Winona, MS Homes

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  /22

  $129,000 Last List Price Sold Jun 26, 2025

  723 Enterprise Dr, Winona, MS 38967

  • 3 Beds
  • 1 Bath
  • 1,360 Sq Ft
  • Built 1965

  Last Sold Summary

  • $95/SF
  • 271 Days On Market

  Current Estimated Value $133,863

  Last Listing Agent Robin Lea Gold Key Realty LLC

  723 Enterprise Dr, Winona, MS 38967
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  /20

  Not Listed For Sale

  21 County Road 65, Winona, MS 38967

  21 County Road 65, Winona, MS 38967

  Last Sold Summary

  • $0/SF
  • 42 Days On Market

  Last Listing Agent Kadero Edley Tom Smith Land & Homes
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  /41

  $225,000

  • 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
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  /17

  $98,000 Last List Price Sold Jun 25, 2025

  502 Montgomery St, Winona, MS 38967

  • 3 Beds
  • 1.5 Baths
  • 1,310 Sq Ft
  • Built 1954

  Last Sold Summary

  • $75/SF
  • 32 Days On Market

  Current Estimated Value $98,718

  Last Listing Agent Arielle Reece EXIT Southern Charm Realty

  502 Montgomery St, Winona, MS 38967
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  /7

  Est $78,519 Not Listed For Sale

  409 Sterling Ave, Winona, MS 38967

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft
  • Built 1935

  409 Sterling Ave, Winona, MS 38967

  Last Sold Summary

  • $0/SF
  • 177 Days On Market

  Last Listing Agent Frankie Thorpe Britt Barnes Realty Group
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  /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
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  /20

  $259,000 Last List Price Sold Nov 06, 2025

  414 Summit St, Winona, MS 38967

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

  Last Sold Summary

  • $67/SF
  • 382 Days On Market

  Current Estimated Value $220,911

  Last Listing Agent Kyle Cravens Cravens Properties, LLC

  414 Summit St, Winona, MS 38967
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  /10

  Est $201,372 Not Listed For Sale

  29 Highway 51, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 2,365 Sq Ft
  • Built 1956

  29 Highway 51, Winona, MS 38967

  Last Sold Summary

  • $0/SF
  • 8 Days On Market

  Last Listing Agent Phil McCoy Phil McCoy Real Estate, Inc.
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  /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
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  /13

  $65,000 Last List Price Sold Oct 24, 2025

  56 New Hope Road Extension, Winona, MS 38967

  • 3 Beds
  • 1 Bath
  • 1,349 Sq Ft
  • Built 1968

  Last Sold Summary

  • $48/SF
  • 279 Days On Market

  Current Estimated Value $65,860

  Last Listing Agent Pamela Hardiman Landmark Realty

  56 New Hope Road Extension, Winona, MS 38967
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  /10

  Not Listed For Sale

  307 Powell St, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1963

  307 Powell St, Winona, MS 38967

  Last Sold Summary

  • $0/SF
  • 42 Days On Market

  Last Listing Agent Georgia Landry Realhome Services & Solutions
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  /28

  $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
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  /2

  $74,999 Last List Price Sold Mar 27, 2026

  805 Obryan Cir, Winona, MS 38967

  • 3 Beds
  • 1 Bath
  • 1,227 Sq Ft
  • Built 1970

  Last Sold Summary

  • $61/SF
  • 97 Days On Market

  Current Estimated Value $113,000

  Last Listing Agent Pamela Hardiman Landmark Realty

  805 Obryan Cir, Winona, MS 38967
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  /7

  Est $229,092 Not Listed For Sale

  67 Garrett Dr, Winona, MS 38967

  • 5 Beds
  • 3 Baths
  • 2,400 Sq Ft
  • Built 1980

  67 Garrett Dr, Winona, MS 38967

  Last Sold Summary

  • $0/SF
  • 100 Days On Market

  Last Listing Agent Preston Smith Southern Oaks RE Properties LLC
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  /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
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  /18

