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Winona, MS Homes for Sale

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  • /20

    $54,000

    • Land
    • 18 Acres
    • $3,000 per Acre

    I-55, Winona, MS 38967

    Welcome to the Montgomery 18, located between the Winona and Vaiden exits on the west side of Interstate 55. This 18 acre Montgomery County tract offers prime investment and recreational potential. Stretching over 600 yards along Mississippi’s busiest highway, this high-visibility frontage could be ideal for billboards or other income opportunities. The property consists of a mix of

    Hunter Robison Smalltown Hunting Properties & Real Estate

    I-55, Winona, MS 38967
  • /6

    $30,000

    • Land
    • 1.3 Acres
    • $23,077 per Acre

    0 U S Highway 51, Winona, MS 38967

    This vacant Lot has frontage on Highway 51 between Winona and Vaiden, Mississippi, in Carroll County. This 1.3+/acre tract features a 100' by 50' concrete slab near the highway. Community water and electricity are available, as well as high-speed fiber internet provided by Delta Electric EPA. Please call Tyler Alldread at 662.230.7322 for more information! 5.7 Miles to Winona

    Tyler Alldread SWAPA Land, LLC

    0 U S Highway 51, Winona, MS 38967
  • /20

    $140,000

    • 3 Beds
    • 2 Baths
    • 1,833 Sq Ft

    1549 U S 51, Winona, MS 38967

    This unique property is located on Highway 51. It is a 3 bedroom 2 bath home with a shop in the back and 3 camper hook ups. Call today to take a look at this one.

    Robin Lea Gold Key Realty LLC

    1549 U S 51, Winona, MS 38967
  • /57

    $210,000

    • 5 Beds
    • 3 Baths
    • 2,941 Sq Ft

    343 Highway 82, Winona, MS 38967

    WINONA, MS HOUSE FOR SALE!! FEATURES: 5 Beds, 3 Full Baths, 2941 Sq Ft, 2.50 Acres, 2 Car Carport, Huge Open Kitchen, 2 Front Doors, Upstairs (for bedroom, gameroom, or storage) Office desk, 2 Fireplaces, and so much more....Looking for a house that just needs a little love with great potential??? Well if so then heres YOUR HOUSE!! Call/text today to get a FREE copy of the property information

    Perrin Jackson Landmark Realty

    343 Highway 82, Winona, MS 38967
  • /31

    $289,000

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    205 Shirley Ave, Winona, MS 38967

    Step into timeless charm and modern comfort with this beautifully updated 4-bedroom, 3-bath brick home in the heart of Winona. Featuring classic Craftsman style, this home welcomes you with rich hardwood floors and a spacious open-concept kitchen that's perfect for gatherings. Enjoy three updated bathrooms with stylish tile work, fresh interior paint throughout, and plenty of natural light.

    Chris Reed Coltmor Realty Co.

    205 Shirley Ave, Winona, MS 38967
  • /18

    $175,000

    • 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
  • /21

    $249,000

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

    206 Church St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    206 Church St, Winona, MS 38967
  • /66

    $499,000

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

    57340 County Road 430, Winona, MS 38967

    COUNTRY HOUSE FOR SALE! (Carroll County) Are you searching for a property that gives you PEACE, QUIET, and a PRIVATE way of living?? Well if so then look no further than this house! FEATURES: 3 beds, 2.5 baths, 3100 sq ft, 39 acres, Stocked Pond, Long Driveway, Hardwood floors, Metal Roof, Brand new septic tank, Pantry, New countertops, Remodeled bathroom, Open Kitchen, 2 Car Carport, Walk in

    Perrin Jackson Landmark Realty

    57340 County Road 430, Winona, MS 38967
  • /20

    $35,000

    • 2 Beds
    • 2 Baths
    • 964 Sq Ft

    715 Simpson Dr, Winona, MS 38967

    Great investment opportunity in Winona, MS. This 2 bedroom, 2 bathroom home offers 964 sq ft of living space and is ready for renovation. Some demo work has already been completed, providing a head start for your remodel. Ideal for buy-and-hold investors,

    Ralph Harvey Listwithfreedom.Com

    715 Simpson Dr, Winona, MS 38967
  • /11

    $95,000

    • 3 Beds
    • 1.5 Baths
    • 1,661 Sq Ft

    123 Branch St, Winona, MS 38967

    Enjoy this cozy 3 bedroom, 1 and half bath home in Winona. This home would be a perfect place to start making your own!

    Pamela Hardiman Landmark Realty

    123 Branch St, Winona, MS 38967
  • /10

    $239,900

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

    907 Westland Dr, Winona, MS 38967

    Completely remodeled home with hardwood flooring in most rooms. Kitchen was completely renovated wit new cabinets, appliances, and marble countertops. The home features 2 full baths that have been completely updated. The home is agent owned.

