Vintage homes for sale & real estate in Henderson County, KY

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ABOUT THIS HOME
Vintage Home for sale in Henderson County, KY:
Are you looking for a new home for the holidays? This charming South Main Street home offers a total of 1576 sq ft, 3 bedrooms and 1.5 baths. Recently updated and move-in ready. Perfect location, only blocks from downtown. This adorable house totaling 1576 square feet is located on South Main Street. Recently updated this 3 bedroom 1.5 baths is ready for new owners to move in and make it their own. Recently updated with fresh paint, some new flooring, A/C is less than 2 years, water heater 2019, and roof is approx 2 years old. Nice backyard, plenty of off road parking, and 8x16 storage shed. Don't delay, schedule your showing today!

$169,900

3 beds1.5 baths1,576 sq ft

1331 S Main St, Henderson, KY 42420

Fresh paint • New flooring • Water heater 2019

ABOUT THIS HOME
Vintage Home for sale in Henderson County, KY:
County living less than 15 minutes from downtown Henderson! This well-maintained 2 bedroom home features a bonus room, a full spacious basement with additional rooms and flexible storage/workspace options, a 2-car detached garage, and a 2-car detached carport. Situated on almost 1 acre, the property offers ample outdoor space along with a large rear deck perfect for relaxing or entertaining. A hard-to-find combination of location, space, and convenience—don’t miss this one!

$169,900

2 beds1 bath1,949 sq ft

9614 N St. Rt. 1078 Hwy, Henderson, KY 42420

Ample outdoor space • Large rear deck • 0.92 acre lot

ABOUT THIS HOME
Vintage Home for sale in Henderson County, KY:
Welcome to 1649 S Green St – Move-In Ready with Endless Potential - New roof installed in October 2025! This charming single-level home has been thoughtfully updated and is ready for its new owner. Freshly painted inside and out, this property boasts excellent curb appeal and a welcoming atmosphere from the moment you arrive. Step inside to discover fresh paint throughout, stylish new light fixtures, and a spacious eat-in kitchen perfect for casual dining and entertaining. The kitchen and bath feature new laminate flooring, while the completely remodeled bathroom showcases a new vanity, sink, tub with surround, and modern fixtures. The home offers flexible living space with the poten

$179,900

2 beds1 bath1,257 sq ft

1649 S Green St, Henderson, KY 42420

Freshly painted • New sink • New light fixtures

ABOUT THIS HOME
Vintage Home for sale in Henderson County, KY:
Charming bungalow style home situated on an almost half acre lot! This 3-bedroom, 2 bath home offers 1,600 sq ft of living space, open concept, beautiful beams in the spacious living room with a 7ft brick fireplace, kitchen with breakfast bar, ample cabinet space & pantry, great primary suite with custom walk-in closet and a partial unfinished basement. This property's outdoor space has just as much to offer with a covered front porch, beautiful shade trees, wrap around deck, large back yard completely fenced, and an oversized 1 car detached garage. Located in Bend Gate school district just minutes from downtown Henderson and Evansville. This home has all the character and space to be

$190,000

3 beds2 baths2,320 sq ft

2510 Sunset Ln, Henderson, KY 42420

Almost half acre lot • 7ft brick fireplace • Ample cabinet space

ABOUT THIS HOME
Vintage Home for sale in Henderson County, KY:
Great investment opportunity with this 2 bed 2 1/2 bath home with a 1/2 story currently used for storage, but has been used as 3rd bedroom. Nice size yard with garage. Current tenant is a long time renter. Monthly rent $785 and is ready for an increase. Nice layout with the main bedroom having its own bathroom.

