Vintage homes for sale & real estate in Kentucky, KY

3,115 homes

Sort:

Recommended

Louisville
Lexington
Bowling Green
Covington
Frankfort
Georgetown
Richmond
Newport
Paducah
Florence
Elizabethtown
Nicholasville
Versailles
Fort Thomas
Owensboro

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Historic Mixed-Use Corner Asset with 3 residential units, office space & includes 2 empty lots unlocking a rare portfolio-in-one at the corner of 19th and Duncan. This 1890's historic property offers immediate diversified income potential through a mix of commercial office space, multi-family residential units, and a detached garage. The sale includes 2 adjacent vacant lots (227 & 229 N 19th), bringing the total footprint to approx. 0.3 acres. Ideal for ample parking or future development. Located across from a park, this property offers incredible versatility. An investor can stabilize the residential rent roll, lease the office space, and hold the land for appreciation, or an

$450,000

4 beds2.5 baths5,470 sq ft

231 N 19th St, Louisville, KY 40203

Residential units • Office space • Detached garage

RE Solutions LLC

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Opportunity is knocking. .. loudly. This 2-bedroom, 1-bath home has seen better days (yes, it appears to have experienced a fire), but at just $18,000, the price leaves plenty of room for imagination. Dreaming of a complete renovation, your next investment property, or starting fresh? Bring your vision and see what's possible!

$18,000

2 beds1 bath1,468 sq ft

1419 Bloomfield Ave, Paducah, KY 42001

0.28 acre lot • Built 1917 • Listed 62 days

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
* * * MAJOR PRICE REDUCTIONS * * * Modern comfort meets city convenience in this beautifully updated bungalow nestled in the Russell neighborhood. Just minutes from Downtown Louisville, this home offers the perfect balance of privacy, accessibility, and contemporary style. Step inside to discover a bright, open living space with soaring ceilings and flexible layout options ideal for both relaxing and entertaining. The thoughtfully designed floor plan includes a generously sized primary bedroom with abundant natural light, plus two additional bedrooms positioned for privacy toward the rear of the home. Two full bathrooms provide everyday ease and functionality. Outside, enjoy a fully fe

$110,000

3 beds2 baths1,379 sq ft

1912 W Market St, Louisville, KY 40203

Updated bungalow • 5,850 sq ft lot • Built 1900

Eline Realty Company

$775,000

4 beds3 baths2,640 sq ft

472 W Second St, Lexington, KY 40507

4,379 sq ft lot • Built 1875 • Listed 62 days

ABOUT THIS HOME
Vintage Home for sale in Kentucky, KY:
Sought after investor opportunity just one block from Cherokee Parkway. Terrific rental neighborhood. This property has loads of potential with below market rents and about 3000 Square feet. It features four units. Two units in front divided from the original home and two units in the rear added some time ago. Separate utilities paid by the tenants make for a positive cash flow at this price. The front two units include a washer and dryer in the apartment. The property includes a parking pad to the rear for added desirability. Square footage not verified.