    John Cravens

    907 Westland Dr, Winona, MS 38967
  • /13

    $59,000

    • 4 Beds
    • 2 Baths
    • 1,152 Sq Ft

    135 Fox Rd Unit A, Winona, MS 38967

    4 Bedroom 2 bath home located on 1 acre in Montgomery County just a short drive to town. Approximately 1152 sq ft home and a portable carport. Purchase will require Cash or In- House bank loan. Call today for more information.

    Robin Lea Gold Key Realty LLC

    135 Fox Rd Unit A, Winona, MS 38967
  • /20

    $54,000

    • Land
    • 18 Acres
    • $3,000 per Acre

    00 Interstate 55, Winona, MS 38967

    Welcome to the Montgomery 18, an 18 acre tract in Montgomery County between the Winona and Vaiden exits on Interstate 55. With over 600 yards of frontage along Mississippi's busiest highway, this property offers excellent visibility and potential income from billboards or future development. The land is a mix of hardwood and pine timber with plenty of deer sign, making it a solid little hunting

    Hunter Robison SmallTown Hunting Properties & Real Estate

    00 Interstate 55, Winona, MS 38967
  • /3

    $750,000

    • Land
    • 90 Acres
    • $8,333 per Acre

    0 NE Frontage Rd, Winona, MS 38967

    Approximately 90 acres of undeveloped commercial property that borders the east side of the northbound lane of interstate 55 at the Winona exit and also has frontage on the NE Frontage road easy access. This property is ready for development and could be used from commercial or industrial uses.

    Kyle Cravens Cravens Properties, LLC

    0 NE Frontage Rd, Winona, MS 38967
  • /10

    $190,000

    • Land
    • 50 Acres
    • $3,800 per Acre

    000 Highway 82, Winona, MS 38967

    Discover the potential of this rare 50-acre tract located directly on Highway 82 - a major corridor linking Greenwood and Winona, Mississippi. This beautiful property offers a mix of mature timber and open areas, with multiple ideal home sites scattered throughout. Whether you're looking to build your dream home, develop a weekend getaway, or invest in a property with future potential, this land

    William Daves Dave's Realty

    000 Highway 82, Winona, MS 38967
  • /7

    $59,000

    • 3 Beds
    • 2 Baths
    • 2,088 Sq Ft

    624 Summit St, Winona, MS 38967

    Welcome to 624 Summit Street, a charming home located in the heart of Winona, MS! This property features a spacious layout, cozy living areas, and a large yard—offering great potential for first-time buyers, investors, or anyone looking for a project. Conveniently situated near schools, shopping, and dining. Priced to sell and being offered AS-IS, this is a fantastic opportunity to add your

    Marilyn Thomas-Burks Exit Southern Charm Realty

    624 Summit St, 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
  • /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
  • /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
  • /15

    $295,000

    • Land
    • 2.7 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
  • /10

    $300,000

    • Land
    • 74.8 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
  • /2

    $110,000

    • Land
    • 17.8 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
  • /8

    $119,000

    • 3 Beds
    • 2 Baths
    • 1,315 Sq Ft

    302 Braswell Dr, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    302 Braswell Dr, Winona, MS 38967
  • /12

    $119,000

    • 3 Beds
    • 1 Bath
    • 1,072 Sq Ft

    215 Pearl St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    215 Pearl St, Winona, MS 38967
  • /6

    $100,000

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

    1241 U S 51, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    1241 U S 51, Winona, MS 38967
  • /9

    $175,000

    • 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

    $147,500

    • 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
  • /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

Why Live in Winona

The city of Wenona is primarily a rural, agriculturally-based community, but recent investments have made the Montgomery County seat a center for local lumber production. In 2021, Biewer Lumber opened a $130 million sawmill on the northern edge of ...

Frequently Asked Questions

What is the average home price in Winona, MS?
Homes for sale in Winona, MS have an average home price of $165,062.
How many homes have sold over the last 12 months in Winona, MS?
14 homes have sold in Winona, MS over the last 12 months.
What are the most popular zip codes in Winona, MS?
The most popular zip codes in Winona, MS include 38967, 39747, 38943, 39176 and 38925.
How much do you need to make to afford a house in Winona?
The median home price in Winona is $145,000. If you put a 20% down payment of $29,000 and had a 30-year fixed mortgage with an interest rate of 6.19%, your estimated principal and interest payment would be $710 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $30K a year to afford the median home price in Winona.
How are the schools in Winona, MS?
Winona, MS has highly rated public and private schools. Some of the best schools in Winona based on Niche Grades are Winona Christian School, Winona Elementary School and Winona Secondary School. Browse all the schools in Winona, MS to learn more.

Home Trends in Winona, MS

Housing Trends

Median Sale Price
$111,000
Median Single Family Sale Price
$140,000
Median Townhouse Sale Price
$100,000
Average Price Per Sq Ft
$73
Number of Homes for Sale
15
Last 12 months Home Sales
14
Months of Supply
12.90
Median List Price
$145,000
Median Change From 1st List Price
15%
Median Home Sale Price YoY Change
-13%
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