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Newest Homes for Sale in Winona, MS

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  • /36

    $315,000

    • 4 Beds
    • 3.5 Baths

    599 Highway 51, Winona, MS 38967

    Perched on 5 beautiful acres, this stunning 4-bedroom, 3.5-bath home offers the perfect blend of space, comfort, and timeless charm. With 3,643 square feet of living space, you'll love the expansive living area designed for both entertaining and everyday living. Gorgeous hardwood floors are complemented by large windows that fill the home with natural light and showcase peaceful views of the

    Mary Ann Jackson Landmark Realty

    599 Highway 51, Winona, MS 38967
  • /2

    $49,900

    • 3 Beds
    • 1 Bath
    • 1,824 Sq Ft

    226 N Quitman St, Winona, MS 38967

    3-bedroom, 1-bath home offering approximately 1,824 square feet of living space. This property features a functional floor plan with spacious living areas and ample room for a variety of uses. Conveniently located in Winona with access to local amenities, schools, and shopping. Property offers potential for homeowners or investors.

    Arielle Reece EXIT Southern Charm Realty

    226 N Quitman St, Winona, MS 38967
  • /13

    $64,500

    • 3 Beds
    • 1 Bath
    • 2,498 Sq Ft

    516 Speedway Ave, Winona, MS 38967

    Affordable 3 Bedroom Home with Great Potential!This home offers endless possibilities for the buyer with vision. Conveniently located near schools, medical facilities, and shopping, with easy access to Highways 82, 55, and 51, this property combines value with location.Bring your imagination, Pinterest ideas, fresh paint, and a trusted handyman to transform this home into a cozy retreat

    MADALYN MCBRIDE MCBRIDE & COMPANY REAL ESTATE

    516 Speedway Ave, Winona, MS 38967
  • /33

    $225,000

    • 3 Beds
    • 2 Baths
    • 1,716 Sq Ft

    621 Middleton Rd, Winona, MS 38967

    Welcome home to comfort and convenience in a prime location! This well-maintained property features an open-concept living room and kitchen with granite countertops, stainless steel appliances, ample cabinet space, and a spacious laundry room. The den offers a cozy fireplace and additional living space, perfect for relaxing or entertaining. The large primary bedroom includes walk-in closets and a

    Agent Photo

    Jim Deweese

    Real Broker

    (662) 674-6753

    621 Middleton Rd, Winona, MS 38967
  • /20

    $589,000

    • Land
    • 66 Acres
    • $8,924 per Acre

    0 SE Frontage Rd, Winona, MS 38967

    Welcome to The Montgomery 66, a 66 acre commercial property located just outside the city limits of Winona, Mississippi, delivering exceptional visibility and access along Interstate 55. With over 1,100 feet of I-55 frontage, this Montgomery County property is positioned in a highly trafficked commercial corridor ideal for a wide range of development opportunities.The property sits

    Chris Reed Smalltown Hunting Properties & Real Estate

    0 SE Frontage Rd, Winona, MS 38967
  • /68

    $256,000

    • Land
    • 56.7 Acres
    • $4,515 per Acre

    0 New Hope Rd Unit 26104489, Wiggins, MS 39577

    Welcome to the Stone 56.7! Located in Stone County, Mississippi, this 56.7 acre tract fronts New Hope Road and is situated approximately 8 miles north of Wiggins, offering an excellent balance of accessibility, recreation, and investment potential. The property features county road frontage with a gated entrance and an established interior trail system that provides easy access

    Agent Photo

    Dewayne Atkinson

    Smalltown Hunting Properties & Real Estate

    (601) 832-3075

    0 New Hope Rd Unit 26104489, Wiggins, MS 39577
  • /11

    $589,000

    • Land
    • 66 Acres
    • $8,924 per Acre

    01 S Frontage Rd, Winona, MS 38967

    This 66± acre tract is located just outside the city limits of Winona, Mississippi, delivering exceptional visibility and access along Interstate 55. With over 1,100 feet of I-55 frontage, this Montgomery County property is positioned in a highly trafficked commercial corridor ideal for a wide range of development opportunities. The property sits directly across I-55 from Empire Truck Sales and

    Chris Reed SmallTown Hunting Properties & Real Estate

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

    $275,000

    • Land
    • 2.7 Acres
    • $101,852 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
  • /11

    $149,000

    • 3 Beds
    • 1 Bath
    • 1,694 Sq Ft

    109 Mission Rd, Winona, MS 38967

    What to love about 109 Mission Road: 2 living spaces—your front porch leads into a spacious living and dining combo with hardwood floors, and your driveway leads to an even larger den with a blonde brick accent wall with cozy raised hearth with ledge seating, wood mantle for family pictures, big screen TV, and seasonal decor, and ceramic tile floor for easy cleanup after entertaining. The laundry

    Agent Photo

    Pam Powers

    Powers Properties

    (662) 443-4319

    109 Mission Rd, Winona, MS 38967
  • /29

    $185,000

    • 4 Beds
    • 3 Baths
    • 1,928 Sq Ft

    115 Pine Dr, Winona, MS 38967

    115 Pine Drive, Winona, MS - This 4-bedroom, 3-bath home is tucked away in a quiet, private, area of Winona offering both space and comfort. The home features: Large whirlpool tub/shower, recessed dimmable lighting, all new electrical wiring, all new plumbing throughout, large electric water heater and additional optional tank-less water heater, New paint inside and out, laminate flooring

    Chris Reed Coltmor Realty Co.

    115 Pine Dr, Winona, MS 38967
  • /2

    $160,000

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft

    1509 Highway 407, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    1509 Highway 407, Winona, MS 38967
  • /15

    $175,000

    • 5 Beds
    • 2 Baths
    • 1,783 Sq Ft

    579 U S 51, Winona, MS 38967

    This is it! Call today to see this 3 bedroom, 2 bath home.

