings, classic crown molding, and beautiful 9-over-9 windows with concrete sills. The main level offers formal living and dining rooms, a guest bedroom with full bath, and a renovated kitchen with beamed ceiling, double ovens, and abundant cabinetry. A breakfast room, sunroom, and utility room add both comfort and functionality. Upstairs, a gracious staircase leads to a wide central landing, four bedrooms, three private baths, and a richly appointed wood-paneled study--spaces that reflect the home's timeless design and livability. Built for George Durden Pillow and Frances Dale Pillow, this residence carries a remarkable legacy. Mr. Pillow, a Mississippi State graduate and one of the last athletes to letter in four sports, was inducted into both the Mississippi State and Mississippi Sports Halls of Fame and served in numerous civic leadership roles throughout the region. Mrs. Pillow was a visionary in cultural and civic life across Mississippi--serving as President of the Garden Clubs of Mississippi, leading the development of the state Garden Club Headquarters, and contributing to preservation, beautification, and community initiatives statewide. She was also honored as Mississippi Mother of the Year. Her belief that ''flowers and greenery are not luxuries, but necessities'' is a philosophy that resonates in the setting and spirit of this property. Still held within the original family, this home represents a rare continuity of ownership--an enduring testament to its quality, design, and significance. A timeless Southern residence offering not just a place to live, but a place to carry forward a legacy.

2502 W Claiborne Avenue, Greenwood

Listing courtesy of Pam Powers with Powers Properties
$268,500
5 Beds ⋅ 4 Baths ⋅ 4131269 MLS
This is just what you are looking for...custom built home in the county but close to town with five bedrooms, 3 1/2 baths and lots of space for entertaining. This home also features two garages for all your cars, a second kitchen and a screened porch. Great condition with high ceilings, granite counters, hardwood floors and lots of charm...just waiting for your family!

2502 Murphree Drive, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$207,500
3 Beds ⋅ 2 Baths ⋅ 4128887 MLS
This is a gem! This home has character in every corner! Wonderful millwork, original fireplaces, great light, wonderful terrace and so much more make this house a home! It features high ceilings, beautiful original wood floors, and updates that fit the style of the home too! Three bedrooms, two full baths with formal living room, formal dining room plus sunroom/den, terrace and patio. Corner lot, fenced yard and great location...this is one to see just in time for holiday entertaining.

300 High Street, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$324,000
3 Beds ⋅ 4 Baths ⋅ 4128595 MLS
Classic two-story colonial home with lovely wraparound porch, steps always from the Yazoo River Trail. Three bedrooms/ 3.5 baths. Gorgeous original hardwood floors with new carpet upstairs. Extra large living spaces and full Viking kitchen. Beautifully landscaped yard with swimming pool and one bedroom pool house with outdoor lounge area. Fantastic family home with incredible views of city fireworks displays and easy access to festivities.

413 E Claiborne Avenue, Greenwood

Listing courtesy of John D Stewart with Short Street Realty, LLC.
$58,500
3 Beds ⋅ 1 Baths ⋅ 4127263 MLS
Nice and neat! This three bedroom home is ready for a new owner. Large yard with lots of shade on a quiet street off Carrollton Avenue. Price to sell, call today to take a look.

508 N 2nd Avenue, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$59,000
2 Beds ⋅ 1 Baths ⋅ 4123821 MLS
This quaint two bedroom/one bath home has an added amenity rarely found in this neighborhood ... a 1200 sq foot shop in the back with alley access! The additional space is currently rented for an additional income of $250/month. Let the tenant help pay your mortgage! Great location!

405 W Jeff Davis Avenue, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$299,000
6 Beds ⋅ 5 Baths ⋅ 4118057 MLS
Timeless Treasure on River Road - A True Colonial Revival Classic Rustic kisses pristine in this one-of-a-kind Colonial Revival home on River Road—designed by noted King's Daughters architect, Frank McGeoy. Nestled in a meadow-like setting behind a gated entrance, this stately historic brick home is brimming with charm, elegance, and space galore. Remodeled in the 1990s and refreshed again in 2024, the home features fresh interior and exterior paint, epoxied tile kitchen counters, and a newly constructed 2-car garage completed in 2025. The elegant formal living and dining rooms include a gorgeous real wood fireplace and stunning crown molding, while the sunken playroom and columned back porch offer inviting spaces to gather and relax. The kitchen is filled with custom cabinetry, a center island, and flows beautifully for entertaining. Original hardwood floors run throughout the home, which boasts six oversized bedrooms and four and a half baths—all with impeccable tilework and fixtures. A handsome study with brick floors and its own fireplace opens onto a charming brick patio—perfect for working from home or quiet reflection. This property also includes a bonus lot on the river and would qualify for the National Register of Historic Places. A rare offering on Greenwood's storied Doctor's Row, this home blends timeless architecture, thoughtful renovations, and gracious Southern living—all in one unforgettable address, walking distance to UMMC Hospital.

