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$158,500
4 Beds ⋅ 2 Baths ⋅ 4143230 MLS
Spacious 2,573 sq ft home on a large 0.45acre lot. Features include hardwood floors, huge rooms, bonus basement, and a generous backyard. Just minutes from downtown Greenwood--perfect! This is a gem! This home has character in every corner! Motivated seller--priced to sell!

404 W Jefferson Avenue, Greenwood

Listing courtesy of EXIT Southern Charm Realty.

$589,500
5 Beds ⋅ 5 Baths ⋅ 4142542 MLS
DON'T MISS OUT ON THIS NEWER CUSTOM BUILT HOME IN HIGHLY SOUGHT AFTER NEIGHBORHOOD! This 5 Bedroom 4.5 Bath home with 3 Car Garage, Mud Room and Fenced Back Yard will check all of the boxes on your wishlist! Newer Construction, Open Floor Plan, Office Area, Spacious Kitchen, Living and Bedrooms, and a Fully Heated and Cooled Outdoor Kitchen with Fireplace, Grill, Vent Hood and Sink that can be opened up to Outdoor Porch are just some of the amenities you will find in this rare Gem. Call today to schedule your appointment.

1306 Robert E Lee Drive, Greenwood

Listing courtesy of Sims Realty & Development LLC.

$79,900
2 Beds ⋅ 1 Baths ⋅ 4141452 MLS
Nice little cottage in North Greenwood.

507 Bell Avenue, Greenwood

Listing courtesy of Farm Management Service, 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 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 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 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 Bowie Realty, Inc..

$212,000
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 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 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 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 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 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 Bowie Realty, Inc..

$545,000
4 Beds ⋅ 4 Baths ⋅ 4111351 MLS
Charm, character, and craftsmanship on Historic Grand Boulevard! This beautifully renovated historic home has it all: soaring ceilings, a custom kitchen and keeping room with custom appliances, rich hardwood floors, stunning natural woodwork and brand new architectural shingle roof. Enjoy a formal living room with gorgeous walls hand painted by popular local artist, formal dining room with a striking crystal chandelier, a downstairs bedroom with en-suite (currently an office), plus 3 spacious upstairs bedrooms, each with its own bathroom. The 3rd-floor den is perfect for movie nights or game days, while outside, the 18'x12' back porch overlooks a custom-designed pool with fountains, streams, stonework, and brick paths. A screened front porch gives you a perfect view of Grand Boulevard, and the freshly painted exterior and new roof make this beauty move-in ready! The stunning kitchen and keeping room feature a handcrafted La Cornue range with copper detailing, framed by quartzite surfaces and custom cabinetry. A true chef's dream, it blends timeless French elegance with modern performance. Hardwood floors, designer lighting, and professional-grade finishes create a space as functional as it is beautiful — the perfect heart of this extraordinary home. Other high end appliances include a built in Viking side by side refrigerator, a Viking French double door oven, a, Viking dishwasher, full size beer/wine refrigerator and ice maker.and Incogneeto™ Induction Buffet Under-countertop warmer. Fall in love with timeless elegance and modern comfort — right here in the heart of Greenwood, all set on a beautifully landscaped yard. —Architectural description:Two-story two-bay residence with gabled roof, gabled dormers, and wide overhanging eaves; upper facade features paired, one-over-one, double-hung sash in each bay; first- story northern bay features a flat-roofed entry porch with dentiled entablature supported by turned columns echoed on the front wall by pilasters; doorway has elliptical fanlight and door with glazed upper panel set within transom and sidelights, flat-roof porte-cochere with molded and dentiled entablature supported by turned columns extends from the southern side elevation and a similarly detailed porch extends from the northern elevation. Colonial Revival. Ca. 1910.

307 Grand Boulevard, Greenwood

Listing courtesy of Powers Properties.

$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 .

$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 .

$398,000
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 .