Montgomery, MS Homes

• 

  

  

  /73

  $1,995,000

  • 2 Beds
  • 2 Baths
  • 3,757 Sq Ft

  2024 Us-51, Winona, MS 38967

  Whether you have been looking for a family property or somewhere to entertain clients, the Montgomery 634 is the place! Providing 365 days of enjoyment, this Montgomery County, MS turn-key property is waiting for you. This 634 acre tract can be accessed from the west off Highway 51 and from the east off Sawmill Road, just north of Winona. A 3,757 square foot lodge offers two bedrooms, two

  Adam ALC

  2024 Us-51, Winona, MS 38967
• 

  

  

  /15

  $115,000 Last List Price Sold Jul 23, 2025

  • 1,295 Sq Ft
  • $89/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1976

  904 Bar Cove, Winona, MS 38967

  Nice, Move-in Ready! This brick, ranch style home is tuck away in a quiet cul-de-sac in Winona, Ms. Features include laminate wood and ceramic tile flooring, breakfast bar, central heat and air, large laundry room, attached and detached carports, exterior storage with deck, concrete driveway and a patio. Its location and design lends itself to entertaining but is also suitable for quiet

  Elecia Elmore Powers Properties

  904 Bar Cove, Winona, MS 38967
• 

  

  

  /14

  Est $122,022 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,200 Sq Ft

  604 S Applegate St, Winona, MS 38967

  604 S Applegate St, Winona, MS 38967
• 

  

  

  /6

  $30,000

  • Land
  • 1.30 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
• 

  

  

  /7

  $125,000 Last List Price Sold Jul 15, 2025

  • 10,166 Sq Ft
  • $12/SF
  • 22 Days On Market

  • Built 1910

  100 S Central Ave, Winona, MS 38967

  The Historic "Wisteria" Hotel located in Winona, Mississippi. The building was a true masterpiece of its era and is waiting for someone to bring it back to its former glory. The building features 3 levels and most of the original hotel rooms have been combined into small apartments. The structure is of solid wood and has many historical features still in-tact.

  Kyle Cravens Cravens Properties, LLC

  100 S Central Ave, Winona, MS 38967
• 

  

  /39

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  561 Hwy 51, Winona, MS 38967

  561 Hwy 51, Winona, MS 38967
• 

  

  /29

  $194,500

  • 4 Beds
  • 2 Baths
  • 1,854 Sq Ft

  700 Westland Dr, Winona, MS 38967

  Recently remodeled and beautifully updated, this home seamlessly blends modern style with functional design. Situated in the highly desired Westland Heights neighborhood, it offers not only an inviting interior but also expansive outdoor space for relaxation and recreation. Boasting four bedrooms, two full bathrooms, a large open living room, and a generous pantry, this home provides the perfect

  BLAKE ESTABROOK OVERSTREET PROPERTIES, LLC

  700 Westland Dr, Winona, MS 38967
• 

  

  /18

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

  • 1,568 Sq Ft
  • $38/SF
  • 33 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  68 Stafford Wells Loop, Winona, MS 38967

  Nice property at a fantastic price! This 3 bedroom 2 bathroom mobile home is situated on 1 acre in Winona, MS. Enjoy the open floor plan, gas fireplace, and beautiful views from the front porch and back deck. Features include central HVAC, 2 car detached carport, carpet and vinyl flooring.

  Elecia Elmore Powers Properties

  68 Stafford Wells Loop, Winona, MS 38967
• 

  

  /39

  Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  561 U S 51, Winona, MS 38967

  561 U S 51, Winona, MS 38967
• 

  

  /30

  $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
• 

  

  /22

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

  • 1,360 Sq Ft
  • $95/SF
  • 271 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1965

  723 Enterprise Dr, Winona, MS 38967

  723 Enterprise Dr. 3 bedroom, 1 bath home located in Winona sits on 1 acre just off Highway 407 only a short drive to town. This has a wonderful deck for entertaining which overlooks the large backyard perfect for gatherings, children or pets. The 1 vehicle carport has a storage room and breezeway leading to the deck. Roof is approximately 1 year old.

  Robin Lea Gold Key Realty LLC

  723 Enterprise Dr, Winona, MS 38967
• 

  

  /14

  Est $151,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,066 Sq Ft

  907 Westland Dr, Winona, MS 38967

  907 Westland Dr, Winona, MS 38967
• 

  

  /18

  $185,000

  • 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
• 

  

  /17

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

  • 1,310 Sq Ft
  • $75/SF
  • 32 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1954

  502 Montgomery St, Winona, MS 38967

  ✨ Renovated Classic with Space, Style & Charm - 502 Montgomery St, Winona, MS | 1,300 Sq FtThis beautifully updated 3-bedroom, 1.5-bath home blends classic charm with modern comfort—perfect for first-time buyers, investors, or anyone looking for a fresh start in a move-in-ready home.Inside, enjoy the warmth of original hardwood flooring in the main living areas and bedrooms.