$450,000

4 beds4 baths3,000 sq ft

2044 Midland Ave, Louisville, KY 40204

4,800 sq ft lot • 4 parking spots • Built 1910

Cowley Realty

Property at 3027 Winn School Rd, Glasgow, KY 42141, 3 beds, 2 baths

$274,900

3 beds2 baths2,400 sq ft

3027 Winn School Rd, Glasgow, KY 42141

Property at 3205 W Broadway, Louisville, KY 40211, 4 beds, 1 bath

$145,000

4 beds1 bath1,289 sq ft

3205 W Broadway, Louisville, KY 40211

Diamond Key REALTORS

Property at 425 Main St, Cerulean, KY 42215, 3 beds, 2 baths

$262,000

3 beds2 baths3,456 sq ft

425 Main St, Cerulean, KY 42215

Property at 351 Boone Ave, Winchester, KY 40391, 4 beds, 2 baths

$379,000

4 beds2 baths3,306 sq ft

351 Boone Ave, Winchester, KY 40391

Property at 507 Covert Run Pike, Bellevue, KY 41073, 2 beds, 1 bath

$214,900

2 beds1 bath840 sq ft

507 Covert Run Pike, Bellevue, KY 41073

Property at 605 11th St, Carrollton, KY 41008, 3 beds, 2 baths

$209,000

3 beds2 baths1,497 sq ft

605 11th St, Carrollton, KY 41008

RE/MAX Real Estate Champions

Property at 153 N Mcpherson Ave, Hopkinsville, KY 42240, 3 beds, 1 bath

$118,500

3 beds1 bath1,470 sq ft

153 N Mcpherson Ave, Hopkinsville, KY 42240

Property at 506 Danville Ave, Stanford, KY 40484, 3 beds, 1 bath

$189,900

3 beds1 bath1,948 sq ft

506 Danville Ave, Stanford, KY 40484

Property at 2217 Grinstead Dr, Louisville, KY 40204, 5 beds, 3 baths

$550,000

5 beds3 baths2,950 sq ft

2217 Grinstead Dr, Louisville, KY 40204

Homepage Realty

Property at 386 Bradford Dr, Lexington, KY 40503, 3 beds, 1 bath

$327,900

3 beds1 bath1,276 sq ft

386 Bradford Dr, Lexington, KY 40503

Property at 1454 S 4th St, Louisville, KY 40208, 5 beds, 4 baths

$679,000

5 beds4 baths5,351 sq ft

1454 S 4th St, Louisville, KY 40208

85W Real Estate

Property at 612 N 11th St, Paducah, KY 42001, 2 beds, 1 bath

$30,000

2 beds1 bath903 sq ft

612 N 11th St, Paducah, KY 42001

Property at 207 Paul Sawyier Dr, Frankfort, KY 40601, 4 beds, 2.5 baths

$549,000

4 beds2.5 baths3,121 sq ft

207 Paul Sawyier Dr, Frankfort, KY 40601

Property at 504 S Main St, Franklin, KY 42134, 4 beds, 2 baths

$279,900

4 beds2 baths3,040 sq ft

504 S Main St, Franklin, KY 42134

Property at 186 Exchange St, Wingo, KY 42088, 2 beds, 2 baths

$70,400

2 beds2 baths1,557 sq ft

186 Exchange St, Wingo, KY 42088

Property at 1434 Christy Ave, Louisville, KY 40204, 3 beds, 1.5 baths

$334,900

3 beds1.5 baths1,929 sq ft

1434 Christy Ave, Louisville, KY 40204

Signal One Realty

Property at 1401 Clagett Ave, Bowling Green, KY 42104, 3 beds, 1.5 baths

$247,000

3 beds1.5 baths1,456 sq ft

1401 Clagett Ave, Bowling Green, KY 42104

Property at 112 Dr W. J. Hodge St, Louisville, KY 40203, 3 beds, 1 bath

$60,000

3 beds1 bath896 sq ft

112 Dr W. J. Hodge St, Louisville, KY 40203

RE/MAX Premier Properties

Property at 801 Scott St, Covington, KY 41011, 3 beds, 3 baths

$775,000

3 beds3 baths3,070 sq ft

801 Scott St, Covington, KY 41011

Property at 8550 Lebanon Rd, Parksville, KY 40464, 1 bed, 1 bath

$59,900

1 bed1 bath— sq ft

8550 Lebanon Rd, Parksville, KY 40464

Property at 3712 W Broadway, Louisville, KY 40211, 5 beds, 2.5 baths

$240,000

5 beds2.5 baths2,494 sq ft

3712 W Broadway, Louisville, KY 40211

Homepage Realty

Property at 1263 Forest Dr, Louisville, KY 40219, 4 beds, 2.5 baths

$219,999

4 beds2.5 baths1,332 sq ft

1263 Forest Dr, Louisville, KY 40219

EXP Realty LLC

Property at 436 Price Rd, Lexington, KY 40508, 2 beds, 1 bath

$165,000

2 beds1 bath832 sq ft

436 Price Rd, Lexington, KY 40508

Property at 8901 Scott Hill Dr, Catlettsburg, KY 41129, 3 beds, 1 bath

$149,900

3 beds1 bath1,538 sq ft

8901 Scott Hill Dr, Catlettsburg, KY 41129

Property at 904 Horn St, Ashland, KY 41102, 3 beds, 2 baths

$188,800

3 beds2 baths2,172 sq ft

904 Horn St, Ashland, KY 41102

Property at 1500 Horn St, Ashland, KY 41101, 3 beds, 1 bath

$53,000

3 beds1 bath1,100 sq ft

1500 Horn St, Ashland, KY 41101

Property at 1591 Henson Ridge Rd, Liberty, KY 42539, 3 beds, 1 bath

$998,900

3 beds1 bath1,548 sq ft

1591 Henson Ridge Rd, Liberty, KY 42539

Property at 2730 S 4th St, Louisville, KY 40208, 5 beds, 5 baths

$415,000

5 beds5 baths3,440 sq ft

2730 S 4th St, Louisville, KY 40208

Keller Williams Collective

Property at 2530 Griffiths Ave, Louisville, KY 40212, 3 beds, 1 bath

$119,900

3 beds1 bath924 sq ft

2530 Griffiths Ave, Louisville, KY 40212

Polo Real Estate Group LLC

Property at 2116 Center St, Paducah, KY 42001, 2 beds, 1 bath

$30,000

2 beds1 bath812 sq ft

2116 Center St, Paducah, KY 42001

Property at 6409 2nd St, Westport, KY 40077, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,936 sq ft

6409 2nd St, Westport, KY 40077

simpler.realestate

Property at 530 Camp St, Louisville, KY 40203, 2 beds, 1 bath

$144,900

2 beds1 bath970 sq ft

530 Camp St, Louisville, KY 40203

Morris REALTORS

Property at 226 N 26th St, Louisville, KY 40212, 2 beds, 1 bath

$69,000

2 beds1 bath758 sq ft

226 N 26th St, Louisville, KY 40212

G. Starks Realty Co.

Property at 4123 Churchman Ave, Louisville, KY 40215, 1 bed, 1 bath

$89,900

1 bed1 bath625 sq ft

4123 Churchman Ave, Louisville, KY 40215

Crane REALTORS, LLC

Property at 4148 Bagdad Rd, Bagdad, KY 40003, 4 beds, 1.5 baths

$369,000

4 beds1.5 baths2,014 sq ft

4148 Bagdad Rd, Bagdad, KY 40003

Semonin Realtors

Property at 16155 Us-45, Wingo, KY 42088, 3 beds, 1 bath

$119,900

3 beds1 bath1,350 sq ft

16155 Us-45, Wingo, KY 42088

Viewing page 47 of 76

Vintage Homes for Sale in Kentucky

There are currently 3115 vintage homes for sale in Kentucky. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. This map is refreshed with the newest listings in Kentucky every 15 minutes.

Find your dream vintage homes in Kentucky 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 Kentucky are local experts and are ready to answer your questions about properties , neighborhoods, schools, and the newest listings for sale in Kentucky. If you're looking to sell your home in the Kentucky area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Kentucky with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

Popular Cities in Kentucky

Popular Searches in Kentucky, KY

Based on information submitted to the MLS GRID as of Sun Sep 20 2026. 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.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.