1211 River Road, Greenwood

Listing courtesy of Pam Powers with Powers Properties
$515,000
5 Beds ⋅ 4 Baths ⋅ 4117885 MLS
Historic Victorian Gem on Grand Boulevard - Greenwood, MS Welcome to this breathtaking 1904 Victorian home, ideally positioned on the corner of Greenwood's iconic Grand Boulevard. Listed on the National Historic Registry, this residence has been thoughtfully remodeled to provide all the modern conveniences of new construction while preserving the timeless character that makes it so special. From the intricate millwork and soaring ceilings to the inviting wraparound porch, every detail reflects the elegance of a bygone era. Step inside and you'll find gracious living spaces filled with warmth and charm. Step outside and discover your own backyard oasis, complete with a luxurious pool—perfect for relaxing or entertaining. This property is more than just a home—it's a piece of Greenwood's history, ready to be cherished by its next owner.

101 E President Avenue, Greenwood

Listing courtesy of Lyn McCool with Powers Properties
$236,500
3 Beds ⋅ 2 Baths ⋅ 4113079 MLS
This home is ready for a big family that loves to entertain and play outside! Fenced yard with pool and covered patio outside, three spaces inside for additional entertaining. Great location on a cul-de-sac and very little traffic so it's nice and quiet. Call to see this great home today!

3 Pemberton Circle, Greenwood

Listing courtesy of Tish Goodman with Bowie Realty, Inc.
$269,000
4 Beds ⋅ 2.5 Baths ⋅ 11474192 MLS
This beautifully remodeled 4-bedroom, 2.5-bath home sits on a corner lot in Greenwood and offers 2,500 square feet of comfortable living space. Inside, you'll find hardwood floors, ceramic tile, a large open-concept floorplan, and a cozy fireplace. The kitchen features stainless appliances, and the primary bath includes heated floors for added luxury. A spacious laundry room adds convenience, and a new shed with electricity provides extra utility. Move-in ready with modern updates and classic Southern style-don't miss this one!

805 Weightman street, Greenwood

Listing courtesy of Jeremy Beckwith with Coltmor Realty Co.
$45,000
2 Beds ⋅ 1 Baths ⋅ 11433569 MLS
Property is being sold in an as is condition, and the condition is unknown and may include defects, possible health or safety hazards, or debris, or be located in a Special Flood Hazard Area. Proof of Funds Required. The seller requires that the high bidder be able to demonstrate proof of funds or financing pre-qualification within 24 hours of the auction. Buyer must obtain a pre-qualification letter from a lender of their choice. If buyer intends to pay with cash, a bank letter or other financial account statement showing proof of sufficient funds to cover 100% of the purchase price will be required (account numbers should be removed or redacted). Buyer understands and agrees to submit said documentation to auctioneer within 24 hours of the auction. Occupation and Utilities Disclosure. To the best of Seller's knowledge, the property is vacant. The utilities to this property are not currently turned on and the property may be winterized. Utilities will not be turned on prior to closing, regardless of inspections. Buyer will need to consider this and account for it if/when inspecting the property. Buyer is responsible for utility transfer post-closing. Title Disclosure. Closing must occur on or before 30 days from seller's acceptance of offer provided title is clear. If a valid objection or preclusion to title is identified by the Closer, seller shall, at seller's option: have one-hundred and twenty (120) days from the date of the original closing (the Cure Period) or such additional time as may be agreed to in writing by the Parties to satisfy such objections and preclusions; or, choose to terminate the transaction by returning Buyer's down payment upon which the parties shall incur no further liability to the transaction or each other. For further clarification, please read the sample contract available on our website. Buyer understands and acknowledges that square footage, acreage, and/or bedroom and bathroom count for the building sited on the property is based on an appraisal or county assessor information. Buyer further understands and acknowledges that measurements/acreage/count can vary from a few feet to several hundred feet regardless of source (County Assessor's records, appraisal, or appraisal measurement report, etc.) and that said sources may contain erroneous information or measurements/acreage/count. Buyer should conduct their own investigation and satisfy that the size and/or square footage, acreage, and bedroom/bathroom count of the dwelling/building is acceptable to the Buyer prior to placing any bid or offer on a property. By placing a bid or offer on a property, Buyer is accepting the property in as-is where-is condition and agrees to be bound to the bid or offer should a discrepancy arise. The Buyer will be responsible for the payment of all UCC Liens of Record on the property and the clearance from the title commitment of the lien if so required. On this Second Chance property the foreclosure deed may not yet be recorded. Seller will make every reasonable effort to ensure the deed is filed of record as soon as possible.

411 W Jefferson Ave, Greenwood

Listing courtesy of Keith Babb with Williams & Williams Real Estate Auctions
$378,000
5 Beds ⋅ 3 Baths ⋅ 11330195 MLS
1014 poplar st 3600 sq ft $398,000. ($110/sq ft) 5 bed 3 bath Totally remodeled New wood clad windows New Spanish cedar exterior doors New master suite 2 closets in master All new electrical fixtures All new plumbing fixtures All new can lights Remodeled baths and kitchen 1 acre lot New fenced backyard New shop w electricity Home warranty 2 wood burning fire place (1 den and 1 in master)

1014 Poplar st, Greenwood

Listing courtesy of Ronald DuBard with Dubard Realty