  Arielle Reece Exit Southern Charm Realty

  502 Montgomery St, Winona, MS 38967
• 

  

  /21

  Est $131,121 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,900 Sq Ft

  407 Sterling Ave, Winona, MS 38967

  407 Sterling Ave, Winona, MS 38967
• 

  

  /11

  $150,000

  • 4 Beds
  • 2 Baths
  • 2,497 Sq Ft

  115 Hampton St, Winona, MS 38967

  Kyle Cravens Cravens Properties, LLC

  115 Hampton St, Winona, MS 38967
• 

  

  /63

  $473,600 Last List Price Sold May 13, 2025

  • Land
  • 128 Acres
  • $3,700 per Acre

  • 80 Days On Market

  0 County Road 65, Winona, MS 38967

  Choctaw Farms: 128+- acres with a 13+- acre lake, located in Carroll County, MS. This one of the most well rounded recreational tracts I have ever seen. New owners can do it all on this place... Hunt trophy deer & turkeys, & also catch a cooler full fish in the off season. Potentially build your weekend cabin on any of the multiple cabin sites located along the well established road system,

  JP Clark JP Clark Realty LLC

  0 County Road 65, Winona, MS 38967
• 

  

  /49

  Not Listed For Sale

  373 Spring Hill Rd, Winona, MS 38967

  373 Spring Hill Rd, Winona, MS 38967
• 

  

  /27

  $175,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,561 Sq Ft

  805 Montgomery St, Winona, MS 38967

  805 Montgomery Street has been completely renovated and is ready for its new owner! This 3-bedroom, 2-bath home features a bright and open floor plan with new central HVAC, brand new flooring, new updated fixtures, fresh paint inside and out, and beautiful landscaping that gives it great curb appeal. Step inside to an inviting living space that flows easily into the kitchen and dining

  Chris Reed Coltmor Realty Co.

  805 Montgomery St, Winona, MS 38967
• 

  /2

  $139,000 Last List Price Sold May 01, 2025

  • 1,640 Sq Ft
  • $85/SF
  • 517 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1966

  504 Herod Dr, Winona, MS 38967

  Just maybe this is the starter home you are looking for. Call today.

  Kyle Cravens Cravens Properties, LLC

  504 Herod Dr, Winona, MS 38967
• 

  

  /4

  Not Listed For Sale

  0 Scotland Rd Unit 1320006, Winona, MS 38967

  0 Scotland Rd Unit 1320006, Winona, MS 38967
• 

  

  /6

  $135,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  311 College St, Winona, MS 38967

  Kyle Cravens Cravens Properties, LLC

  311 College St, Winona, MS 38967
• 

  

  /22

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

  • 1,156 Sq Ft
  • $65/SF
  • 122 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1946

  600 Greensboro St, Winona, MS 38967

  Welcome to this unique property at 600 Greensboro St in the heart of Winona, Mississippi. This 3-bedroom, 1-bath home offers a cozy and functional layout, including a small loft accessible from the kitchen, perfect for a reading nook, office, or additional storage. Situated on a little over one acre of land, you'll enjoy plenty of outdoor space to relax, entertain, or expand upon.One of the most

  Dwanna Stanley The Agency Haus LLC DBA Agency

  600 Greensboro St, Winona, MS 38967
• 

  

  /20

  Not Listed For Sale

  21 County Road 65, Winona, MS 38967

  21 County Road 65, Winona, MS 38967
• 

  

  /23

  $42,950

  • 3 Beds
  • 1 Bath
  • 1,240 Sq Ft

  101 County Road 54, Winona, MS 38967

  This 3-bedroom, 1-bath, 1,240 sq. ft. single-family home, built in 1965, sits on a 1-acre lot in a quiet setting, offering plenty of space for outdoor activities. The home features a kitchen, living room, and a deck, providing a comfortable and inviting living space. With its peaceful surroundings, this property is perfect for those seeking a cozy home with room to enjoy nature.

