Vintage homes for sale & real estate in Ripley County, IN

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ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Welcome to this wonderfully quaint 3 bedroom 2 bath home, perfectly positioned in the heart of town. This home offers timeless character and everyday convenience, this property is just a short stroll from local businesses, neighborhood church, and all the essentials that make small-town living so enjoyable. Home features a warm and inviting layout with comfortable living spaces, natural light, and classic details that give the home its authentic charm. Detached garage and fenced in backyard with great area for fire pit or gardening. Whether you are looking for your first home, downsizing or simply wanting to be closer to town amenities, this property blends tradition, comfort and location i

$225,000

3 beds2 baths1,698 sq ft

323 S Walnut St, Batesville, IN 47006

Fenced in backyard • Detached garage • 3,485 sq ft lot

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Discover this inviting home awaiting you at 403 N Maple St, Osgood, IN. Built in 1910, this 1077 square foot, offers a quick walk to downtown Osgood as well as the fairgrounds. Inside, shaker cabinets enhance the kitchen, providing a touch of classic design and ample storage. The residence features three bedrooms and one full bathroom. Enjoy the outdoors on the rear, covered porch, a perfect spot for relaxing and enjoying the quiet neighborhood. Schedule your showing today!

$125,000

3 beds1 bath1,515 sq ft

403 N Maple St, Osgood, IN 47037

Covered porch • Shaker cabinets • Quiet neighborhood

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
This Bedford stone ranch, fully updated in 2018 sits on 8 acres and offers the perfect blend of modern comfort and country charm. Step inside to an open-concept floor plan ideal for entertaining, with the LR, kitchen, and dining area seamlessly connected. The updated kitchen featured a large island, plenty of storage, and appliances included-gas stove, refrigerator, dishwasher, and microwave. The main level offers two spacious bedrooms, including one with a walk-in closet. The stylish main bath boasts a soaker tub with modern finishes. The finished basement provides even more living space with a 3rd BR, a second full bath featuring both a soaker tub and tiled shower, and a 35x21 family/recr

$439,900

3 beds2 baths3,000 sq ft

1400 S SR 129, Versailles, IN 47042

Finished basement • Updated kitchen • Walkout patio access

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Nestled on a partially wooded lot, this charming home offers a perfect blend of secluded tranquility & convenient city access. Imagine enjoying the peace & quiet of nature, yet being moments away from all amenities. Inside you'll be greeted by the warmth & character of beautiful hrdwd floors & thoughtfully designed built-in shelving, adding both style & functionality. This home boasts of 3 bdrms & 2 full updated bths. A partial bsmnt provides ample storage for all your needs. The well-maintained conditions of this home is evident throughout. The sunrm is a true highlight, offering a bright & inviting space to relax & soak in natural surroundin

$369,900

3 beds2 baths2,184 sq ft

918 Warn St, Milan, IN 47031

Partially wooded lot • Partial bsmnt • Spacious deck

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Discover cozy living with room to spread out in this charming ranch-style home! Offering 3 bedrooms, 1.5 baths, and a partial basement, this well-maintained property is packed with features you'll love. Step onto the inviting covered front porch, and enter a spacious living room showcasing original hardwood floors and a large picture window that fills the space with natural light. The home offers an eat-in kitchen plus a formal dining room with built-in shelving, along with a conveniently located half bath just off the kitchen. All bedrooms are situated on the same side of the home, along with the main bath for added convenience. The partial basement provides flexible space-perfect for a bo

$243,000

3 beds1.5 baths1,690 sq ft

6519 W US Highway 50, Holton, IN 47023

Covered front porch • Formal dining room • Partial basement

Property at 606 Catherine St, Milan, IN 47031, 4 beds, 2 baths

$239,900

4 beds2 baths2,961 sq ft

606 Catherine St, Milan, IN 47031

Property at 1016 Central Ave, Batesville, IN 47006, 6 beds, 3 baths

$235,000

6 beds3 baths2,125 sq ft

1016 Central Ave, Batesville, IN 47006

Property at 8162 Hwy 421, Madison, IN 47250, 3 beds, 2 baths

$320,000

3 beds2 baths1,784 sq ft

8162 Hwy 421, Madison, IN 47250

Property at 4810 N Old Milan Rd, Milan, IN 47031, 4 beds, 2 baths

$245,000

4 beds2 baths3,629 sq ft

4810 N Old Milan Rd, Milan, IN 47031

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ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
This expansive residence boasts considerable character, featuring 4 bedrooms and 2.5 bathrooms. The primary bedroom, situated on the main floor, offers ample storage with 2 closets and a spacious private bathroom. The property showcases beautiful original wood elements throughout, including flooring, trim, and doors. A formal dining room is conveniently located adjacent to the well-appointed kitchen, which includes a breakfast nook. Upon ascending the stunning staircase, you'll discover 3 additional bedrooms and a large full bathroom with a separate tub and shower. The exterior offers a spacious covered front porch, rear patio, detached garage, plenty of off-street parking and a storage she

$273,000

4 beds2.5 baths3,712 sq ft

324 E Walnut St, Greensburg, IN 47240

Breakfast nook • Formal dining room • Stunning staircase

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Looking for an adorable home with minimal exterior upkeep? This 1-bedroom property is perfectly suited for individuals just starting out or seeking a more compact space. It showcases a thoughtfully updated farmhouse design while preserving its historic character, with features such as vinyl windows, vertical siding, hardwood floors, tall ceilings, a spacious eat-in kitchen with newer flooring, and a multifunctional bonus room. Located within a short walk to downtown amenities.

