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Newest Homes for Sale in Winona, MS

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  • /7

    $105,000

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    618 Campbell St, Winona, MS 38967

    This is an amazing MOVE IN READY home for any family looing for peace and quiet in Montgomery County. The house has been fully renovated and offers a stylish modern look.

    Terry Peeples EXIT Southern Charm Realty

    618 Campbell St, Winona, MS 38967
  • /4

    $45,000

    • 3 Beds
    • 1.5 Baths
    • 1,598 Sq Ft

    205 Lodi Rd, Winona, MS 38967

    Opportunity is knocking! This 2-story, 1,598 sq. ft. home, built in 1950, sits on a spacious 1.8-acre lot and is ready for someone with vision to bring it back to life. While the home needs major repairs, it offers good bones, original hardwood floors, and a nice attached carport, making it an excellent candidate for renovation. Whether you're looking for your next fix-and-flip project, a rental

    Taylor Nesbitt Coltmor Realty Co.

    205 Lodi Rd, Winona, MS 38967
  • /5

    $59,000

    • 3 Beds
    • 2 Baths
    • 1,646 Sq Ft

    413 Fairground St, Winona, MS 38967

    413 Fairground is a renovation project ready for customization. Situated on a double lot, this home was originally built in 1951. It has a double front entry. The front porch faces Fairground Street while the double carport and concrete drive face Jefferson Street. There is an additional concrete patio facing the second lot that offers a park-like setting. Key highlight — this home is walkable to

    Tiffany McCaleb Powers Properties

    413 Fairground St, Winona, MS 38967
  • /89

    $340,000

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

    11 Rolling Green Cir, Winona, MS 38967

    Welcome to 11 Rolling Green Circle — this expertly crafted and well planned 3-bedroom, 2-bath home in the desirable Rolling Green Estates community offers a thoughtfully designed split floor plan, one of the most sought-after home layouts because the quiet retreat of the primary suite is private and set apart from the secondary bedrooms and preserves the center of the home for family gathering

    Tiffany McCaleb Powers Properties

    11 Rolling Green Cir, Winona, MS 38967
  • /66

    $300,000

    • 3 Beds
    • 1.5 Baths
    • 1,368 Sq Ft

    207 Coleman St, Winona, MS 38967

    *Preapproval letter or proof of funds is required prior to scheduling a showing.* Welcome home to this charming 3-bedroom, 1.5 bath all-brick residence tucked away at the end of a quiet dead-end street, offering privacy, security, and plenty of space to enjoy. The entire property is fully fenced and gated, featuring durable vinyl fencing along the sides and rear and an iron electric gate across

    Agent Photo

    Erica Young

    Haus of Bonaparte Realty, LLC

    207 Coleman St, Winona, MS 38967
  • /10

    $170,000

    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft

    400 Fairground St, Winona, MS 38967

    Welcome home to this beautifully restored 1948 cottage, a cherished family home that has been filled with five generations of love, laughter, and memories. Now, this remarkable property is ready for its next chapter and a new family to make memories of their own. As you arrive, you'll be welcomed by a newly constructed pergola that leads to the front entrance, setting the tone for the thoughtful

    Kyle Cravens Cravens Properties, LLC

    400 Fairground St, Winona, MS 38967
  • /19

    $122,000

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

    113 Shirley Ave, Winona, MS 38967

    Great opportunity for a new buyer! This 3 bedroom, 1.5 bath home offers 1,193 sq. ft. and lots of potential inside and out. The half bath is already plumbed for a shower, giving you room to add value. Located in Montgomery County, this home is priced with the buyer in mind. Plus, qualified buyers may be eligible for Sumner Grant funds for college. Buyers should verify eligibility requirements.

    Rhonda Lee Landmark Realty

    113 Shirley Ave, Winona, MS 38967
  • /2

    $143,500

    • 4 Beds
    • 2 Baths

    514 Speedway Ave, Winona, MS 38967

    Discover comfort, space, and convenience at 514 Speedway Ave in Winona! This beautifully updated 4 bedroom, 2 Nath home offers approximately 2,057 square feet of spacious living in a great neighborhood conveniently located near the local high school.

    Pamela Hardiman

    514 Speedway Ave, Winona, MS 38967
  • /2

    $82,152

    • Land
    • 39.12 Acres
    • $2,100 per Acre

    0 Duck Hill Ranch, Winona, MS 38967

    This 39.12-acre rural hunting tract in Montgomery County offers a balanced blend of managed timber investment and diverse wildlife habitat, making it well-suited for both recreational use and long-term value. Approximately 33 acres are established in 13-year-old plantation pine, now entering a prime stage for mid-rotation management. Complementing the pine acreage are roughly 6 acres of natural

    Jonathan Stevens America's Land Partners - Mississippi, Kosciusko

    0 Duck Hill Ranch, Winona, MS 38967
  • /2

    $400,000

    • Land
    • 1.5 Acres
    • $266,667 per Acre

    0 NE Frontage Rd, Winona, MS 38967

    Prime commercial opportunity! This is one of two available lots located at the high-visibility intersection of I-55 and Highway 82. With approximately 1.5+/- acres, this property offers the perfect location to build your business and capture maximum exposure from interstate and highway traffic. The excellent access and prominent positioning make it ideal for retail, service, or investment

    Prestley Vaughan Southern Oaks RE Properties LLC

    0 NE Frontage Rd, Winona, MS 38967
  • /2

    $750,000

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

    0 NE Frontage Rd, Winona, MS 38967

    Position your business where it will be seen! This 11+/- acre property is strategically located at the intersection of Interstate 55 and Highway 82 in Montgomery County, offering outstanding visibility and easy access for travelers and local traffic alike. With its high-traffic location and excellent exposure, this property presents the perfect opportunity for a wide range of commercial ventures.