  Anita Orey Arx Point Realty, LLC

  101 County Road 54, Winona, MS 38967
• 

  

  /28

  $179,000 Last List Price Sold Dec 27, 2024

  • 2,200 Sq Ft
  • $81/SF
  • 39 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1975

  1478 U S Highway 51, Winona, MS 38967

  This spacious 4-bedroom, 2-bathroom home on nearly two acres in Winona, MS is Perfectly situated on the edge of town, this brick home offers the best of both worlds-privacy and convenience. The interior features updated paint and flooring, creating a fresh and inviting atmosphere throughout. The home also boasts a new architectural roof, ensuring long-lasting quality. Outside, you'll find a

  Chris Reed Coltmor Realty Co.

  1478 U S Highway 51, Winona, MS 38967
• 

  

  /19

  Not Listed For Sale

  0 Graysport Crossing, Winona, MS 38967

  0 Graysport Crossing, Winona, MS 38967
• 

  

  /25

  $85,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  422 Speedway Ave, Winona, MS 38967

  This 3-bedroom, 2-bath home in Winona, Mississippi, offers classic Southern style with a beautiful yard, mature trees,and colorful flowers that create a peaceful setting. A wide, welcoming front porch stretches across the front of the home - perfect for rocking chairs, sweet tea, and visiting with neighbors. The property has been well cared for, inside and out, and offers the kind of character

  Chris Reed Coltmor Realty Co.

  422 Speedway Ave, Winona, MS 38967
• 

  

  /15

  $135,000 Last List Price Sold Dec 09, 2024

  • 1,894 Sq Ft
  • $71/SF
  • 449 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1950

  200 Shirley Ave, Winona, MS 38967

  Come take a look at this 3 bedroom, 2 bath home. Very clean.

  Kyle Cravens Cravens Properties, LLC

  200 Shirley Ave, Winona, MS 38967
• 

  

  /7

  Est $55,055 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  409 Sterling Ave, Winona, MS 38967

  409 Sterling Ave, 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
• 

  

  /36

  $259,900 Last List Price Sold Oct 31, 2024

  • 2,267 Sq Ft
  • $115/SF
  • 31 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1920

  115 Fairground St, Winona, MS 38967

  Recently renovated to maintain it's historical charm and updated with modern features that make this a "DREAM HOME" for just about anyone! Featuring up to 4 bedrooms, 2 Baths, Ceramic Shower, Claw-foot Tub, Granite Countertops, Antique Hardwood Floors, New Roofs on the home and Workshop, Updated Plumbing and Wiring, Tongue and Groove Ceilings, Ornate Trim and more! There's also plenty

  Chris Reed Coltmor Realty Co.

  115 Fairground St, Winona, MS 38967
• 

  

  /10

  Est $195,443 Not Listed For Sale

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

  29 Highway 51, Winona, MS 38967

  29 Highway 51, 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
• 

  

  /8

  $105,000 Last List Price Sold Oct 24, 2024

  • 1,874 Sq Ft
  • $56/SF
  • 332 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  514 Speedway Ave, Winona, MS 38967

  : It is time to check out this 3 bedroom, 2 bath home. Call today.

  Kyle Cravens Cravens Properties, LLC

  514 Speedway Ave, Winona, MS 38967
• 

  

  /10

  Not Listed For Sale

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

  307 Powell St, Winona, MS 38967

  307 Powell St, 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
• 

  

  /36

  $189,000 Last List Price Sold Aug 19, 2024

  • 2,060 Sq Ft
  • $92/SF
  • 77 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1965

  202 Vista Dr, Winona, MS 38967

  This comfortable, peaceful brick family home sitting on 3/4 of an acre was completely remodeled in 2021. It is in a very family friendly neighborhood with long-term neighbors. As of the remodel, It has new kitchen and laundry room cabinets, stone counter tops with a classic mosaic tile backsplash all in neutral updated colors and style. new gas range and dishwasher, Refrigerator, lighting,

  Pam Patton Britt Barnes Realty Group

  202 Vista Dr, Winona, MS 38967
• 

  

  /7

  Est $220,991 Not Listed For Sale

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

  67 Garrett Dr, Winona, MS 38967

  67 Garrett Dr, Winona, MS 38967
• 

  

  /33

  $449,900

  • 4 Beds
  • 2 Baths
  • 2,070 Sq Ft

  400 Oak Dr, Winona, MS 38967

  Designed for those who appreciate fine details and modern living, this stunning 4-bedroom, 2-bath home features an open floor plan that blends comfort and style. The backyard, however, is the true showstopper! Step outside and be captivated by a gorgeous pool with a shallow tanning area and hot tub. The resort-like pool house elevates the experience with two outdoor TVs, a fully equipped outdoor

  Mary Bowering Bowie Realty, Inc.

  400 Oak Dr, Winona, MS 38967

Showing Results 1 - 40, Page 1 of 18