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Winona, MS Homes for Sale

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  • /63

    $473,600

    • Land
    • 128 Acres
    • $3,700 per Acre

    0 County Road 65, Winona, MS 38967

    Choctaw Farms: 128+- acres with a 13+- acre lake, located in Carroll County, MS. This one of the most well rounded recreational tracts I have ever seen. New owners can do it all on this place... Hunt trophy deer & turkeys, & also catch a cooler full fish in the off season. Potentially build your weekend cabin on any of the multiple cabin sites located along the well established road system,

    JP Clark JP Clark Realty LLC

    0 County Road 65, Winona, MS 38967
  • /12

    $320,000

    • Land
    • 16 Acres
    • $20,000 per Acre

    0 S Frontage Rd, Winona, MS 38967

    BUILD YOUR BUSINESS RIGHT ALONG I-55 IN WINONA, MS. The Montgomery 16gives you prime exposure! Currently zoned for highway commercial restricted (C3-R), this16±acre tract is located directly across the interstate from Empire Truck Sales and the Pilot truckstop and next door to the Holiday Inn Express at Winona. The options on this MontgomeryCounty property are numerous!

    Chris Reed SmallTown Hunting Properties & Real Estate

    0 S Frontage Rd, Winona, MS 38967
  • /15

    $295,000

    • Land
    • 2.70 Acres
    • $109,259 per Acre

    0 S Frontage Rd, Winona, MS 38967

    BRING YOUR BUSINESS PLANS TO LIFE ON THE MONTGOMERY 2.7! Situatedunder the iconic Cross in Winona, MS, this 2.7± acre commercial property provides exceptionalvisibility from Interstate 55 and is conveniently located close to hotels, restaurants, and businesses,ensuring steady traffic and a built-in customer base. With its Commercial Highway Restricted(C3-R) zoning, mostly level

    Chris Reed SmallTown Hunting Properties & Real Estate

    0 S Frontage Rd, Winona, MS 38967
  • /15

    $125,000

    • Land
    • 1.80 Acres
    • $69,444 per Acre

    600 Middleton Rd, Winona, MS 38967

    Have you been searching for that perfect spot for a small business or an additional location for your existing business? This 1.8± acre corner lot in Winona, MS is your answer. Situated at the northwest corner of the intersection of Middleton Road and North Applegate Street (Highway 51), the property consists of 1.8± acres of open, grassy landscape, suitable for a building site and parking lot.

    Wilson Britt Smalltown Hunting Properties &

    600 Middleton Rd, Winona, MS 38967
  • /18

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft

    500 Fairground St, Winona, MS 38967

    AGENT OWNED: Completely renovated home with new windows and new siding and roofing. The interior has stylish finishes that are sure to impress.

    Kyle Cravens Cravens Properties, LLC

    500 Fairground St, Winona, MS 38967
  • /18

    $185,000

    • 4 Beds
    • 4 Baths
    • 3,738 Sq Ft

    204 Church St, Winona, MS 38967

    This spacious 3-bedroom, 3-bathroom home offers 2,838 square feet of comfortable living space, perfect for families or those who love entertaining. The main living area features a large, inviting fireplace, while the double carport and expansive deck provide ample space for outdoor activities and parking. A convenient storage shed adds extra utility for tools or hobbies. Additionally, the

    Taylor Nesbitt Coltmor Realty Co.

    204 Church St, Winona, MS 38967
  • /11

    $249,900

    • 3 Beds
    • 2 Baths
    • 2,100 Sq Ft

    907 Westland Dr, Winona, MS 38967

    Completely remodeled home with hardwood flooring in most rooms. Renovations include a new kitchen with marble countertops, new cabinetry, and new appliances. 2 full bathrooms have been remodeled as well. The home is agent owned.