    Kyle Cravens Cravens Properties, LLC

    579 U S 51, Winona, MS 38967
  • /2

    $74,999

    • 3 Beds
    • 1 Bath
    • 1,227 Sq Ft

    805 Obryan Cir, Winona, MS 38967

    This cozy, 1227 square foot home has 3 bedrooms and 1 bath. Its sits in a calm, quiet community near seniors. With a little bit of work, this home has endless potential. If your looking for a great neighborhood this is perfect for you!

    Pamela Hardiman Landmark Realty

    805 Obryan Cir, Winona, MS 38967
  • /37

    $395,000

    • Land
    • 27 Acres
    • $14,630 per Acre

    0 Industrial Park Rd, Winona, MS 38967

    Montgomery • 27± Acres • Prime Commercial & Industrial Opportunity Discover the ideal property to launch a new family business or expand your company's footprint in a fast-growing region. This 27± acre tract offers outstanding infrastructure, multiple improvements, and excellent access—making it a rare, turnkey opportunity with room to grow. Situated near active rail lines, the property offers an

    John Cartwright Pursuit Properties, LLC

    0 Industrial Park Rd, Winona, MS 38967
  • /22

    $425,000

    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    1651 U S 82, Winona, MS 38967

    This is a beautiful log home with approximately 2000 sq ft of living space and a log building with approximately 800 sq. Feet of versatile space. The additional building could be used as a guest home, an office or meeting space or even converted to a garage/shop. The main home has a rustic but inviting design. It features natural wood, a very large, covered wrap around Porch with views of rolling

    Laura Wood Cravens Properties, LLC

    1651 U S 82, Winona, MS 38967
  • /41

    $249,000

    • 3 Beds
    • 2 Baths
    • 2,734 Sq Ft

    308 Jones St, Winona, MS 38967

    Wonderful opportunity to own a historic home located in the city limits of Winona with an adjacent lot with rental property.

    Kyle Cravens Cravens Properties, LLC

    308 Jones St, Winona, MS 38967
  • /19

    $145,000

    • 3 Beds
    • 2 Baths
    • 1,870 Sq Ft

    311 Jones St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    311 Jones St, Winona, MS 38967
  • /7

    $8,750

    • Land
    • 0.7 Acre
    • $12,500 per Acre

    106 Pine Dr, Winona, MS 38967

    ** 0.70-Acre Lot for Sale - Winona, MS** Build your dream home or grow your investment portfolio with this **beautiful 0.70-acre lot** located in the heart of **Winona, Mississippi**! **Prime Location:** Just minutes from **I-55** and **Highway 51**, offering convenient access to nearby towns, shopping, and dining. **Ideal for Building:** Perfect site for your new home, mobile home, or potential

    Devon Butrick Southern Oaks RE Properties LLC

    106 Pine Dr, Winona, MS 38967
  • /66

    $499,000

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

    57340 Cr 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 Cr 430, Winona, MS 38967
  • /8

    $198,000

    • 5 Beds
    • 3 Baths
    • 2,166 Sq Ft

    505 Whitehead Dr, Winona, MS 38967

    Renovated 3-4 bedroom home with additional guest house. The house is agent owned

    Kyle Cravens Cravens Properties, LLC

    505 Whitehead 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
  • /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
  • /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
  • /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
  • /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

    Agent Photo

    Hunter Robison

    Smalltown Hunting Properties & Real Estate

    (662) 816-7987

    I-55, Winona, MS 38967
  • /2

    $155,000

    • 3 Beds
    • 3 Baths
    • 2,355 Sq Ft

    1000 Montgomery St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    1000 Montgomery St, 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
  • /14

    $125,000

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

    304 Tyler Holmes Dr, 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.

    Agent Photo

    Wilson Britt

    Smalltown Hunting Properties & Real Estate

    (662) 299-2367

    304 Tyler Holmes Dr, 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
  • /31

    $279,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /17

    $200,000

    • Land
    • 16 Acres
    • $12,500 per Acre

    0 Brister Dr, Winona, MS 38967

    16 acres at the end of Brister Drive in Winona Ms. adjacent to The City of Winona recreation park.Just off I-55 and 1/4 mi from 82 highway. Be a great place for residential homes or commercial property. Winona is a growing community with an outstanding school system. City utilities are available.. Property is hard to find. Take frontage re off 82 at Blue Sky station then left on Brister

    Wayne McPhail McPhail & Associates Inc.

    0 Brister Dr, Winona, MS 38967

Frequently Asked Questions

What is the average home price in Winona, MS?
Homes for sale in Winona, MS have an average home price of $170,433.
Are home prices dropping in Winona?
Yes, home prices in Winona are down 18% in the last 12 months.
How many homes have sold over the last 12 months in Winona, MS?
13 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, 39577, 39747, 38943 and 38925.
How much do you need to make to afford a house in Winona?
The median home price in Winona is $155,000. If you put a 20% down payment of $31,000 and had a 30-year fixed mortgage with an interest rate of 6.01%, your estimated principal and interest payment would be $740 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $32K a year to afford the median home price in Winona. Learn how much home you can afford with our Home Affordability Calculator.
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
$107,000
Median Single Family Sale Price
$115,500
Median Townhouse Sale Price
$100,000
Average Price Per Sq Ft
$68
Number of Homes for Sale
22
Last 12 months Home Sales
13
Months of Supply
20.30
Median List Price
$155,000
Median Change From 1st List Price
20%
Median Home Sale Price YoY Change
-29%
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