Henderson South Side, KY homes for sale & real estate

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ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
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!

$164,900

3 beds1.5 baths1,576 sq ft

1331 S Main St, Henderson, KY 42420

Fresh paint • New flooring • Water heater 2019

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
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

$159,900

2 beds1 bath1,257 sq ft

1649 S Green St, Henderson, KY 42420

Freshly painted • New sink • New light fixtures

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
Cute from the street and inviting inside, this 2 bedroom, 1 bath bungalow offers comfortable living in a desirable Henderson location. The home features a sunny back room addition with wood paneling and windows on every side—perfect for relaxing, plants, or a reading nook. A composite deck sits just outside, creating a great extension of your living space. Inside, hardwood floors lie beneath the carpet, giving buyers the option to uncover and highlight them. The kitchen is cozy but functional, with the potential to be enlarged if you’re seeking a future project. The full unfinished waterproofed basement adds valuable storage and utility space. Outside, the detached garage buildi

$169,000

2 beds1 bath2,232 sq ft

1107 S Elm St, Henderson, KY 42420

Manageable lot • Back room addition • Composite deck

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
This home has the feeling of new with the character of an older home. There is new wood like flooring, new windows, neutral paint (drywall verses plaster), tall ceilings, good sized bedrooms, separate laundry area, remodeled bathroom, upgraded and remodeled kitchen with white cabinets and stainless appliances, attached storage area, cozy back yard, and private parking. This home feels like a fresh new home, excellent price, close to downtown with a private living back yard. Perfect home for any stage of life. First time buyer, family, downsizing, or investing. Turn key ready. Easy to show. Private parking at rear of home.

$139,000

3 beds1 bath1,187 sq ft

534 S Green St, Henderson, KY 42420

Remodeled bathroom • White cabinets • Stainless appliances

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
Charming Home with Incredible Potential This diamond in the rough offers wonderful bones and flexible living spaces, perfect for buyers ready to add their personal touch. The main level features an open kitchen flowing into the dining area and a cozy living room anchored by a gas log fireplace—ideal for relaxed evenings. A convenient main-level bedroom includes a half bath, providing single-level living options. Upstairs, you'll find a second bedroom plus a versatile bonus area that could serve as a spacious walk-in closet, dressing room, or private retreat. The true gem of this property is its abundance of outdoor living space. Enjoy your morning coffee on the covered front porch, th

$115,000

3 beds1.5 baths1,360 sq ft

903 Clay St, Henderson, KY 42420

Covered patio • Work office • Crafting room

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 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 Theodore Plan, Henderson, KY 42420, 3 beds, 2 baths

$225,000

3 beds2 baths1,310 sq ft

Theodore Plan, Henderson, KY 42420

Listing provided by Zillow

Property at 1419 Cumnock St, Henderson, KY 42420

$5,000

— beds— baths— sq ft

1419 Cumnock St, Henderson, KY 42420

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ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
Check out this starter home in South Henderson with a bonus loft! It's a smart way to get into homeownership. This charming 1,036 sq. ft. , 2-bedroom, 1-bath place on the South End of Henderson, KY, is perfect for a first-time buyer or an investor looking for an easy-to-manage rental. Property is being sold as is.

$94,000

2 beds1 bath1,036 sq ft

1234 Powell St, Henderson, KY 42420

Built 1905 • Listed 2 days

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
Located just minutes from downtown Henderson, this tri-plex features three 1-bedroom, 1-bath units, along with additional storage space and room for future expansion. Three of the units have updated flooring, paint, bathrooms, and kitchen cabinets. Each unit has washer and dryer hookups and separate electric and gas meters; water is paid by the landlord. Property is sold as-is.

$175,000

3 beds3 baths— sq ft

738 First St, Henderson, KY 42420

Updated cabinets • Updated paint • Updated bathrooms

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
This move-in-ready home has been recently refurbished. The kitchen features new cabinets and appliances. There is fresh paint throughout the interior, along with new vinyl flooring. The owner recently replaced the air conditioning unit and installed an updated electrical box. At this price point, you could stop paying rent and start owning your own home! The front yard and most of the backyard are fully fenced for the safety of your children and pets. There is also a large storage building for all your outdoor items. Homes at this price tend to sell quickly, so schedule your appointment to see it today!

$98,800

2 beds1 bath904 sq ft

1127 Helm St, Henderson, KY 42420

Fresh paint • New cabinets • New appliances

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
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

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
1996 S. Green Street is a truly unique property offering the best of both convenience and space. Situated on 1.73 acres near the city limits yet zoned in Henderson County, this home features 2 main-level bedrooms and an additional bedroom in the walkout basement. A third main-level bedroom was previously opened up to the living room, but its original closet remains, allowing flexibility for reconfiguration. Beautiful hardwood flooring lies beneath much of the main-level carpeting (to be independently verified), adding potential for restoration and charm. The main level also includes a full bathroom, while the basement has a family room, a large unfinished area ideal for storage or canning,

$199,900

3 beds1.5 baths2,464 sq ft

1996 S Green St, Henderson, KY 42420

Hardwood flooring • Bordered by a ravine • 1.73 acres

ABOUT THIS HOME
Henderson South Side, KY Homes for Sale
Check out this all one-level condo built by Joe Mattingly Builders for the ultimate low maintenance, move-in ready experience! It features 3 bedrooms and 2 full baths. Upon entering, you will notice luxury plank flooring throughout with new carpet in the bedrooms, white woodwork, and a beautiful neutral paint color scheme. It features open-concept living with a spacious living room that opens up into the eat-in kitchen area. Stainless steel appliances, white cabinets and countertops. Both bathrooms are bright and airy with today’s trends in mind with the fixtures and vanities. The primary suite features a pocket door to maximize space and a shower with a seat. Outside, you have a nic

$209,500

3 beds2 baths1,034 sq ft

1834 Old Madisonville Rd, Henderson, KY 42420

New white cabinets • Pocket door • New countertops

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 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 ~6600 Pruitt Agnew Road (hwy 1217), Henderson, KY 42420

$4,000,000

— beds— baths— sq ft

~6600 Pruitt Agnew Road (hwy 1217), Henderson, KY 42420

Average home prices near Henderson South Side, KY

Cities

Neighborhoods

Henderson North End homes for sale
$280,000
Audubon homes for sale
$100,000

Henderson South Side, KY real estate trends

All Home Types trends in Henderson South Side, KY

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$187,500

+44.2% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Henderson South Side, KY

$187,500

+44.2%

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