    John Cravens Agency Realty Group, LLC

    907 Westland Dr, Winona, MS 38967
  • /11

    $195,000

    • 4 Beds
    • 2 Baths
    • 2,497 Sq Ft

    115 Hampton St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    115 Hampton St, Winona, MS 38967
  • /7

    $55,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    409 Sterling Ave, Winona, MS 38967

    Charming 2-bedroom, 1-bath home in the heart of Winona! This cozy property offers a warm and inviting atmosphere, perfect for first-time buyers, downsizers, or investors. Conveniently located near local amenities, this home features a spacious yard, comfortable living spaces, and plenty of potential. Don't miss this opportunity—schedule your showing today!

    Marilyn Thomas-Burks Exit Southern Charm Realty

    409 Sterling Ave, Winona, MS 38967
  • /33

    $474,900

    • 4 Beds
    • 2 Baths
    • 2,070 Sq Ft

    400 Oak Dr, Winona, MS 38967

    Designed for those who appreciate fine details and modern living, this stunning 4-bedroom, 2-bath home features an open floor plan that blends comfort and style. The backyard, however, is the true showstopper! Step outside and be captivated by a gorgeous pool with a shallow tanning area and hot tub. The resort-like pool house elevates the experience with two outdoor TVs, a fully equipped outdoor

    Mary Bowering Bowie Realty, Inc.

    400 Oak Dr, Winona, MS 38967
  • /30

    $750,000

    • Land
    • 11 Acres
    • $68,182 per Acre

    0 NE Frontage Rd, Winona, MS 38967

    Prime 11± Acre Commercial Lot with High Visibility on I-55 - Winona, MS Seize this incredible commercial opportunity with 11± acres of prime land strategically located in Winona, Mississippi. Boasting extensive road frontage on I-55 and direct access to US-82, this property offers high visibility and endless business potential in a rapidly growing area. The lot features approximately 2± acres of

    Preston Smith Southern Oaks RE Properties LLC

    0 NE Frontage Rd, Winona, MS 38967
  • /20

    $400,000

    • Land
    • 2.66 Acres
    • $150,376 per Acre

    0 N Mission Rd, Winona, MS 38967

    Prime 2.66± Acre Commercial Lot Near I-55 - Winona, MS Position your business for success with this 2.66± acre commercial lot, ideally situated in a rapidly developing area just off Exit 185 on I-55 in Winona, MS. Located on the outskirts of town, this property offers unmatched commercial potential in a high-traffic corridor, making it an excellent investment for businesses looking to establish a

    Preston Smith Southern Oaks RE Properties LLC

    0 N Mission Rd, Winona, MS 38967
  • /22

    $129,000

    • 3 Beds
    • 1 Bath
    • 1,360 Sq Ft

    723 Enterprise Dr, Winona, MS 38967

    723 Enterprise Dr. 3 bedroom, 1 bath home located in Winona sits on 1 acre just off Highway 407 only a short drive to town. This has a wonderful deck for entertaining which overlooks the large backyard perfect for gatherings, children or pets. The 1 vehicle carport has a storage room and breezeway leading to the deck. Roof is approximately 1 year old.

    Robin Lea Gold Key Realty LLC

    723 Enterprise Dr, Winona, MS 38967
  • /7

    $125,000

    • 10,166 Sq Ft

    100 S Central Ave, Winona, MS 38967

    The Historic "Wisteria" Hotel located in Winona, Mississippi. The building was a true masterpiece of its era and is waiting for someone to bring it back to its former glory. The building features 3 levels and most of the original hotel rooms have been combined into small apartments. The structure is of solid wood and has many historical features still in-tact.

    Kyle Cravens Cravens Properties, LLC

    100 S Central Ave, Winona, MS 38967
  • /15

    $115,000

    • 3 Beds
    • 1 Bath
    • 1,295 Sq Ft

    904 Bar Cove, Winona, MS 38967

    Nice, Move-in Ready! This brick, ranch style home is tuck away in a quiet cul-de-sac in Winona, Ms. Features include laminate wood and ceramic tile flooring, breakfast bar, central heat and air, large laundry room, attached and detached carports, exterior storage with deck, concrete driveway and a patio. Its location and design lends itself to entertaining but is also suitable for quiet