$139,000

1 bed1 bath860 sq ft

315 E Hendricks St, Greensburg, IN 47240

Vinyl windows • Vertical siding • Tall ceilings

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Nestled at 323 E Walnut St, Greensburg, this single-family residence offers an inviting home, ready for you to enjoy! The living room, a LARGE cozy space to unwind, features a fireplace, built-ins, and stained glass window accompanied by floor to ceiling windows! The kitchen features shaker cabinets, a pantry, a lot of counter space, and a window overlooking the fenced-in backyard. The rear porch offers a welcoming space to enjoy the quiet neighborhood, while a fire pit provides an opportunity for outdoor relaxation and entertaining. With 1549 square feet of living area, the residence includes two very large bedrooms and one full, updated bathroom, all within a single-story layout. Be move-

$210,000

2 beds1 bath1,991 sq ft

323 E Walnut St, Greensburg, IN 47240

Pantry • Stained glass window • Shaker cabinets

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Welcome to your dream home nestled on 14 +/- acres. This beautiful remodeled 3 BR, 2BA promises plenty of room for family and friends. Enjoy the game room that has a pool table and wet bar, the open kitchen, dining room is perfect for entertaining. A covered porch to have your coffee or the back deck to watch the sun rise will start your day. there is ample parking in the insulated garage and more than enough room for garden tools. A pond for fishing and a smaller pond surrounded by mature trees for wildlife. Contact us to make this farmhouse your forever home

$459,900

3 beds2 baths2,400 sq ft

13042 Pleasant Grove Rd, Bennington, IN 47011

Covered porch • Remodeled • Wet bar

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
So much potential with this 3 bedroom 1 bath home and carriage house style detached garage with second floor! 1 car off street parking. New roof in 2024. 48 hour notice required to show.

$114,000

3 beds1 bath1,249 sq ft

633 W Sheridan St, Greensburg, IN 47240

Carriage house style • New roof • Detached garage

ABOUT THIS HOME
Vintage Home for sale in Ripley County, IN:
Spacious home w/ large rooms located on a corner lot. 1488sf, 3 bedroom/1 full bath. Huge family & living room, eat in kitchen w/ ample cabinet & countertop space - plenty of room for center island and/or dining table. Hardwood flooring, vinyl windows, central heat/air, steps lead down to small basement that is great for storage. Large bathroom w/ double vanity, tub/shower combo & separate laundry area. Detached garage, deck, fenced area & covered front porch.

$174,000

3 beds1 bath1,988 sq ft

641 W Central Ave, Greensburg, IN 47240

Hardwood flooring • Double vanity • Vinyl windows

Property at 10423 SR 48, Aurora, IN 47001, 3 beds, 2 baths

$235,000

3 beds2 baths1,024 sq ft

10423 SR 48, Aurora, IN 47001

Property at 15998 Burke Benning Rd, Dillsboro, IN 47018, 2 beds, 1 bath

$325,000

2 beds1 bath1,036 sq ft

15998 Burke Benning Rd, Dillsboro, IN 47018

Property at 811 E Central Ave, Greensburg, IN 47240, 3 beds, 1 bath

$200,000

3 beds1 bath1,184 sq ft

811 E Central Ave, Greensburg, IN 47240

Property at 1242 State Road 229, Batesville, IN 47006, 3 beds, 2 baths

$250,000

3 beds2 baths2,970 sq ft

1242 State Road 229, Batesville, IN 47006

Property at 621 W Central Ave, Greensburg, IN 47240, 2 beds, 1 bath

$145,000

2 beds1 bath1,008 sq ft

621 W Central Ave, Greensburg, IN 47240

Property at 7191 SR 62, Dillsboro, IN 47018, 3 beds, 1 bath

$193,000

3 beds1 bath1,524 sq ft

7191 SR 62, Dillsboro, IN 47018

Property at 13350 N County Road 845 E, Westport, IN 47283, 2 beds, 1 bath

$180,000

2 beds1 bath784 sq ft

13350 N County Road 845 E, Westport, IN 47283

Property at 725 N West St, Greensburg, IN 47240, 2 beds, 1 bath

$125,000

2 beds1 bath720 sq ft

725 N West St, Greensburg, IN 47240

Property at 14068 Burns Rd, Milan, IN 47031, 3 beds, 1 bath

$249,000

3 beds1 bath2,032 sq ft

14068 Burns Rd, Milan, IN 47031

Property at 402 W Washington St, Greensburg, IN 47240, 3 beds, 1 bath

$188,000

3 beds1 bath1,328 sq ft

402 W Washington St, Greensburg, IN 47240

Property at 12459 North St, Dillsboro, IN 47018, 2 beds, 2.5 baths

$249,000

2 beds2.5 baths1,318 sq ft

12459 North St, Dillsboro, IN 47018

Property at 339 E Washington St, Greensburg, IN 47240, 3 beds, 2 baths

$215,000

3 beds2 baths2,252 sq ft

339 E Washington St, Greensburg, IN 47240

Property at 339 S Broadway St, Greensburg, IN 47240, 2 beds, 4 baths

$149,900

2 beds4 baths2,304 sq ft

339 S Broadway St, Greensburg, IN 47240

Property at 4652 W 1100 N, Dupont, IN 47231

$400,000

— beds— baths— sq ft

4652 W 1100 N, Dupont, IN 47231

Based on information submitted to the MLS GRID as of Sun Dec 28 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Vintage Homes for Sale in Ripley County

There are currently 9 vintage homes for sale in Ripley County at a median listing price of $280K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Ripley County stay on the market for 56 days. This map is refreshed with the newest listings in Ripley County every 15 minutes.

In the past month, 25 homes have been sold in Ripley County. In addition to houses in Ripley County, there was also 1 condo, 0 townhouses, and 2 multi-family units for sale in Ripley County last month. Find your dream home in Ripley 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 Ripley County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Ripley County. If you're looking to sell your home in the Ripley County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Ripley 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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