$89,900

2 beds2.5 baths1,377 sq ft

1513 Clay St, Henderson, KY 42420

8,710 sq ft lot • Garage • Built 1941

Property at 10014 Hwy 1078 N, Henderson, KY 42420, 4 beds, 2 baths

$219,900

4 beds2 baths1,792 sq ft

10014 Hwy 1078 N, Henderson, KY 42420

Property at 6070 Larue Rd, Henderson, KY 42420, 3 beds, 2.5 baths

$275,000

3 beds2.5 baths2,059 sq ft

6070 Larue Rd, Henderson, KY 42420

Property at 1127 Helm St, Henderson, KY 42420, 2 beds, 1 bath

$98,800

2 beds1 bath904 sq ft

1127 Helm St, Henderson, KY 42420

Property at 435 7th St, Corydon, KY 42406, 4 beds, 2 baths

$210,000

4 beds2 baths2,326 sq ft

435 7th St, Corydon, KY 42406

Property at 807 N Main St, Henderson, KY 42420, 4 beds, 2.5 baths

$700,000

4 beds2.5 baths4,842 sq ft

807 N Main St, Henderson, KY 42420

Property at 1107 S Elm St, Henderson, KY 42420, 2 beds, 1 bath

$169,000

2 beds1 bath2,232 sq ft

1107 S Elm St, Henderson, KY 42420

Property at 1002 Earl St, Henderson, KY 42420, 2 beds, 1.5 baths

$155,900

2 beds1.5 baths1,176 sq ft

1002 Earl St, Henderson, KY 42420

Property at 534 S Green St, Henderson, KY 42420, 3 beds, 1 bath

$139,000

3 beds1 bath1,187 sq ft

534 S Green St, Henderson, KY 42420

Property at 6074 Ky-136, Henderson, KY 42420, 3 beds, 1 bath

$69,900

3 beds1 bath1,120 sq ft

6074 Ky-136, Henderson, KY 42420

Property at 903 Clay St, Henderson, KY 42420, 3 beds, 1.5 baths

$115,000

3 beds1.5 baths1,360 sq ft

903 Clay St, Henderson, KY 42420

Property at 938 Clay St, Henderson, KY 42420, 2 beds, 1 bath

$85,000

2 beds1 bath896 sq ft

938 Clay St, Henderson, KY 42420

Property at 203 Donna Dr, Henderson, KY, 3 beds, 1.5 baths

$280,000

3 beds1.5 baths2,412 sq ft

203 Donna Dr, Henderson, KY

Property at 926 Main St, Corydon, KY 42406, 3 beds, 1 bath

$159,900

3 beds1 bath960 sq ft

926 Main St, Corydon, KY 42406

Property at 301 Harmony Ln, Henderson, KY 42420, 3 beds, 2 baths

$229,900

3 beds2 baths2,210 sq ft

301 Harmony Ln, Henderson, KY 42420

Property at 3054 Elmwood Dr.` Dr, Henderson, KY 42420, 2 beds, 1 bath

$209,000

2 beds1 bath1,656 sq ft

3054 Elmwood Dr.` Dr, Henderson, KY 42420

Property at 7 Winstead Ave, Henderson, KY 42420, 1 bed, 2 baths

$155,000

1 bed2 baths851 sq ft

7 Winstead Ave, Henderson, KY 42420

Property at 1515 Pringle St, Henderson, KY 42420, 3 beds, 1 bath

$85,000

3 beds1 bath1,926 sq ft

1515 Pringle St, Henderson, KY 42420

Property at 325 Fourteenth St, Henderson, KY 42420, 3 beds, 2 baths

$339,900

3 beds2 baths1,770 sq ft

325 Fourteenth St, Henderson, KY 42420

Property at 506 Harding Ave, Henderson, KY 42420, 1 bed, 1 bath

$115,000

1 bed1 bath1,116 sq ft

506 Harding Ave, Henderson, KY 42420

Property at 429 Ray St, Henderson, KY 42420, 2 beds, 1 bath

$79,750

2 beds1 bath697 sq ft

429 Ray St, Henderson, KY 42420

Property at 1610 Powell St, Henderson, KY 42420, 2 beds, 1 bath

$30,000

2 beds1 bath1,164 sq ft

1610 Powell St, Henderson, KY 42420

Property at 1419 Cumnock St, Henderson, KY 42420

$5,000

— beds— baths— sq ft

1419 Cumnock St, Henderson, KY 42420

Property at 16003 E Hwy 60, Reed, KY 42451

$34,900

— beds— baths— sq ft

16003 E Hwy 60, Reed, KY 42451

Property at 4072 Robards-Poole Spur, Corydon, KY 42406

$220,000

— beds— baths— sq ft

4072 Robards-Poole Spur, Corydon, KY 42406

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Vintage Homes for Sale in Henderson County

There are currently 29 vintage homes for sale in Henderson County at a median listing price of $215K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Henderson County stay on the market for 37 days. This map is refreshed with the newest listings in Henderson County every 15 minutes.

In the past month, 25 homes have been sold in Henderson County. In addition to houses in Henderson County, there were also 8 condos, 0 townhouses, and 2 multi-family units for sale in Henderson County last month. Find your dream home in Henderson 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 Henderson County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Henderson County. If you're looking to sell your home in the Henderson County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Henderson 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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