    Elecia Elmore Powers Properties

    904 Bar Cove, Winona, MS 38967
  • /7

    $318,500

    • Land
    • 50 Acres
    • $6,370 per Acre

    50 SE Frontage Rd, Winona, MS 38967

    LAND FOR SALE ALONG INTERSTATE 55 IN WINONA, MISSISSIPPI! The Montgomery 50 lies outside the city limits of Winona but is close enough to enjoy the nearby amenities. The 50± acre Montgomery County property boasts more than 1,100 feet of frontage along I-55, giving you high visibility from interstate traffic. Located across the interstate from Empire Truck Sales and the Pilot truck stop to the

    Chris Reed SmallTown Hunting Properties & Real Estate

    50 SE Frontage Rd, Winona, MS 38967
  • /46

    $115,000

    • 3 Beds
    • 2 Baths
    • 1,300 Sq Ft

    422 Speedway Ave, Winona, MS 38967

    This 1900's home is nestled in a quaint town setting with a nice front porch! Upon entering the home your eyes will follow the tall ceilings in an open formal living/dining room. To the left is the 1st bedroom, then tucked in the next room is a cozy kitchen and den that leads to 2 bedrooms, office and bath area. On the back of the home you have the convenience of a storage room, laundry and

    Shea Whitehurst Taylor Auction & Realty, Inc.

    422 Speedway Ave, Winona, MS 38967
  • /50

    $1,995,000

    • Land
    • 634 Acres
    • $3,147 per Acre

    0 Highway 51 Unit 4094160, Winona, MS 38967

    Whether you have been looking for a family property or somewhere to entertain clients, the Montgomery 634 is the place! Providing 365 days of enjoyment, this Montgomery County, MS turn-key property is waiting for you. This 634± acre tract can be accessed from the west off Highway 51 and from the east off Sawmill Road, just north of Winona. A 3,757± square foot lodge offers two bedrooms, two

    Adam Hester SmallTown Hunting Properties & Real Estate

    0 Highway 51 Unit 4094160, Winona, MS 38967
  • /10

    $300,000

    • Land
    • 75 Acres
    • $4,011 per Acre

    0 New Hope Rd Unit 4093809, Wiggins, MS 39577

    Discover the beauty of this expansive 74 + acre property, offering a rare combination of natural features. The land boasts a mixture of thriving timber, wild apple and persimmon trees, as well as a rich variety of native flora, including grass grace and Greybeard. A serene pond is nestled within the property, creating a peaceful atmosphere and offering an ideal habitat for wildlife. A flowing

    Christina Fayard Keller Williams

    0 New Hope Rd Unit 4093809, Wiggins, MS 39577
  • /27

    $410,000

    • 4 Beds
    • 3 Baths
    • 3,800 Sq Ft

    12 Rolling Green Cir, Winona, MS 38967

    This is a gorgeous 3800+/- sq ft home located in Rolling Green Subdivision. This location offers all the amenities of living in the county with all the conveniences of living in town. 4 bedrooms, 3 full baths, 2 bonus rooms, tons of storage and so much more!

    Laura Wood Cravens Properties, LLC

    12 Rolling Green Cir, Winona, MS 38967
  • /8

    $487,500

    • Land
    • 130 Acres
    • $3,750 per Acre

    11 Fisher Rd, Winona, MS 38967

    This property consists of 130 +/- acres of beautiful rolling hills with perfect fields for hay and cattle. Located just outside of Winona on a paved road and access to all utilities. Perfect opportunity to build your dream home or run a livestock farm. Let us show you this land before it is too late.Agent owned

    11 Fisher Rd, Winona, MS 38967
  • /20

    $289,000

    • 5 Beds
    • 3 Baths
    • 3,870 Sq Ft

    414 Summit St, Winona, MS 38967

    Historical Antebellum home with endless possibilities, including Bed & Breakfast or Venue Hall. The dining room is very grand and banquet sized. The other rooms include a Parlor, den, Primary bedroom, and 4 additional bedrooms. From the exterior and interior columns, beautiful millwork, pocket doors and transom windows, this home is sure to impress you with the integrity of craftsmanship. Do not

    Kyle Cravens Cravens Properties, LLC

    414 Summit St, Winona, MS 38967
  • /9

    $165,000

    • 3 Beds
    • 2 Baths
    • 1,416 Sq Ft

    805 Montgomery St, Winona, MS 38967

    Great starter home. Call today for your viewing.