    Prestley Vaughan Southern Oaks RE Properties LLC

    0 NE Frontage Rd, Winona, MS 38967
  • /14

    $228,000

    $22K PRICE DROP
    • 3 Beds
    • 2.5 Baths

    59 Redell Dr, Winona, MS 38967

    Prime location on the outskirts of Winona, MS in a wonderful, established neighborhood! This charming single-story brick home offers 3 bedrooms and 2.5 bathrooms with plenty of comfortable living space and classic curb appeal. Highlights include: a large flat yard perfect for family gatherings, a covered carport for convenient parking and protection from the elements, an additional storage shed

    Mary Spell Cravens Properties, LLC

    59 Redell Dr, Winona, MS 38967
  • /10

    $65,000

    • 3 Beds
    • 2 Baths
    • 1,709 Sq Ft

    203 Branch St, Winona, MS 38967

    Investor Opportunity at 203 Branch Drive in Winona, Mississippi!This property presents a strong opportunity for investors looking to expand their portfolio with a value-add asset in a growing rental market. Located in a quiet residential area, this home offers solid potential for renovation, rental income, or resale.With a functional layout and good bones, 203 Branch Drive is ideal for a

    Robin Lea Gold Key Realty LLC

    203 Branch St, Winona, MS 38967
  • /17

    $179,000

    • 3 Beds
    • 1.5 Baths

    810 Michelle Dr, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    810 Michelle Dr, Winona, MS 38967
  • /49

    $425,000

    $35K PRICE DROP
    • Land
    • 151 Acres
    • $2,815 per Acre

    N Mission Rd, Winona, MS 38967

    Welcome to 151 Montgomery Located on the Carroll-Montgomery County Line, just 3 minutes from Winona, MS and Interstate 55. This beautiful tract offers a rare combination of rolling terrain, diverse timber, established wildlife habitat, and a well-developed trail system creating a turnkey property for the serious outdoorsman or land investor.As you enter the property, you can see the

    Leland Selby SWAPA Land, LLC

    N Mission Rd, Winona, MS 38967
  • /48

    $425,000

    • Land
    • 151 Acres
    • $2,815 per Acre

    0 N Mission Rd, Winona, MS 38967

    Welcome to 151± acres in Montgomery County located on the Carroll-Montgomery County line just 3 minutes from Winona and Interstate 55. This tract features rolling hills with a mix of pine and hardwood timber creating excellent wildlife habitat and scenic terrain. The property is well set up for hunting with seven established food plots and a well-maintained internal trail system providing easy

    LELAND SELBY SWAPA LAND, LLC

    0 N Mission Rd, Winona, MS 38967
  • /9

    $69,920

    • Land
    • 36.8 Acres
    • $1,900 per Acre

    0 Interstate 55, Winona, MS 38967

    Looking for a fresh start small acreage to call your own? Well this property would be the perfect place! Has Interstate 55 frontage and located between the Duck Hill and Winona exits on the East side of the Interstate. Over 27 acres of fresh cutover and 9 acres of hardwood SMZ's. Property is ready to be replanted and offers someone looking for a longterm timber investment a fresh start. Would

    Jonathan Stevens America's Land Partners - Mississippi, Kosciusko

    0 Interstate 55, Winona, MS 38967
  • /33

    $200,000

    $30K PRICE DROP
    • 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

    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

    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

    $20K PRICE DROP
    • 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
  • /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
  • /41

    $225,000

    $24K PRICE DROP
    • 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
  • /21

    $225,000

    $24K PRICE DROP
    • 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
  • /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
  • /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

    304 Tyler Holmes Dr, Winona, MS 38967
  • /18

    $160,000

    $25K PRICE DROP
    • 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
  • /2

    $110,000

    • Land
    • 18 Acres
    • $6,111 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 $175,015.
Are home prices dropping in Winona?
Yes, home prices in Winona are down 5% in the last 12 months.
How many homes have sold over the last 12 months in Winona, MS?
11 homes have sold in Winona, MS over the last 12 months.
What is the average household income in Winona, MS?
The average household income in Winona, MS is $47K.
What are the most popular zip codes in Winona, MS?
The most popular zip codes in Winona, MS include 38967, 38925, 38943, 38917 and 39747.
How much do you need to make to afford a house in Winona?
The median home price in Winona is $149,250. If you put a 20% down payment of $29,800 and had a 30-year fixed mortgage with an interest rate of 6.43%, your estimated principal and interest payment would be $750 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. The average household income in Winona is $47K.
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 Price Trends

Median Sale Price
$100,000
Median Single Family Sale Price
$92,500
Median 2 Bedroom Sale Price
$105,000
Average Price Per Sq Ft
$49
Number of Homes for Sale
17
Last 12 months Home Sales
11
Months of Supply
18.50
Median List Price
$149,250
Median Change From 1st List Price
17%
Median Home Sale Price YoY Change
-17%
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