  $59,900 Last List Price Sold Jun 26, 2025

  68 Stafford Wells Loop, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 1,568 Sq Ft
  • Built 2002

  Last Sold Summary

  • $38/SF
  • 33 Days On Market

  Last Listing Agent Elecia Elmore Powers Properties

  68 Stafford Wells Loop, Winona, MS 38967
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  /6

  Est $115,188 Not Listed For Sale

  208 Gentsch St, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft
  • Built 1978

  208 Gentsch St, Winona, MS 38967

  Last Sold Summary

  • $0/SF
  • 42 Days On Market

  Last Listing Agent Pete Prisock Tom Smith Land & Homes
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  /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
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  /22

  $75,000 Last List Price Sold May 01, 2025

  600 Greensboro St, Winona, MS 38967

  • 3 Beds
  • 1 Bath
  • 1,156 Sq Ft
  • Built 1946

  Last Sold Summary

  • $65/SF
  • 122 Days On Market

  Current Estimated Value $75,384

  Last Listing Agent Dwanna Stanley The Agency Haus LLC DBA Agency

  600 Greensboro St, Winona, MS 38967
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  /18

  Est $124,333 Not Listed For Sale

  805 Oak Ln, Winona, MS 38967

  • 4 Beds
  • 2 Baths
  • 1,666 Sq Ft
  • Built 1984

  805 Oak Ln, Winona, MS 38967

  Last Sold Summary

  • $0/SF
  • 8 Days On Market

  Last Listing Agent Phil McCoy Phil McCoy Real Estate, Inc.
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  /2

  $179,000

  • 3 Beds
  • 1.5 Baths

  810 Michelle Dr, Winona, MS 38967

  Kyle Cravens Cravens Properties, LLC

  810 Michelle Dr, Winona, MS 38967
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  /2

  Not Listed For Sale

  26812 Mississippi 35, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 1,246 Sq Ft
  • Built 1984

  26812 Mississippi 35, Winona, MS 38967

  Last Sold Summary
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  /19

  $145,000 Pending

  • 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
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  /2

  Est $144,980 Not Listed For Sale

  401 College St, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 2,216 Sq Ft
  • Built 1910

  401 College St, Winona, MS 38967

  Last Sold Summary
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  /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
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  /2

  Not Listed For Sale

  351 Graysport Rd, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft
  • Built 2022

  351 Graysport Rd, Winona, MS 38967

  Last Sold Summary
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  /4

  $115,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,328 Sq Ft

  611 Montgomery St, Winona, MS 38967

  This is the home for you. Great starter home.

  Kyle Cravens Cravens Properties, LLC

  611 Montgomery St, Winona, MS 38967
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  /2

  Est $115,151 Not Listed For Sale

  203 Lamar St, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 1,397 Sq Ft
  • Built 1971

  203 Lamar St, Winona, MS 38967

  Last Sold Summary
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  /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
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  /2

  Est $185,942 Not Listed For Sale

  740 Middleton Rd, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 1,813 Sq Ft
  • Built 1960

  740 Middleton Rd, Winona, MS 38967

  Last Sold Summary
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  /2

  $39,000

  • 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
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  /2

  Est $164,207 Not Listed For Sale

  507 Bell St, Winona, MS 38967

  • 3 Beds
  • 3 Baths
  • 1,960 Sq Ft
  • Built 1970

  507 Bell St, Winona, MS 38967

  Last Sold Summary
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  /12

  $109,000

  • 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
• 

  /2

  Est $186,835 Not Listed For Sale

  412 Church St, Winona, MS 38967

  • 4 Beds
  • 3 Baths
  • 3,445 Sq Ft
  • Built 1900

  412 Church St, Winona, MS 38967

  Last Sold Summary
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  /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
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  /2

  Est $210,731 Not Listed For Sale

  204 Ratliff St, Winona, MS 38967

  • 4 Beds
  • 2 Baths
  • 2,371 Sq Ft
  • Built 1880

  204 Ratliff St, Winona, MS 38967

  Last Sold Summary
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  /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
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  /2

  Est $131,019 Not Listed For Sale

  208 Pearl St, Winona, MS 38967

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Built 1960

  208 Pearl St, Winona, MS 38967

  Last Sold Summary
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  /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
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  /2

  Est $179,286 Not Listed For Sale

  310 Sterling Ave, Winona, MS 38967

  • 4 Beds
  • 3 Baths
  • 2,542 Sq Ft
  • Built 1964

  310 Sterling Ave, Winona, MS 38967

  Last Sold Summary

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