    Kyle Cravens Cravens Properties, LLC

    805 Montgomery St, Winona, MS 38967
  • /19

    $89,500

    • Land
    • 40 Acres
    • $2,210 per Acre

    00 Spring Hill Rd, Winona, MS 38967

    Great deer and turkey hunting with a stand of mid-rotation pine plantation that could potentially go a long way toward helping this property pay for itself over time. The property features three wildlife food plots, scattered hardwood timber, pine plantation, a live stream along the western boundary and a small camp with established power and a small shed/outbuilding fronting Spring Hill Road.

    Ben Rudolph National Land Realty, Kosciusko, MS

    00 Spring Hill Rd, Winona, MS 38967
  • /2

    $139,000

    • 2 Beds
    • 1.5 Baths
    • 1,640 Sq Ft

    504 Herod Dr, Winona, MS 38967

    Just maybe this is the starter home you are looking for. Call today.

    Kyle Cravens Cravens Properties, LLC

    504 Herod Dr, Winona, MS 38967
  • /2

    $75,000

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    526 N Central Ave, Winona, MS 38967

    AGENT OWNED

    Kyle Cravens Cravens Properties, LLC

    526 N Central Ave, Winona, MS 38967
  • /2

    $50,000

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    49 Sawyer Loop, Winona, MS 38967

    Double wide manufactured home for sale sitting located on 2.5 acres. It will be sold "as is'" Three bedrooms and two baths.

    Sheila Sanders Cravens Properties, LLC

    49 Sawyer Loop, Winona, MS 38967
  • /2

    $110,000

    • Land
    • 18 Acres
    • $6,180 per Acre

    0 New Hope Rd Unit 4060063, Wiggins, MS 39577

    17.8 acre +/- site with a roughed in road in place and engineered plats on file. Great location for development. Located just west of the city limits of Wiggins in Stone County on New Hope Road. The property is located approximately .90 mile West of Highway 49. Community water is available from New Zion Water System and sewer is available from Stone County Utility Authority.

    Paul Hardy Paul Hardy Properties

    0 New Hope Rd Unit 4060063, Wiggins, MS 39577
  • /9

    $179,000

    • 3 Beds
    • 2 Baths
    • 1,581 Sq Ft

    304 Shirley Ave, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    304 Shirley Ave, Winona, MS 38967
  • /10

    $175,000

    • 3 Beds
    • 1.5 Baths
    • 1,193 Sq Ft

    113 Shirley Ave, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    113 Shirley Ave, Winona, MS 38967
  • /6

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,542 Sq Ft

    117 Shirley Ave, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    117 Shirley Ave, Winona, MS 38967
  • /8

    $185,000

    • 3 Beds
    • 2 Baths
    • 1,788 Sq Ft

    1002 Montgomery St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    1002 Montgomery St, Winona, MS 38967
  • /13

    $125,000

    • 2 Beds
    • 1 Bath
    • 904 Sq Ft

    212 Fairground St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    212 Fairground St, Winona, MS 38967
  • /3

    $32,500

    • Land
    • 2.62 Acres
    • $12,405 per Acre

    731 Middleton Rd, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    731 Middleton Rd, Winona, MS 38967
  • /6

    $135,000

    • 3 Beds
    • 2 Baths
    • 1,318 Sq Ft

    311 College St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    311 College St, Winona, MS 38967
  • /2

    $159,000

    • 3 Beds
    • 2 Baths
    • 1,815 Sq Ft

    805 Kimberly St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    805 Kimberly St, Winona, MS 38967

Frequently Asked Questions

What are the most popular zip codes in Winona, MS?
The most popular zip codes in Winona, MS include 38901, 38967, 38917, 39176 and 39747.
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