Vintage homes for sale & real estate in Montgomery County, MS

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600 Greensboro St, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
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 exciting features of this property is its history as a beloved community grocery store, operating for over 50 years. This expansive space is bursting with potential for your creativity. Whether you're dreaming of a dance studio, craft shop, art gallery, or even a home-based business, this area offe

$95,000

3 beds1 bath1,156 sq ft

600 Greensboro St, Winona, MS 38967

1.1 acre lot • Car-dependent

301 E Main St, Kilmichael, MS 39747

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Well maintained family home awaiting its new owner.

$80,000

2 beds1.5 baths1,983 sq ft

301 E Main St, Kilmichael, MS 39747

0.57 acre lot • Car-dependent

215 Pearl St, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Great fixer upper home with lots of potential. Agent owned

$40,000

2 beds1 bath1,072 sq ft

215 Pearl St, Winona, MS 38967

0.33 acre lot • Car-dependent

201 Turner St, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Great starter home for the family, or great investment property.

$175,000

3 beds2 baths2,002 sq ft

201 Turner St, Winona, MS 38967

0.64 acre lot • 2 garage spots • Car-dependent

611 Montgomery St, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
This is the home for you. Great starter home.

$115,000

3 beds2 baths1,328 sq ft

611 Montgomery St, Winona, MS 38967

Car-dependent

414 Summit St, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Historical Antebellum home with endless possibilities, including Bed & Breakfast or Venue Hall. The dining room is very grand and banquet sized. The other rooms include a Parlor, den, Master bedroom, and 4 additional bedrooms. From the exterior and interior columns, beautiful millwork, pocket doors and transom windows, this home is sure to impress you with the integrity of craftsmanship. Do not miss this opportunity to own a Mansion of the South.

$350,000

5 beds3 baths3,870 sq ft

414 Summit St, Winona, MS 38967

1.4 acre lot • Car-dependent

200 Shirley Ave, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Come take a look at this 3 bedroom, 2 bath home. Very clean.

$135,000

3 beds2 baths1,894 sq ft

200 Shirley Ave, Winona, MS 38967

0.5 acre lot • Car-dependent

514 Speedway Ave, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
It is time to check out this 3 bedroom, 2 bath home. Call today.

$125,000

3 beds2 baths1,874 sq ft

514 Speedway Ave, Winona, MS 38967

0.31 acre lot • Car-dependent

579 Highway 51, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
This is it! Call today to see this 3 bedroom, 2 bath home.

$190,000

3 beds2 baths1,783 sq ft

579 Highway 51, Winona, MS 38967

1.3 acre lot • Car-dependent

Undisclosed address, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
This is a lovely single family home, newly remodeled. It has 3 bedrooms and 2 full bathrooms, a dining area, a laundry room, and an extra room for a home office space. Move in Ready!

$150,000

3 beds2 baths1,670 sq ft

Undisclosed address, Winona, MS 38967

0.34 acre lot • Car-dependent

Undisclosed address, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Call (662) 466-0012 to set an appointment to veiw.

$79,900

5 beds2 baths3,346 sq ft

Undisclosed address, Winona, MS 38967

Car-dependent

Undisclosed address, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Nice size family home, In town of Winona

$124,900

5 beds3.5 baths2,547 sq ft

Undisclosed address, Winona, MS 38967

9,148 sq ft lot • Car-dependent

Undisclosed address, Kilmichael, MS 39747

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
This 3 bedroom, 2 Bath home features large living room, open to Dining Room. Nicely remodeled Gourmet Kitchen with Granite countertops and a central island & plenty of storage. This won't last long, come take a look before it's gone.

$185,900

3 beds2 baths2,448 sq ft

Undisclosed address, Kilmichael, MS 39747

0.8 acre lot • 2 garage spots • Car-dependent

Undisclosed address, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
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, Leaded Glass Windows and more! There's also plenty of storage with a 24x6 Storage room, a 18x18 Workshop, Double Carport, Manicured Landscaping and an additional Lot beside the home. This in one of the Finest Homes in the Area and if you're in the market, you need to check this one out. Call today and we can Schedule a Tour!

$269,900

4 beds2 baths2,267 sq ft

Undisclosed address, Winona, MS 38967

0.62 acre lot • Garage • Somewhat walkable

Undisclosed address, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
This is a 3 bedroom, 1.5 bath home waiting on the perfect family. It has a large backyard on a corner lot. Call today for a showing!

$109,000

3 beds1.5 baths2,079 sq ft

Undisclosed address, Winona, MS 38967

0.34 acre lot • Garage • Car-dependent

Undisclosed address, Winona, MS 38967

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Fixer-upper with lots of potential. Agent owned by Kyle Cravens

$40,000

2 beds1 bath1,072 sq ft

Undisclosed address, Winona, MS 38967

0.32 acre lot • Car-dependent

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Built after 1960

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Within 3 miles

103 Greensboro St, Vaiden, MS 39176

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Beautiful historic home located in Vaiden, MS. The home features the original hardwood flooring and many original interior and exterior architectural elements. The house also contains a 1-bedroom guest house that is located on the side of the property.

$375,000

5 beds3 baths4,200 sq ft

103 Greensboro St, Vaiden, MS 39176

1.83 acre lot • 2 garage spots • Car-dependent

301 Magnolia St, Vaiden, MS 39176

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
You will have plenty room to grown in this 3505 sq ft home. Has lot of original to this Victorian home.

$299,000

4 beds2.5 baths3,605 sq ft

301 Magnolia St, Vaiden, MS 39176

2.46 acre lot • Car-dependent

701 North St, Vaiden, MS 39176

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Are you looking for a move in ready home. Come see this 4 bedroom, 2 bath home. Call for your showing today.

$299,000

4 beds2 baths2,964 sq ft

701 North St, Vaiden, MS 39176

3.3 acre lot • Car-dependent

769 Windmill St, Grenada, MS 38901

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
Take a look at this charming country home nestled on a 1 acre lot. This unique property offers tranquility and country living just minutes from the heart of town. Whether you are starting a mini farm or seeking a peaceful retreat, this home has it all. A detached garage which could be used as a workshop or feed room. A fenced in garden area, adorned with beautiful Zinnias.

$349,000

4 beds2 baths2,465 sq ft

769 Windmill St, Grenada, MS 38901

0.93 acre lot • 2 garage spots • Car-dependent

Undisclosed address, Vaiden, MS 39176

ABOUT THIS HOME
Vintage Home for sale in Montgomery County, MS:
This is a beautiful, newly remodeled single family home. The home has three large bedrooms, 2 full baths, 2 family rooms, a den, and plenty of storage space.

$160,000

3 beds2 baths2,101 sq ft

Undisclosed address, Vaiden, MS 39176

0.5 acre lot • Car-dependent

Vintage Homes for Sale in Montgomery County

There are currently 16 vintage homes for sale in Montgomery County at a median listing price of $165K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Montgomery County stay on the market for 206 days. This map is refreshed with the newest listings in Montgomery County every 15 minutes.

In the past month, 2 homes have been sold in Montgomery County. Find your dream home in Montgomery County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Montgomery County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Montgomery County. If you're looking to sell your home in the Montgomery County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Montgomery County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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