14

Winona, MS Homes for Sale under $500,000

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  • /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
  • /68

    $249,000

    $7K PRICE DROP
    • Land
    • 56.7 Acres
    • $4,392 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
  • /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
  • /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
  • /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
  • /14

    $275,000

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

    106 Hampton St, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    106 Hampton 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
  • /23

    $379,000

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft

    322 Sawyer Rd, Winona, MS 38967

    Kyle Cravens Cravens Properties, LLC

    322 Sawyer Rd, 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
  • /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
  • /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
  • /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
  • /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

Home Price Trends

Median Sale Price
$85,000
Median Single Family Sale Price
$116,000
Average Price Per Sq Ft
$77
Number of Homes for Sale
19
Last 12 months Home Sales
9
Months of Supply
25.30
Median List Price
$172,500
Median Change From 1st List Price
17%
Median Home Sale Price YoY Change
-26%
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